# US 2010/0168384 A1 · Anti-viral compounds

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- Number: US 2010/0168384 A1
- Document ID: US20100168384A1
- Status: Published application
- Kind: A1
- Application number: 12/495,299
- Filed: 2009-06-30
- Published: 2010-07-01
- Earliest claimed: 2009-06-30
- Assignees: Abbott Laboratories
- Inventors: Keith F. McDaniel; Dale J. Kempf
- Web page: https://patentgrep.com/patent/US20100168384A1

## CPC

- C07K 5/0804: {and aliphatic}
- C07K 5/0802: {with the first amino acid being neutral}
- C07K: PEPTIDES (peptides in foodstuffs A23; obtaining protein compositions for foodstuffs, working-up proteins for foodstuffs A23J; preparations for medicinal purposes A61K; peptides containing beta-lactam rings C07D; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, C07D; ergot alkaloids of the cyclic peptide type C07D519/02; macromolecular compounds having statistically distributed amino acid units in their molecules, i.e. when the preparation does not provide for a specific; but for a random sequence of the amino acid units, homopolyamides and block copolyamides derived from amino acids C08G69/00; macromolecular products derived from proteins C08H1/00; preparation of glue or gelatine C09H; single cell proteins, enzymes C12N; genetic engineering processes for obtaining peptides C12N15/00; compositions for measuring or testing processes involving enzymes C12Q; investigation or analysis of biological material G01N33/00)

## Abstract

Compounds capable of inhibiting replication of the hepatitis C virus (“HCV”) are described. This invention also relates to processes of making such compounds, compositions comprising such compounds, and methods of using such compounds to treat HCV infection.

## Claims

### Claim 1

A compound of Formula I:
or a pharmaceutically acceptable salt thereof, wherein:
D is a five, six or seven membered ring system containing one or two nitrogen and is optionally substituted with one or more R;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkyl-S(O)—, C1-C6alkyl-S(O)2—, C1-C6alkylamino, C1-C6alkylamide, C1-C6alkylaminoC1-C6alkyl, C1-C6alkylcarbonyl, C1-C6alkylcarbonyloxy, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkyl-S—C1-C6alkyl, C3-C10carbocycle, C3-C10carbocycle-O—, C7-C14alkylcarbocycle, or 5- to 12-membered heterocycle;
J is absent, —C(O)—, —O—C(O)—, or —N(A)-C(O)—;
A is independently selected at each occurrence from (1) hydrogen; or (2) C1-C9alkyl, C2-C9alkenyl, C2-C9alkynyl, C1-C9alkoxy, C3-C10carbocycle, C7-C14alkylcarbocycle, or 5-12 membered heterocycle, each of which is optionally substituted with one or more substituents independently selected from cyano, halogen, hydroxy, amino, carboxyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylamino or C1-C6alkylamide; with the proviso that A-J- is not —COOH;
R1 is hydrogen, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, or C3-C7carbocycle;
G is —O—R2, —NH—SO2—R2, or —NH—C(O)—R2, wherein R2 is independently selected at each occurrence from hydrogen, C1-C8alkyl, C2-C8alkenyl, C2-C8alkynyl, C1-C8haloalkyl, C3-C14carbocycle optionally substituted with one or more R, C4-C16alkylcarbocycle optionally substituted with one or more R, or 5- to 7-membered heterocycle optionally substituted with one or more R;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene, each of which optionally contains 1 to 3 heteroatoms selected from O, S, S(O) or S(O)2, and L is optionally substituted with one or more substituents independently selected from halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl or C2-C6alkynyl;
R4 and R4′ are each independently hydrogen, halogen, C1-C6alkyl, C2-C6alkenyl or C2-C6alkynyl; and
each R is independently selected at each occurrence from halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C1-C6alkylaminoC1-C6alkyl, C1-C6alkylcarbonyloxy, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkyl-S—C1-C6alkyl, C3-C8carbocycle, C6-C16alkylcarbocycle, or 5- to 7-membered heterocycle.

### Claim 2 (depends on 1)

The compound or salt according to claim 1, wherein:
D is a five, six or seven membered ring system containing one or two nitrogen;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C3-C7cycloalkyl, C6-C10aryl, C7-C14alkylaryl, or 5- to 7-membered monocyclic heterocycle;
A-J- is hydrogen; C1-C6alkyl or C3-C7cycloalkyl, each of which is optionally substituted with halogen; C1-C6alkoxy; —C(O)—R3; —C(O)—O—R3; or —C(O)—N(R3)2;
each R3 is independently C1-C9alkyl, C6-C10aryl, C7-C14alkylaryl, C3-C7cycloalkyl, or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen, C1-C6alkyl, or C3-C7cycloalkyl;
G is —O—R2 or —NH—SO2—R2′, wherein R2 is hydrogen, C1-C6alkyl, C3-C7cycloalkenyl, C6-C14aryl or C7-C16alkylaryl; and R2′ is C1-C8alkyl, C4-C10alkylcycloalkyl, C3-C7cycloalkyl; or R2′ is cyclopropyl or cyclobutyl and is optionally substituted with C1-C4alkyl, C2-C5alkenyl, C7-C16alkylaryl, C1-C6alkoxy, C1-C6alkoxyC1-C6alkyl, C5-C7cycloalkyl, C5-C7cycloalkenyl, C6-C10alkylcycloalkyl, halogen, C1-C6haloalkyl, cyano, or C1-C6haloalkoxy;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene, each of which optionally contains 1 to 3 heteroatoms selected from O, S, S(O) or S(O)2; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 3 (depends on 1)

The compound or salt according to claim 1, wherein:
D is a five, six or seven membered ring system containing one or two nitrogen;
Ra, Rb, Rc, and Rd are hydrogen, halogen, C1-C6alkyl or C1-C6haloalkyl;
A-J- is —C(O)—R3 or —C(O)—O—R3; wherein R3 is independently C1-C6alkyl or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen or C1-C6alkyl;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl or cyclobutyl and is optionally substituted with halogen, C1-C4alkyl or C2-C5alkenyl;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 4 (depends on 1)

The compound or salt according to claim 1, wherein the compound has Formula II,
and wherein A, J, D, G, R1, Ra, Rb, Rc, Rd, R4, and R4′ are as defined in claim 1.

### Claim 5 (depends on 4)

The compound or salt according to claim 4, wherein:
D is a five, six or seven membered ring system containing one or two nitrogen;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C3-C7cycloalkyl, C6-C10aryl, C7-C14alkylaryl, or 5- to 7-membered monocyclic heterocycle;
A-J- is hydrogen; C1-C6alkyl or C3-C7cycloalkyl, each of which is optionally substituted with halogen; C1-C6alkoxy; —C(O)—R3; —C(O)—O—R3; or —C(O)—N(R3)2;
each R3 is independently C1-C9alkyl, C6-C10aryl, C7-C14alkylaryl, C3-C7cycloalkyl, or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen, C1-C6alkyl, or C3-C7cycloalkyl;
G is —O—R2 or —NH—SO2—R2′, wherein R2 is hydrogen, C1-C6alkyl, C3-C7cycloalkenyl, C6-C14aryl or C7-C16alkylaryl; and R2′ is C1-C8alkyl, C4-C10alkylcycloalkyl, C3-C7cycloalkyl; or R2′ is cyclopropyl or cyclobutyl and is optionally substituted with C1-C4alkyl, C2-C5alkenyl, C7-C16alkylaryl, C1-C6alkoxy, C1-C6alkoxyC1-C6alkyl, C5-C7cycloalkyl, C5-C7cycloalkenyl, C7-C10alkylcycloalkyl, halogen, C1-C6haloalkyl, cyano, or C1-C6haloalkoxy; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 6 (depends on 4)

The compound or salt according to claim 4, wherein:
D is a five, six or seven membered ring system containing one or two nitrogen;
Ra, Rb, Rc, and Rd are hydrogen, halogen, C1-C6alkyl or C1-C6haloalkyl;
A-J- is —C(O)—R3 or —C(O)—O—R3; wherein R3 is independently C1-C6alkyl or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen or C1-C6alkyl;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl or cyclobutyl and is optionally substituted with halogen, C1-C4alkyl or C2-C5alkenyl; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 7 (depends on 4)

The compound or salt according to claim 4, wherein:
D is a six membered ring system containing one or two nitrogen;
Ra, Rb, Rc, and Rd are hydrogen;
A-J- is R3—C(O)—, and R3 is 5-7 membered heterocycle optionally substituted with one or more halogen or C1-C6alkyl;
R1 is hydrogen;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl; and
R4 and R4′ are hydrogen.

### Claim 8

A compound of Formula I:
or a pharmaceutically acceptable salt thereof, wherein:
D is a 6- or 7-membered, non-aromatic carbocycle, and is optionally substituted with one or more R;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkyl-S(O)—, C1-C6alkyl-S(O)2—, C1-C6alkylamino, C1-C6alkylamide, C1-C6alkylaminoC1-C6alkyl, C1-C6alkylcarbonyl, C1-C6alkylcarbonyloxy, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkyl-S—C1-C6alkyl, C3-C10carbocycle, C3-C10carbocycle-O—, C7-C14alkylcarbocycle, or 5- to to 12-membered heterocycle;
J is absent, —C(O)—, —O—C(O)—, or —N(A)-C(O)—;
A is independently selected at each occurrence from (1) hydrogen; or (2) C1-C9alkyl, C2-C9alkenyl, C2-C9alkynyl, C1-C9alkoxy, C3-C10carbocycle, C7-C14alkylcarbocycle, or 5-12 membered heterocycle, each of which is optionally substituted with one or more substituents independently selected from cyano, halogen, hydroxy, amino, carboxyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylamino or C1-C6alkylamide; with the proviso that A-J- is not —COOH;
R1 is hydrogen, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, or C3-C7carbocycle;
G is —O—R2, —NH—SO2—R2, or —NH—C(O)—R2, wherein R2 is independently selected at each occurrence from hydrogen, C1-C8alkyl, C2-C8alkenyl, C2-C8alkynyl, C1-C8haloalkyl, C3-C14carbocycle optionally substituted with one or more R, C4-C16alkylcarbocycle optionally substituted with one or more R, or 5- to 7-membered heterocycle optionally substituted with one or more R;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene, each of which optionally contains 1 to 3 heteroatoms selected from O, S, S(O) or S(O)2, and L is optionally substituted with one or more substituents independently selected from halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl or C2-C6alkynyl;
R4 and R4′ are each independently hydrogen, halogen, C1-C6alkyl, C2-C6alkenyl or C2-C6alkynyl; and
each R is independently selected at each occurrence from halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C1-C6alkylaminoC1-C6alkyl, C1-C6alkylcarbonyloxy, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkoxyC1-C6alkyl, C1-CC6alkyl-S—C1-C6alkyl, C3-C8carbocycle, C6-C16alkylcarbocycle, or 5- to 7-membered heterocycle.

### Claim 9 (depends on 8)

The compound or salt according to claim 8, wherein:
D is a 6- or 7-membered, non-aromatic carbocycle;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, 2 5 cyano, nitro, amino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C3-C7cycloalkyl, C6-C10aryl, C7-C14alkylaryl, or 5- to 7-membered monocyclic heterocycle;
A-J- is hydrogen; C1-C6alkyl or C3-C7cycloalkyl, each of which is optionally substituted with halogen; C1-C6alkoxy; —C(O)—R3; —C(O)—O—R3; or —C(O)—N(R3)2;
each R3 is independently C1-C9alkyl, C6-C10aryl, C7-C14alkylaryl, C3-C7cycloalkyl, or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen, C1-C6alkyl, or C3-C7cycloalkyl;
G is —O—R2 or —NH—SO2—R2′, wherein R2 is hydrogen, C1-C6alkyl, C3-C7cycloalkenyl, C6-C14aryl or C7-C16alkylaryl; and R2′ is C1-C8alkyl, C4-C10alkylcycloalkyl, C3-C7cycloalkyl; or R2′ is cyclopropyl or cyclobutyl and is optionally substituted with C1-C4alkyl, C2-C5alkenyl, C7-C16alkylaryl, C1-C6alkoxy, C1-C6alkoxyC1-C6alkyl, C5-C7cycloalkyl, C5-C7cycloalkenyl, C6-C10alkylcycloalkyl, halogen, C1-C6haloalkyl, cyano, or C1-C6haloalkoxy;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene, each of which optionally contains 1 to 3 heteroatoms selected from O, S, S(O) or S(O)2; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 10 (depends on 8)

The compound or salt according to claim 8, wherein:
D is a 6- or 7-membered, non-aromatic carbocycle;
Ra, Rb, Rc, and Rd are hydrogen, halogen, C1-C6alkyl or C1-C6haloalkyl;
A-J- is —C(O)—R3 or —C(O)—O—R3; wherein R3 is independently C1-C6alkyl or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen or C1-C6alkyl;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl or cyclobutyl and is optionally substituted with halogen, C1-C4alkyl or C2-C5alkenyl;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 11 (depends on 8)

The compound or salt according to claim 8, wherein the compound has Formula II,
and wherein A, J, D, G, R1, Ra, Rb, Rc, Rd, R4, and R4′ are as defined in claim 8.

### Claim 12 (depends on 11)

The compound or salt according to claim 11, wherein:
D is a 6- or 7-membered, non-aromatic carbocycle;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C3-C7cycloalkyl, C6-C10aryl, C7-C14alkylaryl, or 5- to 7-membered monocyclic heterocycle;
A-J- is hydrogen; C1-C6alkyl or C3-C7cycloalkyl, each of which is optionally substituted with halogen; C1-C6alkoxy; —C(O)—R3; —C(O)—O—R3; or —C(O)—N(R3)2;
each R3 is independently C1-C9alkyl, C6-C10aryl, C7-C14alkylaryl, C3-C7cycloalkyl, or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen, C1-C6alkyl, or C3-C7cycloalkyl;
G is —O—R2 or —NH—SO2—R2′, wherein R2 is hydrogen, C1-C6alkyl, C3-C7cycloalkenyl, C6-C14aryl or C7-C16alkylaryl; and R2′ is C1-C8alkyl, C4-C10alkylcycloalkyl, C3-C7cycloalkyl; or R2′ is cyclopropyl or cyclobutyl and is optionally substituted with C1-C4alkyl, C2-C5alkenyl, C7-C16alkylaryl, C1-C6alkoxy, C1-C6alkoxyC1-C6alkyl, C5-C7cycloalkyl, C5-C7cycloalkenyl, C6-C10alkylcycloalkyl, halogen, C1-C6haloalkyl, cyano, or C1-C6haloalkoxy; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 13 (depends on 11)

The compound or salt according to claim 11, wherein:
D is a 6- or 7-membered, non-aromatic carbocycle;
Ra, Rb, Rc, and Rd are hydrogen, halogen, C1-C6alkyl or C1-C6haloalkyl;
A-J- is —C(O)—R3 or —C(O)—O—R3; wherein R3 is independently C1-C6alkyl or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen or C1-C6alkyl;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl or cyclobutyl and is optionally substituted with halogen, C1-C4alkyl or C2-C5alkenyl; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 14 (depends on 11)

The compound or salt according to claim 11, wherein:
D is a 6- or 7-membered, non-aromatic carbocycle;
Ra, Rb, Rc, and Rd are hydrogen;
A-J- is R3—C(O)—, and R3 is 5-7 membered heterocycle optionally substituted with one or more halogen or C1-C6alkyl;
R1 is hydrogen;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl; and
R4 and R4′ are hydrogen.

### Claim 15

A compound of Formula III:
or a pharmaceutically acceptable salt thereof, wherein:
E is a 5-, 6- or 7-membered, non-aromatic ring system containing 0, 1 or 2 heteroatoms selected from nitrogen or oxygen, wherein E is optionally substituted with one or more R;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkyl-S(O)—, C1-C6alkyl-S(O)2—, C1-C6alkylamino, C1-C6alkylamide, C1-C6alkylaminoC1-C6alkyl, C1-C6alkylcarbonyl, C1-C6alkylcarbonyloxy, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkyl-S—C1-C6alkyl, C3-C10carbocycle, C3-C10carbocycle-O—, C7-C14alkylcarbocycle, or 5- to to 12-membered heterocycle;
J is absent, —C(O)—, —O—C(O)—, or —N(A)-C(O)—;
A is independently selected at each occurrence from (1) hydrogen; or (2) C1-C9alkyl, C2-C9alkenyl, C2-C9alkynyl, C1-C9alkoxy, C3-C10carbocycle, C7-C14alkylcarbocycle, or 5-12 membered heterocycle, each of which is optionally substituted with one or more substituents independently selected from cyano, halogen, hydroxy, amino, carboxyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylamino or C1-C6alkylamide; with the proviso that A-J- is not —COOH;
R1 is hydrogen, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, or C3-C7carbocycle;
G is —O—R2, —NH—SO2—R2, or —NH—C(O)—R2, wherein R2 is independently selected at each occurrence from hydrogen, C1-C8alkyl, C2-C8alkenyl, C2-C8alkynyl, C1-C8haloalkyl, C3-C14carbocycle optionally substituted with one or more R, C4-C16alkylcarbocycle optionally substituted with one or more R, or 5- to 7-membered heterocycle optionally substituted with one or more R;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene, each of which optionally has from 1 to 3 carbon atoms independently replaced with O, S, S(O) or S(O)2, and L is optionally substituted with one or more substituents independently selected from halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl or C2-C6alkynyl;
R4 and R4′ are each independently hydrogen, halogen, C1-C6alkyl, C2-C6alkenyl or C2-C6alkynyl; and
each R is independently selected at each occurrence from halogen, hydroxy, mercapto, cyano, nitro, amino, carboxyl, formyl, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C1-C6alkylaminoC1-C6alkyl, C1-C6alkylcarbonyloxy, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkyl-S—C1-C6alkyl, C3-C8carbocycle, C6-C16alkylcarbocycle, or 5- to 7-membered heterocycle.

### Claim 16 (depends on 15)

The compound or salt according to claim 15, wherein:
E is a 5-, 6- or 7-membered, non-aromatic ring system containing 0, 1 or 2 heteroatoms selected from nitrogen or oxygen;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C3-C7cycloalkyl, C6-C10aryl, C7-C14alkylaryl, or 5- to 7-membered monocyclic heterocycle;
A-J- is hydrogen; C1-C6alkyl or C3-C7cycloalkyl, each of which is optionally substituted with halogen; C1-C6alkoxy; —C(O)—R3; —C(O)—O—R3; or —C(O)—N(R3)2;
each R3 is independently C1-C9alkyl, C6-C10aryl, C7-C14alkylaryl, C3-C7cycloalkyl, or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen, C1-C6alkyl, or C3-C7cycloalkyl;
G is —O—R2 or —NH—SO2—R2′, wherein R2 is hydrogen, C1-C6alkyl, C3-C7cycloalkenyl, C6-C14aryl or C7-C16alkylaryl; and R2′ is C1-C8alkyl, C4-C10alkylcycloalkyl, C3-C7cycloalkyl; or R2′ is cyclopropyl or cyclobutyl and is optionally substituted with C1-C4alkyl, C2-C5alkenyl, C7-C16alkylaryl, C1-C6alkoxy, C1-C6alkoxyC1-C6alkyl, C5-C7cycloalkyl, C5-C7cycloalkenyl, C6-Chalogen, C1-C6haloalkyl, cyano, or C1-C6haloalkoxy;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene, each of which optionally contains 1 to 3 heteroatoms selected from O, S, S(O) or S(O)2; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 17 (depends on 15)

The compound or salt according to claim 15, wherein:
E is a 5-, 6- or 7-membered, non-aromatic ring system containing 0, 1 or 2 heteroatoms selected from nitrogen or oxygen;
Ra, Rb, Rc, and Rd are hydrogen;
A-J- is —C(O)—R3 or —C(O)—O—R3; wherein R3 is independently C1-C6alkyl or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen or C1-C6alkyl;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl or cyclobutyl and is optionally substituted with halogen, C1-C4alkyl or C2-C5alkenyl;
L is C3-C9alkylene, C3-C9alkenylene or C3-C9alkynylene; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 18 (depends on 15)

The compound or salt according to claim 15, wherein the compound has Formula IV,
and wherein A, J, E, G, R1, Ra, Rb, Rc, Rd, R4, and R4′ are as defined in claim 15.

### Claim 19 (depends on 18)

The compound or salt according to claim 18, wherein:
E is a 5-, 6- or 7-membered, non-aromatic ring system containing 0, 1 or 2 heteroatoms selected from nitrogen or oxygen;
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkyl-S—, C1-C6alkylamino, C3-C7cycloalkyl, C6-C10aryl, C7-C14alkylaryl, or 5- to 7-membered monocyclic heterocycle;
A-J- is hydrogen; C1-C6alkyl or C3-C7cycloalkyl, each of which is optionally substituted with halogen; C1-C6alkoxy; —C(O)—R3; —C(O)—O—R3; or —C(O)—N(R3)2;
each R3 is independently C1-C9alkyl, C6-C10aryl, C7-C14alkylaryl, C3-C7cycloalkyl, or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen, C1-C6alkyl, or C3-C7cycloalkyl;
G is —O—R2 or —NH—SO2—R2′, wherein R2 is hydrogen, C1-C6alkyl, C3-C7cycloalkenyl, C6-C14aryl or C7-C16alkylaryl; and R2′ is C1-C8alkyl, C4-C10alkylcycloalkyl, C3-C7cycloalkyl; or R2′ is cyclopropyl or cyclobutyl and is optionally substituted with C1-C4alkyl, C2-C5alkenyl, C7-C16alkylaryl, C1-C6alkoxy, C1-C6alkoxyC1-C6alkyl, C5-C7cycloalkyl, C5-C7cycloalkenyl, C6-C10alkylcycloalkyl, halogen, C1-C6haloalkyl, cyano, or C1-C6haloalkoxy; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 20 (depends on 18)

The compound or salt according to claim 18, wherein:
E is a 5-, 6- or 7-membered, non-aromatic ring system containing 0, 1 or 2 heteroatoms selected from nitrogen or oxygen;
Ra, Rb, Rc, and Rd are hydrogen, halogen, C1-C6alkyl or C1-C6haloalkyl;
A-J- is —C(O)—R3 or —C(O)—O—R3; wherein R3 is independently C1-C6alkyl or 5-7 membered heterocycle, each of which is independently optionally substituted with one or more substituents independently selected from halogen, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl or C1-C6haloalkoxy;
R1 is hydrogen or C1-C6alkyl;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl or cyclobutyl and is optionally substituted with halogen, C1-C4alkyl or C2-C5alkenyl; and
R4 and R4′ are each independently hydrogen or methyl.

### Claim 21 (depends on 18)

The compound or salt according to claim 18, wherein:
E is a 6-membered, non-aromatic ring system containing 0, 1 or 2 heteroatoms selected from nitrogen or oxygen;
Ra, Rb, Rc, and Rd are hydrogen;
A-J- is R3—C(O)—, and R3 is 5-7 membered heterocycle optionally substituted with one or more halogen or C1-C6alkyl;
R1 is hydrogen;
G is —NH—SO2—R2′, wherein R2′ is cyclopropyl; and
R4 and R4′ are hydrogen.