N-(4-(2-cyano-1H-pyrrol-1-yl)-1-(4-methylpiperidin-1-yl)-1-oxobutan-2-yl)-1-methyl-1H-indole-4-sulfonamide

ID: ALA3945769

Chembl Id: CHEMBL3945769

PubChem CID: 58508974

Max Phase: Preclinical

Molecular Formula: C24H29N5O3S

Molecular Weight: 467.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCN(C(=O)C(CCn2cccc2C#N)NS(=O)(=O)c2cccc3c2ccn3C)CC1

Standard InChI:  InChI=1S/C24H29N5O3S/c1-18-8-14-29(15-9-18)24(30)21(11-16-28-12-4-5-19(28)17-25)26-33(31,32)23-7-3-6-22-20(23)10-13-27(22)2/h3-7,10,12-13,18,21,26H,8-9,11,14-16H2,1-2H3

Standard InChI Key:  GJBZOFJQFQXZEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3945769

   N-[4-(2-cyanopyrrol-1-yl)-1-(4-methylpiperidin-1-yl)-1-oxobutan-2-yl]-1-methylindole-4-sulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 467.60

Molecular Weight (Monoisotopic): 467.1991

AlogP: 2.85

#Rotatable Bonds: 7

Polar Surface Area: 100.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.58

Np Likeness Score: -1.39

References

1. Abeywardane A, Caviness G, Choi Y, Cogan D, Gao A, Goldberg D, Heim-Riether A, Jeanfavre D, Klein E, Kowalski JA, Mao W, Miller C, Moss N, Ramsden P, Raymond E, Skow D, Smith-Keenan L, Snow RJ, Wu F, Wu JP, Yu Y..  (2016)  N-Arylsulfonyl-α-amino carboxamides are potent and selective inhibitors of the chemokine receptor CCR10 that show efficacy in the murine DNFB model of contact hypersensitivity.,  26  (21): [PMID:27692854] [10.1016/j.bmcl.2016.09.047]

Source

Source(1):

• Scientific Literature