N-(4-(2-cyano-1H-pyrrol-1-yl)-1-(4-methylpiperidin-1-yl)-1-oxobutan-2-yl)benzenesulfonamide

ID: ALA3896799

Chembl Id: CHEMBL3896799

PubChem CID: 58509273

Max Phase: Preclinical

Molecular Formula: C21H26N4O3S

Molecular Weight: 414.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCN(C(=O)C(CCn2cccc2C#N)NS(=O)(=O)c2ccccc2)CC1

Standard InChI:  InChI=1S/C21H26N4O3S/c1-17-9-13-25(14-10-17)21(26)20(11-15-24-12-5-6-18(24)16-22)23-29(27,28)19-7-3-2-4-8-19/h2-8,12,17,20,23H,9-11,13-15H2,1H3

Standard InChI Key:  UWIFNZPQBKJFLK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3896799

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

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: 414.53

Molecular Weight (Monoisotopic): 414.1726

AlogP: 2.36

#Rotatable Bonds: 7

Polar Surface Area: 95.20

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -1.47

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