ID: ALA3959737

Max Phase: Preclinical

Molecular Formula: C21H25Cl2N5O3S

Molecular Weight: 498.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1CCN(C(=O)C(CCn2cccc2C#N)NS(=O)(=O)c2c(N)cc(Cl)cc2Cl)CC1

Standard InChI:  InChI=1S/C21H25Cl2N5O3S/c1-14-4-8-28(9-5-14)21(29)19(6-10-27-7-2-3-16(27)13-24)26-32(30,31)20-17(23)11-15(22)12-18(20)25/h2-3,7,11-12,14,19,26H,4-6,8-10,25H2,1H3

Standard InChI Key:  ACGUCMXPWIANLN-UHFFFAOYSA-N

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

Properties

Molecular Weight: 498.44

Molecular Weight (Monoisotopic): 497.1055

AlogP: 3.24

#Rotatable Bonds: 7

Polar Surface Area: 121.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.84

CX Basic pKa: 0.31

CX LogP: 2.59

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -1.46

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