ID: ALA3955499

Max Phase: Preclinical

Molecular Formula: C21H25Cl2N5O3S

Molecular Weight: 498.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1CCCN(C(=O)C(CCn2cccc2C#N)NS(=O)(=O)c2cc(Cl)c(N)c(Cl)c2)C1

Standard InChI:  InChI=1S/C21H25Cl2N5O3S/c1-14-4-2-8-28(13-14)21(29)19(6-9-27-7-3-5-15(27)12-24)26-32(30,31)16-10-17(22)20(25)18(23)11-16/h3,5,7,10-11,14,19,26H,2,4,6,8-9,13,25H2,1H3

Standard InChI Key:  STJFVBFBEPDAGK-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: 9.50

CX Basic pKa:

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -1.45

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