ID: ALA3979967

Max Phase: Preclinical

Molecular Formula: C19H24Cl3N5O3S

Molecular Weight: 508.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1CCN(C(=O)C(CCn2nccc2Cl)NS(=O)(=O)c2cc(Cl)c(N)c(Cl)c2)CC1

Standard InChI:  InChI=1S/C19H24Cl3N5O3S/c1-12-3-7-26(8-4-12)19(28)16(5-9-27-17(22)2-6-24-27)25-31(29,30)13-10-14(20)18(23)15(21)11-13/h2,6,10-12,16,25H,3-5,7-9,23H2,1H3

Standard InChI Key:  HXAHSXQTFSWLMO-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: 508.86

Molecular Weight (Monoisotopic): 507.0665

AlogP: 3.42

#Rotatable Bonds: 7

Polar Surface Area: 110.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.50

CX Basic pKa: 2.01

CX LogP: 2.26

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -1.58

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