ID: ALA3951650

Max Phase: Preclinical

Molecular Formula: C20H24Cl2N6O3S

Molecular Weight: 499.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1CCN(C(=O)C(CCn2ccnc2C#N)NS(=O)(=O)c2cc(Cl)c(N)c(Cl)c2)CC1

Standard InChI:  InChI=1S/C20H24Cl2N6O3S/c1-13-2-6-28(7-3-13)20(29)17(4-8-27-9-5-25-18(27)12-23)26-32(30,31)14-10-15(21)19(24)16(22)11-14/h5,9-11,13,17,26H,2-4,6-8,24H2,1H3

Standard InChI Key:  OEQVZEWITHEYQJ-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: 499.42

Molecular Weight (Monoisotopic): 498.1008

AlogP: 2.64

#Rotatable Bonds: 7

Polar Surface Area: 134.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.50

CX Basic pKa: 0.89

CX LogP: 1.85

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: -1.49

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