ID: ALA3964878

Max Phase: Preclinical

Molecular Formula: C22H27Cl2N3O3S

Molecular Weight: 484.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1CCN(C(=O)[C@H](CCc2ccccc2)NS(=O)(=O)c2cc(Cl)c(N)c(Cl)c2)CC1

Standard InChI:  InChI=1S/C22H27Cl2N3O3S/c1-15-9-11-27(12-10-15)22(28)20(8-7-16-5-3-2-4-6-16)26-31(29,30)17-13-18(23)21(25)19(24)14-17/h2-6,13-15,20,26H,7-12,25H2,1H3/t20-/m0/s1

Standard InChI Key:  LRIXCDZHMGDDCY-FQEVSTJZSA-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: 484.45

Molecular Weight (Monoisotopic): 483.1150

AlogP: 4.11

#Rotatable Bonds: 7

Polar Surface Area: 92.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.50

CX Basic pKa:

CX LogP: 4.11

CX LogD: 4.10

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -1.11

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