ID: ALA1939559

Max Phase: Preclinical

Molecular Formula: C30H27ClF4N4O4S

Molecular Weight: 651.08

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](c1nc2ncccc2c(=O)n1-c1ccc(Cl)cc1)N(CC1CCS(=O)(=O)CC1)C(=O)Cc1ccc(F)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C30H27ClF4N4O4S/c1-18(28-37-27-23(3-2-12-36-27)29(41)39(28)22-7-5-21(31)6-8-22)38(17-19-10-13-44(42,43)14-11-19)26(40)16-20-4-9-25(32)24(15-20)30(33,34)35/h2-9,12,15,18-19H,10-11,13-14,16-17H2,1H3/t18-/m1/s1

Standard InChI Key:  HVQPVIBEPUHUPH-GOSISDBHSA-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: 651.08

Molecular Weight (Monoisotopic): 650.1378

AlogP: 5.55

#Rotatable Bonds: 7

Polar Surface Area: 102.23

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 0.76

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.24

Np Likeness Score: -1.60

References

1. Chen X, Mihalic J, Deignan J, Gustin DJ, Duquette J, Du X, Chan J, Fu Z, Johnson M, Li AR, Henne K, Sullivan T, Lemon B, Ma J, Miao S, Tonn G, Collins T, Medina JC..  (2012)  Discovery of potent and specific CXCR3 antagonists.,  22  (1): [PMID:22130135] [10.1016/j.bmcl.2011.10.120]

2. Andrews SP, Cox RJ..  (2016)  Small Molecule CXCR3 Antagonists.,  59  (7): [PMID:26535614] [10.1021/acs.jmedchem.5b01337]

Source

Source(1):

• Scientific Literature