ID: ALA4089263

Max Phase: Preclinical

Molecular Formula: C28H22Cl2N6O2S

Molecular Weight: 577.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  N/C(=N/C(=N\S(=O)(=O)c1ccc(Cl)cc1)N1CC(c2ccccc2)C(c2ccc(Cl)cc2)=N1)c1ccccn1

Standard InChI:  InChI=1S/C28H22Cl2N6O2S/c29-21-11-9-20(10-12-21)26-24(19-6-2-1-3-7-19)18-36(34-26)28(33-27(31)25-8-4-5-17-32-25)35-39(37,38)23-15-13-22(30)14-16-23/h1-17,24H,18H2,(H2,31,33,35)

Standard InChI Key:  URBDEESKRCZDQU-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: 577.50

Molecular Weight (Monoisotopic): 576.0902

AlogP: 5.34

#Rotatable Bonds: 5

Polar Surface Area: 113.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 3.88

CX LogP: 5.52

CX LogD: 5.52

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: -1.01

References

1. Iyer MR, Cinar R, Katz A, Gao M, Erdelyi K, Jourdan T, Coffey NJ, Pacher P, Kunos G..  (2017)  Design, Synthesis, and Biological Evaluation of Novel, Non-Brain-Penetrant, Hybrid Cannabinoid CB1R Inverse Agonist/Inducible Nitric Oxide Synthase (iNOS) Inhibitors for the Treatment of Liver Fibrosis.,  60  (3): [PMID:28085283] [10.1021/acs.jmedchem.6b01504]

Source

Source(1):

• Scientific Literature