ID: ALA2322363

Max Phase: Preclinical

Molecular Formula: C28H27N5O3S

Molecular Weight: 513.62

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(C)c(-c2nc3cc(S(C)(=O)=O)cnc3[nH]2)cc1C(=O)N1CCC(c2ccc(C#N)cc2)CC1

Standard InChI:  InChI=1S/C28H27N5O3S/c1-17-12-18(2)24(14-23(17)26-31-25-13-22(37(3,35)36)16-30-27(25)32-26)28(34)33-10-8-21(9-11-33)20-6-4-19(15-29)5-7-20/h4-7,12-14,16,21H,8-11H2,1-3H3,(H,30,31,32)

Standard InChI Key:  OCAQKOSEBQHVIO-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: 513.62

Molecular Weight (Monoisotopic): 513.1835

AlogP: 4.54

#Rotatable Bonds: 4

Polar Surface Area: 119.81

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.70

CX Basic pKa: 1.92

CX LogP: 3.73

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -1.53

References

1. Oslob JD, Johnson RJ, Cai H, Feng SQ, Hu L, Kosaka Y, Lai J, Sivaraja M, Tep S, Yang H, Zaharia CA, Evanchik MJ, McDowell RS..  (2013)  Imidazopyridine-Based Fatty Acid Synthase Inhibitors That Show Anti-HCV Activity and in Vivo Target Modulation.,  4  (1): [PMID:24900571] [10.1021/ml300335r]

2.  (2014)  Heterocyclic modulators of lipid synthesis, 

Source

Source(2):

• Scientific Literature
• BindingDB Database