ID: ALA3526440

Max Phase: Preclinical

Molecular Formula: C31H33N3O10S

Molecular Weight: 639.68

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOc1nn(Cc2ccc(OCc3csc(-c4ccccc4)n3)cc2)cc1CCC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C31H33N3O10S/c1-2-41-28-20(10-13-23(35)43-31-26(38)24(36)25(37)27(44-31)30(39)40)15-34(33-28)14-18-8-11-22(12-9-18)42-16-21-17-45-29(32-21)19-6-4-3-5-7-19/h3-9,11-12,15,17,24-27,31,36-38H,2,10,13-14,16H2,1H3,(H,39,40)/t24-,25-,26+,27-,31+/m0/s1

Standard InChI Key:  CGBMFATZQUJBFD-KWONYSJQSA-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: 639.68

Molecular Weight (Monoisotopic): 639.1887

AlogP: 2.40

#Rotatable Bonds: 13

Polar Surface Area: 182.69

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.99

CX Basic pKa: 1.63

CX LogP: 3.16

CX LogD: -0.09

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.16

Np Likeness Score: -0.50

References

1. Nishihara M, Sudo M, Kawaguchi N, Takahashi J, Kiyota Y, Kondo T, Asahi S..  (2012)  An unusual metabolic pathway of sipoglitazar, a novel antidiabetic agent: cytochrome P450-catalyzed oxidation of sipoglitazar acyl glucuronide.,  40  (2): [PMID:22028317] [10.1124/dmd.111.040105]

2. Nishihara M, Sudo M, Kawaguchi N, Takahashi J, Kiyota Y, Kondo T, Asahi S..  (2012)  An unusual metabolic pathway of sipoglitazar, a novel antidiabetic agent: cytochrome P450-catalyzed oxidation of sipoglitazar acyl glucuronide.,  40  (2): [PMID:22028317] [10.1124/dmd.111.040105]

Source

Source(1):

• Scientific Literature