ID: ALA3526849

Max Phase: Preclinical

Molecular Formula: C26H27N3O10S

Molecular Weight: 573.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2nc(COc3ccc(CC4SC(=O)N([C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)C4=O)cc3)n(C)c2c1

Standard InChI:  InChI=1S/C26H27N3O10S/c1-28-16-10-14(37-2)7-8-15(16)27-18(28)11-38-13-5-3-12(4-6-13)9-17-23(33)29(26(36)40-17)24-21(32)19(30)20(31)22(39-24)25(34)35/h3-8,10,17,19-22,24,30-32H,9,11H2,1-2H3,(H,34,35)/t17?,19-,20-,21+,22-,24+/m0/s1

Standard InChI Key:  WASSWJLBZXXADR-IIDLBEAPSA-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: 573.58

Molecular Weight (Monoisotopic): 573.1417

AlogP: 0.66

#Rotatable Bonds: 8

Polar Surface Area: 180.88

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.10

CX Basic pKa: 4.68

CX LogP: -0.33

CX LogD: -2.34

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: -0.13

References

1. Uchiyama M, Koda H, Fischer T, Mueller J, Yamamura N, Oguchi M, Iwabuchi H, Okazaki O, Izumi T..  (2011)  In vitro metabolism of rivoglitazone, a novel peroxisome proliferator-activated receptor γ agonist, in rat, monkey, and human liver microsomes and freshly isolated hepatocytes.,  39  (7): [PMID:21511943] [10.1124/dmd.111.038729]

2. Uchiyama M, Iwabuchi H, Tsuruta F, Abe K, Takahashi M, Koda H, Oguchi M, Okazaki O, Izumi T..  (2011)  Pharmacokinetics, metabolism, and disposition of rivoglitazone, a novel peroxisome proliferator-activated receptor γ agonist, in rats and monkeys.,  39  (4): [PMID:21177486] [10.1124/dmd.110.036194]

Source

Source(1):

• Scientific Literature