(2S,3S,4S,5R,6R)-6-((1-carboxy-2-(4-((6-methoxy-1-methyl-1H-benzo[d]imidazol-2-yl)methoxy)phenyl)ethylthio)carbonylamino)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

ID: ALA3526754

PubChem CID: 118753136

Max Phase: Preclinical

Molecular Formula: C26H29N3O11S

Molecular Weight: 591.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(COc3ccc(CC(SC(=O)N[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)C(=O)O)cc3)n(C)c2c1

Standard InChI:  InChI=1S/C26H29N3O11S/c1-29-16-10-14(38-2)7-8-15(16)27-18(29)11-39-13-5-3-12(4-6-13)9-17(24(33)34)41-26(37)28-23-21(32)19(30)20(31)22(40-23)25(35)36/h3-8,10,17,19-23,30-32H,9,11H2,1-2H3,(H,28,37)(H,33,34)(H,35,36)/t17?,19-,20-,21+,22-,23+/m0/s1

Standard InChI Key:  DHROAGXRGJGULY-KXJSDLPRSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3526754

   ---

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

Calculated Properties

Molecular Weight: 591.60

Molecular Weight (Monoisotopic): 591.1523

AlogP: 0.49

#Rotatable Bonds: 10

Polar Surface Area: 209.90

Molecular Species: ACID

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.93

CX Basic pKa: 4.70

CX LogP: -0.61

CX LogD: -5.91

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: -0.20

References

1. 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]

2. 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]

Source

Source(1):

• Scientific Literature