(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(5-(4-((6-methoxy-1-methyl-1H-benzo[d]imidazol-2-yl)methoxy)benzyl)-2,4-dioxothiazolidin-3-yl)tetrahydro-2H-pyran-2-carboxylic acid

ID: ALA3526849

PubChem CID: 118753170

Max Phase: Preclinical

Molecular Formula: C26H27N3O10S

Molecular Weight: 573.58

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

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

Molfile:  

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M  END

Alternative Forms

  1. Parent:

    ALA3526849

    ---

Associated Targets(Human)

UGT2B7 Tchem UDP-glucuronosyltransferase 2B7 (787 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A3 Tbio UDP-glucuronosyltransferase 1-3 (217 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hepatocyte (2737 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver microsome (8277 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rhesus monkey (3147 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver microsome (4459 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 573.58Molecular Weight (Monoisotopic): 573.1417AlogP: 0.66#Rotatable Bonds: 8
Polar Surface Area: 180.88Molecular Species: ACIDHBA: 12HBD: 4
#RO5 Violations: 2HBA (Lipinski): 13HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.10CX Basic pKa: 4.68CX LogP: -0.33CX LogD: -2.34
Aromatic Rings: 3Heavy Atoms: 40QED Weighted: 0.30Np 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