4-Oxo-4-[2'-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-4-yl]-butyric acid

ID: ALA2303946

Chembl Id: CHEMBL2303946

PubChem CID: 71717240

Max Phase: Preclinical

Molecular Formula: C22H24O9

Molecular Weight: 432.43

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)CCC(=O)c1ccc(-c2ccccc2O[C@H]2O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)cc1

Standard InChI:  InChI=1S/C22H24O9/c23-11-17-19(27)20(28)21(29)22(31-17)30-16-4-2-1-3-14(16)12-5-7-13(8-6-12)15(24)9-10-18(25)26/h1-8,17,19-23,27-29H,9-11H2,(H,25,26)/t17-,19-,20-,21+,22+/m1/s1

Standard InChI Key:  DVJGIQDOGTVUDS-IWTFSIHTSA-N

Associated Targets(Human)

SELE Tchem Selectin E (659 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SELP Tclin P-selectin (551 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Sell Leukocyte adhesion molecule-1 (35 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: 432.43Molecular Weight (Monoisotopic): 432.1420AlogP: 0.58#Rotatable Bonds: 8
Polar Surface Area: 153.75Molecular Species: ACIDHBA: 8HBD: 5
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 4.09CX Basic pKa: CX LogP: 0.43CX LogD: -2.67
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.38Np Likeness Score: 0.99

References

1. Kogan TP, Dupré B, Keller KM, Scott IL, Bui H, Market RV, Beck PJ, Voytus JA, Revelle BM, Scott D..  (1995)  Rational design and synthesis of small molecule, non-oligosaccharide selectin inhibitors: (alpha-D-mannopyranosyloxy)biphenyl-substituted carboxylic acids.,  38  (26): [PMID:8544173] [10.1021/jm00026a004]

Source