[3'-(3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-biphenyl-4-yloxy]-acetic acid

ID: ALA2303764

Chembl Id: CHEMBL2303764

PubChem CID: 71717831

Max Phase: Preclinical

Molecular Formula: C21H24O9

Molecular Weight: 420.41

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)COc1ccc(-c2cccc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]3O)c2)cc1

Standard InChI:  InChI=1S/C21H24O9/c22-9-16-18(25)19(26)20(27)21(30-16)29-10-12-2-1-3-14(8-12)13-4-6-15(7-5-13)28-11-17(23)24/h1-8,16,18-22,25-27H,9-11H2,(H,23,24)/t16-,18-,19-,20+,21+/m1/s1

Standard InChI Key:  ZPTJMMBJJBZIPX-JFHUYLGKSA-N

Associated Targets(Human)

HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Sele Selectin E (24 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: 420.41Molecular Weight (Monoisotopic): 420.1420AlogP: 0.13#Rotatable Bonds: 8
Polar Surface Area: 145.91Molecular Species: ACIDHBA: 8HBD: 5
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 3.83CX Basic pKa: CX LogP: 0.40CX LogD: -2.85
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.40Np Likeness Score: 0.75

References

1. Dupre B, Bui H, Scott IL, Market RV, Keller KM, Beck PJ, Kogan TP.  (1996)  Glycomimetic selectin inhibitors: (-D-mannopyranosyloxy)methylbiphenyls,  (5): [10.1016/0960-894X(96)00071-6]

Source