ID: ALA2303927

Max Phase: Preclinical

Molecular Formula: C21H24O9

Molecular Weight: 420.41

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Cc1c(OCC(=O)O)cccc1-c1ccccc1O[C@H]1O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C21H24O9/c1-11-12(6-4-8-14(11)28-10-17(23)24)13-5-2-3-7-15(13)29-21-20(27)19(26)18(25)16(9-22)30-21/h2-8,16,18-22,25-27H,9-10H2,1H3,(H,23,24)/t16-,18-,19-,20+,21+/m1/s1

Standard InChI Key:  CSVVIDQTVMLIRC-JFHUYLGKSA-N

Associated Targets(Human)

Selectin E 659 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

P-selectin 551 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

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

Properties

Molecular Weight: 420.41Molecular Weight (Monoisotopic): 420.1420AlogP: 0.30#Rotatable Bonds: 7
Polar Surface Area: 145.91Molecular Species: ACIDHBA: 8HBD: 5
#RO5 Violations: 0HBA (Lipinski): 9HBD (Lipinski): 5#RO5 Violations (Lipinski): 0
CX Acidic pKa: 3.74CX Basic pKa: CX LogP: 0.88CX LogD: -2.41
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.43Np Likeness Score: 1.02

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