3'-(3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-biphenyl-3-carboxylic acid

ID: ALA2303770

Chembl Id: CHEMBL2303770

PubChem CID: 71717832

Max Phase: Preclinical

Molecular Formula: C20H22O8

Molecular Weight: 390.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(-c2cccc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]3O)c2)c1

Standard InChI:  InChI=1S/C20H22O8/c21-9-15-16(22)17(23)18(24)20(28-15)27-10-11-3-1-4-12(7-11)13-5-2-6-14(8-13)19(25)26/h1-8,15-18,20-24H,9-10H2,(H,25,26)/t15-,16-,17-,18+,20+/m1/s1

Standard InChI Key:  XTCKFBTYNZRYEP-KLBVCGFUSA-N

Alternative Forms

1. Parent:

   

   ALA2303770

   3-[3-[[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]phenyl]benzoic acid

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: 390.39

Molecular Weight (Monoisotopic): 390.1315

AlogP: 0.37

#Rotatable Bonds: 6

Polar Surface Area: 136.68

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.00

CX Basic pKa: ┄

CX LogP: 0.74

CX LogD: -2.42

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: 1.00

References

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

Source

Source(1):

• Scientific Literature