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

ID: ALA2303773

Chembl Id: CHEMBL2303773

PubChem CID: 71716014

Max Phase: Preclinical

Molecular Formula: C22H26O8

Molecular Weight: 418.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Cc1cccc(-c2cccc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]3O)c2)c1

Standard InChI:  InChI=1S/C22H26O8/c1-28-18(24)10-13-4-2-6-15(8-13)16-7-3-5-14(9-16)12-29-22-21(27)20(26)19(25)17(11-23)30-22/h2-9,17,19-23,25-27H,10-12H2,1H3/t17-,19-,20-,21+,22+/m1/s1

Standard InChI Key:  KAKLSZJCDZGUJL-IWTFSIHTSA-N

Alternative Forms

1. Parent:

   

   ALA2303773

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

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: 418.44

Molecular Weight (Monoisotopic): 418.1628

AlogP: 0.39

#Rotatable Bonds: 7

Polar Surface Area: 125.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: 0.87

CX LogD: 0.87

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: 0.99

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