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

ID: ALA2303765

Chembl Id: CHEMBL2303765

PubChem CID: 71720251

Max Phase: Preclinical

Molecular Formula: C23H28O9

Molecular Weight: 448.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cccc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]3O)c2)cc(C)c1OCC(=O)O

Standard InChI:  InChI=1S/C23H28O9/c1-12-6-16(7-13(2)22(12)30-11-18(25)26)15-5-3-4-14(8-15)10-31-23-21(29)20(28)19(27)17(9-24)32-23/h3-8,17,19-21,23-24,27-29H,9-11H2,1-2H3,(H,25,26)/t17-,19-,20-,21+,23+/m1/s1

Standard InChI Key:  ZSFPQDLWNYJTDP-WKALQJFBSA-N

Alternative Forms

1. Parent:

   

   ALA2303765

   2-[2,6-dimethyl-4-[3-[[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]phenyl]phenoxy]acetic 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: 448.47

Molecular Weight (Monoisotopic): 448.1733

AlogP: 0.75

#Rotatable Bonds: 8

Polar Surface Area: 145.91

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.06

CX Basic pKa: ┄

CX LogP: 1.43

CX LogD: -1.70

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: 0.76

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