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

ID: ALA2303767

Chembl Id: CHEMBL2303767

PubChem CID: 71719656

Max Phase: Preclinical

Molecular Formula: C21H24O9

Molecular Weight: 420.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COc1cccc(-c2cccc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]3O)c2)c1

Standard InChI:  InChI=1S/C21H24O9/c22-9-16-18(25)19(26)20(27)21(30-16)29-10-12-3-1-4-13(7-12)14-5-2-6-15(8-14)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:  BRJFNCPUWJLFEC-JFHUYLGKSA-N

Alternative Forms

1. Parent:

   

   ALA2303767

   2-[3-[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: 420.41

Molecular Weight (Monoisotopic): 420.1420

AlogP: 0.13

#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: 3.84

CX Basic pKa: ┄

CX LogP: 0.40

CX LogD: -2.84

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.40

Np 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,  6  (5): [10.1016/0960-894X(96)00071-6]

Source

Source(1):

• Scientific Literature