4-Oxo-4-[3'-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-biphenyl-4-yl]-butyric acid

ID: ALA2303774

Chembl Id: CHEMBL2303774

PubChem CID: 71720253

Max Phase: Preclinical

Molecular Formula: C23H26O9

Molecular Weight: 446.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCC(=O)c1ccc(-c2cccc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]3O)c2)cc1

Standard InChI:  InChI=1S/C23H26O9/c24-11-18-20(28)21(29)22(30)23(32-18)31-12-13-2-1-3-16(10-13)14-4-6-15(7-5-14)17(25)8-9-19(26)27/h1-7,10,18,20-24,28-30H,8-9,11-12H2,(H,26,27)/t18-,20-,21-,22+,23+/m1/s1

Standard InChI Key:  NRTTYZCYQDVOFD-FXILAVBZSA-N

Alternative Forms

1. Parent:

   

   ALA2303774

   4-oxo-4-[4-[3-[[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]phenyl]phenyl]butanoic 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: 446.45

Molecular Weight (Monoisotopic): 446.1577

AlogP: 0.72

#Rotatable Bonds: 9

Polar Surface Area: 153.75

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.20

CX Basic pKa: ┄

CX LogP: 0.46

CX LogD: -2.57

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: 0.85

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