US8609622, 5

ID: ALA3689511

Chembl Id: CHEMBL3689511

PubChem CID: 68015112

Max Phase: Preclinical

Molecular Formula: C22H23ClO7

Molecular Weight: 434.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@]12COC(c3ccc(Cl)c(Cc4ccc5c(c4)CCO5)c3)(O1)[C@H](O)[C@@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C22H23ClO7/c23-16-3-2-15(9-14(16)8-12-1-4-17-13(7-12)5-6-28-17)22-20(27)18(25)19(26)21(10-24,30-22)11-29-22/h1-4,7,9,18-20,24-27H,5-6,8,10-11H2/t18-,19-,20+,21+,22?/m0/s1

Standard InChI Key:  CBFXWKNXMYIBMA-ZEMVHIBLSA-N

Alternative Forms

1. Parent:

   

   ALA3689511

   (1R,2S,3S,4R)-5-[4-chloro-3-(2,3-dihydro-1-benzofuran-5-ylmethyl)phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

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: 434.87

Molecular Weight (Monoisotopic): 434.1132

AlogP: 0.89

#Rotatable Bonds: 4

Polar Surface Area: 108.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.98

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: 2.00

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: 0.95

References

1.  (2013)  C-aryl glucoside derivatives, preparation process and pharmaceutical use thereof, 

Source

Source(1):

• BindingDB Database