US9034921, E233

ID: ALA3654929

Chembl Id: CHEMBL3654929

PubChem CID: 71076930

Max Phase: Preclinical

Molecular Formula: C26H31ClO6

Molecular Weight: 474.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](c2cc(Cc3ccc(C4CCCC4)cc3)c(Cl)c3c2CCO3)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C26H31ClO6/c27-21-17(11-14-5-7-16(8-6-14)15-3-1-2-4-15)12-19(18-9-10-32-25(18)21)26-24(31)23(30)22(29)20(13-28)33-26/h5-8,12,15,20,22-24,26,28-31H,1-4,9-11,13H2/t20-,22-,23+,24-,26+/m1/s1

Standard InChI Key:  DDNVQOAZSNCRND-TXKDOCKMSA-N

Alternative Forms

1. Parent:

   

   ALA3654929

   (2S,3R,4R,5S,6R)-2-[7-chloro-6-[(4-cyclopentylphenyl)methyl]-2,3-dihydro-1-benzofuran-4-yl]-6-(hydroxymethyl)oxane-3,4,5-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: 474.98

Molecular Weight (Monoisotopic): 474.1809

AlogP: 3.04

#Rotatable Bonds: 5

Polar Surface Area: 99.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: 1.13

References

1.  (2015)  Diphenylmethane derivatives as SGLT2 inhibitors, 

2. Kong YK, Song KS, Jung ME, Kang M, Kim HJ, Kim MJ..  (2022)  Discovery of GCC5694A: A potent and selective sodium glucose co-transporter 2 inhibitor for the treatment of type 2 diabetes.,  56  [PMID:34813882] [10.1016/j.bmcl.2021.128466]

Source

Source(2):

• Scientific Literature
• BindingDB Database