US9034921, E194

ID: ALA3654892

Chembl Id: CHEMBL3654892

PubChem CID: 71077086

Max Phase: Preclinical

Molecular Formula: C24H29ClO7

Molecular Weight: 464.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c(c2Cl)OCC3)cc1

Standard InChI:  InChI=1S/C24H29ClO7/c1-2-8-30-15-5-3-13(4-6-15)10-14-11-17(16-7-9-31-23(16)19(14)25)24-22(29)21(28)20(27)18(12-26)32-24/h3-6,11,18,20-22,24,26-29H,2,7-10,12H2,1H3/t18-,20-,21+,22-,24+/m1/s1

Standard InChI Key:  XTSAECWAEOLBGK-YVTYUBGGSA-N

Alternative Forms

1. Parent:

   

   ALA3654892

   (2S,3R,4R,5S,6R)-2-[7-chloro-6-[(4-propoxyphenyl)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: 464.94

Molecular Weight (Monoisotopic): 464.1602

AlogP: 2.17

#Rotatable Bonds: 7

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: 12.57

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: 0.99

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