US9034921, E024

ID: ALA3703804

Chembl Id: CHEMBL3703804

PubChem CID: 71077024

Max Phase: Preclinical

Molecular Formula: C23H27ClO7

Molecular Weight: 450.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c(c2Cl)OCC3)cc1

Standard InChI:  InChI=1S/C23H27ClO7/c1-2-29-14-5-3-12(4-6-14)9-13-10-16(15-7-8-30-22(15)18(13)24)23-21(28)20(27)19(26)17(11-25)31-23/h3-6,10,17,19-21,23,25-28H,2,7-9,11H2,1H3/t17-,19-,20+,21-,23+/m1/s1

Standard InChI Key:  PYNQLNDBYNDXAI-SQKWCZRTSA-N

Alternative Forms

1. Parent:

   

   ALA3703804

   (2S,3R,4R,5S,6R)-2-(7-Chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-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: 450.92

Molecular Weight (Monoisotopic): 450.1445

AlogP: 1.78

#Rotatable Bonds: 6

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: 1.99

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: 1.00

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