US9034921, E016::US9340521, E010

ID: ALA3703797

Chembl Id: CHEMBL3703797

PubChem CID: 71110633

Max Phase: Preclinical

Molecular Formula: C23H27ClO7

Molecular Weight: 450.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c(c2Cl)CCCO3)cc1

Standard InChI:  InChI=1S/C23H27ClO7/c1-29-14-6-4-12(5-7-14)9-13-10-16(22-15(18(13)24)3-2-8-30-22)23-21(28)20(27)19(26)17(11-25)31-23/h4-7,10,17,19-21,23,25-28H,2-3,8-9,11H2,1H3/t17-,19-,20+,21-,23+/m1/s1

Standard InChI Key:  WYLIOZNHSFRBJY-SQKWCZRTSA-N

Alternative Forms

1. Parent:

   

   ALA3703797

   (2S,3R,4R,5S,6R)-2-[5-chloro-6-[(4-methoxyphenyl)methyl]-3,4-dihydro-2H-chromen-8-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: 450.92

Molecular Weight (Monoisotopic): 450.1445

AlogP: 1.78

#Rotatable Bonds: 5

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: 12.55

CX Basic pKa: ┄

CX LogP: 2.08

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: 1.09

References

1.  (2016)  Method for dual inhibition of SGLT1 and SGLT2 using diphenylmethane derivatives, 

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