US9034921, E187

ID: ALA3703936

Chembl Id: CHEMBL3703936

PubChem CID: 71076964

Max Phase: Preclinical

Molecular Formula: C24H29ClO6

Molecular Weight: 448.94

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c(c2Cl)OCC3)cc1

Standard InChI:  InChI=1S/C24H29ClO6/c1-2-3-13-4-6-14(7-5-13)10-15-11-17(16-8-9-30-23(16)19(15)25)24-22(29)21(28)20(27)18(12-26)31-24/h4-7,11,18,20-22,24,26-29H,2-3,8-10,12H2,1H3/t18-,20-,21+,22-,24+/m1/s1

Standard InChI Key:  CCIYUZFBWXOOKH-YVTYUBGGSA-N

Associated Targets(Human)

SLC5A2 Tclin Sodium/glucose cotransporter 2 (2000 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC5A1 Tclin Sodium/glucose cotransporter 1 (1526 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 448.94Molecular Weight (Monoisotopic): 448.1653AlogP: 2.33#Rotatable Bonds: 6
Polar Surface Area: 99.38Molecular Species: NEUTRALHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 12.57CX Basic pKa: CX LogP: 3.20CX LogD: 3.20
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.54Np Likeness Score: 1.21

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]