N'-(((2R,3S,4S,5R,6R)-6-(4-chloro-3-(4-cyclopropylbenzyl)-1H-indol-1-yl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl)acetohydrazide

ID: ALA5169442

Chembl Id: CHEMBL5169442

PubChem CID: 71603299

Max Phase: Preclinical

Molecular Formula: C26H30ClN3O5

Molecular Weight: 500.00

Names and Identifiers

Canonical SMILES:  CC(=O)NNC[C@H]1O[C@@H](n2cc(Cc3ccc(C4CC4)cc3)c3c(Cl)cccc32)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C26H30ClN3O5/c1-14(31)29-28-12-21-23(32)24(33)25(34)26(35-21)30-13-18(22-19(27)3-2-4-20(22)30)11-15-5-7-16(8-6-15)17-9-10-17/h2-8,13,17,21,23-26,28,32-34H,9-12H2,1H3,(H,29,31)/t21-,23-,24+,25-,26-/m1/s1

Standard InChI Key:  IRVUXRGMYXKVHJ-XDXGNBCUSA-N

Alternative Forms

1. Parent:

   

   ALA5169442

   N'-[[(2R,3S,4S,5R,6R)-6-[4-chloro-3-[(4-cyclopropylphenyl)methyl]indol-1-yl]-3,4,5-trihydroxyoxan-2-yl]methyl]acetohydrazide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.00

Molecular Weight (Monoisotopic): 499.1874

AlogP: 2.38

#Rotatable Bonds: 7

Polar Surface Area: 115.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.88

CX Basic pKa: 2.97

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: 0.14

References

1. Maccari R, Ottanà R..  (2022)  Sodium-Glucose Cotransporter Inhibitors as Antidiabetic Drugs: Current Development and Future Perspectives.,  65  (16.0): [PMID:35924548] [10.1021/acs.jmedchem.2c00867]

Source

Source(1):

• Scientific Literature