Diosgenyl 2-amino-2-deoxy-N-(L-glyceryl)-beta-D-glucopyranoside

ID: ALA4583435

Chembl Id: CHEMBL4583435

PubChem CID: 155562097

Max Phase: Preclinical

Molecular Formula: C36H57NO10

Molecular Weight: 663.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6NC(=O)[C@@H](O)CO)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

Standard InChI:  InChI=1S/C36H57NO10/c1-18-7-12-36(44-17-18)19(2)28-26(47-36)14-24-22-6-5-20-13-21(8-10-34(20,3)23(22)9-11-35(24,28)4)45-33-29(37-32(43)25(40)15-38)31(42)30(41)27(16-39)46-33/h5,18-19,21-31,33,38-42H,6-17H2,1-4H3,(H,37,43)/t18-,19+,21+,22-,23+,24+,25+,26+,27-,28+,29-,30-,31-,33-,34+,35+,36-/m1/s1

Standard InChI Key:  QVSONKHKFBKQLS-XQQQKRMGSA-N

Alternative Forms

1. Parent:

   

   ALA4583435

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 663.85

Molecular Weight (Monoisotopic): 663.3982

AlogP: 2.02

#Rotatable Bonds: 6

Polar Surface Area: 167.17

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.87

CX Basic pKa:

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 0

Heavy Atoms: 47

QED Weighted: 0.23

Np Likeness Score: 2.80

References

1. Grzywacz D, Paduszyńska M, Norkowska M, Kamysz W, Myszka H, Liberek B..  (2019)  N-Aminoacyl and N-hydroxyacyl derivatives of diosgenyl 2-amino-2-deoxy-β-d-glucopyranoside: Synthesis, antimicrobial and hemolytic activities.,  27  (20): [PMID:31153729] [10.1016/j.bmc.2019.05.036]

Source

Source(1):

• Scientific Literature