Diosgenyl 2-amino-2-deoxy-N-glycolyl-beta-D-glucopyranoside

ID: ALA4457402

Chembl Id: CHEMBL4457402

PubChem CID: 155525611

Max Phase: Preclinical

Molecular Formula: C35H55NO9

Molecular Weight: 633.82

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)CO)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

Standard InChI:  InChI=1S/C35H55NO9/c1-18-7-12-35(42-17-18)19(2)28-25(45-35)14-24-22-6-5-20-13-21(8-10-33(20,3)23(22)9-11-34(24,28)4)43-32-29(36-27(39)16-38)31(41)30(40)26(15-37)44-32/h5,18-19,21-26,28-32,37-38,40-41H,6-17H2,1-4H3,(H,36,39)/t18-,19+,21+,22-,23+,24+,25+,26-,28+,29-,30-,31-,32-,33+,34+,35-/m1/s1

Standard InChI Key:  QEEBIGIMUGHIKI-UBUHCVOMSA-N

Alternative Forms

1. Parent:

   

   ALA4457402

   ---

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: 633.82

Molecular Weight (Monoisotopic): 633.3877

AlogP: 2.65

#Rotatable Bonds: 5

Polar Surface Area: 146.94

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.08

CX Basic pKa:

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 0

Heavy Atoms: 45

QED Weighted: 0.29

Np Likeness Score: 2.75

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