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

ID: ALA4550857

PubChem CID: 155554958

Max Phase: Preclinical

Molecular Formula: C35H56N2O8

Molecular Weight: 632.84

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

Standard InChI:  InChI=1S/C35H56N2O8/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(37-27(39)15-36)31(41)30(40)26(16-38)44-32/h5,18-19,21-26,28-32,38,40-41H,6-17,36H2,1-4H3,(H,37,39)/t18-,19+,21+,22-,23+,24+,25+,26-,28+,29-,30-,31-,32-,33+,34+,35-/m1/s1

Standard InChI Key:  VWRJXUFTRRNPHX-UBUHCVOMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4550857

   ---

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: 632.84

Molecular Weight (Monoisotopic): 632.4037

AlogP: 2.62

#Rotatable Bonds: 5

Polar Surface Area: 152.73

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.27

CX Basic pKa: 8.14

CX LogP: 1.94

CX LogD: 1.13

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.29

Np Likeness Score: 2.71

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