1-(p-Nitrobenzyl)-1H-1,2,3-triazol-4-yl-methyl-3beta,23-dihydroxyolean-12-en-28-amide

ID: ALA3786250

Chembl Id: CHEMBL3786250

PubChem CID: 127033697

Max Phase: Preclinical

Molecular Formula: C40H57N5O5

Molecular Weight: 687.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)NCc3cn(Cc4ccc([N+](=O)[O-])cc4)nn3)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C40H57N5O5/c1-35(2)17-19-40(34(48)41-22-27-24-44(43-42-27)23-26-7-9-28(10-8-26)45(49)50)20-18-38(5)29(30(40)21-35)11-12-32-36(3)15-14-33(47)37(4,25-46)31(36)13-16-39(32,38)6/h7-11,24,30-33,46-47H,12-23,25H2,1-6H3,(H,41,48)/t30-,31+,32+,33-,36-,37-,38+,39+,40-/m0/s1

Standard InChI Key:  USMQQKYKZBUFCS-FQBGPNSXSA-N

Alternative Forms

1. Parent:

   

   ALA3786250

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 687.93

Molecular Weight (Monoisotopic): 687.4360

AlogP: 6.99

#Rotatable Bonds: 7

Polar Surface Area: 143.41

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.46

CX Basic pKa: 0.56

CX LogP: 6.25

CX LogD: 6.25

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.16

Np Likeness Score: 1.09

References

1. Rodríguez-Hernández D, Demuner AJ, Barbosa LC, Heller L, Csuk R..  (2016)  Novel hederagenin-triazolyl derivatives as potential anti-cancer agents.,  115  [PMID:27017553] [10.1016/j.ejmech.2016.03.018]

2. Rodríguez-Hernández D, Barbosa LCA, Demuner AJ, de Almeida RM, Fujiwara RT, Ferreira SR..  (2016)  Highly potent anti-leishmanial derivatives of hederagenin, a triperpenoid from Sapindus saponaria L.,  124  [PMID:27569196] [10.1016/j.ejmech.2016.08.030]

Source

Source(1):

• Scientific Literature