1-(2,6-Difluorobenzyl)-1H-1,2,3-triazol-4-yl-methyl-3beta,23-dihydroxyolean-12-en-28-amide

ID: ALA3786886

Chembl Id: CHEMBL3786886

PubChem CID: 127032815

Max Phase: Preclinical

Molecular Formula: C40H56F2N4O3

Molecular Weight: 678.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)NCc3cn(Cc4c(F)cccc4F)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/C40H56F2N4O3/c1-35(2)16-18-40(34(49)43-21-25-22-46(45-44-25)23-26-29(41)8-7-9-30(26)42)19-17-38(5)27(28(40)20-35)10-11-32-36(3)14-13-33(48)37(4,24-47)31(36)12-15-39(32,38)6/h7-10,22,28,31-33,47-48H,11-21,23-24H2,1-6H3,(H,43,49)/t28-,31+,32+,33-,36-,37-,38+,39+,40-/m0/s1

Standard InChI Key:  XXXMMGXSLSYZNV-PHQDKLHMSA-N

Alternative Forms

1. Parent:

   

   ALA3786886

   ---

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: 678.91

Molecular Weight (Monoisotopic): 678.4320

AlogP: 7.36

#Rotatable Bonds: 6

Polar Surface Area: 100.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.43

CX Basic pKa: 0.56

CX LogP: 6.59

CX LogD: 6.59

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.28

Np Likeness Score: 1.17

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