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

ID: ALA3787488

Chembl Id: CHEMBL3787488

PubChem CID: 127032833

Max Phase: Preclinical

Molecular Formula: C40H56N4O6

Molecular Weight: 688.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)OCc3cn(Cc4ccccc4[N+](=O)[O-])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/C40H56N4O6/c1-35(2)17-19-40(34(47)50-24-27-23-43(42-41-27)22-26-9-7-8-10-30(26)44(48)49)20-18-38(5)28(29(40)21-35)11-12-32-36(3)15-14-33(46)37(4,25-45)31(36)13-16-39(32,38)6/h7-11,23,29,31-33,45-46H,12-22,24-25H2,1-6H3/t29-,31+,32+,33-,36-,37-,38+,39+,40-/m0/s1

Standard InChI Key:  DVYMCZSNWSDSJT-SEEPIBIVSA-N

Alternative Forms

1. Parent:

   

   ALA3787488

   ---

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: 688.91

Molecular Weight (Monoisotopic): 688.4200

AlogP: 7.41

#Rotatable Bonds: 7

Polar Surface Area: 140.61

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.98

CX LogD: 6.98

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.13

Np Likeness Score: 1.35

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]

3. Rodríguez-Hernández D, Barbosa LCA, Demuner AJ, Nain-Perez A, Ferreira SR, Fujiwara RT, de Almeida RM, Heller L, Csuk R..  (2017)  Leishmanicidal and cytotoxic activity of hederagenin-bistriazolyl derivatives.,  140  [PMID:29024910] [10.1016/j.ejmech.2017.09.045]

Source

Source(1):

• Scientific Literature