(1S,4aR,5S,6S,6aR,9S,11aS,11bS,14R)-1,5,6-trihydroxy-4,4-dimethyl-8-methylene-7-oxododecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-14-yl 1-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazole-4-carboxylate

ID: ALA4483359

PubChem CID: 155540481

Max Phase: Preclinical

Molecular Formula: C32H39N3O10

Molecular Weight: 625.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](OC(=O)c4cn(-c5cc(OC)c(OC)c(OC)c5)nn4)[C@H]1CC[C@H]2[C@@]12CO[C@]3(O)[C@@H](O)[C@@H]1C(C)(C)CC[C@@H]2O

Standard InChI:  InChI=1S/C32H39N3O10/c1-15-17-7-8-21-30-14-44-32(40,26(38)24(30)29(2,3)10-9-22(30)36)31(21,25(15)37)27(17)45-28(39)18-13-35(34-33-18)16-11-19(41-4)23(43-6)20(12-16)42-5/h11-13,17,21-22,24,26-27,36,38,40H,1,7-10,14H2,2-6H3/t17-,21-,22-,24+,26-,27+,30+,31-,32+/m0/s1

Standard InChI Key:  MKDOIJGALNAMHQ-OAFZQVODSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4483359

   ---

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: 625.68

Molecular Weight (Monoisotopic): 625.2635

AlogP: 1.85

#Rotatable Bonds: 6

Polar Surface Area: 171.69

Molecular Species: NEUTRAL

HBA: 13

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.51

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.31

Np Likeness Score: 1.83

References

1. Shen QK, Deng H, Wang SB, Tian YS, Quan ZS..  (2019)  Synthesis, and evaluation of in vitro and in vivo anticancer activity of 14-substituted oridonin analogs: A novel and potent cell cycle arrest and apoptosis inducer through the p53-MDM2 pathway.,  173  [PMID:30981113] [10.1016/j.ejmech.2019.04.005]

Source

Source(1):

• Scientific Literature