(1S,4aR,5S,6S,6aR,9S,11aS,11bS,12R)-1,5,6-trihydroxy-4,4-dimethyl-8-methylene-7-oxododecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-12-yl 4-cyanobenzoate

ID: ALA4514695

PubChem CID: 155539494

Max Phase: Preclinical

Molecular Formula: C28H31NO7

Molecular Weight: 493.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](OC(=O)c4ccc(C#N)cc4)[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/C28H31NO7/c1-14-17-8-9-18-26-13-35-28(34,22(32)20(26)25(2,3)11-10-19(26)30)27(18,21(14)31)23(17)36-24(33)16-6-4-15(12-29)5-7-16/h4-7,17-20,22-23,30,32,34H,1,8-11,13H2,2-3H3/t17-,18-,19-,20+,22-,23+,26+,27-,28+/m0/s1

Standard InChI Key:  YTFGGKQQBDABSR-LCYAIMSFSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4514695

   ---

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: 493.56

Molecular Weight (Monoisotopic): 493.2101

AlogP: 2.11

#Rotatable Bonds: 2

Polar Surface Area: 137.08

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.51

CX Basic pKa: ┄

CX LogP: 2.89

CX LogD: 2.89

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: 2.69

References

1. Luo D, Yi Y, Peng K, Liu T, Yang J, Liu S, Zhao W, Qu X, Yu W, Gu Y, Wan S..  (2019)  Oridonin derivatives as potential anticancer drug candidates triggering apoptosis through mitochondrial pathway in the liver cancer cells.,  178  [PMID:31200238] [10.1016/j.ejmech.2019.06.006]

Source

Source(1):

• Scientific Literature