(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 isoquinoline-1-carboxylate

ID: ALA4483538

PubChem CID: 155540775

Max Phase: Preclinical

Molecular Formula: C30H33NO7

Molecular Weight: 519.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](OC(=O)c4nccc5ccccc45)[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/C30H33NO7/c1-15-17-8-9-19-28-14-37-30(36,24(34)22(28)27(2,3)12-10-20(28)32)29(19,23(15)33)25(17)38-26(35)21-18-7-5-4-6-16(18)11-13-31-21/h4-7,11,13,17,19-20,22,24-25,32,34,36H,1,8-10,12,14H2,2-3H3/t17-,19-,20-,22+,24-,25+,28+,29-,30+/m0/s1

Standard InChI Key:  HUWFELRXISLVPX-WZXBXGFTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4483538

   ---

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: 519.59

Molecular Weight (Monoisotopic): 519.2257

AlogP: 2.79

#Rotatable Bonds: 2

Polar Surface Area: 126.18

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.51

CX Basic pKa: 2.58

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.41

Np Likeness Score: 2.63

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