(+)-7-oxo-13-epi-pimara-14,15-dien-18-oic acid

ID: ALA511809

Chembl Id: CHEMBL511809

PubChem CID: 21606659

Max Phase: Preclinical

Molecular Formula: C20H28O3

Molecular Weight: 316.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C=C2C(=O)C[C@@H]3[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1

Standard InChI:  InChI=1S/C20H28O3/c1-5-18(2)10-7-14-13(12-18)15(21)11-16-19(14,3)8-6-9-20(16,4)17(22)23/h5,12,14,16H,1,6-11H2,2-4H3,(H,22,23)/t14-,16+,18-,19+,20+/m0/s1

Standard InChI Key:  TWQIAJPCUCIDQX-WOTMYXIFSA-N

Alternative Forms

1. Parent:

   

   ALA511809

   (1R,4aR,4bR,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid

Molecule Features

Natural Product: Yes

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: 316.44

Molecular Weight (Monoisotopic): 316.2038

AlogP: 4.39

#Rotatable Bonds: 2

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.58

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 1.66

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: 3.22

References

1. Chang LC, Song LL, Park EJ, Luyengi L, Lee KJ, Farnsworth NR, Pezzuto JM, Kinghorn AD..  (2000)  Bioactive constituents of Thuja occidentalis.,  63  (9): [PMID:11000026] [10.1021/np0001575]

Source

Source(1):

• Scientific Literature