(E)-5-((1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)pent-3-en-2-one

ID: ALA4785731

Chembl Id: CHEMBL4785731

PubChem CID: 162668073

Max Phase: Preclinical

Molecular Formula: C19H30O3

Molecular Weight: 306.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C/C(C)=O

Standard InChI:  InChI=1S/C19H30O3/c1-13-8-9-16-18(3,15(13)7-5-6-14(2)21)11-10-17(22)19(16,4)12-20/h5-6,15-17,20,22H,1,7-12H2,2-4H3/b6-5+/t15-,16+,17-,18+,19+/m1/s1

Standard InChI Key:  SCARUZAAOKRPJG-UMAWGDKSSA-N

Alternative Forms

1. Parent:

   

   ALA4785731

   ---

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: 306.45

Molecular Weight (Monoisotopic): 306.2195

AlogP: 3.26

#Rotatable Bonds: 4

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: 3.18

References

1. Tran QTN,Tan DWS,Wong WSF,Chai CLL.  (2020)  From irreversible to reversible covalent inhibitors: Harnessing the andrographolide scaffold for anti-inflammatory action.,  204  [PMID:32712435] [10.1016/j.ejmech.2020.112481]

Source

Source(1):

• Scientific Literature