(3R,4R,5R)-4-O-acetoxy-3-(octadeca-13E,17-diene-9,11-diynyl)-5-methyltetrahydrofuran-2-one

ID: ALA4166570

Chembl Id: CHEMBL4166570

PubChem CID: 145954028

Max Phase: Preclinical

Molecular Formula: C25H34O4

Molecular Weight: 398.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCC/C=C/C#CC#CCCCCCCCC[C@H]1C(=O)O[C@H](C)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C25H34O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23-24(29-22(3)26)21(2)28-25(23)27/h4,7-8,21,23-24H,1,5-6,13-20H2,2-3H3/b8-7+/t21-,23-,24+/m1/s1

Standard InChI Key:  QCBQUQPBULQTBC-KFBKCVCKSA-N

Alternative Forms

1. Parent:

   

   ALA4166570

   ---

Molecule Features

Natural Product: No

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: 398.54

Molecular Weight (Monoisotopic): 398.2457

AlogP: 5.13

#Rotatable Bonds: 12

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.69

CX LogD: 6.69

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.20

Np Likeness Score: 2.61

References

1. Olivon F, Nothias LF, Dumontet V, Retailleau P, Berger S, Ferry G, Cohen W, Pfeiffer B, Boutin JA, Scalbert E, Roussi F, Litaudon M..  (2018)  Natural Inhibitors of the RhoA-p115 Complex from the Bark of Meiogyne baillonii.,  81  (7): [PMID:29969260] [10.1021/acs.jnatprod.8b00209]

Source

Source(1):

• Scientific Literature