(3R,4R,5R)-4-O-acetoxy-3-(hexadeca-11E,15-diene-7,9-diynyl)-5-methyltetrahydrofuran-2-one

ID: ALA4169987

Chembl Id: CHEMBL4169987

PubChem CID: 145953288

Max Phase: Preclinical

Molecular Formula: C23H30O4

Molecular Weight: 370.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H30O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-22(27-20(3)24)19(2)26-23(21)25/h4,7-8,19,21-22H,1,5-6,13-18H2,2-3H3/b8-7+/t19-,21-,22+/m1/s1

Standard InChI Key:  NTDKTYDCLGNEKX-LHOXCWRISA-N

Alternative Forms

1. Parent:

   

   ALA4169987

   ---

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: 370.49

Molecular Weight (Monoisotopic): 370.2144

AlogP: 4.35

#Rotatable Bonds: 10

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 5.80

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.25

Np Likeness Score: 2.81

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