ID: ALA504236

Max Phase: Preclinical

Molecular Formula: C18H26O6

Molecular Weight: 338.40

Molecule Type: Small molecule

Representations

Synonyms (1): Pinolidoxin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C/C=C/C(=O)O[C@H]1CC/C=C/[C@H](O)[C@H](O)[C@@H](CCC)OC1=O

Standard InChI:  InChI=1S/C18H26O6/c1-3-5-6-12-16(20)23-15-11-8-7-10-13(19)17(21)14(9-4-2)24-18(15)22/h3,5-7,10,12-15,17,19,21H,4,8-9,11H2,1-2H3/b5-3+,10-7+,12-6+/t13-,14+,15-,17-/m0/s1

Standard InChI Key:  TXPRZPDVUZCNLB-PREDPWABSA-N

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

Properties

Molecular Weight: 338.40

Molecular Weight (Monoisotopic): 338.1729

AlogP: 1.81

#Rotatable Bonds: 5

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.05

CX Basic pKa:

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 0

Heavy Atoms: 24

QED Weighted: 0.34

Np Likeness Score: 2.45

References

1. Evidente A, Capasso R, Abouzeid MA, Lanzetta R, Vurro M, Bottalico A.  (1993)  Three New Toxic Pinolidoxins from Ascochyta pinodes,  56  (11): [10.1021/np50101a011]

2. Cimmino A, Andolfi A, Fondevilla S, Abouzeid MA, Rubiales D, Evidente A..  (2012)  Pinolide, a new nonenolide produced by Didymella pinodes , the causal agent of ascochyta blight on Pisum sativum.,  60  (21): [PMID:22568524] [10.1021/jf300824d]

Source

Source(1):

• Scientific Literature