ascochytine

ID: ALA489956

Chembl Id: CHEMBL489956

PubChem CID: 270972

Max Phase: Preclinical

Molecular Formula: C15H16O5

Molecular Weight: 276.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ascochytine | Ascochytin|ascochytine|CHEMBL489956|SCHEMBL3119425|3-(butan-2-yl)-8-hydroxy-4-methyl-6-oxo-6H-isochromene-7-carboxylic acid

Canonical SMILES:  CCC(C)c1occ2c(=O)c(C(=O)O)c(O)cc-2c1C

Standard InChI:  InChI=1S/C15H16O5/c1-4-7(2)14-8(3)9-5-11(16)12(15(18)19)13(17)10(9)6-20-14/h5-7,16H,4H2,1-3H3,(H,18,19)

Standard InChI Key:  HPWUXQWJZVSQOR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA489956

   ASCOCHYTINE

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: 276.29

Molecular Weight (Monoisotopic): 276.0998

AlogP: 2.97

#Rotatable Bonds: 3

Polar Surface Area: 87.74

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.78

CX Basic pKa: 1.70

CX LogP: 1.90

CX LogD: -1.46

Aromatic Rings: 0

Heavy Atoms: 20

QED Weighted: 0.90

Np Likeness Score: 1.31

References

1. Venkatasubbaiah P, Chilton WS.  (1992)  Phytotoxins of Ascochyta hyalospora, Causal Agent of Lambsquarters Leaf Spot,  55  (4): [10.1021/np50082a010]

Source

Source(1):

• Scientific Literature