4-[(2E)-but-2-enoyl]-2-[(1E,3E)-5-hydroxyhexa-1,3-dien-1-yl]-5-methoxy-2-methylfuran-3(2H)-one

ID: ALA457041

Chembl Id: CHEMBL457041

PubChem CID: 42629596

Max Phase: Preclinical

Molecular Formula: C16H20O5

Molecular Weight: 292.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/C(=O)C1=C(OC)OC(C)(/C=C/C=C/C(C)O)C1=O

Standard InChI:  InChI=1S/C16H20O5/c1-5-8-12(18)13-14(19)16(3,21-15(13)20-4)10-7-6-9-11(2)17/h5-11,17H,1-4H3/b8-5+,9-6+,10-7+

Standard InChI Key:  SDJFAZYNJXZUJT-DVJWZOGQSA-N

Alternative Forms

1. Parent:

   

   ALA457041

   PENICILLIOL A

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: 292.33

Molecular Weight (Monoisotopic): 292.1311

AlogP: 1.84

#Rotatable Bonds: 6

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: 1.94

References

1. Kimura T, Takeuchi T, Kumamoto-Yonezawa Y, Ohashi E, Ohmori H, Masutani C, Hanaoka F, Sugawara F, Yoshida H, Mizushina Y..  (2009)  Penicilliols A and B, novel inhibitors specific to mammalian Y-family DNA polymerases.,  17  (5): [PMID:19223184] [10.1016/j.bmc.2009.01.064]

Source

Source(1):

• Scientific Literature