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

ID: ALA513800

Chembl Id: CHEMBL513800

PubChem CID: 42629597

Max Phase: Preclinical

Molecular Formula: C16H22O6

Molecular Weight: 310.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: penicilliol B | CHEMBL513800|PENICILLIOL B|BDBM50276936|4-(3-hydroxybutanoyl)-2-[(1E,3E)-5-hydroxyhexa-1,3-dien-1-yl]-5-methoxy-2-methylfuran-3(2H)-one

Canonical SMILES:  COC1=C(C(=O)CC(C)O)C(=O)C(C)(/C=C/C=C/C(C)O)O1

Standard InChI:  InChI=1S/C16H22O6/c1-10(17)7-5-6-8-16(3)14(20)13(15(21-4)22-16)12(19)9-11(2)18/h5-8,10-11,17-18H,9H2,1-4H3/b7-5+,8-6+

Standard InChI Key:  YZTKWXBVDPNYJD-KQQUZDAGSA-N

Alternative Forms

1. Parent:

   

   ALA513800

   PENICILLIOL B

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: 310.35

Molecular Weight (Monoisotopic): 310.1416

AlogP: 1.04

#Rotatable Bonds: 7

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: 1.82

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