benzo[a]pyrene diol epoxide (BPDE)

ID: ALA1743211

Chembl Id: CHEMBL1743211

Cas Number: 55097-80-8

PubChem CID: 41322

Max Phase: Preclinical

Molecular Formula: C20H14O3

Molecular Weight: 302.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Benzo[A]Pyrene Diol Epoxide (Bpde) | 55097-80-8|BPDE|Benzo(a)pyrene diol epoxide|7,8,8a,9a-tetrahydrobenzo[1,12]tetrapheno[10,11-b]oxirene-7,8-diol|Benzo(a)pyrene diolepoxide I|7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide|BP 7,8-Diol-9,10-epoxide 2|benzo[a]pyrene diol epoxide I|7,8,8a,9a-Tetrahydrobenzo[1,12]tetrapheno-[10,11-b]oxirene-7,8-diol|Benzo(a)pyrene 7,8-dihydrodiol 9,10-epoxide|7,8-Dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene|CHEBI:30614|Benzo[A]Pyrene Diol Epoxide (BpdShow More⌵

Canonical SMILES:  OC1c2cc3ccc4cccc5ccc(c2C2OC2C1O)c3c45

Standard InChI:  InChI=1S/C20H14O3/c21-17-13-8-11-5-4-9-2-1-3-10-6-7-12(15(11)14(9)10)16(13)19-20(23-19)18(17)22/h1-8,17-22H

Standard InChI Key:  DQEPMTIXHXSFOR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1743211

   BENZO[A]PYRENE DIOL EPOXIDE

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: 302.33

Molecular Weight (Monoisotopic): 302.0943

AlogP: 3.43

#Rotatable Bonds: ┄

Polar Surface Area: 52.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: ┄

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.39

Np Likeness Score: 1.42

References

1.  (2008)  Casarett and Doull's Toxicology The Basic Science of Poisons, 7th edition, 

2. Unpublished dataset, 

Source

Source(2):

• Scientific Literature
• Gene Expression Atlas Compounds