Benzo[a]pyrene-3,6-quinol

ID: ALA1907989

Cas Number: 63148-10-7

PubChem CID: 119292

Max Phase: Preclinical

Molecular Formula: C20H12O2

Molecular Weight: 284.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Benzo[A]Pyrene-3,6-Quinol | benzo[a]pyrene-3,6-diol|3,6-Dihydroxybenzo(a)pyrene|Benzo(a)pyrene-3,6-quinol|Benzo(a)pyrene-3,6-diol|63148-10-7|BP-3,6-Quinol|Benzo[A]Pyrene-3,6-Quinol|CHEMBL1907989|DTXSID70212496

Canonical SMILES:  Oc1ccc2ccc3c4ccccc4c(O)c4ccc1c2c43

Standard InChI:  InChI=1S/C20H12O2/c21-17-10-6-11-5-7-13-12-3-1-2-4-14(12)20(22)16-9-8-15(17)18(11)19(13)16/h1-10,21-22H

Standard InChI Key:  MNYTULBCYDHGOF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 26  0  0  0  0  0  0  0  0999 V2000
  -12.9250    1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2105    1.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2105    2.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9250    2.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6395    2.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6395    1.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4961    2.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7816    2.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7816    1.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4961    1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0671    2.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3526    2.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3526    1.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0671    1.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4961    3.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7816    3.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    3.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3527    3.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6382    3.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6381    2.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4961    0.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9236    2.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
 10  2  1  0
  2  3  2  0
  3  7  1  0
  9 10  2  0
 14  9  1  0
  9  8  1  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
  8  7  2  0
 11  8  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 11 17  2  0
 12 11  1  0
 20 12  2  0
 18 19  2  0
 19 20  1  0
 10 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1907989

   3,6-Dihydroxybenzo(a)pyrene

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: 284.31

Molecular Weight (Monoisotopic): 284.0837

AlogP: 5.15

#Rotatable Bonds: ┄

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.95

CX Basic pKa: ┄

CX LogP: 4.67

CX LogD: 4.65

Aromatic Rings: 5

Heavy Atoms: 22

QED Weighted: 0.30

Np Likeness Score: 0.64

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

Source

Source(1):

• Scientific Literature