2-Benzoyl-1,4-naphthohydroquinone

ID: ALA3104270

PubChem CID: 11277063

Max Phase: Preclinical

Molecular Formula: C17H12O3

Molecular Weight: 264.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)c1cc(O)c2ccccc2c1O

Standard InChI:  InChI=1S/C17H12O3/c18-15-10-14(16(19)11-6-2-1-3-7-11)17(20)13-9-5-4-8-12(13)15/h1-10,18,20H

Standard InChI Key:  QGOOAEUHQGFESJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   20.5042   -9.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5029  -10.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2179  -10.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2160   -8.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9315   -9.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9323   -9.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6476  -10.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3627   -9.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3579   -9.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6419   -8.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0698   -8.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6493  -11.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6376   -7.9327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7869   -9.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0649   -7.9231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7873   -9.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5034  -10.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2164   -9.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2087   -9.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4920   -8.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
  7 12  1  0
 10 13  1  0
 11 14  1  0
 11 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3104270

   (1,4-Dihydroxynaphthalen-2-yl)-phenylmethanone

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: 264.28

Molecular Weight (Monoisotopic): 264.0786

AlogP: 3.48

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.27

CX Basic pKa: ┄

CX LogP: 4.46

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: 0.20

References

1. Pedroza DA, De Leon F, Varela-Ramirez A, Lema C, Aguilera RJ, Mito S..  (2014)  The cytotoxic effect of 2-acylated-1,4-naphthohydroquinones on leukemia/lymphoma cells.,  22  (2): [PMID:24368029] [10.1016/j.bmc.2013.12.007]

Source

Source(1):

• Scientific Literature