2-(4-Methylbenzoyl)-1,4-naphthohydroquinone

ID: ALA3104266

PubChem CID: 10912842

Max Phase: Preclinical

Molecular Formula: C18H14O3

Molecular Weight: 278.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)c2cc(O)c3ccccc3c2O)cc1

Standard InChI:  InChI=1S/C18H14O3/c1-11-6-8-12(9-7-11)17(20)15-10-16(19)13-4-2-3-5-14(13)18(15)21/h2-10,19,21H,1H3

Standard InChI Key:  RCKHPEIPVYPMEE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.7778   -3.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -3.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915   -4.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4896   -2.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2050   -3.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2058   -3.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211   -4.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6362   -3.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6315   -3.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9156   -2.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3434   -2.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0604   -3.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607   -3.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7769   -4.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4898   -3.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4821   -3.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7654   -2.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9228   -5.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9111   -1.9031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2074   -4.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3384   -1.8935    0.0000 O   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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 18  1  0
 10 19  1  0
 15 20  1  0
 11 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3104266

   (1,4-Dihydroxynaphthalen-2-yl)-(4-methylphenyl)methanone

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: 278.31

Molecular Weight (Monoisotopic): 278.0943

AlogP: 3.79

#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: 4.98

CX LogD: 4.61

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: 0.00

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