2-Propanoyl-1,4-naphthohydroquinone

ID: ALA3104269

PubChem CID: 14617265

Max Phase: Preclinical

Molecular Formula: C13H12O3

Molecular Weight: 216.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)c1cc(O)c2ccccc2c1O

Standard InChI:  InChI=1S/C13H12O3/c1-2-11(14)10-7-12(15)8-5-3-4-6-9(8)13(10)16/h3-7,15-16H,2H2,1H3

Standard InChI Key:  XCIYZSPRKSPTEW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    2.5943   -9.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932   -9.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3079  -10.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -8.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215   -9.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0222   -9.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376  -10.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4525   -9.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4478   -9.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7319   -8.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1597   -8.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7393  -11.0922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7276   -7.7903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8767   -9.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1547   -7.7807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5886   -8.5969    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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3104269

   1-(1,4-Dihydroxynaphthalen-2-yl)propan-1-one

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: 216.24

Molecular Weight (Monoisotopic): 216.0786

AlogP: 2.84

#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: 8.85

CX Basic pKa: ┄

CX LogP: 3.26

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.60

Np Likeness Score: 0.46

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