Phenyl-carbamic acid 5,10-dioxo-5,10-dihydro-benzo[g]quinolin-3-ylmethyl ester

ID: ALA441166

PubChem CID: 44385168

Max Phase: Preclinical

Molecular Formula: C21H14N2O4

Molecular Weight: 358.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)OCc1cnc2c(c1)C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C21H14N2O4/c24-19-15-8-4-5-9-16(15)20(25)18-17(19)10-13(11-22-18)12-27-21(26)23-14-6-2-1-3-7-14/h1-11H,12H2,(H,23,26)

Standard InChI Key:  CMZPKPSTDVODOD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    3.7042   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167    0.9125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5667   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2792   -1.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -1.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    1.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5667   -2.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -1.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1292    0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917   -1.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7042   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4167   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7125   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4250   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  5  2  0
  7  2  1  0
  8 15  1  0
  9  1  1  0
 10  8  1  0
 11  3  2  0
 12  4  2  0
 13  9  2  0
 14  8  2  0
 15 17  1  0
 16 13  1  0
 17 13  1  0
 18 10  1  0
 19  5  1  0
 20  6  1  0
 21 18  2  0
 22 18  1  0
 23 24  1  0
 24 19  2  0
 25 22  2  0
 26 21  1  0
 27 25  1  0
  7 16  2  0
  6  4  1  0
 20 23  2  0
 27 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA441166

   (5,10-dioxobenzo[g]quinolin-3-yl)methyl N-phenylcarbamate

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: 358.35

Molecular Weight (Monoisotopic): 358.0954

AlogP: 3.61

#Rotatable Bonds: 3

Polar Surface Area: 85.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.03

CX Basic pKa: 1.96

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.60

Np Likeness Score: -0.30

References

1. Lee H, Hong S, Kim Y.  (1996)  Synthesis and in vitro evaluation of 3-substituted-1-azaanthraquinones,  6  (8): [10.1016/0960-894X(96)00156-4]

Source

Source(1):

• Scientific Literature