2-(4-fluorophenyl)-6,10-dimethoxybenzo[h]quinolin-4(1H)-one

ID: ALA4539787

PubChem CID: 155550109

Max Phase: Preclinical

Molecular Formula: C21H16FNO3

Molecular Weight: 349.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(=O)cc(-c3ccc(F)cc3)[nH]c2c2c(OC)cccc12

Standard InChI:  InChI=1S/C21H16FNO3/c1-25-18-5-3-4-14-19(26-2)10-15-17(24)11-16(23-21(15)20(14)18)12-6-8-13(22)9-7-12/h3-11H,1-2H3,(H,23,24)

Standard InChI Key:  MHJTWQKANDHIIB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   35.3992  -19.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3992  -20.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1045  -20.5247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1045  -18.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8098  -19.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8082  -20.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2164  -19.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5116  -18.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2187  -20.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5136  -20.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5113  -21.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2134  -21.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9193  -21.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9181  -20.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6931  -20.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9845  -20.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2779  -20.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2786  -21.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9919  -21.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6956  -21.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1045  -18.0731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8024  -21.7391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8000  -22.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9228  -18.8894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6318  -19.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5720  -21.7586    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  2 15  1  0
  4 21  2  0
 11 22  1  0
 22 23  1  0
  7 24  1  0
 24 25  1  0
 18 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539787

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.36

Molecular Weight (Monoisotopic): 349.1114

AlogP: 4.50

#Rotatable Bonds: 3

Polar Surface Area: 51.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.24

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -0.07

References

1. Mohd Siddique MU, Barbhuiya TK, Sinha BN, Jayaprakash V..  (2019)  Phytoestrogens and their synthetic analogues as substrate mimic inhibitors of CYP1B1.,  163  [PMID:30503941] [10.1016/j.ejmech.2018.11.039]

Source

Source(1):

• Scientific Literature