2-(3-bromophenyl)-6,10-dimethoxybenzo[h]quinolin-4(1H)-one

ID: ALA4532099

PubChem CID: 155546584

Max Phase: Preclinical

Molecular Formula: C21H16BrNO3

Molecular Weight: 410.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(=O)cc(-c3cccc(Br)c3)[nH]c2c2c(OC)cccc12

Standard InChI:  InChI=1S/C21H16BrNO3/c1-25-18-8-4-7-14-19(26-2)10-15-17(24)11-16(23-21(15)20(14)18)12-5-3-6-13(22)9-12/h3-11H,1-2H3,(H,23,24)

Standard InChI Key:  PTIABZFIOSVMTB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   35.0278  -13.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0278  -14.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7331  -15.0479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7331  -13.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4384  -13.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4368  -14.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8449  -13.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1401  -13.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8473  -14.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1421  -15.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1398  -15.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8419  -16.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5478  -15.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5466  -15.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3216  -15.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6130  -14.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9064  -15.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9071  -15.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6204  -16.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3241  -15.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6245  -17.0958    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   35.7331  -12.5963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4309  -16.2623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4286  -17.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5513  -13.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2603  -13.8189    0.0000 C   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
 19 21  1  0
  4 22  2  0
 11 23  1  0
 23 24  1  0
  7 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532099

   ---

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: 410.27

Molecular Weight (Monoisotopic): 409.0314

AlogP: 5.13

#Rotatable Bonds: 3

Polar Surface Area: 51.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.88

CX Basic pKa: 1.22

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: 0.08

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