6-Bromo-N,3-dimethyl-2-phenyl-N-[2-(pyridin-2-yl)ethyl]quinoline-4-carboxamide

ID: ALA4753259

PubChem CID: 162653447

Max Phase: Preclinical

Molecular Formula: C25H22BrN3O

Molecular Weight: 460.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccccc2)nc2ccc(Br)cc2c1C(=O)N(C)CCc1ccccn1

Standard InChI:  InChI=1S/C25H22BrN3O/c1-17-23(25(30)29(2)15-13-20-10-6-7-14-27-20)21-16-19(26)11-12-22(21)28-24(17)18-8-4-3-5-9-18/h3-12,14,16H,13,15H2,1-2H3

Standard InChI Key:  GVGBJLZVBCJYJY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   12.7307  -12.1588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4357  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4357  -10.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7307  -10.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0216  -10.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3166  -10.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6076  -10.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6076  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3166  -12.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0216  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7307   -9.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0216   -9.2986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4357   -9.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1447   -9.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8538   -9.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8538   -8.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5629   -8.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5629   -7.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8538   -6.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1447   -7.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1447   -8.0729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1447  -12.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1447  -12.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8538  -13.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5629  -12.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5629  -12.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8538  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1447  -10.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4357   -8.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8985  -10.5244    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
 11 12  2  0
 11 13  1  0
  4 11  1  0
 14 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 15 16  1  0
 13 14  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
  2 22  1  0
  3 28  1  0
 13 29  1  0
  7 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753259

   ---

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: 460.38

Molecular Weight (Monoisotopic): 459.0946

AlogP: 5.68

#Rotatable Bonds: 5

Polar Surface Area: 46.09

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.55

CX LogP: 5.57

CX LogD: 5.57

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.38

Np Likeness Score: -1.39

References

1. Beck H,Thaler T,Meibom D,Meininghaus M,Jörißen H,Dietz L,Terjung C,Bairlein M,von Bühler CJ,Anlauf S,Fürstner C,Stellfeld T,Schneider D,Gericke KM,Buyck T,Lovis K,Münster U,Anlahr J,Kersten E,Levilain G,Marossek V,Kast R.  (2020)  Potent and Selective Human Prostaglandin F (FP) Receptor Antagonist (BAY-6672) for the Treatment of Idiopathic Pulmonary Fibrosis (IPF).,  63  (20.0): [PMID:32969660] [10.1021/acs.jmedchem.0c00834]

Source

Source(1):

• Scientific Literature