N-(3-((2-Phenylquinolin-4-yl)amino)phenyl)acetamide

ID: ALA4437626

PubChem CID: 155512695

Max Phase: Preclinical

Molecular Formula: C23H19N3O

Molecular Weight: 353.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cccc(Nc2cc(-c3ccccc3)nc3ccccc23)c1

Standard InChI:  InChI=1S/C23H19N3O/c1-16(27)24-18-10-7-11-19(14-18)25-23-15-22(17-8-3-2-4-9-17)26-21-13-6-5-12-20(21)23/h2-15H,1H3,(H,24,27)(H,25,26)

Standard InChI Key:  MNCWMFWUVKUNLT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   33.9615  -20.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9604  -21.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6684  -21.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6667  -20.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3753  -20.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3760  -21.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0846  -21.6522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7928  -21.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7881  -20.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0790  -20.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0747  -19.1987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7802  -18.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4855  -19.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1905  -18.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1866  -17.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4718  -17.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7697  -17.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4986  -21.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5004  -22.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2089  -22.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9160  -22.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9101  -21.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2011  -21.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9002  -19.1881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6059  -18.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3156  -19.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6020  -17.9589    0.0000 O   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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  8 18  1  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4437626

   ---

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: 353.43

Molecular Weight (Monoisotopic): 353.1528

AlogP: 5.60

#Rotatable Bonds: 4

Polar Surface Area: 54.02

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.67

CX LogP: 4.84

CX LogD: 4.77

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -1.16

References

1. Krapf MK, Wiese M..  (2016)  Synthesis and Biological Evaluation of 4-Anilino-quinazolines and -quinolines as Inhibitors of Breast Cancer Resistance Protein (ABCG2).,  59  (11): [PMID:27148793] [10.1021/acs.jmedchem.6b00330]

Source

Source(1):

• Scientific Literature