N-(2-aminoethyl)-2-(biphenyl-4-yl)quinoline-5-carboxamide

ID: ALA4443539

PubChem CID: 155516641

Max Phase: Preclinical

Molecular Formula: C24H21N3O

Molecular Weight: 367.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCNC(=O)c1cccc2nc(-c3ccc(-c4ccccc4)cc3)ccc12

Standard InChI:  InChI=1S/C24H21N3O/c25-15-16-26-24(28)21-7-4-8-23-20(21)13-14-22(27-23)19-11-9-18(10-12-19)17-5-2-1-3-6-17/h1-14H,15-16,25H2,(H,26,28)

Standard InChI Key:  BBOLDCISBOVEGM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   32.7234  -13.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7222  -14.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4303  -14.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4285  -13.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1371  -13.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1379  -14.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8464  -14.9785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5547  -14.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5499  -13.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8408  -13.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2640  -14.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2622  -15.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9707  -16.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6778  -15.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6720  -14.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9630  -14.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3859  -16.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3889  -17.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0979  -17.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8044  -16.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7975  -16.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0879  -15.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4260  -12.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1325  -12.1193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7171  -12.1235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0106  -12.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3017  -12.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5952  -12.5384    0.0000 N   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
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
  4 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4443539

   ---

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: 367.45

Molecular Weight (Monoisotopic): 367.1685

AlogP: 4.26

#Rotatable Bonds: 5

Polar Surface Area: 68.01

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.16

CX LogP: 4.09

CX LogD: 2.34

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -0.98

References

1. Hussein B, Ikhmais B, Kadirvel M, Magwaza RN, Halbert G, Bryce RA, Stratford IJ, Freeman S..  (2019)  Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinoneoxidoreductase-2 (NQO2).,  182  [PMID:31514018] [10.1016/j.ejmech.2019.111649]

Source

Source(1):

• Scientific Literature