N1-ethyl-N4-(7-methoxy-2-phenylquinolin-4-yl)-N1-methylpentane-1,4-diamine

ID: ALA4558936

PubChem CID: 155557525

Max Phase: Preclinical

Molecular Formula: C24H31N3O

Molecular Weight: 377.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(C)CCCC(C)Nc1cc(-c2ccccc2)nc2cc(OC)ccc12

Standard InChI:  InChI=1S/C24H31N3O/c1-5-27(3)15-9-10-18(2)25-24-17-22(19-11-7-6-8-12-19)26-23-16-20(28-4)13-14-21(23)24/h6-8,11-14,16-18H,5,9-10,15H2,1-4H3,(H,25,26)

Standard InChI Key:  KYOJRCULYWQRQV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    3.1229   -6.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -7.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298   -7.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280   -5.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5366   -6.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5374   -7.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2459   -7.4504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -7.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9494   -6.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2403   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6635   -7.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6618   -8.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3702   -8.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0773   -8.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0715   -7.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3625   -7.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4137   -7.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7063   -7.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2360   -4.9969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9415   -4.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6514   -4.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372   -3.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6427   -3.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6384   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3439   -2.1255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3396   -1.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0538   -2.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0581   -3.3476    0.0000 C   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
  2 17  1  0
 17 18  1  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558936

   ---

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: 377.53

Molecular Weight (Monoisotopic): 377.2467

AlogP: 5.44

#Rotatable Bonds: 9

Polar Surface Area: 37.39

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.06

CX LogP: 4.85

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -0.99

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