(7-Chloro-quinolin-4-yl)-(5-morpholin-4-yl-isoquinolin-8-yl)-amine

ID: ALA89020

Cas Number: 185559-74-4

PubChem CID: 10318268

Max Phase: Preclinical

Molecular Formula: C22H19ClN4O

Molecular Weight: 390.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(Nc3ccc(N4CCOCC4)c4ccncc34)ccnc2c1

Standard InChI:  InChI=1S/C22H19ClN4O/c23-15-1-2-17-20(6-8-25-21(17)13-15)26-19-3-4-22(27-9-11-28-12-10-27)16-5-7-24-14-18(16)19/h1-8,13-14H,9-12H2,(H,25,26)

Standard InChI Key:  BDXFLCKZJSQGAG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    3.6417   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -2.5250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    0.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -4.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -0.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625   -3.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -5.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -1.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    2.4333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -4.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -4.9917    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3542    1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167    1.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -0.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500    2.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250    2.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  2  0
  4 14  1  0
  5  4  1  0
  6  7  2  0
  7  5  1  0
  8  1  1  0
  9  6  1  0
 10  1  1  0
 11  9  1  0
 12  6  1  0
 13 21  1  0
 14 10  2  0
 15 26  1  0
 16 28  1  0
 17 20  1  0
 18  7  1  0
 19  2  1  0
 20 12  2  0
 21 18  2  0
 22 17  1  0
 23  8  1  0
 24  8  1  0
 25  3  1  0
 26 25  2  0
 27 23  1  0
 28 24  1  0
  4  2  2  0
 16 27  1  0
 19 15  2  0
  9 13  2  0
 11 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA89020

   4-Quinolinamine, 7-chloro-N-[5-(4-morpholinyl)-8-isoquinolinyl]-

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 390.87

Molecular Weight (Monoisotopic): 390.1247

AlogP: 5.02

#Rotatable Bonds: 3

Polar Surface Area: 50.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.92

CX LogP: 3.84

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.39

References

1. Srivastava SK, Chauhan P, Agarwal S, Bhaduri A, Singh S, Fatma N, Chatterjee R, Bose C, Srivastava V.  (1996)  Syntheses and antifilarial profile of 5-amino and 5,8-diamino-isoquinoline derivatives: A new class of antifilarial agents,  6  (22): [10.1016/S0960-894X(96)00458-1]

Source

Source(1):

• Scientific Literature