5-Morpholin-4-yl-8-nitro-isoquinoline

ID: ALA327574

PubChem CID: 4780685

Max Phase: Preclinical

Molecular Formula: C13H13N3O3

Molecular Weight: 259.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(N2CCOCC2)c2ccncc12

Standard InChI:  InChI=1S/C13H13N3O3/c17-16(18)13-2-1-12(15-5-7-19-8-6-15)10-3-4-14-9-11(10)13/h1-4,9H,5-8H2

Standard InChI Key:  PRCWJPDIULCBKW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    2.3292   -3.8125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -0.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -4.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -4.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -2.5542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292    1.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4625   -1.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  8  2  0
  5  3  1  0
  6  4  1  0
  7  2  2  0
  8  7  1  0
  9  1  1  0
 10  1  2  0
 11 13  1  0
 12 19  1  0
 13  3  2  0
 14  6  1  0
 15  6  1  0
 16  5  2  0
 17 11  2  0
 18 14  1  0
 19 15  1  0
  5  4  1  0
 17 16  1  0
 18 12  1  0
M  CHG  2   1   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA327574

   4-(8-Nitroisoquinolin-5-yl)morpholine

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: 259.26

Molecular Weight (Monoisotopic): 259.0957

AlogP: 1.98

#Rotatable Bonds: 2

Polar Surface Area: 68.50

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.38

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -1.72

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays