5-Isoquinolin-5-yl-2-oxa-5-aza-bicyclo[4.1.0]heptan-3-one

ID: ALA89019

PubChem CID: 44322313

Max Phase: Preclinical

Molecular Formula: C14H12N2O2

Molecular Weight: 240.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CN(c2cccc3cnccc23)C2CC2O1

Standard InChI:  InChI=1S/C14H12N2O2/c17-14-8-16(12-6-13(12)18-14)11-3-1-2-9-7-15-5-4-10(9)11/h1-5,7,12-13H,6,8H2

Standard InChI Key:  HIYXBBNLHQQTSS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
    1.4875   -1.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1917   -0.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125   -0.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -2.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792    0.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667   -0.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500    0.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -3.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -2.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -2.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  5  1  1  0
  6  7  1  0
  7  8  1  0
  8  1  1  0
  9  5  2  0
 10  7  2  0
 11 17  1  0
 12  9  1  0
 13  5  1  0
 14 12  1  0
 15  9  1  0
 16 13  2  0
 17 15  2  0
 18 16  1  0
  3  4  1  0
  3  6  1  0
 12 18  2  0
 14 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA89019

   5-Isoquinolin-5-yl-2-oxa-5-azabicyclo[4.1.0]heptan-3-one

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: 240.26

Molecular Weight (Monoisotopic): 240.0899

AlogP: 1.74

#Rotatable Bonds: 1

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.37

CX LogP: 1.31

CX LogD: 1.31

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: 0.36

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