9(R(S))-Hydroxy-1,2,3,4-tetrahydro-1,4-methano-naphthalen-2(R(S)-yl nitrate

ID: ALA556791

PubChem CID: 45272169

Max Phase: Preclinical

Molecular Formula: C11H11NO4

Molecular Weight: 221.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])OC1CC2c3ccccc3C1C2O

Standard InChI:  InChI=1S/C11H11NO4/c13-11-8-5-9(16-12(14)15)10(11)7-4-2-1-3-6(7)8/h1-4,8-11,13H,5H2

Standard InChI Key:  VSCRBMJSUFZPPS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    5.5941   -1.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8242   -0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642   -0.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3246   -1.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6197   -1.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1839   -1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7846   -2.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -2.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5341   -1.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9334   -0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7583   -0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6031    0.7678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5922   -2.7415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502   -3.3634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3178   -4.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2405   -3.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  2  1  0
  7  8  1  0
  2  3  1  0
  8  9  2  0
  3  1  1  0
  9 10  1  0
  1  4  1  0
 10 11  2  0
 11  6  1  0
  4  5  1  0
  3 12  1  0
  5  2  1  0
  4 13  1  0
 13 14  1  0
  7  1  1  0
  6  7  2  0
 14 15  2  0
 14 16  1  0
M  CHG  2  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA556791

   (11-Hydroxy-9-tricyclo[6.2.1.02,7]undeca-2,4,6-trienyl) nitrate

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: 221.21

Molecular Weight (Monoisotopic): 221.0688

AlogP: 1.21

#Rotatable Bonds: 2

Polar Surface Area: 72.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.21

CX LogD: 1.21

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.60

Np Likeness Score: 0.53

References

1. Sentürk M, Talaz O, Ekinci D, Cavdar H, Küfrevioğlu OI..  (2009)  In vitro inhibition of human erythrocyte glutathione reductase by some new organic nitrates.,  19  (13): [PMID:19447620] [10.1016/j.bmcl.2009.04.087]

Source

Source(1):

• Scientific Literature