(2R(S),7R(S))-7-Hydroxybicyclo[2.2.1]heptan-2-yl nitrate

ID: ALA1094857

PubChem CID: 44511333

Max Phase: Preclinical

Molecular Formula: C7H11NO4

Molecular Weight: 173.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])O[C@@H]1CC2CCC1[C@@H]2O

Standard InChI:  InChI=1S/C7H11NO4/c9-7-4-1-2-5(7)6(3-4)12-8(10)11/h4-7,9H,1-3H2/t4?,5?,6-,7-/m1/s1

Standard InChI Key:  WRQQCUWBIYIPGE-TVVDDFTJSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
   -1.6000    0.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    1.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4800    2.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500    1.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    0.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1700    3.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    4.4365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5674   -0.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245   -2.1441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553   -3.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5610   -1.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  6  7  1  0
  3  7  1  0
  1  2  1  0
  7  8  1  6
  1  6  1  0
  5  9  1  1
  2  3  1  0
  9 10  1  0
  3  4  1  0
  4  5  1  0
 10 11  2  0
 10 12  1  0
M  CHG  2  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1094857

   (2R(S),7R(S))-7-Hydroxybicyclo[2.2.1]heptan-2-yl 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: 173.17

Molecular Weight (Monoisotopic): 173.0688

AlogP: 0.35

#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: 0.46

CX LogD: 0.46

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.48

Np Likeness Score: 1.01

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]

2. Ekinci D, Cavdar H, Talaz O, Sentürk M, Supuran CT..  (2010)  NO-releasing esters show carbonic anhydrase inhibitory action against human isoforms I and II.,  18  (10): [PMID:20430631] [10.1016/j.bmc.2010.03.082]

Source

Source(1):

• Scientific Literature