trans-(1S(R),2S(R))-2-Hydroxycyclohexyl nitrate

ID: ALA562358

PubChem CID: 10964817

Max Phase: Preclinical

Molecular Formula: C6H11NO4

Molecular Weight: 161.16

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H11NO4/c8-5-3-1-2-4-6(5)11-7(9)10/h5-6,8H,1-4H2/t5-,6-/m0/s1

Standard InChI Key:  GVSCAKVHXWAQQJ-WDSKDSINSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
    1.6010    1.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010    0.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -0.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276    0.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276    1.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120    1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7391    1.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7381   -0.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7370   -0.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -1.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -1.3334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
  5  7  1  6
  1  2  1  0
  4  8  1  1
  1  6  1  0
  8  9  1  0
  2  3  1  0
  3  4  1  0
  9 10  2  0
  9 11  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA562358

   trans-(1S(R),2S(R))-2-Hydroxycyclohexyl 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: 161.16

Molecular Weight (Monoisotopic): 161.0688

AlogP: 0.50

#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: 0.90

CX LogD: 0.90

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.47

Np Likeness Score: 0.45

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