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

ID: ALA556256

PubChem CID: 45273021

Max Phase: Preclinical

Molecular Formula: C8H15NO4

Molecular Weight: 189.21

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H15NO4/c10-7-5-3-1-2-4-6-8(7)13-9(11)12/h7-8,10H,1-6H2/t7-,8-/m0/s1

Standard InChI Key:  IWKAONCFSJZOOC-YUMQZZPRSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   -3.5376   -5.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375   -4.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9587   -4.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585   -6.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312   -6.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -5.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -4.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871   -5.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7806   -6.7119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0623   -7.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907   -7.1330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7861   -4.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  6  9  1  1
  1  2  1  0
  9 10  1  0
  2  3  1  0
  1  4  1  0
 10 11  2  0
 10 12  1  0
  4  5  1  0
  7 13  1  6
M  CHG  2  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA556256

   trans-(1S(R),2S(R))-2-Hydroxycyclooctyl 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: 189.21

Molecular Weight (Monoisotopic): 189.1001

AlogP: 1.28

#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: 1.79

CX LogD: 1.79

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.52

Np Likeness Score: 0.36

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