1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl nitrate

ID: ALA3763669

PubChem CID: 9837337

Max Phase: Preclinical

Molecular Formula: C9H18N2O4

Molecular Weight: 218.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC(O[N+](=O)[O-])CC(C)(C)N1O

Standard InChI:  InChI=1S/C9H18N2O4/c1-8(2)5-7(15-11(13)14)6-9(3,4)10(8)12/h7,12H,5-6H2,1-4H3

Standard InChI Key:  DHHTZVHCRMTEHV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3238   -0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2708   -1.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531    2.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530    2.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -3.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -3.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  5  8  1  0
  5  9  1  0
  3 10  1  0
  3 11  1  0
  1 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3763669

   (1-Hydroxy-2,2,6,6-tetramethylpiperidin-4-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: 218.25

Molecular Weight (Monoisotopic): 218.1267

AlogP: 1.61

#Rotatable Bonds: 2

Polar Surface Area: 75.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.64

CX LogP: 0.84

CX LogD: 0.84

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: -0.07

References

1. Acharya S, Rogers P, Krishnamoorthy RR, Stankowska DL, Dias HV, Yorio T..  (2016)  Design and synthesis of novel hybrid sydnonimine and prodrug useful for glaucomatous optic neuropathy.,  26  (5): [PMID:26832784] [10.1016/j.bmcl.2015.12.030]

Source

Source(1):

• Scientific Literature