N-p-Nitrobenzyl-(R)-2-amino-1-butanol

ID: ALA1824792

PubChem CID: 40727263

Max Phase: Preclinical

Molecular Formula: C11H16N2O3

Molecular Weight: 224.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](CO)NCc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C11H16N2O3/c1-2-10(8-14)12-7-9-3-5-11(6-4-9)13(15)16/h3-6,10,12,14H,2,7-8H2,1H3/t10-/m1/s1

Standard InChI Key:  ULCNJCXXUJYDEK-SNVBAGLBSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.5001   -0.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845   -0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823   -1.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0667   -1.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134   -0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -0.2111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556   -0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3578   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689    1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7845    0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    1.0361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    1.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.6255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  3  4  1  0
  1  5  1  0
  2  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
 14 15  2  0
 14 16  1  0
 11 14  1  0
  6  7  1  0
M  CHG  2  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1824792

   (2R)-2-[(4-nitrophenyl)methylamino]butan-1-ol

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: 224.26

Molecular Weight (Monoisotopic): 224.1161

AlogP: 1.46

#Rotatable Bonds: 6

Polar Surface Area: 75.40

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.66

CX LogP: 1.72

CX LogD: 0.44

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.57

Np Likeness Score: -1.09

References

1. Çakmak R, Durdagi S, Ekinci D, Sentürk M, Topal G..  (2011)  Design, synthesis and biological evaluation of novel nitroaromatic compounds as potent glutathione reductase inhibitors.,  21  (18): [PMID:21795044] [10.1016/j.bmcl.2011.07.002]

Source

Source(1):

• Scientific Literature