N-p-Nitrobenzoyl-L-glutamic acid

ID: ALA1824793

Cas Number: 6758-40-3

PubChem CID: 2724179

Product Number: S194537, Order Now?

Max Phase: Preclinical

Molecular Formula: C12H12N2O7

Molecular Weight: 296.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC[C@H](NC(=O)c1ccc([N+](=O)[O-])cc1)C(=O)O

Standard InChI:  InChI=1S/C12H12N2O7/c15-10(16)6-5-9(12(18)19)13-11(17)7-1-3-8(4-2-7)14(20)21/h1-4,9H,5-6H2,(H,13,17)(H,15,16)(H,18,19)/t9-/m0/s1

Standard InChI Key:  NOJZBJAFCSWMKC-VIFPVBQESA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.6500    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  1
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  2  0
  1 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 11 18  2  0
 19 20  2  0
 19 21  1  0
 15 19  1  0
  2 11  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1824793

   (S)-2-(4-Nitrobenzamido)pentanedioic acid

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: 296.24

Molecular Weight (Monoisotopic): 296.0645

AlogP: 0.64

#Rotatable Bonds: 7

Polar Surface Area: 146.84

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.73

CX Basic pKa: ┄

CX LogP: 0.68

CX LogD: -6.18

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.49

Np Likeness Score: -0.53

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