(S)-2-nitrophenyl 5-oxopyrrolidine-2-carboxylate

ID: ALA4241833

PubChem CID: 145984239

Max Phase: Preclinical

Molecular Formula: C11H10N2O5

Molecular Weight: 250.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)Oc2ccccc2[N+](=O)[O-])N1

Standard InChI:  InChI=1S/C11H10N2O5/c14-10-6-5-7(12-10)11(15)18-9-4-2-1-3-8(9)13(16)17/h1-4,7H,5-6H2,(H,12,14)/t7-/m0/s1

Standard InChI Key:  UELOAWLDROCSQG-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    6.7067   -9.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5239   -9.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -8.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1153   -7.7468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4566   -8.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793   -7.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4815   -7.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1935   -8.2138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4727   -7.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2023   -9.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4958   -9.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042  -10.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2168  -10.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9224  -10.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9105   -9.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6120   -9.0050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3258   -9.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5997   -8.1879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  5  6  2  0
  3  7  1  6
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 16 17  1  0
 16 18  2  0
 15 16  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4241833

   ---

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: 250.21

Molecular Weight (Monoisotopic): 250.0590

AlogP: 0.78

#Rotatable Bonds: 3

Polar Surface Area: 98.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.11

CX Basic pKa: ┄

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.37

Np Likeness Score: -0.78

References

1. Gang FL, Zhu F, Li XT, Wei JL, Wu WJ, Zhang JW..  (2018)  Synthesis and bioactivities evaluation of l-pyroglutamic acid analogues from natural product lead.,  26  (16): [PMID:30119995] [10.1016/j.bmc.2018.07.041]

Source

Source(1):

• Scientific Literature