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

ID: ALA4243843

PubChem CID: 145985268

Max Phase: Preclinical

Molecular Formula: C12H10N2O3

Molecular Weight: 230.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccccc1OC(=O)[C@@H]1CCC(=O)N1

Standard InChI:  InChI=1S/C12H10N2O3/c13-7-8-3-1-2-4-10(8)17-12(16)9-5-6-11(15)14-9/h1-4,9H,5-6H2,(H,14,15)/t9-/m0/s1

Standard InChI Key:  YEBMYTFVBAVECA-VIFPVBQESA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   13.4300  -17.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2472  -17.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5015  -16.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8386  -16.0549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1798  -16.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4025  -16.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2047  -16.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9168  -16.5219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1960  -15.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9255  -17.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2191  -17.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2275  -18.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9401  -18.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6456  -18.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6338  -17.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3352  -17.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0401  -16.9010    0.0000 N   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
 15 16  1  0
 16 17  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4243843

   ---

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: 230.22

Molecular Weight (Monoisotopic): 230.0691

AlogP: 0.74

#Rotatable Bonds: 2

Polar Surface Area: 79.19

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.20

CX Basic pKa: ┄

CX LogP: 0.77

CX LogD: 0.77

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.60

Np Likeness Score: -0.70

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