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

ID: ALA4241409

PubChem CID: 145982549

Max Phase: Preclinical

Molecular Formula: C11H10ClNO3

Molecular Weight: 239.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)Oc2ccccc2Cl)N1

Standard InChI:  InChI=1S/C11H10ClNO3/c12-7-3-1-2-4-9(7)16-11(15)8-5-6-10(14)13-8/h1-4,8H,5-6H2,(H,13,14)/t8-/m0/s1

Standard InChI Key:  CXXKRDLSLVQBIL-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   12.9595   -8.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7767   -8.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0310   -8.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3681   -7.7138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7093   -8.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9320   -7.9437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7342   -7.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4463   -8.1808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7254   -6.9708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4550   -8.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7486   -9.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7570  -10.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4696  -10.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1751  -10.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1633   -9.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8647   -8.9731    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4241409

   ---

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: 239.66

Molecular Weight (Monoisotopic): 239.0349

AlogP: 1.52

#Rotatable Bonds: 2

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.30

CX Basic pKa: ┄

CX LogP: 1.52

CX LogD: 1.52

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: -0.62

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