(S)-o-tolyl 5-oxopyrrolidine-2-carboxylate

ID: ALA4249432

PubChem CID: 145983374

Max Phase: Preclinical

Molecular Formula: C12H13NO3

Molecular Weight: 219.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H13NO3/c1-8-4-2-3-5-10(8)16-12(15)9-6-7-11(14)13-9/h2-5,9H,6-7H2,1H3,(H,13,14)/t9-/m0/s1

Standard InChI Key:  POBWZFARMXDKPO-VIFPVBQESA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    6.0587  -12.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8759  -12.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1303  -12.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4673  -11.5191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8086  -12.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0313  -11.7490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8335  -11.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5455  -11.9861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8247  -10.7761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543  -12.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8478  -13.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8562  -14.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5688  -14.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2744  -14.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2625  -13.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9640  -12.7784    0.0000 C   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:

   

   ALA4249432

   ---

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: 219.24

Molecular Weight (Monoisotopic): 219.0895

AlogP: 1.18

#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: 11.00

CX Basic pKa: ┄

CX LogP: 1.43

CX LogD: 1.43

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.60

Np Likeness Score: -0.36

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