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

ID: ALA4245646

Cas Number: 52989-50-1

PubChem CID: 14038124

Max Phase: Preclinical

Molecular Formula: C8H13NO3

Molecular Weight: 171.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H13NO3/c1-5(2)12-8(11)6-3-4-7(10)9-6/h5-6H,3-4H2,1-2H3,(H,9,10)/t6-/m0/s1

Standard InChI Key:  IZHXNBPKBCUDOZ-LURJTMIESA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
   20.7764   -3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5936   -3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8480   -2.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1850   -2.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5263   -2.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7490   -2.4091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5512   -2.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2632   -2.6462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5424   -1.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2720   -3.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9840   -3.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5687   -3.8795    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  1  0
 10 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4245646

   Isopropyl 5-oxo-L-prolinate

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: 171.20

Molecular Weight (Monoisotopic): 171.0895

AlogP: 0.22

#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: 11.22

CX Basic pKa: ┄

CX LogP: 0.03

CX LogD: 0.03

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.60

Np Likeness Score: -0.09

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