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

ID: ALA4249449

Cas Number: 85153-83-9

PubChem CID: 22840775

Max Phase: Preclinical

Molecular Formula: C8H13NO3

Molecular Weight: 171.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H13NO3/c1-2-5-12-8(11)6-3-4-7(10)9-6/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1

Standard InChI Key:  BGXWNKLNZHEEMA-LURJTMIESA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
   11.0320   -3.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8492   -3.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1036   -2.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4406   -2.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7819   -2.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0046   -2.2894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8068   -2.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5188   -2.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7980   -1.3165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5276   -3.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2396   -3.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2484   -4.5618    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
 11 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4249449

   Propyl 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: 3

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: 0.14

CX LogD: 0.14

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.62

Np Likeness Score: -0.01

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