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

ID: ALA4243011

PubChem CID: 25136816

Max Phase: Preclinical

Molecular Formula: C8H11NO3

Molecular Weight: 169.18

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H11NO3/c1-2-5-12-8(11)6-3-4-7(10)9-6/h2,6H,1,3-5H2,(H,9,10)/t6-/m0/s1

Standard InChI Key:  ORDPRBNUVCKAST-LURJTMIESA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
   11.1641   -6.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9813   -6.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2357   -5.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5727   -4.9568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9140   -5.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1367   -5.1868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9389   -5.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6509   -5.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9301   -4.2139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6597   -6.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3717   -6.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3805   -7.4591    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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4243011

   prop-2-enyl (2S)-5-oxopyrrolidine-2-carboxylate

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: 169.18

Molecular Weight (Monoisotopic): 169.0739

AlogP: -0.01

#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: 11.15

CX Basic pKa: ┄

CX LogP: -0.01

CX LogD: -0.01

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.48

Np Likeness Score: 0.10

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