(S)-prop-2-yn-1-yl 5-oxopyrrolidine-2-carboxylate

ID: ALA4241068

PubChem CID: 145985469

Max Phase: Preclinical

Molecular Formula: C8H9NO3

Molecular Weight: 167.16

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H9NO3/c1-2-5-12-8(11)6-3-4-7(10)9-6/h1,6H,3-5H2,(H,9,10)/t6-/m0/s1

Standard InChI Key:  ULPJHWJGGSNZKF-LURJTMIESA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
    6.9213   -5.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7385   -5.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9929   -5.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299   -4.6142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712   -5.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8939   -4.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6961   -4.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4081   -5.0813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6873   -3.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4169   -5.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1289   -6.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8340   -6.7067    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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4241068

   ---

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: 167.16

Molecular Weight (Monoisotopic): 167.0582

AlogP: -0.56

#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: 10.82

CX Basic pKa: ┄

CX LogP: -0.52

CX LogD: -0.52

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.44

Np Likeness Score: -0.33

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