(2S)-sec-butyl 5-oxopyrrolidine-2-carboxylate

ID: ALA4249916

PubChem CID: 68415066

Max Phase: Preclinical

Molecular Formula: C9H15NO3

Molecular Weight: 185.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H15NO3/c1-6(2)5-13-9(12)7-3-4-8(11)10-7/h6-7H,3-5H2,1-2H3,(H,10,11)/t7-/m0/s1

Standard InChI Key:  JSSLKUDZGILIKJ-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    2.1172   -5.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9344   -5.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888   -5.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -4.6885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671   -5.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0898   -4.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920   -4.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040   -5.1556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832   -3.9456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6128   -5.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3248   -6.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336   -7.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0281   -5.9575    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
 11 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4249916

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

Molecule Features

Natural Product: Yes

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: 185.22

Molecular Weight (Monoisotopic): 185.1052

AlogP: 0.46

#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: 11.32

CX Basic pKa: ┄

CX LogP: 0.50

CX LogD: 0.50

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.65

Np Likeness Score: 0.05

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