(S)-N-butyl-5-oxopyrrolidine-2-carboxamide

ID: ALA4246026

PubChem CID: 15486634

Max Phase: Preclinical

Molecular Formula: C9H16N2O2

Molecular Weight: 184.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H16N2O2/c1-2-3-6-10-9(13)7-4-5-8(12)11-7/h7H,2-6H2,1H3,(H,10,13)(H,11,12)/t7-/m0/s1

Standard InChI Key:  UICDNADSGVMHKL-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   11.1641   -2.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9854   -2.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2398   -1.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5768   -1.2258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9140   -1.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1325   -1.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9471   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6633   -1.6928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9384   -0.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6720   -2.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9646   -2.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9734   -3.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2660   -4.1718    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
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4246026

   L-pyroglutamic acid n-butyl amide

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: 184.24

Molecular Weight (Monoisotopic): 184.1212

AlogP: 0.18

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.76

CX Basic pKa: ┄

CX LogP: -0.15

CX LogD: -0.15

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.61

Np Likeness Score: -0.58

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