(S)-5-oxopyrrolidine-2-carboxamide

ID: ALA4243050

Cas Number: 16395-57-6

PubChem CID: 444439

Product Number: O697739, Order Now?

Max Phase: Preclinical

Molecular Formula: C5H8N2O2

Molecular Weight: 128.13

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C5H8N2O2/c6-5(9)3-1-2-4(8)7-3/h3H,1-2H2,(H2,6,9)(H,7,8)/t3-/m0/s1

Standard InChI Key:  WGOIHPRRFBCVBZ-VKHMYHEASA-N

Molfile:  

     RDKit          2D

  9  9  0  0  0  0  0  0  0  0999 V2000
    3.2151  -13.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0364  -13.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908  -12.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278  -12.3487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9649  -12.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835  -12.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9981  -12.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7142  -12.8157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9893  -11.6016    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4243050

   (S)-5-Oxopyrrolidine-2-carboxamide

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: 128.13

Molecular Weight (Monoisotopic): 128.0586

AlogP: -1.25

#Rotatable Bonds: 1

Polar Surface Area: 72.19

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.33

CX Basic pKa: ┄

CX LogP: -1.70

CX LogD: -1.70

Aromatic Rings: ┄

Heavy Atoms: 9

QED Weighted: 0.46

Np Likeness Score: 0.04

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]

2. Homerin G, Jawhara S, Dezitter X, Baudelet D, Dufrénoy P, Rigo B, Millet R, Furman C, Ragé G, Lipka E, Farce A, Renault N, Sendid B, Charlet R, Leroy J, Phanithavong M, Richeval C, Wiart JF, Allorge D, Adriouch S, Vouret-Craviari V, Ghinet A..  (2020)  Pyroglutamide-Based P2X7 Receptor Antagonists Targeting Inflammatory Bowel Disease.,  63  (5): [PMID:31525963] [10.1021/acs.jmedchem.9b00584]

Source

Source(1):

• Scientific Literature