(S)-butyl 2-pyrrolidone-5-carboxylate

ID: ALA2270704

Cas Number: 4931-68-4

PubChem CID: 107609

Product Number: B472473, Order Now?

Max Phase: Preclinical

Molecular Formula: C9H15NO3

Molecular Weight: 185.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H15NO3/c1-2-3-6-13-9(12)7-4-5-8(11)10-7/h7H,2-6H2,1H3,(H,10,11)/t7-/m0/s1

Standard InChI Key:  QBBAJUQOYIURHA-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    5.9638   -5.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7810   -5.2664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0359   -4.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3724   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7137   -4.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4826   -5.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7557   -4.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4507   -4.5320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7805   -3.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5002   -2.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5250   -2.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2448   -1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2707   -0.8844    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
  1  6  2  0
  3  7  1  1
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270704

   Butyl (S)-(−)-2-pyrrolidone-5-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: 0.61

#Rotatable Bonds: 4

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: 0.58

CX LogD: 0.58

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.52

Np Likeness Score: 0.12

References

1. Park MR, Kim YC, Lee S, Kim IS..  (2009)  Identification of an ISR-related metabolite produced by rhizobacterium Klebsiella oxytoca C1036 active against soft-rot disease pathogen in tobacco.,  65  (10): [PMID:19504536] [10.1002/ps.1800]

2. 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