1-(2-ammoniohexanoyl)pyrrolidine-2-carboxylate

ID: ALA2371158

PubChem CID: 66724332

Max Phase: Preclinical

Molecular Formula: C11H20N2O3

Molecular Weight: 228.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C11H20N2O3/c1-2-3-5-8(12)10(14)13-7-4-6-9(13)11(15)16/h8-9H,2-7,12H2,1H3,(H,15,16)/t8-,9-/m0/s1

Standard InChI Key:  LDQIBZUJIBKMKG-IUCAKERBSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -0.2839   -4.8267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -5.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4802   -5.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6513   -5.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -6.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -4.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -5.2400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -6.5302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -6.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879   -4.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313   -4.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180   -3.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -4.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -3.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -2.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1440   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  3  4  1  1
  5  2  2  0
  6  2  1  0
  7  6  1  0
  8  4  1  0
  9  4  2  0
 10  1  1  0
 11  3  1  0
 12 10  1  0
  6 13  1  1
 14 13  1  0
 15 14  1  0
 16 15  1  0
 11 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2371158

   (2S)-1-[(2S)-2-aminohexanoyl]pyrrolidine-2-carboxylic acid

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: 228.29

Molecular Weight (Monoisotopic): 228.1474

AlogP: 0.58

#Rotatable Bonds: 5

Polar Surface Area: 83.63

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.92

CX Basic pKa: 8.43

CX LogP: -1.70

CX LogD: -1.73

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.72

Np Likeness Score: 0.15

References

1. Gebauer S, Knütter I, Hartrodt B, Brandsch M, Neubert K, Thondorf I..  (2003)  Three-dimensional quantitative structure-activity relationship analyses of peptide substrates of the mammalian H+/peptide cotransporter PEPT1.,  46  (26): [PMID:14667225] [10.1021/jm030976x]

Source

Source(1):

• Scientific Literature