1-(2-ammonio-3-hydroxypropanoyl)pyrrolidine-2-carboxylate

ID: ALA2371153

Cas Number: 23827-93-2

PubChem CID: 4369021

Max Phase: Preclinical

Molecular Formula: C8H14N2O4

Molecular Weight: 202.21

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H14N2O4/c9-5(4-11)7(12)10-3-1-2-6(10)8(13)14/h5-6,11H,1-4,9H2,(H,13,14)/t5-,6-/m0/s1

Standard InChI Key:  WBAXJMCUFIXCNI-WDSKDSINSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   -0.6263    0.7599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3486    0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295    0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3048   -0.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0626    0.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765    0.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3486   -0.4802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0940   -0.6388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344    1.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    1.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0626    1.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765    1.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673    1.7536    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  1  0
  6  5  1  0
  7  2  2  0
  8  4  1  0
  9  4  2  0
 10  1  1  0
 11  3  1  0
  5 12  1  1
 13 12  1  0
 14 10  1  0
 11 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2371153

   Ser-Pro

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: 202.21

Molecular Weight (Monoisotopic): 202.0954

AlogP: -1.62

#Rotatable Bonds: 3

Polar Surface Area: 103.86

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.53

CX Basic pKa: 7.84

CX LogP: -4.16

CX LogD: -4.27

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.51

Np Likeness Score: 0.18

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