IMPPAT Phytochemical information: 
(2S)-2-ammonio-3-(1H-pyrazol-1-yl)propanoate

(2S)-2-ammonio-3-(1H-pyrazol-1-yl)propanoate
Summary

SMILES: [O-]C(=O)[C@H](Cn1cccn1)[NH3+]
InChI: InChI=1S/C6H9N3O2/c7-5(6(10)11)4-9-3-1-2-8-9/h1-3,5H,4,7H2,(H,10,11)/t5-/m0/s1
InChIKey: PIGOPELHGLPKLL-YFKPBYRVSA-N
DeepSMILES: [O-]C=O)[C@H]Cncccn5))))))[NH3+]
Scaffold Graph/Node/Bond level: c1cn[nH]c1
Scaffold Graph/Node level: C1CNNC1
Scaffold Graph level: C1CCCC1
Functional groups: CC(=O)[O-]; cnn(C)c; C[NH3+]
Chemical classification

Synonymous chemical names:
β-(pyrazol-1-yl)-l-alanine
External chemical identifiers:
CID:CID_25203312; ChEBI:CHEBI:57747; ZINC:ZINC000000895518; SureChEMBL:SCHEMBL503649; MolPort-002-499-440
Chemical structure download


(2S)-2-ammonio-3-(1H-pyrazol-1-yl)propanoate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 155.16
Log P RDKit -2.76
Topological polar surface area (Å2) RDKit 85.59
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


(2S)-2-ammonio-3-(1H-pyrazol-1-yl)propanoate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.51


(2S)-2-ammonio-3-(1H-pyrazol-1-yl)propanoate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.67
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No