IMPPAT Phytochemical information: 
(S)-2-Carboxy-1,1-dimethylpyrrolidinium chloride

(S)-2-Carboxy-1,1-dimethylpyrrolidinium chloride
Summary

SMILES: OC(=O)[C@@H]1CCC[N+]1(C)C.[Cl-]
InChI: InChI=1S/C7H13NO2.ClH/c1-8(2)5-3-4-6(8)7(9)10;/h6H,3-5H2,1-2H3;1H/t6-;/m0./s1
InChIKey: DUNMULOWUUIQIL-RGMNGODLSA-N
DeepSMILES: OC=O)[C@@H]CCC[N+]5C)C.[Cl-]
Scaffold Graph/Node/Bond level: C1CC[NH2+]C1
Scaffold Graph/Node level: C1CCNC1
Scaffold Graph level: C1CCCC1
Functional groups: CC(=O)O; C[N+](C)(C)C; [Cl-]
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
Synonymous chemical names:
stachydrine hyddrochloride, stachydrine hydrochloride, stachydrine-hcl
External chemical identifiers:
CID:CID_44150282; ChEMBL:CHEMBL166795; FDASRS:19Z024IC5E; SureChEMBL:SCHEMBL1340043; MolPort-006-115-981
Chemical structure download


(S)-2-Carboxy-1,1-dimethylpyrrolidinium chloride
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 179.65
Log P RDKit -2.69
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 7
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


(S)-2-Carboxy-1,1-dimethylpyrrolidinium chloride
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.445691


(S)-2-Carboxy-1,1-dimethylpyrrolidinium chloride
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.54
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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


(S)-2-Carboxy-1,1-dimethylpyrrolidinium chloride
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001299ENSG00000073756PTGS25743ChEMBL