IMPPAT Phytochemical information: 
4-Aminopyridine
4-Aminopyridine
Summary

SMILES: Nc1ccncc1
InChI: InChI=1S/C5H6N2/c6-5-1-3-7-4-2-5/h1-4H,(H2,6,7)
InChIKey: NUKYPUAOHBNCPY-UHFFFAOYSA-N
DeepSMILES: Ncccncc6
Scaffold Graph/Node/Bond level: c1ccncc1
Scaffold Graph/Node level: C1CCNCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cN; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Aminopyridines and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
Synonymous chemical names:
4-pyridinamine
External chemical identifiers:
CID:CID_1727; ChEMBL:CHEMBL284348; ChEBI:CHEBI:34385; ZINC:ZINC000000599985; FDASRS:BH3B64OKL9; SureChEMBL:SCHEMBL53483; MolPort-000-146-022
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
4-Aminopyridine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 94.12
Log P RDKit 0.66
Topological polar surface area (Å2) RDKit 38.91
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 5
Number of heavy atoms RDKit 7
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
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
4-Aminopyridine
Drug-likeness properties
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 3
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 0.512651
4-Aminopyridine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.65
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
4-Aminopyridine
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000252321KCNA5986
ENSP00000218176KCND1842
ENSP00000221444KCNA7897
ENSP00000262186KCNH2745
ENSP00000265969KCNC1908
ENSP00000280684KCNA6919
ENSP00000304822CSN3864
ENSP00000319591KCND3982
ENSP00000328511KCNA4935
ENSP00000333496KCND2905
ENSP00000314520KCNA2954
ENSP00000358784KCNA3932
ENSP00000449253KCNC2830
ENSP00000339960KCNJ5833
ENSP00000430846KCNB2841
ENSP00000385806KCNMA1838
ENSP00000434241KCNC3824
ENSP00000360806KCNB1922
ENSP00000358786KCNA10912
ENSP00000371985KCNA1955
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.