IMPPAT Phytochemical information: 
Cotinine
Cotinine
Summary

SMILES: O=C1CC[C@H](N1C)c1cccnc1
InChI: InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
InChIKey: UIKROCXWUNQSPJ-VIFPVBQESA-N
DeepSMILES: O=CCC[C@H]N5C))ccccnc6
Scaffold Graph/Node/Bond level: O=C1CCC(c2cccnc2)N1
Scaffold Graph/Node level: OC1CCC(C2CCCNC2)N1
Scaffold Graph level: CC1CCC(C2CCCCC2)C1
Functional groups: CC(=O)N(C)C; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Pyrrolidinylpyridines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids|Ornithine alkaloids
NP Classifier Class: Pyridine alkaloids|Pyrrolidine alkaloids
Synonymous chemical names:
cotinine
External chemical identifiers:
CID:CID_854019; ChEMBL:CHEMBL578211; ChEBI:CHEBI:68641; ZINC:ZINC000000402766; FDASRS:K5161X06LL; SureChEMBL:SCHEMBL49060; MolPort-001-742-588
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cotinine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 176.22
Log P RDKit 1.37
Topological polar surface area (Å2) RDKit 33.2
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 0
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 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
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 2
Cotinine
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 0
Ghose filter RDKit Passed
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 0.647201
Cotinine
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 -7.60
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
Cotinine
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_000339ENSG00000151617EDNRA1909ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237NPASS
TAR_EXP_000520ENSG00000204681GABBR12550ChEMBL, NPASS
TAR_EXP_000521ENSG00000022355GABRA12554ChEMBL, NPASS
TAR_EXP_000735ENSG00000166736HTR3A3359ChEMBL, NPASS
TAR_EXP_001811ENSG00000138735PDE5A8654ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001698ENSG00000081248CACNA1S779ChEMBL
TAR_EXP_001697ENSG00000102001CACNA1F778ChEMBL, NPASS
TAR_EXP_000541ENSG00000054983GALC2581NPASS
TAR_EXP_001695ENSG00000157388CACNA1D776ChEMBL
TAR_EXP_001694ENSG00000151067CACNA1C775ChEMBL
TAR_EXP_001591ENSG00000006638TBXA2R6915ChEMBL, NPASS
TAR_EXP_001587ENSG00000115353TACR16869ChEMBL, NPASS
TAR_EXP_000330ENSG00000144891AGTR1185ChEMBL, NPASS
TAR_EXP_000554ENSG00000101347SAMHD125939ChEMBL
TAR_EXP_000327ENSG00000069696DRD41815ChEMBL, NPASS
TAR_EXP_000325ENSG00000149295DRD21813ChEMBL, NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000041ENSG00000147955SIGMAR110280ChEMBL, NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000081ENSG00000173198CYSLTR110800ChEMBL, NPASS
TAR_EXP_000125ENSG00000101180HRH311255ChEMBL, NPASS
TAR_EXP_000127ENSG00000168539CHRM11128ChEMBL, NPASS
TAR_EXP_000130ENSG00000181072CHRM21129ChEMBL, NPASS
TAR_EXP_000133ENSG00000133019CHRM31131ChEMBL, NPASS
TAR_EXP_000134ENSG00000180720CHRM41132ChEMBL, NPASS
TAR_EXP_000137ENSG00000184984CHRM51133ChEMBL, NPASS
TAR_EXP_000181ENSG00000213903LTB4R1241ChEMBL, NPASS
TAR_EXP_000200ENSG00000163485ADORA1134ChEMBL, NPASS
TAR_EXP_000203ENSG00000128271ADORA2A135ChEMBL, NPASS
TAR_EXP_000236ENSG00000170214ADRA1B147ChEMBL, NPASS
TAR_EXP_000239ENSG00000120907ADRA1A148ChEMBL, NPASS
TAR_EXP_000243ENSG00000150594ADRA2A150ChEMBL, NPASS
TAR_EXP_000249ENSG00000274286ADRA2B151ChEMBL, NPASS
TAR_EXP_000736ENSG00000164270HTR43360ChEMBL, NPASS
TAR_EXP_000258ENSG00000043591ADRB1153ChEMBL, NPASS
TAR_EXP_000261ENSG00000169252ADRB2154ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544BindingDB, NPASS
TAR_EXP_000265ENSG00000255974CYP2A61548BindingDB, NPASS
TAR_EXP_000324ENSG00000184845DRD11812ChEMBL, NPASS
TAR_EXP_000326ENSG00000151577DRD31814ChEMBL, NPASS
TAR_EXP_000600ENSG00000109084TMEM9727346ChEMBL, NPASS
TAR_EXP_000255ENSG00000184160ADRA2C152ChEMBL, NPASS
TAR_EXP_000729ENSG00000179546HTR1D3352ChEMBL, NPASS
TAR_EXP_001458ENSG00000168398BDKRB2624ChEMBL, NPASS
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001207ENSG00000154229PRKCA5578ChEMBL, NPASS
TAR_EXP_001003ENSG00000112038OPRM14988ChEMBL, NPASS
TAR_EXP_000988ENSG00000185149NPY2R4887ChEMBL, NPASS
TAR_EXP_000881ENSG00000087085ACHE43ChEMBL, NPASS
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000703ENSG00000196639HRH13269ChEMBL, NPASS
TAR_EXP_000704ENSG00000113749HRH23274ChEMBL, NPASS
TAR_EXP_000798ENSG00000055118KCNH23757ChEMBL, NPASS
TAR_EXP_000727ENSG00000178394HTR1A3350ChEMBL, NPASS
TAR_EXP_001519ENSG00000142319SLC6A36531ChEMBL, NPASS
TAR_EXP_000732ENSG00000102468HTR2A3356ChEMBL, NPASS
TAR_EXP_000739ENSG00000148680HTR73363ChEMBL, NPASS
TAR_EXP_000734ENSG00000147246HTR2C3358ChEMBL, NPASS
TAR_EXP_001520ENSG00000108576SLC6A46532ChEMBL, NPASS