NPs Basic Information

Name
Cotinine
Molecular Formula C10H12N2O
IUPAC Name*
(5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one
SMILES
CN1[C@@H](CCC1=O)C2=CN=CC=C2
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
Synonyms
cotinine; (-)-Cotinine; 486-56-6; (S)-Cotinine; Cotinina; Cotininum; (S)-(-)-Cotinine; Cotinine [INN]; Cotinine (-); (S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one; (5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one; (S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone; 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (5S)-; NIH 10498; (5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one; CHEBI:68641; K5161X06LL; S-(-)-Cotinine; (-)-Cotinine 100 microg/mL in Acetonitrile; DSSTox_CID_27576; DSSTox_RID_82428; DSSTox_GSID_47576; (5~{S})-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one; BRD4010; BRD-4010; (5S)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one ((-)-Cotinine); 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (S)-; SMR000449278; Cotininum [INN-Latin]; SR-01000075768; Cotinina [INN-Spanish]; UNII-K5161X06LL; CCRIS 7625; HSDB 7805; NCGC00093739-04; (5S)-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone; CAS-486-56-6; Prestwick_134; EINECS 207-634-9; MFCD00077696; n-methyl-2-(3-pyridyl)-5-pyrrolidone; BRN 0083099; Spectrum_001984; COTININE [HSDB]; Nicotine EP Impurity C; COTININE [MI]; Prestwick0_000082; Prestwick1_000082; Prestwick2_000082; Prestwick3_000082; Spectrum3_000700; Spectrum4_001793; Spectrum5_000465; NICOTINE IMPURITY C; bmse000577; (-)-Cotinine, 98%; (S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone; S(-)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone; (5S)-1-methyl-5-(3-pyridyl)pyrrolidin-2-one; Lopac0_000285; SCHEMBL49060; BSPBio_000004; BSPBio_002459; KBioGR_002368; KBioSS_002550; 5-24-02-00504 (Beilstein Handbook Reference); MLS000758262; MLS001423950; DivK1c_000861; SPECTRUM1500208; SPBio_001943; (-)-Cotinine, >=98%; BPBio1_000006; CHEMBL578211; MEGxp0_001870; DTXSID1047576; ACon1_000202; KBio1_000861; KBio2_002541; KBio2_005109; KBio2_007677; KBio3_001679; NINDS_000861; US8609708, 91 Cotinine; HMS1568A06; HMS1920A14; HMS2051A15; HMS2091G22; HMS2095A06; HMS2232F15; HMS3260J12; Pharmakon1600-01500208; ZINC402766; (-)-Cotinine, analytical standard; HY-B1178; Tox21_111219; Tox21_300615; Tox21_500285; BBL102262; BDBM50370573; NIH-10498; NSC756704; s9339; STL556061; AKOS007930814; Tox21_111219_1; (-)-Cotinine 1.0 mg/ml in Methanol; CCG-100799; CS-4787; LP00285; NC00049; NSC-756704; SDCCGMLS-0066565.P001; SDCCGSBI-0050273.P004; IDI1_000861; NCGC00093739-08; NCGC00093739-13; NCGC00093739-20; NCGC00254396-01; NCGC00260970-01; AC-35718; AS-50387; NICOTINE IMPURITY C [EP IMPURITY]; SBI-0050273.P003; AM20061246; EU-0100285; C 5923; P10066; AB00053721_08; (5S)-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one; A827581; NICOTINE RESINATE IMPURITY C [EP IMPURITY]; Q421177; SR-01000075768-1; SR-01000075768-5; SR-01000075768-6; (-)-1-METHYL-5-(3-PYRIDYL)-2-PYRROLIDINONE; BRD-K94144010-001-04-8; BRD-K94144010-001-05-5; BRD-K94144010-001-09-7; NICOTINE DITARTRATE DIHYDRATE IMPURITY C [EP IMPURITY]; U5H
CAS 486-56-6
PubChem CID 854019
ChEMBL ID CHEMBL578211
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyridines and derivatives
        • Subclass: Pyrrolidinylpyridines
          • Direct Parent: Pyrrolidinylpyridines

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

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NPs Physi-Chem Properties

Molecular Weight: 176.21 ALogp: -0.3
HBD: 0 HBA: 2
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 33.2 Aromatic Rings: 2
Heavy Atoms: 13 QED Weighted: 0.654

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.248 MDCK Permeability: 0.00003200
Pgp-inhibitor: 0.001 Pgp-substrate: 0.426
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.812 Plasma Protein Binding (PPB): 28.01%
Volume Distribution (VD): 1.166 Fu: 70.97%

ADMET: Metabolism

CYP1A2-inhibitor: 0.03 CYP1A2-substrate: 0.777
CYP2C19-inhibitor: 0.086 CYP2C19-substrate: 0.798
CYP2C9-inhibitor: 0.032 CYP2C9-substrate: 0.601
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.439
CYP3A4-inhibitor: 0.132 CYP3A4-substrate: 0.571

ADMET: Excretion

Clearance (CL): 7.662 Half-life (T1/2): 0.392

ADMET: Toxicity

hERG Blockers: 0.027 Human Hepatotoxicity (H-HT): 0.469
Drug-inuced Liver Injury (DILI): 0.896 AMES Toxicity: 0.017
Rat Oral Acute Toxicity: 0.282 Maximum Recommended Daily Dose: 0.944
Skin Sensitization: 0.812 Carcinogencity: 0.274
Eye Corrosion: 0.022 Eye Irritation: 0.676
Respiratory Toxicity: 0.094
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

*Note: the compound similarity was calculated by RDKIT.