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

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

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

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

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:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC002540 0.674 D0TY5N 1.000
ENC000048 0.319 D05QIM 0.565
ENC006142 0.268 D0T8LY 0.391
ENC002450 0.268 D06NVJ 0.319
ENC006050 0.259 D0S1OE 0.317
ENC001516 0.259 D06BYV 0.310
ENC005321 0.258 D03AJU 0.265
ENC003135 0.247 D0ZX1P 0.261
ENC005721 0.246 D06DLI 0.254
ENC002458 0.246 D0O2EM 0.253
*Note: the compound similarity was calculated by RDKIT.