Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID000300

Phytochemical name: Nicotine

Synonymous chemical names:
nicotine, β-pyridyl-α-n-methylpyrrolidine (nicotine), nicotin, Nicotine

External chemical identifiers:
CID:CID_89594, ChEMBL:CHEMBL3, ChEBI:CHEBI:17688, ZINC:ZINC000000391812, FDASRS:6M3C89ZY6R, SureChEMBL:SCHEMBL20192, MolPort-000-744-731

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Chemical structure information

SMILES:
CN1CCC[C@H]1c1cccnc1

InChI:
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1

InChIKey:
SNICXCGAKADSCV-JTQLQIEISA-N

DeepSMILES:
CNCCC[C@H]5ccccnc6

Functional groups:
CN(C)C, cnc

Link to spectral information:
MSBNK-NaToxAq-NA003449, MSBNK-NaToxAq-NA003084, MSBNK-Washington_State_Univ-BML81802, MSBNK-NaToxAq-NA003085, MSBNK-NaToxAq-NA003086, MSBNK-NaToxAq-NA003087, MSBNK-NaToxAq-NA003088, MSBNK-NaToxAq-NA003450, MSBNK-NaToxAq-NA002708, MSBNK-NaToxAq-NA003452, MSBNK-NaToxAq-NA003453, MSBNK-RIKEN-PR100077, MSBNK-RIKEN_ReSpect-PS013601, MSBNK-RIKEN_ReSpect-PS013602, MSBNK-RIKEN_ReSpect-PS013603, MSBNK-RIKEN_ReSpect-PS013604, MSBNK-Washington_State_Univ-BML81800, MSBNK-NaToxAq-NA003451, MSBNK-NaToxAq-NA002707, MSBNK-NaToxAq-NA002318, MSBNK-NaToxAq-NA002705, MSBNK-NaToxAq-NA002706, MSBNK-Eawag-EQ300801, MSBNK-Eawag-EQ300803, MSBNK-Eawag-EQ300804, MSBNK-Eawag-EQ300805, MSBNK-Eawag-EQ300806, MSBNK-Keio_Univ-KO003602, MSBNK-Keio_Univ-KO003603, MSBNK-Eawag-EQ300802, MSBNK-Keio_Univ-KO003605, MSBNK-Keio_Univ-KO003606, MSBNK-NaToxAq-NA002314, MSBNK-NaToxAq-NA002315, MSBNK-NaToxAq-NA002316, MSBNK-NaToxAq-NA002317, MSBNK-NaToxAq-NA002704, MSBNK-Keio_Univ-KO003604

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1cncc(C2CCCN2)c1

Scaffold Graph/Node level:
C1CNCC(C2CCCN2)C1

Scaffold Graph level:
C1CCC(C2CCCC2)CC1

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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

NP Classifier Class: Pyridine alkaloids

NP-Likeness score: -0.412

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Chemical structure download