Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID002949

Phytochemical name: Caffeine

Synonymous chemical names:
1,3,7-tri-me-xanthine, caffeine

External chemical identifiers:
CID:CID_2519, ChEMBL:CHEMBL113, ChEBI:CHEBI:27732, ZINC:ZINC000000001084, FDASRS:3G6A5W338E, SureChEMBL:SCHEMBL5671

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Chemical structure information

SMILES:
Cn1cnc2c1c(=O)n(C)c(=O)n2C

InChI:
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3

InChIKey:
RYYVLZVUVIJVGH-UHFFFAOYSA-N

DeepSMILES:
Cncncc5c=O)nC)c=O)n6C

Functional groups:
cn(C)c, cnc, c=O

Link to spectral information:
MSBNK-RIKEN_ReSpect-PS004501, MSBNK-RIKEN-PR100026, MSBNK-RIKEN-PR100025, MSBNK-RIKEN-PR010011, MSBNK-Osaka_Univ-OUF00133, MSBNK-LCSB-LU119906, MSBNK-LCSB-LU119904, MSBNK-LCSB-LU119903, MSBNK-LCSB-LU119902, MSBNK-LCSB-LU119901, MSBNK-Keio_Univ-KO002541, MSBNK-Keio_Univ-KO002540, MSBNK-Keio_Univ-KO002539, MSBNK-LCSB-LU119905, MSBNK-RIKEN_ReSpect-PS004502, MSBNK-RIKEN_ReSpect-PS004504, MSBNK-RIKEN_ReSpect-PS004505, MSBNK-RIKEN_ReSpect-PS004506, MSBNK-UFZ-UA005001, MSBNK-UFZ-UA005003, MSBNK-UFZ-UF408901, MSBNK-UFZ-UF408902, MSBNK-UFZ-UF408903, MSBNK-UFZ-UF408904, MSBNK-Washington_State_Univ-BML00696, MSBNK-Washington_State_Univ-BML00705, MSBNK-Washington_State_Univ-BML00714, MSBNK-Washington_State_Univ-BML80860, MSBNK-Washington_State_Univ-BML80862, MSBNK-Keio_Univ-KO002538, MSBNK-RIKEN_ReSpect-PS004503, MSBNK-Keio_Univ-KO002537, MSBNK-Eawag-EA030314, MSBNK-KWR-KW107903, MSBNK-ACES_SU-AS000913, MSBNK-Athens_Univ-AU276601, MSBNK-Athens_Univ-AU276602, MSBNK-Athens_Univ-AU276603, MSBNK-Athens_Univ-AU276606, MSBNK-CASMI_2016-SM866601, MSBNK-Eawag-EA030301, MSBNK-Eawag-EA030302, MSBNK-Eawag-EA030303, MSBNK-Eawag-EA030304, MSBNK-Eawag-EA030305, MSBNK-KWR-KW107904, MSBNK-Eawag-EA030307, MSBNK-Eawag-EA030308, MSBNK-Eawag-EA030309, MSBNK-Eawag-EA030306, MSBNK-Eawag-EA030311, MSBNK-KWR-KW107902, MSBNK-KWR-KW107901, MSBNK-Eawag-EA030310, MSBNK-IPB_Halle-PB003783, MSBNK-IPB_Halle-PB003782, MSBNK-IPB_Halle-PB003781, MSBNK-Fiocruz-FIO00572, MSBNK-JEOL_Ltd-JEL00040, MSBNK-Fiocruz-FIO00570, MSBNK-Fiocruz-FIO00569, MSBNK-Fiocruz-FIO00568, MSBNK-Eawag-EA030313, MSBNK-Eawag-EA030312, MSBNK-Fiocruz-FIO00571

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1[nH]c(=O)c2[nH]cnc2[nH]1

Scaffold Graph/Node level:
OC1NC(O)C2NCNC2N1

Scaffold Graph level:
CC1CC(C)C2CCCC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Imidazopyrimidines

ClassyFire Subclass: Purines and purine derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Pseudoalkaloids

NP Classifier Class: Purine alkaloids

NP-Likeness score: -1.087

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Chemical structure download