Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	43474
Common Name:	Varenicline
Systematic Name:	(1R,12S)-5,8,14-triazatetracyclo[10.3.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,5,7,9-pentaene
Synonyms:	[PubChem Synonyms]
Exact Mass:	211.1109 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C13H13N3
InChIKey:	JQSHBVHOMNKWFT-DTORHVGOSA-N
ClassyFire superclass:	Organoheterocyclic compounds
ClassyFire class:	Benzazepines
ClassyFire subclass:	Benzazepines
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
Massbank MS spectra:	View MS spectra
SMILES:	c1cnc2cc3[C@@H]4C[C@@H](CNC4)c3cc2n1
Studies:	-

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5310966
HMDB ID:	HMDB0015398
Chemspider ID:	4470510
EPA CompTox DB:	DTXCID80197326
Plant Metabolite Hub(Pmhub):	MS000002875

Calculated physicochemical properties (?):

Heavy Atoms:	16
Rings:	4
Aromatic Rings:	1
Rotatable Bonds:	0
van der Waals Molecular volume:	192.92 Å3 molecule-1
Toplogical Polar Sufrace Area:	37.81 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	2
logP:	2.07
Molar Refractivity:	63.43
Fraction sp3 Carbons:	0.38
sp3 Carbons:	5

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y
NPClassifier classification: "NPClassifier: A Deep Neural Network-Based Structural Classification Tool for Natural Products", Kim HW, Wang M, Leber CA, Nothias LF, Reher R, Kang KB, van der Hooft JJJ, Dorrestein PC, Gerwick WH and Cottrell GW. J Nat Prod. 2021 Nov 26;84(11):2795-2807.DOI: 10.1021/acs.jnatprod.1c00399.