Summary

IMPPAT Phytochemical identifier: IMPHY013892

Phytochemical name: Calpurnine

Synonymous chemical names:
calpurnine, oroboidine

External chemical identifiers:
CID:165547, ZINC:ZINC000006091647

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Chemical structure information

SMILES:
O=C1CCC[C@H]2N1C[C@@H]1C[C@H]2CN2[C@H]1C[C@H](CC2)OC(=O)c1ccc[nH]1

InChI:
InChI=1S/C20H27N3O3/c24-19-5-1-4-17-13-9-14(12-23(17)19)18-10-15(6-8-22(18)11-13)26-20(25)16-3-2-7-21-16/h2-3,7,13-15,17-18,21H,1,4-6,8-12H2/t13-,14-,15-,17+,18-/m0/s1

InChIKey:
YFRYJFMFQOBOSY-YDRHNJASSA-N

DeepSMILES:
O=CCCC[C@H]N6C[C@@H]C[C@H]6CN[C@H]6C[C@H]CC6))OC=O)cccc[nH]5

Functional groups:
CC(=O)N(C)C, CN(C)C, cC(=O)OC, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OC1CCN2CC3CC(CN4C(=O)CCCC34)C2C1)c1ccc[nH]1

Scaffold Graph/Node level:
OC(OC1CCN2CC3CC(CN4C(O)CCCC34)C2C1)C1CCCN1

Scaffold Graph level:
CC(CC1CCC2CC3CC(CC4C(C)CCCC34)C2C1)C1CCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Lupin alkaloids

ClassyFire Subclass: Sparteine, lupanine, and related alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Lysine alkaloids

NP Classifier Class: Quinolizidine alkaloids

NP-Likeness score: 0.714

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Chemical structure download