Summary

IMPPAT Phytochemical identifier: IMPHY009679

Phytochemical name: [(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

Synonymous chemical names:
perakine

External chemical identifiers:
CID:13579079, ZINC:ZINC000031997766

---

Chemical structure information

SMILES:
O=C[C@@H]1[C@@H]2C[C@@H]3N([C@H]1C)[C@@H]1[C@H]2[C@@H](OC(=O)C)[C@]2(C3=Nc3c2cccc3)C1

InChI:
InChI=1S/C21H22N2O3/c1-10-13(9-24)12-7-16-19-21(14-5-3-4-6-15(14)22-19)8-17(23(10)16)18(12)20(21)26-11(2)25/h3-6,9-10,12-13,16-18,20H,7-8H2,1-2H3/t10-,12-,13-,16-,17-,18-,20+,21+/m0/s1

InChIKey:
GDXJMOGWONJRHL-AFXVYWMKSA-N

DeepSMILES:
O=C[C@@H][C@@H]C[C@@H]N[C@H]6C))[C@@H][C@H]6[C@@H]OC=O)C)))[C@]C7=Ncc5cccc6))))))))C5

Functional groups:
CC(=O)OC, CC=O, CN(C)C, cN=C(C)C

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc2c(c1)N=C1C3CC4CCN3C3CC12CC43

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C3CC4CCN3C3CC21CC43

Scaffold Graph level:
C1CCC2C(C1)CC1C3CC4CCC3C3CC21CC43

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Ajmaline-sarpagine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.638

---

Chemical structure download