Summary

IMPPAT Phytochemical identifier: IMPHY001339

Phytochemical name: Catharinine

Synonymous chemical names:
vinamidine, vinamidine (catharinine)

External chemical identifiers:
CID:44374142, ChEMBL:CHEMBL436242, ZINC:ZINC000095614675

---

Chemical structure information

SMILES:
O=CN1CCc2c3ccccc3[nH]c2[C@@](C[C@@H](C1)CC(=O)CC)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@@]1(O)C(=O)OC)OC(=O)C)C

InChI:
InChI=1S/C46H56N4O10/c1-8-29(53)21-28-24-45(41(54)58-6,37-31(15-19-49(25-28)26-51)30-13-10-11-14-34(30)47-37)33-22-32-35(23-36(33)57-5)48(4)39-44(32)17-20-50-18-12-16-43(9-2,38(44)50)40(60-27(3)52)46(39,56)42(55)59-7/h10-14,16,22-23,26,28,38-40,47,56H,8-9,15,17-21,24-25H2,1-7H3/t28-,38-,39+,40+,43+,44+,45-,46+/m0/s1

InChIKey:
AQXVANXWKSPKMX-RSAMFGMZSA-N

DeepSMILES:
O=CNCCccccccc6[nH]c9[C@@]C[C@@H]C%16)CC=O)CC))))))C=O)OC)))cccccc6OC))))N[C@@H][C@]5CCN[C@H]5[C@@]CC))C=CC6)))[C@H][C@@]9O)C=O)OC))))OC=O)C)))))))))))C

Functional groups:
CC(=O)OC, CC(C)=O, CC=CC, CN(C)C, CN(C)C=O, CO, COC(C)=O, cN(C)C, cOC, c[nH]c

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCC3Nc4ccc(C5CCCNCCc6c5[nH]c5ccccc65)cc4C34CCN(C1)C24

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C(C3CCC4NC5CCC6CCCN7CCC5(C4C3)C67)CCCNCCC21

Scaffold Graph level:
C1CCCC2C3CCCCC3CC2C(C2CCC3CC4CCC5CCCC6CCC4(C3C2)C56)CC1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Plumeran-type alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids)

NP-Likeness score: 1.407

---

Chemical structure download