Summary

IMPPAT Phytochemical identifier: IMPHY012858

Phytochemical name: Macrocarpamine

Synonymous chemical names:
macrocarpamine

External chemical identifiers:
CID:5472477, ChEMBL:CHEMBL1979029, ZINC:ZINC000082175034

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Chemical structure information

SMILES:
COC(=O)[C@@H]1[C@H]2C[C@H]3[C@]4(N1c1ccccc1[C@H]4CCN3C/C/2=C/C)/C=C/C1=COC[C@@H]2[C@H]1C[C@@H]1N([C@H]2Cc2c1n(C)c1c2cccc1)C

InChI:
InChI=1S/C41H46N4O3/c1-5-24-21-44-17-15-32-27-11-7-9-13-34(27)45-39(40(46)47-4)29(24)20-37(44)41(32,45)16-14-25-22-48-23-31-28(25)18-36-38-30(19-35(31)42(36)2)26-10-6-8-12-33(26)43(38)3/h5-14,16,22,28-29,31-32,35-37,39H,15,17-21,23H2,1-4H3/b16-14+,24-5-/t28-,29-,31+,32+,35-,36-,37-,39-,41-/m0/s1

InChIKey:
NOKYQXVIWFQLED-HXCLOJFDSA-N

DeepSMILES:
COC=O)[C@@H][C@H]C[C@H][C@]N6cccccc6[C@H]9CCN%13C/C/%17=C/C)))))))))))))))/C=C/C=COC[C@@H][C@H]6C[C@@H]N[C@H]6Ccc6nC)cc5cccc6)))))))))))C

Functional groups:
C/C=C(/C)C, CN(C)C, COC(C)=O, COC=C(C)/C=C/C, cN(C)C, cn(c)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CN2CCC3c4ccccc4N4CC1CC2C34C=CC1=COCC2C3Cc4c([nH]c5ccccc45)C(CC12)N3

Scaffold Graph/Node level:
CC1CN2CCC3C4CCCCC4N4CC1CC2C34CCC1COCC2C3CC4C5CCCCC5NC4C(CC12)N3

Scaffold Graph level:
CC1CC2CCC3C4CCCCC4C4CC1CC2C34CCC1CCCC2C3CC(CC12)C1CC2CCCCC2C1C3

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Pleiocarpaman alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 1.605

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Chemical structure download