Summary

IMPPAT Phytochemical identifier: IMPHY007693

Phytochemical name: Auricularine

Synonymous chemical names:
auricularine

External chemical identifiers:
CID:441990, ChEMBL:CHEMBL4165417, ChEBI:2927, ZINC:ZINC000004097861

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Chemical structure information

SMILES:
CN(CCc1c2ccccc2[nH]c1[C@@H]1[C@@H]2[C@@H]([C@@]34[C@]1(CCN4C)c1ccccc1N3)C=C(CC2(C)C)C)C

InChI:
InChI=1S/C33H42N4/c1-21-19-25-28(31(2,3)20-21)29(30-23(15-17-36(4)5)22-11-7-9-13-26(22)34-30)32-16-18-37(6)33(25,32)35-27-14-10-8-12-24(27)32/h7-14,19,25,28-29,34-35H,15-18,20H2,1-6H3/t25-,28-,29-,32+,33+/m0/s1

InChIKey:
RTHNIWHULJBNTJ-BXFVMDGOSA-N

DeepSMILES:
CNCCccccccc6[nH]c9[C@@H][C@@H][C@@H][C@][C@]5CCN5C))))cccccc6N9)))))))))C=CCC6C)C)))C)))))))))))))))))C

Functional groups:
CC(C)=CC, CN(C)C, cN[C@](C)(C)N(C)C, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2C(CC1)C(c1cc3ccccc3[nH]1)C13CCNC21Nc1ccccc13

Scaffold Graph/Node level:
C1CCC2NC(C3C4CCCCC4C45NCCC34C3CCCCC3N5)CC2C1

Scaffold Graph level:
C1CCC2CC(C3C4CCCCC4C45CCCC34C3CCCCC3C5)CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Pyrroloindoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carboline alkaloids

NP-Likeness score: 1.208

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Chemical structure download