Summary

IMPPAT Phytochemical identifier: IMPHY001587

Phytochemical name: Isolysergic acid

Synonymous chemical names:
isolysergic acid

External chemical identifiers:
CID:15559956, ZINC:ZINC000000897013, FDASRS:27ZA71OH94, SureChEMBL:SCHEMBL1371966

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Chemical structure information

SMILES:
CN1C[C@H](C=C2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=O)O

InChI:
InChI=1S/C16H16N2O2/c1-18-8-10(16(19)20)5-12-11-3-2-4-13-15(11)9(7-17-13)6-14(12)18/h2-5,7,10,14,17H,6,8H2,1H3,(H,19,20)/t10-,14+/m0/s1

InChIKey:
ZAGRKAFMISFKIO-IINYFYTJSA-N

DeepSMILES:
CNC[C@H]C=C[C@H]6Ccc[nH]cc5c9ccc6)))))))))))))C=O)O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=C2c3cccc4[nH]cc(c34)CC2NCC1

Scaffold Graph/Node level:
C1CNC2CC3CNC4CCCC(C2C1)C34

Scaffold Graph level:
C1CCC2C(C1)CC1CCC3CCCC2C31

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Ergoline and derivatives

ClassyFire Subclass: Lysergic acids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Ergot alkaloids

NP-Likeness score: 1.251

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Chemical structure download