Summary

IMPPAT Phytochemical identifier: IMPHY012741

Phytochemical name: Amphibine B

Synonymous chemical names:
amphibine b

External chemical identifiers:
CID:5281582, ChEBI:2681, ZINC:ZINC000004098484

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Chemical structure information

SMILES:
CC[C@@H]([C@@H](C(=O)N1CC[C@H]2[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N/C=Cc1ccc(O2)cc1)NC(=O)[C@@H](N(C)C)Cc1ccccc1)C

InChI:
InChI=1S/C39H47N5O5/c1-5-26(2)34(42-37(46)32(43(3)4)25-29-14-10-7-11-15-29)39(48)44-23-21-33-35(44)38(47)41-31(24-28-12-8-6-9-13-28)36(45)40-22-20-27-16-18-30(49-33)19-17-27/h6-20,22,26,31-35H,5,21,23-25H2,1-4H3,(H,40,45)(H,41,47)(H,42,46)/b22-20-/t26-,31-,32-,33-,34-,35-/m0/s1

InChIKey:
BZXBQQGSSIQELG-HVQQJYASSA-N

DeepSMILES:
CC[C@@H][C@@H]C=O)NCC[C@H][C@H]5C=O)N[C@@H]Ccccccc6)))))))C=O)N/C=CccccO%14)cc6)))))))))))))))))))NC=O)[C@@H]NC)C))Ccccccc6)))))))))))C

Functional groups:
CN(C)C, CN(C)C(C)=O, CNC(C)=O, c/C=CNC(C)=O, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(CCc1ccccc1)NCC(=O)N1CCC2Oc3ccc(cc3)C=CNC(=O)C(Cc3ccccc3)NC(=O)C21

Scaffold Graph/Node level:
OC(CCC1CCCCC1)NCC(O)N1CCC2OC3CCC(CCNC(O)C(CC4CCCCC4)NC(O)C21)CC3

Scaffold Graph level:
CC(CCC1CCCCC1)CCC(C)C1CCC2CC3CCC(CCCC(C)C(CC4CCCCC4)CC(C)C21)CC3

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Carboxylic acids and derivatives

ClassyFire Subclass: Amino acids, peptides, and analogues

NP Classifier Biosynthetic pathway: Alkaloids, Amino acids and Peptides

NP Classifier Superclass: Peptide alkaloids

NP Classifier Class: Ansa peptide alkaloids

NP-Likeness score: 1.378

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Chemical structure download