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Retrofractamide A

PubChem CID: 11012859

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Compound Synonyms RETROFRACTAMIDE A, 94079-67-1, (2E,4E,8E)-9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide, 2,4,8-Nonatrienamide, 9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-, (2E,4E,8E)-, (2E,4E,8E)-9-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide, Piperlongumine A, Retrofractamid-A, Retrofractamide-A, VVK45GJ3K5, CHEMBL255152, SCHEMBL14025730, BPSWISYORIWKCT-FCGWLDPVSA-N, CHEBI:168909, DTXSID901316243, HY-N12120, DA-57403, CS-0891876, G88968, (2E,4E,8E)-9-(1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)-2,4,8-nonatrienamide, 2,4,8-Nonatrienamide, 9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-, (E,E,E)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 47.6
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CCCC2C1
Deep Smiles CCCNC=O)/C=C/C=C/CC/C=C/cccccc6)OCO5)))))))))))))))))))C
Heavy Atom Count 24.0
Classyfire Class Benzodioxoles
Description Alkaloid from the above-ground parts of Piper retrofractum (Javanese long pepper) and the fruits of Piper nigrum (pepper). Retrofractamide A is found in herbs and spices and pepper (spice).
Scaffold Graph Node Level C1CCC2OCOC2C1
Isotope Atom Count 0.0
Molecular Complexity 468.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q13547, O15379, Q9UBN7
Iupac Name (2E,4E,8E)-9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide
Prediction Hob 1.0
Class Benzodioxoles
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 5.0
Superclass Organoheterocyclic compounds
Gsk 4 400 Rule False
Molecular Formula C20H25NO3
Scaffold Graph Node Bond Level c1ccc2c(c1)OCO2
Prediction Swissadme 0.0
Inchi Key BPSWISYORIWKCT-FCGWLDPVSA-N
Silicos It Class Moderately soluble
Fcsp3 0.35
Logs -4.489
Rotatable Bond Count 8.0
State Solid
Logd 3.992
Synonyms Retrofractamide A, (2E,4E,8E)-9-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienimidate, Retrofractamide a, retrofractamide a
Esol Class Moderately soluble
Functional Groups C/C=C/C=C/C(=O)NC, c/C=C/C, c1cOCO1
Compound Name Retrofractamide A
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 327.183
Formal Charge 0.0
Monoisotopic Mass 327.183
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 327.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 3.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -5.250328799999999
Inchi InChI=1S/C20H25NO3/c1-16(2)14-21-20(22)10-8-6-4-3-5-7-9-17-11-12-18-19(13-17)24-15-23-18/h4,6-13,16H,3,5,14-15H2,1-2H3,(H,21,22)/b6-4+,9-7+,10-8+
Smiles CC(C)CNC(=O)/C=C/C=C/CC/C=C/C1=CC2=C(C=C1)OCO2
Nring 2.0
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 3.0
Egan Rule True
Taxonomy Direct Parent Benzodioxoles