ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1256841
CHEMBL1256841
Compound Name NIALAMIDE
ChEMBL Synonyms NIALAMIDE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C16H18N4O2

Additional synonyms for CHEMBL1256841 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES O=C(CCNNC(=O)c1ccncc1)NCc2ccccc2
Standard InChI InChI=1S/C16H18N4O2/c21-15(18-12-13-4-2-1-3-5-13)8-11-19-20- ...
Download InChI
Standard InChI Key NOIIUHRQUVNIDD-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL1256841

Molecule Features

CHEMBL1256841 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1974
Country United Kingdom; United States
Reason Hepatotoxicity; Drug Interaction
Class Hepatotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Monoamine oxidase inhibitor Monoamine oxidase PubMed PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov NIALAMIDE
The Cochrane Collaboration NIALAMIDE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1256841. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.973
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.883
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.744
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.689
CHEMBL2392 DNA polymerase beta Homo sapiens 0.649
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.552
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.438
CHEMBL5514 Huntingtin Homo sapiens 0.350
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.333
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.324



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.929
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.699
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.598
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.555
CHEMBL5514 Huntingtin Homo sapiens 0.451
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.377
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.366
CHEMBL2392 DNA polymerase beta Homo sapiens 0.295
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.285
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.205

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
298.4 298.143 1.02 7 83.12 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 3 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.13 3.6 .54 .53 2 22 0.53

Structural Alerts

There are 8 structural alerts for CHEMBL1256841. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AF - Monoamine oxidase inhibitors, non-selective
N06AF02 - nialamide

ChemSpider ChemSpider:NOIIUHRQUVNIDD-UHFFFAOYSA-N
PubChem SID: 11111522 SID: 11111523 SID: 144203759 SID: 170466097 SID: 50104074 SID: 56422110 SID: 85231151 SID: 855800 SID: 90341025

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1256841



ACToR 51-12-7
BindingDB 163693
ChEBI 94510
DrugBank DB04820
DrugCentral 1907
eMolecules 27678417 492142
EPA CompTox Dashboard DTXSID1023362
FDA SRS T2Q0RYM725
IBM Patent System B17A98AC3E2F7B3E978267230A702188
LINCS LSM-5300
Mcule MCULE-7326088210
MolPort MolPort-001-783-584
NIH Clinical Collection SAM001246861
Nikkaji J2.302G
PubChem 4472
PubChem: Thomson Pharma 14751634
SureChEMBL SCHEMBL49430
ZINC ZINC000001713761

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/NOIIUHRQUVNIDD-UHFFFAOYSA-N spacer
spacer