NAV

4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide

Identification

Generic Name
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide
DrugBank Accession Number
DB02565
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 307.388
Monoisotopic: 307.189591681
Chemical Formula
C16H25N3O3
Synonyms
  • 4-dimethylamino-N-(6-hydroxycarbamoylhexyl)benzamide
  • histone deacetylase inhibitor III
  • N-hydroxy-7-(4-dimethylaminobenzoyl)aminoheptanamide
External IDs
  • D237
  • M-344
  • M344
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHistone deacetylase 8Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as aminobenzamides. These are organic compounds containing a benzamide moiety with an amine group attached to the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Aminobenzamides
Alternative Parents
Benzamides / Dialkylarylamines / Benzoyl derivatives / Aniline and substituted anilines / Secondary carboxylic acid amides / Amino acids and derivatives / Organopnictogen compounds / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Amine / Amino acid or derivatives / Aminobenzamide / Aniline or substituted anilines / Aromatic homomonocyclic compound / Benzamide / Benzoyl / Carboxamide group / Carboxylic acid derivative / Dialkylarylamine
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
J8W4VF5ZEJ
CAS number
251456-60-7
InChI Key
MXWDSZWTBOCWBK-UHFFFAOYSA-N
InChI
InChI=1S/C16H25N3O3/c1-19(2)14-10-8-13(9-11-14)16(21)17-12-6-4-3-5-7-15(20)18-22/h8-11,22H,3-7,12H2,1-2H3,(H,17,21)(H,18,20)
IUPAC Name
7-{[4-(dimethylamino)phenyl]formamido}-N-hydroxyheptanamide
SMILES
CN(C)C1=CC=C(C=C1)C(=O)NCCCCCCC(=O)NO

References

General References
Not Available
PubChem Compound
3994
PubChem Substance
46507995
ChemSpider
3856
BindingDB
50082665
ChEBI
125562
ChEMBL
CHEMBL140000
ZINC
ZINC000012502280
PDBe Ligand
B3N
PDB Entries
1t67 / 3mz3 / 3mz4 / 3mz6 / 3mz7 / 3q9b / 4bz7 / 4qa1 / 4qa4 / 4rsy …
show 7 more

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.171 mg/mLALOGPS
logP1.64ALOGPS
logP1.68Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)8.91Chemaxon
pKa (Strongest Basic)3.49Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area81.67 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity87.39 m3·mol-1Chemaxon
Polarizability35.44 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9887
Blood Brain Barrier+0.876
Caco-2 permeable-0.7202
P-glycoprotein substrateSubstrate0.5952
P-glycoprotein inhibitor INon-inhibitor0.7581
P-glycoprotein inhibitor IINon-inhibitor0.6083
Renal organic cation transporterNon-inhibitor0.8522
CYP450 2C9 substrateNon-substrate0.8629
CYP450 2D6 substrateNon-substrate0.79
CYP450 3A4 substrateSubstrate0.5275
CYP450 1A2 substrateNon-inhibitor0.8664
CYP450 2C9 inhibitorNon-inhibitor0.8232
CYP450 2D6 inhibitorNon-inhibitor0.8816
CYP450 2C19 inhibitorNon-inhibitor0.8192
CYP450 3A4 inhibitorNon-inhibitor0.911
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9859
Ames testAMES toxic0.551
CarcinogenicityNon-carcinogens0.5336
BiodegradationNot ready biodegradable0.8537
Rat acute toxicity2.2792 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9566
hERG inhibition (predictor II)Non-inhibitor0.5649
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0002-1920000000-863cb22faf05c6ef76ff
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0923000000-398e264edead08d55f67
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6r-0295000000-53e15370407909ff9fbb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00bc-4890000000-3c964128c06984c624a5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-287e45fb9ac428757782
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-2900000000-467de8254004d2f91f68
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9380000000-d0e744906549ea020fee
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-203.2075657
predicted
DarkChem Lite v0.1.0
[M-H]-174.11989
predicted
DeepCCS 1.0 (2019)
[M+H]+205.2808657
predicted
DarkChem Lite v0.1.0
[M+H]+176.47789
predicted
DeepCCS 1.0 (2019)
[M+Na]+204.0846657
predicted
DarkChem Lite v0.1.0
[M+Na]+182.57103
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Histone deacetylase 8
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Transcription factor binding
Specific Function
Responsible for the deacetylation of lysine residues on the N-terminal part of the core histones (H2A, H2B, H3 and H4). Histone deacetylation gives a tag for epigenetic repression and plays an impo...
Gene Name
HDAC8
Uniprot ID
Q9BY41
Uniprot Name
Histone deacetylase 8
Molecular Weight
41757.29 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:43