NAV

N-[(1S)-1-(aminocarbonyl)-4-(ethanimidoylamino)butyl]benzamide

Identification

Generic Name
N-[(1S)-1-(aminocarbonyl)-4-(ethanimidoylamino)butyl]benzamide
DrugBank Accession Number
DB07449
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 276.3342
Monoisotopic: 276.158625904
Chemical Formula
C14H20N4O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UProtein-arginine deiminase type-4Not 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
Not Available

Interactions

Drug Interactions
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hippuric acids and derivatives. These are compounds containing a hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Hippuric acids and derivatives
Alternative Parents
N-acyl-alpha amino acids and derivatives / Benzoyl derivatives / Fatty amides / Secondary carboxylic acid amides / Primary carboxylic acid amides / Carboximidamides / Carboxamidines / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
Alpha-amino acid or derivatives / Amidine / Aromatic homomonocyclic compound / Benzoyl / Carbonyl group / Carboxamide group / Carboximidamide / Carboxylic acid amidine / Carboxylic acid derivative / Fatty acyl
show 13 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
LWFFSSMDFWZNNW-LBPRGKRZSA-N
InChI
InChI=1S/C14H20N4O2/c1-10(15)17-9-5-8-12(13(16)19)18-14(20)11-6-3-2-4-7-11/h2-4,6-7,12H,5,8-9H2,1H3,(H2,15,17)(H2,16,19)(H,18,20)/t12-/m0/s1
IUPAC Name
(2S)-5-[(E)-(1-aminoethylidene)amino]-2-(phenylformamido)pentanamide
SMILES
C\C(N)=N/CCC[C@H](NC(=O)C1=CC=CC=C1)C(N)=O

References

General References
Not Available
PubChem Compound
46937075
PubChem Substance
99443920
ChemSpider
25056819
ZINC
ZINC000016051936
PDBe Ligand
BFB
PDB Entries
2dw5 / 6i0x / 7d56

Clinical Trials

Clinical Trials
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 Solubility0.164 mg/mLALOGPS
logP0.23ALOGPS
logP-0.4Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)14.99Chemaxon
pKa (Strongest Basic)11.9Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area110.57 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity76.77 m3·mol-1Chemaxon
Polarizability30.22 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9095
Blood Brain Barrier+0.9507
Caco-2 permeable-0.5774
P-glycoprotein substrateSubstrate0.7467
P-glycoprotein inhibitor INon-inhibitor0.9481
P-glycoprotein inhibitor IINon-inhibitor0.9753
Renal organic cation transporterNon-inhibitor0.6972
CYP450 2C9 substrateNon-substrate0.7218
CYP450 2D6 substrateNon-substrate0.6987
CYP450 3A4 substrateNon-substrate0.7248
CYP450 1A2 substrateNon-inhibitor0.8403
CYP450 2C9 inhibitorNon-inhibitor0.857
CYP450 2D6 inhibitorNon-inhibitor0.9193
CYP450 2C19 inhibitorNon-inhibitor0.7859
CYP450 3A4 inhibitorNon-inhibitor0.7687
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9623
Ames testNon AMES toxic0.7029
CarcinogenicityNon-carcinogens0.8873
BiodegradationNot ready biodegradable0.7558
Rat acute toxicity2.2171 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9846
hERG inhibition (predictor II)Non-inhibitor0.9008
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-MSsplash10-0a4l-9730000000-67106db2e1922dc9192f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-01t9-0190000000-0f39d90584b31746ab34
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-056u-2490000000-b21a5aca026a3255364a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03mi-2940000000-a2bf81d30d5dd5185fae
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f6x-6900000000-5905e6f2e4b160e1facc
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9200000000-2cff1b5dc4e139cd054c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05di-5910000000-7ceb57637c72ded8a700
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]-160.17726
predicted
DeepCCS 1.0 (2019)
[M+H]+162.53526
predicted
DeepCCS 1.0 (2019)
[M+Na]+168.81906
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Protein-arginine deiminase type-4
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein-arginine deiminase activity
Specific Function
Catalyzes the citrullination/deimination of arginine residues of proteins such as histones, thereby playing a key role in histone code and regulation of stem cell maintenance. Citrullinates histone...
Gene Name
PADI4
Uniprot ID
Q9UM07
Uniprot Name
Protein-arginine deiminase type-4
Molecular Weight
74078.65 Da
References
  1. 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 September 15, 2010 21:21 / Updated at June 12, 2020 16:52