NAV

N-[amino(imino)methyl]-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)-3-thienyl]acetamide

Identification

Generic Name
N-[amino(imino)methyl]-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)-3-thienyl]acetamide
DrugBank Accession Number
DB07089
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 427.947
Monoisotopic: 427.11212536
Chemical Formula
C22H22ClN3O2S
Synonyms
Not Available
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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
UBeta-secretase 1Not 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 phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenol ethers
Sub Class
Not Available
Direct Parent
Phenol ethers
Alternative Parents
Phenoxy compounds / Chlorobenzenes / Alkyl aryl ethers / Aryl chlorides / Thiophenes / Heteroaromatic compounds / Guanidines / Carboxylic acids and derivatives / Carboximidamides / Organopnictogen compounds
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Substituents
Alkyl aryl ether / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Carbonyl group / Carboximidamide / Carboxylic acid derivative / Chlorobenzene / Ether / Guanidine
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
VZSMTBLDWPKVRW-UHFFFAOYSA-N
InChI
InChI=1S/C22H22ClN3O2S/c1-2-11-28-15-9-7-14(8-10-15)18-13-29-21(16-5-3-4-6-19(16)23)17(18)12-20(27)26-22(24)25/h3-10,13H,2,11-12H2,1H3,(H4,24,25,26,27)
IUPAC Name
N-carbamimidoyl-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)thiophen-3-yl]acetamide
SMILES
CCCOC1=CC=C(C=C1)C1=CSC(=C1CC(=O)NC(N)=N)C1=CC=CC=C1Cl

References

General References
Not Available
PubChem Compound
11995761
PubChem Substance
99443560
ChemSpider
10168228
BindingDB
50220319
ChEMBL
CHEMBL391087
ZINC
ZINC000028826084
PDBe Ligand
462
PDB Entries
2qu3

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 Solubility0.000783 mg/mLALOGPS
logP5.16ALOGPS
logP4.93Chemaxon
logS-5.7ALOGPS
pKa (Strongest Acidic)11.59Chemaxon
pKa (Strongest Basic)8.7Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area88.2 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity127.73 m3·mol-1Chemaxon
Polarizability44.67 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8739
Caco-2 permeable-0.5627
P-glycoprotein substrateSubstrate0.6072
P-glycoprotein inhibitor INon-inhibitor0.7034
P-glycoprotein inhibitor IINon-inhibitor0.7633
Renal organic cation transporterInhibitor0.5
CYP450 2C9 substrateNon-substrate0.5296
CYP450 2D6 substrateNon-substrate0.7689
CYP450 3A4 substrateSubstrate0.5889
CYP450 1A2 substrateInhibitor0.7262
CYP450 2C9 inhibitorInhibitor0.6518
CYP450 2D6 inhibitorNon-inhibitor0.75
CYP450 2C19 inhibitorInhibitor0.7957
CYP450 3A4 inhibitorNon-inhibitor0.5975
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8636
Ames testNon AMES toxic0.6529
CarcinogenicityNon-carcinogens0.7888
BiodegradationNot ready biodegradable0.9876
Rat acute toxicity2.4957 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9819
hERG inhibition (predictor II)Non-inhibitor0.5584
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-1000900000-4d4a048eea58721af61d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9014200000-11f9570459a683c0af12
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01tc-4029800000-0146ad902a6ef6ed0423
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kf-5009100000-a4d1c383f0230e19fbc2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fu2-0039000000-aef833337f4724ac2098
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9033000000-6ae316270710071026b4
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]-190.48048
predicted
DeepCCS 1.0 (2019)
[M+H]+192.8385
predicted
DeepCCS 1.0 (2019)
[M+Na]+200.437
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Beta-secretase 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Peptidase activity
Specific Function
Responsible for the proteolytic processing of the amyloid precursor protein (APP). Cleaves at the N-terminus of the A-beta peptide sequence, between residues 671 and 672 of APP, leads to the genera...
Gene Name
BACE1
Uniprot ID
P56817
Uniprot Name
Beta-secretase 1
Molecular Weight
55710.28 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 21:18 / Updated at June 12, 2020 16:52