NAV

N'-(2s,3r)-3-Amino-4-Cyclohexyl-2-Hydroxy-Butano-N-(4-Methylphenyl)Hydrazide

Identification

Generic Name
N'-(2s,3r)-3-Amino-4-Cyclohexyl-2-Hydroxy-Butano-N-(4-Methylphenyl)Hydrazide
DrugBank Accession Number
DB03086
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 305.4152
Monoisotopic: 305.210327123
Chemical Formula
C17H27N3O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMethionine aminopeptidase 2Not 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 beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Beta amino acids and derivatives
Alternative Parents
Phenylhydrazines / Toluenes / Monosaccharides / Secondary alcohols / Carboxylic acid hydrazides / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alcohol / Amine / Aromatic homomonocyclic compound / Benzenoid / Beta amino acid or derivatives / Carbonyl group / Carboxylic acid hydrazide / Hydrocarbon derivative / Monocyclic benzene moiety / Monosaccharide
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
IQMLIGOOOFEBAH-CVEARBPZSA-N
InChI
InChI=1S/C17H27N3O2/c1-12-7-9-14(10-8-12)19-20-17(22)16(21)15(18)11-13-5-3-2-4-6-13/h7-10,13,15-16,19,21H,2-6,11,18H2,1H3,(H,20,22)/t15-,16+/m1/s1
IUPAC Name
(2S,3R)-3-amino-4-cyclohexyl-2-hydroxy-N'-(4-methylphenyl)butanehydrazide
SMILES
[H][C@@](N)(CC1CCCCC1)[C@]([H])(O)C(=O)NNC1=CC=C(C)C=C1

References

General References
Not Available
PubChem Compound
448288
PubChem Substance
46504926
ChemSpider
395133
BindingDB
50141701
ChEMBL
CHEMBL354739
ZINC
ZINC000006522559
PDBe Ligand
AO2
PDB Entries
1r5h

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 Solubility0.0952 mg/mLALOGPS
logP2.41ALOGPS
logP2.72Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)12.4Chemaxon
pKa (Strongest Basic)8.77Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area87.38 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity88.68 m3·mol-1Chemaxon
Polarizability34.75 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9626
Blood Brain Barrier+0.8496
Caco-2 permeable-0.6293
P-glycoprotein substrateNon-substrate0.6027
P-glycoprotein inhibitor INon-inhibitor0.7743
P-glycoprotein inhibitor IINon-inhibitor0.8171
Renal organic cation transporterNon-inhibitor0.8963
CYP450 2C9 substrateNon-substrate0.7506
CYP450 2D6 substrateNon-substrate0.7986
CYP450 3A4 substrateNon-substrate0.583
CYP450 1A2 substrateNon-inhibitor0.7792
CYP450 2C9 inhibitorNon-inhibitor0.8316
CYP450 2D6 inhibitorNon-inhibitor0.8879
CYP450 2C19 inhibitorNon-inhibitor0.6903
CYP450 3A4 inhibitorNon-inhibitor0.544
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6303
Ames testAMES toxic0.769
CarcinogenicityNon-carcinogens0.667
BiodegradationNot ready biodegradable0.9671
Rat acute toxicity2.2773 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9585
hERG inhibition (predictor II)Non-inhibitor0.6578
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-MSsplash10-05e9-5910000000-876524d5ad8a5a464421
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0109000000-1cfe2192221740ccd846
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ue9-2904000000-d87f8eb604372c22f894
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-067m-8900000000-6154ff6ea5efe36c57d8
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a7j-4901000000-8fca852ff282a2d81e77
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-056r-9600000000-cdea81f4e91abce25da4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05tf-9600000000-173a5b762a9d9425ef96
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]-177.02808
predicted
DeepCCS 1.0 (2019)
[M+H]+179.38608
predicted
DeepCCS 1.0 (2019)
[M+Na]+185.967
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Methionine aminopeptidase 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Poly(a) rna binding
Specific Function
Cotranslationally removes the N-terminal methionine from nascent proteins. The N-terminal methionine is often cleaved when the second residue in the primary sequence is small and uncharged (Met-Ala...
Gene Name
METAP2
Uniprot ID
P50579
Uniprot Name
Methionine aminopeptidase 2
Molecular Weight
52891.145 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 June 12, 2020 16:52