NAV

4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE

Identification

Generic Name
4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE
DrugBank Accession Number
DB07299
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 440.603
Monoisotopic: 440.256959738
Chemical Formula
C20H36N6O3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCoagulation factor XINot 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 n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
N-acyl-alpha amino acids and derivatives
Alternative Parents
Valine and derivatives / Alpha amino acid amides / Aryl alkyl ketones / N-acyl amines / Thiazoles / Heteroaromatic compounds / Secondary carboxylic acid amides / Orthocarboxylic acid derivatives / Ortho amides / Dialkylamines
show 5 more
Substituents
Alpha-amino acid amide / Amine / Aromatic heteromonocyclic compound / Aryl alkyl ketone / Aryl ketone / Azacycle / Azole / Carbonyl group / Carboxamide group / Fatty acyl
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
guanidines, 1,3-thiazole (CHEBI:40422)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ZXELQWLUDMEUHS-HOCLYGCPSA-N
InChI
InChI=1S/C20H36N6O3S/c1-12(2)7-8-15(27)26-16(13(3)4)18(29)25-14(6-5-9-24-20(21)22)17(28)19-23-10-11-30-19/h10-14,16,20,24H,5-9,21-22H2,1-4H3,(H,25,29)(H,26,27)/t14-,16-/m0/s1
IUPAC Name
N-[(1S)-1-{[(2S)-5-[(diaminomethyl)amino]-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]carbamoyl}-2-methylpropyl]-4-methylpentanamide
SMILES
[H][C@@](CCCNC(N)N)(NC(=O)[C@@]([H])(NC(=O)CCC(C)C)C(C)C)C(=O)C1=NC=CS1

References

General References
Not Available
PubChem Compound
6857702
PubChem Substance
99443770
ChemSpider
5257036
ZINC
ZINC000038190858
PDBe Ligand
995
PDB Entries
1zpb

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 Solubility0.0248 mg/mLALOGPS
logP0.27ALOGPS
logP1.23Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)12.08Chemaxon
pKa (Strongest Basic)6.69Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area152.23 Å2Chemaxon
Rotatable Bond Count14Chemaxon
Refractivity116.74 m3·mol-1Chemaxon
Polarizability48.11 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9804
Blood Brain Barrier+0.6325
Caco-2 permeable-0.6669
P-glycoprotein substrateSubstrate0.7433
P-glycoprotein inhibitor INon-inhibitor0.7037
P-glycoprotein inhibitor IINon-inhibitor0.9801
Renal organic cation transporterNon-inhibitor0.858
CYP450 2C9 substrateNon-substrate0.8409
CYP450 2D6 substrateNon-substrate0.766
CYP450 3A4 substrateNon-substrate0.5624
CYP450 1A2 substrateNon-inhibitor0.7376
CYP450 2C9 inhibitorNon-inhibitor0.6498
CYP450 2D6 inhibitorNon-inhibitor0.9032
CYP450 2C19 inhibitorNon-inhibitor0.5766
CYP450 3A4 inhibitorNon-inhibitor0.5055
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7575
Ames testNon AMES toxic0.7499
CarcinogenicityNon-carcinogens0.9164
BiodegradationReady biodegradable0.5308
Rat acute toxicity2.5133 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9937
hERG inhibition (predictor II)Non-inhibitor0.8894
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/MSsplash10-006x-2934500000-99b6f54335fe0bff1c57
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000f-1009300000-934a816b01dd3d6d6922
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-06zd-7649200000-85d112a2677d536d9fd4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-007o-4369200000-1cf133e5e08e77c278bd
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-9310000000-14e67fb3ca79f636717a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05fr-9210000000-c9afdfcee4edafc7c636
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]-198.78749
predicted
DeepCCS 1.0 (2019)
[M+H]+201.18306
predicted
DeepCCS 1.0 (2019)
[M+Na]+207.09558
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Coagulation factor XI
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Factor XI triggers the middle phase of the intrinsic pathway of blood coagulation by activating factor IX.
Gene Name
F11
Uniprot ID
P03951
Uniprot Name
Coagulation factor XI
Molecular Weight
70108.56 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 21:20 / Updated at June 12, 2020 16:52