NAV

1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide

Identification

Generic Name
1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide
DrugBank Accession Number
DB06929
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 316.3981
Monoisotopic: 316.189926032
Chemical Formula
C17H24N4O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UProthrombinNot 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 proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Proline and derivatives
Alternative Parents
Alpha amino acid amides / Pyrrolidinecarboxamides / N-acylpyrrolidines / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Carboximidamides / Carboxamidines / Azacyclic compounds / Organopnictogen compounds
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Substituents
Alpha-amino acid amide / Amidine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboximidamide / Carboxylic acid amidine / Hydrocarbon derivative
show 15 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
RYAZZWWVNUWKNB-AWEZNQCLSA-N
InChI
InChI=1S/C17H24N4O2/c1-2-4-15(22)21-10-3-5-14(21)17(23)20-11-12-6-8-13(9-7-12)16(18)19/h6-9,14H,2-5,10-11H2,1H3,(H3,18,19)(H,20,23)/t14-/m0/s1
IUPAC Name
(2S)-1-butanoyl-N-[(4-carbamimidoylphenyl)methyl]pyrrolidine-2-carboxamide
SMILES
[H][C@]1(CCCN1C(=O)CCC)C(=O)NCC1=CC=C(C=C1)C(N)=N

References

General References
Not Available
PubChem Compound
25113616
PubChem Substance
99443400
ChemSpider
25051355
BindingDB
50307861
ChEMBL
CHEMBL1198191
ZINC
ZINC000039029982
PDBe Ligand
24U
PDB Entries
2zi2

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 Solubility0.191 mg/mLALOGPS
logP0.65ALOGPS
logP0.72Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)14.42Chemaxon
pKa (Strongest Basic)11.48Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area99.28 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity99.86 m3·mol-1Chemaxon
Polarizability35.14 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9916
Blood Brain Barrier+0.7797
Caco-2 permeable-0.6852
P-glycoprotein substrateSubstrate0.7454
P-glycoprotein inhibitor INon-inhibitor0.8261
P-glycoprotein inhibitor IINon-inhibitor0.8489
Renal organic cation transporterNon-inhibitor0.5706
CYP450 2C9 substrateNon-substrate0.7912
CYP450 2D6 substrateNon-substrate0.7437
CYP450 3A4 substrateNon-substrate0.664
CYP450 1A2 substrateNon-inhibitor0.7226
CYP450 2C9 inhibitorNon-inhibitor0.729
CYP450 2D6 inhibitorNon-inhibitor0.8662
CYP450 2C19 inhibitorNon-inhibitor0.5492
CYP450 3A4 inhibitorNon-inhibitor0.7987
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8134
Ames testNon AMES toxic0.7695
CarcinogenicityNon-carcinogens0.8619
BiodegradationNot ready biodegradable0.9134
Rat acute toxicity2.4536 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9132
hERG inhibition (predictor II)Non-inhibitor0.7268
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-MSsplash10-00dm-9510000000-bc93ce8aeb477da0486c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014m-3839000000-9c21506366f3c363e7e8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0409000000-098afa751fee78458e6b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00yj-9664000000-709cb9894bf59d898350
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00ke-9441000000-0335743766e2c79911c1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-9200000000-0404671390612bf60c70
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03ed-8950000000-b5651a11e3e5a43a77cc
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]-167.83617
predicted
DeepCCS 1.0 (2019)
[M+H]+170.19417
predicted
DeepCCS 1.0 (2019)
[M+Na]+176.52904
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Prothrombin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Thrombospondin receptor activity
Specific Function
Thrombin, which cleaves bonds after Arg and Lys, converts fibrinogen to fibrin and activates factors V, VII, VIII, XIII, and, in complex with thrombomodulin, protein C. Functions in blood homeostas...
Gene Name
F2
Uniprot ID
P00734
Uniprot Name
Prothrombin
Molecular Weight
70036.295 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 21:17 / Updated at June 12, 2020 16:52