[4-({[5-Benzyloxy-1-(3-Carbamimidoyl-Benzyl)-1h-Indole-2-Carbonyl]-Amino}-Methyl)-Phenyl]-Trimethyl-Ammonium

Identification

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Name
[4-({[5-Benzyloxy-1-(3-Carbamimidoyl-Benzyl)-1h-Indole-2-Carbonyl]-Amino}-Methyl)-Phenyl]-Trimethyl-Ammonium
Accession Number
DB02269  (EXPT01864)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 546.6819
Monoisotopic: 546.286900421
Chemical Formula
C34H36N5O2
InChI Key
UFKJQTGPBFWMGT-UHFFFAOYSA-O
InChI
InChI=1S/C34H35N5O2/c1-39(2,3)29-14-12-24(13-15-29)21-37-34(40)32-20-28-19-30(41-23-25-8-5-4-6-9-25)16-17-31(28)38(32)22-26-10-7-11-27(18-26)33(35)36/h4-20H,21-23H2,1-3H3,(H3-,35,36,37,40)/p+1
IUPAC Name
4-({[5-(benzyloxy)-1-[(3-carbamimidoylphenyl)methyl]-1H-indol-2-yl]formamido}methyl)-N,N,N-trimethylanilinium
SMILES
C[N+](C)(C)C1=CC=C(CNC(=O)C2=CC3=C(C=CC(OCC4=CC=CC=C4)=C3)N2CC2=CC=CC(=C2)C(N)=N)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UTrypsin-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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
446978
PubChem Substance
46507131
ChemSpider
394195
BindingDB
13894
ChEMBL
CHEMBL1190476
HET
IMA
PDB Entries
1lpg / 1lqe

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.0002 mg/mLALOGPS
logP1.21ALOGPS
logP1.29ChemAxon
logS-6.5ALOGPS
pKa (Strongest Acidic)14.73ChemAxon
pKa (Strongest Basic)11.49ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area93.13 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity187.49 m3·mol-1ChemAxon
Polarizability63.14 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.8236
Blood Brain Barrier+0.9355
Caco-2 permeable-0.5885
P-glycoprotein substrateSubstrate0.7639
P-glycoprotein inhibitor INon-inhibitor0.9213
P-glycoprotein inhibitor IIInhibitor0.9129
Renal organic cation transporterNon-inhibitor0.5904
CYP450 2C9 substrateNon-substrate0.6705
CYP450 2D6 substrateNon-substrate0.7564
CYP450 3A4 substrateSubstrate0.6629
CYP450 1A2 substrateInhibitor0.5776
CYP450 2C9 inhibitorNon-inhibitor0.6113
CYP450 2D6 inhibitorNon-inhibitor0.7763
CYP450 2C19 inhibitorNon-inhibitor0.5072
CYP450 3A4 inhibitorNon-inhibitor0.7153
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7884
Ames testNon AMES toxic0.5882
CarcinogenicityNon-carcinogens0.8316
BiodegradationNot ready biodegradable0.9206
Rat acute toxicity2.6736 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9829
hERG inhibition (predictor II)Inhibitor0.8494
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as indolecarboxamides and derivatives. These are compounds containing a carboxamide group attached to an indole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolecarboxylic acids and derivatives
Direct Parent
Indolecarboxamides and derivatives
Alternative Parents
N-alkylindoles / Indoles / Pyrrole carboxamides / 2-heteroaryl carboxamides / Aniline and substituted anilines / Alkyl aryl ethers / Substituted pyrroles / Quaternary ammonium salts / Heteroaromatic compounds / Secondary carboxylic acid amides
show 9 more
Substituents
Indolecarboxamide derivative / N-alkylindole / Indole / 2-heteroaryl carboxamide / Pyrrole-2-carboxamide / Aniline or substituted anilines / Pyrrole-2-carboxylic acid or derivatives / Alkyl aryl ether / Monocyclic benzene moiety / Benzenoid
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Has activity against the synthetic substrates Boc-Phe-Ser-Arg-Mec, Boc-Leu-Thr-Arg-Mec, Boc-Gln-Ala-Arg-Mec and Boc-Val-Pro-Arg-Mec. The single-chain form is more active than the two-chain form aga...
Gene Name
PRSS1
Uniprot ID
P07477
Uniprot Name
Trypsin-1
Molecular Weight
26557.88 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. [PubMed:17139284]
  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. [PubMed:17016423]
  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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on September 02, 2019 17:17