2-(2-Hydroxy-Phenyl)-1h-Indole-5-Carboxamidine

Identification

Generic Name
2-(2-Hydroxy-Phenyl)-1h-Indole-5-Carboxamidine
DrugBank Accession Number
DB02463
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 252.2912
Monoisotopic: 252.113687085
Chemical Formula
C15H14N3O
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

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 2-phenylindoles. These are indoles substituted at the 2-position with a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indoles
Direct Parent
2-phenylindoles
Alternative Parents
Phenylpyrroles / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Heteroaromatic compounds / Carboximidamides / Carboxamidines / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds
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Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 2-phenylindole / 2-phenylpyrrole / Amidine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carboximidamide / Carboxylic acid amidine
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Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JPGNPKIYCTXJPG-UHFFFAOYSA-O
InChI
InChI=1S/C15H13N3O/c16-15(17)9-5-6-12-10(7-9)8-13(18-12)11-3-1-2-4-14(11)19/h1-8,18-19H,(H3,16,17)/p+1
IUPAC Name
{amino[2-(2-hydroxyphenyl)-1H-indol-5-yl]methylidene}azanium
SMILES
NC(=[NH2+])C1=CC2=C(NC(=C2)C2=CC=CC=C2O)C=C1

References

General References
Not Available
PubChem Compound
1507
PubChem Substance
46504567
ChemSpider
1457
BindingDB
13942
PDBe Ligand
124
PDB Entries
1gi6

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 Solubility0.0225 mg/mLALOGPS
logP0.79ALOGPS
logP1.77Chemaxon
logS-4.1ALOGPS
pKa (Strongest Acidic)9.64Chemaxon
pKa (Strongest Basic)11.23Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area87.63 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity86.61 m3·mol-1Chemaxon
Polarizability28.04 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9295
Blood Brain Barrier+0.9479
Caco-2 permeable-0.7186
P-glycoprotein substrateNon-substrate0.646
P-glycoprotein inhibitor INon-inhibitor0.9776
P-glycoprotein inhibitor IINon-inhibitor0.7577
Renal organic cation transporterNon-inhibitor0.7004
CYP450 2C9 substrateNon-substrate0.6646
CYP450 2D6 substrateNon-substrate0.7763
CYP450 3A4 substrateNon-substrate0.7047
CYP450 1A2 substrateInhibitor0.7136
CYP450 2C9 inhibitorInhibitor0.5181
CYP450 2D6 inhibitorInhibitor0.6924
CYP450 2C19 inhibitorInhibitor0.7785
CYP450 3A4 inhibitorNon-inhibitor0.7357
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6315
Ames testAMES toxic0.5077
CarcinogenicityNon-carcinogens0.8914
BiodegradationNot ready biodegradable0.9805
Rat acute toxicity2.5984 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9691
hERG inhibition (predictor II)Non-inhibitor0.6594
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-MSsplash10-0f79-2190000000-6c5aba8d2526a3b3d6d7
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]-157.02206
predicted
DeepCCS 1.0 (2019)
[M+H]+159.41817
predicted
DeepCCS 1.0 (2019)
[M+Na]+165.69061
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Trypsin-1
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. 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 July 02, 2020 13:17