[2-(1-Amino-2-Hydroxy-Propyl)-4-(4-Fluoro-1h-Indol-3-Ylmethyl)-5-Hydroxy-Imidazol-1-Yl]-Acetic Acid

Identification

Generic Name
[2-(1-Amino-2-Hydroxy-Propyl)-4-(4-Fluoro-1h-Indol-3-Ylmethyl)-5-Hydroxy-Imidazol-1-Yl]-Acetic Acid
DrugBank Accession Number
DB01674
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 362.3556
Monoisotopic: 362.139033321
Chemical Formula
C17H19FN4O4
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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 alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids and derivatives
Alternative Parents
3-alkylindoles / 1,2,4,5-tetrasubstituted imidazoles / Imidazolyl carboxylic acids and derivatives / Aralkylamines / Substituted pyrroles / Aryl fluorides / Benzenoids / N-substituted imidazoles / Heteroaromatic compounds / Secondary alcohols
show 10 more
Substituents
1,2,4,5-tetrasubstituted imidazole / 1,2-aminoalcohol / 3-alkylindole / Alcohol / Alpha-amino acid or derivatives / Amine / Amino acid / Aralkylamine / Aromatic heteropolycyclic compound / Aryl fluoride
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
AYMRQIHECFEMIQ-AYVTZFPOSA-N
InChI
InChI=1S/C17H19FN4O4/c1-8(23)15(19)16-21-12(17(26)22(16)7-13(24)25)5-9-6-20-11-4-2-3-10(18)14(9)11/h2-4,6,8,15,20,23,26H,5,7,19H2,1H3,(H,24,25)/t8-,15-/m0/s1
IUPAC Name
2-{2-[(1R,2S)-1-amino-2-hydroxypropyl]-4-[(4-fluoro-1H-indol-3-yl)methyl]-5-hydroxy-1H-imidazol-1-yl}acetic acid
SMILES
[H][C@@](C)(O)[C@]([H])(N)C1=NC(CC2=CNC3=CC=CC(F)=C23)=C(O)N1CC(O)=O

References

General References
Not Available
PubChem Compound
17753789
PubChem Substance
46507810
ChemSpider
16743786
ZINC
ZINC000103526973
PDBe Ligand
4F3
PDB Entries
1rm9

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 Solubility0.316 mg/mLALOGPS
logP-0.55ALOGPS
logP-1.6Chemaxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.81Chemaxon
pKa (Strongest Basic)7.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area137.39 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity90.1 m3·mol-1Chemaxon
Polarizability35.12 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9735
Blood Brain Barrier-0.6516
Caco-2 permeable-0.7299
P-glycoprotein substrateSubstrate0.6567
P-glycoprotein inhibitor INon-inhibitor0.9775
P-glycoprotein inhibitor IINon-inhibitor0.9842
Renal organic cation transporterNon-inhibitor0.8803
CYP450 2C9 substrateNon-substrate0.8518
CYP450 2D6 substrateNon-substrate0.7882
CYP450 3A4 substrateNon-substrate0.5
CYP450 1A2 substrateNon-inhibitor0.752
CYP450 2C9 inhibitorNon-inhibitor0.8061
CYP450 2D6 inhibitorNon-inhibitor0.8802
CYP450 2C19 inhibitorNon-inhibitor0.7556
CYP450 3A4 inhibitorNon-inhibitor0.9343
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6187
Ames testNon AMES toxic0.7755
CarcinogenicityNon-carcinogens0.8984
BiodegradationNot ready biodegradable0.9926
Rat acute toxicity2.5341 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9797
hERG inhibition (predictor II)Non-inhibitor0.7595
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-MSsplash10-00yj-9088000000-2f5810dcf6a886d1af23
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-c0cb97ea14389f68be5e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014m-5059000000-5ad9ba4b87b3f86838da
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-9bbef2c10c4f0f3b77b9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ot-2096000000-f124935f56e8732e6455
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0190000000-4f5b0c27c02c60405bc5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fba-0980000000-574d944b316f90dcd8ac
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]-184.94432
predicted
DeepCCS 1.0 (2019)
[M+H]+187.33989
predicted
DeepCCS 1.0 (2019)
[M+Na]+193.25243
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:51