NAV

[2-(1-amino-2-hydroxy-propyl)-4-(1H-indol-3-ylmethylene)-5-oxo-4,5-dihydro-imidazol-1-yl]-acetaldehyde

Identification

Generic Name
[2-(1-amino-2-hydroxy-propyl)-4-(1H-indol-3-ylmethylene)-5-oxo-4,5-dihydro-imidazol-1-yl]-acetaldehyde
DrugBank Accession Number
DB03914
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 342.3492
Monoisotopic: 342.132805084
Chemical Formula
C17H18N4O4
Synonyms
Not Available
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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
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
COQNVMWLDCUFMG-HNGJRXCUSA-N
InChI
InChI=1S/C17H18N4O4/c1-9(22)15(18)16-20-13(17(25)21(16)8-14(23)24)6-10-7-19-12-5-3-2-4-11(10)12/h2-7,9,15,19,22H,8,18H2,1H3,(H,23,24)/b13-6-/t9-,15+/m1/s1
IUPAC Name
2-[(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(1H-indol-3-yl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid
SMILES
[H]\C(C1=CNC2=CC=CC=C12)=C1\N=C(N(CC(O)=O)C1=O)[C@@]([H])(N)[C@@]([H])(C)O

References

General References
Not Available
PubChem Compound
49867414
PubChem Substance
46508442
ChemSpider
25058714
ZINC
ZINC000058649799
PDBe Ligand
CRF
PDB Entries
1cv7 / 1oxd / 1oxe / 2q57 / 2wsn / 2wso / 2ydz / 3gex / 3i19 / 3la1 …
show 18 more

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 Solubility0.141 mg/mLALOGPS
logP0.06ALOGPS
logP-2.4Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.54Chemaxon
pKa (Strongest Basic)7.56Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area132.01 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity90.99 m3·mol-1Chemaxon
Polarizability35.35 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9834
Blood Brain Barrier+0.7088
Caco-2 permeable-0.7032
P-glycoprotein substrateSubstrate0.6954
P-glycoprotein inhibitor INon-inhibitor0.9087
P-glycoprotein inhibitor IINon-inhibitor0.8307
Renal organic cation transporterNon-inhibitor0.8071
CYP450 2C9 substrateNon-substrate0.726
CYP450 2D6 substrateNon-substrate0.8153
CYP450 3A4 substrateNon-substrate0.5581
CYP450 1A2 substrateNon-inhibitor0.7637
CYP450 2C9 inhibitorNon-inhibitor0.7651
CYP450 2D6 inhibitorNon-inhibitor0.9218
CYP450 2C19 inhibitorNon-inhibitor0.7188
CYP450 3A4 inhibitorNon-inhibitor0.9458
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8639
Ames testNon AMES toxic0.6003
CarcinogenicityNon-carcinogens0.8804
BiodegradationNot ready biodegradable0.9949
Rat acute toxicity2.6097 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.953
hERG inhibition (predictor II)Non-inhibitor0.8413
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/MSsplash10-0006-0009000000-47da3042429b51d63e08
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0029000000-89ff40ce7ed835e79f7b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002f-1029000000-f1dc60138841265112b5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0umi-0091000000-661bccf7743a159091a9
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01ox-0090000000-782553c76d53da567839
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0290000000-2ed58bd577d7270a01c3
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]-179.60435
predicted
DeepCCS 1.0 (2019)
[M+H]+182.14133
predicted
DeepCCS 1.0 (2019)
[M+Na]+189.45798
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52