4-(6-{[(1R)-1-(hydroxymethyl)propyl]amino}imidazo[1,2-b]pyridazin-3-yl)benzoic acid

Identification

Name
4-(6-{[(1R)-1-(hydroxymethyl)propyl]amino}imidazo[1,2-b]pyridazin-3-yl)benzoic acid
Accession Number
DB07125
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: 326.3498
Monoisotopic: 326.137890462
Chemical Formula
C17H18N4O3
InChI Key
KKZYGUVAFJCULH-CYBMUJFWSA-N
InChI
InChI=1S/C17H18N4O3/c1-2-13(10-22)19-15-7-8-16-18-9-14(21(16)20-15)11-3-5-12(6-4-11)17(23)24/h3-9,13,22H,2,10H2,1H3,(H,19,20)(H,23,24)/t13-/m1/s1
IUPAC Name
4-(6-{[(2R)-1-hydroxybutan-2-yl]amino}imidazo[1,2-b]pyridazin-3-yl)benzoic acid
SMILES
[H][[email protected]@](CC)(CO)NC1=NN2C(C=C1)=NC=C2C1=CC=C(C=C1)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDeath-associated protein kinase 3Not AvailableHuman
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
24180718
PubChem Substance
99443596
ChemSpider
25057456
HET
4RB
PDB Entries
3bqr

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 Solubility0.073 mg/mLALOGPS
logP1.99ALOGPS
logP0.92ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)3.71ChemAxon
pKa (Strongest Basic)4.48ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area99.75 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity101.79 m3·mol-1ChemAxon
Polarizability34.33 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.6256
Caco-2 permeable-0.5988
P-glycoprotein substrateSubstrate0.6466
P-glycoprotein inhibitor INon-inhibitor0.9431
P-glycoprotein inhibitor IINon-inhibitor0.9807
Renal organic cation transporterNon-inhibitor0.9059
CYP450 2C9 substrateNon-substrate0.7744
CYP450 2D6 substrateNon-substrate0.8291
CYP450 3A4 substrateNon-substrate0.6645
CYP450 1A2 substrateNon-inhibitor0.5367
CYP450 2C9 inhibitorNon-inhibitor0.6997
CYP450 2D6 inhibitorNon-inhibitor0.8619
CYP450 2C19 inhibitorNon-inhibitor0.8214
CYP450 3A4 inhibitorNon-inhibitor0.7218
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6761
Ames testNon AMES toxic0.6394
CarcinogenicityNon-carcinogens0.7234
BiodegradationNot ready biodegradable0.9946
Rat acute toxicity2.4851 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9821
hERG inhibition (predictor II)Non-inhibitor0.8983
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Imidazoles
Direct Parent
Phenylimidazoles
Alternative Parents
Benzoic acids / Benzoyl derivatives / Secondary alkylarylamines / Aminopyridazines / N-substituted imidazoles / Imidolactams / Heteroaromatic compounds / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids
show 5 more
Substituents
5-phenylimidazole / 4-phenylimidazole / Benzoic acid or derivatives / Benzoic acid / Benzoyl / Secondary aliphatic/aromatic amine / Aminopyridazine / Imidolactam / Benzenoid / Pyridazine
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Rho gtpase binding
Specific Function
Serine/threonine kinase which is involved in the regulation of apoptosis, autophagy, transcription, translation and actin cytoskeleton reorganization. Involved in the regulation of smooth muscle co...
Gene Name
DAPK3
Uniprot ID
O43293
Uniprot Name
Death-associated protein kinase 3
Molecular Weight
52535.165 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. [PubMed:10592235]

Drug created on September 15, 2010 15:19 / Updated on December 01, 2017 15:46