4-(6-{[(4-METHYLCYCLOHEXYL)AMINO]METHYL}-1,4-DIHYDROINDENO[1,2-C]PYRAZOL-3-YL)BENZOIC ACID

Identification

Name
4-(6-{[(4-METHYLCYCLOHEXYL)AMINO]METHYL}-1,4-DIHYDROINDENO[1,2-C]PYRAZOL-3-YL)BENZOIC ACID
Accession Number
DB07320
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: 401.5008
Monoisotopic: 401.210327123
Chemical Formula
C25H27N3O2
InChI Key
MEDLHZCDTXWLOC-GSXCWMCISA-N
InChI
InChI=1S/C25H27N3O2/c1-15-2-9-20(10-3-15)26-14-16-4-11-21-19(12-16)13-22-23(27-28-24(21)22)17-5-7-18(8-6-17)25(29)30/h4-8,11-12,15,20,26H,2-3,9-10,13-14H2,1H3,(H,27,28)(H,29,30)/t15-,20+
IUPAC Name
4-[6-({[(1s,4s)-4-methylcyclohexyl]amino}methyl)-1H,4H-indeno[1,2-c]pyrazol-3-yl]benzoic acid
SMILES
[H][[email protected]]1(C)CC[[email protected]]([H])(CC1)NCC1=CC2=C(C=C1)C1=C(C2)C(=NN1)C1=CC=C(C=C1)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USerine/threonine-protein kinase Chk1Not 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
9844011
PubChem Substance
99443791
ChemSpider
23290844
BindingDB
50204706
ChEMBL
CHEMBL242737
HET
A58
PDB Entries
2e9o / 4fsn

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 Solubility0.00281 mg/mLALOGPS
logP4.28ALOGPS
logP2.82ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)3.89ChemAxon
pKa (Strongest Basic)10.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area78.01 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity119.27 m3·mol-1ChemAxon
Polarizability47.31 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9184
Caco-2 permeable-0.6683
P-glycoprotein substrateSubstrate0.5955
P-glycoprotein inhibitor INon-inhibitor0.8825
P-glycoprotein inhibitor IIInhibitor0.5387
Renal organic cation transporterNon-inhibitor0.6803
CYP450 2C9 substrateNon-substrate0.7468
CYP450 2D6 substrateNon-substrate0.7396
CYP450 3A4 substrateNon-substrate0.6178
CYP450 1A2 substrateInhibitor0.5125
CYP450 2C9 inhibitorNon-inhibitor0.5865
CYP450 2D6 inhibitorNon-inhibitor0.781
CYP450 2C19 inhibitorNon-inhibitor0.5601
CYP450 3A4 inhibitorNon-inhibitor0.8102
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6692
Ames testNon AMES toxic0.6793
CarcinogenicityNon-carcinogens0.8013
BiodegradationNot ready biodegradable0.9936
Rat acute toxicity2.5779 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9384
hERG inhibition (predictor II)Non-inhibitor0.5943
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 phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Pyrazoles
Direct Parent
Phenylpyrazoles
Alternative Parents
Benzoic acids / Benzoyl derivatives / Cyclohexylamines / Aralkylamines / Heteroaromatic compounds / Amino acids / Dialkylamines / Carboxylic acids / Azacyclic compounds / Organooxygen compounds
show 3 more
Substituents
Phenylpyrazole / Benzoic acid or derivatives / Benzoic acid / Benzoyl / Aralkylamine / Cyclohexylamine / Monocyclic benzene moiety / Benzenoid / Heteroaromatic compound / Amino acid or derivatives
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine-protein kinase which is required for checkpoint-mediated cell cycle arrest and activation of DNA repair in response to the presence of DNA damage or unreplicated DNA. May also nega...
Gene Name
CHEK1
Uniprot ID
O14757
Uniprot Name
Serine/threonine-protein kinase Chk1
Molecular Weight
54433.115 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 15:20 / Updated on December 01, 2017 15:49