1-[(2S)-4-(5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl)morpholin-2-yl]methanamine

Identification

Name
1-[(2S)-4-(5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl)morpholin-2-yl]methanamine
Accession Number
DB08774
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: 309.3657
Monoisotopic: 309.158960255
Chemical Formula
C17H19N5O
InChI Key
YBRZCAKSBYWZTC-ZDUSSCGKSA-N
InChI
InChI=1S/C17H19N5O/c18-8-13-11-22(6-7-23-13)16-14(12-4-2-1-3-5-12)9-19-17-15(16)10-20-21-17/h1-5,9-10,13H,6-8,11,18H2,(H,19,20,21)/t13-/m0/s1
IUPAC Name
[(2S)-4-{5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl}morpholin-2-yl]methanamine
SMILES
[H][[email protected]]1(CN)CN(CCO1)C1=C(C=NC2=C1C=NN2)C1=CC=CC=C1

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
44129608
PubChem Substance
99445245
ChemSpider
24627049
BindingDB
33217
ChEMBL
CHEMBL562314
HET
ZY6
PDB Entries
2wmx

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 Solubility0.581 mg/mLALOGPS
logP1.37ALOGPS
logP0.96ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)10.35ChemAxon
pKa (Strongest Basic)9.07ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.06 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity90.13 m3·mol-1ChemAxon
Polarizability32.9 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9745
Caco-2 permeable-0.5613
P-glycoprotein substrateSubstrate0.623
P-glycoprotein inhibitor INon-inhibitor0.6097
P-glycoprotein inhibitor IIInhibitor0.5523
Renal organic cation transporterInhibitor0.5714
CYP450 2C9 substrateNon-substrate0.9073
CYP450 2D6 substrateNon-substrate0.6154
CYP450 3A4 substrateNon-substrate0.523
CYP450 1A2 substrateInhibitor0.6231
CYP450 2C9 inhibitorNon-inhibitor0.8003
CYP450 2D6 inhibitorNon-inhibitor0.7912
CYP450 2C19 inhibitorNon-inhibitor0.6246
CYP450 3A4 inhibitorInhibitor0.7589
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8048
Ames testNon AMES toxic0.5776
CarcinogenicityNon-carcinogens0.7754
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6302 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.7421
hERG inhibition (predictor II)Inhibitor0.7946
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 phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Phenylpyridines
Direct Parent
Phenylpyridines
Alternative Parents
Pyrazolopyridines / Dialkylarylamines / Aminopyridines and derivatives / Morpholines / Benzene and substituted derivatives / Pyrazoles / Heteroaromatic compounds / Oxacyclic compounds / Dialkyl ethers / Azacyclic compounds
show 3 more
Substituents
3-phenylpyridine / Pyrazolopyridine / Dialkylarylamine / Tertiary aliphatic/aromatic amine / Aminopyridine / Monocyclic benzene moiety / Morpholine / Oxazinane / Benzenoid / Azole
show 17 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 15:34 / Updated on December 01, 2017 16:09