(2S)-1-AMINO-3-[(5-NITROQUINOLIN-8-YL)AMINO]PROPAN-2-OL

Identification

Name
(2S)-1-AMINO-3-[(5-NITROQUINOLIN-8-YL)AMINO]PROPAN-2-OL
Accession Number
DB07037
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: 262.2646
Monoisotopic: 262.106590334
Chemical Formula
C12H14N4O3
InChI Key
MBZPCTWLFNYBND-QMMMGPOBSA-N
InChI
InChI=1S/C12H14N4O3/c13-6-8(17)7-15-10-3-4-11(16(18)19)9-2-1-5-14-12(9)10/h1-5,8,15,17H,6-7,13H2/t8-/m0/s1
IUPAC Name
(2S)-1-amino-3-[(5-nitroquinolin-8-yl)amino]propan-2-ol
SMILES
[H][[email protected]](O)(CN)CNC1=C2N=CC=CC2=C(C=C1)[N+]([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
6540273
PubChem Substance
99443508
ChemSpider
5022672
BindingDB
14821
HET
3B3
PDB Entries
2cgv

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 Solubility1.19 mg/mLALOGPS
logP0.6ALOGPS
logP0.12ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)12.44ChemAxon
pKa (Strongest Basic)9.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area116.99 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity71.41 m3·mol-1ChemAxon
Polarizability26.28 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9485
Blood Brain Barrier+0.6535
Caco-2 permeable-0.5622
P-glycoprotein substrateSubstrate0.623
P-glycoprotein inhibitor INon-inhibitor0.8546
P-glycoprotein inhibitor IINon-inhibitor0.9179
Renal organic cation transporterNon-inhibitor0.8798
CYP450 2C9 substrateNon-substrate0.8866
CYP450 2D6 substrateNon-substrate0.8118
CYP450 3A4 substrateNon-substrate0.6447
CYP450 1A2 substrateNon-inhibitor0.6091
CYP450 2C9 inhibitorNon-inhibitor0.811
CYP450 2D6 inhibitorNon-inhibitor0.7876
CYP450 2C19 inhibitorNon-inhibitor0.7355
CYP450 3A4 inhibitorNon-inhibitor0.9235
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7889
Ames testAMES toxic0.8033
CarcinogenicityNon-carcinogens0.6063
BiodegradationNot ready biodegradable0.9962
Rat acute toxicity2.6562 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7862
hERG inhibition (predictor II)Inhibitor0.5172
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-MSNot Available
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 nitroquinolines and derivatives. These are compounds containing a nitro group attached to a quinoline moiety.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Nitroquinolines and derivatives
Direct Parent
Nitroquinolines and derivatives
Alternative Parents
Aminoquinolines and derivatives / Nitroaromatic compounds / Secondary alkylarylamines / Pyridines and derivatives / Benzenoids / Heteroaromatic compounds / Secondary alcohols / 1,2-aminoalcohols / Propargyl-type 1,3-dipolar organic compounds / Azacyclic compounds
show 6 more
Substituents
Nitroquinoline / Aminoquinoline / Nitroaromatic compound / Secondary aliphatic/aromatic amine / Pyridine / Benzenoid / Heteroaromatic compound / 1,2-aminoalcohol / C-nitro compound / Secondary alcohol
show 20 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 15:18 / Updated on December 01, 2017 15:45