N-(5-{[(2S)-4-amino-2-(3-chlorophenyl)butanoyl]amino}-1H-indazol-3-yl)benzamide

Identification

Name
N-(5-{[(2S)-4-amino-2-(3-chlorophenyl)butanoyl]amino}-1H-indazol-3-yl)benzamide
Accession Number
DB07608
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: 447.917
Monoisotopic: 447.14620268
Chemical Formula
C24H22ClN5O2
InChI Key
JDGOPNUGILVNJZ-IBGZPJMESA-N
InChI
InChI=1S/C24H22ClN5O2/c25-17-8-4-7-16(13-17)19(11-12-26)24(32)27-18-9-10-21-20(14-18)22(30-29-21)28-23(31)15-5-2-1-3-6-15/h1-10,13-14,19H,11-12,26H2,(H,27,32)(H2,28,29,30,31)/t19-/m0/s1
IUPAC Name
N-{5-[(2S)-4-amino-2-(3-chlorophenyl)butanamido]-1H-indazol-3-yl}benzamide
SMILES
[H][[email protected]@](CCN)(C(=O)NC1=CC=C2NN=C(NC(=O)C3=CC=CC=C3)C2=C1)C1=CC(Cl)=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDual specificity tyrosine-phosphorylation-regulated kinase 1ANot 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
24894158
PubChem Substance
99444079
ChemSpider
25061127
HET
D15
PDB Entries
2vx3 / 2wo6 / 4agu

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 Solubility0.00199 mg/mLALOGPS
logP3.21ALOGPS
logP3.74ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)10.47ChemAxon
pKa (Strongest Basic)9.71ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area112.9 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity129.07 m3·mol-1ChemAxon
Polarizability46.58 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9883
Blood Brain Barrier+0.9864
Caco-2 permeable-0.6574
P-glycoprotein substrateNon-substrate0.535
P-glycoprotein inhibitor INon-inhibitor0.8295
P-glycoprotein inhibitor IINon-inhibitor0.8579
Renal organic cation transporterNon-inhibitor0.7092
CYP450 2C9 substrateNon-substrate0.8785
CYP450 2D6 substrateNon-substrate0.8077
CYP450 3A4 substrateNon-substrate0.5138
CYP450 1A2 substrateInhibitor0.6778
CYP450 2C9 inhibitorNon-inhibitor0.5523
CYP450 2D6 inhibitorNon-inhibitor0.7218
CYP450 2C19 inhibitorNon-inhibitor0.5788
CYP450 3A4 inhibitorInhibitor0.5353
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8283
Ames testNon AMES toxic0.5647
CarcinogenicityNon-carcinogens0.7652
BiodegradationNot ready biodegradable0.9964
Rat acute toxicity2.5472 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8978
hERG inhibition (predictor II)Inhibitor0.5664
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 gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Gamma amino acids and derivatives
Alternative Parents
Phenylacetamides / Benzamides / Indazoles / N-arylamides / Benzoyl derivatives / Aralkylamines / Chlorobenzenes / Aryl chlorides / Imidolactams / Fatty amides
show 10 more
Substituents
Gamma amino acid or derivatives / Phenylacetamide / Benzamide / Benzoic acid or derivatives / Benzopyrazole / Indazole / Benzoyl / N-arylamide / Chlorobenzene / Halobenzene
show 29 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Tau protein binding
Specific Function
May play a role in a signaling pathway regulating nuclear functions of cell proliferation. Modulates alternative splicing by phosphorylating the splice factor SRSF6 (By similarity). Phosphorylates ...
Gene Name
DYRK1A
Uniprot ID
Q13627
Uniprot Name
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
Molecular Weight
85583.41 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 15:24 / Updated on December 01, 2017 15:53