FR236913

Identification

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Name
FR236913
Accession Number
DB02830  (EXPT01487)
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: 446.5016
Monoisotopic: 446.206638728
Chemical Formula
C24H26N6O3
InChI Key
KCCUBLLGAMGDJL-HXUWFJFHSA-N
InChI
InChI=1S/C24H26N6O3/c25-23(32)21-14-30(16-27-21)20(15-31)9-11-29-10-8-18-6-7-19(12-22(18)29)28-24(33)26-13-17-4-2-1-3-5-17/h1-8,10,12,14,16,20,31H,9,11,13,15H2,(H2,25,32)(H2,26,28,33)/t20-/m1/s1
IUPAC Name
1-[(2R)-4-{6-[(benzylcarbamoyl)amino]-1H-indol-1-yl}-1-hydroxybutan-2-yl]-1H-imidazole-4-carboxamide
SMILES
[H][C@](CO)(CCN1C=CC2=C1C=C(NC(=O)NCC1=CC=CC=C1)C=C2)N1C=NC(=C1)C(N)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAdenosine deaminaseNot AvailableHumans
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
447546
PubChem Substance
46504522
ChemSpider
394602
BindingDB
22937
ChEMBL
CHEMBL125386
HET
FR9
PDB Entries
1o5r

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 Solubility0.0616 mg/mLALOGPS
logP1.96ALOGPS
logP1.72ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)13.08ChemAxon
pKa (Strongest Basic)3.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area127.2 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity126.56 m3·mol-1ChemAxon
Polarizability47.88 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9767
Blood Brain Barrier+0.9012
Caco-2 permeable-0.8072
P-glycoprotein substrateSubstrate0.5961
P-glycoprotein inhibitor INon-inhibitor0.8438
P-glycoprotein inhibitor IINon-inhibitor0.7415
Renal organic cation transporterNon-inhibitor0.6944
CYP450 2C9 substrateNon-substrate0.7282
CYP450 2D6 substrateNon-substrate0.7678
CYP450 3A4 substrateNon-substrate0.6927
CYP450 1A2 substrateNon-inhibitor0.7901
CYP450 2C9 inhibitorNon-inhibitor0.7421
CYP450 2D6 inhibitorNon-inhibitor0.8791
CYP450 2C19 inhibitorNon-inhibitor0.6561
CYP450 3A4 inhibitorNon-inhibitor0.781
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.722
Ames testAMES toxic0.5128
CarcinogenicityNon-carcinogens0.896
BiodegradationNot ready biodegradable0.9222
Rat acute toxicity2.1386 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9089
hERG inhibition (predictor II)Inhibitor0.5426
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 n-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
N-alkylindoles
Direct Parent
N-alkylindoles
Alternative Parents
Indoles / 2-heteroaryl carboxamides / Carbonylimidazoles / Benzene and substituted derivatives / Substituted pyrroles / N-substituted imidazoles / Vinylogous amides / Heteroaromatic compounds / Ureas / Primary carboxylic acid amides
show 7 more
Substituents
N-alkylindole / Indole / 2-heteroaryl carboxamide / Imidazole-4-carbonyl group / Monocyclic benzene moiety / N-substituted imidazole / Benzenoid / Substituted pyrrole / Azole / Imidazole
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Adenosine deaminase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Catalyzes the hydrolytic deamination of adenosine and 2-deoxyadenosine. Plays an important role in purine metabolism and in adenosine homeostasis. Modulates signaling by extracellular adenosine, an...
Gene Name
ADA
Uniprot ID
P00813
Uniprot Name
Adenosine deaminase
Molecular Weight
40764.13 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 June 13, 2005 07:24 / Updated on June 04, 2019 05:39