12-(2-hydroxyethyl)-2-(1-methylethoxy)-13,14-dihydronaphtho[2,1-a]pyrrolo[3,4-c]carbazol-5(12H)-one

Identification

Name
12-(2-hydroxyethyl)-2-(1-methylethoxy)-13,14-dihydronaphtho[2,1-a]pyrrolo[3,4-c]carbazol-5(12H)-one
Accession Number
DB08703
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: 424.4911
Monoisotopic: 424.178692644
Chemical Formula
C27H24N2O3
InChI Key
FGKKIHITEICGMN-UHFFFAOYSA-N
InChI
InChI=1S/C27H24N2O3/c1-15(2)32-17-8-10-18-16(13-17)7-9-20-23(18)25-21(14-28-27(25)31)24-19-5-3-4-6-22(19)29(11-12-30)26(20)24/h3-6,8,10,13-15,30H,7,9,11-12H2,1-2H3
IUPAC Name
3-(2-hydroxyethyl)-20-(propan-2-yloxy)-3,13-diazahexacyclo[14.8.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tetracosa-1(16),2(10),4,6,8,11(15),12,17,19,21-decaen-14-one
SMILES
CC(C)OC1=CC=C2C(CCC3=C2C2=C(C=NC2=O)C2=C3N(CCO)C3=CC=CC=C23)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UMitogen-activated protein kinase kinase kinase 9Not 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
25203955
PubChem Substance
99445174
ChemSpider
25060609
HET
VIN
PDB Entries
3dtc

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 Solubility0.00579 mg/mLALOGPS
logP4.53ALOGPS
logP4.59ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)15.46ChemAxon
pKa (Strongest Basic)0.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.82 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity126.33 m3·mol-1ChemAxon
Polarizability48.27 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9939
Blood Brain Barrier+0.8805
Caco-2 permeable-0.547
P-glycoprotein substrateSubstrate0.6155
P-glycoprotein inhibitor INon-inhibitor0.5234
P-glycoprotein inhibitor IIInhibitor0.9173
Renal organic cation transporterInhibitor0.6225
CYP450 2C9 substrateNon-substrate0.6836
CYP450 2D6 substrateNon-substrate0.6399
CYP450 3A4 substrateSubstrate0.6477
CYP450 1A2 substrateInhibitor0.7215
CYP450 2C9 inhibitorInhibitor0.7216
CYP450 2D6 inhibitorNon-inhibitor0.8679
CYP450 2C19 inhibitorInhibitor0.7041
CYP450 3A4 inhibitorInhibitor0.8956
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8353
Ames testNon AMES toxic0.7416
CarcinogenicityNon-carcinogens0.8404
BiodegradationNot ready biodegradable0.9811
Rat acute toxicity2.2947 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9703
hERG inhibition (predictor II)Inhibitor0.5488
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 pyrrolocarbazoles. These are compounds containing a pyrrolocarbazole moiety, which is a tetracyclic heterocycle which consists of a pyrrole ring fused to a carbazole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Carbazoles
Direct Parent
Pyrrolocarbazoles
Alternative Parents
Phenanthrenes and derivatives / Isoindolones / Naphthalenes / N-alkylindoles / Indoles / Isoindoles / Alkyl aryl ethers / Substituted pyrroles / Heteroaromatic compounds / Alkanolamines
show 7 more
Substituents
Pyrrolocarbazole / Phenanthrene / N-alkylindole / Isoindolone / Naphthalene / Indole / Isoindole / Isoindole or derivatives / Alkyl aryl ether / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein tyrosine kinase activity
Specific Function
Serine/threonine kinase which acts as an essential component of the MAP kinase signal transduction pathway. Plays an important role in the cascades of cellular responses evoked by changes in the en...
Gene Name
MAP3K9
Uniprot ID
P80192
Uniprot Name
Mitogen-activated protein kinase kinase kinase 9
Molecular Weight
121893.235 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 16:08