6-(3-AMINOPROPYL)-4,9-DIMETHYLPYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE

Identification

Name
6-(3-AMINOPROPYL)-4,9-DIMETHYLPYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE
Accession Number
DB07444
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: 321.3731
Monoisotopic: 321.147726867
Chemical Formula
C19H19N3O2
InChI Key
PKPNSCZPIWCHMW-UHFFFAOYSA-N
InChI
InChI=1S/C19H19N3O2/c1-10-4-5-13-12(8-10)16-14(22(13)7-3-6-20)9-11(2)15-17(16)19(24)21-18(15)23/h4-5,8-9H,3,6-7,20H2,1-2H3,(H,21,23,24)
IUPAC Name
10-(3-aminopropyl)-7,14-dimethyl-4,10-diazatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁶]hexadeca-1(9),2(6),7,11(16),12,14-hexaene-3,5-dione
SMILES
CC1=CC2=C(C=C1)N(CCCN)C1=C2C2=C(C(=O)NC2=O)C(C)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDeath-associated protein kinase 1Not 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
6540255
PubChem Substance
99443915
ChemSpider
5022655
HET
BD4
PDB Entries
1wvx

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 Solubility0.0287 mg/mLALOGPS
logP1.96ALOGPS
logP0.6ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)8.29ChemAxon
pKa (Strongest Basic)10.31ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area77.12 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity94.52 m3·mol-1ChemAxon
Polarizability35.93 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+0.9778
Caco-2 permeable-0.6553
P-glycoprotein substrateSubstrate0.5529
P-glycoprotein inhibitor INon-inhibitor0.888
P-glycoprotein inhibitor IINon-inhibitor0.8163
Renal organic cation transporterNon-inhibitor0.5583
CYP450 2C9 substrateNon-substrate0.8556
CYP450 2D6 substrateNon-substrate0.6938
CYP450 3A4 substrateSubstrate0.5201
CYP450 1A2 substrateInhibitor0.5307
CYP450 2C9 inhibitorNon-inhibitor0.7957
CYP450 2D6 inhibitorNon-inhibitor0.683
CYP450 2C19 inhibitorNon-inhibitor0.7273
CYP450 3A4 inhibitorInhibitor0.7493
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5227
Ames testNon AMES toxic0.6997
CarcinogenicityNon-carcinogens0.8743
BiodegradationNot ready biodegradable0.9751
Rat acute toxicity2.3816 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9653
hERG inhibition (predictor II)Inhibitor0.6411
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
Phthalimides / N-alkylindoles / Indoles / Substituted pyrroles / Benzenoids / N-unsubstituted carboxylic acid imides / Heteroaromatic compounds / Amino acids and derivatives / Azacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
Pyrrolocarbazole / Phthalimide / Isoindolone / N-alkylindole / Indole / Isoindoline / Isoindole or derivatives / Substituted pyrrole / Benzenoid / Carboxylic acid imide
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Syntaxin-1 binding
Specific Function
Calcium/calmodulin-dependent serine/threonine kinase involved in multiple cellular signaling pathways that trigger cell survival, apoptosis, and autophagy. Regulates both type I apoptotic and type ...
Gene Name
DAPK1
Uniprot ID
P53355
Uniprot Name
Death-associated protein kinase 1
Molecular Weight
160044.615 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 15:21 / Updated on December 01, 2017 15:51