6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one

Identification

Generic Name
6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one
DrugBank Accession Number
DB08036
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 311.3367
Monoisotopic: 311.105862053
Chemical Formula
C20H13N3O
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPutative FAD-monooxygenaseNot AvailableNocardia aerocolonigenes
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Carbazoles
Direct Parent
Indolocarbazoles
Alternative Parents
Pyrrolo[2,3-a]carbazoles / Pyrroloindoles / Isoindolones / Indoles / Benzenoids / Pyrroles / Heteroaromatic compounds / Secondary carboxylic acid amides / Lactams / Azacyclic compounds
show 5 more
Substituents
Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carboxamide group / Carboxylic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Indole / Indolocarbazole / Isoindole or derivatives
show 13 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
an indolocarbazole alkaloid (CPD-11789)
Affected organisms
Not Available

Chemical Identifiers

UNII
HAJ5XS5HPF
CAS number
Not Available
InChI Key
MEXUTNIFSHFQRG-UHFFFAOYSA-N
InChI
InChI=1S/C20H13N3O/c24-20-17-12(9-21-20)15-10-5-1-3-7-13(10)22-18(15)19-16(17)11-6-2-4-8-14(11)23-19/h1-8,22-23H,9H2,(H,21,24)
IUPAC Name
3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4(9),5,7,10,15,17,19,21-nonaen-12-one
SMILES
O=C1NCC2=C3C(NC4=CC=CC=C34)=C3NC4=C(C=CC=C4)C3=C12

References

General References
Not Available
PubChem Compound
3815
PubChem Substance
99444507
ChemSpider
3683
BindingDB
2581
ChEMBL
CHEMBL16958
ZINC
ZINC000002560264
PDBe Ligand
K2C
PDB Entries
2r0p / 4eip

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.00528 mg/mLALOGPS
logP3.57ALOGPS
logP3.03Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)13.1Chemaxon
pKa (Strongest Basic)-1.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area60.68 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity93.42 m3·mol-1Chemaxon
Polarizability34.42 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.991
Blood Brain Barrier+0.9943
Caco-2 permeable-0.5086
P-glycoprotein substrateSubstrate0.5125
P-glycoprotein inhibitor INon-inhibitor0.9262
P-glycoprotein inhibitor IINon-inhibitor0.976
Renal organic cation transporterNon-inhibitor0.7034
CYP450 2C9 substrateNon-substrate0.8226
CYP450 2D6 substrateNon-substrate0.7485
CYP450 3A4 substrateNon-substrate0.5902
CYP450 1A2 substrateInhibitor0.894
CYP450 2C9 inhibitorNon-inhibitor0.8059
CYP450 2D6 inhibitorNon-inhibitor0.8318
CYP450 2C19 inhibitorNon-inhibitor0.7137
CYP450 3A4 inhibitorNon-inhibitor0.847
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5928
Ames testNon AMES toxic0.7988
CarcinogenicityNon-carcinogens0.9513
BiodegradationNot ready biodegradable0.9888
Rat acute toxicity2.3805 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9908
hERG inhibition (predictor II)Non-inhibitor0.617
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-MSsplash10-001j-0090000000-d09536a51171e7be4f5b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-6337fbd80fece9c1c38f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-ce65626a1d778217966e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-4408abb2acea48ec8235
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-7fe9c46e39a5e7afe627
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-07vi-0093000000-1e7c577de46f19e26c06
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-1059000000-65a6c7a3e3457b826399
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-181.8006906
predicted
DarkChem Lite v0.1.0
[M-H]-176.22679
predicted
DeepCCS 1.0 (2019)
[M+H]+182.4506906
predicted
DarkChem Lite v0.1.0
[M+H]+178.5848
predicted
DeepCCS 1.0 (2019)
[M+Na]+181.5256906
predicted
DarkChem Lite v0.1.0
[M+Na]+185.55399
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Nocardia aerocolonigenes
Pharmacological action
Unknown
General Function
Monooxygenase activity
Specific Function
Not Available
Gene Name
rbmD
Uniprot ID
Q8KI25
Uniprot Name
Putative FAD-monooxygenase
Molecular Weight
57670.68 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. [Article]

Drug created at September 15, 2010 21:27 / Updated at June 12, 2020 16:52