NAV

N~2~,N~2~-DIMETHYL-N~1~-(6-OXO-5,6-DIHYDROPHENANTHRIDIN-2-YL)GLYCINAMIDE

Identification

Generic Name
N~2~,N~2~-DIMETHYL-N~1~-(6-OXO-5,6-DIHYDROPHENANTHRIDIN-2-YL)GLYCINAMIDE
DrugBank Accession Number
DB08348
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 295.3358
Monoisotopic: 295.132076803
Chemical Formula
C17H17N3O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UExotoxin ANot AvailablePseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
UElongation factor 2Not AvailableHumans
UCholix toxinNot AvailableVibrio cholerae
UPoly [ADP-ribose] polymerase 3Not AvailableHumans
UPoly [ADP-ribose] polymerase 15Not 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

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 phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Benzoquinolines
Direct Parent
Phenanthridines and derivatives
Alternative Parents
Alpha amino acid amides / Hydroquinolones / Isoquinolones and derivatives / Hydroquinolines / N-arylamides / Pyridinones / Benzenoids / Heteroaromatic compounds / Trialkylamines / Secondary carboxylic acid amides
show 6 more
Substituents
Alpha-amino acid amide / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid derivative
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
NA92ZAR7N2
CAS number
Not Available
InChI Key
UYJZZVDLGDDTCL-UHFFFAOYSA-N
InChI
InChI=1S/C17H17N3O2/c1-20(2)10-16(21)18-11-7-8-15-14(9-11)12-5-3-4-6-13(12)17(22)19-15/h3-9H,10H2,1-2H3,(H,18,21)(H,19,22)
IUPAC Name
2-(dimethylamino)-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)acetamide
SMILES
CN(C)CC(=O)NC1=CC2=C(NC(=O)C3=CC=CC=C23)C=C1

References

General References
Not Available
PubChem Compound
4858
PubChem Substance
99444819
ChemSpider
4692
BindingDB
27497
ChEMBL
CHEMBL372303
ZINC
ZINC000000008960
PDBe Ligand
P34
PDB Entries
1xk9 / 1zm9 / 2q6m / 3ce0 / 3uh2 / 4bjb / 4fk7 / 4kxj / 4tjw / 4uxb …
show 3 more

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 Solubility0.0834 mg/mLALOGPS
logP1.88ALOGPS
logP1.87Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)13.48Chemaxon
pKa (Strongest Basic)7.16Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area61.44 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity88.96 m3·mol-1Chemaxon
Polarizability32.1 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9796
Blood Brain Barrier+0.8876
Caco-2 permeable+0.5192
P-glycoprotein substrateSubstrate0.7676
P-glycoprotein inhibitor INon-inhibitor0.5965
P-glycoprotein inhibitor IINon-inhibitor0.7965
Renal organic cation transporterNon-inhibitor0.789
CYP450 2C9 substrateNon-substrate0.8444
CYP450 2D6 substrateNon-substrate0.6672
CYP450 3A4 substrateSubstrate0.7456
CYP450 1A2 substrateInhibitor0.6403
CYP450 2C9 inhibitorNon-inhibitor0.6784
CYP450 2D6 inhibitorNon-inhibitor0.8857
CYP450 2C19 inhibitorNon-inhibitor0.6251
CYP450 3A4 inhibitorNon-inhibitor0.829
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5938
Ames testNon AMES toxic0.6156
CarcinogenicityNon-carcinogens0.8405
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5090 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9392
hERG inhibition (predictor II)Non-inhibitor0.5922
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-MSsplash10-0a4i-9480000000-81f18565b12a4c82c3bf
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0090000000-47845c25c05595ae7e93
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-052f-0090000000-9b5bafdee89bb2ee7b49
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0bta-1090000000-8084fdbc06baddf18c86
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-08g3-2090000000-aea31fa3dfd685058d76
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0bt9-9180000000-daf5a92a8923e9453da0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-1190000000-782665d05b703324e5f9
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]-169.50508
predicted
DeepCCS 1.0 (2019)
[M+H]+171.86308
predicted
DeepCCS 1.0 (2019)
[M+Na]+178.29662
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Exotoxin A
Kind
Protein
Organism
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pharmacological action
Unknown
General Function
Nad+-diphthamide adp-ribosyltransferase activity
Specific Function
An NAD-dependent ADP-ribosyltransferase (ADPRT). Catalyzes the transfer of the ADP ribosyl moiety of oxidized NAD (NAD(+)) onto eukaryotic elongation factor 2 (eEF-2) thus arresting protein synthes...
Gene Name
eta
Uniprot ID
P11439
Uniprot Name
Exotoxin A
Molecular Weight
69283.345 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]
Details2. Elongation factor 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Translation elongation factor activity
Specific Function
Catalyzes the GTP-dependent ribosomal translocation step during translation elongation. During this step, the ribosome changes from the pre-translocational (PRE) to the post-translocational (POST) ...
Gene Name
EEF2
Uniprot ID
P13639
Uniprot Name
Elongation factor 2
Molecular Weight
95337.385 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]
Details3. Cholix toxin
Kind
Protein
Organism
Vibrio cholerae
Pharmacological action
Unknown
General Function
Nad+-diphthamide adp-ribosyltransferase activity
Specific Function
An NAD-dependent ADP-ribosyltransferase (ADPRT), it catalyzes the transfer of the ADP-ribosyl moiety of oxidized NAD onto eukaryotic elongation factor 2 (eEF-2) thus arresting protein synthesis. It...
Gene Name
chxA
Uniprot ID
Q5EK40
Uniprot Name
Cholix toxin
Molecular Weight
74292.735 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]
Details4. Poly [ADP-ribose] polymerase 3
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Nad+ adp-ribosyltransferase activity
Specific Function
Involved in the base excision repair (BER) pathway, by catalyzing the poly(ADP-ribosyl)ation of a limited number of acceptor proteins involved in chromatin architecture and in DNA metabolism. This ...
Gene Name
PARP3
Uniprot ID
Q9Y6F1
Uniprot Name
Poly [ADP-ribose] polymerase 3
Molecular Weight
60069.7 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]
Details5. Poly [ADP-ribose] polymerase 15
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Nad+ adp-ribosyltransferase activity
Specific Function
Transcriptional repressor. Has ADP-ribosyltransferase activity.
Gene Name
PARP15
Uniprot ID
Q460N3
Uniprot Name
Poly [ADP-ribose] polymerase 15
Molecular Weight
74575.465 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 21:30 / Updated at June 12, 2020 16:52