N-(4-CHLOROPHENYL)-3-(PHOSPHONOOXY)NAPHTHALENE-2-CARBOXAMIDE

Identification

Generic Name
N-(4-CHLOROPHENYL)-3-(PHOSPHONOOXY)NAPHTHALENE-2-CARBOXAMIDE
DrugBank Accession Number
DB08240
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 377.716
Monoisotopic: 377.02198675
Chemical Formula
C17H13ClNO5P
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UFructose-bisphosphate aldolase ANot 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 naphthalene-2-carboxanilides. These are naphthalene-2-carboxamides, where the carboxamide group is substituted with an aniline.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Naphthalenecarboxylic acids and derivatives
Direct Parent
Naphthalene-2-carboxanilides
Alternative Parents
Aromatic anilides / Aryl phosphomonoesters / Chlorobenzenes / Aryl chlorides / Secondary carboxylic acid amides / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organochlorides / Organic oxides
show 1 more
Substituents
Aromatic anilide / Aromatic homopolycyclic compound / Aryl chloride / Aryl halide / Aryl phosphate / Aryl phosphomonoester / Carboxamide group / Carboxylic acid derivative / Chlorobenzene / Halobenzene
show 14 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
H6R6B93QFC
CAS number
Not Available
InChI Key
RQAQWBFHPMSXKR-UHFFFAOYSA-N
InChI
InChI=1S/C17H13ClNO5P/c18-13-5-7-14(8-6-13)19-17(20)15-9-11-3-1-2-4-12(11)10-16(15)24-25(21,22)23/h1-10H,(H,19,20)(H2,21,22,23)
IUPAC Name
({3-[(4-chlorophenyl)carbamoyl]naphthalen-2-yl}oxy)phosphonic acid
SMILES
OP(O)(=O)OC1=C(C=C2C=CC=CC2=C1)C(=O)NC1=CC=C(Cl)C=C1

References

General References
Not Available
PubChem Compound
87517
PubChem Substance
99444711
ChemSpider
78949
ZINC
ZINC000002168663
PDBe Ligand
N3P
PDB Entries
2ot1

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 Solubility0.00204 mg/mLALOGPS
logP2.63ALOGPS
logP3.7Chemaxon
logS-5.3ALOGPS
pKa (Strongest Acidic)1.74Chemaxon
pKa (Strongest Basic)-4.4Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area95.86 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity95.7 m3·mol-1Chemaxon
Polarizability35.54 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.5762
Blood Brain Barrier+0.8785
Caco-2 permeable-0.5751
P-glycoprotein substrateNon-substrate0.7865
P-glycoprotein inhibitor INon-inhibitor0.8747
P-glycoprotein inhibitor IINon-inhibitor0.9557
Renal organic cation transporterNon-inhibitor0.9354
CYP450 2C9 substrateNon-substrate0.709
CYP450 2D6 substrateNon-substrate0.8138
CYP450 3A4 substrateSubstrate0.5133
CYP450 1A2 substrateInhibitor0.6213
CYP450 2C9 inhibitorNon-inhibitor0.6738
CYP450 2D6 inhibitorNon-inhibitor0.8383
CYP450 2C19 inhibitorNon-inhibitor0.7177
CYP450 3A4 inhibitorNon-inhibitor0.8731
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.565
Ames testNon AMES toxic0.5
CarcinogenicityNon-carcinogens0.6448
BiodegradationNot ready biodegradable0.9862
Rat acute toxicity2.6327 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9156
hERG inhibition (predictor II)Non-inhibitor0.8053
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-MSsplash10-0fka-2951000000-f9208d11721d405095cd
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-9eff4f54c57ea6ad4213
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-e76d08b508e40529261a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0092000000-cebc4e1f3f86d5b16c86
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-4c65d8e31447205eb069
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0059-9001000000-9925201b54b70f3dd0b2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-96c3f7cff5066c5798c2
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]-170.31477
predicted
DeepCCS 1.0 (2019)
[M+H]+172.67276
predicted
DeepCCS 1.0 (2019)
[M+Na]+178.73445
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Tubulin binding
Specific Function
Plays a key role in glycolysis and gluconeogenesis. In addition, may also function as scaffolding protein (By similarity).
Gene Name
ALDOA
Uniprot ID
P04075
Uniprot Name
Fructose-bisphosphate aldolase A
Molecular Weight
39419.675 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