3-hydroxy-N-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl)naphthalene-2-carboxamide (CED0148797)

Record Information

Version

1.0

Creation Date

2016-06-03 13:33:18 UTC

Update Date

2026-08-19 22:57:02 UTC

SynCED ID

CED0148797

Secondary Accession Numbers

CHEM045650

Identification

Common Name

3-hydroxy-N-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl)naphthalene-2-carboxamide

Class

Small Molecule

Description

3-hydroxy-N-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl)naphthalene-2-carboxamide is an organic compound with the formula C18H13N3O3 and an average molecular weight of 319.32 g/mol. 3-hydroxy-N-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl)naphthalene-2-carboxamide belongs to the naphthalenecarboxylic acids and derivatives, a subclass of naphthalenes within the organic compounds. It is further classified as a member of the benzenoids superclass. This compound has been recorded as being found in or released from electrical and electronic equipment, specifically line transmission systems.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxy-N-(2-hydroxy-1H-1,3-benzodiazol-6-yl)naphthalene-2-carboximidate	Generator

Chemical Formula

C₁₈H₁₃N₃O₃

Average Molecular Mass

319.320 g/mol

Monoisotopic Mass

319.096 g/mol

CAS Registry Number

26848-40-8

IUPAC Name

3-hydroxy-N-(2-hydroxy-1H-1,3-benzodiazol-6-yl)naphthalene-2-carboximidic acid

Traditional Name

3-hydroxy-N-(2-hydroxy-3H-1,3-benzodiazol-5-yl)naphthalene-2-carboximidic acid

SMILES

OC(=NC1=CC2=C(C=C1)N=C(O)N2)C1=CC2=CC=CC=C2C=C1O

InChI Identifier

InChI=1S/C18H13N3O3/c22-16-8-11-4-2-1-3-10(11)7-13(16)17(23)19-12-5-6-14-15(9-12)21-18(24)20-14/h1-9,22H,(H,19,23)(H2,20,21,24)

InChI Key

QSDHDEWDUFYUCO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenecarboxamides. Naphthalenecarboxamides are compounds containing a naphthalene moiety, which bears a carboxylic acid amide group at one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalenecarboxylic acids and derivatives

Direct Parent

Naphthalenecarboxamides

Alternative Parents

Substituents

2-naphthalenecarboxamide
2-naphthol
Salicylic acid or derivatives
Benzimidazole
1-hydroxy-2-unsubstituted benzenoid
Azole
Imidazole
Vinylogous acid
Heteroaromatic compound
Urea
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.042 g/L	ALOGPS
logP	3.11	ALOGPS
logP	4.66	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.76	ChemAxon
pKa (Strongest Basic)	3.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	101.73 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.14 m³·mol⁻¹	ChemAxon
Polarizability	33.56 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0309000000-5c1e31c5e2971cf2851f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0902000000-4efba96f4d14633eda00	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001j-0900000000-b5a7e9457ee3c601d498	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0109000000-7e439f582fd05360df2a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-0819000000-b7b1717d5669262e9f3f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-2900000000-80e238f8534eea949bf1	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2664.0 Log mg/kg [1500:4700]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000525	Line Transmission Systems?Line Transmission Systems, commonly used for the distribution of electrical energy, can be a source of synthetic chemical contamination through the insulation materials and coatings utilized in their construction.	Electrical & Electronic Equipment	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Endothelin-converting enzyme 2	P0DPD6	Humans	Predicted (SEA)	Prediction Confidence Score 0.259 Applicability Domain 0.259 Low confidence Statistical Significance 6.10e-04 Supporting Reference Compounds 1 E-value 4.7488
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.259 Applicability Domain 0.274 Low confidence Statistical Significance 0.0969 Supporting Reference Compounds 425 E-value 754.593
Click to view 3D structure	D-amino-acid oxidase	P14920	Humans	Predicted (SEA)	Prediction Confidence Score 0.259 Applicability Domain 0.34 Statistical Significance 0.0028 Supporting Reference Compounds 32 E-value 22.187
Click to view 3D structure	Urokinase-type plasminogen activator	P00749	Humans	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.29 Low confidence Statistical Significance 0.0598 Supporting Reference Compounds 151 E-value 465.85
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	Prediction Confidence Score 0.254 Applicability Domain 0.274 Low confidence Statistical Significance 0.0875 Supporting Reference Compounds 343 E-value 681.57
Click to view 3D structure	Plasma kallikrein	P03952	Humans	Predicted (SEA)	Prediction Confidence Score 0.251 Applicability Domain 0.29 Low confidence Statistical Significance 0.0739 Supporting Reference Compounds 158 E-value 575.228
Click to view 3D structure	Luciferin 4-monooxygenase	P08659	Photinus pyralis	Predicted (SEA)	Prediction Confidence Score 0.247 Applicability Domain 0.278 Low confidence Statistical Significance 0.0695 Supporting Reference Compounds 114 E-value 541.286
Click to view 3D structure	Fibroblast growth factor receptor 1	P11362	Humans	Predicted (SEA)	Prediction Confidence Score 0.246 Applicability Domain 0.268 Low confidence Statistical Significance 0.3994 Supporting Reference Compounds 1010 E-value 3109.38
Click to view 3D structure	Coagulation factor X	P00742	Humans	Predicted (SEA)	Prediction Confidence Score 0.243 Applicability Domain 0.25 Low confidence Statistical Significance 0.1528 Supporting Reference Compounds 284 E-value 1189.46
Click to view 3D structure	Tissue-type plasminogen activator	P00750	Humans	Predicted (SEA)	Prediction Confidence Score 0.242 Applicability Domain 0.246 Low confidence Statistical Significance 0.07 Supporting Reference Compounds 120 E-value 545.022
Click to view 3D structure	ATP-dependent molecular chaperone HSP82	C4YTQ8	Candida albicans (strain WO-1) (Yeast)	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.295 Low confidence Statistical Significance 0.0973 Supporting Reference Compounds 205 E-value 757.629
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.268 Low confidence Statistical Significance 0.5028 Supporting Reference Compounds 1157 E-value 3914.1
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.268 Low confidence Statistical Significance 0.4549 Supporting Reference Compounds 967 E-value 3541.59
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.268 Low confidence Statistical Significance 0.4645 Supporting Reference Compounds 1017 E-value 3616.1
Click to view 3D structure	Receptor-type tyrosine-protein kinase FLT3	P36888	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.268 Low confidence Statistical Significance 0.5024 Supporting Reference Compounds 1274 E-value 3910.91
Click to view 3D structure	Serine/threonine-protein kinase PAK 4	O96013	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.4056 Supporting Reference Compounds 728 E-value 3157.41
Click to view 3D structure	BDNF/NT-3 growth factors receptor	Q16620	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.4137 Supporting Reference Compounds 721 E-value 3220.62
Click to view 3D structure	Mitogen-activated protein kinase 9	P45984	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.4293 Supporting Reference Compounds 758 E-value 3341.76
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 2	Q12851	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.3874 Supporting Reference Compounds 657 E-value 3015.88
Click to view 3D structure	Ribosomal protein S6 kinase alpha-3	P51812	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.4071 Supporting Reference Compounds 733 E-value 3169.24
Click to view 3D structure	Glycogen synthase kinase-3 alpha	P49840	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.4254 Supporting Reference Compounds 754 E-value 3311.86
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 4	O95819	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.4136 Supporting Reference Compounds 714 E-value 3220.0
Click to view 3D structure	Casein kinase I isoform alpha	P48729	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.3899 Supporting Reference Compounds 674 E-value 3035.5
Click to view 3D structure	Dual specificity protein kinase CLK2	P49760	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.4082 Supporting Reference Compounds 727 E-value 3178.19
Click to view 3D structure	Serine/threonine-protein kinase D3	O94806	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.3827 Supporting Reference Compounds 628 E-value 2979.29