Naphthalene - Compound Card

Naphthalene

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Naphthalene

Structure
Zoomed Structure
  • Family: Fungi - Hypocreaceae
  • Kingdom: Fungi
  • Class: Aromatic Hydrocarbon
    • Subclass: Polycyclic Aromatic Hydrocarbon
Canonical Smiles c1ccc2c(c1)cccc2
InChI InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H
InChIKey UFWIBTONFRDIAS-UHFFFAOYSA-N
Formula C10H8
HBA 0
HBD 0
MW 128.17
Rotatable Bonds 0
TPSA 0.0
LogP 2.84
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 10
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 128.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Beauveria bassiana Cordycipitaceae Fungi 176275
2 Hypocrea lixii Hypocreaceae Fungi 1491472

Showing of synonyms

  • Chebet ON, Omosa LK, et al. (2021). Mechanism of Action of Endophytic Fungi Hypocrea lixii and Beauveria bassiana in Phaseolus vulgaris as Biopesticides against Pea Leafminer and Fall Armyworm. Molecules 2021, 26(18), 5694. [View] [PubMed]
Pubchem: 931
Kegg Ligand: C00829
Chebi: 16482
Nmrshiftdb2: 10169
Metabolights: MTBLC16482
Pdb Ligand: NPY
Bindingdb: 50159249
CPRiL: 998
Structure

SMILES: c1cccc(c12)cccc2

Level: 0

Mol. Weight: 128.17 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.12
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.3
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.16
Plasma Protein Binding
41.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.31
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
2.49
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.36
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.5
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.77
Rat (Acute)
2.2
Rat (Chronic Oral)
2.12
Fathead Minnow
4.11
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
225.87
Hydration Free Energy
-2.53
Log(D) at pH=7.4
3.24
Log(P)
3.43
Log S
-3.67
Log(Vapor Pressure)
-1.06
Melting Point
77.48
pKa Acid
13.51
pKa Basic
3.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9155
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8922
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8616
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.8485
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8360
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8254
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.8133
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8098
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.8089
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.8083
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8069
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7962
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7961
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 2 0.7936
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7923
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7920
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7913
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7910
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7897
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7886
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7859
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 2 0.7857
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7853
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7831
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7811
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7793
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7780
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7778
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 2 0.7778
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7772
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7754
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7747
Envelope glycoprotein gp160 C6G099 C6G099_9HIV1 Human immunodeficiency virus 1 2 0.7740
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7729
D-alanine--D-alanine ligase Q5HEB7 DDL_STAAC Staphylococcus aureus 2 0.7723
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7722
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7721
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7720
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7715
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7714
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7714
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7714
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7712
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7705
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7686
Albumin P14639 ALBU_SHEEP Ovis aries 2 0.7686
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7684
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7682
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7680
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7676
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7673
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7672
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7666
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 2 0.7658
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7652
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 2 0.7650
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7647
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7639
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7633
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7626
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7624
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7623
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7617
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7609
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7606
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 2 0.7606
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7603
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7601
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7601
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7589
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7589
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 2 0.7588
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7588
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 2 0.7586
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7583
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 2 0.7583
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 2 0.7580
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7578
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7577
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7575
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7571
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7569
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7561
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7561
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7558
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7558
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7555
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7554
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7552
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7552
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7548
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7546
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7534
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7522
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7521
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 2 0.7515
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7512
Envelope glycoprotein gp160 Q0ED31 Q0ED31_9HIV1 Human immunodeficiency virus 1 2 0.7512
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7511
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7509
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7507
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7506
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7497
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7491
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7476
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7459
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7459
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7451
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7447
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7442
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7436
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7434
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7430
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7426
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7422
Death-associated protein kinase 3 O43293 DAPK3_HUMAN Homo sapiens 2 0.7419
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7415
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7414
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7408
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7408
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7408
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7403
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7398
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7391
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7382
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7372
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7359
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7358
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7353
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7348
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7348
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7347
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7337
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7325
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7308
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 2 0.7303
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7290
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7271
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7265
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7249
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7225
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7212
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7210
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7209
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 2 0.7204
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7199
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7190
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7188
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7185
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7185
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7184
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7169
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7158
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7154
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7144
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7118
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7115
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7113
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7110
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7069
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7063
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7059
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7026

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