(+,-)-tetramisole - Compound Card

(+,-)-tetramisole

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(+,-)-tetramisole

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Essential Oil
Canonical Smiles C1CN2C(=NC(C2)c2ccccc2)S1
InChI InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2
InChIKey HLFSDGLLUJUHTE-UHFFFAOYSA-N
Formula C11H12N2S
HBA 3
HBD 0
MW 204.3
Rotatable Bonds 1
TPSA 15.6
LogP 2.15
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 204.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Monanthotaxis littoralis Annonaceae Plantae 2231816

Showing of synonyms

  • Clara C, Matasyoh JC, et al. (2013). Antifungal activity of Monathotaxis littoralis essential oil against mycotoxigenic fungi isolated from maize.. International Journal of Microbiology Research and Reviews,2013,2(6),103-109. [View] [PubMed]
Pubchem: 3913
Chebi: 77278
Drugbank: DB16561
CPRiL: 39912
Structure

SMILES: S1CCN(C1=2)CC(N2)c3ccccc3

Level: 1

Mol. Weight: 204.3 g/mol

Structure

SMILES: S1CCN(C1=2)CCN2

Level: 0

Mol. Weight: 204.3 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 204.3 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-4.58
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
41.02
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-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
11.91
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.1
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.0
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.67
Rat (Acute)
2.86
Rat (Chronic Oral)
1.45
Fathead Minnow
3.83
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
317.42
Hydration Free Energy
-6.27
Log(D) at pH=7.4
1.11
Log(P)
1.86
Log S
-2.34
Log(Vapor Pressure)
-3.38
Melting Point
132.59
pKa Acid
9.55
pKa Basic
8.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.9628
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.9628
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.9503
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.9503
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.9407
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.9407
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9394
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9394
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.9361
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.9361
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9036
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9036
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8862
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8862
Odorant binding protein ASP1 Q8WRW5 Q8WRW5_APIME Apis mellifera 3 0.8824
Odorant binding protein ASP1 Q8WRW5 Q8WRW5_APIME Apis mellifera 3 0.8824
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8705
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8705
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8667
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8667
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8466
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8466
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.8171
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.8171
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8079
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8079
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7963
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7963
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7917
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7917
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7897
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7897
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7865
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7865
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7843
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7843
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7805
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7805
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7804
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7804
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7783
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7783
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7762
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7762
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7736
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7736
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7722
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7722
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7696
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7696
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7683
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7683
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7674
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7674
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7664
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7664
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 2 0.7659
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 2 0.7659
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7611
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7611
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7596
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7596
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7584
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7584
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7554
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7554
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7532
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7532
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7528
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7528
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7519
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7519
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7504
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7504
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7502
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7502
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7489
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7489
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7475
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7475
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7468
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7468
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7452
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7452
Purine nucleoside phosphorylase Q9BMI9 Q9BMI9_SCHMA Schistosoma mansoni 2 0.7442
Purine nucleoside phosphorylase Q9BMI9 Q9BMI9_SCHMA Schistosoma mansoni 2 0.7442
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7422
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7422
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7407
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7407
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7390
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7390
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7375
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7375
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7373
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7373
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7372
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7372
Fumarate reductase subunit D P0A8Q3 FRDD_ECOLI Escherichia coli 2 0.7364
Fumarate reductase subunit D P0A8Q3 FRDD_ECOLI Escherichia coli 2 0.7364
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7352
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7352
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7296
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7296
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7287
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7287
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7235
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7235
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7226
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7226
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7204
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7204
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 2 0.7130
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 2 0.7130
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7123
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7123
Class B acid phosphatase P0AE22 APHA_ECOLI Escherichia coli 2 0.7100
Class B acid phosphatase P0AE22 APHA_ECOLI Escherichia coli 2 0.7100
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 2 0.7093
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 2 0.7093
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7036
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7036

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