Cis,trans-2,3-dimethylthiochroman-4-carbonitrile - Compound Card

Cis,trans-2,3-dimethylthiochroman-4-carbonitrile

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Cis,trans-2,3-dimethylthiochroman-4-carbonitrile

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Essential Oil
Canonical Smiles N#C[C@H]1[C@H](C)[C@H](C)Sc2c1cccc2
InChI InChI=1S/C12H13NS/c1-8-9(2)14-12-6-4-3-5-10(12)11(8)7-13/h3-6,8-9,11H,1-2H3/t8-,9+,11+/m1/s1
InChIKey MRFNFKCPVGTVNP-YWVKMMECSA-N
Formula C12H13NS
HBA 2
HBD 0
MW 203.31
Rotatable Bonds 0
TPSA 23.79
LogP 3.42
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 203.08
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]

No compound-protein relationship available.

Structure

SMILES: C1CCSc(c12)cccc2

Level: 0

Mol. Weight: 203.31 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-4.33
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.270
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.780
Plasma Protein Binding
75.4
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
9.400
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.260
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.320
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.160
Micronucleos
Toxic
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
0.780
Rat (Acute)
2.500
Rat (Chronic Oral)
1.310
Fathead Minnow
4.050
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
323.050
Hydration Free Energy
-6.030
Log(D) at pH=7.4
3.260
Log(P)
3.04
Log S
-3.68
Log(Vapor Pressure)
-4.52
Melting Point
69.11
pKa Acid
8.98
pKa Basic
3.69
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 0.8598
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8598
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8437
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8437
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8266
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8266
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8258
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8258
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8191
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8191
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7934
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7934
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7912
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7912
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7879
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7879
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7859
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7859
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7744
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7744
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7673
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7673
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7650
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7650
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7642
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7642
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7612
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7612
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7612
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7612
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7606
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7606
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7601
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7601
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7599
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7599
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7562
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7562
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7560
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7560
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7558
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7558
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7538
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7538
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7532
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7532
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7529
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7529
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7493
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7493
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7492
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7492
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7481
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7481
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7465
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7465
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7456
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7456
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7452
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7452
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7421
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7421
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7402
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7402
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7399
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7399
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7391
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7391
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7382
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7382
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7381
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7381
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7381
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7381
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7369
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7369
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7360
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7360
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7356
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7356
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7288
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7288
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7283
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7283
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 2 0.7280
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 2 0.7280
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7275
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7275
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7229
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7229
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7227
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7227
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7212
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7212
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7170
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7170
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7169
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7169
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7165
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7165
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7146
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7146
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7144
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7144
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7135
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7135
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7131
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7131
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7128
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7128
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7071
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7071
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7035
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7035
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7014
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7014
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7010
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7010
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7007
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7007
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7007
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7007

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