Scoparon - Compound Card

Scoparon

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Scoparon

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles COc1cc2oc(=O)ccc2cc1OC
InChI InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3
InChIKey GUAFOGOEJLSQBT-UHFFFAOYSA-N
Formula C11H10O4
HBA 4
HBD 0
MW 206.2
Rotatable Bonds 2
TPSA 48.67
LogP 1.81
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 206.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia reptans Asteraceae Plantae 72350
2 Casimiroa edulis Rutaceae Plantae 68535
3 Bunium incrassatum Apiaceae Plantae 1094602
4 Vepris glomerata Rutaceae Plantae 2695416
5 Vepris glomerata Rutaceae Plantae 2695416
6 Zanthoxylum leprieurii Rutaceae Plantae 992815

Showing of synonyms

  • Kiplimo JJ, Koorbanally NA. (2012). Antibacterial activity of an epoxidised prenylated cinnamaldehdye derivative from Vepris glomerata. Phytochemistry Letters,2012,5(3),438-442. [View] [PubMed]
  • Bousetla A, Zellagui A, et al. (2015). Chemical constituents of the roots of Algerian Bunium incrassatum and evaluation of its antimicrobial activity. Arabian Journal of Chemistry,2015,8,313-316. [View]
  • Ngoumfo RM, Jouda JB, et al. (2010). In vitro cytotoxic activity of isolated acridones alkaloids from Zanthoxylum leprieurii Guill. et Perr.. Bioorganic & medicinal chemistry,2010, 18(10), 3601-3605. [View] [PubMed]
  • Awaad AS, Maitland DJ, et al. (2007). New alkaloids from Casimiroa edulis fruits and their pharmacological activity. Chemistry of Natural Compounds,2007,43(5),576-580. [View]
  • Marco JA, Sanz-Cervera JF, et al. (1994). Sesquiterpene lactones and acetylenes from Artemisia reptans.. Phytochemistry,1994,37(4),1055-1099. [View]
  • Kiplimo JJ, Koorbanally NA. (2012). The phytochemistry and biological activity of secondary metabolites from Kenyan Vernonia and Vepris species. PhD Thesis, University of Kwazulu-Natal, South Africa,2012. [View] [PubMed]
Pubchem: 8417
Kegg Ligand: C09311
Chebi: 9055
Nmrshiftdb2: 60021232
Metabolights: MTBLC9055
Bindingdb: 50361374
CPRiL: 12751
Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 206.2 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-4.39
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.920
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.960
Plasma Protein Binding
47.94
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
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
6.070
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.440
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.370
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.000
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
3.350
Rat (Acute)
1.960
Rat (Chronic Oral)
1.760
Fathead Minnow
4.300
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
341.080
Hydration Free Energy
-8.820
Log(D) at pH=7.4
1.610
Log(P)
1.36
Log S
-2.59
Log(Vapor Pressure)
-4.14
Melting Point
144.79
pKa Acid
6.33
pKa Basic
2.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9695
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9695
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9683
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9683
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9636
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9636
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9433
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9433
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9301
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9301
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9102
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9102
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9068
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9068
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8987
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8987
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8931
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8931
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8815
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8815
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8587
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8587
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8419
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8419
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8373
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8373
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8309
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8309
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8275
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8275
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8212
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8212
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8171
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8171
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8165
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8165
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8132
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8132
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8105
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8105
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7802
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7802
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7783
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7783
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7751
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7751
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7717
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7717
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7700
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7700
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7678
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7678
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7636
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7636
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7618
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7618
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7606
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7606
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7576
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7576
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7553
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7553
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7501
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7501
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7458
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7458
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7449
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7449
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7440
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7440
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7423
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7423
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7419
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7419
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7411
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7411
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7387
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7387
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7357
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7357
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7342
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7342
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7316
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7316
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7311
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7311
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7291
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7291
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7287
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7287
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7278
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7278
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7275
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7275
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7266
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7266
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7234
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7234
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7231
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7231
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7216
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7216
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7214
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7214
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7201
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7201
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7196
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7196
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 2 0.7182
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 2 0.7182
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7168
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7168
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7158
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7158
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7140
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7140
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7109
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7109
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7103
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7103
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7079
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7079
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7063
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7063
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7062
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7062
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7061
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7061
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7054
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7054
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7044
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7044
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7025
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7025
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 2 0.7016
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 2 0.7016
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7013
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7013
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7000
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7000

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