10-O-demethyl-12-O-methylarnottianamide - Compound Card

10-O-demethyl-12-O-methylarnottianamide

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10-O-demethyl-12-O-methylarnottianamide

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Acridone
Canonical Smiles O=CN(c1c(ccc2c1cc1OCOc1c2)c1ccc(c(c1OC)OC)O)C
InChI InChI=1S/C21H19NO6/c1-22(10-23)19-13(14-6-7-16(24)21(26-3)20(14)25-2)5-4-12-8-17-18(9-15(12)19)28-11-27-17/h4-10,24H,11H2,1-3H3
InChIKey VLLIJKGHPQEWAE-UHFFFAOYSA-N
Formula C21H19NO6
HBA 6
HBD 1
MW 381.38
Rotatable Bonds 5
TPSA 77.46
LogP 3.55
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 381.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Zanthoxylum leprieurii Rutaceae Plantae 992815

Showing of synonyms

  • 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]
Pubchem: 162864980
Nmrshiftdb2: 60028688

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)cc3c(c2)cc(cc3)-c4ccccc4

Level: 1

Mol. Weight: 381.38 g/mol

Structure

SMILES: O1COc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 381.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 381.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.93
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.7
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.33
Plasma Protein Binding
82.95
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
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
14.26
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.7
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.31
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.13
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-15.48
Rat (Acute)
2.41
Rat (Chronic Oral)
1.83
Fathead Minnow
5.3
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
481.4
Hydration Free Energy
-5.4
Log(D) at pH=7.4
2.45
Log(P)
3.46
Log S
-4.44
Log(Vapor Pressure)
-8.9
Melting Point
174.59
pKa Acid
8.42
pKa Basic
1.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9714
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9563
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9485
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9395
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9308
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9225
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9121
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 4 0.9067
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9037
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9028
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9007
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8962
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8952
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8941
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8895
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8879
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8873
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8862
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8847
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8778
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8721
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8708
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8690
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8676
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8613
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8589
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8570
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8568
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8563
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8536
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8509
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8504
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8497
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8469
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8449
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8430
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8428
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8372
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8359
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8292
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8286
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8278
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8239
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8238
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8194
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8189
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8183
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8166
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8153
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8138
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8128
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8108
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8101
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.8100
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8057
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8052
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.8040
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8015
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8014
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8014
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8013
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7993
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7950
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7946
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7944
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7942
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7920
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7888
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7880
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7867
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7851
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7839
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7830
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7826
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7823
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7822
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 5 0.7821
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7819
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7801
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7797
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7797
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7786
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7785
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7778
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7776
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7747
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7739
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7739
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7739
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7733
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7730
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 5 0.7720
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7719
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7719
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7717
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7700
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7696
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7679
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7655
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7650
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7639
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7615
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7592
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 5 0.7587
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7582
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7580
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7562
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7557
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7546
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7525
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7470
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7466
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7463
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7459
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7445
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7442
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.7436
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 3 0.7435
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7431
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7413
Sulfotransferase 1E1 P49891 ST1E1_MOUSE Mus musculus 4 0.7412
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7402
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7393
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7391
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7383
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7375
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7355
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7349
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7344
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7333
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7329
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7327
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7319
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7317
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7316
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7308
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7307
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7306
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7306
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 3 0.7302
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7297
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.7296
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7295
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7287
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7285
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7283
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7279
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 5 0.7274
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7273
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7267
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7259
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7259
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7255
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7252
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7240
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7239
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7232
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7227
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7227
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7226
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7221
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7209
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7207
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7206
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 4 0.7200
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7197
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7180
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 4 0.7173
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7168
Interstitial collagenase P03956 MMP1_HUMAN Homo sapiens 3 0.7157
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7154
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7152
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7149
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7146
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7143
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7138
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7132
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7126
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7121
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7117
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7114
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7108
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7103
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7098
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7095
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7089
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7074
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7072
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7058
CDP-alcohol phosphatidyltransferase AF-2299-like N-terminal domain-containing protein O27985 O27985_ARCFU Archaeoglobus fulgidus 4 0.7053
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7051
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7049
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7048
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7043
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7040
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7035
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7032
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7030
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7015
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 3 0.7005

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