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Digallic acid

Family: Euphorbiaceae
Kingdom: Plantae
Class: Phenolic
- Subclass: Gallic Acid Derivative

Canonical Smiles	O=C(c1cc(O)c(c(c1)O)O)Oc1cc(cc(c1O)O)C(=O)O
InChI	InChI=1S/C14H10O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-4,15-19H,(H,20,21)
InChIKey	COVFEVWNJUOYRL-UHFFFAOYSA-N
Formula	C₁₄H₁₀O₉
HBA	8
HBD	6
MW	322.23
Rotatable Bonds	3
TPSA	164.75
LogP	1.13
Number Rings	2
Number Aromatic Rings	2
Heavy Atom Count	23
Formal Charge	0
Fraction CSP3	0.0
Exact Mass	322.03
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Phyllanthus emblica	Euphorbiaceae	Plantae	296036

Showing of synonyms

El-Mekkawy S, Meselhy MR, et al. (1995). Inhibitory effects of Egyptian folk medicines on human immunodeficiency virus (HIV) reverse transcriptase. Chemical and Pharmaceutical Bulletin,1995,43(4),641-648. [View] [PubMed]

Pubchem: 341

Cas: 536-08-3

Zinc: ZINC000003869510

Kegg Ligand: C01572

Chebi: 30814

Nmrshiftdb2: 60028386

Chembl: CHEMBL366356

Bindingdb: 50056937

CPRiL: 209753

SMILES: c1ccccc1C(=O)Oc2ccccc2

Level: 1

Mol. Weight: 198.22 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

Antiviral

Absorption

Caco-2 (logPapp): -6.83
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.59
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.55

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.73
Plasma Protein Binding: 59.62
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-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: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.49
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -1.62
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.98
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.23
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: 3.33
Rat (Acute): 2.26
Rat (Chronic Oral): 4.09
Fathead Minnow: 3.79
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 519.83
Hydration Free Energy: -9.57
Log(D) at pH=7.4: -0.67
Log(P): 1.56
Log S: -2.8
Log(Vapor Pressure): -7.54
Melting Point: 242.64
pKa Acid: 8.06
pKa Basic: 3.82

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.9490
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.9490
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.9266
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.9266
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9052
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9052
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9052
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9052
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8953
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8953
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8941
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8941
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	3	0.8916
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	3	0.8916
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.8876
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.8876
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8819
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8819
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	4	0.8587
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	4	0.8587
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.8459
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.8459
Anthranilate phosphoribosyltransferase	P9WFX5	TRPD_MYCTU	Mycobacterium tuberculosis	3	0.8434
Anthranilate phosphoribosyltransferase	P9WFX5	TRPD_MYCTU	Mycobacterium tuberculosis	3	0.8434
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8405
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8405
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.8286
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.8286
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8196
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8196
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.8192
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.8192
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8188
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8188
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.8148
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.8148
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	3	0.8142
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	3	0.8142
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8135
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8135
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8126
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8126
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8124
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8124
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8109
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8109
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.8016
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.8016
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7973
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7973
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7951
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7951
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7948
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7948
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7932
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7932
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7931
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7931
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7921
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7921
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7915
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7915
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7903
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7903
Tau-tubulin kinase 1	Q5TCY1	TTBK1_HUMAN	Homo sapiens	4	0.7897
Tau-tubulin kinase 1	Q5TCY1	TTBK1_HUMAN	Homo sapiens	4	0.7897
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	6	0.7889
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	6	0.7889
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7845
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7845
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7840
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7840
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7837
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7837
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7834
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7834
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7830
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7830
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7808
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7808
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7762
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7762
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7729
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7729
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7728
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7728
L-lactate dehydrogenase A chain	P13491	LDHA_RABIT	Oryctolagus cuniculus	3	0.7718
L-lactate dehydrogenase A chain	P13491	LDHA_RABIT	Oryctolagus cuniculus	3	0.7718
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7709
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7709
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7708
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7708
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7708
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7708
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.7690
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.7690
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7651
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7651
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7648
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7648
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.7635
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.7635
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7631
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7631
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7627
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7627
Shikimate dehydrogenase (NADP(+))	P56119	AROE_HELPY	Helicobacter pylori	3	0.7626
Shikimate dehydrogenase (NADP(+))	P56119	AROE_HELPY	Helicobacter pylori	3	0.7626
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7570
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7570
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7563
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7563
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.7562
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.7562
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.7552
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.7552
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7502
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7502
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7474
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7474
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7466
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7466
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7444
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7444
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7412
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7412
Orotate phosphoribosyltransferase	P08870	PYRE_SALTY	Salmonella typhimurium	4	0.7405
Orotate phosphoribosyltransferase	P08870	PYRE_SALTY	Salmonella typhimurium	4	0.7405
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	4	0.7404
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	4	0.7404
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7387
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7387
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7383
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7383
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7383
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7383
Bifunctional AAC/APH	P0A0C1	AACA_STAAU	Staphylococcus aureus	4	0.7375
Bifunctional AAC/APH	P0A0C1	AACA_STAAU	Staphylococcus aureus	4	0.7375
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7345
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7345
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	4	0.7329
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	4	0.7329
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7321
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7321
Ribosomal RNA small subunit methyltransferase NEP1	Q06287	NEP1_YEAST	Saccharomyces cerevisiae	4	0.7295
Ribosomal RNA small subunit methyltransferase NEP1	Q06287	NEP1_YEAST	Saccharomyces cerevisiae	4	0.7295
3-hydroxybenzoate 4-monooxygenase	Q6SSJ6	MOBA_COMTE	Comamonas testosteroni	3	0.7258
3-hydroxybenzoate 4-monooxygenase	Q6SSJ6	MOBA_COMTE	Comamonas testosteroni	3	0.7258
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7226
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7226
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7217
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7217
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7209
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7209
Major strawberry allergen Fra a 1-3	D0E0C7	FRA13_FRAAN	Fragaria ananassa	4	0.7196
Major strawberry allergen Fra a 1-3	D0E0C7	FRA13_FRAAN	Fragaria ananassa	4	0.7196
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7194
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7194
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7166
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7166
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7155
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7155
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7147
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7147
5-formaminoimidazole-4-carboxamide-1-(beta)-D-ribofuranosyl 5'-monophosphate synthetase	Q8U0R7	PURP_PYRFU	Pyrococcus furiosus	3	0.7146
5-formaminoimidazole-4-carboxamide-1-(beta)-D-ribofuranosyl 5'-monophosphate synthetase	Q8U0R7	PURP_PYRFU	Pyrococcus furiosus	3	0.7146
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7139
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7139
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7137
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7137
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	3	0.7134
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	3	0.7134
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7124
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7124
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7123
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7123
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7090
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7090
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7079
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7079
Glutamate receptor 3	P19492	GRIA3_RAT	Rattus norvegicus	3	0.7079
Glutamate receptor 3	P19492	GRIA3_RAT	Rattus norvegicus	3	0.7079
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	4	0.7074
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	4	0.7074
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7072
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7072
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7072
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7072
Uncharacterized protein	Q8DY32	Q8DY32_STRA5	Streptococcus agalactiae serotype V	4	0.7066
Uncharacterized protein	Q8DY32	Q8DY32_STRA5	Streptococcus agalactiae serotype V	4	0.7066
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7063
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7063
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7046
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7046
Ribosome biogenesis GTPase YqeH	D0VWU7	D0VWU7_GEOSE	Geobacillus stearothermophilus	4	0.7043
Ribosome biogenesis GTPase YqeH	D0VWU7	D0VWU7_GEOSE	Geobacillus stearothermophilus	4	0.7043
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	4	0.7040
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7040
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7040
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	4	0.7040
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7025
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7025
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7021
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7021
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	4	0.7018
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	4	0.7018
Glycosyltransferase	Q76KZ6	Q76KZ6_STRHA	Streptomyces halstedii	5	0.7001
Glycosyltransferase	Q76KZ6	Q76KZ6_STRHA	Streptomyces halstedii	5	0.7001

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