Bionectriamine A - Compound Card

Bionectriamine A

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Bionectriamine A

Structure
Zoomed Structure
  • Family: Fungi - Bionectriaceae
  • Kingdom: Fungi
  • Class: Aminobenzoic Acid
Canonical Smiles O=C(O)c1c(cccc1)NC[C@@H]([C@H]([C@H](CO)O)O)O
InChI InChI=1S/C12H17NO6/c14-6-10(16)11(17)9(15)5-13-8-4-2-1-3-7(8)12(18)19/h1-4,9-11,13-17H,5-6H2,(H,18,19)/t9-,10-,11+/m0/s1
InChIKey LRZUDCQQBFAMSK-GARJFASQSA-N
Formula C12H17NO6
HBA 6
HBD 6
MW 271.27
Rotatable Bonds 7
TPSA 130.25
LogP -1.13
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 271.11
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Bionectria sp. Bionectriaceae Fungi —

Showing of synonyms

  • Kamdem RST, Wang H, et al. (2018). Induction of new metabolites from the endophytic fungus Bionectria sp. through bacterial co-culture.. Fitoterapia,2018, 124, 132-136. [View] [PubMed]
Pubchem: 163110889

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 271.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.46
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.97
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.68
Plasma Protein Binding
46.95
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
3.67
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.34
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.34
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
1.83
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
-3.96
Rat (Acute)
2.03
Rat (Chronic Oral)
3.92
Fathead Minnow
3.54
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
481.82
Hydration Free Energy
-16.02
Log(D) at pH=7.4
-2.83
Log(P)
0.46
Log S
-1.44
Log(Vapor Pressure)
-11.81
Melting Point
161.06
pKa Acid
2.45
pKa Basic
6.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9354
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.9131
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9098
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 3 0.9086
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9085
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9048
Carboxypeptidase A1 P00730 CBPA1_BOVIN Bos taurus 3 0.8941
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8938
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.8866
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8809
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase B1MKD5 B1MKD5_MYCA9 Mycobacteroides abscessus 3 0.8651
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8568
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8563
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 4 0.8555
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8512
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8489
Transcriptional regulator URE2 P23202 URE2_YEAST Saccharomyces cerevisiae 3 0.8470
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8468
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8462
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8462
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8417
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.8366
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8365
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8354
Pyridoxal kinase, putative C4LVZ4 C4LVZ4_ENTHI Entamoeba histolytica 3 0.8335
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8269
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8268
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8265
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.8205
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 3 0.8081
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8071
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8047
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8008
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.8003
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7995
Nitric oxide synthase, inducible P35228 NOS2_HUMAN Homo sapiens 3 0.7989
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7970
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7914
Adenosine 5'-monophosphoramidase HINT1 P49773 HINT1_HUMAN Homo sapiens 3 0.7910
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7868
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7851
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7842
4-substituted benzoates-glutamate ligase GH3.12 Q9LYU4 GH312_ARATH Arabidopsis thaliana 3 0.7824
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7806
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7785
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7783
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7758
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7756
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7753
Suppressor of disruption of TFIIS P53078 SDT1_YEAST Saccharomyces cerevisiae 3 0.7750
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7741
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7739
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7733
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7728
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7726
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7726
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7710
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7702
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7679
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7667
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7649
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7636
Isochorismate pyruvate lyase Q51507 PCHB_PSEAE Pseudomonas aeruginosa 3 0.7624
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7603
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7573
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7563
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7549
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7544
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7544
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7530
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7515
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7477
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7461
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7455
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7434
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7418
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7388
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7377
Alpha-L-fucosidase, putative Q9WYE2 Q9WYE2_THEMA Thermotoga maritima 3 0.7368
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7344
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7336
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7322
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7309
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7302
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7296
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7284
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7280
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7262
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7252
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7246
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7245
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7230
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7227
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 3 0.7226
Glutathione S-transferase Q8ILQ7 GST_PLAFA Plasmodium falciparum 3 0.7210
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 4 0.7209
Precorrin-3 methylase O68097 O68097_RHOCA Rhodobacter capsulatus 3 0.7208
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7203
L-lactate dehydrogenase Q27743 LDH_PLAFD Plasmodium falciparum 2 0.7202
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7193
Glutathione S-transferase Q8ILQ7 GST_PLAF7 Plasmodium falciparum 4 0.7189
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7186
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7173
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7154
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7153
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7148
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7145
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7139
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7139
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7138
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7124
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7120
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7118
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7115
Carboxypeptidase A1 P00730 CBPA1_BOVIN Bos taurus 3 0.7108
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7105
Glycoside Hydrolase Family 13 Q65MI2 Q65MI2_BACLD Bacillus licheniformis 2 0.7102
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 3 0.7099
N-acetylhexosamine 1-kinase E8MF12 NAHK_BIFL2 Bifidobacterium longum subsp. longum 3 0.7096
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7088
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7087
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7086
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.7085
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7083
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7074
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7074
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7071
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7067
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7052
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7046
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7045
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7037
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7033
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7017
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7016
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7015
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7011

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