Z-hymenialdisine - Compound Card

Z-hymenialdisine

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Z-hymenialdisine

Structure
Zoomed Structure
  • Family: Animalia - Dictyonellidae
  • Kingdom: Animalia
  • Class: Alkaloid
Canonical Smiles NC1=NC(=O)/C(=C/2\CCNC(=O)c3c2cc([nH]3)Br)/N1
InChI InChI=1S/C11H10BrN5O2/c12-6-3-5-4(7-10(19)17-11(13)16-7)1-2-14-9(18)8(5)15-6/h3,15H,1-2H2,(H,14,18)(H3,13,16,17,19)/b7-4-
InChIKey ATBAETXFFCOZOY-DAXSKMNVSA-N
Formula C11H10BrN5O2
HBA 4
HBD 4
MW 324.14
Rotatable Bonds 0
TPSA 112.37
LogP 0.07
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 323.0
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Stylissa species Dictyonellidae Animalia 237127

Showing of synonyms

  • Fouad MA, Debbab A, et al. (2012). New bioactive alkaloids from the marine sponge Stylissa sp.. Tetrahedron,2012,68,10176-10179. [View]
Pubchem: 3035462

No compound-protein relationship available.

Structure

SMILES: c1c[nH]c(c12)C(=O)NCCC2=C3C(=O)N=CN3

Level: 1

Mol. Weight: 324.14 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-6.01
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.230
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.210
Plasma Protein Binding
29.9
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.440
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.810
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.150
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.690
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
1.850
Rat (Acute)
2.030
Rat (Chronic Oral)
2.280
Fathead Minnow
4.050
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
470.030
Hydration Free Energy
-14.310
Log(D) at pH=7.4
0.760
Log(P)
-0.24
Log S
-3.08
Log(Vapor Pressure)
-10.3
Melting Point
338.88
pKa Acid
6.24
pKa Basic
8.02
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.9399
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.9399
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.9077
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.9077
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9060
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9060
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8536
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8536
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8509
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8509
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8486
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8486
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8328
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8328
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8094
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8094
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8060
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8060
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8030
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8030
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7985
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7985
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 3 0.7954
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 3 0.7954
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7942
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7942
Purine nucleoside phosphorylase, putative A2E7Y6 A2E7Y6_TRIVA Trichomonas vaginalis 3 0.7928
Purine nucleoside phosphorylase, putative A2E7Y6 A2E7Y6_TRIVA Trichomonas vaginalis 3 0.7928
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7913
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7913
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7826
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7826
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7598
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7598
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7551
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7551
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7539
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7539
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7534
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7534
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7522
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7522
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7470
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7470
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7461
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7461
Gamma-aminobutyric acid type B receptor subunit 1 Q9UBS5 GABR1_HUMAN Homo sapiens 2 0.7459
Gamma-aminobutyric acid type B receptor subunit 1 Q9UBS5 GABR1_HUMAN Homo sapiens 2 0.7459
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7457
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7457
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7449
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7449
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7439
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7439
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7430
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7430
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7414
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7414
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7407
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7407
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7400
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7400
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7388
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7388
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7388
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7388
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 3 0.7364
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 3 0.7364
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7353
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7353
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7350
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7350
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7325
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7325
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7315
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7315
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7299
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7299
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7293
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7293
3-dehydroquinate dehydratase P9WPX7 AROQ_MYCTU Mycobacterium tuberculosis 2 0.7282
3-dehydroquinate dehydratase P9WPX7 AROQ_MYCTU Mycobacterium tuberculosis 2 0.7282
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7280
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7280
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 3 0.7261
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 3 0.7261
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7257
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7257
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7255
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7255
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 2 0.7254
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 2 0.7254
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7244
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7244
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7215
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7215
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7168
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7168
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7148
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7148
5'-methylthioadenosine nucleosidase / s-adenosylhomocysteine nucleosidase Q8YBL1 Q8YBL1_BRUME Brucella melitensis biotype 1 3 0.7144
5'-methylthioadenosine nucleosidase / s-adenosylhomocysteine nucleosidase Q8YBL1 Q8YBL1_BRUME Brucella melitensis biotype 1 3 0.7144
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7130
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7130
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7128
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7128
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7120
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7120
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7120
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7120
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7116
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7116
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7108
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7108
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7105
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7105
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7090
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7090
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7090
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7090
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7089
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7089
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 2 0.7066
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 2 0.7066
Precorrin-3 methylase O68097 O68097_RHOCA Rhodobacter capsulatus 3 0.7059
Precorrin-3 methylase O68097 O68097_RHOCA Rhodobacter capsulatus 3 0.7059
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7058
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7058
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.7045
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.7045
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7027
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7027
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7023
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7023
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7023
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7023
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7018
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7018

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