Z-debromohymenialdisine - Compound Card

Z-debromohymenialdisine

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Z-debromohymenialdisine

Structure
Zoomed Structure
  • Family: Animalia - Dictyonellidae
  • Kingdom: Animalia
  • Class: Alkaloid
Canonical Smiles NC1=NC(=O)/C(=C/2\CCNC(=O)c3c2cc[nH]3)/N1
InChI InChI=1S/C11H11N5O2/c12-11-15-8(10(18)16-11)6-2-4-14-9(17)7-5(6)1-3-13-7/h1,3,13H,2,4H2,(H,14,17)(H3,12,15,16,18)/b8-6-
InChIKey JYRJOQGKGMHTOO-VURMDHGXSA-N
Formula C11H11N5O2
HBA 4
HBD 4
MW 245.24
Rotatable Bonds 0
TPSA 112.37
LogP -0.7
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 245.09
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: 5288032

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 245.24 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-6.01
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.270
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.120
Plasma Protein Binding
26.11
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
7.500
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.840
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.120
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.470
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
1.200
Rat (Acute)
1.970
Rat (Chronic Oral)
2.440
Fathead Minnow
4.060
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
451.260
Hydration Free Energy
-14.410
Log(D) at pH=7.4
-0.280
Log(P)
-1.26
Log S
-2.64
Log(Vapor Pressure)
-9.85
Melting Point
319.6
pKa Acid
5.96
pKa Basic
8.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8935
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8935
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8494
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8494
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8489
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8489
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8470
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8470
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8384
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8384
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8299
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8299
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7981
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7981
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7925
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7925
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7915
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7915
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7874
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7874
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 3 0.7798
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 3 0.7798
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7796
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7796
Purine nucleoside phosphorylase, putative A2E7Y6 A2E7Y6_TRIVA Trichomonas vaginalis 3 0.7781
Purine nucleoside phosphorylase, putative A2E7Y6 A2E7Y6_TRIVA Trichomonas vaginalis 3 0.7781
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7778
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7778
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7623
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7623
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7545
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7545
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7530
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7530
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7494
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7494
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7483
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7483
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7465
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7465
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7429
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7429
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7403
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7403
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7390
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7390
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7389
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7389
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7386
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7386
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7364
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7364
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 3 0.7357
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 3 0.7357
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7353
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7353
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7331
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7331
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7326
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7326
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7295
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7295
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7282
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7282
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7239
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7239
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7229
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7229
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7221
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7221
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7216
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7216
Arginine kinase O15992 KARG_ANTJA Anthopleura japonica 2 0.7213
Arginine kinase O15992 KARG_ANTJA Anthopleura japonica 2 0.7213
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7207
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7207
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7199
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7199
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7177
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7177
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7164
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7164
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 3 0.7160
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 3 0.7160
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7151
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7151
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7150
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7150
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7114
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7114
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7114
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7114
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7112
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7112
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7101
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7101
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7072
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7072
5'-methylthioadenosine nucleosidase / s-adenosylhomocysteine nucleosidase Q8YBL1 Q8YBL1_BRUME Brucella melitensis biotype 1 3 0.7066
5'-methylthioadenosine nucleosidase / s-adenosylhomocysteine nucleosidase Q8YBL1 Q8YBL1_BRUME Brucella melitensis biotype 1 3 0.7066
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7060
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7060
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7058
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7058
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7056
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7056
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7054
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7054
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7042
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7042
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7029
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7029
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7029
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7029
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7025
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7025
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7014
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7014
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7014
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7014
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7005
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7005
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7004
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7004
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7003
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7003
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7003
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7003
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7002
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7002
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7002
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7002

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