Detailed information for compound 1823519

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 393.459 | Formula: C21H19N3O3S
  • H donors: 2 H acceptors: 4 LogP: 2.32 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C([C@@H]1C[C@H]1c1ccc(nc1)N)Nc1ccc(cc1)S(=O)(=O)c1ccccc1
  • InChi: 1S/C21H19N3O3S/c22-20-11-6-14(13-23-20)18-12-19(18)21(25)24-15-7-9-17(10-8-15)28(26,27)16-4-2-1-3-5-16/h1-11,13,18-19H,12H2,(H2,22,23)(H,24,25)/t18-,19+/m0/s1
  • InChiKey: CTZSMGLKBKOIGG-RBUKOAKNSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 1, subfamily A, polypeptide 2 Starlite/ChEMBL References
Homo sapiens nicotinamide phosphoribosyltransferase Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 3, subfamily A, polypeptide 4 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 19 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily D, polypeptide 6 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K03462 nicotinamide phosphoribosyltransferase [EC2.4.2.12], putative Get druggable targets OG5_133520 All targets in OG5_133520
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Trypanosoma brucei cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Pre-B cell enhancing factor precursor Get druggable targets OG5_133520 All targets in OG5_133520
Leishmania braziliensis cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma mansoni nicotinate phosphoribosyltransferase related pre-B cell enhancing factor Get druggable targets OG5_133520 All targets in OG5_133520
Leishmania infantum cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus multilocularis nicotinamide phosphoribosyltransferase Get druggable targets OG5_133520 All targets in OG5_133520
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) pre-B cell enhancing factor Get druggable targets OG5_133520 All targets in OG5_133520
Candida albicans cytochrome P450 56 Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma japonicum ko:K03462 nicotinamide phosphoribosyltransferase [EC2.4.2.12], putative Get druggable targets OG5_133520 All targets in OG5_133520
Loa Loa (eye worm) CYP4Cod1 Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania mexicana cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma congolense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans closely related to C.maltosa N-alkane-inducible cytochrome P-450, alkane hydroxylating monooxygenase CYP52A3-b aka P450Alk1A (BA Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania major cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma brucei gambiense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus granulosus nicotinamide phosphoribosyltransferase Get druggable targets OG5_133520 All targets in OG5_133520
Leishmania donovani cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans cytochrome P450 556 Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major cytochrome p450-like protein cytochrome P450, family 2, subfamily C, polypeptide 19 490 aa 411 aa 23.1 %
Brugia malayi cytochrome P450 cytochrome P450, family 2, subfamily D, polypeptide 6 497 aa 425 aa 32.0 %
Brugia malayi Cytochrome P450 family protein cytochrome P450, family 1, subfamily A, polypeptide 2 516 aa 470 aa 26.2 %
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Brugia malayi cytochrome P450 cytochrome P450, family 3, subfamily A, polypeptide 4 502 aa 492 aa 24.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0503 0.3078 0.3091
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0052 0.0081 0.0083
Mycobacterium tuberculosis Nicotinic acid phosphoribosyltransferase PncB1 0.0078 0.0251 0.0496
Echinococcus granulosus transcription factor Dp 1 0.0086 0.0305 0.0305
Echinococcus granulosus histone acetyltransferase KAT2B 0.0096 0.037 0.037
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0069 0.0194 0.0194
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0148 0.0718 0.0718
Loa Loa (eye worm) hypothetical protein 0.0241 0.1334 0.1292
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0052 0.0081 0.0081
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0112 0.0478 0.0409
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0134 0.0626 0.0626
Loa Loa (eye worm) hypothetical protein 0.0241 0.1334 0.1292
Schistosoma mansoni lozenge 0.0063 0.0155 0.0155
Treponema pallidum nicotinate phosphoribosyltransferase 0.0078 0.0251 0.5
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0241 0.1334 0.1334
Mycobacterium tuberculosis Nicotinic acid phosphoribosyltransferase PncB2 0.0078 0.0251 0.0496
Brugia malayi Pre-B cell enhancing factor precursor 0.0418 0.2511 0.2569
Loa Loa (eye worm) hypothetical protein 0.0112 0.0478 0.0409
Leishmania major hypothetical protein, conserved 0.0241 0.1334 1
Echinococcus multilocularis geminin 0.0187 0.0978 0.0978
Brugia malayi Calcitonin receptor-like protein seb-1 0.0112 0.0478 0.0489
Schistosoma mansoni nicotinate phosphoribosyltransferase related pre-B cell enhancing factor 0.0078 0.0251 0.0251
Loa Loa (eye worm) CYP4Cod1 0.0053 0.009 0.0009
Echinococcus multilocularis Protein lozenge 0.0063 0.0155 0.0155
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0096 0.037 0.1543
Schistosoma mansoni nicalin (M28 family) 0.0241 0.1334 0.1334
Brugia malayi Cytochrome P450 family protein 0.0053 0.009 0.0092
Schistosoma mansoni microtubule-associated protein tau 0.1546 1 1
Mycobacterium tuberculosis Probable lipoprotein aminopeptidase LpqL 0.0241 0.1334 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0069 0.0194 0.084
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0052 0.0081 0.0081
Schistosoma mansoni hypothetical protein 0.0187 0.0978 0.0978
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0325 0.1892 0.1892
Echinococcus granulosus histone acetyltransferase KAT2B 0.0316 0.1832 0.1832
Trichomonas vaginalis bromodomain-containing protein, putative 0.0096 0.037 0.1102
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0241 0.1334 0.1334
Trichomonas vaginalis conserved hypothetical protein 0.0241 0.1334 1
Loa Loa (eye worm) leucyl aminopeptidase 0.0241 0.1334 0.1292
Plasmodium falciparum histone acetyltransferase GCN5 0.0088 0.0317 1
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0148 0.0718 0.5051
Trypanosoma cruzi glutaminyl cyclase, putative 0.0241 0.1334 1
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0148 0.0718 0.0657
Loa Loa (eye worm) cytochrome P450 family protein 0.0053 0.009 0.0009
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0325 0.1892 0.1892
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0052 0.0081 0.0081
Mycobacterium tuberculosis Conserved protein 0.0241 0.1334 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0069 0.0194 0.0194
Brugia malayi FXNA 0.0241 0.1334 0.1364
Onchocerca volvulus 0.0503 0.3078 0.2066
Schistosoma mansoni glutaminyl-peptide cyclotransferase-related 0.0241 0.1334 0.1334
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0148 0.0718 0.0718
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0148 0.0718 0.0735
Echinococcus multilocularis nicotinamide phosphoribosyltransferase 0.0418 0.2511 0.2511
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0052 0.0081 0.0081
Echinococcus multilocularis n acetylated alpha linked acidic dipeptidase 2 0.0241 0.1334 0.1334
Leishmania major nicotinate phosphoribosyltransferase, putative 0.0078 0.0251 0.1295
Schistosoma mansoni hypothetical protein 0.0187 0.0978 0.0978
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0148 0.0718 0.0718
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0148 0.0718 0.5051
Brugia malayi Peptidase family M28 containing protein 0.1513 0.9775 1
Schistosoma mansoni lipoxygenase 0.0094 0.0358 0.0358
Loa Loa (eye worm) runx1 0.0063 0.0155 0.0076
Schistosoma mansoni aldehyde dehydrogenase 0.0069 0.0194 0.0194
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0096 0.037 0.1543
Schistosoma mansoni Fxna peptidase (M28 family) 0.0241 0.1334 0.1334
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0052 0.0081 0.0081
Brugia malayi nicalin 0.0241 0.1334 0.1364
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0134 0.0626 0.0626
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0052 0.0081 0.0081
Mycobacterium ulcerans hypothetical protein 0.0241 0.1334 1
Onchocerca volvulus Glutaminyl cyclase homolog 0.1513 0.9775 1
Schistosoma mansoni NAALADASE L peptidase (M28 family) 0.0241 0.1334 0.1334
Loa Loa (eye worm) hypothetical protein 0.0076 0.0243 0.0167
Schistosoma mansoni hypothetical protein 0.0076 0.0243 0.0243
Toxoplasma gondii hypothetical protein 0.0241 0.1334 1
Loa Loa (eye worm) pre-B cell enhancing factor 0.0418 0.2511 0.2506
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0241 0.1334 0.1334
Trypanosoma brucei nicotinate phosphoribosyltransferase, putative 0.0078 0.0251 0.1295
Trichomonas vaginalis conserved hypothetical protein 0.0241 0.1334 1
Loa Loa (eye worm) hypothetical protein 0.0503 0.3078 0.3091
Entamoeba histolytica nicotinate phosphoribosyltransferase, putative 0.0078 0.0251 0.3494
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0096 0.037 0.1102
Loa Loa (eye worm) acetyltransferase 0.0325 0.1892 0.1868
Mycobacterium ulcerans aldehyde dehydrogenase 0.0069 0.0194 0.084
Trypanosoma cruzi glutaminyl cyclase, putative 0.0241 0.1334 1
Brugia malayi acetyltransferase, GNAT family protein 0.0325 0.1892 0.1936
Trypanosoma cruzi nicotinate phosphoribosyltransferase, putative 0.0078 0.0251 0.1295
Brugia malayi Cytochrome P450 family protein 0.0121 0.054 0.0553
Mycobacterium ulcerans lipoprotein aminopeptidase LpqL 0.0241 0.1334 1
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0096 0.037 0.5
Entamoeba histolytica acetyltransferase, GNAT family 0.0088 0.0317 0.4421
Trichomonas vaginalis conserved hypothetical protein 0.0241 0.1334 1
Schistosoma mansoni lipoxygenase 0.0134 0.0626 0.0626
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0148 0.0718 0.5051
Mycobacterium ulcerans aldehyde dehydrogenase 0.0069 0.0194 0.084
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0112 0.0478 0.0489
Leishmania major glutaminyl cyclase, putative 0.0241 0.1334 1
Trichomonas vaginalis Clan MH, family M28, aminopeptidase S-like metallopeptidase 0.0241 0.1334 1
Echinococcus multilocularis transcription factor Dp 1 0.0086 0.0305 0.0305
Loa Loa (eye worm) hypothetical protein 0.0241 0.1334 0.1292
Echinococcus multilocularis glutaminyl peptide cyclotransferase 0.1513 0.9775 0.9775
Giardia lamblia Histone acetyltransferase GCN5 0.0088 0.0317 0.5
Loa Loa (eye worm) hypothetical protein 0.0241 0.1334 0.1292
Loa Loa (eye worm) hypothetical protein 0.1513 0.9775 1
Trypanosoma brucei glutaminyl cyclase, putative 0.0241 0.1334 1
Schistosoma mansoni nicotinate phosphoribosyltransferase 0.0078 0.0251 0.0251
Toxoplasma gondii peptidase, M28 family protein 0.0241 0.1334 1
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0148 0.0718 1
Brugia malayi latrophilin 2 splice variant baaae 0.0076 0.0243 0.0249
Schistosoma mansoni nicotinate phosphoribosyltransferase related pre-B cell enhancing factor 0.0418 0.2511 0.2511
Mycobacterium ulcerans aldehyde dehydrogenase 0.0069 0.0194 0.084
Brugia malayi hypothetical protein 0.0503 0.3078 0.3149
Loa Loa (eye worm) cytochrome P450 family protein 0.0053 0.009 0.0009
Brugia malayi leucyl aminopeptidase 0.0241 0.1334 0.1364
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0052 0.0081 0.0081
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0241 0.1334 0.1334
Schistosoma mansoni aldehyde dehydrogenase 0.0069 0.0194 0.0194
Echinococcus granulosus nicotinamide phosphoribosyltransferase 0.0418 0.2511 0.2511
Echinococcus granulosus glutaminyl peptide cyclotransferase 0.1513 0.9775 0.9775
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0148 0.0718 0.5051
Echinococcus multilocularis microtubule associated protein 2 0.1546 1 1
Echinococcus granulosus geminin 0.0187 0.0978 0.0978
Schistosoma mansoni glutaminyl cyclase (M28 family) 0.1513 0.9775 0.9775
Brugia malayi Cytochrome P450 family protein 0.0053 0.009 0.0092
Loa Loa (eye worm) cytochrome P450 family protein 0.0121 0.054 0.0473

Activities

Activity type Activity value Assay description Source Reference
CL (ADMET) = 6 ml/min.kg Clearance in human liver microsomes at 1 uM up to 60 mins by LC-MS/MS analysis ChEMBL. 24405419
IC50 (binding) = 0.049 uM Inhibition of C-terminal His-tagged human full-length NAMPT expressed in Escherichia coli Rosetta DE3 using nicotinamide as substrate preincubated for 15 mins followed by substrate addition measured after 30 mins in presence of PRPP ChEMBL. 24405419
IC50 (functional) = 0.141 uM Antiproliferative activity against human A2780 cells after 72 hrs by sulforhodamine B assay ChEMBL. 24405419
IC50 (ADMET) = 2 uM Reversible inhibition of CYP3A4 in human liver microsomes using testosterone as substrate by LC-MS/MS analysis ChEMBL. 24405419
IC50 (ADMET) = 3.5 uM Reversible inhibition of CYP3A4 in human liver microsomes using midazolam as substrate by LC-MS/MS analysis ChEMBL. 24405419
IC50 (ADMET) > 10 uM Reversible inhibition of CYP2C9 in human liver microsomes using (S)- warfarin as substrate by LC-MS/MS analysis ChEMBL. 24405419
IC50 (ADMET) > 10 uM Reversible inhibition of CYP2C19 in human liver microsomes using (S)-mephenytoin as substrate by LC-MS/MS analysis ChEMBL. 24405419
IC50 (ADMET) > 10 uM Reversible inhibition of CYP1A2 in human liver microsomes using phenacetin as substrate by LC-MS/MS analysis ChEMBL. 24405419
IC50 (ADMET) > 10 uM Reversible inhibition of CYP2D6 in human liver microsomes using dextromethorphan as substrate by LC-MS/MS analysis ChEMBL. 24405419
Inhibition (ADMET) = 70 % Time dependent inhibition of CYP3A4 in human liver microsomes using midazolam as substrate assessed as AUC shift by LC-MS/MS analysis relative to control ChEMBL. 24405419
Inhibition (ADMET) = 73 % Time dependent inhibition of CYP3A4 in human liver microsomes using testosterone as substrate assessed as AUC shift by LC-MS/MS analysis relative to control ChEMBL. 24405419

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 24405419

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.