Detailed information for compound 1588968

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 472.966 | Formula: C27H25ClN4O2
  • H donors: 1 H acceptors: 2 LogP: 4.55 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)c1ccc(o1)C(=O)N(c1ccc(cc1)N1CCNCC1)Cc1ccccn1
  • InChi: 1S/C27H25ClN4O2/c28-21-6-4-20(5-7-21)25-12-13-26(34-25)27(33)32(19-22-3-1-2-14-30-22)24-10-8-23(9-11-24)31-17-15-29-16-18-31/h1-14,29H,15-19H2
  • InChiKey: LIPNXDIBECKOMJ-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens mitogen-activated protein kinase-activated protein kinase 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) camk/mapkapk/mapkapk protein kinase Get druggable targets OG5_131483 All targets in OG5_131483
Brugia malayi map kinase activated protein kinase protein 2 Get druggable targets OG5_131483 All targets in OG5_131483
Schistosoma japonicum ko:K04443 mitogen-activated protein kinase-activated protein kinase 2, putative Get druggable targets OG5_131483 All targets in OG5_131483
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_131483 All targets in OG5_131483
Echinococcus multilocularis MAP kinase activated protein kinase 2 Get druggable targets OG5_131483 All targets in OG5_131483
Echinococcus granulosus MAP kinase activated protein kinase 2 Get druggable targets OG5_131483 All targets in OG5_131483

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei mitogen-activated protein kinase 5 mitogen-activated protein kinase-activated protein kinase 2 370 aa 303 aa 26.4 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable polyketide synthase Pks17 0.0275 0.0764 0.1028
Toxoplasma gondii type I fatty acid synthase, putative 0.0801 0.3254 0.6355
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0161 0.0225 0.2822
Mycobacterium ulcerans Type I modular polyketide synthase 0.1125 0.479 0.6451
Schistosoma mansoni voltage-gated potassium channel 0.0246 0.0628 0.0628
Loa Loa (eye worm) camk/mapkapk/mapkapk protein kinase 0.0217 0.0492 0.0585
Mycobacterium ulcerans fatty acid synthase Fas 0.0353 0.1135 0.1529
Mycobacterium tuberculosis Probable fatty acid synthase Fas (fatty acid synthetase) 0.0353 0.1135 0.1529
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.1195 0.512 0.6897
Mycobacterium tuberculosis Polyketide synthase Pks12 0.1195 0.512 0.6897
Entamoeba histolytica acyl-CoA synthetase, putative 0.0114 0 0.5
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.1125 0.479 0.6451
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0173 0.0279 0.0376
Loa Loa (eye worm) hypothetical protein 0.1889 0.8412 1
Echinococcus granulosus MAP kinase activated protein kinase 2 0.0217 0.0492 0.0492
Mycobacterium ulcerans 3-oxoacyl-(acyl carrier protein) synthase II 0.0282 0.0799 0.1076
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.092 0.3819 0.5143
Loa Loa (eye worm) hypothetical protein 0.0173 0.0279 0.0332
Giardia lamblia Methyltransferase like 2 0.0339 0.1067 0.5
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0937 0.3901 0.5255
Trichomonas vaginalis conserved hypothetical protein 0.0339 0.1067 1
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0455 0.1616 0.2177
Schistosoma mansoni voltage-gated potassium channel 0.0246 0.0628 0.0628
Plasmodium vivax hypothetical protein, conserved 0.0161 0.0225 0.2822
Mycobacterium ulcerans polyketide synthase 0.1195 0.512 0.6897
Mycobacterium ulcerans thioesterase TesA 0.0937 0.3901 0.5255
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.1195 0.512 0.6897
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0226 0.053 0.053
Brugia malayi AMP-binding enzyme family protein 0.1051 0.444 0.4644
Treponema pallidum acyl carrier protein 0.0114 0 0.5
Mycobacterium tuberculosis Polyketide synthetase MbtC (polyketide synthase) 0.0387 0.1293 0.1742
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0905 0.3749 0.5049
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.109 0.4626 0.6231
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0226 0.053 0.063
Mycobacterium tuberculosis Hypothetical protein 0.0339 0.1067 0.1437
Mycobacterium tuberculosis Probable polyketide beta-ketoacyl synthase Pks3 0.0173 0.0279 0.0376
Loa Loa (eye worm) hypothetical protein 0.063 0.2447 0.2909
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.073 0.2918 0.5699
Trypanosoma cruzi beta-ketoacyl synthase family protein, putative 0.0282 0.0799 1
Trypanosoma brucei beta-ketoacyl-ACP synthase 0.0282 0.0799 1
Leishmania major beta-ketoacyl synthase family protein, putative,3-oxoacyl-acyl carrier protein synthase ii, putative 0.0282 0.0799 0.749
Mycobacterium tuberculosis Polyketide synthase Pks13 0.1681 0.7424 1
Loa Loa (eye worm) acyl carrier protein 0.0517 0.1912 0.2273
Mycobacterium tuberculosis Probable polyketide beta-ketoacyl synthase Pks4 0.0173 0.0279 0.0376
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0744 0.2985 0.402
Mycobacterium ulcerans polyketide synthase MbtC 0.0282 0.0799 0.1076
Onchocerca volvulus 0.1051 0.444 0.4897
Mycobacterium ulcerans polyketide synthase Pks9 0.0744 0.2985 0.402
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0639 0.2491 0.3355
Onchocerca volvulus 0.1957 0.8735 0.9635
Toxoplasma gondii type I fatty acid synthase 0.0173 0.0279 0.0545
Schistosoma mansoni serine/threonine protein kinase 0.0217 0.0492 0.0492
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0744 0.2985 0.402
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.1125 0.479 0.6451
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.1681 0.7424 1
Brugia malayi AMP-binding enzyme family protein 0.0346 0.11 0.1151
Mycobacterium ulcerans polyketide synthase Pks13 0.1681 0.7424 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.1125 0.479 0.6451
Mycobacterium ulcerans Type I modular polyketide synthase 0.1125 0.479 0.6451
Plasmodium falciparum 3-oxoacyl-acyl-carrier protein synthase I/II 0.0282 0.0799 1
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0226 0.053 0.0555
Mycobacterium ulcerans polyketide synthase MbtD 0.0346 0.11 0.1481
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.2132 0.956 1
Loa Loa (eye worm) hypothetical protein 0.0196 0.0389 0.0463
Leishmania major hypothetical protein, conserved 0.0339 0.1067 1
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.1051 0.444 0.598
Entamoeba histolytica acyl-CoA synthetase, putative 0.0114 0 0.5
Brugia malayi Methyltransferase-like protein 4 0.0339 0.1067 0.1116
Mycobacterium ulcerans Type I modular polyketide synthase 0.1125 0.479 0.6451
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0282 0.0799 0.0836
Mycobacterium leprae Polyketide synthase Pks13 0.1681 0.7424 1
Trypanosoma cruzi beta-ketoacyl synthase family protein, putative 0.0282 0.0799 1
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0808 0.3289 0.443
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.1195 0.512 0.6897
Loa Loa (eye worm) fatty acid synthase 0.111 0.4719 0.5609
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0173 0.0279 0.0376
Schistosoma mansoni methyltransferase-related 0.0339 0.1067 0.1067
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0226 0.053 0.053
Echinococcus multilocularis tyrosine protein kinase shark 0.2225 1 1
Schistosoma mansoni 3-oxoacyl-[ACP] synthase 0.0282 0.0799 0.0799
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.0282 0.0799 1
Echinococcus granulosus 3 oxoacyl acyl carrier protein synthase 0.0282 0.0799 0.0799
Onchocerca volvulus Fatty acid synthase homolog 0.2027 0.9066 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.1195 0.512 0.6897
Echinococcus multilocularis MAP kinase activated protein kinase 2 0.0217 0.0492 0.0492
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.1125 0.479 0.501
Toxoplasma gondii 3-oxoacyl-acyl-carrier protein synthase I/II, putative 0.0282 0.0799 0.1561
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.1195 0.512 0.6897
Loa Loa (eye worm) AMP-binding enzyme family protein 0.1051 0.444 0.5278
Toxoplasma gondii type I fatty acid synthase, putative 0.1195 0.512 1
Brugia malayi map kinase activated protein kinase protein 2 0.0217 0.0492 0.0515
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0905 0.3749 0.5049
Toxoplasma gondii AMP-binding enzyme domain-containing protein 0.0568 0.2154 0.4207
Mycobacterium tuberculosis Probable thioesterase TesA 0.0937 0.3901 0.5255
Mycobacterium tuberculosis Polyketide synthase Pks2 0.109 0.4626 0.6231
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.1125 0.479 0.6451
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.1125 0.479 0.6451
Mycobacterium leprae PROBABLE POLYKETIDE BETA-KETOACYL SYNTHASE PKS4 0.0173 0.0279 0.0376
Loa Loa (eye worm) beta-ketoacyl synthase domain-containing protein 0.0282 0.0799 0.095
Mycobacterium ulcerans 3-oxoacyl-(acyl carrier protein) synthase II 0.0282 0.0799 0.1076
Mycobacterium tuberculosis Polyketide synthetase MbtD (polyketide synthase) 0.0346 0.11 0.1481
Plasmodium vivax 3-oxoacyl-[acyl-carrier-protein] synthase i/ii, putative 0.0282 0.0799 1
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.1125 0.479 0.6451
Mycobacterium leprae PROBABLE FATTY ACID SYNTHASE FAS (FATTY ACID SYNTHETASE) 0.0353 0.1135 0.1529
Schistosoma mansoni tyrosine kinase 0.2174 0.9758 0.9758
Schistosoma mansoni tyrosine kinase 0.2225 1 1
Chlamydia trachomatis 3-oxoacyl-ACP synthase 0.0282 0.0799 1
Mycobacterium tuberculosis Conserved protein 0.0339 0.1067 0.1437
Loa Loa (eye worm) hypothetical protein 0.0173 0.0279 0.0332
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0905 0.3749 0.5049
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.1195 0.512 0.6897
Mycobacterium ulcerans thioesterase 0.0937 0.3901 0.5255
Mycobacterium leprae Probable polyketide synthase Pks1 0.1195 0.512 0.6897
Mycobacterium ulcerans polyketide synthase 0.1125 0.479 0.6451
Echinococcus multilocularis 3 oxoacyl (acyl carrier protein) synthase 0.0282 0.0799 0.0799

Activities

Activity type Activity value Assay description Source Reference
CC50 (ADMET) > 20 uM Cytotoxicity against human SW1353 cells after 30 mins by ATP-dependent luciferase luminescence assay ChEMBL. 24900358
EC50 (binding) = 350 nM Inhibition of MK2-mediated HSP27 phosphorylation by cell-based assay ChEMBL. 22169260
EC50 (binding) = 350 nM Inhibition of MK2 in human THP1 cells assessed as inhibition of LPS-induced HSP27 Ser78 phosphorylation incubated for 60 mins prior to LPS-induction measured after 60 mins ChEMBL. 24900435
EC50 (binding) = 0.35 uM Inhibition of MK2-mediated HSP27 phosphorylation at Ser78 in LPS-stimulated human THP-1 cells pre-incubated for 60 mins before LPS treatment measured after 60 mins ChEMBL. 22182499
EC50 (binding) = 0.35 uM Inhibition of MK2-mediated HSP27 phosphorylation in IL-1beta stimulated human SW1353 cells incubated for 30 mins prior to IL-1beta-stimulation measured after 27 mins by ELISA ChEMBL. 24900358
EC50 (functional) = 5 uM Inhibition of LPS-stimulated TNFalpha production in human THP1 cells by ELISA ChEMBL. 22169260
IC50 (binding) = 110 nM Inhibition of human MK2 ChEMBL. 22169260
IC50 (binding) = 110 nM Inhibition of MK2 using TAMRA-labeled peptide as substrate pre-incubated for 30 mins prior substrate addition measured after 30 mins incubation in dark using fluorescence polarization assay ChEMBL. 22182499
IC50 (binding) = 110 nM Inhibition of MK2 using 5TAMRA-KKLNRTLSVA-COOH as substrate incubated for 30 mins prior to substrate addition measured after 30 mins by immobilized metal ion affinity-based fluorescence polarization assay in presence of 100 uM ATP ChEMBL. 24900435
IC50 (binding) = 0.11 uM Inhibition of MK2 using Acam peptide as substrate incubated for 30 mins prior to substrate addition measured after 10 mins using 100 uM ATP by DELFIA assay ChEMBL. 24900358
IC50 (functional) = 4.4 uM Antiinflammatory activity in human THP1 cells assessed as inhibition of LPS-induced TNFalpha production incubated for 30 mins prior to LPS-challenge measured after 3 hrs by ELISA ChEMBL. 24900358
IC50 (ADMET) > 20 uM Inhibition of CYP3A4 in human liver microsomes co-incubated with testosterone ChEMBL. 24900358
IC50 (ADMET) > 20 uM Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate incubated for 30 mins prior to substrate addition ChEMBL. 24900358
IC50 (ADMET) > 20 uM Inhibition of CYP2D6 in human liver microsomes co-incubated with dextromethorphan ChEMBL. 24900358
IC50 (ADMET) > 20 uM Inhibition of CYP2D6 in human liver microsomes using dextromethorphan as substrate incubated for 30 mins prior to substrate addition ChEMBL. 24900358
IC50 (ADMET) > 20 uM Inhibition of CYP2C9 in human liver microsomes co-incubated with tolbutamide ChEMBL. 24900358
IC50 (ADMET) > 20 uM Inhibition of CYP2C9 in human liver microsomes using tolbutamide as substrate incubated for 30 mins prior to substrate addition ChEMBL. 24900358
Inhibition (binding) > 50 % Inhibition of human CK1gamma3 at 10 uM ChEMBL. 24900358

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22169260

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

4 literature references were collected for this gene.

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