Detailed information for compound 1646598

Basic information

Technical information
  • TDR Targets ID: 1646598
  • Name: 2,3,9-trimethoxy-5-methyl-8-propan-2-yloxyben zo[c]phenanthridin-5-ium chloride
  • MW: 427.921 | Formula: C24H26ClNO4
  • H donors: 0 H acceptors: 0 LogP: 6.31 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc2c(cc1OC(C)C)c[n+](c1c2ccc2c1cc(c(c2)OC)OC)C.[Cl-]
  • InChi: 1S/C24H26NO4.ClH/c1-14(2)29-23-10-16-13-25(3)24-17(18(16)11-22(23)28-6)8-7-15-9-20(26-4)21(27-5)12-19(15)24;/h7-14H,1-6H3;1H/q+1;/p-1
  • InChiKey: KGWPPAWSVMBJNY-UHFFFAOYSA-M  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 8-isopropoxy-2,3,9-trimethoxy-5-methyl-benzo[c]phenanthridin-5-ium chloride
  • 8-isopropoxy-2,3,9-trimethoxy-5-methylbenzo[c]phenanthridin-5-ium chloride
  • 2,3,9-trimethoxy-5-methyl-8-propan-2-yloxy-benzo[c]phenanthridin-5-ium chloride
  • NSC645294

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0087 0.0873 0.4188
Loa Loa (eye worm) fatty acid synthase 0.0106 0.1189 0.4479
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.009 0.0923 0.4398
Mycobacterium ulcerans fatty acid synthase Fas 0.0034 0.0022 0.0056
Toxoplasma gondii AMP-binding enzyme domain-containing protein 0.0054 0.0354 0.127
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0061 0.0464 0.224
Onchocerca volvulus Fatty acid synthase homolog 0.0194 0.2605 1
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0161 0.207 1
Loa Loa (eye worm) hypothetical protein 0.006 0.0449 0.1082
Plasmodium falciparum glutathione reductase 0.0046 0.0214 0.5
Plasmodium vivax thioredoxin reductase, putative 0.0046 0.0214 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0114 0.132 0.6357
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0104 0.1157 0.5588
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.1344 0.6493
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.1344 0.6493
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0087 0.0873 0.4188
Schistosoma mansoni cellular tumor antigen P53 0.0096 0.1018 0.5574
Plasmodium vivax glutathione reductase, putative 0.0046 0.0214 0.5
Echinococcus multilocularis thioredoxin glutathione reductase 0.0046 0.0214 0.0177
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0077 0.0724 0.3495
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0108 0.1212 0.581
Mycobacterium tuberculosis Probable dehydrogenase 0.0104 0.1157 0.5588
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0108 0.1212 0.5856
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0104 0.1157 0.5588
Onchocerca volvulus 0.0146 0.183 0.5121
Loa Loa (eye worm) hypothetical protein 0.0181 0.2392 1
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0114 0.132 0.6337
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0108 0.1212 0.4383
Plasmodium falciparum thioredoxin reductase 0.0046 0.0214 0.5
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0114 0.132 0.6376
Mycobacterium ulcerans polyketide synthase 0.0114 0.132 0.6357
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0114 0.132 0.6337
Entamoeba histolytica hypothetical protein 0.0035 0.0038 0.5
Brugia malayi glutathione reductase 0.0046 0.0214 0.0772
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0108 0.1212 0.5834
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0071 0.0625 0.2941
Entamoeba histolytica hypothetical protein 0.0035 0.0038 0.5
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0104 0.1159 0.5599
Trichomonas vaginalis conserved hypothetical protein 0.0032 0 0.5
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.1344 0.6493
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0204 0.2766 1
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0088 0.0896 0.4329
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.1344 0.6455
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0101 0.1098 0.4061
Mycobacterium leprae Polyketide synthase Pks13 0.0161 0.207 1
Entamoeba histolytica hypothetical protein 0.0035 0.0038 0.5
Entamoeba histolytica hypothetical protein 0.0035 0.0038 0.5
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0046 0.0214 0.1032
Mycobacterium ulcerans thioesterase TesA 0.009 0.0923 0.443
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0101 0.1098 0.5305
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0114 0.132 0.6357
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0114 0.132 0.6376
Mycobacterium tuberculosis Probable thioesterase TesA 0.009 0.0923 0.4459
Mycobacterium ulcerans polyketide synthase Pks13 0.0161 0.207 1
Leishmania major trypanothione reductase 0.0046 0.0214 1
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0114 0.132 0.6376
Brugia malayi hypothetical protein 0.0146 0.183 0.6618
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0108 0.1212 0.581
Echinococcus multilocularis tumor protein p63 0.0653 1 1
Mycobacterium tuberculosis Polyketide synthetase MbtC (polyketide synthase) 0.0037 0.0074 0.0356
Mycobacterium leprae Probable polyketide synthase Pks1 0.0114 0.132 0.6337
Loa Loa (eye worm) hypothetical protein 0.0096 0.1018 0.3691
Mycobacterium ulcerans thioesterase 0.009 0.0923 0.443
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0108 0.1212 0.5856
Onchocerca volvulus 0.0101 0.1098 0.0508
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0104 0.1157 0.5588
Brugia malayi Thioredoxin reductase 0.0046 0.0214 0.0772
Mycobacterium tuberculosis Polyketide synthetase MbtD (polyketide synthase) 0.0033 0.0011 0.0052
Mycobacterium ulcerans polyketide synthase 0.0108 0.1212 0.5834
Toxoplasma gondii type I fatty acid synthase, putative 0.0077 0.0712 0.4507
Schistosoma mansoni hypothetical protein 0.0035 0.0038 0.0206
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0104 0.1157 0.5588
Mycobacterium ulcerans Type I modular polyketide synthase 0.0108 0.1212 0.5834
Toxoplasma gondii type I fatty acid synthase, putative 0.0114 0.132 1
Trypanosoma brucei trypanothione reductase 0.0046 0.0214 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0071 0.0625 0.2981
Echinococcus granulosus thioredoxin glutathione reductase 0.0046 0.0214 0.0177
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0087 0.0873 0.4155
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0161 0.207 1
Mycobacterium tuberculosis Probable fatty acid synthase Fas (fatty acid synthetase) 0.0034 0.0022 0.0108
Mycobacterium ulcerans Type I modular polyketide synthase 0.0108 0.1212 0.5834
Brugia malayi AMP-binding enzyme family protein 0.0101 0.1098 0.3971
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0104 0.1159 0.5599
Onchocerca volvulus 0.0187 0.2497 0.9321
Loa Loa (eye worm) hypothetical protein 0.0146 0.183 0.7422
Schistosoma mansoni transcription factor LCR-F1 0.0035 0.0038 0.0206
Mycobacterium ulcerans Type I modular polyketide synthase 0.0108 0.1212 0.5834
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0044 0.0179 0.0864
Trypanosoma cruzi trypanothione reductase, putative 0.0046 0.0214 0.5
Giardia lamblia Methyltransferase like 2 0.0032 0 0.5
Brugia malayi hypothetical protein 0.0035 0.0038 0.0136
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.007 0.0603 0.3518
Loa Loa (eye worm) acyl carrier protein 0.0049 0.0275 0.0282
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0104 0.1157 0.554
Brugia malayi AMP-binding enzyme family protein 0.0033 0.0011 0.0039
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0108 0.1212 0.5856
Mycobacterium ulcerans polyketide synthase Pks9 0.0071 0.0625 0.2981
Mycobacterium tuberculosis Probable reductase 0.0104 0.1157 0.5588

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) -4.502 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4.455 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4.435 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4.394 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4.377 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4.311 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4.019 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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

No literature references available for this target.

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