Natural Product: NPC9856

Natural Product ID:  NPC9856
Common Name:   Biscryptolepine
IUPAC Name:   5-methyl-11-(5-methylindolo[3,2-b]quinolin-11-yl)indolo[3,2-b]quinoline
Synonyms:   Biscryptolepine
Molecular Formula:   C32H22N4
Standard InCHIKey:  GPXBTNAIIIXHOX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C32H22N4/c1-35-25-17-9-5-13-21(25)27(29-31(35)19-11-3-7-15-23(19)33-29)28-22-14-6-10-18-26(22)36(2)32-20-12-4-8-16-24(20)34-30(28)32/h3-18H,1-2H3
Canonical SMILES:  Cn1c2ccccc2c(c2c1c1ccccc1n2)c1c2ccccc2n(c2c1nc1c2cccc1)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO24783 Erysimum diffusum Species Brassicaceae Eukaryota UNPD*
NPO20989 Calea integrifolia Species Asteraceae Eukaryota UNPD*
NPO17131 Yucca periculosa Species Asparagaceae Eukaryota UNPD*
NPO11155 Ambrosia maritima Species Asteraceae Eukaryota UNPD*
NPO21890 Epidendrum moseni Species Orchidaceae Eukaryota UNPD*
NPO20237 Poecillastra wondoensis Species Vulcanellidae Eukaryota UNPD*
NPO14826 Streptomyces mobaraensis Species Streptomycetaceae Bacteria UNPD*
NPO20169 Alseodaphne perakensis Species Lauraceae Eukaryota UNPD*
NPO18755 Fumaria judaica Species Papaveraceae Eukaryota UNPD*
NPO20912 Wisteria brachybotrys Species Fabaceae Eukaryota UNPD*
NPO20299 Strongylophora durissima NA NA NA UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT844 Organism Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 = 2570 nM 15921407
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 3480 nM 15921407
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 8930 nM 15921407
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 270 nM 15921407
NPT839 Cell Line L6 Rattus norvegicus IC50 = 13620 nM 15921407

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC9856 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.8852 High Similarity NPC192209
0.8678 High Similarity NPC296163
0.84 Intermediate Similarity NPC313449
0.8374 Intermediate Similarity NPC187036
0.7953 Intermediate Similarity NPC288232
0.7551 Intermediate Similarity NPC469740
0.7447 Intermediate Similarity NPC184437
0.7368 Intermediate Similarity NPC264580
0.7365 Intermediate Similarity NPC469735
0.7266 Intermediate Similarity NPC476950
0.7266 Intermediate Similarity NPC302790
0.7171 Intermediate Similarity NPC206592
0.7133 Intermediate Similarity NPC469525
0.7115 Intermediate Similarity NPC475990
0.7114 Intermediate Similarity NPC20144
0.7063 Intermediate Similarity NPC291610
0.7027 Intermediate Similarity NPC471574
0.6992 Remote Similarity NPC314141
0.6962 Remote Similarity NPC229173
0.6957 Remote Similarity NPC475915
0.6944 Remote Similarity NPC53044
0.6934 Remote Similarity NPC162689
0.6934 Remote Similarity NPC54102
0.6901 Remote Similarity NPC478079
0.6899 Remote Similarity NPC474880
0.6899 Remote Similarity NPC221786
0.6892 Remote Similarity NPC314102
0.6892 Remote Similarity NPC251722
0.6887 Remote Similarity NPC136002
0.6879 Remote Similarity NPC122718
0.687 Remote Similarity NPC164802
0.6861 Remote Similarity NPC81561
0.681 Remote Similarity NPC474897
0.6788 Remote Similarity NPC148140
0.6757 Remote Similarity NPC198988
0.6757 Remote Similarity NPC325599
0.6755 Remote Similarity NPC238499
0.6735 Remote Similarity NPC473930
0.6713 Remote Similarity NPC252794
0.6712 Remote Similarity NPC22079
0.6689 Remote Similarity NPC88097
0.6688 Remote Similarity NPC117032
0.6667 Remote Similarity NPC475450
0.6667 Remote Similarity NPC476160
0.6667 Remote Similarity NPC469949
0.6667 Remote Similarity NPC79618
0.6646 Remote Similarity NPC281094
0.6625 Remote Similarity NPC104345
0.6624 Remote Similarity NPC40070
0.6605 Remote Similarity NPC476231
0.66 Remote Similarity NPC325252
0.6596 Remote Similarity NPC215519
0.6594 Remote Similarity NPC147957
0.6579 Remote Similarity NPC104483
0.6577 Remote Similarity NPC300299
0.6556 Remote Similarity NPC150259
0.6552 Remote Similarity NPC250361
0.6552 Remote Similarity NPC145754
0.6548 Remote Similarity NPC280852
0.6538 Remote Similarity NPC478186
0.6536 Remote Similarity NPC284635
0.6536 Remote Similarity NPC2949
0.6536 Remote Similarity NPC59084
0.6531 Remote Similarity NPC473587
0.6519 Remote Similarity NPC53947
0.65 Remote Similarity NPC476219
0.6494 Remote Similarity NPC277157
0.6494 Remote Similarity NPC473868
0.6494 Remote Similarity NPC63157
0.649 Remote Similarity NPC218268
0.6486 Remote Similarity NPC475428
0.6479 Remote Similarity NPC257490
0.6471 Remote Similarity NPC312092
0.6463 Remote Similarity NPC478182
0.6463 Remote Similarity NPC473762
0.646 Remote Similarity NPC51054
0.6447 Remote Similarity NPC125746
0.6443 Remote Similarity NPC179365
0.6438 Remote Similarity NPC325903
0.6433 Remote Similarity NPC288838
0.6433 Remote Similarity NPC254798
0.6429 Remote Similarity NPC115611
0.6424 Remote Similarity NPC195507
0.6424 Remote Similarity NPC2165
0.642 Remote Similarity NPC216643
0.6418 Remote Similarity NPC434
0.6415 Remote Similarity NPC33421
0.641 Remote Similarity NPC116519
0.6405 Remote Similarity NPC243162
0.6398 Remote Similarity NPC476297
0.6392 Remote Similarity NPC470111
0.6392 Remote Similarity NPC21605
0.6389 Remote Similarity NPC41174
0.6387 Remote Similarity NPC469766
0.6384 Remote Similarity NPC276430
0.638 Remote Similarity NPC318065
0.638 Remote Similarity NPC206819
0.6369 Remote Similarity NPC204141
0.6369 Remote Similarity NPC470440
0.6364 Remote Similarity NPC73767
0.6364 Remote Similarity NPC473666
0.6364 Remote Similarity NPC301760
0.6364 Remote Similarity NPC469541
0.6358 Remote Similarity NPC117027
0.6357 Remote Similarity NPC313673
0.6345 Remote Similarity NPC46358
0.6341 Remote Similarity NPC81229
0.6341 Remote Similarity NPC255229
0.6338 Remote Similarity NPC177684
0.6338 Remote Similarity NPC291962
0.6323 Remote Similarity NPC469768
0.6323 Remote Similarity NPC469761
0.6323 Remote Similarity NPC469780
0.6323 Remote Similarity NPC477155
0.6323 Remote Similarity NPC469779
0.6323 Remote Similarity NPC469784
0.6323 Remote Similarity NPC469767
0.6323 Remote Similarity NPC469783
0.6322 Remote Similarity NPC472294
0.631 Remote Similarity NPC65080
0.6306 Remote Similarity NPC242556
0.6303 Remote Similarity NPC194881
0.6299 Remote Similarity NPC169433
0.6294 Remote Similarity NPC112373
0.6294 Remote Similarity NPC161956
0.6294 Remote Similarity NPC258531
0.6289 Remote Similarity NPC179787
0.6289 Remote Similarity NPC201380
0.6289 Remote Similarity NPC477134
0.628 Remote Similarity NPC293487
0.627 Remote Similarity NPC78154
0.6267 Remote Similarity NPC69914
0.6267 Remote Similarity NPC476685
0.6267 Remote Similarity NPC476687
0.6267 Remote Similarity NPC476689
0.6265 Remote Similarity NPC317105
0.6258 Remote Similarity NPC110126
0.625 Remote Similarity NPC321911
0.625 Remote Similarity NPC475248
0.625 Remote Similarity NPC63047
0.625 Remote Similarity NPC37548
0.6242 Remote Similarity NPC122141
0.6235 Remote Similarity NPC200743
0.6234 Remote Similarity NPC84911
0.6234 Remote Similarity NPC83214
0.6226 Remote Similarity NPC143872
0.6226 Remote Similarity NPC63545
0.6224 Remote Similarity NPC226143
0.6221 Remote Similarity NPC28848
0.6221 Remote Similarity NPC14325
0.6216 Remote Similarity NPC476140
0.6205 Remote Similarity NPC225018
0.62 Remote Similarity NPC476131
0.6199 Remote Similarity NPC297034
0.6197 Remote Similarity NPC476566
0.6194 Remote Similarity NPC130251
0.6193 Remote Similarity NPC307396
0.619 Remote Similarity NPC476322
0.619 Remote Similarity NPC478183
0.6188 Remote Similarity NPC469811
0.6182 Remote Similarity NPC135141
0.6182 Remote Similarity NPC41257
0.6182 Remote Similarity NPC92796
0.6182 Remote Similarity NPC6436
0.6182 Remote Similarity NPC56765
0.6181 Remote Similarity NPC317564
0.6176 Remote Similarity NPC201634
0.6173 Remote Similarity NPC470233
0.617 Remote Similarity NPC143156
0.6169 Remote Similarity NPC261195
0.6169 Remote Similarity NPC96102
0.6169 Remote Similarity NPC29886
0.6168 Remote Similarity NPC476118
0.6168 Remote Similarity NPC478184
0.6168 Remote Similarity NPC21174
0.6168 Remote Similarity NPC271797
0.6164 Remote Similarity NPC328683
0.6164 Remote Similarity NPC283130
0.6154 Remote Similarity NPC315348
0.6154 Remote Similarity NPC22082
0.6154 Remote Similarity NPC2823
0.6154 Remote Similarity NPC186284
0.6154 Remote Similarity NPC240136
0.6154 Remote Similarity NPC316811
0.6154 Remote Similarity NPC471402
0.6154 Remote Similarity NPC32002
0.6154 Remote Similarity NPC297486
0.6149 Remote Similarity NPC124005
0.6149 Remote Similarity NPC187951
0.6145 Remote Similarity NPC215584
0.6145 Remote Similarity NPC44773
0.614 Remote Similarity NPC242269
0.6135 Remote Similarity NPC295021
0.6133 Remote Similarity NPC473417
0.6129 Remote Similarity NPC105127
0.6129 Remote Similarity NPC52801
0.6129 Remote Similarity NPC469560
0.6127 Remote Similarity NPC59269
0.6127 Remote Similarity NPC326575
0.6121 Remote Similarity NPC193740

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC9856 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.84 Intermediate Similarity NPD7481 Approved
0.84 Intermediate Similarity NPD7480 Approved
0.7742 Intermediate Similarity NPD6300 Approved
0.7742 Intermediate Similarity NPD6299 Approved
0.763 Intermediate Similarity NPD4985 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD2840 Approved
0.7381 Intermediate Similarity NPD990 Approved
0.7381 Intermediate Similarity NPD993 Approved
0.7285 Intermediate Similarity NPD8353 Approved
0.7285 Intermediate Similarity NPD8355 Approved
0.7279 Intermediate Similarity NPD6301 Phase 2
0.7252 Intermediate Similarity NPD2913 Approved
0.7252 Intermediate Similarity NPD2914 Approved
0.7246 Intermediate Similarity NPD1937 Approved
0.7244 Intermediate Similarity NPD3545 Approved
0.7244 Intermediate Similarity NPD3546 Approved
0.7218 Intermediate Similarity NPD2464 Approved
0.7218 Intermediate Similarity NPD2463 Approved
0.7218 Intermediate Similarity NPD2467 Approved
0.7209 Intermediate Similarity NPD4116 Approved
0.719 Intermediate Similarity NPD8354 Approved
0.7188 Intermediate Similarity NPD4115 Approved
0.7188 Intermediate Similarity NPD4114 Approved
0.7153 Intermediate Similarity NPD3385 Approved
0.7068 Intermediate Similarity NPD5631 Phase 3
0.7007 Intermediate Similarity NPD2340 Discontinued
0.7007 Intermediate Similarity NPD6554 Approved
0.7007 Intermediate Similarity NPD45 Approved
0.7 Intermediate Similarity NPD4637 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4047 Discontinued
0.7 Intermediate Similarity NPD6506 Clinical (unspecified phase)
0.697 Remote Similarity NPD2999 Approved
0.697 Remote Similarity NPD3001 Approved
0.6947 Remote Similarity NPD7633 Discontinued
0.694 Remote Similarity NPD5629 Discontinued
0.6929 Remote Similarity NPD4735 Approved
0.6929 Remote Similarity NPD4734 Approved
0.6923 Remote Similarity NPD6285 Phase 2
0.6923 Remote Similarity NPD5253 Approved
0.6908 Remote Similarity NPD5839 Clinical (unspecified phase)
0.6879 Remote Similarity NPD2143 Discontinued
0.6875 Remote Similarity NPD3654 Approved
0.687 Remote Similarity NPD477 Phase 1
0.6857 Remote Similarity NPD7461 Approved
0.6849 Remote Similarity NPD7200 Approved
0.6846 Remote Similarity NPD6606 Clinical (unspecified phase)
0.6839 Remote Similarity NPD6575 Clinical (unspecified phase)
0.6806 Remote Similarity NPD4019 Clinical (unspecified phase)
0.6759 Remote Similarity NPD1001 Discontinued
0.6759 Remote Similarity NPD4300 Clinical (unspecified phase)
0.6757 Remote Similarity NPD1883 Approved
0.6755 Remote Similarity NPD3943 Clinical (unspecified phase)
0.6742 Remote Similarity NPD1721 Clinical (unspecified phase)
0.6716 Remote Similarity NPD2039 Approved
0.6716 Remote Similarity NPD2038 Approved
0.6711 Remote Similarity NPD1255 Approved
0.6711 Remote Similarity NPD1254 Approved
0.6711 Remote Similarity NPD5526 Phase 2
0.6711 Remote Similarity NPD1256 Approved
0.6711 Remote Similarity NPD5527 Clinical (unspecified phase)
0.6711 Remote Similarity NPD3864 Clinical (unspecified phase)
0.6711 Remote Similarity NPD1253 Approved
0.6689 Remote Similarity NPD4450 Approved
0.6689 Remote Similarity NPD4451 Approved
0.6688 Remote Similarity NPD3248 Phase 1
0.6667 Remote Similarity NPD6712 Approved
0.6667 Remote Similarity NPD4374 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6713 Approved
0.6645 Remote Similarity NPD7469 Discontinued
0.6645 Remote Similarity NPD1683 Approved
0.6644 Remote Similarity NPD1998 Approved
0.6644 Remote Similarity NPD4866 Approved
0.6644 Remote Similarity NPD2292 Approved
0.6644 Remote Similarity NPD4867 Approved
0.6644 Remote Similarity NPD3841 Phase 3
0.664 Remote Similarity NPD6548 Approved
0.664 Remote Similarity NPD6549 Approved
0.6623 Remote Similarity NPD3401 Clinical (unspecified phase)
0.6623 Remote Similarity NPD1870 Approved
0.6623 Remote Similarity NPD1866 Approved
0.6623 Remote Similarity NPD1864 Clinical (unspecified phase)
0.6623 Remote Similarity NPD4509 Discontinued
0.6623 Remote Similarity NPD3276 Approved
0.6623 Remote Similarity NPD5254 Discontinued
0.6621 Remote Similarity NPD2119 Approved
0.6621 Remote Similarity NPD2118 Approved
0.662 Remote Similarity NPD3623 Clinical (unspecified phase)
0.662 Remote Similarity NPD3622 Clinical (unspecified phase)
0.6619 Remote Similarity NPD5657 Phase 3
0.6618 Remote Similarity NPD5181 Approved
0.6618 Remote Similarity NPD5179 Approved
0.6618 Remote Similarity NPD5180 Approved
0.66 Remote Similarity NPD4410 Clinical (unspecified phase)
0.66 Remote Similarity NPD4411 Phase 1
0.6599 Remote Similarity NPD3476 Approved
0.6599 Remote Similarity NPD6820 Approved
0.6599 Remote Similarity NPD3475 Approved
0.6599 Remote Similarity NPD6822 Approved
0.6594 Remote Similarity NPD6070 Approved
0.6594 Remote Similarity NPD6069 Approved
0.6582 Remote Similarity NPD2882 Phase 1
0.6582 Remote Similarity NPD6707 Clinical (unspecified phase)
0.6571 Remote Similarity NPD3499 Approved
0.6571 Remote Similarity NPD2212 Approved
0.6571 Remote Similarity NPD2210 Approved
0.6571 Remote Similarity NPD3498 Approved
0.6567 Remote Similarity NPD3548 Approved
0.6565 Remote Similarity NPD1728 Clinical (unspecified phase)
0.6562 Remote Similarity NPD7091 Discontinued
0.6561 Remote Similarity NPD5538 Clinical (unspecified phase)
0.6556 Remote Similarity NPD2733 Approved
0.6531 Remote Similarity NPD947 Approved
0.6531 Remote Similarity NPD4857 Phase 1
0.6513 Remote Similarity NPD2304 Approved
0.65 Remote Similarity NPD1668 Clinical (unspecified phase)
0.6497 Remote Similarity NPD4547 Phase 3
0.6493 Remote Similarity NPD2679 Approved
0.6493 Remote Similarity NPD2678 Approved
0.6493 Remote Similarity NPD8010 Approved
0.6493 Remote Similarity NPD8009 Approved
0.6489 Remote Similarity NPD2244 Clinical (unspecified phase)
0.6488 Remote Similarity NPD7662 Clinical (unspecified phase)
0.6483 Remote Similarity NPD6900 Discontinued
0.6483 Remote Similarity NPD1950 Approved
0.6483 Remote Similarity NPD1949 Approved
0.648 Remote Similarity NPD2997 Approved
0.648 Remote Similarity NPD2998 Approved
0.648 Remote Similarity NPD3000 Approved
0.6478 Remote Similarity NPD6158 Phase 2
0.6478 Remote Similarity NPD6476 Clinical (unspecified phase)
0.6471 Remote Similarity NPD1902 Approved
0.6471 Remote Similarity NPD1904 Approved
0.6467 Remote Similarity NPD4029 Approved
0.6467 Remote Similarity NPD3942 Approved
0.6467 Remote Similarity NPD3944 Approved
0.6467 Remote Similarity NPD6318 Clinical (unspecified phase)
0.6467 Remote Similarity NPD4028 Approved
0.6467 Remote Similarity NPD4030 Approved
0.6467 Remote Similarity NPD6821 Approved
0.6458 Remote Similarity NPD2940 Approved
0.6458 Remote Similarity NPD2938 Approved
0.6456 Remote Similarity NPD3100 Discontinued
0.6452 Remote Similarity NPD2866 Approved
0.6442 Remote Similarity NPD6524 Clinical (unspecified phase)
0.6434 Remote Similarity NPD6499 Approved
0.6434 Remote Similarity NPD6498 Approved
0.642 Remote Similarity NPD4326 Phase 2
0.6419 Remote Similarity NPD6451 Discontinued
0.6414 Remote Similarity NPD8128 Discontinued
0.6412 Remote Similarity NPD1419 Approved
0.6412 Remote Similarity NPD1417 Approved
0.641 Remote Similarity NPD7017 Clinical (unspecified phase)
0.6403 Remote Similarity NPD1720 Phase 2
0.6403 Remote Similarity NPD1723 Phase 2
0.6403 Remote Similarity NPD2622 Approved
0.6402 Remote Similarity NPD7220 Approved
0.6389 Remote Similarity NPD5787 Discontinued
0.6386 Remote Similarity NPD6794 Approved
0.6384 Remote Similarity NPD8240 Discontinued
0.6377 Remote Similarity NPD3149 Approved
0.6377 Remote Similarity NPD2659 Approved
0.6377 Remote Similarity NPD3150 Approved
0.6377 Remote Similarity NPD2658 Approved
0.6377 Remote Similarity NPD3147 Approved
0.6377 Remote Similarity NPD3148 Approved
0.637 Remote Similarity NPD5838 Phase 2
0.6369 Remote Similarity NPD6827 Clinical (unspecified phase)
0.6369 Remote Similarity NPD6828 Phase 2
0.6364 Remote Similarity NPD3323 Discontinued
0.6357 Remote Similarity NPD6660 Discontinued
0.6352 Remote Similarity NPD5546 Clinical (unspecified phase)
0.6351 Remote Similarity NPD3424 Clinical (unspecified phase)
0.6351 Remote Similarity NPD8263 Discontinued
0.6346 Remote Similarity NPD2006 Phase 2
0.6346 Remote Similarity NPD2007 Clinical (unspecified phase)
0.6343 Remote Similarity NPD1065 Approved
0.6343 Remote Similarity NPD1064 Approved
0.634 Remote Similarity NPD1262 Discovery
0.6333 Remote Similarity NPD1316 Discontinued
0.6333 Remote Similarity NPD1251 Discontinued
0.6333 Remote Similarity NPD6740 Clinical (unspecified phase)
0.6329 Remote Similarity NPD1886 Approved
0.6329 Remote Similarity NPD4402 Clinical (unspecified phase)
0.6325 Remote Similarity NPD2915 Discontinued
0.6324 Remote Similarity NPD1108 Approved
0.6324 Remote Similarity NPD1539 Approved
0.6324 Remote Similarity NPD1107 Approved
0.6316 Remote Similarity NPD2867 Approved
0.6316 Remote Similarity NPD4880 Discontinued
0.6312 Remote Similarity NPD4463 Approved
0.6312 Remote Similarity NPD4462 Approved
0.631 Remote Similarity NPD5436 Phase 1
0.6306 Remote Similarity NPD1918 Clinical (unspecified phase)
0.6306 Remote Similarity NPD5595 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6017 Discontinued
0.6304 Remote Similarity NPD1764 Approved
0.6304 Remote Similarity NPD1762 Approved
0.6301 Remote Similarity NPD6320 Approved
0.6296 Remote Similarity NPD2243 Clinical (unspecified phase)
0.6294 Remote Similarity NPD4128 Approved

Structure

External Identifiers

PubChem CID   10457065
ChEMBL   CHEMBL518720
ZINC  

Physicochemical Properties

Molecular Weight:  462.18
ALogP:  -0.6786
MLogP:  4.54
XLogP:  8.36
# Rotatable Bonds:  3
Polar Surface Area:  31.2
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  8
# Heavy Atoms:  36

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs