Natural Product: NPC124276

Natural Product ID:  NPC124276
Common Name:   Cribrostatin 6
IUPAC Name:   9-ethoxy-3,8-dimethylimidazo[5,1-a]isoquinoline-7,10-dione
Synonyms:   cribrostatin 6
Molecular Formula:   C15H14N2O3
Standard InCHIKey:  WTVDYUNSMHFLEA-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H14N2O3/c1-4-20-15-8(2)13(18)10-5-6-17-9(3)16-7-11(17)12(10)14(15)19/h5-7H,4H2,1-3H3
Canonical SMILES:  CCOC1=C(C)C(=O)c2c(C1=O)c1cnc(n1cc2)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
NPO33225 cribrochalina sp. Species Niphatidae Eukaryota PMID[12713412]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT19 Organism Escherichia coli Escherichia coli MIC > 64 ug/ml 22705020
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae MIC > 64 ug/ml 22705020
NPT174 Organism Streptococcus Streptococcus MIC = 16 ug/ml 22705020
NPT1521 Organism Stenotrophomonas maltophilia Stenotrophomonas maltophilia MIC > 64 ug/ml 23634668
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC = 2 ug/ml 23634668
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC = 1 ug/ml 23634668
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 2 ug/ml 23634668
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC = 0.5 ug/ml 23634668
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 32 ug/ml 23634668
NPT83 Cell Line MCF7 Homo sapiens GI50 = 0.21 ug/ml 21314138
NPT168 Cell Line P388 Mus musculus ED50 = 0.3 ug/ml 21314138
NPT397 Cell Line NCI-H460 Homo sapiens GI50 > 1 ug/ml 23398362
NPT395 Cell Line SF-268 Homo sapiens GI50 = 0.24 ug/ml 23398362
NPT90 Cell Line DU-145 Homo sapiens GI50 = 0.38 ug/ml 23398362
NPT575 Cell Line KM-20L2 Homo sapiens GI50 > 1 ug/ml 23398362
NPT20 Organism Candida albicans Candida albicans MIC = 64 ug/ml 23398362
NPT168 Cell Line P388 Mus musculus GI50 = 0.29 ug/ml 23398362
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 16 ug/ml 23398362
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans MIC = 2 ug/ml 23398362
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 16 ug/ml 23398362
NPT1081 Cell Line BXPC-3 Homo sapiens GI50 > 1 ug/ml 20585132
NPT1522 Organism Neisseria gonorrhoeae Neisseria gonorrhoeae MIC = 0.0625 ug/ml DrugMatrix in vitro pharmacology data

  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 NPC124276 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
0.6708 Remote Similarity NPC470140
0.6687 Remote Similarity NPC470139
0.6667 Remote Similarity NPC470138
0.6562 Remote Similarity NPC25465
0.6486 Remote Similarity NPC61011
0.6442 Remote Similarity NPC126634
0.6391 Remote Similarity NPC174020
0.6386 Remote Similarity NPC210947
0.6383 Remote Similarity NPC46895
0.6378 Remote Similarity NPC83774
0.6368 Remote Similarity NPC133782
0.6368 Remote Similarity NPC527
0.6368 Remote Similarity NPC144474
0.6313 Remote Similarity NPC54537
0.631 Remote Similarity NPC73994
0.6265 Remote Similarity NPC470141
0.6263 Remote Similarity NPC101676
0.6258 Remote Similarity NPC235501
0.6131 Remote Similarity NPC81535
0.6117 Remote Similarity NPC242923
0.6098 Remote Similarity NPC243319
0.6094 Remote Similarity NPC476341
0.6082 Remote Similarity NPC8590
0.6071 Remote Similarity NPC18223
0.6071 Remote Similarity NPC237812
0.6061 Remote Similarity NPC233431
0.6061 Remote Similarity NPC300139
0.6059 Remote Similarity NPC286696
0.6059 Remote Similarity NPC185903
0.6012 Remote Similarity NPC180462
0.6011 Remote Similarity NPC317054
0.6 Remote Similarity NPC12649
0.599 Remote Similarity NPC201900
0.5981 Remote Similarity NPC282247
0.5965 Remote Similarity NPC76544
0.5965 Remote Similarity NPC226184
0.5955 Remote Similarity NPC282531
0.5941 Remote Similarity NPC121327
0.5933 Remote Similarity NPC273327
0.5915 Remote Similarity NPC308906
0.589 Remote Similarity NPC15566
0.5889 Remote Similarity NPC469975
0.5886 Remote Similarity NPC327477
0.5885 Remote Similarity NPC54981
0.5882 Remote Similarity NPC143977
0.5872 Remote Similarity NPC167285
0.5864 Remote Similarity NPC477119
0.5846 Remote Similarity NPC477118
0.5816 Remote Similarity NPC477120
0.581 Remote Similarity NPC100726
0.5802 Remote Similarity NPC470142
0.5801 Remote Similarity NPC60537
0.5795 Remote Similarity NPC285923
0.5792 Remote Similarity NPC106824
0.5778 Remote Similarity NPC207633
0.5764 Remote Similarity NPC168911
0.5764 Remote Similarity NPC212213
0.5748 Remote Similarity NPC12100
0.5748 Remote Similarity NPC267811
0.5748 Remote Similarity NPC238945
0.5747 Remote Similarity NPC472288
0.5742 Remote Similarity NPC116555
0.5742 Remote Similarity NPC71238
0.5736 Remote Similarity NPC118084
0.5735 Remote Similarity NPC477419
0.5735 Remote Similarity NPC477417
0.5735 Remote Similarity NPC284338
0.5731 Remote Similarity NPC320818
0.5728 Remote Similarity NPC50511
0.5727 Remote Similarity NPC107160
0.5714 Remote Similarity NPC472070
0.5714 Remote Similarity NPC470679
0.5714 Remote Similarity NPC217021
0.5686 Remote Similarity NPC239954
0.5683 Remote Similarity NPC472833
0.5678 Remote Similarity NPC472289
0.5677 Remote Similarity NPC469529
0.5661 Remote Similarity NPC125659
0.5661 Remote Similarity NPC168702
0.5659 Remote Similarity NPC473878
0.5659 Remote Similarity NPC74413
0.5658 Remote Similarity NPC326248
0.5658 Remote Similarity NPC187191
0.5656 Remote Similarity NPC187145
0.5652 Remote Similarity NPC472063
0.5652 Remote Similarity NPC472062
0.5652 Remote Similarity NPC120070
0.5652 Remote Similarity NPC472069
0.5644 Remote Similarity NPC198673
0.5642 Remote Similarity NPC17305
0.5631 Remote Similarity NPC156003
0.5628 Remote Similarity NPC472260
0.5622 Remote Similarity NPC114974
0.5614 Remote Similarity NPC71236
0.5602 Remote Similarity NPC65080

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC124276 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
0.6627 Remote Similarity NPD568 Approved
0.6627 Remote Similarity NPD566 Approved
0.6627 Remote Similarity NPD567 Approved
0.6612 Remote Similarity NPD3432 Approved
0.6545 Remote Similarity NPD875 Clinical (unspecified phase)
0.6527 Remote Similarity NPD174 Discontinued
0.6519 Remote Similarity NPD3347 Clinical (unspecified phase)
0.6416 Remote Similarity NPD536 Clinical (unspecified phase)
0.6408 Remote Similarity NPD1623 Approved
0.64 Remote Similarity NPD3840 Phase 2
0.64 Remote Similarity NPD3839 Phase 2
0.6364 Remote Similarity NPD2881 Approved
0.6364 Remote Similarity NPD2879 Approved
0.6349 Remote Similarity NPD1308 Approved
0.6321 Remote Similarity NPD3431 Approved
0.6321 Remote Similarity NPD3430 Approved
0.6319 Remote Similarity NPD9582 Phase 3
0.6305 Remote Similarity NPD5072 Discontinued
0.6304 Remote Similarity NPD966 Clinical (unspecified phase)
0.6304 Remote Similarity NPD1037 Clinical (unspecified phase)
0.629 Remote Similarity NPD1272 Clinical (unspecified phase)
0.6289 Remote Similarity NPD460 Discontinued
0.628 Remote Similarity NPD7471 Discontinued
0.6238 Remote Similarity NPD3905 Phase 3
0.6232 Remote Similarity NPD2412 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4341 Clinical (unspecified phase)
0.6202 Remote Similarity NPD8271 Discontinued
0.618 Remote Similarity NPD2604 Approved
0.6178 Remote Similarity NPD2814 Clinical (unspecified phase)
0.6168 Remote Similarity NPD9628 Approved
0.6154 Remote Similarity NPD5974 Approved
0.6154 Remote Similarity NPD5973 Phase 2
0.6146 Remote Similarity NPD4940 Approved
0.6139 Remote Similarity NPD2130 Discontinued
0.6133 Remote Similarity NPD2593 Clinical (unspecified phase)
0.6119 Remote Similarity NPD2807 Discontinued
0.6111 Remote Similarity NPD1952 Discontinued
0.6105 Remote Similarity NPD9627 Approved
0.6103 Remote Similarity NPD1286 Suspended
0.6099 Remote Similarity NPD418 Approved
0.6098 Remote Similarity NPD9081 Clinical (unspecified phase)
0.6071 Remote Similarity NPD9133 Approved
0.6067 Remote Similarity NPD1257 Approved
0.6067 Remote Similarity NPD2660 Approved
0.6067 Remote Similarity NPD2662 Approved
0.6065 Remote Similarity NPD7888 Approved
0.6065 Remote Similarity NPD7887 Approved
0.6062 Remote Similarity NPD3913 Clinical (unspecified phase)
0.6062 Remote Similarity NPD5757 Discontinued
0.6058 Remote Similarity NPD5679 Clinical (unspecified phase)
0.6051 Remote Similarity NPD5686 Approved
0.6051 Remote Similarity NPD5685 Approved
0.6049 Remote Similarity NPD4612 Discontinued
0.6034 Remote Similarity NPD3906 Approved
0.6033 Remote Similarity NPD1333 Phase 3
0.6031 Remote Similarity NPD3002 Clinical (unspecified phase)
0.6029 Remote Similarity NPD2008 Discontinued
0.6022 Remote Similarity NPD1869 Phase 2
0.6011 Remote Similarity NPD1015 Phase 2
0.6011 Remote Similarity NPD1016 Phase 2
0.601 Remote Similarity NPD978 Clinical (unspecified phase)
0.6 Remote Similarity NPD3697 Discontinued
0.6 Remote Similarity NPD5016 Approved
0.5991 Remote Similarity NPD4555 Clinical (unspecified phase)
0.599 Remote Similarity NPD2137 Approved
0.599 Remote Similarity NPD2138 Approved
0.5988 Remote Similarity NPD9183 Clinical (unspecified phase)
0.598 Remote Similarity NPD4446 Approved
0.598 Remote Similarity NPD7103 Approved
0.598 Remote Similarity NPD3362 Clinical (unspecified phase)
0.598 Remote Similarity NPD7023 Clinical (unspecified phase)
0.5979 Remote Similarity NPD6721 Phase 1
0.5972 Remote Similarity NPD5887 Clinical (unspecified phase)
0.597 Remote Similarity NPD5665 Clinical (unspecified phase)
0.5968 Remote Similarity NPD2333 Discontinued
0.5961 Remote Similarity NPD3497 Clinical (unspecified phase)
0.5947 Remote Similarity NPD4155 Approved
0.5942 Remote Similarity NPD1600 Suspended
0.5939 Remote Similarity NPD1658 Discontinued
0.5938 Remote Similarity NPD1233 Suspended
0.5933 Remote Similarity NPD2411 Approved
0.5932 Remote Similarity NPD962 Phase 3
0.592 Remote Similarity NPD1249 Clinical (unspecified phase)
0.5918 Remote Similarity NPD207 Discontinued
0.5918 Remote Similarity NPD2152 Clinical (unspecified phase)
0.5917 Remote Similarity NPD576 Discontinued
0.5915 Remote Similarity NPD8105 Discontinued
0.5913 Remote Similarity NPD4990 Clinical (unspecified phase)
0.5913 Remote Similarity NPD7465 Suspended
0.5912 Remote Similarity NPD3405 Phase 3
0.5911 Remote Similarity NPD4458 Phase 2
0.5911 Remote Similarity NPD4459 Clinical (unspecified phase)
0.5902 Remote Similarity NPD1915 Phase 1
0.5902 Remote Similarity NPD4299 Phase 1
0.5897 Remote Similarity NPD2591 Phase 2
0.5897 Remote Similarity NPD4902 Discontinued
0.5896 Remote Similarity NPD1451 Approved
0.5896 Remote Similarity NPD1591 Approved
0.5889 Remote Similarity NPD3612 Phase 2
0.5888 Remote Similarity NPD5827 Discontinued
0.5885 Remote Similarity NPD5508 Phase 1
0.5879 Remote Similarity NPD939 Clinical (unspecified phase)
0.5879 Remote Similarity NPD3485 Clinical (unspecified phase)
0.5876 Remote Similarity NPD1690 Clinical (unspecified phase)
0.5865 Remote Similarity NPD2819 Clinical (unspecified phase)
0.5864 Remote Similarity NPD2731 Phase 2
0.5864 Remote Similarity NPD3041 Approved
0.5859 Remote Similarity NPD459 Clinical (unspecified phase)
0.5856 Remote Similarity NPD6970 Phase 2
0.585 Remote Similarity NPD8641 Approved
0.5837 Remote Similarity NPD7705 Clinical (unspecified phase)
0.5829 Remote Similarity NPD6619 Phase 3
0.5829 Remote Similarity NPD4213 Clinical (unspecified phase)
0.5829 Remote Similarity NPD2847 Phase 2
0.5829 Remote Similarity NPD2222 Discontinued
0.5825 Remote Similarity NPD1287 Phase 2
0.5822 Remote Similarity NPD2813 Phase 3
0.5822 Remote Similarity NPD5523 Approved
0.5822 Remote Similarity NPD2812 Clinical (unspecified phase)
0.5822 Remote Similarity NPD5524 Approved
0.5822 Remote Similarity NPD6218 Discontinued
0.582 Remote Similarity NPD3418 Clinical (unspecified phase)
0.582 Remote Similarity NPD1567 Clinical (unspecified phase)
0.5816 Remote Similarity NPD3378 Clinical (unspecified phase)
0.5814 Remote Similarity NPD6210 Phase 3
0.5812 Remote Similarity NPD5843 Discontinued
0.5812 Remote Similarity NPD2716 Discontinued
0.5808 Remote Similarity NPD2755 Discontinued
0.5805 Remote Similarity NPD4924 Clinical (unspecified phase)
0.5802 Remote Similarity NPD2547 Discontinued
0.5801 Remote Similarity NPD2180 Approved
0.5797 Remote Similarity NPD2877 Clinical (unspecified phase)
0.5797 Remote Similarity NPD2876 Phase 3
0.5795 Remote Similarity NPD721 Approved
0.5789 Remote Similarity NPD5996 Clinical (unspecified phase)
0.5785 Remote Similarity NPD8159 Discontinued
0.5784 Remote Similarity NPD3130 Discontinued
0.578 Remote Similarity NPD3938 Phase 1
0.5775 Remote Similarity NPD705 Clinical (unspecified phase)
0.5773 Remote Similarity NPD2523 Phase 2
0.5773 Remote Similarity NPD2526 Phase 2
0.5771 Remote Similarity NPD3706 Clinical (unspecified phase)
0.5769 Remote Similarity NPD1506 Discontinued
0.5769 Remote Similarity NPD1197 Approved
0.5769 Remote Similarity NPD8410 Clinical (unspecified phase)
0.5766 Remote Similarity NPD8119 Discontinued
0.5761 Remote Similarity NPD8504 Discovery
0.5759 Remote Similarity NPD7297 Phase 2
0.575 Remote Similarity NPD1368 Approved
0.5749 Remote Similarity NPD2965 Clinical (unspecified phase)
0.5746 Remote Similarity NPD1027 Approved
0.5746 Remote Similarity NPD1030 Approved
0.5746 Remote Similarity NPD1029 Clinical (unspecified phase)
0.5746 Remote Similarity NPD1731 Clinical (unspecified phase)
0.5745 Remote Similarity NPD2478 Clinical (unspecified phase)
0.5742 Remote Similarity NPD2824 Phase 2
0.5742 Remote Similarity NPD1367 Phase 2
0.5741 Remote Similarity NPD6856 Discontinued
0.574 Remote Similarity NPD6223 Clinical (unspecified phase)
0.5735 Remote Similarity NPD4863 Approved
0.573 Remote Similarity NPD775 Approved
0.5728 Remote Similarity NPD429 Approved
0.5723 Remote Similarity NPD300 Approved
0.5721 Remote Similarity NPD6470 Phase 3
0.5721 Remote Similarity NPD3460 Discontinued
0.5714 Remote Similarity NPD2128 Phase 1
0.5714 Remote Similarity NPD4187 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4896 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5107 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6545 Clinical (unspecified phase)
0.5708 Remote Similarity NPD7182 Clinical (unspecified phase)
0.5707 Remote Similarity NPD1599 Approved
0.5707 Remote Similarity NPD2536 Discontinued
0.5701 Remote Similarity NPD2402 Approved
0.5701 Remote Similarity NPD2401 Approved
0.57 Remote Similarity NPD6626 Approved
0.5699 Remote Similarity NPD1288 Clinical (unspecified phase)
0.5696 Remote Similarity NPD5116 Phase 1
0.5692 Remote Similarity NPD1641 Discontinued
0.5691 Remote Similarity NPD5269 Clinical (unspecified phase)
0.5691 Remote Similarity NPD1313 Approved
0.5689 Remote Similarity NPD1355 Clinical (unspecified phase)
0.5689 Remote Similarity NPD1354 Approved
0.5689 Remote Similarity NPD1356 Approved
0.5684 Remote Similarity NPD2875 Clinical (unspecified phase)
0.5683 Remote Similarity NPD1303 Phase 1
0.5682 Remote Similarity NPD724 Approved
0.5682 Remote Similarity NPD5342 Clinical (unspecified phase)
0.5681 Remote Similarity NPD7277 Approved
0.5681 Remote Similarity NPD7557 Clinical (unspecified phase)
0.5681 Remote Similarity NPD2363 Discontinued
0.5681 Remote Similarity NPD7276 Approved
0.568 Remote Similarity NPD6837 Clinical (unspecified phase)
0.568 Remote Similarity NPD8629 Discontinued
0.5673 Remote Similarity NPD1119 Phase 2
0.5673 Remote Similarity NPD6714 Phase 3
0.5672 Remote Similarity NPD3406 Suspended
0.567 Remote Similarity NPD1893 Phase 2
0.567 Remote Similarity NPD1892 Phase 2
0.567 Remote Similarity NPD2930 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   9903535
ChEMBL   CHEMBL447648
ZINC  

Physicochemical Properties

Molecular Weight:  270.10
ALogP:  0.2263
MLogP:  2.56
XLogP:  1.932
# Rotatable Bonds:  5
Polar Surface Area:  61.19
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  20

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