Natural Product: NPC217537

Natural Product ID:  NPC217537
Common Name:   Sid492821
IUPAC Name:   4-bromo-3-butyl-5-(dibromomethylidene)furan-2-one
Synonyms:  
Molecular Formula:   C9H9Br3O2
Standard InCHIKey:  VGADRJOQALVEDC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C9H9Br3O2/c1-2-3-4-5-6(10)7(8(11)12)14-9(5)13/h2-4H2,1H3
Canonical SMILES:  CCCCC1=C(Br)C(=C(Br)Br)OC1=O
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
NPO14524 Delisea pulchra Species Bonnemaisoniaceae Eukaryota PMID[16933872]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens GI50 3019.95 nM 22413887
NPT308 Cell Line CAKI-1 Homo sapiens GI50 2147.83 nM 20643902
NPT2 Others Unspecified IC50 = 1800 nM 14738378
NPT455 Cell Line NCI-H522 Homo sapiens GI50 1862.09 nM PubChem BioAssay data set
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 2546.83 nM 25945867
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 13678412
NPT323 Cell Line SW-620 Homo sapiens GI50 3341.95 nM 19093848
NPT397 Cell Line NCI-H460 Homo sapiens GI50 4560.37 nM 8229017
NPT2 Others Unspecified ED50 > 20 ug/ml 25136754
NPT858 Cell Line LNCaP Homo sapiens ED50 = 9.3 ug/ml 8946744
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 2454.71 nM 25237727
NPT112 Cell Line MOLT-4 Homo sapiens GI50 1832.31 nM 17190444
NPT386 Cell Line KM12 Homo sapiens GI50 3288.52 nM 24660966
NPT168 Cell Line P388 Mus musculus ED50 > 5 ug/ml 19969457
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 1 mm 17548494
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml DrugMatrix in vitro pharmacology data
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 2792.54 nM DrugMatrix in vivo data: Pathology
NPT111 Cell Line K562 Homo sapiens GI50 3318.94 nM 12398541
NPT578 Cell Line SNB-78 Homo sapiens GI50 6011.74 nM 17958396
NPT574 Cell Line XF498 Homo sapiens GI50 7620.79 nM 25314007
NPT395 Cell Line SF-268 Homo sapiens GI50 2612.16 nM 19670875
NPT399 Cell Line SF-295 Homo sapiens GI50 10592.54 nM 12431049
NPT458 Cell Line IGROV-1 Homo sapiens GI50 2254.24 nM PubChem BioAssay data set
NPT575 Cell Line KM-20L2 Homo sapiens GI50 8649.68 nM DrugMatrix in vitro pharmacology data
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 11 mm PubChem BioAssay data set
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 1794.73 nM 10.6019/CHEMBL1201861
NPT398 Cell Line UACC-62 Homo sapiens GI50 2415.46 nM 19783438
NPT372 Cell Line HOP-92 Homo sapiens GI50 10990.06 nM 12880316
NPT405 Cell Line NCI-H226 Homo sapiens GI50 3999.45 nM 20579892
NPT83 Cell Line MCF7 Homo sapiens GI50 3539.97 nM 22691179
NPT139 Cell Line HT-29 Homo sapiens GI50 3083.19 nM 19746919
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity > 50 % PubChem BioAssay data set
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 379.31 nM 10.1039/C4MD00086B
NPT2 Others Unspecified IC50 >= 200000 nM 10924160
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 26091285
NPT391 Cell Line HCC 2998 Homo sapiens GI50 6309.57 nM 17190444
NPT2 Others Unspecified ED50 = 6.4 ug/ml 23558238
NPT370 Cell Line NCI-H23 Homo sapiens GI50 4365.16 nM 16680159
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 13 mm 15921421
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 2779.71 nM 18625769
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 4140 nM DrugMatrix in vitro pharmacology data
NPT579 Cell Line DLD-1 Homo sapiens GI50 1896.71 nM 24513045
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity > 50 % 19746919
NPT2 Others Unspecified IC50 = 3000 nM 10650087
NPT168 Cell Line P388 Mus musculus GI50 504.66 nM 19921834
NPT388 Cell Line NCI-H322M Homo sapiens GI50 9057.33 nM 20541427
NPT379 Cell Line HOP-62 Homo sapiens GI50 7961.59 nM 22119124
NPT116 Cell Line HL-60 Homo sapiens GI50 1853.53 nM 23849207
NPT1034 Cell Line Lu1 Homo sapiens ED50 > 10.3 ug/ml 24721832
NPT392 Cell Line SNB-75 Homo sapiens GI50 5636.38 nM 24689881
NPT732 Cell Line HOP-18 Homo sapiens GI50 3944.57 nM 23398362
NPT572 Cell Line DMS-273 Homo sapiens GI50 2741.57 nM 21090801
NPT762 Cell Line A-431 Homo sapiens ED50 = 10.5 ug/ml 1319492
NPT376 Cell Line A498 Homo sapiens GI50 15170.5 nM 9784111
NPT2 Others Unspecified IC50 = 14360 nM 18215443
NPT390 Cell Line LOX IMVI Homo sapiens GI50 1866.38 nM 19914747
NPT573 Cell Line M19-MEL Homo sapiens GI50 2741.57 nM 21051535
NPT148 Cell Line HCT-15 Homo sapiens GI50 2202.93 nM 21420296
NPT403 Cell Line UACC-257 Homo sapiens GI50 2483.13 nM 9322362
NPT738 Cell Line SN12K1 Homo sapiens GI50 1963.36 nM 15217281
NPT1726 Organism Vibrio harveyi Vibrio harveyi GI50 = 20500 nM 8133298
NPT368 Cell Line SN12C Homo sapiens GI50 2747.89 nM 23758051
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 17579.24 nM 23747224
NPT394 Cell Line EKVX Homo sapiens GI50 2494.59 nM 25497963
NPT380 Cell Line U-251 Homo sapiens GI50 5470.16 nM 18001087
NPT81 Cell Line A549 Homo sapiens GI50 17060.82 nM 10543899
NPT383 Cell Line SNB-19 Homo sapiens GI50 7888.6 nM PubChem BioAssay data set
NPT371 Cell Line UO-31 Homo sapiens GI50 11885.02 nM 19674906
NPT374 Cell Line SF-539 Homo sapiens GI50 3258.37 nM 25302529
NPT375 Cell Line Malme-3M Homo sapiens GI50 2254.24 nM 18183025
NPT2 Others Unspecified ED50 = 12.4 ug/ml 22037378
NPT406 Cell Line RXF 393 Homo sapiens GI50 2094.11 nM 26005918
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 3169.57 nM 20498323
NPT453 Cell Line HT-1080 Homo sapiens ED50 > 20 ug/ml 26034885
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 3706.81 nM 22276679
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 8.6 ug/ml 20045651
NPT2 Others Unspecified ED50 = 4.2 ug/ml PubChem BioAssay data set
NPT576 Cell Line DMS-114 Homo sapiens GI50 2074.91 nM 11123988
NPT407 Cell Line COLO 205 Homo sapiens GI50 3013.01 nM 19013823
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 8 mm 17567069
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 16519.62 nM 17665952
NPT552 Cell Line P388/ADR Mus musculus GI50 442.59 nM PubChem BioAssay data set

  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 NPC217537 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
0.9661 High Similarity NPC53136
0.9661 High Similarity NPC173409
0.8906 High Similarity NPC494
0.8636 High Similarity NPC112983
0.8636 High Similarity NPC162571
0.8571 High Similarity NPC475110
0.8382 Intermediate Similarity NPC177030
0.8235 Intermediate Similarity NPC146583
0.8143 Intermediate Similarity NPC225022
0.8143 Intermediate Similarity NPC238554
0.7826 Intermediate Similarity NPC269103
0.7826 Intermediate Similarity NPC124072
0.7778 Intermediate Similarity NPC228902
0.7778 Intermediate Similarity NPC24827
0.7681 Intermediate Similarity NPC299932
0.7681 Intermediate Similarity NPC475113
0.7568 Intermediate Similarity NPC286816
0.7568 Intermediate Similarity NPC199134
0.7361 Intermediate Similarity NPC188354
0.7231 Intermediate Similarity NPC133600
0.7164 Intermediate Similarity NPC132243
0.7027 Intermediate Similarity NPC469414
0.7027 Intermediate Similarity NPC329826
0.6974 Remote Similarity NPC85743
0.6974 Remote Similarity NPC102065
0.6957 Remote Similarity NPC131174
0.6957 Remote Similarity NPC133904
0.6901 Remote Similarity NPC287705
0.6901 Remote Similarity NPC218477
0.6875 Remote Similarity NPC478117
0.6857 Remote Similarity NPC248125
0.6842 Remote Similarity NPC68156
0.6769 Remote Similarity NPC86948
0.6765 Remote Similarity NPC151648
0.6714 Remote Similarity NPC182794
0.6714 Remote Similarity NPC220766
0.6667 Remote Similarity NPC474823
0.6622 Remote Similarity NPC186531
0.6622 Remote Similarity NPC84038
0.6622 Remote Similarity NPC133098
0.662 Remote Similarity NPC315115
0.662 Remote Similarity NPC191233
0.6618 Remote Similarity NPC429928
0.6615 Remote Similarity NPC173157
0.6575 Remote Similarity NPC475004
0.6575 Remote Similarity NPC232812
0.6575 Remote Similarity NPC473277
0.6533 Remote Similarity NPC474705
0.6533 Remote Similarity NPC144419
0.6528 Remote Similarity NPC203335
0.6528 Remote Similarity NPC21998
0.6486 Remote Similarity NPC37929
0.6486 Remote Similarity NPC64234
0.6486 Remote Similarity NPC67183
0.6479 Remote Similarity NPC471556
0.6479 Remote Similarity NPC470688
0.6471 Remote Similarity NPC286189
0.6438 Remote Similarity NPC470032
0.6438 Remote Similarity NPC79220
0.6438 Remote Similarity NPC313444
0.6429 Remote Similarity NPC44343
0.6429 Remote Similarity NPC155849
0.6429 Remote Similarity NPC68110
0.6429 Remote Similarity NPC473737
0.6429 Remote Similarity NPC179087
0.6429 Remote Similarity NPC210303
0.641 Remote Similarity NPC316324
0.6406 Remote Similarity NPC191643
0.6364 Remote Similarity NPC478194
0.6364 Remote Similarity NPC478193
0.6364 Remote Similarity NPC478191
0.6364 Remote Similarity NPC478192
0.6364 Remote Similarity NPC478195
0.6364 Remote Similarity NPC49028
0.6364 Remote Similarity NPC478196
0.6351 Remote Similarity NPC470693
0.6351 Remote Similarity NPC265574
0.6329 Remote Similarity NPC315765
0.6324 Remote Similarity NPC189700
0.6316 Remote Similarity NPC287878
0.6308 Remote Similarity NPC473784
0.6301 Remote Similarity NPC132286
0.6296 Remote Similarity NPC42470
0.6286 Remote Similarity NPC15193
0.6282 Remote Similarity NPC123360
0.6267 Remote Similarity NPC315597
0.6267 Remote Similarity NPC315285
0.6267 Remote Similarity NPC316029
0.625 Remote Similarity NPC471566
0.625 Remote Similarity NPC476589
0.625 Remote Similarity NPC471565
0.6234 Remote Similarity NPC259599
0.6234 Remote Similarity NPC474758
0.6234 Remote Similarity NPC294434
0.6234 Remote Similarity NPC476355
0.6234 Remote Similarity NPC117746
0.6234 Remote Similarity NPC15499
0.6216 Remote Similarity NPC470256
0.6216 Remote Similarity NPC238223
0.6216 Remote Similarity NPC276290
0.6216 Remote Similarity NPC280374
0.6212 Remote Similarity NPC478120
0.6212 Remote Similarity NPC218486
0.6203 Remote Similarity NPC180290
0.6203 Remote Similarity NPC10572
0.6203 Remote Similarity NPC57744
0.6203 Remote Similarity NPC54996
0.6203 Remote Similarity NPC473825
0.6197 Remote Similarity NPC474658
0.619 Remote Similarity NPC234084
0.619 Remote Similarity NPC135698
0.6184 Remote Similarity NPC163003
0.6167 Remote Similarity NPC103560
0.6164 Remote Similarity NPC37382
0.6164 Remote Similarity NPC116013
0.6154 Remote Similarity NPC329852
0.6143 Remote Similarity NPC309408
0.6143 Remote Similarity NPC79756
0.6143 Remote Similarity NPC130953
0.6125 Remote Similarity NPC299235
0.6125 Remote Similarity NPC471220
0.6125 Remote Similarity NPC128276
0.6118 Remote Similarity NPC469861
0.6118 Remote Similarity NPC469860
0.6118 Remote Similarity NPC130436
0.6111 Remote Similarity NPC475618
0.6104 Remote Similarity NPC269206
0.6104 Remote Similarity NPC295633
0.6104 Remote Similarity NPC58956
0.6094 Remote Similarity NPC236338
0.6081 Remote Similarity NPC472266
0.6081 Remote Similarity NPC225272
0.6081 Remote Similarity NPC194871
0.6076 Remote Similarity NPC27205
0.6049 Remote Similarity NPC63326
0.6049 Remote Similarity NPC63649
0.6049 Remote Similarity NPC472965
0.6049 Remote Similarity NPC178277
0.6049 Remote Similarity NPC265980
0.6049 Remote Similarity NPC150646
0.6049 Remote Similarity NPC264227
0.6029 Remote Similarity NPC221763
0.6029 Remote Similarity NPC150717
0.6026 Remote Similarity NPC470686
0.6026 Remote Similarity NPC140287
0.6024 Remote Similarity NPC8161
0.6 Remote Similarity NPC53581
0.6 Remote Similarity NPC281172
0.6 Remote Similarity NPC15129
0.6 Remote Similarity NPC41780
0.6 Remote Similarity NPC316500
0.6 Remote Similarity NPC187568
0.6 Remote Similarity NPC103987
0.5977 Remote Similarity NPC472302
0.5977 Remote Similarity NPC475739
0.5976 Remote Similarity NPC474510
0.5976 Remote Similarity NPC47653
0.5974 Remote Similarity NPC129665
0.5974 Remote Similarity NPC257618
0.5972 Remote Similarity NPC217940
0.5972 Remote Similarity NPC2328
0.5972 Remote Similarity NPC474774
0.597 Remote Similarity NPC154626
0.5968 Remote Similarity NPC270706
0.5946 Remote Similarity NPC142423
0.5946 Remote Similarity NPC308294
0.5926 Remote Similarity NPC108816
0.5926 Remote Similarity NPC63445
0.5926 Remote Similarity NPC222210
0.5926 Remote Similarity NPC93763
0.5921 Remote Similarity NPC476591
0.5921 Remote Similarity NPC88877
0.5921 Remote Similarity NPC236208
0.5915 Remote Similarity NPC98519
0.5909 Remote Similarity NPC151919
0.5909 Remote Similarity NPC216407
0.5909 Remote Similarity NPC142159
0.5909 Remote Similarity NPC95364
0.5904 Remote Similarity NPC325031
0.5904 Remote Similarity NPC471325
0.5904 Remote Similarity NPC282293
0.589 Remote Similarity NPC471460
0.5875 Remote Similarity NPC235906
0.5875 Remote Similarity NPC473223
0.5875 Remote Similarity NPC271986
0.5873 Remote Similarity NPC128280
0.5854 Remote Similarity NPC270126
0.5854 Remote Similarity NPC471299
0.5846 Remote Similarity NPC27264
0.5833 Remote Similarity NPC94875
0.5833 Remote Similarity NPC173609
0.5833 Remote Similarity NPC473712
0.5833 Remote Similarity NPC473529
0.5833 Remote Similarity NPC68044
0.5833 Remote Similarity NPC221231
0.5833 Remote Similarity NPC65930
0.5833 Remote Similarity NPC475159
0.5833 Remote Similarity NPC471326
0.5833 Remote Similarity NPC11332
0.5833 Remote Similarity NPC145914

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC217537 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
0.6 Remote Similarity NPD6927 Phase 3
0.5833 Remote Similarity NPD5209 Approved
0.5811 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5802 Remote Similarity NPD4756 Discovery
0.575 Remote Similarity NPD8039 Approved
0.5714 Remote Similarity NPD3174 Discontinued
0.5647 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5645 Remote Similarity NPD9411 Phase 1

Structure

External Identifiers

PubChem CID   362385
ChEMBL   CHEMBL450196
ZINC  

Physicochemical Properties

Molecular Weight:  385.82
ALogP:  1.391
MLogP:  1.9
XLogP:  4.655
# Rotatable Bonds:  7
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  14

Download Data

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