Natural Product: NPC199134

Natural Product ID:  NPC199134
Common Name:   (R,Z)-4-Bromo-5-(Chloromethylene)-3-(1-Hydroxybutyl)Furan-2(5H)-One
IUPAC Name:   (5Z)-4-bromo-5-(chloromethylidene)-3-[(1R)-1-hydroxybutyl]furan-2-one
Synonyms:  
Molecular Formula:   C9H10BrClO3
Standard InCHIKey:  VXUYDUOMEUFAII-WEWOIACBSA-N
Standard InCHI:  InChI=1S/C9H10BrClO3/c1-2-3-5(12)7-8(10)6(4-11)14-9(7)13/h4-5,12H,2-3H2,1H3/b6-4-/t5-/m1/s1
Canonical SMILES:  CCC[C@H](C1=C(Br)/C(=C/Cl)/OC1=O)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
NPT2 Others Unspecified Activity = 1.9 % PubChem BioAssay data set
NPT91 Cell Line KB Homo sapiens ED50 = 0.4 ug/ml 22330636
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 6 mm 15497935
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 10 ug/ml 16933872
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 18 mm 25442304
NPT91 Cell Line KB Homo sapiens ED50 = 1.4 ug/ml 14695791
NPT2 Others Unspecified Ratio IC50 < 1 26750258
NPT91 Cell Line KB Homo sapiens ED50 = 1.2 ug/ml 11277757
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 22 mm 25517209
NPT26 Individual Protein Reverse transcriptase Human immunodeficiency virus 1 IC50 = 700000 nM 22871217
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 5.9 ug/ml 17064068
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 1 ug/ml 3116256
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 0.4 ug/ml 25934225
NPT858 Cell Line LNCaP Homo sapiens ED50 = 3 ug/ml 8864235
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 14 mm 10.1021/np50041a029

  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 NPC199134 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
1.0 High Similarity NPC286816
0.9067 High Similarity NPC225022
0.9067 High Similarity NPC238554
0.9054 High Similarity NPC177030
0.8947 High Similarity NPC24827
0.8947 High Similarity NPC228902
0.8289 Intermediate Similarity NPC162571
0.8289 Intermediate Similarity NPC112983
0.8267 Intermediate Similarity NPC494
0.8182 Intermediate Similarity NPC146583
0.7901 Intermediate Similarity NPC102065
0.7901 Intermediate Similarity NPC85743
0.76 Intermediate Similarity NPC173409
0.76 Intermediate Similarity NPC53136
0.7568 Intermediate Similarity NPC217537
0.7468 Intermediate Similarity NPC475113
0.7468 Intermediate Similarity NPC299932
0.7375 Intermediate Similarity NPC124072
0.7375 Intermediate Similarity NPC269103
0.7284 Intermediate Similarity NPC144419
0.7195 Intermediate Similarity NPC188354
0.7108 Intermediate Similarity NPC329826
0.7108 Intermediate Similarity NPC469414
0.7093 Intermediate Similarity NPC121374
0.7 Intermediate Similarity NPC287705
0.7 Intermediate Similarity NPC238223
0.7 Intermediate Similarity NPC474823
0.6962 Remote Similarity NPC37382
0.6914 Remote Similarity NPC475004
0.6905 Remote Similarity NPC478193
0.6905 Remote Similarity NPC478192
0.6905 Remote Similarity NPC478195
0.6905 Remote Similarity NPC161038
0.6905 Remote Similarity NPC478194
0.6905 Remote Similarity NPC478191
0.6905 Remote Similarity NPC478196
0.6875 Remote Similarity NPC132286
0.6835 Remote Similarity NPC475110
0.6809 Remote Similarity NPC303230
0.6809 Remote Similarity NPC6099
0.6809 Remote Similarity NPC114345
0.6795 Remote Similarity NPC473737
0.6747 Remote Similarity NPC133098
0.6744 Remote Similarity NPC275530
0.6742 Remote Similarity NPC8161
0.6706 Remote Similarity NPC260396
0.6705 Remote Similarity NPC47653
0.6667 Remote Similarity NPC28049
0.6632 Remote Similarity NPC327760
0.6628 Remote Similarity NPC301207
0.6625 Remote Similarity NPC282760
0.6625 Remote Similarity NPC470123
0.6582 Remote Similarity NPC68110
0.6552 Remote Similarity NPC474818
0.6552 Remote Similarity NPC49302
0.6552 Remote Similarity NPC68156
0.6552 Remote Similarity NPC125365
0.6552 Remote Similarity NPC51809
0.6552 Remote Similarity NPC176329
0.6548 Remote Similarity NPC293114
0.6526 Remote Similarity NPC475879
0.6522 Remote Similarity NPC470755
0.6512 Remote Similarity NPC329852
0.6506 Remote Similarity NPC236208
0.6506 Remote Similarity NPC473277
0.6477 Remote Similarity NPC473471
0.6477 Remote Similarity NPC221095
0.6477 Remote Similarity NPC279214
0.6444 Remote Similarity NPC150502
0.6437 Remote Similarity NPC256640
0.6437 Remote Similarity NPC16279
0.6437 Remote Similarity NPC205615
0.6437 Remote Similarity NPC209113
0.6437 Remote Similarity NPC127118
0.6421 Remote Similarity NPC225283
0.642 Remote Similarity NPC476589
0.642 Remote Similarity NPC131174
0.6413 Remote Similarity NPC158756
0.641 Remote Similarity NPC318306
0.6404 Remote Similarity NPC99651
0.6404 Remote Similarity NPC265980
0.6404 Remote Similarity NPC63326
0.6395 Remote Similarity NPC114727
0.6395 Remote Similarity NPC227396
0.6395 Remote Similarity NPC476590
0.6395 Remote Similarity NPC470686
0.6386 Remote Similarity NPC218477
0.6375 Remote Similarity NPC2328
0.6374 Remote Similarity NPC310450
0.6374 Remote Similarity NPC474959
0.6374 Remote Similarity NPC475046
0.6374 Remote Similarity NPC11383
0.6364 Remote Similarity NPC116177
0.6364 Remote Similarity NPC315394
0.6364 Remote Similarity NPC7563
0.6364 Remote Similarity NPC320630
0.6354 Remote Similarity NPC3436
0.6353 Remote Similarity NPC316185
0.6353 Remote Similarity NPC320119
0.6341 Remote Similarity NPC248125
0.6341 Remote Similarity NPC146811
0.6329 Remote Similarity NPC130953
0.6316 Remote Similarity NPC260343
0.6316 Remote Similarity NPC476805
0.6316 Remote Similarity NPC475819
0.6304 Remote Similarity NPC284472
0.6304 Remote Similarity NPC169575
0.6304 Remote Similarity NPC286770
0.6304 Remote Similarity NPC40746
0.6304 Remote Similarity NPC229799
0.6304 Remote Similarity NPC16488
0.6292 Remote Similarity NPC315765
0.6292 Remote Similarity NPC471465
0.6292 Remote Similarity NPC264391
0.6292 Remote Similarity NPC182292
0.6292 Remote Similarity NPC108816
0.6292 Remote Similarity NPC127526
0.6292 Remote Similarity NPC196653
0.6292 Remote Similarity NPC93763
0.6289 Remote Similarity NPC472814
0.6289 Remote Similarity NPC177037
0.6289 Remote Similarity NPC470520
0.6279 Remote Similarity NPC284006
0.6277 Remote Similarity NPC261721
0.6277 Remote Similarity NPC469483
0.6277 Remote Similarity NPC316426
0.6277 Remote Similarity NPC315395
0.6277 Remote Similarity NPC469910
0.6264 Remote Similarity NPC24417
0.6264 Remote Similarity NPC325031
0.6264 Remote Similarity NPC297440
0.625 Remote Similarity NPC68819
0.625 Remote Similarity NPC151648
0.625 Remote Similarity NPC470705
0.625 Remote Similarity NPC113293
0.6237 Remote Similarity NPC163093
0.6237 Remote Similarity NPC31086
0.6235 Remote Similarity NPC202011
0.6235 Remote Similarity NPC476037
0.6234 Remote Similarity NPC40148
0.6224 Remote Similarity NPC115021
0.6224 Remote Similarity NPC59646
0.6222 Remote Similarity NPC98557
0.6222 Remote Similarity NPC167881
0.622 Remote Similarity NPC182794
0.622 Remote Similarity NPC133904
0.622 Remote Similarity NPC471556
0.6211 Remote Similarity NPC45409
0.6207 Remote Similarity NPC315843
0.6196 Remote Similarity NPC473780
0.6196 Remote Similarity NPC180363
0.6196 Remote Similarity NPC329829
0.6196 Remote Similarity NPC131002
0.6196 Remote Similarity NPC473529
0.6196 Remote Similarity NPC65930
0.6196 Remote Similarity NPC11332
0.6196 Remote Similarity NPC145914
0.6196 Remote Similarity NPC473712
0.6196 Remote Similarity NPC73310
0.6196 Remote Similarity NPC94875
0.6196 Remote Similarity NPC475159
0.6196 Remote Similarity NPC229825
0.619 Remote Similarity NPC63873
0.6186 Remote Similarity NPC274075
0.6176 Remote Similarity NPC469872
0.6176 Remote Similarity NPC469864
0.617 Remote Similarity NPC477014
0.617 Remote Similarity NPC471567
0.617 Remote Similarity NPC68303
0.617 Remote Similarity NPC307126
0.617 Remote Similarity NPC120398
0.617 Remote Similarity NPC261380
0.617 Remote Similarity NPC477013
0.6163 Remote Similarity NPC84038
0.6163 Remote Similarity NPC186531
0.6162 Remote Similarity NPC475927
0.6162 Remote Similarity NPC470521
0.6162 Remote Similarity NPC469632
0.6162 Remote Similarity NPC475832
0.6146 Remote Similarity NPC475739
0.6146 Remote Similarity NPC476803
0.6145 Remote Similarity NPC315115
0.6145 Remote Similarity NPC276299
0.6139 Remote Similarity NPC53844
0.6136 Remote Similarity NPC473948
0.6132 Remote Similarity NPC232969
0.6132 Remote Similarity NPC199107
0.6129 Remote Similarity NPC59097
0.6129 Remote Similarity NPC473390
0.6129 Remote Similarity NPC144415
0.6129 Remote Similarity NPC116543
0.6129 Remote Similarity NPC131669
0.6129 Remote Similarity NPC253801
0.6125 Remote Similarity NPC327112
0.6125 Remote Similarity NPC98519
0.6122 Remote Similarity NPC2882
0.6122 Remote Similarity NPC32552
0.6118 Remote Similarity NPC316572
0.6118 Remote Similarity NPC143396
0.6118 Remote Similarity NPC475982

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC199134 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
0.6125 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5851 Remote Similarity NPD5209 Approved
0.5824 Remote Similarity NPD4756 Discovery
0.5789 Remote Similarity NPD7154 Phase 3
0.57 Remote Similarity NPD5785 Approved
0.5644 Remote Similarity NPD7983 Approved
0.5631 Remote Similarity NPD1698 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44583901
ChEMBL   CHEMBL504653
ZINC  

Physicochemical Properties

Molecular Weight:  279.95
ALogP:  -0.0861
MLogP:  1.9
XLogP:  3.162
# Rotatable Bonds:  7
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  14

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs