Natural Product: NPC162571

Natural Product ID:  NPC162571
Common Name:   [(1R)-1-[(5Z)-4-Bromo-5-(Bromomethylidene)-2-Oxofuran-3-Yl]Butyl] Acetate
IUPAC Name:   [(1R)-1-[(5Z)-4-bromo-5-(bromomethylidene)-2-oxofuran-3-yl]butyl] acetate
Synonyms:  
Molecular Formula:   C11H12Br2O4
Standard InCHIKey:  ZHKRZTOJPXQAJI-BESBCXERSA-N
Standard InCHI:  InChI=1S/C11H12Br2O4/c1-3-4-7(16-6(2)14)9-10(13)8(5-12)17-11(9)15/h5,7H,3-4H2,1-2H3/b8-5-/t7-/m1/s1
Canonical SMILES:  CCC[C@H](C1=C(Br)/C(=C/Br)/OC1=O)OC(=O)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
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 IC50 = 1300 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity > 50 % 10.1039/C6MD00170J
NPT2 Others Unspecified IC50 = 67000 nM 23398362
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 15 mm 25442304
NPT91 Cell Line KB Homo sapiens ED50 = 2.1 ug/ml 26526729
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity > 50 % 1965200
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 16 mm 20430633
NPT91 Cell Line KB Homo sapiens ED50 = 1 ug/ml 11170663
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 1.7 ug/ml 8482949
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 1.6 ug/ml 25934225
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 11 mm 19245261
NPT91 Cell Line KB Homo sapiens ED50 = 0.8 ug/ml 9677264
NPT1513 Organism Mycobacterium avium Mycobacterium avium IC50 = 350000 nM 19237652
NPT3085 Organism Penicillium oxalicum Penicillium oxalicum IZ = 7 mm Open TG-GATES in vivo data: Biochemistry
NPT2 Others Unspecified IC50 = 3000 nM 11575949
NPT858 Cell Line LNCaP Homo sapiens ED50 = 0.5 ug/ml 21856049

  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 NPC162571 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 NPC112983
0.9697 High Similarity NPC494
0.9275 High Similarity NPC146583
0.9155 High Similarity NPC225022
0.9155 High Similarity NPC238554
0.8939 High Similarity NPC53136
0.8939 High Similarity NPC173409
0.8873 High Similarity NPC177030
0.8857 High Similarity NPC269103
0.8857 High Similarity NPC124072
0.8636 High Similarity NPC217537
0.8514 High Similarity NPC228902
0.8514 High Similarity NPC24827
0.8451 Intermediate Similarity NPC475113
0.8451 Intermediate Similarity NPC299932
0.8289 Intermediate Similarity NPC199134
0.8289 Intermediate Similarity NPC286816
0.8108 Intermediate Similarity NPC188354
0.8 Intermediate Similarity NPC475110
0.7763 Intermediate Similarity NPC469414
0.7763 Intermediate Similarity NPC329826
0.7692 Intermediate Similarity NPC102065
0.7692 Intermediate Similarity NPC85743
0.76 Intermediate Similarity NPC133098
0.7342 Intermediate Similarity NPC68156
0.7273 Intermediate Similarity NPC144419
0.726 Intermediate Similarity NPC476589
0.7162 Intermediate Similarity NPC248125
0.7027 Intermediate Similarity NPC131174
0.6974 Remote Similarity NPC218477
0.6923 Remote Similarity NPC84038
0.6905 Remote Similarity NPC8161
0.6849 Remote Similarity NPC15193
0.6849 Remote Similarity NPC151648
0.6842 Remote Similarity NPC203335
0.6835 Remote Similarity NPC474705
0.68 Remote Similarity NPC133904
0.68 Remote Similarity NPC182794
0.6753 Remote Similarity NPC474823
0.6753 Remote Similarity NPC238223
0.6753 Remote Similarity NPC287705
0.675 Remote Similarity NPC474758
0.6709 Remote Similarity NPC186531
0.6707 Remote Similarity NPC10572
0.6667 Remote Similarity NPC478195
0.6667 Remote Similarity NPC478192
0.6667 Remote Similarity NPC475004
0.6667 Remote Similarity NPC478191
0.6667 Remote Similarity NPC47653
0.6667 Remote Similarity NPC478193
0.6667 Remote Similarity NPC478196
0.6667 Remote Similarity NPC161038
0.6667 Remote Similarity NPC478194
0.6628 Remote Similarity NPC475947
0.6627 Remote Similarity NPC475699
0.6625 Remote Similarity NPC287878
0.6623 Remote Similarity NPC132286
0.6593 Remote Similarity NPC6099
0.6593 Remote Similarity NPC303230
0.6593 Remote Similarity NPC114345
0.6593 Remote Similarity NPC327760
0.6588 Remote Similarity NPC42470
0.6585 Remote Similarity NPC271986
0.6585 Remote Similarity NPC123360
0.6575 Remote Similarity NPC286189
0.6575 Remote Similarity NPC133600
0.6548 Remote Similarity NPC178277
0.6548 Remote Similarity NPC473980
0.6548 Remote Similarity NPC473981
0.6543 Remote Similarity NPC15499
0.6543 Remote Similarity NPC259599
0.6543 Remote Similarity NPC294434
0.6543 Remote Similarity NPC476355
0.6543 Remote Similarity NPC117746
0.6538 Remote Similarity NPC477117
0.6538 Remote Similarity NPC280374
0.6538 Remote Similarity NPC470032
0.6533 Remote Similarity NPC179087
0.6533 Remote Similarity NPC473737
0.6533 Remote Similarity NPC132243
0.6533 Remote Similarity NPC68110
0.6533 Remote Similarity NPC210303
0.6533 Remote Similarity NPC44343
0.6506 Remote Similarity NPC275530
0.6506 Remote Similarity NPC57744
0.6494 Remote Similarity NPC37382
0.6477 Remote Similarity NPC130030
0.6477 Remote Similarity NPC281172
0.6463 Remote Similarity NPC329852
0.6463 Remote Similarity NPC260396
0.6456 Remote Similarity NPC473277
0.6456 Remote Similarity NPC88877
0.6456 Remote Similarity NPC476591
0.6447 Remote Similarity NPC471460
0.6429 Remote Similarity NPC128276
0.641 Remote Similarity NPC194871
0.6404 Remote Similarity NPC469483
0.6395 Remote Similarity NPC471325
0.6395 Remote Similarity NPC275507
0.6374 Remote Similarity NPC95364
0.6374 Remote Similarity NPC142159
0.6364 Remote Similarity NPC282760
0.6364 Remote Similarity NPC220766
0.6364 Remote Similarity NPC470123
0.6353 Remote Similarity NPC150646
0.6353 Remote Similarity NPC63326
0.6353 Remote Similarity NPC265980
0.6353 Remote Similarity NPC99651
0.6353 Remote Similarity NPC471299
0.6353 Remote Similarity NPC270126
0.6341 Remote Similarity NPC140287
0.6341 Remote Similarity NPC470686
0.6329 Remote Similarity NPC470256
0.6329 Remote Similarity NPC276290
0.6322 Remote Similarity NPC475690
0.6316 Remote Similarity NPC474774
0.631 Remote Similarity NPC141789
0.631 Remote Similarity NPC474760
0.631 Remote Similarity NPC473825
0.631 Remote Similarity NPC171204
0.631 Remote Similarity NPC97516
0.631 Remote Similarity NPC476028
0.6304 Remote Similarity NPC475879
0.6296 Remote Similarity NPC293114
0.6296 Remote Similarity NPC163003
0.6292 Remote Similarity NPC470755
0.6282 Remote Similarity NPC191233
0.6279 Remote Similarity NPC474510
0.6279 Remote Similarity NPC223904
0.6279 Remote Similarity NPC281132
0.6267 Remote Similarity NPC79756
0.6267 Remote Similarity NPC309408
0.6264 Remote Similarity NPC471047
0.6264 Remote Similarity NPC469628
0.6264 Remote Similarity NPC260343
0.6264 Remote Similarity NPC475906
0.6264 Remote Similarity NPC469631
0.6264 Remote Similarity NPC475902
0.6264 Remote Similarity NPC469653
0.625 Remote Similarity NPC478117
0.625 Remote Similarity NPC107130
0.625 Remote Similarity NPC475989
0.625 Remote Similarity NPC232812
0.625 Remote Similarity NPC470693
0.625 Remote Similarity NPC236208
0.625 Remote Similarity NPC16488
0.6237 Remote Similarity NPC166110
0.6237 Remote Similarity NPC32944
0.6237 Remote Similarity NPC193396
0.6235 Remote Similarity NPC108816
0.6235 Remote Similarity NPC253749
0.6235 Remote Similarity NPC93763
0.6235 Remote Similarity NPC315765
0.6235 Remote Similarity NPC299235
0.6235 Remote Similarity NPC182292
0.6235 Remote Similarity NPC264391
0.6222 Remote Similarity NPC261721
0.622 Remote Similarity NPC58956
0.622 Remote Similarity NPC269206
0.622 Remote Similarity NPC295633
0.6207 Remote Similarity NPC297440
0.6203 Remote Similarity NPC472266
0.6203 Remote Similarity NPC225272
0.6197 Remote Similarity NPC473784
0.6196 Remote Similarity NPC64913
0.6196 Remote Similarity NPC225283
0.6196 Remote Similarity NPC242877
0.619 Remote Similarity NPC301207
0.619 Remote Similarity NPC256640
0.619 Remote Similarity NPC205615
0.619 Remote Similarity NPC16279
0.618 Remote Similarity NPC158756
0.618 Remote Similarity NPC163093
0.618 Remote Similarity NPC41856
0.618 Remote Similarity NPC38569
0.618 Remote Similarity NPC163615
0.6173 Remote Similarity NPC472017
0.6173 Remote Similarity NPC67183
0.6173 Remote Similarity NPC64234
0.6173 Remote Similarity NPC315285
0.6173 Remote Similarity NPC69462
0.6173 Remote Similarity NPC37929
0.617 Remote Similarity NPC248193
0.6164 Remote Similarity NPC86948
0.6163 Remote Similarity NPC63649
0.6163 Remote Similarity NPC271632
0.6163 Remote Similarity NPC472965
0.6163 Remote Similarity NPC264227
0.6145 Remote Similarity NPC114727
0.6145 Remote Similarity NPC476590
0.6145 Remote Similarity NPC474551
0.6145 Remote Similarity NPC48641
0.6145 Remote Similarity NPC227396
0.6136 Remote Similarity NPC473529
0.6136 Remote Similarity NPC131002
0.6136 Remote Similarity NPC475159
0.6136 Remote Similarity NPC35556
0.6136 Remote Similarity NPC180363
0.6136 Remote Similarity NPC475046
0.6136 Remote Similarity NPC473780

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC162571 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
0.6512 Remote Similarity NPD5209 Approved
0.5949 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5915 Remote Similarity NPD6927 Phase 3
0.5778 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5747 Remote Similarity NPD4756 Discovery
0.5698 Remote Similarity NPD8039 Approved
0.5641 Remote Similarity NPD4246 Clinical (unspecified phase)
0.561 Remote Similarity NPD4247 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   6475695
ChEMBL   CHEMBL498293
ZINC  

Physicochemical Properties

Molecular Weight:  365.91
ALogP:  0.377
MLogP:  2.01
XLogP:  3.649
# Rotatable Bonds:  9
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  17

Download Data

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