Natural Product: NPC188354

Natural Product ID:  NPC188354
Common Name:   [(1R)-1-[(5R)-4-Bromo-5-(Iodomethyl)-5-Methoxy-2-Oxofuran-3-Yl]Butyl] Acetate
IUPAC Name:   [(1R)-1-[(5R)-4-bromo-5-(iodomethyl)-5-methoxy-2-oxofuran-3-yl]butyl] acetate
Synonyms:  
Molecular Formula:   C12H16BrIO5
Standard InCHIKey:  JLDSXGUGUNGPOD-PELKAZGASA-N
Standard InCHI:  InChI=1S/C12H16BrIO5/c1-4-5-8(18-7(2)15)9-10(13)12(6-14,17-3)19-11(9)16/h8H,4-6H2,1-3H3/t8-,12+/m1/s1
Canonical SMILES:  CCC[C@H](C1=C(Br)[C@@](OC1=O)(CI)OC)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
NPT91 Cell Line KB Homo sapiens ED50 = 4.1 ug/ml 11430018
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 7.9 ug/ml 17190448
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity > 50 % 18314958
NPT91 Cell Line KB Homo sapiens ED50 = 7.1 ug/ml 11277757
NPT858 Cell Line LNCaP Homo sapiens ED50 = 12.9 ug/ml 25237727
NPT1513 Organism Mycobacterium avium Mycobacterium avium IC50 = 350000 nM 13678412
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity > 50 % 22500574
NPT91 Cell Line KB Homo sapiens ED50 = 2.4 ug/ml 17883259
NPT1034 Cell Line Lu1 Homo sapiens ED50 > 20 ug/ml 10479340

  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 NPC188354 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
0.9559 High Similarity NPC475113
0.9559 High Similarity NPC299932
0.9178 High Similarity NPC85743
0.9178 High Similarity NPC102065
0.9143 High Similarity NPC124072
0.9143 High Similarity NPC269103
0.875 High Similarity NPC146583
0.8333 Intermediate Similarity NPC494
0.8286 Intermediate Similarity NPC475110
0.8108 Intermediate Similarity NPC162571
0.8108 Intermediate Similarity NPC112983
0.8052 Intermediate Similarity NPC228902
0.8052 Intermediate Similarity NPC24827
0.7662 Intermediate Similarity NPC177030
0.7468 Intermediate Similarity NPC225022
0.7468 Intermediate Similarity NPC238554
0.7361 Intermediate Similarity NPC217537
0.7308 Intermediate Similarity NPC144419
0.7195 Intermediate Similarity NPC199134
0.7195 Intermediate Similarity NPC286816
0.7162 Intermediate Similarity NPC53136
0.7162 Intermediate Similarity NPC173409
0.716 Intermediate Similarity NPC10572
0.6974 Remote Similarity NPC248125
0.6914 Remote Similarity NPC329826
0.6914 Remote Similarity NPC469414
0.6795 Remote Similarity NPC218477
0.675 Remote Similarity NPC84038
0.6706 Remote Similarity NPC47653
0.6667 Remote Similarity NPC151648
0.6667 Remote Similarity NPC203335
0.6667 Remote Similarity NPC474705
0.6591 Remote Similarity NPC41856
0.6585 Remote Similarity NPC474758
0.6552 Remote Similarity NPC475046
0.6552 Remote Similarity NPC11383
0.6552 Remote Similarity NPC474959
0.6552 Remote Similarity NPC310450
0.6548 Remote Similarity NPC68156
0.6543 Remote Similarity NPC133098
0.6543 Remote Similarity NPC186531
0.6477 Remote Similarity NPC229799
0.6477 Remote Similarity NPC475947
0.6477 Remote Similarity NPC284472
0.6477 Remote Similarity NPC286770
0.6429 Remote Similarity NPC271986
0.6429 Remote Similarity NPC123360
0.64 Remote Similarity NPC286189
0.6395 Remote Similarity NPC473981
0.6395 Remote Similarity NPC178277
0.6395 Remote Similarity NPC473980
0.6386 Remote Similarity NPC15499
0.6386 Remote Similarity NPC294434
0.6386 Remote Similarity NPC259599
0.6386 Remote Similarity NPC476355
0.6386 Remote Similarity NPC117746
0.6375 Remote Similarity NPC470032
0.6375 Remote Similarity NPC280374
0.6364 Remote Similarity NPC26624
0.6364 Remote Similarity NPC68110
0.6353 Remote Similarity NPC57744
0.6316 Remote Similarity NPC471496
0.631 Remote Similarity NPC329852
0.6296 Remote Similarity NPC88877
0.6296 Remote Similarity NPC476591
0.6279 Remote Similarity NPC475699
0.6279 Remote Similarity NPC128276
0.6264 Remote Similarity NPC469483
0.625 Remote Similarity NPC194871
0.625 Remote Similarity NPC473334
0.625 Remote Similarity NPC275507
0.625 Remote Similarity NPC471325
0.6207 Remote Similarity NPC270126
0.6207 Remote Similarity NPC99651
0.6207 Remote Similarity NPC471299
0.6207 Remote Similarity NPC150646
0.6203 Remote Similarity NPC282760
0.6203 Remote Similarity NPC182794
0.6203 Remote Similarity NPC476589
0.6203 Remote Similarity NPC133904
0.6203 Remote Similarity NPC131174
0.619 Remote Similarity NPC140287
0.6186 Remote Similarity NPC17578
0.6186 Remote Similarity NPC240673
0.618 Remote Similarity NPC475690
0.6173 Remote Similarity NPC470256
0.6173 Remote Similarity NPC276290
0.6173 Remote Similarity NPC474823
0.617 Remote Similarity NPC475879
0.6163 Remote Similarity NPC141789
0.6163 Remote Similarity NPC474760
0.6163 Remote Similarity NPC476028
0.6163 Remote Similarity NPC171204
0.6163 Remote Similarity NPC97516
0.6154 Remote Similarity NPC470755
0.6154 Remote Similarity NPC474774
0.6146 Remote Similarity NPC475832
0.6146 Remote Similarity NPC474555
0.6146 Remote Similarity NPC475927
0.6145 Remote Similarity NPC163003
0.6136 Remote Similarity NPC281132
0.6136 Remote Similarity NPC223904
0.6129 Remote Similarity NPC471047
0.6129 Remote Similarity NPC469653
0.6129 Remote Similarity NPC469628
0.6129 Remote Similarity NPC475906
0.6129 Remote Similarity NPC469631
0.6129 Remote Similarity NPC475902
0.6125 Remote Similarity NPC284447
0.6104 Remote Similarity NPC79756
0.6098 Remote Similarity NPC107130
0.6098 Remote Similarity NPC475004
0.6092 Remote Similarity NPC93763
0.6092 Remote Similarity NPC299235
0.6092 Remote Similarity NPC108816
0.6092 Remote Similarity NPC253749
0.6087 Remote Similarity NPC261721
0.6071 Remote Similarity NPC287878
0.6071 Remote Similarity NPC58956
0.6071 Remote Similarity NPC295633
0.6071 Remote Similarity NPC269206
0.6067 Remote Similarity NPC42470
0.6067 Remote Similarity NPC282293
0.6067 Remote Similarity NPC297440
0.6064 Remote Similarity NPC64913
0.6064 Remote Similarity NPC242877
0.6049 Remote Similarity NPC472266
0.6047 Remote Similarity NPC256640
0.6047 Remote Similarity NPC205615
0.6047 Remote Similarity NPC16279
0.6044 Remote Similarity NPC38569
0.6044 Remote Similarity NPC158756
0.6044 Remote Similarity NPC71626
0.6044 Remote Similarity NPC163615
0.6044 Remote Similarity NPC163093
0.6027 Remote Similarity NPC473784
0.6024 Remote Similarity NPC69462
0.6024 Remote Similarity NPC472017
0.6024 Remote Similarity NPC67183
0.6023 Remote Similarity NPC265980
0.6023 Remote Similarity NPC63326
0.6 Remote Similarity NPC473529
0.6 Remote Similarity NPC8161
0.6 Remote Similarity NPC474551
0.6 Remote Similarity NPC73310
0.6 Remote Similarity NPC474098
0.6 Remote Similarity NPC80875
0.6 Remote Similarity NPC131002
0.6 Remote Similarity NPC473780
0.6 Remote Similarity NPC471296
0.6 Remote Similarity NPC35556
0.6 Remote Similarity NPC245002
0.6 Remote Similarity NPC173609
0.6 Remote Similarity NPC145914
0.6 Remote Similarity NPC470123
0.6 Remote Similarity NPC94875
0.6 Remote Similarity NPC65930
0.6 Remote Similarity NPC11332
0.6 Remote Similarity NPC476590
0.6 Remote Similarity NPC180363
0.6 Remote Similarity NPC475995
0.6 Remote Similarity NPC114727
0.6 Remote Similarity NPC85772
0.6 Remote Similarity NPC329829
0.6 Remote Similarity NPC475159
0.6 Remote Similarity NPC473712
0.5979 Remote Similarity NPC474554
0.5978 Remote Similarity NPC477013
0.5978 Remote Similarity NPC469570
0.5978 Remote Similarity NPC477014
0.5978 Remote Similarity NPC470124
0.5978 Remote Similarity NPC473353
0.5978 Remote Similarity NPC471567
0.5978 Remote Similarity NPC48210
0.5978 Remote Similarity NPC155873
0.5978 Remote Similarity NPC120398
0.5977 Remote Similarity NPC187568
0.5977 Remote Similarity NPC41780
0.5976 Remote Similarity NPC238223
0.596 Remote Similarity NPC475709
0.596 Remote Similarity NPC471462
0.5957 Remote Similarity NPC476805
0.5957 Remote Similarity NPC475819
0.5952 Remote Similarity NPC129665
0.5949 Remote Similarity NPC210303
0.5949 Remote Similarity NPC217940
0.5949 Remote Similarity NPC474658
0.5949 Remote Similarity NPC44343
0.5949 Remote Similarity NPC179087
0.5938 Remote Similarity NPC473707
0.5938 Remote Similarity NPC470520
0.5938 Remote Similarity NPC327760
0.5938 Remote Similarity NPC303230
0.5938 Remote Similarity NPC6099
0.5938 Remote Similarity NPC141831
0.5938 Remote Similarity NPC114345
0.5934 Remote Similarity NPC318468
0.5934 Remote Similarity NPC253801
0.5934 Remote Similarity NPC169575
0.5934 Remote Similarity NPC144415

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC188354 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 NPD5209 Approved
0.5802 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5753 Remote Similarity NPD6927 Phase 3
0.5652 Remote Similarity NPD4752 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   479936
ChEMBL   CHEMBL501092
ZINC  

Physicochemical Properties

Molecular Weight:  445.92
ALogP:  1.3774
MLogP:  2.01
XLogP:  3.108
# Rotatable Bonds:  12
Polar Surface Area:  61.83
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  19

Download Data

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