Natural Product: NPC474672

Natural Product ID:  NPC474672
Common Name:   Methyl (9E,17E)-18-Bromooctadeca-9,17-Dien-5,7-Diynoate
IUPAC Name:   methyl (9E,17E)-18-bromooctadeca-9,17-dien-5,7-diynoate
Synonyms:  
Molecular Formula:   C19H25BrO2
Standard InCHIKey:  UHBHNXZLILDFLM-GSQCLYJKSA-N
Standard InCHI:  InChI=1S/C19H25BrO2/c1-22-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20/h2-3,16,18H,4,6,8,10,12-15,17H2,1H3/b3-2+,18-16+
Canonical SMILES:  Br/C=C/CCCCCC/C=C/C#CC#CCCCC(=O)OC
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
NPO24623 Xestospongia muta Species Petrosiidae Eukaryota PMID[1431940]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT202 Individual Protein Protease Human immunodeficiency virus 1 IC50 = 10000 nM 25654185

  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 NPC474672 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
0.8889 High Similarity NPC45626
0.8519 High Similarity NPC225066
0.8519 High Similarity NPC10081
0.8333 Intermediate Similarity NPC303765
0.8333 Intermediate Similarity NPC129458
0.8103 Intermediate Similarity NPC267817
0.8 Intermediate Similarity NPC161366
0.7895 Intermediate Similarity NPC477984
0.7857 Intermediate Similarity NPC139545
0.7857 Intermediate Similarity NPC309606
0.7857 Intermediate Similarity NPC39633
0.7759 Intermediate Similarity NPC187777
0.7759 Intermediate Similarity NPC179764
0.7636 Intermediate Similarity NPC59051
0.7636 Intermediate Similarity NPC224227
0.7586 Intermediate Similarity NPC128061
0.7586 Intermediate Similarity NPC54766
0.7586 Intermediate Similarity NPC228473
0.7586 Intermediate Similarity NPC274290
0.7586 Intermediate Similarity NPC10316
0.7586 Intermediate Similarity NPC473863
0.7586 Intermediate Similarity NPC28779
0.7586 Intermediate Similarity NPC223677
0.7586 Intermediate Similarity NPC200845
0.7544 Intermediate Similarity NPC71761
0.75 Intermediate Similarity NPC28205
0.75 Intermediate Similarity NPC329819
0.75 Intermediate Similarity NPC262968
0.75 Intermediate Similarity NPC284212
0.7455 Intermediate Similarity NPC207815
0.7407 Intermediate Similarity NPC42304
0.7368 Intermediate Similarity NPC92114
0.7333 Intermediate Similarity NPC225929
0.7273 Intermediate Similarity NPC216130
0.7273 Intermediate Similarity NPC91495
0.7241 Intermediate Similarity NPC139029
0.7241 Intermediate Similarity NPC294548
0.7241 Intermediate Similarity NPC36061
0.7241 Intermediate Similarity NPC1813
0.7231 Intermediate Similarity NPC477982
0.7222 Intermediate Similarity NPC117572
0.7213 Intermediate Similarity NPC469373
0.7143 Intermediate Similarity NPC5413
0.7143 Intermediate Similarity NPC163345
0.7143 Intermediate Similarity NPC149821
0.7119 Intermediate Similarity NPC6095
0.7119 Intermediate Similarity NPC424
0.7119 Intermediate Similarity NPC137538
0.7119 Intermediate Similarity NPC261831
0.7119 Intermediate Similarity NPC290563
0.7119 Intermediate Similarity NPC25417
0.7119 Intermediate Similarity NPC88966
0.7119 Intermediate Similarity NPC281972
0.7119 Intermediate Similarity NPC154245
0.7119 Intermediate Similarity NPC85813
0.7119 Intermediate Similarity NPC32467
0.7119 Intermediate Similarity NPC87564
0.7119 Intermediate Similarity NPC269615
0.7097 Intermediate Similarity NPC474267
0.7069 Intermediate Similarity NPC281245
0.7069 Intermediate Similarity NPC18357
0.7 Intermediate Similarity NPC52264
0.6984 Remote Similarity NPC235242
0.6984 Remote Similarity NPC229252
0.6984 Remote Similarity NPC143857
0.6984 Remote Similarity NPC299730
0.6964 Remote Similarity NPC207292
0.6949 Remote Similarity NPC70387
0.6949 Remote Similarity NPC321062
0.6923 Remote Similarity NPC226592
0.6923 Remote Similarity NPC470320
0.6897 Remote Similarity NPC470412
0.6897 Remote Similarity NPC48162
0.6897 Remote Similarity NPC470410
0.6885 Remote Similarity NPC477201
0.6885 Remote Similarity NPC327388
0.6885 Remote Similarity NPC18951
0.6875 Remote Similarity NPC271282
0.6875 Remote Similarity NPC325929
0.6875 Remote Similarity NPC66460
0.6875 Remote Similarity NPC320305
0.6875 Remote Similarity NPC328776
0.6875 Remote Similarity NPC201939
0.678 Remote Similarity NPC106531
0.678 Remote Similarity NPC216407
0.6774 Remote Similarity NPC323597
0.6774 Remote Similarity NPC323498
0.6774 Remote Similarity NPC471277
0.6774 Remote Similarity NPC211752
0.6774 Remote Similarity NPC471279
0.6769 Remote Similarity NPC54925
0.6769 Remote Similarity NPC29697
0.6724 Remote Similarity NPC474391
0.6724 Remote Similarity NPC301482
0.6719 Remote Similarity NPC243532
0.6714 Remote Similarity NPC477983
0.6714 Remote Similarity NPC477981
0.6667 Remote Similarity NPC68343
0.6667 Remote Similarity NPC328089
0.6667 Remote Similarity NPC284224
0.6667 Remote Similarity NPC34883
0.6615 Remote Similarity NPC321838
0.6613 Remote Similarity NPC325977
0.6607 Remote Similarity NPC239754
0.6567 Remote Similarity NPC476655
0.6567 Remote Similarity NPC476657
0.6567 Remote Similarity NPC476654
0.6562 Remote Similarity NPC478095
0.6562 Remote Similarity NPC329424
0.6562 Remote Similarity NPC106851
0.6562 Remote Similarity NPC274927
0.6557 Remote Similarity NPC322461
0.6552 Remote Similarity NPC473551
0.6545 Remote Similarity NPC270796
0.6508 Remote Similarity NPC265551
0.6508 Remote Similarity NPC44542
0.6508 Remote Similarity NPC212730
0.6508 Remote Similarity NPC193975
0.6508 Remote Similarity NPC323436
0.65 Remote Similarity NPC170167
0.6491 Remote Similarity NPC44363
0.6491 Remote Similarity NPC163751
0.6491 Remote Similarity NPC110234
0.6479 Remote Similarity NPC186531
0.6471 Remote Similarity NPC476659
0.6471 Remote Similarity NPC476656
0.6462 Remote Similarity NPC174447
0.6462 Remote Similarity NPC328311
0.6462 Remote Similarity NPC321919
0.6462 Remote Similarity NPC327112
0.6462 Remote Similarity NPC81896
0.6462 Remote Similarity NPC251042
0.6462 Remote Similarity NPC122521
0.6462 Remote Similarity NPC471278
0.6452 Remote Similarity NPC470963
0.6452 Remote Similarity NPC146551
0.6452 Remote Similarity NPC474513
0.6452 Remote Similarity NPC474913
0.6429 Remote Similarity NPC108195
0.6429 Remote Similarity NPC267514
0.6429 Remote Similarity NPC145755
0.6406 Remote Similarity NPC478096
0.6379 Remote Similarity NPC180534
0.6377 Remote Similarity NPC22101
0.6377 Remote Similarity NPC148192
0.6377 Remote Similarity NPC127091
0.6377 Remote Similarity NPC104537
0.6377 Remote Similarity NPC475443
0.6377 Remote Similarity NPC330426
0.6377 Remote Similarity NPC271921
0.6377 Remote Similarity NPC473829
0.6364 Remote Similarity NPC477829
0.6364 Remote Similarity NPC475984
0.6364 Remote Similarity NPC113293
0.6364 Remote Similarity NPC40082
0.6351 Remote Similarity NPC470899
0.6349 Remote Similarity NPC311648
0.6349 Remote Similarity NPC470964
0.6333 Remote Similarity NPC470411
0.6333 Remote Similarity NPC244452
0.6324 Remote Similarity NPC245947
0.6324 Remote Similarity NPC326268
0.6324 Remote Similarity NPC318420
0.6324 Remote Similarity NPC136164
0.6324 Remote Similarity NPC255863
0.6308 Remote Similarity NPC329249
0.6308 Remote Similarity NPC222852
0.6296 Remote Similarity NPC123357
0.6286 Remote Similarity NPC477980
0.6286 Remote Similarity NPC324981
0.6286 Remote Similarity NPC273508
0.6286 Remote Similarity NPC53302
0.6286 Remote Similarity NPC218477
0.6286 Remote Similarity NPC473559
0.6286 Remote Similarity NPC141481
0.6286 Remote Similarity NPC209327
0.6286 Remote Similarity NPC48218
0.6271 Remote Similarity NPC98284
0.6271 Remote Similarity NPC135698
0.6269 Remote Similarity NPC470965
0.6269 Remote Similarity NPC155849
0.625 Remote Similarity NPC594
0.625 Remote Similarity NPC472445
0.625 Remote Similarity NPC48968
0.6232 Remote Similarity NPC304665
0.6232 Remote Similarity NPC126899
0.6232 Remote Similarity NPC284447
0.6232 Remote Similarity NPC154728
0.623 Remote Similarity NPC310746
0.623 Remote Similarity NPC473705
0.623 Remote Similarity NPC236872
0.6226 Remote Similarity NPC155880
0.6226 Remote Similarity NPC92863
0.6212 Remote Similarity NPC45097
0.6207 Remote Similarity NPC474204
0.6197 Remote Similarity NPC473772
0.6197 Remote Similarity NPC317583
0.619 Remote Similarity NPC152668
0.6176 Remote Similarity NPC476658
0.6167 Remote Similarity NPC473768

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474672 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
0.7593 Intermediate Similarity NPD5343 Approved
0.7547 Intermediate Similarity NPD3174 Discontinued
0.75 Intermediate Similarity NPD28 Approved
0.75 Intermediate Similarity NPD29 Approved
0.7241 Intermediate Similarity NPD3172 Approved
0.7222 Intermediate Similarity NPD4222 Approved
0.7143 Intermediate Similarity NPD3173 Approved
0.7119 Intermediate Similarity NPD3196 Approved
0.7119 Intermediate Similarity NPD3195 Phase 2
0.7119 Intermediate Similarity NPD3194 Approved
0.7119 Intermediate Similarity NPD4266 Approved
0.7037 Intermediate Similarity NPD6097 Approved
0.7037 Intermediate Similarity NPD6096 Approved
0.6909 Remote Similarity NPD39 Approved
0.6545 Remote Similarity NPD5326 Phase 3
0.6462 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6418 Remote Similarity NPD3197 Phase 1
0.6379 Remote Similarity NPD622 Approved
0.6333 Remote Similarity NPD6927 Phase 3
0.6154 Remote Similarity NPD6109 Phase 1
0.5789 Remote Similarity NPD8039 Approved
0.5775 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5694 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5692 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5634 Remote Similarity NPD2685 Clinical (unspecified phase)
0.561 Remote Similarity NPD5331 Approved
0.561 Remote Similarity NPD5332 Approved

Structure

External Identifiers

PubChem CID   10044353
ChEMBL   CHEMBL478974
ZINC  

Physicochemical Properties

Molecular Weight:  364.10
ALogP:  1.6745
MLogP:  3.22
XLogP:  7.113
# Rotatable Bonds:  13
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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