Natural Product: NPC303765

Natural Product ID:  NPC303765
Common Name:   (9E,13E,17E)-18-Bromooctadeca-9,13,17-Trien-5,7,15-Triynoic Acid
IUPAC Name:   (9E,13E,17E)-18-bromooctadeca-9,13,17-trien-5,7,15-triynoic acid
Synonyms:  
Molecular Formula:   C18H17BrO2
Standard InCHIKey:  KQTFPHGJDWNEQY-TYHBFTGESA-N
Standard InCHI:  InChI=1S/C18H17BrO2/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h1-2,7,9,15,17H,3,5,12,14,16H2,(H,20,21)/b2-1+,9-7+,17-15+
Canonical SMILES:  Br/C=C/C#C/C=C/CC/C=C/C#CC#CCCCC(=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
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 = 6000 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 NPC303765 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
0.9796 High Similarity NPC10081
0.9796 High Similarity NPC225066
0.9592 High Similarity NPC129458
0.9412 High Similarity NPC45626
0.8889 High Similarity NPC267817
0.8571 High Similarity NPC42304
0.8367 Intermediate Similarity NPC117572
0.8333 Intermediate Similarity NPC474672
0.8269 Intermediate Similarity NPC284212
0.8269 Intermediate Similarity NPC28205
0.8039 Intermediate Similarity NPC91495
0.8039 Intermediate Similarity NPC207292
0.8 Intermediate Similarity NPC274290
0.8 Intermediate Similarity NPC54766
0.8 Intermediate Similarity NPC473863
0.7885 Intermediate Similarity NPC5413
0.7885 Intermediate Similarity NPC149821
0.7857 Intermediate Similarity NPC187777
0.7857 Intermediate Similarity NPC179764
0.7736 Intermediate Similarity NPC59051
0.76 Intermediate Similarity NPC270796
0.7593 Intermediate Similarity NPC48162
0.7586 Intermediate Similarity NPC329819
0.7455 Intermediate Similarity NPC92114
0.7455 Intermediate Similarity NPC18357
0.7414 Intermediate Similarity NPC225929
0.7321 Intermediate Similarity NPC1813
0.7321 Intermediate Similarity NPC294548
0.7321 Intermediate Similarity NPC321062
0.7321 Intermediate Similarity NPC70387
0.7321 Intermediate Similarity NPC36061
0.7321 Intermediate Similarity NPC139029
0.7193 Intermediate Similarity NPC281972
0.7193 Intermediate Similarity NPC88966
0.7193 Intermediate Similarity NPC87564
0.7193 Intermediate Similarity NPC32467
0.7193 Intermediate Similarity NPC261831
0.7193 Intermediate Similarity NPC25417
0.7193 Intermediate Similarity NPC322461
0.7193 Intermediate Similarity NPC6095
0.7193 Intermediate Similarity NPC85813
0.7193 Intermediate Similarity NPC290563
0.7193 Intermediate Similarity NPC154245
0.7193 Intermediate Similarity NPC424
0.7143 Intermediate Similarity NPC281245
0.7069 Intermediate Similarity NPC477984
0.7049 Intermediate Similarity NPC235242
0.6964 Remote Similarity NPC470410
0.6964 Remote Similarity NPC470412
0.6949 Remote Similarity NPC477201
0.6949 Remote Similarity NPC327388
0.6949 Remote Similarity NPC325977
0.6949 Remote Similarity NPC18951
0.6833 Remote Similarity NPC211752
0.6833 Remote Similarity NPC323498
0.6833 Remote Similarity NPC323436
0.6833 Remote Similarity NPC323597
0.6786 Remote Similarity NPC224227
0.6786 Remote Similarity NPC473768
0.6727 Remote Similarity NPC180534
0.6724 Remote Similarity NPC284224
0.6719 Remote Similarity NPC470320
0.6719 Remote Similarity NPC226592
0.6667 Remote Similarity NPC178586
0.6667 Remote Similarity NPC262968
0.6667 Remote Similarity NPC470411
0.6667 Remote Similarity NPC477829
0.6613 Remote Similarity NPC274927
0.6613 Remote Similarity NPC106851
0.6613 Remote Similarity NPC329550
0.6613 Remote Similarity NPC322002
0.6613 Remote Similarity NPC329249
0.661 Remote Similarity NPC300121
0.661 Remote Similarity NPC137538
0.6557 Remote Similarity NPC472445
0.6552 Remote Similarity NPC477779
0.6552 Remote Similarity NPC161366
0.6508 Remote Similarity NPC174447
0.6508 Remote Similarity NPC321919
0.6508 Remote Similarity NPC122521
0.6508 Remote Similarity NPC327112
0.6508 Remote Similarity NPC251042
0.6508 Remote Similarity NPC328311
0.6508 Remote Similarity NPC243532
0.6508 Remote Similarity NPC81896
0.65 Remote Similarity NPC52264
0.65 Remote Similarity NPC67367
0.6452 Remote Similarity NPC469373
0.6452 Remote Similarity NPC34416
0.6441 Remote Similarity NPC39633
0.6441 Remote Similarity NPC309606
0.6441 Remote Similarity NPC71761
0.6441 Remote Similarity NPC139545
0.6406 Remote Similarity NPC321838
0.6406 Remote Similarity NPC40082
0.6406 Remote Similarity NPC174560
0.6406 Remote Similarity NPC125312
0.6406 Remote Similarity NPC475984
0.6406 Remote Similarity NPC201939
0.6406 Remote Similarity NPC328776
0.6406 Remote Similarity NPC320305
0.64 Remote Similarity NPC158179
0.6379 Remote Similarity NPC477777
0.6324 Remote Similarity NPC53302
0.6316 Remote Similarity NPC163345
0.6308 Remote Similarity NPC322457
0.6308 Remote Similarity NPC470965
0.6308 Remote Similarity NPC29697
0.6286 Remote Similarity NPC477983
0.6286 Remote Similarity NPC477981
0.623 Remote Similarity NPC152668
0.623 Remote Similarity NPC128061
0.623 Remote Similarity NPC200845
0.623 Remote Similarity NPC223677
0.623 Remote Similarity NPC228473
0.623 Remote Similarity NPC470963
0.623 Remote Similarity NPC474513
0.623 Remote Similarity NPC10316
0.623 Remote Similarity NPC28779
0.623 Remote Similarity NPC146551
0.6212 Remote Similarity NPC328089
0.6212 Remote Similarity NPC68343
0.6182 Remote Similarity NPC108195
0.6154 Remote Similarity NPC271282
0.6154 Remote Similarity NPC66460
0.6154 Remote Similarity NPC113293
0.6154 Remote Similarity NPC325929
0.6129 Remote Similarity NPC311648
0.6129 Remote Similarity NPC470964
0.6119 Remote Similarity NPC476654
0.6119 Remote Similarity NPC478098
0.6119 Remote Similarity NPC476655
0.6119 Remote Similarity NPC318420
0.6119 Remote Similarity NPC326268
0.6119 Remote Similarity NPC255863
0.6119 Remote Similarity NPC476657
0.6119 Remote Similarity NPC320642
0.6119 Remote Similarity NPC136164
0.6119 Remote Similarity NPC317881
0.6119 Remote Similarity NPC323477
0.6119 Remote Similarity NPC245947
0.6119 Remote Similarity NPC478099
0.6119 Remote Similarity NPC323045
0.6102 Remote Similarity NPC129263
0.6094 Remote Similarity NPC322186
0.6094 Remote Similarity NPC318306
0.6094 Remote Similarity NPC222852
0.6071 Remote Similarity NPC474202
0.6071 Remote Similarity NPC474362
0.6071 Remote Similarity NPC276825
0.6066 Remote Similarity NPC87394
0.6066 Remote Similarity NPC474127
0.6061 Remote Similarity NPC68110
0.6038 Remote Similarity NPC329762
0.6038 Remote Similarity NPC27444
0.6038 Remote Similarity NPC103236
0.6034 Remote Similarity NPC475153
0.6034 Remote Similarity NPC302310
0.6034 Remote Similarity NPC207815
0.6032 Remote Similarity NPC265551
0.6032 Remote Similarity NPC48968
0.6032 Remote Similarity NPC212730
0.6032 Remote Similarity NPC44542
0.6032 Remote Similarity NPC594
0.6029 Remote Similarity NPC478101
0.6029 Remote Similarity NPC328653
0.6029 Remote Similarity NPC476656
0.6029 Remote Similarity NPC476659
0.6029 Remote Similarity NPC477982
0.6 Remote Similarity NPC216407
0.6 Remote Similarity NPC473705
0.5968 Remote Similarity NPC474913
0.5965 Remote Similarity NPC308331
0.5965 Remote Similarity NPC157096
0.5962 Remote Similarity NPC155880
0.5962 Remote Similarity NPC40434
0.5962 Remote Similarity NPC73245
0.5962 Remote Similarity NPC34873
0.5962 Remote Similarity NPC92863
0.5946 Remote Similarity NPC470899
0.5942 Remote Similarity NPC478097
0.5942 Remote Similarity NPC330426
0.5942 Remote Similarity NPC22101
0.5942 Remote Similarity NPC26500
0.5942 Remote Similarity NPC49863
0.5942 Remote Similarity NPC127091
0.5942 Remote Similarity NPC148192
0.5942 Remote Similarity NPC271921
0.5942 Remote Similarity NPC478100
0.5942 Remote Similarity NPC104537
0.5942 Remote Similarity NPC99619
0.5938 Remote Similarity NPC325734
0.5938 Remote Similarity NPC478096
0.5932 Remote Similarity NPC225974
0.5932 Remote Similarity NPC291437
0.5932 Remote Similarity NPC328784
0.5932 Remote Similarity NPC473487
0.5932 Remote Similarity NPC474391
0.5926 Remote Similarity NPC103286
0.5926 Remote Similarity NPC163746

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC303765 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
0.8367 Intermediate Similarity NPD4222 Approved
0.7885 Intermediate Similarity NPD3173 Approved
0.7647 Intermediate Similarity NPD39 Approved
0.76 Intermediate Similarity NPD5326 Phase 3
0.7321 Intermediate Similarity NPD3172 Approved
0.7308 Intermediate Similarity NPD3174 Discontinued
0.7193 Intermediate Similarity NPD4266 Approved
0.7193 Intermediate Similarity NPD3196 Approved
0.7193 Intermediate Similarity NPD3194 Approved
0.7193 Intermediate Similarity NPD3195 Phase 2
0.7037 Intermediate Similarity NPD5343 Approved
0.6727 Remote Similarity NPD622 Approved
0.6667 Remote Similarity NPD28 Approved
0.6667 Remote Similarity NPD29 Approved
0.6508 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6481 Remote Similarity NPD6097 Approved
0.6481 Remote Similarity NPD6096 Approved
0.6452 Remote Similarity NPD6109 Phase 1
0.6212 Remote Similarity NPD3197 Phase 1
0.6034 Remote Similarity NPD4220 Pre-registration
0.5942 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6927 Phase 3

Structure

External Identifiers

PubChem CID   10405269
ChEMBL   CHEMBL450380
ZINC  

Physicochemical Properties

Molecular Weight:  344.04
ALogP:  3.6337
MLogP:  3.11
XLogP:  6.081
# Rotatable Bonds:  8
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  21

Download Data

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