Natural Product: NPC100096

Natural Product ID:  NPC100096
Common Name:   (S)-17,18-Dihydroxy-9,11,13,15-Octadecatetraynoic Acid
IUPAC Name:   (17R)-17,18-dihydroxyoctadeca-9,11,13,15-tetraynoic acid
Synonyms:  
Molecular Formula:   C18H20O4
Standard InCHIKey:  HDRUWFRNPPKRDB-QGZVFWFLSA-N
Standard InCHI:  InChI=1S/C18H20O4/c19-16-17(20)14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18(21)22/h17,19-20H,3,5,7,9,11,13,15-16H2,(H,21,22)/t17-/m1/s1
Canonical SMILES:  OC[C@@H](C#CC#CC#CC#CCCCCCCCC(=O)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
NPO32829 ochanostachys amentacea Species Coulaceae Eukaryota Twigs PMID[11430012]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified ED50 > 20 ug/ml 20192236
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 14.6 ug/ml 20384296
NPT91 Cell Line KB Homo sapiens ED50 = 2.6 ug/ml 20430633
NPT91 Cell Line KB Homo sapiens ED50 = 11.9 ug/ml 20430633
NPT858 Cell Line LNCaP Homo sapiens ED50 = 9.2 ug/ml 20430633
NPT2345 Cell Line SW626 Homo sapiens ED50 = 19.4 ug/ml 20430633
NPT136 Cell Line SK-N-SH Homo sapiens ED50 = 6.7 ug/ml 20430633
NPT726 Cell Line M109 Mus musculus ED50 = 10.1 ug/ml 12444676
NPT1851 Cell Line Col2 Homo sapiens ED50 > 20 ug/ml 26090896
NPT91 Cell Line KB Homo sapiens ED50 = 13.4 ug/ml 26151487

  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 NPC100096 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
0.9167 High Similarity NPC304162
0.8367 Intermediate Similarity NPC324004
0.8367 Intermediate Similarity NPC328497
0.8302 Intermediate Similarity NPC320588
0.8302 Intermediate Similarity NPC53463
0.8302 Intermediate Similarity NPC23155
0.8302 Intermediate Similarity NPC469937
0.82 Intermediate Similarity NPC106872
0.8125 Intermediate Similarity NPC19305
0.8125 Intermediate Similarity NPC255837
0.7959 Intermediate Similarity NPC8219
0.7885 Intermediate Similarity NPC90904
0.7843 Intermediate Similarity NPC200618
0.7843 Intermediate Similarity NPC131770
0.78 Intermediate Similarity NPC12438
0.78 Intermediate Similarity NPC30195
0.7708 Intermediate Similarity NPC163746
0.7708 Intermediate Similarity NPC103286
0.7692 Intermediate Similarity NPC26253
0.766 Intermediate Similarity NPC294085
0.766 Intermediate Similarity NPC183424
0.766 Intermediate Similarity NPC118968
0.766 Intermediate Similarity NPC214610
0.7636 Intermediate Similarity NPC289979
0.76 Intermediate Similarity NPC469781
0.7586 Intermediate Similarity NPC470363
0.7551 Intermediate Similarity NPC129972
0.7551 Intermediate Similarity NPC301528
0.7551 Intermediate Similarity NPC71317
0.746 Intermediate Similarity NPC82315
0.7447 Intermediate Similarity NPC268826
0.74 Intermediate Similarity NPC74845
0.7347 Intermediate Similarity NPC209970
0.7347 Intermediate Similarity NPC196924
0.7347 Intermediate Similarity NPC149184
0.7347 Intermediate Similarity NPC216630
0.7347 Intermediate Similarity NPC307783
0.7347 Intermediate Similarity NPC171736
0.7344 Intermediate Similarity NPC28526
0.7292 Intermediate Similarity NPC113928
0.7292 Intermediate Similarity NPC279026
0.7292 Intermediate Similarity NPC201844
0.7292 Intermediate Similarity NPC261080
0.7292 Intermediate Similarity NPC301585
0.7292 Intermediate Similarity NPC301696
0.7292 Intermediate Similarity NPC154186
0.7292 Intermediate Similarity NPC14227
0.7255 Intermediate Similarity NPC62014
0.7255 Intermediate Similarity NPC47363
0.7255 Intermediate Similarity NPC287231
0.7222 Intermediate Similarity NPC55678
0.72 Intermediate Similarity NPC67462
0.7143 Intermediate Similarity NPC165533
0.7097 Intermediate Similarity NPC226592
0.7091 Intermediate Similarity NPC470411
0.7091 Intermediate Similarity NPC470410
0.7091 Intermediate Similarity NPC287811
0.7091 Intermediate Similarity NPC470412
0.7083 Intermediate Similarity NPC73245
0.7059 Intermediate Similarity NPC76051
0.7021 Intermediate Similarity NPC134782
0.7 Intermediate Similarity NPC53541
0.6964 Remote Similarity NPC18357
0.6939 Remote Similarity NPC219536
0.6939 Remote Similarity NPC223249
0.6939 Remote Similarity NPC31551
0.6939 Remote Similarity NPC471282
0.6875 Remote Similarity NPC158179
0.6863 Remote Similarity NPC236579
0.6863 Remote Similarity NPC203531
0.6825 Remote Similarity NPC470320
0.6809 Remote Similarity NPC317203
0.68 Remote Similarity NPC40597
0.68 Remote Similarity NPC28598
0.68 Remote Similarity NPC256163
0.68 Remote Similarity NPC161097
0.68 Remote Similarity NPC250028
0.68 Remote Similarity NPC149299
0.6792 Remote Similarity NPC145045
0.6792 Remote Similarity NPC52700
0.6792 Remote Similarity NPC105329
0.6792 Remote Similarity NPC63182
0.6774 Remote Similarity NPC321838
0.6769 Remote Similarity NPC99619
0.6769 Remote Similarity NPC271921
0.6769 Remote Similarity NPC330426
0.6769 Remote Similarity NPC148192
0.6769 Remote Similarity NPC26500
0.6769 Remote Similarity NPC22101
0.6769 Remote Similarity NPC104537
0.6769 Remote Similarity NPC206601
0.6769 Remote Similarity NPC469925
0.6769 Remote Similarity NPC127091
0.6735 Remote Similarity NPC22903
0.6735 Remote Similarity NPC305660
0.6735 Remote Similarity NPC201622
0.6735 Remote Similarity NPC54980
0.6721 Remote Similarity NPC17935
0.6667 Remote Similarity NPC155263
0.6667 Remote Similarity NPC325773
0.6667 Remote Similarity NPC326957
0.6667 Remote Similarity NPC324981
0.6667 Remote Similarity NPC8597
0.6667 Remote Similarity NPC473559
0.6667 Remote Similarity NPC48218
0.6667 Remote Similarity NPC474361
0.6667 Remote Similarity NPC235788
0.6667 Remote Similarity NPC141481
0.6667 Remote Similarity NPC21844
0.6613 Remote Similarity NPC243532
0.661 Remote Similarity NPC54766
0.6604 Remote Similarity NPC55023
0.6604 Remote Similarity NPC273545
0.66 Remote Similarity NPC80234
0.6571 Remote Similarity NPC81052
0.6567 Remote Similarity NPC241265
0.6567 Remote Similarity NPC285003
0.6562 Remote Similarity NPC314103
0.6545 Remote Similarity NPC477878
0.6545 Remote Similarity NPC324793
0.6538 Remote Similarity NPC289686
0.6515 Remote Similarity NPC286842
0.6515 Remote Similarity NPC473829
0.6515 Remote Similarity NPC475443
0.6508 Remote Similarity NPC201939
0.6508 Remote Similarity NPC477829
0.65 Remote Similarity NPC187777
0.65 Remote Similarity NPC179764
0.6481 Remote Similarity NPC314679
0.6471 Remote Similarity NPC42526
0.6471 Remote Similarity NPC12156
0.6471 Remote Similarity NPC476660
0.6471 Remote Similarity NPC470268
0.6471 Remote Similarity NPC321873
0.6462 Remote Similarity NPC476330
0.6458 Remote Similarity NPC156630
0.6452 Remote Similarity NPC475821
0.6418 Remote Similarity NPC50228
0.6418 Remote Similarity NPC97736
0.6415 Remote Similarity NPC317128
0.6406 Remote Similarity NPC474552
0.6383 Remote Similarity NPC18224
0.6383 Remote Similarity NPC328710
0.6379 Remote Similarity NPC161366
0.6379 Remote Similarity NPC277878
0.6377 Remote Similarity NPC184550
0.6377 Remote Similarity NPC185419
0.6333 Remote Similarity NPC274290
0.6333 Remote Similarity NPC473863
0.6327 Remote Similarity NPC474392
0.6327 Remote Similarity NPC474914
0.6324 Remote Similarity NPC473772
0.6324 Remote Similarity NPC211428
0.6301 Remote Similarity NPC469495
0.6296 Remote Similarity NPC242655
0.6296 Remote Similarity NPC38891
0.6286 Remote Similarity NPC475232
0.6286 Remote Similarity NPC163812
0.6286 Remote Similarity NPC206823
0.6286 Remote Similarity NPC473699
0.6286 Remote Similarity NPC308096
0.6286 Remote Similarity NPC291228
0.6286 Remote Similarity NPC473775
0.6286 Remote Similarity NPC474100
0.6286 Remote Similarity NPC475260
0.6286 Remote Similarity NPC51249
0.6271 Remote Similarity NPC72722
0.6271 Remote Similarity NPC196612
0.625 Remote Similarity NPC475984
0.625 Remote Similarity NPC180534
0.6232 Remote Similarity NPC126366
0.6232 Remote Similarity NPC114640
0.6232 Remote Similarity NPC324165
0.6232 Remote Similarity NPC33267
0.6232 Remote Similarity NPC169976
0.6232 Remote Similarity NPC170963
0.6226 Remote Similarity NPC176500
0.6216 Remote Similarity NPC209995
0.6212 Remote Similarity NPC255863
0.6212 Remote Similarity NPC326268
0.6212 Remote Similarity NPC245947
0.6212 Remote Similarity NPC318420
0.6212 Remote Similarity NPC136164
0.6207 Remote Similarity NPC314084
0.6197 Remote Similarity NPC474321
0.6182 Remote Similarity NPC166287
0.6176 Remote Similarity NPC319007
0.617 Remote Similarity NPC267243
0.6154 Remote Similarity NPC29697
0.6154 Remote Similarity NPC470965
0.6133 Remote Similarity NPC200446
0.6129 Remote Similarity NPC225929
0.6129 Remote Similarity NPC323436
0.6122 Remote Similarity NPC97967
0.6111 Remote Similarity NPC217725
0.6111 Remote Similarity NPC228411
0.6111 Remote Similarity NPC319680
0.6094 Remote Similarity NPC235242
0.6087 Remote Similarity NPC143396
0.6071 Remote Similarity NPC249754

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC100096 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
0.8302 Intermediate Similarity NPD3728 Approved
0.8302 Intermediate Similarity NPD3730 Approved
0.766 Intermediate Similarity NPD9655 Approved
0.7636 Intermediate Similarity NPD3729 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD2270 Approved
0.7292 Intermediate Similarity NPD633 Phase 3
0.7292 Intermediate Similarity NPD9448 Phase 2
0.7255 Intermediate Similarity NPD2699 Approved
0.717 Intermediate Similarity NPD6125 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7909 Approved
0.6923 Remote Similarity NPD3199 Clinical (unspecified phase)
0.6825 Remote Similarity NPD3197 Phase 1
0.678 Remote Similarity NPD73 Approved
0.6735 Remote Similarity NPD3206 Approved
0.6721 Remote Similarity NPD3198 Approved
0.6481 Remote Similarity NPD634 Phase 3
0.6379 Remote Similarity NPD9011 Approved
0.6379 Remote Similarity NPD64 Approved
0.6379 Remote Similarity NPD72 Approved
0.6379 Remote Similarity NPD9007 Approved
0.6379 Remote Similarity NPD9009 Approved
0.6379 Remote Similarity NPD9010 Approved
0.6379 Remote Similarity NPD65 Approved
0.6379 Remote Similarity NPD9008 Approved
0.6379 Remote Similarity NPD66 Approved
0.6379 Remote Similarity NPD8960 Approved
0.625 Remote Similarity NPD2266 Phase 2
0.625 Remote Similarity NPD622 Approved
0.6182 Remote Similarity NPD9431 Approved
0.6182 Remote Similarity NPD9430 Approved
0.6102 Remote Similarity NPD3186 Phase 1
0.6 Remote Similarity NPD3172 Approved
0.5926 Remote Similarity NPD387 Clinical (unspecified phase)
0.5902 Remote Similarity NPD3196 Approved
0.5902 Remote Similarity NPD3194 Approved
0.5902 Remote Similarity NPD615 Clinical (unspecified phase)
0.5902 Remote Similarity NPD4266 Approved
0.5902 Remote Similarity NPD3195 Phase 2
0.5873 Remote Similarity NPD8959 Approved
0.5862 Remote Similarity NPD8964 Approved
0.5849 Remote Similarity NPD7536 Approved
0.5849 Remote Similarity NPD9635 Discontinued
0.5769 Remote Similarity NPD9513 Phase 1
0.5714 Remote Similarity NPD5383 Approved
0.5714 Remote Similarity NPD2272 Approved
0.569 Remote Similarity NPD9004 Approved
0.569 Remote Similarity NPD9003 Clinical (unspecified phase)
0.569 Remote Similarity NPD9005 Phase 3
0.5667 Remote Similarity NPD9002 Approved
0.5667 Remote Similarity NPD9001 Clinical (unspecified phase)
0.5667 Remote Similarity NPD9638 Phase 2
0.566 Remote Similarity NPD9450 Approved
0.566 Remote Similarity NPD77 Approved
0.5634 Remote Similarity NPD8277 Approved
0.5606 Remote Similarity NPD4246 Clinical (unspecified phase)
0.56 Remote Similarity NPD6117 Approved

Structure

External Identifiers

PubChem CID   10447521
ChEMBL   CHEMBL459615
ZINC  

Physicochemical Properties

Molecular Weight:  300.14
ALogP:  -0.1804
MLogP:  3
XLogP:  3.746
# Rotatable Bonds:  11
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  0
# Heavy Atoms:  22

Download Data

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