Natural Product: NPC193975

Natural Product ID:  NPC193975
Common Name:   (Z,8S)-8-Hydroxy-1-Methoxyheptadec-9-En-4,6-Diyn-3-One
IUPAC Name:   (Z,8S)-8-hydroxy-1-methoxyheptadec-9-en-4,6-diyn-3-one
Synonyms:  
Molecular Formula:   C18H26O3
Standard InCHIKey:  FJWBUWYAOLZOKU-GKUQOKNUSA-N
Standard InCHI:  InChI=1S/C18H26O3/c1-3-4-5-6-7-8-9-12-17(19)13-10-11-14-18(20)15-16-21-2/h9,12,17,19H,3-8,15-16H2,1-2H3/b12-9-/t17-/m0/s1
Canonical SMILES:  CCCCCCC/C=C[C@@H](C#CC#CC(=O)CCOC)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
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots Purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1785 Individual Protein Serotonin 7 (5-HT7) receptor Homo sapiens IC50 > 150000 nM 20851614
NPT1785 Individual Protein Serotonin 7 (5-HT7) receptor Homo sapiens Inhibition = 69 % 22413887

  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 NPC193975 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
0.8519 High Similarity NPC151782
0.8491 Intermediate Similarity NPC248884
0.8491 Intermediate Similarity NPC31194
0.8491 Intermediate Similarity NPC85079
0.8393 Intermediate Similarity NPC48058
0.8364 Intermediate Similarity NPC473705
0.8333 Intermediate Similarity NPC72699
0.8246 Intermediate Similarity NPC471239
0.8214 Intermediate Similarity NPC61177
0.8148 Intermediate Similarity NPC471280
0.8148 Intermediate Similarity NPC471275
0.8148 Intermediate Similarity NPC471276
0.8148 Intermediate Similarity NPC153538
0.8148 Intermediate Similarity NPC125122
0.8113 Intermediate Similarity NPC124183
0.8113 Intermediate Similarity NPC35141
0.8113 Intermediate Similarity NPC55063
0.8113 Intermediate Similarity NPC19834
0.807 Intermediate Similarity NPC49059
0.807 Intermediate Similarity NPC256209
0.8036 Intermediate Similarity NPC142092
0.8033 Intermediate Similarity NPC66460
0.8033 Intermediate Similarity NPC271282
0.8033 Intermediate Similarity NPC325929
0.8 Intermediate Similarity NPC477727
0.8 Intermediate Similarity NPC471281
0.8 Intermediate Similarity NPC473652
0.8 Intermediate Similarity NPC474642
0.8 Intermediate Similarity NPC473487
0.8 Intermediate Similarity NPC199286
0.8 Intermediate Similarity NPC473913
0.8 Intermediate Similarity NPC249670
0.7966 Intermediate Similarity NPC44542
0.7966 Intermediate Similarity NPC265551
0.7966 Intermediate Similarity NPC212730
0.7931 Intermediate Similarity NPC470963
0.7931 Intermediate Similarity NPC146551
0.7931 Intermediate Similarity NPC474513
0.7925 Intermediate Similarity NPC269074
0.7903 Intermediate Similarity NPC29697
0.7895 Intermediate Similarity NPC284224
0.7869 Intermediate Similarity NPC471278
0.7857 Intermediate Similarity NPC55383
0.7857 Intermediate Similarity NPC89824
0.7857 Intermediate Similarity NPC477723
0.7857 Intermediate Similarity NPC329608
0.7857 Intermediate Similarity NPC294278
0.7857 Intermediate Similarity NPC76198
0.7857 Intermediate Similarity NPC197272
0.7857 Intermediate Similarity NPC256656
0.7857 Intermediate Similarity NPC93639
0.7857 Intermediate Similarity NPC59408
0.7857 Intermediate Similarity NPC170776
0.7857 Intermediate Similarity NPC9273
0.7857 Intermediate Similarity NPC475477
0.7857 Intermediate Similarity NPC165447
0.7857 Intermediate Similarity NPC224148
0.7857 Intermediate Similarity NPC71053
0.7857 Intermediate Similarity NPC471959
0.7797 Intermediate Similarity NPC311648
0.7797 Intermediate Similarity NPC470964
0.7759 Intermediate Similarity NPC473532
0.7759 Intermediate Similarity NPC110732
0.7742 Intermediate Similarity NPC168407
0.7736 Intermediate Similarity NPC101616
0.7679 Intermediate Similarity NPC291437
0.7679 Intermediate Similarity NPC328784
0.7667 Intermediate Similarity NPC594
0.7667 Intermediate Similarity NPC472445
0.7667 Intermediate Similarity NPC48968
0.7627 Intermediate Similarity NPC473735
0.7627 Intermediate Similarity NPC473896
0.7627 Intermediate Similarity NPC475353
0.7627 Intermediate Similarity NPC473725
0.7627 Intermediate Similarity NPC152668
0.7627 Intermediate Similarity NPC473910
0.7627 Intermediate Similarity NPC477725
0.7627 Intermediate Similarity NPC477726
0.7627 Intermediate Similarity NPC473721
0.7586 Intermediate Similarity NPC217188
0.7544 Intermediate Similarity NPC129263
0.75 Intermediate Similarity NPC302310
0.75 Intermediate Similarity NPC470966
0.75 Intermediate Similarity NPC470968
0.75 Intermediate Similarity NPC470320
0.75 Intermediate Similarity NPC471960
0.75 Intermediate Similarity NPC473847
0.75 Intermediate Similarity NPC470967
0.75 Intermediate Similarity NPC161838
0.75 Intermediate Similarity NPC470969
0.75 Intermediate Similarity NPC226592
0.75 Intermediate Similarity NPC475384
0.75 Intermediate Similarity NPC477661
0.746 Intermediate Similarity NPC475984
0.7455 Intermediate Similarity NPC180575
0.7424 Intermediate Similarity NPC473752
0.7419 Intermediate Similarity NPC222852
0.7407 Intermediate Similarity NPC108195
0.7377 Intermediate Similarity NPC470970
0.7358 Intermediate Similarity NPC304151
0.7344 Intermediate Similarity NPC470965
0.7333 Intermediate Similarity NPC474644
0.7288 Intermediate Similarity NPC34577
0.7241 Intermediate Similarity NPC474495
0.7241 Intermediate Similarity NPC473672
0.7213 Intermediate Similarity NPC474643
0.7213 Intermediate Similarity NPC473865
0.7206 Intermediate Similarity NPC470436
0.7193 Intermediate Similarity NPC267110
0.7167 Intermediate Similarity NPC300121
0.7143 Intermediate Similarity NPC318306
0.7143 Intermediate Similarity NPC474267
0.7097 Intermediate Similarity NPC471277
0.7097 Intermediate Similarity NPC471279
0.7069 Intermediate Similarity NPC288381
0.7069 Intermediate Similarity NPC20934
0.7049 Intermediate Similarity NPC317899
0.7037 Intermediate Similarity NPC149668
0.7031 Intermediate Similarity NPC327112
0.7 Intermediate Similarity NPC187361
0.7 Intermediate Similarity NPC26102
0.7 Intermediate Similarity NPC477724
0.6984 Remote Similarity NPC469373
0.697 Remote Similarity NPC475221
0.6964 Remote Similarity NPC474362
0.6964 Remote Similarity NPC276825
0.6964 Remote Similarity NPC474202
0.6944 Remote Similarity NPC260396
0.6923 Remote Similarity NPC113293
0.6923 Remote Similarity NPC477829
0.6901 Remote Similarity NPC470435
0.6885 Remote Similarity NPC137538
0.6885 Remote Similarity NPC269615
0.6885 Remote Similarity NPC189677
0.6866 Remote Similarity NPC136164
0.6866 Remote Similarity NPC255863
0.6866 Remote Similarity NPC245947
0.6842 Remote Similarity NPC157096
0.6825 Remote Similarity NPC71755
0.6792 Remote Similarity NPC15934
0.6786 Remote Similarity NPC267514
0.6786 Remote Similarity NPC145755
0.678 Remote Similarity NPC225974
0.6774 Remote Similarity NPC474913
0.6774 Remote Similarity NPC52264
0.6727 Remote Similarity NPC206906
0.6721 Remote Similarity NPC474496
0.6714 Remote Similarity NPC236208
0.6714 Remote Similarity NPC143396
0.6667 Remote Similarity NPC329762
0.6667 Remote Similarity NPC103236
0.6667 Remote Similarity NPC29234
0.6667 Remote Similarity NPC472808
0.6667 Remote Similarity NPC26810
0.6667 Remote Similarity NPC201939
0.6667 Remote Similarity NPC99619
0.6667 Remote Similarity NPC324224
0.6667 Remote Similarity NPC27444
0.6667 Remote Similarity NPC26500
0.6623 Remote Similarity NPC150502
0.6622 Remote Similarity NPC16279
0.6622 Remote Similarity NPC256640
0.6622 Remote Similarity NPC205615
0.662 Remote Similarity NPC42526
0.6618 Remote Similarity NPC296436
0.6618 Remote Similarity NPC176215
0.6615 Remote Similarity NPC329424
0.6615 Remote Similarity NPC322186
0.6615 Remote Similarity NPC322002
0.6562 Remote Similarity NPC474577
0.6562 Remote Similarity NPC268185
0.6557 Remote Similarity NPC35756
0.6557 Remote Similarity NPC106531
0.6545 Remote Similarity NPC474361
0.6528 Remote Similarity NPC293114
0.6522 Remote Similarity NPC284447
0.6522 Remote Similarity NPC83965
0.6515 Remote Similarity NPC328311
0.6515 Remote Similarity NPC299730
0.6515 Remote Similarity NPC243532
0.6508 Remote Similarity NPC474672
0.65 Remote Similarity NPC473768
0.65 Remote Similarity NPC474391
0.65 Remote Similarity NPC475071
0.65 Remote Similarity NPC474460
0.6471 Remote Similarity NPC476658
0.6462 Remote Similarity NPC181872
0.6447 Remote Similarity NPC473471
0.6447 Remote Similarity NPC182292
0.6441 Remote Similarity NPC471958
0.6438 Remote Similarity NPC275098
0.6429 Remote Similarity NPC249801
0.6429 Remote Similarity NPC106613
0.6429 Remote Similarity NPC46248
0.6429 Remote Similarity NPC25298
0.6429 Remote Similarity NPC122627
0.6429 Remote Similarity NPC478097
0.6429 Remote Similarity NPC225272
0.6418 Remote Similarity NPC321838
0.6418 Remote Similarity NPC64971

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC193975 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
0.7031 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.6508 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4265 Approved
0.6324 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6282 Remote Similarity NPD4252 Approved
0.6232 Remote Similarity NPD3197 Phase 1
0.6197 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6125 Remote Similarity NPD4269 Approved
0.6125 Remote Similarity NPD4270 Approved
0.6102 Remote Similarity NPD39 Approved
0.6049 Remote Similarity NPD5332 Approved
0.6049 Remote Similarity NPD5331 Approved
0.6026 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6024 Remote Similarity NPD5786 Approved
0.597 Remote Similarity NPD585 Clinical (unspecified phase)
0.597 Remote Similarity NPD6109 Phase 1
0.5938 Remote Similarity NPD3172 Approved
0.5932 Remote Similarity NPD6096 Approved
0.5932 Remote Similarity NPD6097 Approved
0.5909 Remote Similarity NPD4219 Approved
0.5904 Remote Similarity NPD5363 Approved
0.5902 Remote Similarity NPD5343 Approved
0.5875 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5873 Remote Similarity NPD6927 Phase 3
0.5846 Remote Similarity NPD3195 Phase 2
0.5846 Remote Similarity NPD3194 Approved
0.5846 Remote Similarity NPD3196 Approved
0.5846 Remote Similarity NPD4266 Approved
0.5833 Remote Similarity NPD4222 Approved
0.5823 Remote Similarity NPD4268 Approved
0.5823 Remote Similarity NPD4271 Approved
0.5814 Remote Similarity NPD5370 Suspended
0.5806 Remote Similarity NPD3173 Approved
0.5806 Remote Similarity NPD4220 Pre-registration
0.5802 Remote Similarity NPD5369 Approved
0.5763 Remote Similarity NPD5326 Phase 3
0.5747 Remote Similarity NPD5785 Approved
0.5733 Remote Similarity NPD3212 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5714 Remote Similarity NPD368 Approved
0.5694 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5682 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5679 Remote Similarity NPD4819 Approved
0.5679 Remote Similarity NPD4821 Approved
0.5679 Remote Similarity NPD4820 Approved
0.5679 Remote Similarity NPD4822 Approved
0.5663 Remote Similarity NPD7154 Phase 3
0.5663 Remote Similarity NPD5362 Discontinued
0.5625 Remote Similarity NPD28 Approved
0.5625 Remote Similarity NPD29 Approved
0.5614 Remote Similarity NPD5783 Phase 3

Structure

External Identifiers

PubChem CID   44575261
ChEMBL   CHEMBL479891
ZINC  

Physicochemical Properties

Molecular Weight:  290.19
ALogP:  -0.2644
MLogP:  3.11
XLogP:  4.421
# Rotatable Bonds:  13
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  21

Download Data

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Structure MOL file  
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