Natural Product: NPC300121

Natural Product ID:  NPC300121
Common Name:   17-Hydroxyheptadeca-5,7,9-Trien-11,13-Diyn-4-One
IUPAC Name:   (5E,7E,9E)-17-hydroxyheptadeca-5,7,9-trien-11,13-diyn-4-one
Synonyms:  
Molecular Formula:   C17H20O2
Standard InCHIKey:  APVCOKXFZCKIQG-YNQQSWPQSA-N
Standard InCHI:  InChI=1S/C17H20O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,12,15,18H,2,11,13-14,16H2,1H3/b6-4+,10-8+,15-12+
Canonical SMILES:  CCCC(=O)/C=C/C=C/C=C/C#CC#CCCCO
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
NPO18101 Cicuta virosa Species Apiaceae Eukaryota subterranean part PMID[11087575]
NPO18052 Cicuta maculata Species Apiaceae Eukaryota PMID[3572419]

  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 ug/ml 21684166
NPT805 Protein Complex GABA-A receptor; anion channel Rattus norvegicus IC50 = 3050 nM 24075143
NPT32 Organism Mus musculus Mus musculus LD50 = 7.6 mg/kg 20733045

  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 NPC300121 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
0.9038 High Similarity NPC284224
0.8113 Intermediate Similarity NPC225974
0.8 Intermediate Similarity NPC61177
0.7925 Intermediate Similarity NPC302310
0.7857 Intermediate Similarity NPC322461
0.7778 Intermediate Similarity NPC291437
0.7778 Intermediate Similarity NPC328784
0.7692 Intermediate Similarity NPC276825
0.7586 Intermediate Similarity NPC325977
0.75 Intermediate Similarity NPC473705
0.7458 Intermediate Similarity NPC268185
0.7458 Intermediate Similarity NPC472445
0.7455 Intermediate Similarity NPC473487
0.7455 Intermediate Similarity NPC20934
0.7455 Intermediate Similarity NPC288381
0.7414 Intermediate Similarity NPC471239
0.7358 Intermediate Similarity NPC474202
0.7358 Intermediate Similarity NPC474362
0.7321 Intermediate Similarity NPC59408
0.7321 Intermediate Similarity NPC71053
0.7288 Intermediate Similarity NPC324224
0.7288 Intermediate Similarity NPC472808
0.7273 Intermediate Similarity NPC267110
0.7258 Intermediate Similarity NPC168407
0.7241 Intermediate Similarity NPC110732
0.7213 Intermediate Similarity NPC329550
0.717 Intermediate Similarity NPC108195
0.717 Intermediate Similarity NPC267514
0.717 Intermediate Similarity NPC145755
0.7167 Intermediate Similarity NPC193975
0.7167 Intermediate Similarity NPC71755
0.7143 Intermediate Similarity NPC474391
0.7097 Intermediate Similarity NPC174447
0.7097 Intermediate Similarity NPC235242
0.7097 Intermediate Similarity NPC122521
0.7097 Intermediate Similarity NPC251042
0.7069 Intermediate Similarity NPC217188
0.7018 Intermediate Similarity NPC151782
0.7015 Intermediate Similarity NPC143396
0.6984 Remote Similarity NPC40082
0.6964 Remote Similarity NPC153538
0.6949 Remote Similarity NPC189677
0.6935 Remote Similarity NPC322002
0.6935 Remote Similarity NPC322186
0.6935 Remote Similarity NPC222852
0.6923 Remote Similarity NPC296436
0.6923 Remote Similarity NPC176215
0.6909 Remote Similarity NPC180575
0.6909 Remote Similarity NPC157096
0.6909 Remote Similarity NPC42304
0.6885 Remote Similarity NPC44542
0.6875 Remote Similarity NPC322457
0.6852 Remote Similarity NPC477686
0.6842 Remote Similarity NPC72699
0.6833 Remote Similarity NPC317899
0.6825 Remote Similarity NPC327112
0.6818 Remote Similarity NPC83965
0.6792 Remote Similarity NPC206906
0.6792 Remote Similarity NPC208936
0.6786 Remote Similarity NPC324812
0.6786 Remote Similarity NPC471958
0.678 Remote Similarity NPC34577
0.6774 Remote Similarity NPC281195
0.6774 Remote Similarity NPC469373
0.6765 Remote Similarity NPC236208
0.6731 Remote Similarity NPC323278
0.6731 Remote Similarity NPC329762
0.6731 Remote Similarity NPC103236
0.6731 Remote Similarity NPC27444
0.6727 Remote Similarity NPC191337
0.6727 Remote Similarity NPC117572
0.6724 Remote Similarity NPC28205
0.6724 Remote Similarity NPC284212
0.6724 Remote Similarity NPC477458
0.6724 Remote Similarity NPC93639
0.6719 Remote Similarity NPC260573
0.6716 Remote Similarity NPC106613
0.6667 Remote Similarity NPC318306
0.6667 Remote Similarity NPC48058
0.6667 Remote Similarity NPC248884
0.6667 Remote Similarity NPC106851
0.6667 Remote Similarity NPC256209
0.6667 Remote Similarity NPC473652
0.6667 Remote Similarity NPC274927
0.6667 Remote Similarity NPC329249
0.6667 Remote Similarity NPC85079
0.6667 Remote Similarity NPC270796
0.6667 Remote Similarity NPC31194
0.6667 Remote Similarity NPC40434
0.6667 Remote Similarity NPC49059
0.6667 Remote Similarity NPC34873
0.662 Remote Similarity NPC474321
0.6613 Remote Similarity NPC225929
0.6613 Remote Similarity NPC192843
0.6613 Remote Similarity NPC281230
0.6613 Remote Similarity NPC323436
0.661 Remote Similarity NPC303765
0.661 Remote Similarity NPC129458
0.6607 Remote Similarity NPC124183
0.6607 Remote Similarity NPC55063
0.6607 Remote Similarity NPC19834
0.6607 Remote Similarity NPC35141
0.6604 Remote Similarity NPC270170
0.6604 Remote Similarity NPC7754
0.6567 Remote Similarity NPC146811
0.6567 Remote Similarity NPC137163
0.6562 Remote Similarity NPC328311
0.6557 Remote Similarity NPC274290
0.6557 Remote Similarity NPC473863
0.6557 Remote Similarity NPC474913
0.6552 Remote Similarity NPC118788
0.6552 Remote Similarity NPC15325
0.6552 Remote Similarity NPC473768
0.6545 Remote Similarity NPC101616
0.6538 Remote Similarity NPC217923
0.6528 Remote Similarity NPC260396
0.6522 Remote Similarity NPC471022
0.6515 Remote Similarity NPC470320
0.6515 Remote Similarity NPC476658
0.6515 Remote Similarity NPC226592
0.65 Remote Similarity NPC10081
0.65 Remote Similarity NPC477724
0.65 Remote Similarity NPC26102
0.65 Remote Similarity NPC187361
0.65 Remote Similarity NPC225066
0.6491 Remote Similarity NPC91495
0.6481 Remote Similarity NPC304151
0.6481 Remote Similarity NPC149668
0.6479 Remote Similarity NPC284006
0.6462 Remote Similarity NPC64985
0.6462 Remote Similarity NPC269737
0.6462 Remote Similarity NPC26810
0.6452 Remote Similarity NPC187777
0.6452 Remote Similarity NPC327388
0.6452 Remote Similarity NPC179764
0.6441 Remote Similarity NPC43053
0.6441 Remote Similarity NPC129263
0.6441 Remote Similarity NPC470411
0.6429 Remote Similarity NPC269074
0.6429 Remote Similarity NPC318766
0.6418 Remote Similarity NPC317881
0.6418 Remote Similarity NPC476655
0.6418 Remote Similarity NPC323045
0.6418 Remote Similarity NPC136164
0.6418 Remote Similarity NPC7940
0.6418 Remote Similarity NPC476654
0.6418 Remote Similarity NPC245947
0.6418 Remote Similarity NPC255863
0.6418 Remote Similarity NPC476657
0.6406 Remote Similarity NPC278202
0.6393 Remote Similarity NPC474127
0.6393 Remote Similarity NPC137538
0.6393 Remote Similarity NPC473532
0.6389 Remote Similarity NPC227396
0.6379 Remote Similarity NPC125122
0.6379 Remote Similarity NPC471280
0.6379 Remote Similarity NPC471275
0.6379 Remote Similarity NPC149821
0.6379 Remote Similarity NPC5413
0.6379 Remote Similarity NPC471276
0.6377 Remote Similarity NPC309466
0.6364 Remote Similarity NPC29697
0.6364 Remote Similarity NPC473737
0.6364 Remote Similarity NPC190049
0.6364 Remote Similarity NPC216921
0.6349 Remote Similarity NPC323498
0.6349 Remote Similarity NPC211752
0.6349 Remote Similarity NPC265551
0.6349 Remote Similarity NPC283502
0.6349 Remote Similarity NPC323597
0.6349 Remote Similarity NPC135863
0.6349 Remote Similarity NPC212730
0.6346 Remote Similarity NPC92863
0.6346 Remote Similarity NPC180840
0.6346 Remote Similarity NPC155880
0.6338 Remote Similarity NPC95863
0.6338 Remote Similarity NPC319163
0.6338 Remote Similarity NPC67076
0.6338 Remote Similarity NPC293114
0.6333 Remote Similarity NPC137396
0.6333 Remote Similarity NPC229046
0.6333 Remote Similarity NPC46565
0.6333 Remote Similarity NPC142092
0.6324 Remote Similarity NPC476656
0.6324 Remote Similarity NPC476659
0.6316 Remote Similarity NPC8610
0.6316 Remote Similarity NPC262558
0.6308 Remote Similarity NPC321919
0.6308 Remote Similarity NPC143857
0.6308 Remote Similarity NPC229252
0.6308 Remote Similarity NPC243532
0.6308 Remote Similarity NPC81896
0.6296 Remote Similarity NPC33489
0.629 Remote Similarity NPC45626
0.629 Remote Similarity NPC470963
0.629 Remote Similarity NPC475353
0.629 Remote Similarity NPC146551
0.629 Remote Similarity NPC477726
0.629 Remote Similarity NPC473735
0.629 Remote Similarity NPC152668

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC300121 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
0.6833 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6825 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6727 Remote Similarity NPD39 Approved
0.6727 Remote Similarity NPD4222 Approved
0.6667 Remote Similarity NPD5326 Phase 3
0.6379 Remote Similarity NPD4220 Pre-registration
0.6379 Remote Similarity NPD3173 Approved
0.625 Remote Similarity NPD6109 Phase 1
0.625 Remote Similarity NPD6097 Approved
0.625 Remote Similarity NPD6096 Approved
0.6232 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6226 Remote Similarity NPD5783 Phase 3
0.6207 Remote Similarity NPD5343 Approved
0.614 Remote Similarity NPD4265 Approved
0.6029 Remote Similarity NPD3197 Phase 1
0.5968 Remote Similarity NPD3172 Approved
0.5897 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5882 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5873 Remote Similarity NPD4266 Approved
0.5873 Remote Similarity NPD3195 Phase 2
0.5873 Remote Similarity NPD3194 Approved
0.5873 Remote Similarity NPD3196 Approved
0.5873 Remote Similarity NPD539 Approved
0.5862 Remote Similarity NPD9090 Phase 3
0.5862 Remote Similarity NPD3174 Discontinued
0.5846 Remote Similarity NPD8779 Phase 3
0.5714 Remote Similarity NPD4756 Discovery
0.5645 Remote Similarity NPD6927 Phase 3
0.5634 Remote Similarity NPD3704 Approved
0.5634 Remote Similarity NPD7331 Phase 2
0.5634 Remote Similarity NPD6108 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10824982
ChEMBL   CHEMBL421759
ZINC  

Physicochemical Properties

Molecular Weight:  256.15
ALogP:  1.3375
MLogP:  3.11
XLogP:  3.466
# Rotatable Bonds:  9
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  19

Download Data

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