Natural Product: NPC184461

Natural Product ID:  NPC184461
Common Name:   Eiseniachloride C
IUPAC Name:   (1R,2S,8Z,11Z,14Z,16S,17R,18R)-18-chloro-2-ethyl-17-hydroxy-3-oxabicyclo[14.3.0]nonadeca-8,11,14-trien-4-one
Synonyms:   Eiseniachloride C
Molecular Formula:   C20H29ClO3
Standard InCHIKey:  XSVVTBMSEOBKQC-UFMICMNASA-N
Standard InCHI:  InChI=1S/C20H29ClO3/c1-2-18-16-14-17(21)20(23)15(16)12-10-8-6-4-3-5-7-9-11-13-19(22)24-18/h4-7,10,12,15-18,20,23H,2-3,8-9,11,13-14H2,1H3/b6-4-,7-5-,12-10-/t15-,16+,17+,18-,20+/m0/s1
Canonical SMILES:  CC[C@@H]1OC(=O)CCC/C=CC/C=CC/C=C[C@H]2[C@H]1C[C@H]([C@@H]2O)Cl
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
NPO27567 Eisenia bicyclis Species Lessoniaceae Eukaryota PMID[14575430]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis Activity = 0.29 19114678
NPT16 Organism Staphylococcus aureus Staphylococcus aureus Activity = 0.34 22608855

  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 NPC184461 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
0.9877 High Similarity NPC475405
0.9756 High Similarity NPC475712
0.9036 High Similarity NPC475732
0.8235 Intermediate Similarity NPC191711
0.7692 Intermediate Similarity NPC316629
0.7471 Intermediate Similarity NPC323249
0.7471 Intermediate Similarity NPC27949
0.7471 Intermediate Similarity NPC260814
0.7471 Intermediate Similarity NPC39547
0.7386 Intermediate Similarity NPC477088
0.7222 Intermediate Similarity NPC316844
0.7222 Intermediate Similarity NPC88735
0.7191 Intermediate Similarity NPC226226
0.7191 Intermediate Similarity NPC55304
0.7184 Intermediate Similarity NPC166115
0.7065 Intermediate Similarity NPC477667
0.7 Intermediate Similarity NPC164308
0.7 Intermediate Similarity NPC201225
0.6957 Remote Similarity NPC7414
0.6944 Remote Similarity NPC258711
0.6944 Remote Similarity NPC35069
0.6932 Remote Similarity NPC113639
0.6931 Remote Similarity NPC152480
0.6923 Remote Similarity NPC115418
0.6887 Remote Similarity NPC68248
0.6882 Remote Similarity NPC111409
0.6881 Remote Similarity NPC273242
0.6854 Remote Similarity NPC279537
0.6848 Remote Similarity NPC126248
0.6848 Remote Similarity NPC47031
0.6842 Remote Similarity NPC477668
0.6832 Remote Similarity NPC472290
0.6832 Remote Similarity NPC161493
0.6822 Remote Similarity NPC115352
0.6818 Remote Similarity NPC121816
0.68 Remote Similarity NPC67584
0.68 Remote Similarity NPC213698
0.68 Remote Similarity NPC52044
0.6789 Remote Similarity NPC189338
0.6789 Remote Similarity NPC95290
0.6778 Remote Similarity NPC186109
0.6757 Remote Similarity NPC255450
0.6757 Remote Similarity NPC170692
0.6742 Remote Similarity NPC217725
0.6739 Remote Similarity NPC258965
0.6739 Remote Similarity NPC156658
0.6735 Remote Similarity NPC37607
0.6735 Remote Similarity NPC301969
0.6733 Remote Similarity NPC213078
0.6705 Remote Similarity NPC477085
0.6702 Remote Similarity NPC128246
0.67 Remote Similarity NPC127019
0.6667 Remote Similarity NPC318766
0.6667 Remote Similarity NPC475925
0.6667 Remote Similarity NPC67493
0.6667 Remote Similarity NPC472468
0.6635 Remote Similarity NPC150923
0.6634 Remote Similarity NPC170120
0.663 Remote Similarity NPC86971
0.6629 Remote Similarity NPC472966
0.6593 Remote Similarity NPC476439
0.6591 Remote Similarity NPC477086
0.6591 Remote Similarity NPC477087
0.6569 Remote Similarity NPC24956
0.6569 Remote Similarity NPC18019
0.6566 Remote Similarity NPC54065
0.6566 Remote Similarity NPC297474
0.6566 Remote Similarity NPC472466
0.6559 Remote Similarity NPC200446
0.6552 Remote Similarity NPC22301
0.6552 Remote Similarity NPC199557
0.6552 Remote Similarity NPC317583
0.6552 Remote Similarity NPC144647
0.6535 Remote Similarity NPC472467
0.6535 Remote Similarity NPC198853
0.6535 Remote Similarity NPC90453
0.6531 Remote Similarity NPC91248
0.6531 Remote Similarity NPC309656
0.6531 Remote Similarity NPC217983
0.6531 Remote Similarity NPC294480
0.6531 Remote Similarity NPC202672
0.6531 Remote Similarity NPC207114
0.6526 Remote Similarity NPC472473
0.6526 Remote Similarity NPC250315
0.6522 Remote Similarity NPC218817
0.6522 Remote Similarity NPC11796
0.6522 Remote Similarity NPC469495
0.6512 Remote Similarity NPC60120
0.6509 Remote Similarity NPC474775
0.6506 Remote Similarity NPC328776
0.6506 Remote Similarity NPC320305
0.6506 Remote Similarity NPC201939
0.6505 Remote Similarity NPC477949
0.65 Remote Similarity NPC293001
0.65 Remote Similarity NPC133888
0.65 Remote Similarity NPC57304
0.65 Remote Similarity NPC131209
0.65 Remote Similarity NPC35959
0.65 Remote Similarity NPC29821
0.65 Remote Similarity NPC63193
0.65 Remote Similarity NPC221282
0.65 Remote Similarity NPC133698
0.65 Remote Similarity NPC171360
0.6495 Remote Similarity NPC478112
0.6495 Remote Similarity NPC278283
0.6495 Remote Similarity NPC56593
0.6481 Remote Similarity NPC216636
0.6471 Remote Similarity NPC304886
0.6465 Remote Similarity NPC215556
0.6465 Remote Similarity NPC155935
0.6458 Remote Similarity NPC82297
0.6458 Remote Similarity NPC194859
0.6458 Remote Similarity NPC224386
0.6458 Remote Similarity NPC474776
0.6458 Remote Similarity NPC165287
0.6452 Remote Similarity NPC139712
0.6452 Remote Similarity NPC209995
0.6449 Remote Similarity NPC29705
0.6442 Remote Similarity NPC469918
0.6442 Remote Similarity NPC221615
0.6442 Remote Similarity NPC469919
0.6442 Remote Similarity NPC117066
0.6442 Remote Similarity NPC477854
0.6442 Remote Similarity NPC223700
0.6442 Remote Similarity NPC96399
0.6437 Remote Similarity NPC209327
0.6437 Remote Similarity NPC273508
0.6436 Remote Similarity NPC109414
0.6429 Remote Similarity NPC312215
0.6429 Remote Similarity NPC477959
0.6421 Remote Similarity NPC474252
0.6421 Remote Similarity NPC89555
0.6413 Remote Similarity NPC116177
0.6413 Remote Similarity NPC7563
0.6413 Remote Similarity NPC320630
0.6413 Remote Similarity NPC84360
0.6413 Remote Similarity NPC276769
0.6408 Remote Similarity NPC304899
0.6408 Remote Similarity NPC42042
0.6408 Remote Similarity NPC253115
0.6408 Remote Similarity NPC477853
0.6404 Remote Similarity NPC319163
0.6404 Remote Similarity NPC67076
0.64 Remote Similarity NPC35809
0.64 Remote Similarity NPC478004
0.64 Remote Similarity NPC478003
0.64 Remote Similarity NPC46281
0.64 Remote Similarity NPC158388
0.64 Remote Similarity NPC19087
0.64 Remote Similarity NPC216284
0.64 Remote Similarity NPC123854
0.64 Remote Similarity NPC475855
0.64 Remote Similarity NPC473448
0.6395 Remote Similarity NPC154728
0.6395 Remote Similarity NPC126899
0.6395 Remote Similarity NPC304665
0.6392 Remote Similarity NPC475206
0.6392 Remote Similarity NPC300082
0.6392 Remote Similarity NPC329738
0.6392 Remote Similarity NPC204105
0.6392 Remote Similarity NPC235792
0.6392 Remote Similarity NPC284534
0.6389 Remote Similarity NPC60315
0.6389 Remote Similarity NPC231530
0.6389 Remote Similarity NPC278628
0.6387 Remote Similarity NPC470973
0.6386 Remote Similarity NPC243532
0.6381 Remote Similarity NPC218383
0.6375 Remote Similarity NPC52264
0.6373 Remote Similarity NPC470010
0.6373 Remote Similarity NPC323008
0.6373 Remote Similarity NPC262133
0.6373 Remote Similarity NPC477131
0.6373 Remote Similarity NPC470013
0.6364 Remote Similarity NPC79549
0.6364 Remote Similarity NPC183546
0.6364 Remote Similarity NPC247406
0.6364 Remote Similarity NPC48866
0.6364 Remote Similarity NPC208307
0.6364 Remote Similarity NPC322912
0.6364 Remote Similarity NPC224652
0.6364 Remote Similarity NPC101622
0.6355 Remote Similarity NPC475334
0.6355 Remote Similarity NPC475623
0.6355 Remote Similarity NPC140723
0.6355 Remote Similarity NPC473694
0.6354 Remote Similarity NPC116543
0.6354 Remote Similarity NPC52609
0.6354 Remote Similarity NPC1761
0.6354 Remote Similarity NPC69469
0.6353 Remote Similarity NPC68343
0.6353 Remote Similarity NPC328089
0.6348 Remote Similarity NPC93688
0.6348 Remote Similarity NPC109603
0.6346 Remote Similarity NPC87090
0.6346 Remote Similarity NPC475032
0.6346 Remote Similarity NPC475438
0.6346 Remote Similarity NPC245521
0.6346 Remote Similarity NPC475033
0.6344 Remote Similarity NPC267231

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC184461 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
0.7955 Intermediate Similarity NPD5766 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD4249 Approved
0.7701 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4250 Approved
0.7692 Intermediate Similarity NPD4251 Approved
0.7471 Intermediate Similarity NPD4268 Approved
0.7471 Intermediate Similarity NPD4271 Approved
0.7333 Intermediate Similarity NPD6435 Approved
0.7303 Intermediate Similarity NPD4820 Approved
0.7303 Intermediate Similarity NPD4822 Approved
0.7303 Intermediate Similarity NPD4821 Approved
0.7303 Intermediate Similarity NPD4819 Approved
0.7245 Intermediate Similarity NPD4792 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5369 Approved
0.7111 Intermediate Similarity NPD5368 Approved
0.7065 Intermediate Similarity NPD5362 Discontinued
0.6957 Remote Similarity NPD4269 Approved
0.6957 Remote Similarity NPD4270 Approved
0.6923 Remote Similarity NPD4252 Approved
0.6882 Remote Similarity NPD5332 Approved
0.6882 Remote Similarity NPD5331 Approved
0.6848 Remote Similarity NPD4790 Discontinued
0.6842 Remote Similarity NPD5786 Approved
0.6737 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5363 Approved
0.6702 Remote Similarity NPD7154 Phase 3
0.6566 Remote Similarity NPD5785 Approved
0.6522 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6466 Remote Similarity NPD5983 Phase 2
0.6348 Remote Similarity NPD6314 Approved
0.6348 Remote Similarity NPD6313 Approved
0.6348 Remote Similarity NPD6335 Approved
0.6337 Remote Similarity NPD7983 Approved
0.6337 Remote Similarity NPD7637 Suspended
0.6293 Remote Similarity NPD7100 Approved
0.6286 Remote Similarity NPD7638 Approved
0.6283 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD6336 Discontinued
0.625 Remote Similarity NPD1719 Phase 1
0.6238 Remote Similarity NPD6698 Approved
0.6238 Remote Similarity NPD46 Approved
0.6226 Remote Similarity NPD7639 Approved
0.6226 Remote Similarity NPD7640 Approved
0.6182 Remote Similarity NPD6685 Approved
0.6154 Remote Similarity NPD7101 Approved
0.6139 Remote Similarity NPD1695 Approved
0.6139 Remote Similarity NPD5370 Suspended
0.6121 Remote Similarity NPD6009 Approved
0.6117 Remote Similarity NPD5779 Approved
0.6117 Remote Similarity NPD5778 Approved
0.6117 Remote Similarity NPD6399 Phase 3
0.6078 Remote Similarity NPD7838 Discovery
0.6071 Remote Similarity NPD3198 Approved
0.6053 Remote Similarity NPD6053 Discontinued
0.6036 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6018 Remote Similarity NPD5169 Approved
0.6 Remote Similarity NPD5330 Approved
0.6 Remote Similarity NPD6409 Approved
0.6 Remote Similarity NPD6684 Approved
0.6 Remote Similarity NPD7334 Approved
0.6 Remote Similarity NPD7146 Approved
0.6 Remote Similarity NPD7521 Approved
0.598 Remote Similarity NPD5764 Clinical (unspecified phase)
0.598 Remote Similarity NPD6101 Approved
0.5977 Remote Similarity NPD3197 Phase 1
0.5965 Remote Similarity NPD5127 Approved
0.5965 Remote Similarity NPD5215 Approved
0.596 Remote Similarity NPD3665 Phase 1
0.596 Remote Similarity NPD3666 Approved
0.596 Remote Similarity NPD3133 Approved
0.5948 Remote Similarity NPD5167 Approved
0.592 Remote Similarity NPD5956 Approved
0.5918 Remote Similarity NPD3667 Approved
0.5909 Remote Similarity NPD5765 Approved
0.5905 Remote Similarity NPD5282 Discontinued
0.5897 Remote Similarity NPD6868 Approved
0.5893 Remote Similarity NPD5697 Approved
0.5893 Remote Similarity NPD6412 Phase 2
0.5888 Remote Similarity NPD6084 Phase 2
0.5888 Remote Similarity NPD6083 Phase 2
0.5887 Remote Similarity NPD6033 Approved
0.5882 Remote Similarity NPD6903 Approved
0.5882 Remote Similarity NPD4522 Approved
0.5882 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6371 Approved
0.5865 Remote Similarity NPD6411 Approved
0.5849 Remote Similarity NPD5695 Phase 3
0.5849 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5841 Remote Similarity NPD6899 Approved
0.5841 Remote Similarity NPD6881 Approved
0.5841 Remote Similarity NPD6011 Approved
0.5833 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5826 Remote Similarity NPD5217 Approved
0.5826 Remote Similarity NPD5216 Approved
0.5814 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5804 Remote Similarity NPD6008 Approved
0.5804 Remote Similarity NPD6675 Approved
0.5804 Remote Similarity NPD6402 Approved
0.5804 Remote Similarity NPD7128 Approved
0.5804 Remote Similarity NPD5739 Approved
0.58 Remote Similarity NPD7338 Clinical (unspecified phase)
0.58 Remote Similarity NPD4786 Approved
0.5794 Remote Similarity NPD7839 Suspended
0.5789 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6014 Approved
0.5789 Remote Similarity NPD6013 Approved
0.5789 Remote Similarity NPD6012 Approved
0.5778 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5776 Remote Similarity NPD6912 Phase 3
0.5766 Remote Similarity NPD5738 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5209 Approved
0.5752 Remote Similarity NPD6614 Approved
0.5752 Remote Similarity NPD5701 Approved
0.5743 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5739 Remote Similarity NPD6883 Approved
0.5739 Remote Similarity NPD7290 Approved
0.5739 Remote Similarity NPD7102 Approved
0.5732 Remote Similarity NPD3172 Approved
0.5729 Remote Similarity NPD6932 Approved
0.5714 Remote Similarity NPD5284 Approved
0.5714 Remote Similarity NPD5281 Approved
0.5702 Remote Similarity NPD7320 Approved
0.5702 Remote Similarity NPD6319 Approved
0.5701 Remote Similarity NPD5654 Approved
0.57 Remote Similarity NPD6695 Phase 3
0.569 Remote Similarity NPD8130 Phase 1
0.569 Remote Similarity NPD6650 Approved
0.569 Remote Similarity NPD6869 Approved
0.569 Remote Similarity NPD6847 Approved
0.569 Remote Similarity NPD6617 Approved
0.569 Remote Similarity NPD6649 Approved
0.5688 Remote Similarity NPD5696 Approved
0.5676 Remote Similarity NPD7632 Discontinued
0.5676 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5676 Remote Similarity NPD5091 Approved
0.567 Remote Similarity NPD7145 Approved
0.5663 Remote Similarity NPD3195 Phase 2
0.5663 Remote Similarity NPD3196 Approved
0.5663 Remote Similarity NPD4266 Approved
0.5663 Remote Similarity NPD3194 Approved
0.566 Remote Similarity NPD4202 Approved
0.566 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6373 Approved
0.5652 Remote Similarity NPD6372 Approved
0.5641 Remote Similarity NPD6882 Approved
0.5641 Remote Similarity NPD8297 Approved
0.5612 Remote Similarity NPD4226 Discontinued
0.5612 Remote Similarity NPD6929 Approved
0.5603 Remote Similarity NPD6420 Discontinued

Structure

External Identifiers

PubChem CID   11428139
ChEMBL   CHEMBL466570
ZINC  

Physicochemical Properties

Molecular Weight:  352.18
ALogP:  0.979
MLogP:  3.22
XLogP:  5.352
# Rotatable Bonds:  4
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  24

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs