Natural Product: NPC475405

Natural Product ID:  NPC475405
Common Name:   Eiseniachloride A
IUPAC Name:   (1R,2S,9Z,12Z,14S,15R,16R)-16-chloro-2-ethyl-15-hydroxy-3-oxabicyclo[12.3.0]heptadeca-9,12-dien-4-one
Synonyms:  
Molecular Formula:   C18H27ClO3
Standard InCHIKey:  ZUMREQQVIGWVIM-ZZIRVTTQSA-N
Standard InCHI:  InChI=1S/C18H27ClO3/c1-2-16-14-12-15(19)18(21)13(14)10-8-6-4-3-5-7-9-11-17(20)22-16/h3-4,8,10,13-16,18,21H,2,5-7,9,11-12H2,1H3/b4-3-,10-8-/t13-,14+,15+,16-,18+/m0/s1
Canonical SMILES:  CC[C@@H]1OC(=O)CCCC/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 = 0.36 19114678
NPT16 Organism Staphylococcus aureus Staphylococcus aureus Activity = 0.38 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 NPC475405 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
0.9878 High Similarity NPC475712
0.9877 High Similarity NPC184461
0.9157 High Similarity NPC475732
0.8353 Intermediate Similarity NPC191711
0.7609 Intermediate Similarity NPC316629
0.7386 Intermediate Similarity NPC260814
0.7386 Intermediate Similarity NPC39547
0.7386 Intermediate Similarity NPC27949
0.7386 Intermediate Similarity NPC323249
0.7333 Intermediate Similarity NPC88735
0.7303 Intermediate Similarity NPC477088
0.7282 Intermediate Similarity NPC166115
0.7143 Intermediate Similarity NPC316844
0.7111 Intermediate Similarity NPC164308
0.7111 Intermediate Similarity NPC55304
0.7111 Intermediate Similarity NPC201225
0.7111 Intermediate Similarity NPC226226
0.7065 Intermediate Similarity NPC7414
0.7037 Intermediate Similarity NPC35069
0.7037 Intermediate Similarity NPC258711
0.7033 Intermediate Similarity NPC115418
0.6989 Remote Similarity NPC477667
0.6989 Remote Similarity NPC111409
0.6981 Remote Similarity NPC68248
0.6972 Remote Similarity NPC273242
0.6966 Remote Similarity NPC279537
0.6957 Remote Similarity NPC47031
0.6957 Remote Similarity NPC126248
0.6931 Remote Similarity NPC472290
0.6931 Remote Similarity NPC161493
0.6916 Remote Similarity NPC115352
0.6909 Remote Similarity NPC121816
0.69 Remote Similarity NPC67584
0.69 Remote Similarity NPC213698
0.69 Remote Similarity NPC52044
0.6881 Remote Similarity NPC189338
0.6881 Remote Similarity NPC95290
0.6863 Remote Similarity NPC152480
0.6854 Remote Similarity NPC217725
0.6854 Remote Similarity NPC113639
0.6848 Remote Similarity NPC156658
0.6848 Remote Similarity NPC258965
0.6847 Remote Similarity NPC255450
0.6847 Remote Similarity NPC170692
0.6837 Remote Similarity NPC37607
0.6837 Remote Similarity NPC301969
0.6832 Remote Similarity NPC213078
0.6809 Remote Similarity NPC128246
0.68 Remote Similarity NPC127019
0.6771 Remote Similarity NPC477668
0.6771 Remote Similarity NPC67493
0.6768 Remote Similarity NPC475925
0.6742 Remote Similarity NPC472966
0.6733 Remote Similarity NPC170120
0.6731 Remote Similarity NPC150923
0.6703 Remote Similarity NPC186109
0.6667 Remote Similarity NPC199557
0.6667 Remote Similarity NPC54065
0.6667 Remote Similarity NPC18019
0.6667 Remote Similarity NPC317583
0.6667 Remote Similarity NPC200446
0.6667 Remote Similarity NPC24956
0.6667 Remote Similarity NPC297474
0.6634 Remote Similarity NPC90453
0.6634 Remote Similarity NPC198853
0.6633 Remote Similarity NPC217983
0.6633 Remote Similarity NPC294480
0.6633 Remote Similarity NPC202672
0.6633 Remote Similarity NPC91248
0.6633 Remote Similarity NPC207114
0.6632 Remote Similarity NPC250315
0.663 Remote Similarity NPC11796
0.663 Remote Similarity NPC469495
0.663 Remote Similarity NPC218817
0.6629 Remote Similarity NPC477085
0.6628 Remote Similarity NPC60120
0.6627 Remote Similarity NPC201939
0.6604 Remote Similarity NPC474775
0.6602 Remote Similarity NPC477949
0.66 Remote Similarity NPC472468
0.66 Remote Similarity NPC293001
0.66 Remote Similarity NPC57304
0.66 Remote Similarity NPC131209
0.66 Remote Similarity NPC133888
0.66 Remote Similarity NPC35959
0.66 Remote Similarity NPC29821
0.66 Remote Similarity NPC63193
0.66 Remote Similarity NPC221282
0.66 Remote Similarity NPC133698
0.66 Remote Similarity NPC171360
0.6598 Remote Similarity NPC56593
0.6591 Remote Similarity NPC318766
0.6569 Remote Similarity NPC304886
0.6566 Remote Similarity NPC155935
0.6566 Remote Similarity NPC215556
0.6562 Remote Similarity NPC474776
0.6562 Remote Similarity NPC194859
0.6562 Remote Similarity NPC224386
0.6562 Remote Similarity NPC165287
0.6562 Remote Similarity NPC82297
0.6559 Remote Similarity NPC86971
0.6559 Remote Similarity NPC209995
0.6542 Remote Similarity NPC29705
0.6538 Remote Similarity NPC221615
0.6538 Remote Similarity NPC477854
0.6535 Remote Similarity NPC109414
0.6531 Remote Similarity NPC477959
0.6531 Remote Similarity NPC312215
0.6526 Remote Similarity NPC474252
0.6526 Remote Similarity NPC89555
0.6522 Remote Similarity NPC116177
0.6522 Remote Similarity NPC7563
0.6522 Remote Similarity NPC476439
0.6522 Remote Similarity NPC320630
0.6522 Remote Similarity NPC276769
0.6517 Remote Similarity NPC477087
0.6517 Remote Similarity NPC477086
0.6512 Remote Similarity NPC154728
0.6512 Remote Similarity NPC126899
0.6512 Remote Similarity NPC304665
0.6506 Remote Similarity NPC243532
0.6505 Remote Similarity NPC42042
0.6505 Remote Similarity NPC477853
0.65 Remote Similarity NPC478003
0.65 Remote Similarity NPC472466
0.65 Remote Similarity NPC35809
0.65 Remote Similarity NPC46281
0.65 Remote Similarity NPC158388
0.65 Remote Similarity NPC19087
0.65 Remote Similarity NPC478004
0.65 Remote Similarity NPC216284
0.65 Remote Similarity NPC123854
0.65 Remote Similarity NPC475855
0.65 Remote Similarity NPC473448
0.6495 Remote Similarity NPC475206
0.6495 Remote Similarity NPC204105
0.6495 Remote Similarity NPC300082
0.6495 Remote Similarity NPC284534
0.6495 Remote Similarity NPC235792
0.6495 Remote Similarity NPC329738
0.6481 Remote Similarity NPC231530
0.6481 Remote Similarity NPC278628
0.6477 Remote Similarity NPC144647
0.6477 Remote Similarity NPC22301
0.6476 Remote Similarity NPC218383
0.6471 Remote Similarity NPC262133
0.6471 Remote Similarity NPC328089
0.6471 Remote Similarity NPC470013
0.6471 Remote Similarity NPC68343
0.6471 Remote Similarity NPC470010
0.6471 Remote Similarity NPC470973
0.6471 Remote Similarity NPC323008
0.6471 Remote Similarity NPC472467
0.6471 Remote Similarity NPC477131
0.6465 Remote Similarity NPC183546
0.6465 Remote Similarity NPC309656
0.6465 Remote Similarity NPC48866
0.6465 Remote Similarity NPC79549
0.6465 Remote Similarity NPC247406
0.6465 Remote Similarity NPC224652
0.6458 Remote Similarity NPC1761
0.6458 Remote Similarity NPC69469
0.6458 Remote Similarity NPC52609
0.6458 Remote Similarity NPC472473
0.6452 Remote Similarity NPC267231
0.6452 Remote Similarity NPC192006
0.6449 Remote Similarity NPC140723
0.6442 Remote Similarity NPC245521
0.6442 Remote Similarity NPC87090
0.6442 Remote Similarity NPC475438
0.6436 Remote Similarity NPC208886
0.6436 Remote Similarity NPC184463
0.6436 Remote Similarity NPC184063
0.6436 Remote Similarity NPC12172
0.6436 Remote Similarity NPC30515
0.6436 Remote Similarity NPC154101
0.6435 Remote Similarity NPC93688
0.6435 Remote Similarity NPC109603
0.6429 Remote Similarity NPC328776
0.6429 Remote Similarity NPC187661
0.6429 Remote Similarity NPC64153
0.6429 Remote Similarity NPC478112
0.6429 Remote Similarity NPC212843
0.6429 Remote Similarity NPC278283
0.6429 Remote Similarity NPC320305
0.6429 Remote Similarity NPC477994
0.6429 Remote Similarity NPC475753
0.6429 Remote Similarity NPC477993
0.6422 Remote Similarity NPC216636
0.6421 Remote Similarity NPC325031
0.6421 Remote Similarity NPC52861
0.6421 Remote Similarity NPC470241
0.6415 Remote Similarity NPC171759
0.6413 Remote Similarity NPC12740
0.6413 Remote Similarity NPC61863
0.6413 Remote Similarity NPC110461
0.6408 Remote Similarity NPC472873
0.6408 Remote Similarity NPC469599
0.6408 Remote Similarity NPC54905
0.6408 Remote Similarity NPC314009

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475405 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
0.7865 Intermediate Similarity NPD5766 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4249 Approved
0.7614 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD4250 Approved
0.7609 Intermediate Similarity NPD4251 Approved
0.7444 Intermediate Similarity NPD6435 Approved
0.7386 Intermediate Similarity NPD4271 Approved
0.7386 Intermediate Similarity NPD4268 Approved
0.7333 Intermediate Similarity NPD5369 Approved
0.7222 Intermediate Similarity NPD4820 Approved
0.7222 Intermediate Similarity NPD4819 Approved
0.7222 Intermediate Similarity NPD5368 Approved
0.7222 Intermediate Similarity NPD4821 Approved
0.7222 Intermediate Similarity NPD4822 Approved
0.7174 Intermediate Similarity NPD5362 Discontinued
0.7172 Intermediate Similarity NPD4792 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD4270 Approved
0.7065 Intermediate Similarity NPD4269 Approved
0.7033 Intermediate Similarity NPD4252 Approved
0.6947 Remote Similarity NPD5786 Approved
0.6842 Remote Similarity NPD5363 Approved
0.6809 Remote Similarity NPD7154 Phase 3
0.6809 Remote Similarity NPD5332 Approved
0.6809 Remote Similarity NPD5331 Approved
0.6774 Remote Similarity NPD4790 Discontinued
0.6667 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD6082 Clinical (unspecified phase)
0.663 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5983 Phase 2
0.6436 Remote Similarity NPD7983 Approved
0.6435 Remote Similarity NPD6314 Approved
0.6435 Remote Similarity NPD6313 Approved
0.6435 Remote Similarity NPD6335 Approved
0.6379 Remote Similarity NPD7100 Approved
0.6372 Remote Similarity NPD4632 Approved
0.6339 Remote Similarity NPD1719 Phase 1
0.6337 Remote Similarity NPD46 Approved
0.6337 Remote Similarity NPD6698 Approved
0.6333 Remote Similarity NPD6336 Discontinued
0.6275 Remote Similarity NPD7637 Suspended
0.6239 Remote Similarity NPD7101 Approved
0.6238 Remote Similarity NPD1695 Approved
0.6238 Remote Similarity NPD5370 Suspended
0.6226 Remote Similarity NPD7638 Approved
0.6214 Remote Similarity NPD5778 Approved
0.6214 Remote Similarity NPD5779 Approved
0.6214 Remote Similarity NPD6399 Phase 3
0.6207 Remote Similarity NPD6009 Approved
0.619 Remote Similarity NPD3198 Approved
0.6168 Remote Similarity NPD7639 Approved
0.6168 Remote Similarity NPD7640 Approved
0.614 Remote Similarity NPD6053 Discontinued
0.6126 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6685 Approved
0.6117 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6106 Remote Similarity NPD5169 Approved
0.61 Remote Similarity NPD7146 Approved
0.61 Remote Similarity NPD6409 Approved
0.61 Remote Similarity NPD7334 Approved
0.61 Remote Similarity NPD7521 Approved
0.61 Remote Similarity NPD5330 Approved
0.61 Remote Similarity NPD6684 Approved
0.6092 Remote Similarity NPD3197 Phase 1
0.6078 Remote Similarity NPD6101 Approved
0.6078 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6061 Remote Similarity NPD3133 Approved
0.6061 Remote Similarity NPD3665 Phase 1
0.6061 Remote Similarity NPD3666 Approved
0.6053 Remote Similarity NPD5215 Approved
0.6053 Remote Similarity NPD5127 Approved
0.6034 Remote Similarity NPD5167 Approved
0.602 Remote Similarity NPD3667 Approved
0.6019 Remote Similarity NPD7838 Discovery
0.6 Remote Similarity NPD5282 Discontinued
0.6 Remote Similarity NPD5956 Approved
0.5983 Remote Similarity NPD6868 Approved
0.5982 Remote Similarity NPD6412 Phase 2
0.5982 Remote Similarity NPD5697 Approved
0.5981 Remote Similarity NPD6084 Phase 2
0.5981 Remote Similarity NPD6083 Phase 2
0.598 Remote Similarity NPD6903 Approved
0.598 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6033 Approved
0.5966 Remote Similarity NPD4522 Approved
0.5965 Remote Similarity NPD6371 Approved
0.5962 Remote Similarity NPD6411 Approved
0.5943 Remote Similarity NPD5695 Phase 3
0.5943 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6881 Approved
0.5929 Remote Similarity NPD6011 Approved
0.5929 Remote Similarity NPD6899 Approved
0.5913 Remote Similarity NPD5217 Approved
0.5913 Remote Similarity NPD5216 Approved
0.59 Remote Similarity NPD4786 Approved
0.5893 Remote Similarity NPD6008 Approved
0.5893 Remote Similarity NPD7128 Approved
0.5893 Remote Similarity NPD6675 Approved
0.5893 Remote Similarity NPD5739 Approved
0.5893 Remote Similarity NPD6402 Approved
0.5889 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5888 Remote Similarity NPD7839 Suspended
0.5877 Remote Similarity NPD6013 Approved
0.5877 Remote Similarity NPD6012 Approved
0.5877 Remote Similarity NPD6014 Approved
0.5856 Remote Similarity NPD5765 Approved
0.5854 Remote Similarity NPD3172 Approved
0.5842 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5701 Approved
0.5841 Remote Similarity NPD6614 Approved
0.5826 Remote Similarity NPD7102 Approved
0.5826 Remote Similarity NPD6883 Approved
0.5826 Remote Similarity NPD7290 Approved
0.581 Remote Similarity NPD5281 Approved
0.581 Remote Similarity NPD5284 Approved
0.5794 Remote Similarity NPD5654 Approved
0.5789 Remote Similarity NPD7320 Approved
0.5785 Remote Similarity NPD6319 Approved
0.5783 Remote Similarity NPD3195 Phase 2
0.5783 Remote Similarity NPD4266 Approved
0.5783 Remote Similarity NPD3196 Approved
0.5783 Remote Similarity NPD3194 Approved
0.578 Remote Similarity NPD5696 Approved
0.578 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5776 Remote Similarity NPD6869 Approved
0.5776 Remote Similarity NPD6847 Approved
0.5776 Remote Similarity NPD6650 Approved
0.5776 Remote Similarity NPD6617 Approved
0.5776 Remote Similarity NPD6649 Approved
0.5776 Remote Similarity NPD8130 Phase 1
0.5766 Remote Similarity NPD5091 Approved
0.5755 Remote Similarity NPD4202 Approved
0.5747 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5743 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5739 Remote Similarity NPD6372 Approved
0.5739 Remote Similarity NPD6373 Approved
0.5729 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5726 Remote Similarity NPD8297 Approved
0.5726 Remote Similarity NPD6882 Approved
0.5726 Remote Similarity NPD6912 Phase 3
0.5714 Remote Similarity NPD5738 Clinical (unspecified phase)
0.57 Remote Similarity NPD5209 Approved
0.569 Remote Similarity NPD6420 Discontinued
0.5688 Remote Similarity NPD5959 Approved
0.567 Remote Similarity NPD6932 Approved
0.5652 Remote Similarity NPD5168 Approved
0.5652 Remote Similarity NPD6686 Approved
0.5652 Remote Similarity NPD5128 Approved
0.5645 Remote Similarity NPD7604 Phase 2
0.5644 Remote Similarity NPD6695 Phase 3
0.5641 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5641 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5631 Remote Similarity NPD6422 Discontinued
0.5631 Remote Similarity NPD3618 Phase 1
0.5631 Remote Similarity NPD6098 Approved
0.5631 Remote Similarity NPD5279 Phase 3
0.5625 Remote Similarity NPD7632 Discontinued
0.5625 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5619 Remote Similarity NPD4753 Phase 2
0.5612 Remote Similarity NPD4802 Phase 2
0.5612 Remote Similarity NPD7145 Approved
0.5612 Remote Similarity NPD4238 Approved
0.5607 Remote Similarity NPD5133 Approved
0.5607 Remote Similarity NPD5781 Clinical (unspecified phase)
0.56 Remote Similarity NPD7492 Approved

Structure

External Identifiers

PubChem CID   643680
ChEMBL   CHEMBL505007
ZINC  

Physicochemical Properties

Molecular Weight:  326.16
ALogP:  0.1608
MLogP:  3
XLogP:  4.541
# Rotatable Bonds:  4
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  22

Download Data

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