Natural Product: NPC269713

Natural Product ID:  NPC269713
Common Name:   Dehydroxychlorofusarielin B
IUPAC Name:   (2S,3S,4E,6E)-7-[(1aR,2R,3S,3aS,5R,6R,7aR,7bS)-2-[(E)-but-2-en-2-yl]-5-chloro-6-hydroxy-1a,6-dimethyl-2,3,3a,4,5,7,7a,7b-octahydronaphtho[1,2-b]oxiren-3-yl]-2,4-dimethylhepta-4,6-diene-1,3-diol
Synonyms:  
Molecular Formula:   C25H39ClO4
Standard InCHIKey:  NUVPMECBNLBBBB-RGIDNKBKSA-N
Standard InCHI:  InChI=1S/C25H39ClO4/c1-7-14(2)21-17(10-8-9-15(3)22(28)16(4)13-27)18-11-20(26)24(5,29)12-19(18)23-25(21,6)30-23/h7-10,16-23,27-29H,11-13H2,1-6H3/b10-8+,14-7+,15-9+/t16-,17-,18-,19+,20+,21-,22+,23-,24+,25+/m0/s1
Canonical SMILES:  OC[C@@H]([C@@H](/C(=C/C=C/[C@H]1[C@@H]2C[C@@H](Cl)[C@](C[C@H]2[C@H]2[C@]([C@H]1/C(=C/C)/C)(C)O2)(C)O)/C)O)C
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
NPO19704 Caulerpa trifaria Species Caulerpaceae Eukaryota UNPD*
NPO31572 Aspergillus sp. Species Aspergillaceae Eukaryota PMID[17564467]
NPO4824 Cocculus trilobus Species Menispermaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 62.5 ug/ml 17564467

  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 NPC269713 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
0.8421 Intermediate Similarity NPC128066
0.8333 Intermediate Similarity NPC191323
0.7455 Intermediate Similarity NPC322912
0.7396 Intermediate Similarity NPC476646
0.7327 Intermediate Similarity NPC49783
0.7327 Intermediate Similarity NPC16265
0.73 Intermediate Similarity NPC477388
0.73 Intermediate Similarity NPC477386
0.7292 Intermediate Similarity NPC96362
0.7282 Intermediate Similarity NPC119379
0.7273 Intermediate Similarity NPC216636
0.7273 Intermediate Similarity NPC319438
0.7238 Intermediate Similarity NPC210717
0.7238 Intermediate Similarity NPC103165
0.7216 Intermediate Similarity NPC249423
0.72 Intermediate Similarity NPC6391
0.72 Intermediate Similarity NPC255143
0.72 Intermediate Similarity NPC261266
0.7184 Intermediate Similarity NPC97404
0.7184 Intermediate Similarity NPC41554
0.717 Intermediate Similarity NPC261807
0.7157 Intermediate Similarity NPC115607
0.7143 Intermediate Similarity NPC155521
0.7143 Intermediate Similarity NPC259858
0.713 Intermediate Similarity NPC476896
0.7128 Intermediate Similarity NPC32832
0.7115 Intermediate Similarity NPC310013
0.7103 Intermediate Similarity NPC152480
0.7097 Intermediate Similarity NPC220939
0.7097 Intermediate Similarity NPC265485
0.7087 Intermediate Similarity NPC291484
0.7087 Intermediate Similarity NPC11216
0.7087 Intermediate Similarity NPC295668
0.7087 Intermediate Similarity NPC204188
0.7087 Intermediate Similarity NPC3345
0.7087 Intermediate Similarity NPC329596
0.7087 Intermediate Similarity NPC80561
0.7083 Intermediate Similarity NPC476314
0.7083 Intermediate Similarity NPC13823
0.7083 Intermediate Similarity NPC68119
0.7075 Intermediate Similarity NPC288970
0.7075 Intermediate Similarity NPC57664
0.7075 Intermediate Similarity NPC72204
0.7053 Intermediate Similarity NPC265588
0.7053 Intermediate Similarity NPC63958
0.703 Intermediate Similarity NPC153699
0.703 Intermediate Similarity NPC281316
0.703 Intermediate Similarity NPC76164
0.703 Intermediate Similarity NPC299068
0.7021 Intermediate Similarity NPC306727
0.7021 Intermediate Similarity NPC201048
0.7021 Intermediate Similarity NPC476366
0.7009 Intermediate Similarity NPC476893
0.7 Intermediate Similarity NPC102048
0.7 Intermediate Similarity NPC83702
0.7 Intermediate Similarity NPC205845
0.7 Intermediate Similarity NPC474493
0.7 Intermediate Similarity NPC474047
0.699 Remote Similarity NPC97103
0.699 Remote Similarity NPC470361
0.6989 Remote Similarity NPC23954
0.6981 Remote Similarity NPC276110
0.6981 Remote Similarity NPC8774
0.6979 Remote Similarity NPC470758
0.6979 Remote Similarity NPC471798
0.6979 Remote Similarity NPC91594
0.6979 Remote Similarity NPC470711
0.6961 Remote Similarity NPC476948
0.6961 Remote Similarity NPC149224
0.6957 Remote Similarity NPC304690
0.6957 Remote Similarity NPC329989
0.6957 Remote Similarity NPC239373
0.6957 Remote Similarity NPC74722
0.6944 Remote Similarity NPC476895
0.6944 Remote Similarity NPC278673
0.6931 Remote Similarity NPC470360
0.6931 Remote Similarity NPC298595
0.6931 Remote Similarity NPC164424
0.6916 Remote Similarity NPC90583
0.6916 Remote Similarity NPC12103
0.6916 Remote Similarity NPC98457
0.6916 Remote Similarity NPC227583
0.6915 Remote Similarity NPC68443
0.6911 Remote Similarity NPC156797
0.6911 Remote Similarity NPC478207
0.6909 Remote Similarity NPC109195
0.6909 Remote Similarity NPC475038
0.6909 Remote Similarity NPC470571
0.69 Remote Similarity NPC237795
0.69 Remote Similarity NPC475789
0.69 Remote Similarity NPC477978
0.69 Remote Similarity NPC82538
0.6893 Remote Similarity NPC474668
0.6893 Remote Similarity NPC67872
0.6893 Remote Similarity NPC133588
0.6887 Remote Similarity NPC65402
0.6887 Remote Similarity NPC144202
0.6887 Remote Similarity NPC127718
0.6881 Remote Similarity NPC38855
0.6875 Remote Similarity NPC253190
0.6875 Remote Similarity NPC106432
0.6875 Remote Similarity NPC470749
0.6869 Remote Similarity NPC471270
0.6869 Remote Similarity NPC320525
0.6863 Remote Similarity NPC152808
0.6863 Remote Similarity NPC139724
0.6863 Remote Similarity NPC293287
0.686 Remote Similarity NPC282003
0.686 Remote Similarity NPC310035
0.686 Remote Similarity NPC188222
0.6857 Remote Similarity NPC275671
0.6857 Remote Similarity NPC114389
0.6852 Remote Similarity NPC218902
0.6852 Remote Similarity NPC99726
0.6852 Remote Similarity NPC125771
0.6832 Remote Similarity NPC306951
0.6832 Remote Similarity NPC238485
0.6832 Remote Similarity NPC302360
0.6832 Remote Similarity NPC231310
0.6827 Remote Similarity NPC187785
0.6827 Remote Similarity NPC477917
0.6827 Remote Similarity NPC259875
0.6827 Remote Similarity NPC101886
0.6822 Remote Similarity NPC476894
0.6809 Remote Similarity NPC167706
0.6804 Remote Similarity NPC477427
0.6804 Remote Similarity NPC474826
0.6804 Remote Similarity NPC477426
0.6804 Remote Similarity NPC476703
0.6804 Remote Similarity NPC477425
0.6803 Remote Similarity NPC303006
0.68 Remote Similarity NPC50964
0.68 Remote Similarity NPC477390
0.68 Remote Similarity NPC49964
0.68 Remote Similarity NPC218616
0.68 Remote Similarity NPC477385
0.68 Remote Similarity NPC296701
0.68 Remote Similarity NPC101462
0.6796 Remote Similarity NPC166857
0.6796 Remote Similarity NPC189777
0.6792 Remote Similarity NPC137461
0.6792 Remote Similarity NPC27531
0.6774 Remote Similarity NPC287903
0.6774 Remote Similarity NPC234511
0.6771 Remote Similarity NPC291503
0.6768 Remote Similarity NPC471266
0.6768 Remote Similarity NPC95124
0.6768 Remote Similarity NPC287749
0.6768 Remote Similarity NPC236707
0.6768 Remote Similarity NPC324772
0.6765 Remote Similarity NPC290731
0.6765 Remote Similarity NPC474189
0.6765 Remote Similarity NPC474349
0.6765 Remote Similarity NPC266511
0.6765 Remote Similarity NPC274448
0.6762 Remote Similarity NPC192437
0.6762 Remote Similarity NPC476226
0.6762 Remote Similarity NPC14380
0.6762 Remote Similarity NPC78973
0.6762 Remote Similarity NPC220216
0.6762 Remote Similarity NPC470390
0.6762 Remote Similarity NPC77796
0.6762 Remote Similarity NPC245410
0.6762 Remote Similarity NPC270511
0.6762 Remote Similarity NPC92885
0.6762 Remote Similarity NPC48732
0.6759 Remote Similarity NPC276103
0.6759 Remote Similarity NPC54248
0.6757 Remote Similarity NPC471889
0.6735 Remote Similarity NPC83351
0.6735 Remote Similarity NPC148977
0.6735 Remote Similarity NPC52755
0.6735 Remote Similarity NPC11908
0.6735 Remote Similarity NPC167891
0.6733 Remote Similarity NPC470384
0.6733 Remote Similarity NPC320548
0.6733 Remote Similarity NPC57370
0.6733 Remote Similarity NPC185605
0.6733 Remote Similarity NPC52108
0.6733 Remote Similarity NPC476927
0.6733 Remote Similarity NPC82623
0.6733 Remote Similarity NPC474789
0.6731 Remote Similarity NPC280556
0.6731 Remote Similarity NPC470542
0.6731 Remote Similarity NPC471952
0.6731 Remote Similarity NPC475605
0.6731 Remote Similarity NPC7280
0.6731 Remote Similarity NPC229612
0.6731 Remote Similarity NPC212596
0.6731 Remote Similarity NPC4574
0.6729 Remote Similarity NPC474690
0.6729 Remote Similarity NPC105490
0.6701 Remote Similarity NPC170148
0.67 Remote Similarity NPC116202
0.67 Remote Similarity NPC264245
0.67 Remote Similarity NPC23852
0.67 Remote Similarity NPC209620
0.6699 Remote Similarity NPC201273
0.6699 Remote Similarity NPC6605
0.6699 Remote Similarity NPC476217

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC269713 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
0.7172 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD6695 Phase 3
0.6796 Remote Similarity NPD7750 Discontinued
0.6796 Remote Similarity NPD7524 Approved
0.6768 Remote Similarity NPD6931 Approved
0.6768 Remote Similarity NPD7514 Phase 3
0.6768 Remote Similarity NPD6930 Phase 2
0.6768 Remote Similarity NPD7332 Phase 2
0.6727 Remote Similarity NPD6648 Approved
0.67 Remote Similarity NPD6902 Approved
0.6667 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD6929 Approved
0.6612 Remote Similarity NPD7101 Approved
0.6612 Remote Similarity NPD7100 Approved
0.66 Remote Similarity NPD7525 Registered
0.6598 Remote Similarity NPD8264 Approved
0.6581 Remote Similarity NPD5217 Approved
0.6581 Remote Similarity NPD5216 Approved
0.6581 Remote Similarity NPD5215 Approved
0.6566 Remote Similarity NPD7145 Approved
0.6555 Remote Similarity NPD5167 Approved
0.6542 Remote Similarity NPD7087 Discontinued
0.65 Remote Similarity NPD7645 Phase 2
0.6481 Remote Similarity NPD5778 Approved
0.6481 Remote Similarity NPD5779 Approved
0.6465 Remote Similarity NPD6925 Approved
0.6465 Remote Similarity NPD6932 Approved
0.6465 Remote Similarity NPD5776 Phase 2
0.646 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6893 Approved
0.6429 Remote Similarity NPD6336 Discontinued
0.64 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6389 Remote Similarity NPD7637 Suspended
0.6373 Remote Similarity NPD6898 Phase 1
0.6364 Remote Similarity NPD6868 Approved
0.6327 Remote Similarity NPD6924 Approved
0.6327 Remote Similarity NPD6926 Approved
0.6325 Remote Similarity NPD5168 Approved
0.6321 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6283 Remote Similarity NPD7640 Approved
0.6283 Remote Similarity NPD7639 Approved
0.6275 Remote Similarity NPD7509 Discontinued
0.62 Remote Similarity NPD6933 Approved
0.6195 Remote Similarity NPD7638 Approved
0.6176 Remote Similarity NPD6683 Phase 2
0.6147 Remote Similarity NPD3168 Discontinued
0.6147 Remote Similarity NPD7838 Discovery
0.6129 Remote Similarity NPD6335 Approved
0.6122 Remote Similarity NPD7151 Approved
0.6122 Remote Similarity NPD7152 Approved
0.6122 Remote Similarity NPD7150 Approved
0.61 Remote Similarity NPD6942 Approved
0.61 Remote Similarity NPD7339 Approved
0.6083 Remote Similarity NPD5169 Approved
0.608 Remote Similarity NPD4522 Approved
0.6053 Remote Similarity NPD4225 Approved
0.6048 Remote Similarity NPD7115 Discovery
0.604 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6033 Remote Similarity NPD5127 Approved
0.6022 Remote Similarity NPD368 Approved
0.602 Remote Similarity NPD7143 Approved
0.602 Remote Similarity NPD7144 Approved
0.6018 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6 Remote Similarity NPD7136 Phase 2
0.6 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD6313 Approved
0.5984 Remote Similarity NPD5983 Phase 2
0.5918 Remote Similarity NPD6923 Approved
0.5918 Remote Similarity NPD6922 Approved
0.5909 Remote Similarity NPD6101 Approved
0.5909 Remote Similarity NPD5764 Clinical (unspecified phase)
0.59 Remote Similarity NPD4732 Discontinued
0.5897 Remote Similarity NPD5211 Phase 2
0.5868 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5956 Approved
0.5859 Remote Similarity NPD7503 Approved
0.5833 Remote Similarity NPD6033 Approved
0.5812 Remote Similarity NPD4159 Approved
0.5806 Remote Similarity NPD4632 Approved
0.5804 Remote Similarity NPD7983 Approved
0.5804 Remote Similarity NPD6411 Approved
0.5798 Remote Similarity NPD5141 Approved
0.5785 Remote Similarity NPD6881 Approved
0.5785 Remote Similarity NPD5128 Approved
0.5785 Remote Similarity NPD6899 Approved
0.5776 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7632 Discontinued
0.5752 Remote Similarity NPD6399 Phase 3
0.575 Remote Similarity NPD6675 Approved
0.575 Remote Similarity NPD7128 Approved
0.575 Remote Similarity NPD5357 Phase 1
0.575 Remote Similarity NPD6402 Approved
0.575 Remote Similarity NPD6640 Phase 3
0.575 Remote Similarity NPD5739 Approved
0.5748 Remote Similarity NPD7327 Approved
0.5748 Remote Similarity NPD7328 Approved
0.5741 Remote Similarity NPD4786 Approved
0.5736 Remote Similarity NPD8033 Approved
0.5726 Remote Similarity NPD5286 Approved
0.5726 Remote Similarity NPD5285 Approved
0.5726 Remote Similarity NPD4696 Approved
0.5714 Remote Similarity NPD6698 Approved
0.5714 Remote Similarity NPD46 Approved
0.5703 Remote Similarity NPD7516 Approved
0.5702 Remote Similarity NPD7748 Approved
0.5702 Remote Similarity NPD5697 Approved
0.5701 Remote Similarity NPD3667 Approved
0.5691 Remote Similarity NPD7102 Approved
0.5691 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6883 Approved
0.5691 Remote Similarity NPD7290 Approved
0.569 Remote Similarity NPD4755 Approved
0.569 Remote Similarity NPD7902 Approved
0.5686 Remote Similarity NPD4784 Approved
0.5686 Remote Similarity NPD4785 Approved
0.5669 Remote Similarity NPD6009 Approved
0.5664 Remote Similarity NPD6079 Approved
0.5664 Remote Similarity NPD7515 Phase 2
0.566 Remote Similarity NPD4822 Approved
0.566 Remote Similarity NPD4819 Approved
0.566 Remote Similarity NPD4820 Approved
0.566 Remote Similarity NPD4821 Approved
0.566 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5659 Remote Similarity NPD8377 Approved
0.5659 Remote Similarity NPD7741 Discontinued
0.5659 Remote Similarity NPD8294 Approved
0.5656 Remote Similarity NPD7320 Approved
0.5645 Remote Similarity NPD6869 Approved
0.5645 Remote Similarity NPD6847 Approved
0.5645 Remote Similarity NPD8130 Phase 1
0.5645 Remote Similarity NPD6649 Approved
0.5645 Remote Similarity NPD6617 Approved
0.5645 Remote Similarity NPD6650 Approved
0.5636 Remote Similarity NPD3618 Phase 1
0.563 Remote Similarity NPD5224 Approved
0.563 Remote Similarity NPD5226 Approved
0.563 Remote Similarity NPD4633 Approved
0.563 Remote Similarity NPD5225 Approved
0.5625 Remote Similarity NPD5328 Approved
0.562 Remote Similarity NPD6008 Approved
0.5615 Remote Similarity NPD8516 Approved
0.5615 Remote Similarity NPD8517 Approved
0.5615 Remote Similarity NPD8378 Approved
0.5615 Remote Similarity NPD8380 Approved
0.5615 Remote Similarity NPD8296 Approved
0.5615 Remote Similarity NPD8513 Phase 3
0.5615 Remote Similarity NPD8379 Approved
0.5615 Remote Similarity NPD8515 Approved
0.5615 Remote Similarity NPD8335 Approved
0.5614 Remote Similarity NPD4202 Approved
0.561 Remote Similarity NPD6012 Approved
0.561 Remote Similarity NPD6014 Approved
0.561 Remote Similarity NPD6372 Approved
0.561 Remote Similarity NPD6013 Approved
0.561 Remote Similarity NPD6373 Approved
0.5603 Remote Similarity NPD7839 Suspended
0.56 Remote Similarity NPD8297 Approved
0.56 Remote Similarity NPD6882 Approved

Structure

External Identifiers

PubChem CID   16756890
ChEMBL   CHEMBL426203
ZINC  

Physicochemical Properties

Molecular Weight:  438.25
ALogP:  1.7886
MLogP:  3.66
XLogP:  3.398
# Rotatable Bonds:  16
Polar Surface Area:  73.22
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  30

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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