Natural Product: NPC469494

Natural Product ID:  NPC469494
Common Name:   Tirandamycin B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H27NO8
Standard InCHIKey:  LYJKREGDQDJIDC-STYBGQBCSA-N
Standard InCHI:  InChI=1S/C22H27NO8/c1-10(5-6-13(25)15-14(26)8-23-20(15)28)7-11(2)17-12(3)18-16(27)19-22(9-24,31-19)21(4,29-17)30-18/h5-7,11-12,17-19,24-25H,8-9H2,1-4H3,(H,23,28)/b6-5+,10-7+,15-13+/t11-,12-,17-,18+,19-,21+,22-/m1/s1
Canonical SMILES:  OC[C@@]12O[C@@H]1C(=O)[C@H]1O[C@]2(C)O[C@@H]([C@H]1C)[C@@H](/C=C(/C=C/C(=C/1C(=NCC1=O)O)/O)C)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
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria PMID[19883065]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 100000 nM 23368966

  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 NPC469494 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
0.9737 High Similarity NPC469515
0.8291 Intermediate Similarity NPC24389
0.7692 Intermediate Similarity NPC175531
0.7537 Intermediate Similarity NPC314361
0.75 Intermediate Similarity NPC469865
0.7368 Intermediate Similarity NPC329919
0.7368 Intermediate Similarity NPC477793
0.7317 Intermediate Similarity NPC475150
0.728 Intermediate Similarity NPC29501
0.7258 Intermediate Similarity NPC473578
0.7246 Intermediate Similarity NPC472430
0.7231 Intermediate Similarity NPC473808
0.72 Intermediate Similarity NPC89408
0.7176 Intermediate Similarity NPC315915
0.7174 Intermediate Similarity NPC472428
0.7132 Intermediate Similarity NPC316325
0.7101 Intermediate Similarity NPC78189
0.7015 Intermediate Similarity NPC314451
0.7015 Intermediate Similarity NPC313342
0.7015 Intermediate Similarity NPC313333
0.7015 Intermediate Similarity NPC314512
0.7008 Intermediate Similarity NPC170375
0.7 Intermediate Similarity NPC27413
0.7 Intermediate Similarity NPC271621
0.7 Intermediate Similarity NPC476190
0.7 Intermediate Similarity NPC59751
0.6992 Remote Similarity NPC118902
0.6992 Remote Similarity NPC469980
0.6992 Remote Similarity NPC104161
0.6984 Remote Similarity NPC133625
0.696 Remote Similarity NPC266514
0.6957 Remote Similarity NPC316401
0.6953 Remote Similarity NPC476269
0.695 Remote Similarity NPC230889
0.6947 Remote Similarity NPC296361
0.694 Remote Similarity NPC314629
0.694 Remote Similarity NPC315783
0.6923 Remote Similarity NPC7905
0.6923 Remote Similarity NPC315652
0.6917 Remote Similarity NPC475383
0.6917 Remote Similarity NPC156379
0.6917 Remote Similarity NPC475503
0.6885 Remote Similarity NPC324667
0.688 Remote Similarity NPC472749
0.688 Remote Similarity NPC478038
0.688 Remote Similarity NPC472751
0.687 Remote Similarity NPC6531
0.686 Remote Similarity NPC266842
0.685 Remote Similarity NPC133729
0.685 Remote Similarity NPC38154
0.6829 Remote Similarity NPC164598
0.6829 Remote Similarity NPC474339
0.6825 Remote Similarity NPC469853
0.6822 Remote Similarity NPC317687
0.6822 Remote Similarity NPC66108
0.6818 Remote Similarity NPC474286
0.6818 Remote Similarity NPC475130
0.6815 Remote Similarity NPC318445
0.6815 Remote Similarity NPC316133
0.6812 Remote Similarity NPC315387
0.6812 Remote Similarity NPC316205
0.6812 Remote Similarity NPC164476
0.6812 Remote Similarity NPC471471
0.6807 Remote Similarity NPC478037
0.6807 Remote Similarity NPC478036
0.6806 Remote Similarity NPC315210
0.6806 Remote Similarity NPC315848
0.6803 Remote Similarity NPC161855
0.68 Remote Similarity NPC472748
0.6797 Remote Similarity NPC476290
0.6794 Remote Similarity NPC30196
0.6791 Remote Similarity NPC473228
0.6791 Remote Similarity NPC470829
0.6788 Remote Similarity NPC314282
0.678 Remote Similarity NPC477865
0.678 Remote Similarity NPC477866
0.6774 Remote Similarity NPC313569
0.6774 Remote Similarity NPC473596
0.6774 Remote Similarity NPC39996
0.6772 Remote Similarity NPC474664
0.6772 Remote Similarity NPC233379
0.6772 Remote Similarity NPC14862
0.6769 Remote Similarity NPC5485
0.6767 Remote Similarity NPC241050
0.6765 Remote Similarity NPC204639
0.6763 Remote Similarity NPC475314
0.6763 Remote Similarity NPC475606
0.6763 Remote Similarity NPC477189
0.6763 Remote Similarity NPC251564
0.6746 Remote Similarity NPC469852
0.6746 Remote Similarity NPC201128
0.6744 Remote Similarity NPC317107
0.6744 Remote Similarity NPC297945
0.6744 Remote Similarity NPC126897
0.6723 Remote Similarity NPC476705
0.6721 Remote Similarity NPC475646
0.672 Remote Similarity NPC472750
0.672 Remote Similarity NPC472747
0.6719 Remote Similarity NPC315836
0.6719 Remote Similarity NPC313668
0.6719 Remote Similarity NPC15218
0.6718 Remote Similarity NPC476813
0.6718 Remote Similarity NPC476814
0.6715 Remote Similarity NPC225049
0.6714 Remote Similarity NPC473485
0.6714 Remote Similarity NPC474508
0.6712 Remote Similarity NPC803
0.6694 Remote Similarity NPC473334
0.6693 Remote Similarity NPC474421
0.6693 Remote Similarity NPC477513
0.6693 Remote Similarity NPC72813
0.6693 Remote Similarity NPC194620
0.6693 Remote Similarity NPC324327
0.6693 Remote Similarity NPC326994
0.6691 Remote Similarity NPC121601
0.6691 Remote Similarity NPC16709
0.6691 Remote Similarity NPC280498
0.6667 Remote Similarity NPC308567
0.6667 Remote Similarity NPC472508
0.6667 Remote Similarity NPC261377
0.6667 Remote Similarity NPC475653
0.6667 Remote Similarity NPC83895
0.6667 Remote Similarity NPC203627
0.6667 Remote Similarity NPC472756
0.6667 Remote Similarity NPC187761
0.6667 Remote Similarity NPC474741
0.6667 Remote Similarity NPC472616
0.6667 Remote Similarity NPC255592
0.6642 Remote Similarity NPC477515
0.6642 Remote Similarity NPC314268
0.6642 Remote Similarity NPC313802
0.6642 Remote Similarity NPC67917
0.6641 Remote Similarity NPC55972
0.6641 Remote Similarity NPC327286
0.6641 Remote Similarity NPC140251
0.6641 Remote Similarity NPC70235
0.6641 Remote Similarity NPC472507
0.6641 Remote Similarity NPC169888
0.6641 Remote Similarity NPC307903
0.6641 Remote Similarity NPC473807
0.664 Remote Similarity NPC471148
0.664 Remote Similarity NPC197835
0.664 Remote Similarity NPC291500
0.664 Remote Similarity NPC472754
0.664 Remote Similarity NPC303653
0.664 Remote Similarity NPC140591
0.664 Remote Similarity NPC149371
0.664 Remote Similarity NPC189609
0.664 Remote Similarity NPC223834
0.6639 Remote Similarity NPC473291
0.6639 Remote Similarity NPC173329
0.6639 Remote Similarity NPC288350
0.662 Remote Similarity NPC471136
0.662 Remote Similarity NPC471137
0.662 Remote Similarity NPC223356
0.662 Remote Similarity NPC100017
0.662 Remote Similarity NPC475154
0.662 Remote Similarity NPC475500
0.662 Remote Similarity NPC182266
0.662 Remote Similarity NPC473548
0.6617 Remote Similarity NPC471145
0.6617 Remote Similarity NPC471146
0.6617 Remote Similarity NPC475642
0.6614 Remote Similarity NPC16313
0.6614 Remote Similarity NPC475802
0.6614 Remote Similarity NPC472615
0.6614 Remote Similarity NPC9303
0.6613 Remote Similarity NPC475053
0.6612 Remote Similarity NPC471496
0.6612 Remote Similarity NPC472198
0.6589 Remote Similarity NPC87335
0.6589 Remote Similarity NPC474725
0.6587 Remote Similarity NPC475871
0.6587 Remote Similarity NPC472755
0.6587 Remote Similarity NPC475945
0.6585 Remote Similarity NPC2666
0.6585 Remote Similarity NPC474194
0.6585 Remote Similarity NPC120299
0.6585 Remote Similarity NPC40812
0.6583 Remote Similarity NPC472199
0.6583 Remote Similarity NPC472197
0.6577 Remote Similarity NPC316249
0.6571 Remote Similarity NPC162495
0.6567 Remote Similarity NPC120599
0.6567 Remote Similarity NPC13710
0.6567 Remote Similarity NPC200412
0.6567 Remote Similarity NPC156336
0.6565 Remote Similarity NPC261750
0.6565 Remote Similarity NPC1111
0.6562 Remote Similarity NPC254538
0.6562 Remote Similarity NPC474285
0.6561 Remote Similarity NPC476194
0.656 Remote Similarity NPC476270
0.656 Remote Similarity NPC313234
0.656 Remote Similarity NPC201718
0.656 Remote Similarity NPC47880
0.656 Remote Similarity NPC472753
0.6547 Remote Similarity NPC152091
0.6538 Remote Similarity NPC161816
0.6538 Remote Similarity NPC115257

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469494 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
0.7132 Intermediate Similarity NPD7500 Approved
0.7121 Intermediate Similarity NPD8080 Discontinued
0.7015 Intermediate Similarity NPD8340 Approved
0.7015 Intermediate Similarity NPD8342 Approved
0.7015 Intermediate Similarity NPD8341 Approved
0.7015 Intermediate Similarity NPD8299 Approved
0.7008 Intermediate Similarity NPD7601 Clinical (unspecified phase)
0.694 Remote Similarity NPD7829 Approved
0.694 Remote Similarity NPD7830 Approved
0.6917 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6912 Remote Similarity NPD8074 Phase 3
0.6838 Remote Similarity NPD8451 Approved
0.6815 Remote Similarity NPD7642 Approved
0.6803 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6788 Remote Similarity NPD8448 Approved
0.6763 Remote Similarity NPD8391 Approved
0.6763 Remote Similarity NPD8390 Approved
0.6763 Remote Similarity NPD8392 Approved
0.6763 Remote Similarity NPD6914 Discontinued
0.6744 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6744 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6692 Remote Similarity NPD7641 Discontinued
0.6617 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6594 Remote Similarity NPD8273 Phase 1
0.6504 Remote Similarity NPD7839 Suspended
0.65 Remote Similarity NPD46 Approved
0.65 Remote Similarity NPD6698 Approved
0.6496 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6496 Remote Similarity NPD7623 Phase 3
0.6475 Remote Similarity NPD5282 Discontinued
0.6446 Remote Similarity NPD7983 Approved
0.6423 Remote Similarity NPD8517 Approved
0.6423 Remote Similarity NPD8516 Approved
0.6423 Remote Similarity NPD8515 Approved
0.6423 Remote Similarity NPD8513 Phase 3
0.6423 Remote Similarity NPD8444 Approved
0.6414 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6412 Remote Similarity NPD6421 Discontinued
0.637 Remote Similarity NPD7505 Discontinued
0.6364 Remote Similarity NPD7838 Discovery
0.6345 Remote Similarity NPD8415 Approved
0.6312 Remote Similarity NPD7746 Phase 1
0.6312 Remote Similarity NPD7747 Phase 1
0.626 Remote Similarity NPD6686 Approved
0.625 Remote Similarity NPD7260 Phase 2
0.6232 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6187 Remote Similarity NPD8267 Approved
0.6187 Remote Similarity NPD8268 Approved
0.6187 Remote Similarity NPD8269 Approved
0.6187 Remote Similarity NPD8266 Approved
0.6187 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6183 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6165 Remote Similarity NPD6371 Approved
0.6149 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6099 Remote Similarity NPD8328 Phase 3
0.6098 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6077 Remote Similarity NPD1407 Approved
0.6 Remote Similarity NPD1719 Phase 1
0.6 Remote Similarity NPD5779 Approved
0.6 Remote Similarity NPD5778 Approved
0.6 Remote Similarity NPD6054 Approved
0.5986 Remote Similarity NPD6845 Suspended
0.5985 Remote Similarity NPD4211 Phase 1
0.5957 Remote Similarity NPD6016 Approved
0.5957 Remote Similarity NPD6015 Approved
0.594 Remote Similarity NPD6412 Phase 2
0.5931 Remote Similarity NPD8336 Approved
0.5931 Remote Similarity NPD8337 Approved
0.5926 Remote Similarity NPD6420 Discontinued
0.5917 Remote Similarity NPD6110 Phase 1
0.5915 Remote Similarity NPD5988 Approved
0.5915 Remote Similarity NPD6370 Approved
0.5899 Remote Similarity NPD7115 Discovery
0.5897 Remote Similarity NPD2575 Approved
0.5894 Remote Similarity NPD6334 Approved
0.5894 Remote Similarity NPD6333 Approved
0.5887 Remote Similarity NPD6059 Approved
0.5887 Remote Similarity NPD6319 Approved
0.5882 Remote Similarity NPD8384 Approved
0.5882 Remote Similarity NPD2204 Approved
0.5878 Remote Similarity NPD8086 Approved
0.5878 Remote Similarity NPD8138 Approved
0.5878 Remote Similarity NPD8139 Approved
0.5878 Remote Similarity NPD8082 Approved
0.5878 Remote Similarity NPD8083 Approved
0.5878 Remote Similarity NPD8085 Approved
0.5878 Remote Similarity NPD8084 Approved
0.5865 Remote Similarity NPD5357 Phase 1
0.586 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5849 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5845 Remote Similarity NPD6921 Approved
0.584 Remote Similarity NPD3168 Discontinued
0.5833 Remote Similarity NPD7492 Approved
0.5833 Remote Similarity NPD8275 Approved
0.5833 Remote Similarity NPD8276 Approved
0.5802 Remote Similarity NPD5344 Discontinued
0.5793 Remote Similarity NPD6616 Approved
0.5789 Remote Similarity NPD8081 Approved
0.5786 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5782 Remote Similarity NPD7319 Approved
0.5772 Remote Similarity NPD8338 Approved
0.5769 Remote Similarity NPD4225 Approved
0.5758 Remote Similarity NPD8301 Approved
0.5758 Remote Similarity NPD8300 Approved
0.5753 Remote Similarity NPD7078 Approved
0.5746 Remote Similarity NPD8393 Approved
0.5746 Remote Similarity NPD6640 Phase 3
0.5735 Remote Similarity NPD8305 Approved
0.5735 Remote Similarity NPD6413 Approved
0.5735 Remote Similarity NPD8306 Approved
0.5734 Remote Similarity NPD7503 Approved
0.5725 Remote Similarity NPD6648 Approved
0.5714 Remote Similarity NPD7736 Approved
0.5706 Remote Similarity NPD8407 Phase 2
0.5685 Remote Similarity NPD7507 Approved
0.5674 Remote Similarity NPD6009 Approved
0.5669 Remote Similarity NPD7637 Suspended
0.5655 Remote Similarity NPD7604 Phase 2
0.5646 Remote Similarity NPD8293 Discontinued
0.5638 Remote Similarity NPD5956 Approved
0.5635 Remote Similarity NPD6101 Approved
0.5635 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5625 Remote Similarity NPD8033 Approved
0.5625 Remote Similarity NPD8368 Discontinued
0.562 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5615 Remote Similarity NPD4228 Discovery
0.5612 Remote Similarity NPD6882 Approved
0.561 Remote Similarity NPD8414 Discontinued

Structure

External Identifiers

PubChem CID   54738532
ChEMBL   CHEMBL1080830
ZINC  

Physicochemical Properties

Molecular Weight:  433.17
ALogP:  -0.9423
MLogP:  2.89
XLogP:  0.621
# Rotatable Bonds:  12
Polar Surface Area:  138.18
# H-Bond Aceptor:  9
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  31

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs