Natural Product: NPC469515

Natural Product ID:  NPC469515
Common Name:   Tirandamycin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H27NO7
Standard InCHIKey:  URGUBECARCAPRI-HYPUYVJVSA-N
Standard InCHI:  InChI=1S/C22H27NO7/c1-10(6-7-13(24)15-14(25)9-23-20(15)27)8-11(2)17-12(3)18-16(26)19-21(4,30-19)22(5,28-17)29-18/h6-8,11-12,17-19,24H,9H2,1-5H3,(H,23,27)/b7-6+,10-8+,15-13+/t11-,12-,17-,18+,19-,21-,22+/m1/s1
Canonical SMILES:  C/C(=C[C@H]([C@H]1O[C@@]2(C)O[C@@H]([C@@H]1C)C(=O)[C@@H]1[C@@]2(C)O1)C)/C=C/C(=C1/C(=O)CN=C1O)/O
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 = 2250 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 NPC469515 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 NPC469494
0.8509 High Similarity NPC24389
0.7895 Intermediate Similarity NPC175531
0.7398 Intermediate Similarity NPC469865
0.7377 Intermediate Similarity NPC89408
0.7333 Intermediate Similarity NPC472428
0.7313 Intermediate Similarity NPC314361
0.7279 Intermediate Similarity NPC472430
0.7213 Intermediate Similarity NPC475150
0.7165 Intermediate Similarity NPC316325
0.7154 Intermediate Similarity NPC473578
0.7143 Intermediate Similarity NPC477793
0.7143 Intermediate Similarity NPC329919
0.7132 Intermediate Similarity NPC78189
0.704 Intermediate Similarity NPC29501
0.704 Intermediate Similarity NPC170375
0.7 Intermediate Similarity NPC473808
0.6947 Remote Similarity NPC315915
0.6899 Remote Similarity NPC476190
0.6885 Remote Similarity NPC469980
0.6885 Remote Similarity NPC104161
0.6885 Remote Similarity NPC118902
0.686 Remote Similarity NPC164598
0.686 Remote Similarity NPC474339
0.6857 Remote Similarity NPC230889
0.6855 Remote Similarity NPC266514
0.685 Remote Similarity NPC476269
0.6825 Remote Similarity NPC476290
0.681 Remote Similarity NPC477865
0.681 Remote Similarity NPC477866
0.6807 Remote Similarity NPC475503
0.6791 Remote Similarity NPC313342
0.6791 Remote Similarity NPC313333
0.6791 Remote Similarity NPC314512
0.6791 Remote Similarity NPC314451
0.6777 Remote Similarity NPC324667
0.6769 Remote Similarity NPC271621
0.6769 Remote Similarity NPC59751
0.6769 Remote Similarity NPC27413
0.675 Remote Similarity NPC266842
0.6746 Remote Similarity NPC133729
0.6746 Remote Similarity NPC38154
0.6746 Remote Similarity NPC133625
0.6744 Remote Similarity NPC476813
0.6744 Remote Similarity NPC476814
0.6739 Remote Similarity NPC316401
0.6723 Remote Similarity NPC473334
0.6721 Remote Similarity NPC313234
0.672 Remote Similarity NPC469853
0.6718 Remote Similarity NPC296361
0.6716 Remote Similarity NPC16709
0.6716 Remote Similarity NPC314629
0.6716 Remote Similarity NPC315783
0.6715 Remote Similarity NPC164476
0.6715 Remote Similarity NPC471471
0.6694 Remote Similarity NPC474741
0.6692 Remote Similarity NPC156379
0.6692 Remote Similarity NPC7905
0.6692 Remote Similarity NPC30196
0.6692 Remote Similarity NPC475383
0.6692 Remote Similarity NPC315652
0.6667 Remote Similarity NPC204639
0.6667 Remote Similarity NPC189609
0.6667 Remote Similarity NPC128501
0.6667 Remote Similarity NPC241050
0.6667 Remote Similarity NPC39996
0.6667 Remote Similarity NPC70235
0.6667 Remote Similarity NPC140591
0.6667 Remote Similarity NPC303653
0.6667 Remote Similarity NPC291500
0.6667 Remote Similarity NPC197835
0.6641 Remote Similarity NPC317107
0.6641 Remote Similarity NPC6531
0.664 Remote Similarity NPC472751
0.664 Remote Similarity NPC469852
0.664 Remote Similarity NPC314244
0.664 Remote Similarity NPC475802
0.664 Remote Similarity NPC472749
0.664 Remote Similarity NPC478038
0.6639 Remote Similarity NPC471496
0.6613 Remote Similarity NPC472750
0.6613 Remote Similarity NPC472747
0.6612 Remote Similarity NPC475646
0.661 Remote Similarity NPC476705
0.6597 Remote Similarity NPC315210
0.6597 Remote Similarity NPC315848
0.6594 Remote Similarity NPC316205
0.6594 Remote Similarity NPC121601
0.6594 Remote Similarity NPC315387
0.6593 Remote Similarity NPC318445
0.6593 Remote Similarity NPC316133
0.6593 Remote Similarity NPC280498
0.6591 Remote Similarity NPC200412
0.6591 Remote Similarity NPC156336
0.6591 Remote Similarity NPC120599
0.6591 Remote Similarity NPC474286
0.6591 Remote Similarity NPC475130
0.6589 Remote Similarity NPC317687
0.6589 Remote Similarity NPC66108
0.6585 Remote Similarity NPC469851
0.6585 Remote Similarity NPC201718
0.6569 Remote Similarity NPC314282
0.6567 Remote Similarity NPC473228
0.6567 Remote Similarity NPC470829
0.656 Remote Similarity NPC471143
0.656 Remote Similarity NPC472616
0.656 Remote Similarity NPC472748
0.656 Remote Similarity NPC477510
0.6557 Remote Similarity NPC83895
0.6557 Remote Similarity NPC203627
0.6557 Remote Similarity NPC255592
0.6557 Remote Similarity NPC161855
0.6557 Remote Similarity NPC187761
0.6557 Remote Similarity NPC261377
0.6557 Remote Similarity NPC308567
0.6555 Remote Similarity NPC478036
0.6555 Remote Similarity NPC478037
0.6547 Remote Similarity NPC477189
0.6547 Remote Similarity NPC475314
0.6547 Remote Similarity NPC475606
0.6547 Remote Similarity NPC251564
0.6538 Remote Similarity NPC5485
0.6535 Remote Similarity NPC14862
0.6535 Remote Similarity NPC322903
0.6535 Remote Similarity NPC233379
0.6535 Remote Similarity NPC474664
0.6535 Remote Similarity NPC307903
0.6535 Remote Similarity NPC327106
0.6535 Remote Similarity NPC140251
0.6532 Remote Similarity NPC471148
0.6532 Remote Similarity NPC473596
0.6532 Remote Similarity NPC313569
0.6532 Remote Similarity NPC149371
0.6529 Remote Similarity NPC173329
0.6529 Remote Similarity NPC288350
0.6529 Remote Similarity NPC473291
0.6515 Remote Similarity NPC471146
0.6515 Remote Similarity NPC471145
0.6512 Remote Similarity NPC126897
0.6512 Remote Similarity NPC297945
0.6508 Remote Similarity NPC9303
0.6508 Remote Similarity NPC201128
0.6508 Remote Similarity NPC16313
0.6508 Remote Similarity NPC472615
0.6507 Remote Similarity NPC803
0.6504 Remote Similarity NPC475053
0.6504 Remote Similarity NPC288876
0.6503 Remote Similarity NPC246209
0.65 Remote Similarity NPC473485
0.65 Remote Similarity NPC474508
0.6496 Remote Similarity NPC225049
0.6484 Remote Similarity NPC15218
0.6484 Remote Similarity NPC315836
0.6484 Remote Similarity NPC87335
0.6484 Remote Similarity NPC313668
0.6484 Remote Similarity NPC474725
0.648 Remote Similarity NPC215988
0.648 Remote Similarity NPC475945
0.648 Remote Similarity NPC475871
0.6475 Remote Similarity NPC471462
0.6471 Remote Similarity NPC470379
0.6471 Remote Similarity NPC470373
0.6462 Remote Similarity NPC1111
0.6462 Remote Similarity NPC261750
0.6457 Remote Similarity NPC477513
0.6457 Remote Similarity NPC474421
0.6457 Remote Similarity NPC326994
0.6457 Remote Similarity NPC324327
0.6457 Remote Similarity NPC194620
0.6457 Remote Similarity NPC72813
0.6452 Remote Similarity NPC476270
0.6452 Remote Similarity NPC472753
0.6452 Remote Similarity NPC47880
0.6452 Remote Similarity NPC207885
0.6452 Remote Similarity NPC474742
0.6449 Remote Similarity NPC204556
0.6444 Remote Similarity NPC23963
0.6434 Remote Similarity NPC127578
0.6434 Remote Similarity NPC472508
0.6429 Remote Similarity NPC472756
0.6429 Remote Similarity NPC474917
0.6429 Remote Similarity NPC476863
0.6429 Remote Similarity NPC476862
0.6429 Remote Similarity NPC14537
0.6423 Remote Similarity NPC300584
0.6423 Remote Similarity NPC234542
0.6423 Remote Similarity NPC475284
0.6423 Remote Similarity NPC474952
0.6423 Remote Similarity NPC281608
0.6423 Remote Similarity NPC475653
0.6418 Remote Similarity NPC313802
0.6418 Remote Similarity NPC477515
0.6418 Remote Similarity NPC314268
0.6418 Remote Similarity NPC67917
0.641 Remote Similarity NPC472007
0.6408 Remote Similarity NPC475500
0.6408 Remote Similarity NPC473548
0.6408 Remote Similarity NPC223356
0.6408 Remote Similarity NPC471137
0.6408 Remote Similarity NPC471136

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469515 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
0.7165 Intermediate Similarity NPD7500 Approved
0.704 Intermediate Similarity NPD7601 Clinical (unspecified phase)
0.6912 Remote Similarity NPD6914 Discontinued
0.6894 Remote Similarity NPD8080 Discontinued
0.6791 Remote Similarity NPD8342 Approved
0.6791 Remote Similarity NPD8341 Approved
0.6791 Remote Similarity NPD8340 Approved
0.6791 Remote Similarity NPD8299 Approved
0.6716 Remote Similarity NPD7829 Approved
0.6716 Remote Similarity NPD7830 Approved
0.6694 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6692 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6691 Remote Similarity NPD8074 Phase 3
0.6639 Remote Similarity NPD5282 Discontinued
0.6618 Remote Similarity NPD8451 Approved
0.6593 Remote Similarity NPD7642 Approved
0.6569 Remote Similarity NPD8448 Approved
0.6547 Remote Similarity NPD8392 Approved
0.6547 Remote Similarity NPD8391 Approved
0.6547 Remote Similarity NPD8390 Approved
0.6512 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6512 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6466 Remote Similarity NPD7641 Discontinued
0.6393 Remote Similarity NPD7839 Suspended
0.6391 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6377 Remote Similarity NPD8273 Phase 1
0.6324 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6277 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6277 Remote Similarity NPD7623 Phase 3
0.6268 Remote Similarity NPD7260 Phase 2
0.625 Remote Similarity NPD46 Approved
0.625 Remote Similarity NPD6698 Approved
0.6207 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6204 Remote Similarity NPD8517 Approved
0.6204 Remote Similarity NPD8444 Approved
0.6204 Remote Similarity NPD8516 Approved
0.6204 Remote Similarity NPD8515 Approved
0.6204 Remote Similarity NPD8513 Phase 3
0.6198 Remote Similarity NPD7983 Approved
0.6183 Remote Similarity NPD6421 Discontinued
0.6148 Remote Similarity NPD7505 Discontinued
0.6138 Remote Similarity NPD8415 Approved
0.6124 Remote Similarity NPD4211 Phase 1
0.6116 Remote Similarity NPD7838 Discovery
0.6099 Remote Similarity NPD7746 Phase 1
0.6099 Remote Similarity NPD7747 Phase 1
0.6087 Remote Similarity NPD8268 Approved
0.6087 Remote Similarity NPD8266 Approved
0.6087 Remote Similarity NPD8269 Approved
0.6087 Remote Similarity NPD8267 Approved
0.6077 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6371 Approved
0.6031 Remote Similarity NPD6686 Approved
0.6016 Remote Similarity NPD5779 Approved
0.6016 Remote Similarity NPD5778 Approved
0.6015 Remote Similarity NPD1719 Phase 1
0.6014 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6014 Remote Similarity NPD6054 Approved
0.6 Remote Similarity NPD5357 Phase 1
0.6 Remote Similarity NPD6845 Suspended
0.5984 Remote Similarity NPD3168 Discontinued
0.5971 Remote Similarity NPD6016 Approved
0.5971 Remote Similarity NPD6015 Approved
0.5946 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5944 Remote Similarity NPD8337 Approved
0.5944 Remote Similarity NPD8336 Approved
0.594 Remote Similarity NPD6420 Discontinued
0.5929 Remote Similarity NPD6370 Approved
0.5929 Remote Similarity NPD5988 Approved
0.5906 Remote Similarity NPD6334 Approved
0.5906 Remote Similarity NPD6333 Approved
0.5899 Remote Similarity NPD6059 Approved
0.5896 Remote Similarity NPD2204 Approved
0.5887 Remote Similarity NPD8328 Phase 3
0.5865 Remote Similarity NPD6413 Approved
0.5859 Remote Similarity NPD6648 Approved
0.5854 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5846 Remote Similarity NPD1407 Approved
0.5845 Remote Similarity NPD7492 Approved
0.5833 Remote Similarity NPD6412 Phase 2
0.5806 Remote Similarity NPD2575 Approved
0.5804 Remote Similarity NPD6616 Approved
0.5798 Remote Similarity NPD6110 Phase 1
0.5797 Remote Similarity NPD7115 Discovery
0.5789 Remote Similarity NPD8384 Approved
0.5782 Remote Similarity NPD8338 Approved
0.5769 Remote Similarity NPD8301 Approved
0.5769 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5769 Remote Similarity NPD8300 Approved
0.5764 Remote Similarity NPD7078 Approved
0.5724 Remote Similarity NPD7736 Approved
0.5692 Remote Similarity NPD5344 Discontinued
0.5683 Remote Similarity NPD6009 Approved
0.568 Remote Similarity NPD7637 Suspended
0.5674 Remote Similarity NPD6319 Approved
0.5664 Remote Similarity NPD7604 Phase 2
0.566 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5659 Remote Similarity NPD4225 Approved
0.5655 Remote Similarity NPD8293 Discontinued
0.5649 Remote Similarity NPD8139 Approved
0.5649 Remote Similarity NPD8083 Approved
0.5649 Remote Similarity NPD8082 Approved
0.5649 Remote Similarity NPD8086 Approved
0.5649 Remote Similarity NPD8085 Approved
0.5649 Remote Similarity NPD8138 Approved
0.5649 Remote Similarity NPD8084 Approved
0.5646 Remote Similarity NPD5956 Approved
0.5645 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5645 Remote Similarity NPD6101 Approved
0.5639 Remote Similarity NPD6640 Phase 3
0.5635 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5634 Remote Similarity NPD6921 Approved
0.5629 Remote Similarity NPD8265 Approved
0.5625 Remote Similarity NPD4228 Discovery
0.5608 Remote Similarity NPD2101 Approved
0.5606 Remote Similarity NPD8275 Approved
0.5606 Remote Similarity NPD8276 Approved
0.5603 Remote Similarity NPD819 Approved
0.5603 Remote Similarity NPD818 Approved

Structure

External Identifiers

PubChem CID   54738531
ChEMBL   CHEMBL1081738
ZINC  

Physicochemical Properties

Molecular Weight:  417.18
ALogP:  -0.0541
MLogP:  3
XLogP:  1.753
# Rotatable Bonds:  11
Polar Surface Area:  117.95
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  30

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs