Natural Product: NPC16709

Natural Product ID:  NPC16709
Common Name:   Dankastatin B
IUPAC Name:   (2E,4E,6R)-N-[(3S,4aS,8R,8aR)-6,8-dichloro-4a-hydroxy-7-oxo-3,4,8,8a-tetrahydro-2H-chromen-3-yl]-4,6-dimethyldodeca-2,4-dienamide
Synonyms:  
Molecular Formula:   C23H33Cl2NO4
Standard InCHIKey:  FOYHOCBUHQKEDQ-HUWMOLIRSA-N
Standard InCHI:  InChI=1S/C23H33Cl2NO4/c1-4-5-6-7-8-15(2)11-16(3)9-10-19(27)26-17-12-23(29)13-18(24)21(28)20(25)22(23)30-14-17/h9-11,13,15,17,20,22,29H,4-8,12,14H2,1-3H3,(H,26,27)/b10-9+,16-11+/t15-,17+,20+,22+,23+/m1/s1
Canonical SMILES:  CCCCCC[C@H](/C=C(/C=C/C(=N[C@@H]1CO[C@@H]2[C@@](C1)(O)C=C(C(=O)[C@@H]2Cl)Cl)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
NPO33119 gymnascella dankaliensis Species Gymnoascaceae Eukaryota PMID[18284207]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 0.16 ug/ml 23734701

  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 NPC16709 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
0.9262 High Similarity NPC78189
0.874 High Similarity NPC230889
0.816 Intermediate Similarity NPC204639
0.7826 Intermediate Similarity NPC77481
0.7826 Intermediate Similarity NPC233770
0.7786 Intermediate Similarity NPC96425
0.7213 Intermediate Similarity NPC472615
0.7073 Intermediate Similarity NPC472433
0.704 Intermediate Similarity NPC133729
0.6992 Remote Similarity NPC472616
0.6975 Remote Similarity NPC175614
0.696 Remote Similarity NPC307903
0.696 Remote Similarity NPC140251
0.6939 Remote Similarity NPC475837
0.6912 Remote Similarity NPC329919
0.6912 Remote Similarity NPC477793
0.6797 Remote Similarity NPC29501
0.6794 Remote Similarity NPC316325
0.6744 Remote Similarity NPC469865
0.6716 Remote Similarity NPC469515
0.6691 Remote Similarity NPC469494
0.6667 Remote Similarity NPC271269
0.6667 Remote Similarity NPC170375
0.6667 Remote Similarity NPC476190
0.6641 Remote Similarity NPC471645
0.664 Remote Similarity NPC474563
0.6615 Remote Similarity NPC7797
0.6615 Remote Similarity NPC476269
0.6614 Remote Similarity NPC251330
0.6596 Remote Similarity NPC314361
0.6594 Remote Similarity NPC204556
0.6591 Remote Similarity NPC30196
0.6583 Remote Similarity NPC472613
0.6573 Remote Similarity NPC472430
0.6541 Remote Similarity NPC6531
0.6541 Remote Similarity NPC216335
0.6538 Remote Similarity NPC12270
0.6535 Remote Similarity NPC154601
0.6519 Remote Similarity NPC477140
0.6519 Remote Similarity NPC477143
0.6512 Remote Similarity NPC473578
0.6503 Remote Similarity NPC472428
0.65 Remote Similarity NPC315387
0.65 Remote Similarity NPC316205
0.65 Remote Similarity NPC471471
0.65 Remote Similarity NPC121601
0.65 Remote Similarity NPC164476
0.6496 Remote Similarity NPC280498
0.6496 Remote Similarity NPC314629
0.6471 Remote Similarity NPC315915
0.6462 Remote Similarity NPC476290
0.6462 Remote Similarity NPC46764
0.6462 Remote Similarity NPC122926
0.6462 Remote Similarity NPC113012
0.6449 Remote Similarity NPC313342
0.6449 Remote Similarity NPC313333
0.6449 Remote Similarity NPC314451
0.6449 Remote Similarity NPC314512
0.6444 Remote Similarity NPC323532
0.6434 Remote Similarity NPC475150
0.6429 Remote Similarity NPC128501
0.6418 Remote Similarity NPC27413
0.6418 Remote Similarity NPC271621
0.6418 Remote Similarity NPC59751
0.6406 Remote Similarity NPC201128
0.6385 Remote Similarity NPC24389
0.6377 Remote Similarity NPC477995
0.6364 Remote Similarity NPC1111
0.6364 Remote Similarity NPC261750
0.6364 Remote Similarity NPC60432
0.6349 Remote Similarity NPC313234
0.6343 Remote Similarity NPC274293
0.6343 Remote Similarity NPC172197
0.6328 Remote Similarity NPC74035
0.6299 Remote Similarity NPC469598
0.6294 Remote Similarity NPC316401
0.6294 Remote Similarity NPC139585
0.6277 Remote Similarity NPC473808
0.6269 Remote Similarity NPC476813
0.6269 Remote Similarity NPC476814
0.626 Remote Similarity NPC474725
0.6259 Remote Similarity NPC318445
0.6259 Remote Similarity NPC316133
0.6259 Remote Similarity NPC315783
0.625 Remote Similarity NPC297281
0.625 Remote Similarity NPC296361
0.625 Remote Similarity NPC316186
0.625 Remote Similarity NPC473144
0.6241 Remote Similarity NPC314282
0.6241 Remote Similarity NPC473249
0.6239 Remote Similarity NPC477784
0.6239 Remote Similarity NPC477786
0.6239 Remote Similarity NPC477785
0.6222 Remote Similarity NPC7905
0.6222 Remote Similarity NPC315652
0.622 Remote Similarity NPC175531
0.622 Remote Similarity NPC224172
0.6218 Remote Similarity NPC113620
0.6218 Remote Similarity NPC187497
0.6218 Remote Similarity NPC475599
0.6218 Remote Similarity NPC100612
0.6218 Remote Similarity NPC174336
0.6194 Remote Similarity NPC5485
0.619 Remote Similarity NPC166770
0.6181 Remote Similarity NPC477996
0.6176 Remote Similarity NPC475642
0.6174 Remote Similarity NPC469517
0.6167 Remote Similarity NPC472614
0.616 Remote Similarity NPC135576
0.616 Remote Similarity NPC93271
0.6154 Remote Similarity NPC265699
0.6154 Remote Similarity NPC475527
0.6142 Remote Similarity NPC185253
0.6142 Remote Similarity NPC215253
0.6131 Remote Similarity NPC9714
0.6129 Remote Similarity NPC477241
0.6129 Remote Similarity NPC116930
0.6127 Remote Similarity NPC287903
0.6118 Remote Similarity NPC298067
0.6118 Remote Similarity NPC214821
0.6115 Remote Similarity NPC475383
0.6115 Remote Similarity NPC156379
0.6111 Remote Similarity NPC239895
0.6111 Remote Similarity NPC471691
0.6111 Remote Similarity NPC476344
0.6111 Remote Similarity NPC266842
0.6111 Remote Similarity NPC134083
0.6111 Remote Similarity NPC245521
0.6107 Remote Similarity NPC475800
0.6107 Remote Similarity NPC469853
0.6098 Remote Similarity NPC476705
0.6094 Remote Similarity NPC316250
0.6087 Remote Similarity NPC67917
0.6087 Remote Similarity NPC477515
0.6087 Remote Similarity NPC313802
0.6087 Remote Similarity NPC314268
0.6087 Remote Similarity NPC469492
0.608 Remote Similarity NPC150041
0.6077 Remote Similarity NPC14537
0.6077 Remote Similarity NPC133420
0.6077 Remote Similarity NPC259476
0.6071 Remote Similarity NPC80150
0.6066 Remote Similarity NPC159369
0.6066 Remote Similarity NPC39290
0.6065 Remote Similarity NPC36463
0.6065 Remote Similarity NPC298005
0.6063 Remote Similarity NPC187761
0.6063 Remote Similarity NPC83895
0.6043 Remote Similarity NPC473145
0.6042 Remote Similarity NPC110294
0.6039 Remote Similarity NPC244380
0.6039 Remote Similarity NPC61717
0.6033 Remote Similarity NPC23622
0.6033 Remote Similarity NPC472007
0.6031 Remote Similarity NPC473252
0.6016 Remote Similarity NPC265856
0.6015 Remote Similarity NPC21324
0.6014 Remote Similarity NPC156797
0.6014 Remote Similarity NPC145899
0.6014 Remote Similarity NPC477555
0.6 Remote Similarity NPC208725
0.6 Remote Similarity NPC187529
0.6 Remote Similarity NPC473624
0.5986 Remote Similarity NPC36254
0.5986 Remote Similarity NPC76999
0.5984 Remote Similarity NPC40812
0.5971 Remote Similarity NPC241050
0.5971 Remote Similarity NPC245320
0.597 Remote Similarity NPC92829
0.5968 Remote Similarity NPC314500
0.596 Remote Similarity NPC315848
0.596 Remote Similarity NPC315210
0.5959 Remote Similarity NPC471692
0.5957 Remote Similarity NPC190663
0.5956 Remote Similarity NPC122404
0.595 Remote Similarity NPC316426
0.595 Remote Similarity NPC472009
0.595 Remote Similarity NPC315395
0.5948 Remote Similarity NPC298469
0.5948 Remote Similarity NPC141669
0.5948 Remote Similarity NPC193579
0.5946 Remote Similarity NPC75318
0.5942 Remote Similarity NPC477553
0.5942 Remote Similarity NPC201968
0.594 Remote Similarity NPC168733
0.594 Remote Similarity NPC70235
0.5938 Remote Similarity NPC35717
0.5938 Remote Similarity NPC308567
0.5938 Remote Similarity NPC255592
0.5938 Remote Similarity NPC261377
0.5938 Remote Similarity NPC234542
0.5938 Remote Similarity NPC161855
0.5933 Remote Similarity NPC243680
0.5933 Remote Similarity NPC200788
0.5932 Remote Similarity NPC275766
0.5929 Remote Similarity NPC31641
0.5923 Remote Similarity NPC477198
0.5917 Remote Similarity NPC477199
0.5912 Remote Similarity NPC24462
0.5909 Remote Similarity NPC469852

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC16709 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
0.6794 Remote Similarity NPD7500 Approved
0.6667 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7601 Clinical (unspecified phase)
0.6538 Remote Similarity NPD1719 Phase 1
0.6462 Remote Similarity NPD6421 Discontinued
0.6449 Remote Similarity NPD8342 Approved
0.6449 Remote Similarity NPD8299 Approved
0.6449 Remote Similarity NPD8341 Approved
0.6449 Remote Similarity NPD8340 Approved
0.6423 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7623 Phase 3
0.637 Remote Similarity NPD7641 Discontinued
0.635 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6286 Remote Similarity NPD8451 Approved
0.6259 Remote Similarity NPD7829 Approved
0.6259 Remote Similarity NPD7830 Approved
0.6259 Remote Similarity NPD7642 Approved
0.6241 Remote Similarity NPD8448 Approved
0.6241 Remote Similarity NPD7747 Phase 1
0.6241 Remote Similarity NPD7746 Phase 1
0.6224 Remote Similarity NPD8392 Approved
0.6224 Remote Similarity NPD8390 Approved
0.6224 Remote Similarity NPD8391 Approved
0.6133 Remote Similarity NPD8384 Approved
0.6111 Remote Similarity NPD6914 Discontinued
0.6056 Remote Similarity NPD8273 Phase 1
0.6015 Remote Similarity NPD6413 Approved
0.6014 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD8444 Approved
0.597 Remote Similarity NPD6420 Discontinued
0.5878 Remote Similarity NPD2259 Approved
0.5878 Remote Similarity NPD2258 Approved
0.584 Remote Similarity NPD7983 Approved
0.5827 Remote Similarity NPD7505 Discontinued
0.5816 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5814 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5781 Remote Similarity NPD7839 Suspended
0.5734 Remote Similarity NPD8080 Discontinued
0.5733 Remote Similarity NPD8415 Approved
0.5695 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5669 Remote Similarity NPD5779 Approved
0.5669 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5669 Remote Similarity NPD5778 Approved
0.5638 Remote Similarity NPD7260 Phase 2
0.5635 Remote Similarity NPD6698 Approved
0.5635 Remote Similarity NPD46 Approved
0.561 Remote Similarity NPD5363 Approved
0.5603 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5603 Remote Similarity NPD7115 Discovery

Structure

External Identifiers

PubChem CID   24854522
ChEMBL   CHEMBL256282
ZINC  

Physicochemical Properties

Molecular Weight:  457.18
ALogP:  0.7969
MLogP:  3.22
XLogP:  5.745
# Rotatable Bonds:  16
Polar Surface Area:  79.12
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  30

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs