Natural Product: NPC167380

Natural Product ID:  NPC167380
Common Name:   Hippolide A
IUPAC Name:   (3S)-3-[(2R,6S)-6-hydroxy-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,6-dihydro-2H-pyran-2-yl]pyrrolidine-2,5-dione
Synonyms:   Hippolide A
Molecular Formula:   C25H37NO4
Standard InCHIKey:  DHMXAXCAWHUFET-HVFQXGRFSA-N
Standard InCHI:  InChI=1S/C25H37NO4/c1-17(2)8-5-9-18(3)10-6-11-19(4)12-7-13-20-14-15-22(30-25(20)29)21-16-23(27)26-24(21)28/h8,10,12,14,21-22,25,29H,5-7,9,11,13,15-16H2,1-4H3,(H,26,27,28)/b18-10+,19-12+/t21-,22+,25-/m0/s1
Canonical SMILES:  C/C(=CCCC1=CC[C@@H](O[C@@H]1O)[C@@H]1CC(=NC1=O)O)/CC/C=C(/CCC=C(C)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
NPO15322 Hippospongia lachne Species Spongiidae Eukaryota PMID[21548579]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 52.2 nM 21548579
NPT165 Cell Line HeLa Homo sapiens IC50 = 48 nM 21548579
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 9780 nM 21548579
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 23810 nM 21548579
NPT880 Individual Protein Protein kinase C gamma Homo sapiens IC50 = 61970 nM 21548579

  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 NPC167380 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
0.967 High Similarity NPC121857
0.7156 Intermediate Similarity NPC271269
0.7117 Intermediate Similarity NPC24389
0.7103 Intermediate Similarity NPC175531
0.7103 Intermediate Similarity NPC313234
0.7091 Intermediate Similarity NPC251330
0.7 Intermediate Similarity NPC154601
0.699 Remote Similarity NPC472264
0.6726 Remote Similarity NPC475150
0.6667 Remote Similarity NPC9447
0.6633 Remote Similarity NPC321728
0.6602 Remote Similarity NPC241054
0.6571 Remote Similarity NPC475879
0.6538 Remote Similarity NPC472011
0.6538 Remote Similarity NPC106051
0.6538 Remote Similarity NPC137368
0.6509 Remote Similarity NPC314500
0.6496 Remote Similarity NPC469865
0.6481 Remote Similarity NPC150041
0.6476 Remote Similarity NPC471054
0.6471 Remote Similarity NPC158756
0.6466 Remote Similarity NPC122926
0.6466 Remote Similarity NPC113012
0.646 Remote Similarity NPC472616
0.646 Remote Similarity NPC14537
0.6455 Remote Similarity NPC234542
0.6442 Remote Similarity NPC45409
0.6435 Remote Similarity NPC140251
0.6435 Remote Similarity NPC307903
0.6429 Remote Similarity NPC128501
0.6422 Remote Similarity NPC475503
0.6417 Remote Similarity NPC316325
0.6412 Remote Similarity NPC230889
0.6408 Remote Similarity NPC470755
0.6404 Remote Similarity NPC473252
0.6404 Remote Similarity NPC472615
0.6396 Remote Similarity NPC473224
0.6372 Remote Similarity NPC474563
0.6364 Remote Similarity NPC476344
0.6364 Remote Similarity NPC150967
0.6364 Remote Similarity NPC296361
0.6364 Remote Similarity NPC265662
0.6364 Remote Similarity NPC127526
0.6364 Remote Similarity NPC4834
0.6356 Remote Similarity NPC7797
0.6355 Remote Similarity NPC472199
0.6355 Remote Similarity NPC472010
0.6355 Remote Similarity NPC471059
0.6346 Remote Similarity NPC469910
0.6341 Remote Similarity NPC469515
0.632 Remote Similarity NPC469494
0.6316 Remote Similarity NPC64168
0.6311 Remote Similarity NPC126518
0.6299 Remote Similarity NPC477793
0.6299 Remote Similarity NPC329919
0.6286 Remote Similarity NPC142583
0.6283 Remote Similarity NPC469598
0.6275 Remote Similarity NPC471298
0.6275 Remote Similarity NPC323251
0.6275 Remote Similarity NPC471296
0.6271 Remote Similarity NPC170375
0.6271 Remote Similarity NPC29501
0.6269 Remote Similarity NPC315848
0.6269 Remote Similarity NPC315210
0.6263 Remote Similarity NPC7563
0.6263 Remote Similarity NPC116177
0.6263 Remote Similarity NPC320630
0.625 Remote Similarity NPC474860
0.625 Remote Similarity NPC471300
0.625 Remote Similarity NPC163606
0.6239 Remote Similarity NPC475927
0.6239 Remote Similarity NPC475832
0.6239 Remote Similarity NPC473578
0.6239 Remote Similarity NPC472198
0.6239 Remote Similarity NPC298484
0.6228 Remote Similarity NPC80439
0.6228 Remote Similarity NPC279833
0.6228 Remote Similarity NPC6271
0.6228 Remote Similarity NPC173690
0.6226 Remote Similarity NPC476805
0.6226 Remote Similarity NPC476803
0.6226 Remote Similarity NPC475819
0.6216 Remote Similarity NPC475709
0.6216 Remote Similarity NPC475646
0.6214 Remote Similarity NPC131669
0.6214 Remote Similarity NPC229799
0.6214 Remote Similarity NPC40746
0.6214 Remote Similarity NPC473390
0.6214 Remote Similarity NPC286770
0.6214 Remote Similarity NPC169575
0.6214 Remote Similarity NPC16488
0.6214 Remote Similarity NPC471297
0.6214 Remote Similarity NPC284472
0.621 Remote Similarity NPC315915
0.6204 Remote Similarity NPC472197
0.62 Remote Similarity NPC108816
0.62 Remote Similarity NPC93763
0.6198 Remote Similarity NPC7905
0.6198 Remote Similarity NPC315652
0.6195 Remote Similarity NPC28304
0.6195 Remote Similarity NPC298255
0.619 Remote Similarity NPC315395
0.619 Remote Similarity NPC204639
0.619 Remote Similarity NPC316426
0.619 Remote Similarity NPC469483
0.6186 Remote Similarity NPC92829
0.6182 Remote Similarity NPC476487
0.6182 Remote Similarity NPC189764
0.6182 Remote Similarity NPC476488
0.6182 Remote Similarity NPC314009
0.6182 Remote Similarity NPC54905
0.6176 Remote Similarity NPC52861
0.6176 Remote Similarity NPC24417
0.6174 Remote Similarity NPC259476
0.6167 Remote Similarity NPC5485
0.6162 Remote Similarity NPC68819
0.6161 Remote Similarity NPC313440
0.6154 Remote Similarity NPC476804
0.6154 Remote Similarity NPC168733
0.6148 Remote Similarity NPC216335
0.6146 Remote Similarity NPC4299
0.6139 Remote Similarity NPC99651
0.6134 Remote Similarity NPC316984
0.6134 Remote Similarity NPC30911
0.6129 Remote Similarity NPC477140
0.6129 Remote Similarity NPC473808
0.6129 Remote Similarity NPC477143
0.6126 Remote Similarity NPC180722
0.6126 Remote Similarity NPC165332
0.6126 Remote Similarity NPC175614
0.6126 Remote Similarity NPC306041
0.6126 Remote Similarity NPC195645
0.6126 Remote Similarity NPC54731
0.6122 Remote Similarity NPC476590
0.6122 Remote Similarity NPC114727
0.6121 Remote Similarity NPC472433
0.6121 Remote Similarity NPC201128
0.6121 Remote Similarity NPC475918
0.6117 Remote Similarity NPC469838
0.6117 Remote Similarity NPC11383
0.6117 Remote Similarity NPC469833
0.6117 Remote Similarity NPC475046
0.6117 Remote Similarity NPC229825
0.6117 Remote Similarity NPC310450
0.6117 Remote Similarity NPC474959
0.6111 Remote Similarity NPC477866
0.6111 Remote Similarity NPC477865
0.6111 Remote Similarity NPC232426
0.6111 Remote Similarity NPC474232
0.6111 Remote Similarity NPC66855
0.6111 Remote Similarity NPC281942
0.6107 Remote Similarity NPC314361
0.6106 Remote Similarity NPC255677
0.6106 Remote Similarity NPC469872
0.6106 Remote Similarity NPC306344
0.6106 Remote Similarity NPC22149
0.6106 Remote Similarity NPC469864
0.6102 Remote Similarity NPC474725
0.6102 Remote Similarity NPC474891
0.6102 Remote Similarity NPC329305
0.6102 Remote Similarity NPC133729
0.6095 Remote Similarity NPC255307
0.6095 Remote Similarity NPC475034
0.6091 Remote Similarity NPC104925
0.6091 Remote Similarity NPC298973
0.6091 Remote Similarity NPC469697
0.609 Remote Similarity NPC472430
0.6087 Remote Similarity NPC118761
0.6087 Remote Similarity NPC284929
0.6087 Remote Similarity NPC234304
0.6087 Remote Similarity NPC55336
0.6087 Remote Similarity NPC197541
0.6087 Remote Similarity NPC267869
0.6083 Remote Similarity NPC268327
0.6083 Remote Similarity NPC273215
0.6083 Remote Similarity NPC295444
0.6082 Remote Similarity NPC477086
0.6082 Remote Similarity NPC477087
0.6075 Remote Similarity NPC474629
0.6071 Remote Similarity NPC471462
0.6068 Remote Similarity NPC475800
0.6068 Remote Similarity NPC315426
0.6068 Remote Similarity NPC474285
0.6068 Remote Similarity NPC254538
0.6061 Remote Similarity NPC78189
0.6061 Remote Similarity NPC315552
0.6058 Remote Similarity NPC188717
0.6058 Remote Similarity NPC211455
0.6058 Remote Similarity NPC116543
0.6058 Remote Similarity NPC52923
0.6058 Remote Similarity NPC69469
0.6055 Remote Similarity NPC141831
0.6053 Remote Similarity NPC98859
0.6053 Remote Similarity NPC188785
0.6053 Remote Similarity NPC4637
0.6053 Remote Similarity NPC20673
0.605 Remote Similarity NPC127578
0.6042 Remote Similarity NPC101622
0.604 Remote Similarity NPC196653
0.604 Remote Similarity NPC471465

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC167380 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
0.6466 Remote Similarity NPD6420 Discontinued
0.6422 Remote Similarity NPD4228 Discovery
0.6417 Remote Similarity NPD7500 Approved
0.6311 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7601 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6421 Discontinued
0.6134 Remote Similarity NPD2204 Approved
0.6126 Remote Similarity NPD7839 Suspended
0.6 Remote Similarity NPD1719 Phase 1
0.5969 Remote Similarity NPD8074 Phase 3
0.5966 Remote Similarity NPD6413 Approved
0.5954 Remote Similarity NPD6914 Discontinued
0.5922 Remote Similarity NPD4252 Approved
0.5922 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5887 Remote Similarity NPD7505 Discontinued
0.5847 Remote Similarity NPD4211 Phase 1
0.5818 Remote Similarity NPD5785 Approved
0.581 Remote Similarity NPD4269 Approved
0.581 Remote Similarity NPD4270 Approved
0.5794 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5781 Remote Similarity NPD7623 Phase 3
0.5781 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5772 Remote Similarity NPD1376 Discontinued
0.5769 Remote Similarity NPD8451 Approved
0.5755 Remote Similarity NPD7154 Phase 3
0.5741 Remote Similarity NPD5786 Approved
0.5739 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7642 Approved
0.5728 Remote Similarity NPD4268 Approved
0.5728 Remote Similarity NPD4271 Approved
0.5725 Remote Similarity NPD8448 Approved
0.5714 Remote Similarity NPD8390 Approved
0.5714 Remote Similarity NPD8391 Approved
0.5714 Remote Similarity NPD8392 Approved
0.5703 Remote Similarity NPD8513 Phase 3
0.5703 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5703 Remote Similarity NPD8444 Approved
0.5692 Remote Similarity NPD8341 Approved
0.5692 Remote Similarity NPD8299 Approved
0.5692 Remote Similarity NPD8340 Approved
0.5692 Remote Similarity NPD8342 Approved
0.5678 Remote Similarity NPD1407 Approved
0.5676 Remote Similarity NPD46 Approved
0.5676 Remote Similarity NPD6698 Approved
0.5676 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5648 Remote Similarity NPD5363 Approved
0.5625 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7637 Suspended
0.5625 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7983 Approved
0.562 Remote Similarity NPD6686 Approved
0.5619 Remote Similarity NPD4819 Approved
0.5619 Remote Similarity NPD4822 Approved
0.5619 Remote Similarity NPD4820 Approved
0.5619 Remote Similarity NPD4821 Approved
0.5615 Remote Similarity NPD7829 Approved
0.5615 Remote Similarity NPD7830 Approved
0.561 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5607 Remote Similarity NPD5362 Discontinued
0.5606 Remote Similarity NPD7747 Phase 1
0.5606 Remote Similarity NPD7746 Phase 1
0.5603 Remote Similarity NPD4225 Approved

Structure

External Identifiers

PubChem CID   53262772
ChEMBL   CHEMBL1782082
ZINC  

Physicochemical Properties

Molecular Weight:  415.27
ALogP:  3.3726
MLogP:  3.66
XLogP:  4.801
# 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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Similar NPs/Drugs