Natural Product: NPC471054

Natural Product ID:  NPC471054
Common Name:   Phorbaketal D
IUPAC Name:   (2S,4'aR,6S,8'aR)-2-[(1E,4E)-6-hydroxy-2,6-dimethylhepta-1,4-dienyl]-4'-(hydroxymethyl)-4,7'-dimethylspiro[2,3-dihydropyran-6,2'-5,8a-dihydro-4aH-chromene]-6'-one
Synonyms:   Phorbaketal D
Molecular Formula:   C25H34O5
Standard InCHIKey:  YJRDLHQRPAPWKM-VJWRZOPTSA-N
Standard InCHI:  InChI=1S/C25H34O5/c1-16(7-6-8-24(4,5)28)9-20-10-17(2)13-25(29-20)14-19(15-26)21-12-22(27)18(3)11-23(21)30-25/h6,8-9,11,13-14,20-21,23,26,28H,7,10,12,15H2,1-5H3/b8-6+,16-9+/t20-,21-,23-,25+/m1/s1
Canonical SMILES:  OCC1=C[C@@]2(O[C@H](/C=C(/C/C=C/C(O)(C)C)C)CC(=C2)C)O[C@H]2[C@@H]1CC(=O)C(=C2)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
NPO32454 monanchora sp. Species Crambeidae Eukaryota Korea PMID[23360104]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT369 Cell Line ACHN Homo sapiens IC50 > 50000 nM 15568794
NPT2 Others Unspecified IC50 > 50000 nM 9748394
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 50000 nM 9748394
NPT376 Cell Line A498 Homo sapiens IC50 > 50000 nM 18154272

  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 NPC471054 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
0.9759 High Similarity NPC241054
0.9643 High Similarity NPC106051
0.9643 High Similarity NPC472011
0.931 High Similarity NPC472010
0.8876 High Similarity NPC471059
0.8817 High Similarity NPC472012
0.8222 Intermediate Similarity NPC471056
0.8222 Intermediate Similarity NPC471055
0.8202 Intermediate Similarity NPC471060
0.8132 Intermediate Similarity NPC471058
0.8132 Intermediate Similarity NPC471057
0.7614 Intermediate Similarity NPC326753
0.7582 Intermediate Similarity NPC44261
0.7556 Intermediate Similarity NPC112868
0.75 Intermediate Similarity NPC471061
0.7475 Intermediate Similarity NPC266842
0.7471 Intermediate Similarity NPC315552
0.7447 Intermediate Similarity NPC300779
0.7447 Intermediate Similarity NPC316138
0.7447 Intermediate Similarity NPC313658
0.7429 Intermediate Similarity NPC228477
0.7429 Intermediate Similarity NPC137911
0.7416 Intermediate Similarity NPC267231
0.7416 Intermediate Similarity NPC108816
0.7416 Intermediate Similarity NPC93763
0.74 Intermediate Similarity NPC203627
0.7396 Intermediate Similarity NPC265856
0.7391 Intermediate Similarity NPC40746
0.7391 Intermediate Similarity NPC2379
0.7391 Intermediate Similarity NPC27314
0.7391 Intermediate Similarity NPC263087
0.7391 Intermediate Similarity NPC106912
0.7391 Intermediate Similarity NPC31019
0.7391 Intermediate Similarity NPC169575
0.7391 Intermediate Similarity NPC16488
0.7379 Intermediate Similarity NPC118911
0.7358 Intermediate Similarity NPC37116
0.7353 Intermediate Similarity NPC235369
0.7347 Intermediate Similarity NPC476415
0.7347 Intermediate Similarity NPC256368
0.734 Intermediate Similarity NPC315395
0.734 Intermediate Similarity NPC186332
0.734 Intermediate Similarity NPC316426
0.734 Intermediate Similarity NPC311163
0.734 Intermediate Similarity NPC47220
0.732 Intermediate Similarity NPC141831
0.732 Intermediate Similarity NPC477749
0.7303 Intermediate Similarity NPC116177
0.7303 Intermediate Similarity NPC320630
0.7303 Intermediate Similarity NPC7563
0.7297 Intermediate Similarity NPC474179
0.7297 Intermediate Similarity NPC475834
0.7292 Intermediate Similarity NPC212598
0.7263 Intermediate Similarity NPC103743
0.7263 Intermediate Similarity NPC113370
0.7263 Intermediate Similarity NPC476079
0.7255 Intermediate Similarity NPC469851
0.7255 Intermediate Similarity NPC244456
0.7255 Intermediate Similarity NPC469657
0.7255 Intermediate Similarity NPC472637
0.7245 Intermediate Similarity NPC476416
0.7241 Intermediate Similarity NPC316851
0.7238 Intermediate Similarity NPC91034
0.7234 Intermediate Similarity NPC470755
0.7234 Intermediate Similarity NPC261380
0.7234 Intermediate Similarity NPC471494
0.7234 Intermediate Similarity NPC476426
0.7234 Intermediate Similarity NPC242233
0.7234 Intermediate Similarity NPC28887
0.7228 Intermediate Similarity NPC316598
0.7228 Intermediate Similarity NPC81483
0.7228 Intermediate Similarity NPC169468
0.7228 Intermediate Similarity NPC40182
0.7228 Intermediate Similarity NPC61630
0.7228 Intermediate Similarity NPC198422
0.7228 Intermediate Similarity NPC307517
0.7222 Intermediate Similarity NPC231739
0.7222 Intermediate Similarity NPC236217
0.7216 Intermediate Similarity NPC253186
0.7216 Intermediate Similarity NPC3952
0.7216 Intermediate Similarity NPC475855
0.7216 Intermediate Similarity NPC144133
0.7216 Intermediate Similarity NPC179394
0.7216 Intermediate Similarity NPC281942
0.7216 Intermediate Similarity NPC473455
0.7216 Intermediate Similarity NPC232426
0.7207 Intermediate Similarity NPC475913
0.7204 Intermediate Similarity NPC473390
0.7204 Intermediate Similarity NPC131669
0.7204 Intermediate Similarity NPC475083
0.7204 Intermediate Similarity NPC116543
0.7188 Intermediate Similarity NPC60765
0.7184 Intermediate Similarity NPC475320
0.7184 Intermediate Similarity NPC201191
0.7184 Intermediate Similarity NPC134077
0.7174 Intermediate Similarity NPC325031
0.7174 Intermediate Similarity NPC24417
0.7172 Intermediate Similarity NPC298973
0.7172 Intermediate Similarity NPC104925
0.7172 Intermediate Similarity NPC2003
0.7172 Intermediate Similarity NPC25701
0.7172 Intermediate Similarity NPC475572
0.7172 Intermediate Similarity NPC71589
0.717 Intermediate Similarity NPC327106
0.7159 Intermediate Similarity NPC114727
0.7159 Intermediate Similarity NPC476590
0.7158 Intermediate Similarity NPC475461
0.7158 Intermediate Similarity NPC234038
0.7158 Intermediate Similarity NPC305475
0.7156 Intermediate Similarity NPC25909
0.7143 Intermediate Similarity NPC321728
0.7143 Intermediate Similarity NPC32552
0.7143 Intermediate Similarity NPC475210
0.7143 Intermediate Similarity NPC470379
0.7143 Intermediate Similarity NPC470373
0.7143 Intermediate Similarity NPC139712
0.7143 Intermediate Similarity NPC469852
0.7129 Intermediate Similarity NPC170131
0.7129 Intermediate Similarity NPC20066
0.7129 Intermediate Similarity NPC76266
0.7129 Intermediate Similarity NPC474194
0.7128 Intermediate Similarity NPC96259
0.7128 Intermediate Similarity NPC158756
0.7128 Intermediate Similarity NPC70424
0.7128 Intermediate Similarity NPC141193
0.7128 Intermediate Similarity NPC476804
0.7128 Intermediate Similarity NPC243618
0.7115 Intermediate Similarity NPC473624
0.7115 Intermediate Similarity NPC151516
0.7113 Intermediate Similarity NPC206001
0.7113 Intermediate Similarity NPC307092
0.7113 Intermediate Similarity NPC218927
0.7113 Intermediate Similarity NPC477748
0.7113 Intermediate Similarity NPC268298
0.7113 Intermediate Similarity NPC133450
0.7113 Intermediate Similarity NPC51358
0.7113 Intermediate Similarity NPC87306
0.7111 Intermediate Similarity NPC474278
0.71 Intermediate Similarity NPC170204
0.71 Intermediate Similarity NPC214694
0.71 Intermediate Similarity NPC227494
0.7097 Intermediate Similarity NPC229825
0.7097 Intermediate Similarity NPC474252
0.7097 Intermediate Similarity NPC279186
0.7097 Intermediate Similarity NPC85772
0.7093 Intermediate Similarity NPC151481
0.7091 Intermediate Similarity NPC474181
0.7087 Intermediate Similarity NPC115862
0.7087 Intermediate Similarity NPC476240
0.7087 Intermediate Similarity NPC476223
0.7087 Intermediate Similarity NPC63249
0.7087 Intermediate Similarity NPC224720
0.7083 Intermediate Similarity NPC45409
0.7083 Intermediate Similarity NPC160138
0.708 Intermediate Similarity NPC48692
0.7075 Intermediate Similarity NPC475294
0.7075 Intermediate Similarity NPC469853
0.7071 Intermediate Similarity NPC288240
0.7071 Intermediate Similarity NPC282644
0.7071 Intermediate Similarity NPC61201
0.7071 Intermediate Similarity NPC472196
0.7071 Intermediate Similarity NPC273579
0.7071 Intermediate Similarity NPC472195
0.7071 Intermediate Similarity NPC295204
0.7071 Intermediate Similarity NPC159092
0.7071 Intermediate Similarity NPC162205
0.7071 Intermediate Similarity NPC238090
0.7071 Intermediate Similarity NPC109406
0.7071 Intermediate Similarity NPC29798
0.7071 Intermediate Similarity NPC476049
0.7071 Intermediate Similarity NPC320552
0.7065 Intermediate Similarity NPC162741
0.7065 Intermediate Similarity NPC91332
0.7059 Intermediate Similarity NPC473154
0.7059 Intermediate Similarity NPC255592
0.7059 Intermediate Similarity NPC308567
0.7059 Intermediate Similarity NPC187761
0.7059 Intermediate Similarity NPC106613
0.7059 Intermediate Similarity NPC261377
0.7059 Intermediate Similarity NPC478056
0.7059 Intermediate Similarity NPC83895
0.7053 Intermediate Similarity NPC11804
0.7053 Intermediate Similarity NPC255307
0.7053 Intermediate Similarity NPC307112
0.7053 Intermediate Similarity NPC21469
0.7053 Intermediate Similarity NPC473353
0.7053 Intermediate Similarity NPC163606
0.7053 Intermediate Similarity NPC165162
0.7041 Intermediate Similarity NPC475879
0.7041 Intermediate Similarity NPC166554
0.7041 Intermediate Similarity NPC473448
0.7041 Intermediate Similarity NPC202886
0.7041 Intermediate Similarity NPC177668
0.7041 Intermediate Similarity NPC327253
0.7041 Intermediate Similarity NPC129419
0.7037 Intermediate Similarity NPC89408
0.7037 Intermediate Similarity NPC473627
0.7037 Intermediate Similarity NPC29133
0.7033 Intermediate Similarity NPC471465
0.7033 Intermediate Similarity NPC196653

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471054 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
0.7576 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6869 Remote Similarity NPD5785 Approved
0.6818 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6814 Remote Similarity NPD7115 Discovery
0.6757 Remote Similarity NPD6053 Discontinued
0.6724 Remote Similarity NPD8513 Phase 3
0.6702 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5363 Approved
0.67 Remote Similarity NPD46 Approved
0.67 Remote Similarity NPD6698 Approved
0.6667 Remote Similarity NPD6110 Phase 1
0.6607 Remote Similarity NPD6882 Approved
0.6602 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6581 Remote Similarity NPD8516 Approved
0.6581 Remote Similarity NPD8515 Approved
0.6581 Remote Similarity NPD8517 Approved
0.6569 Remote Similarity NPD5779 Approved
0.6569 Remote Similarity NPD5778 Approved
0.6545 Remote Similarity NPD6686 Approved
0.6535 Remote Similarity NPD7838 Discovery
0.6531 Remote Similarity NPD1694 Approved
0.6526 Remote Similarity NPD4822 Approved
0.6526 Remote Similarity NPD4819 Approved
0.6526 Remote Similarity NPD4821 Approved
0.6526 Remote Similarity NPD4820 Approved
0.6509 Remote Similarity NPD7639 Approved
0.6509 Remote Similarity NPD7640 Approved
0.6495 Remote Similarity NPD7154 Phase 3
0.6489 Remote Similarity NPD4271 Approved
0.6489 Remote Similarity NPD4268 Approved
0.6465 Remote Similarity NPD5786 Approved
0.6436 Remote Similarity NPD6101 Approved
0.6436 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7638 Approved
0.6415 Remote Similarity NPD4225 Approved
0.6408 Remote Similarity NPD6399 Phase 3
0.6396 Remote Similarity NPD6899 Approved
0.6396 Remote Similarity NPD6881 Approved
0.6392 Remote Similarity NPD4270 Approved
0.6392 Remote Similarity NPD4269 Approved
0.6389 Remote Similarity NPD5211 Phase 2
0.6381 Remote Similarity NPD7839 Suspended
0.6372 Remote Similarity NPD6650 Approved
0.6372 Remote Similarity NPD6649 Approved
0.6372 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7331 Phase 2
0.6354 Remote Similarity NPD4252 Approved
0.6327 Remote Similarity NPD5362 Discontinued
0.6321 Remote Similarity NPD7902 Approved
0.6311 Remote Similarity NPD6079 Approved
0.6311 Remote Similarity NPD8074 Phase 3
0.6311 Remote Similarity NPD7983 Approved
0.6311 Remote Similarity NPD6411 Approved
0.6306 Remote Similarity NPD6412 Phase 2
0.6306 Remote Similarity NPD5697 Approved
0.6296 Remote Similarity NPD5344 Discontinued
0.6289 Remote Similarity NPD5369 Approved
0.6283 Remote Similarity NPD6883 Approved
0.6283 Remote Similarity NPD7102 Approved
0.6283 Remote Similarity NPD7290 Approved
0.6283 Remote Similarity NPD6371 Approved
0.6279 Remote Similarity NPD368 Approved
0.6273 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD6011 Approved
0.6238 Remote Similarity NPD4250 Approved
0.6238 Remote Similarity NPD4251 Approved
0.6228 Remote Similarity NPD6617 Approved
0.6228 Remote Similarity NPD6869 Approved
0.6228 Remote Similarity NPD8130 Phase 1
0.6228 Remote Similarity NPD6847 Approved
0.6224 Remote Similarity NPD6435 Approved
0.6224 Remote Similarity NPD5209 Approved
0.6218 Remote Similarity NPD6054 Approved
0.6216 Remote Similarity NPD6675 Approved
0.6216 Remote Similarity NPD7128 Approved
0.6216 Remote Similarity NPD5739 Approved
0.6216 Remote Similarity NPD6402 Approved
0.6211 Remote Similarity NPD4756 Discovery
0.6204 Remote Similarity NPD5286 Approved
0.6204 Remote Similarity NPD4696 Approved
0.6204 Remote Similarity NPD5285 Approved
0.62 Remote Similarity NPD1696 Phase 3
0.6195 Remote Similarity NPD6372 Approved
0.6195 Remote Similarity NPD6014 Approved
0.6195 Remote Similarity NPD6013 Approved
0.6195 Remote Similarity NPD6373 Approved
0.6195 Remote Similarity NPD6012 Approved
0.619 Remote Similarity NPD7748 Approved
0.6186 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6174 Remote Similarity NPD8297 Approved
0.6168 Remote Similarity NPD6084 Phase 2
0.6168 Remote Similarity NPD6083 Phase 2
0.6167 Remote Similarity NPD7503 Approved
0.6162 Remote Similarity NPD5331 Approved
0.6162 Remote Similarity NPD5332 Approved
0.6154 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7515 Phase 2
0.6147 Remote Similarity NPD5223 Approved
0.6146 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4623 Approved
0.6139 Remote Similarity NPD4519 Discontinued
0.6139 Remote Similarity NPD4249 Approved
0.6139 Remote Similarity NPD3618 Phase 1
0.6132 Remote Similarity NPD5210 Approved
0.6132 Remote Similarity NPD4629 Approved
0.6122 Remote Similarity NPD4790 Discontinued
0.6117 Remote Similarity NPD5370 Suspended
0.6117 Remote Similarity NPD5328 Approved
0.6116 Remote Similarity NPD6370 Approved
0.6106 Remote Similarity NPD7320 Approved
0.6102 Remote Similarity NPD6009 Approved
0.6102 Remote Similarity NPD7500 Approved
0.61 Remote Similarity NPD3666 Approved
0.61 Remote Similarity NPD3133 Approved
0.61 Remote Similarity NPD4786 Approved
0.61 Remote Similarity NPD3665 Phase 1
0.6091 Remote Similarity NPD5226 Approved
0.6091 Remote Similarity NPD5225 Approved
0.6091 Remote Similarity NPD4633 Approved
0.6091 Remote Similarity NPD5224 Approved
0.6075 Remote Similarity NPD5221 Approved
0.6075 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5222 Approved
0.6067 Remote Similarity NPD7341 Phase 2
0.6067 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7642 Approved
0.6061 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6061 Remote Similarity NPD3667 Approved
0.6055 Remote Similarity NPD6648 Approved
0.6038 Remote Similarity NPD7900 Approved
0.6038 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6038 Remote Similarity NPD5282 Discontinued
0.6036 Remote Similarity NPD5175 Approved
0.6036 Remote Similarity NPD6647 Phase 2
0.6036 Remote Similarity NPD5174 Approved
0.6033 Remote Similarity NPD6015 Approved
0.6033 Remote Similarity NPD6016 Approved
0.602 Remote Similarity NPD5368 Approved
0.602 Remote Similarity NPD4695 Discontinued
0.6019 Remote Similarity NPD4755 Approved
0.6019 Remote Similarity NPD5173 Approved
0.6018 Remote Similarity NPD5701 Approved
0.6018 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7492 Approved
0.6 Remote Similarity NPD7637 Suspended
0.6 Remote Similarity NPD5284 Approved
0.6 Remote Similarity NPD5281 Approved
0.6 Remote Similarity NPD8039 Approved
0.5984 Remote Similarity NPD5988 Approved
0.5981 Remote Similarity NPD5695 Phase 3
0.598 Remote Similarity NPD7334 Approved
0.598 Remote Similarity NPD5330 Approved
0.598 Remote Similarity NPD6684 Approved
0.598 Remote Similarity NPD6409 Approved
0.598 Remote Similarity NPD7521 Approved
0.598 Remote Similarity NPD7146 Approved
0.5977 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6616 Approved
0.5968 Remote Similarity NPD7507 Approved
0.5963 Remote Similarity NPD5696 Approved
0.5962 Remote Similarity NPD4753 Phase 2
0.5952 Remote Similarity NPD342 Phase 1
0.595 Remote Similarity NPD6059 Approved
0.5948 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5946 Remote Similarity NPD7632 Discontinued
0.5943 Remote Similarity NPD4202 Approved
0.5935 Remote Similarity NPD7829 Approved
0.5935 Remote Similarity NPD7830 Approved
0.5934 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4697 Phase 3
0.5922 Remote Similarity NPD3573 Approved
0.592 Remote Similarity NPD7078 Approved
0.5917 Remote Similarity NPD7641 Discontinued
0.5917 Remote Similarity NPD6335 Approved
0.5909 Remote Similarity NPD4700 Approved
0.5882 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5873 Remote Similarity NPD7736 Approved
0.5868 Remote Similarity NPD7101 Approved
0.5868 Remote Similarity NPD7100 Approved
0.5865 Remote Similarity NPD6672 Approved
0.5865 Remote Similarity NPD5737 Approved
0.5865 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5865 Remote Similarity NPD6903 Approved
0.5859 Remote Similarity NPD7260 Phase 2
0.5854 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5854 Remote Similarity NPD7623 Phase 3
0.5849 Remote Similarity NPD5693 Phase 1
0.5847 Remote Similarity NPD4632 Approved
0.5843 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5833 Remote Similarity NPD8264 Approved
0.5833 Remote Similarity NPD6317 Approved
0.5827 Remote Similarity NPD7319 Approved
0.5826 Remote Similarity NPD4730 Approved
0.5826 Remote Similarity NPD4729 Approved
0.5825 Remote Similarity NPD6422 Discontinued
0.5825 Remote Similarity NPD5690 Phase 2
0.5825 Remote Similarity NPD5279 Phase 3
0.5825 Remote Similarity NPD3574 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   71578202
ChEMBL   CHEMBL2338623
ZINC  

Physicochemical Properties

Molecular Weight:  414.24
ALogP:  2.6272
MLogP:  3.66
XLogP:  1.568
# Rotatable Bonds:  12
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  30

Download Data

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