Natural Product: NPC471060

Natural Product ID:  NPC471060
Common Name:   Phorbaketal I
IUPAC Name:   (2S,4'aR,6S,8'aR)-2-[(1E)-2,6-dimethylhepta-1,5-dienyl]-4,7'-dimethyl-6'-oxospiro[2,3-dihydropyran-6,2'-5,8a-dihydro-4aH-chromene]-4'-carbaldehyde
Synonyms:   Phorbaketal I
Molecular Formula:   C25H32O4
Standard InCHIKey:  RDIQGQNNHFBYRT-YAMNEPGGSA-N
Standard InCHI:  InChI=1S/C25H32O4/c1-16(2)7-6-8-17(3)9-21-10-18(4)13-25(28-21)14-20(15-26)22-12-23(27)19(5)11-24(22)29-25/h7,9,11,13-15,21-22,24H,6,8,10,12H2,1-5H3/b17-9+/t21-,22-,24-,25+/m1/s1
Canonical SMILES:  O=CC1=C[C@@]2(O[C@H](/C=C(/CCC=C(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
NPT2 Others Unspecified IC50 = 22000 nM 10.1016/S0960-894X(00)80047-5
NPT461 Cell Line PANC-1 Homo sapiens IC50 = 12800 nM 11708927
NPT376 Cell Line A498 Homo sapiens IC50 = 9000 nM 11277747
NPT369 Cell Line ACHN Homo sapiens IC50 = 22300 nM 1336040

  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 NPC471060 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
0.8941 High Similarity NPC471057
0.8941 High Similarity NPC471058
0.8636 High Similarity NPC471059
0.8391 Intermediate Similarity NPC241054
0.8295 Intermediate Similarity NPC472011
0.8295 Intermediate Similarity NPC106051
0.8202 Intermediate Similarity NPC471054
0.8022 Intermediate Similarity NPC472010
0.75 Intermediate Similarity NPC140287
0.75 Intermediate Similarity NPC476355
0.7449 Intermediate Similarity NPC472012
0.7442 Intermediate Similarity NPC10572
0.7416 Intermediate Similarity NPC173609
0.7386 Intermediate Similarity NPC281132
0.7326 Intermediate Similarity NPC123360
0.732 Intermediate Similarity NPC112654
0.7303 Intermediate Similarity NPC471325
0.7283 Intermediate Similarity NPC220478
0.7273 Intermediate Similarity NPC178277
0.7273 Intermediate Similarity NPC270126
0.7262 Intermediate Similarity NPC163003
0.7241 Intermediate Similarity NPC57744
0.7241 Intermediate Similarity NPC187568
0.7241 Intermediate Similarity NPC41780
0.7241 Intermediate Similarity NPC97516
0.72 Intermediate Similarity NPC310981
0.7159 Intermediate Similarity NPC128276
0.7159 Intermediate Similarity NPC108816
0.7159 Intermediate Similarity NPC93763
0.7158 Intermediate Similarity NPC220454
0.7158 Intermediate Similarity NPC159748
0.7158 Intermediate Similarity NPC469372
0.7158 Intermediate Similarity NPC101651
0.7158 Intermediate Similarity NPC212679
0.7158 Intermediate Similarity NPC469595
0.7111 Intermediate Similarity NPC275507
0.7108 Intermediate Similarity NPC470256
0.7093 Intermediate Similarity NPC117746
0.7093 Intermediate Similarity NPC294434
0.7093 Intermediate Similarity NPC259599
0.7093 Intermediate Similarity NPC15499
0.7083 Intermediate Similarity NPC65513
0.7079 Intermediate Similarity NPC471299
0.7071 Intermediate Similarity NPC257726
0.7071 Intermediate Similarity NPC476768
0.7071 Intermediate Similarity NPC204054
0.7045 Intermediate Similarity NPC471061
0.7045 Intermediate Similarity NPC476028
0.7045 Intermediate Similarity NPC171204
0.7045 Intermediate Similarity NPC141789
0.7033 Intermediate Similarity NPC10080
0.7033 Intermediate Similarity NPC123908
0.7011 Intermediate Similarity NPC244166
0.701 Intermediate Similarity NPC229976
0.6989 Remote Similarity NPC189311
0.6989 Remote Similarity NPC473353
0.6988 Remote Similarity NPC203335
0.6988 Remote Similarity NPC194871
0.6979 Remote Similarity NPC471818
0.6979 Remote Similarity NPC253186
0.6977 Remote Similarity NPC269206
0.6977 Remote Similarity NPC295633
0.6977 Remote Similarity NPC58956
0.6957 Remote Similarity NPC59097
0.6957 Remote Similarity NPC193198
0.6957 Remote Similarity NPC16488
0.6947 Remote Similarity NPC226863
0.6939 Remote Similarity NPC470697
0.6932 Remote Similarity NPC27205
0.6932 Remote Similarity NPC40353
0.6923 Remote Similarity NPC42470
0.6923 Remote Similarity NPC25684
0.6923 Remote Similarity NPC149237
0.6923 Remote Similarity NPC281949
0.6923 Remote Similarity NPC301477
0.6915 Remote Similarity NPC315395
0.6915 Remote Similarity NPC168248
0.6915 Remote Similarity NPC316426
0.6915 Remote Similarity NPC38576
0.6915 Remote Similarity NPC279859
0.6907 Remote Similarity NPC141831
0.6907 Remote Similarity NPC190442
0.6897 Remote Similarity NPC474758
0.6882 Remote Similarity NPC149869
0.6882 Remote Similarity NPC30486
0.6882 Remote Similarity NPC159635
0.6875 Remote Similarity NPC284561
0.6875 Remote Similarity NPC469546
0.6875 Remote Similarity NPC474844
0.6869 Remote Similarity NPC473369
0.6869 Remote Similarity NPC33473
0.6863 Remote Similarity NPC471699
0.6854 Remote Similarity NPC476794
0.6854 Remote Similarity NPC65603
0.6854 Remote Similarity NPC116177
0.6854 Remote Similarity NPC7563
0.6854 Remote Similarity NPC320630
0.6854 Remote Similarity NPC470240
0.6848 Remote Similarity NPC475690
0.6842 Remote Similarity NPC471056
0.6842 Remote Similarity NPC471055
0.6842 Remote Similarity NPC74139
0.6837 Remote Similarity NPC248193
0.6837 Remote Similarity NPC475657
0.6832 Remote Similarity NPC166770
0.6827 Remote Similarity NPC272528
0.6824 Remote Similarity NPC88877
0.6824 Remote Similarity NPC476591
0.6818 Remote Similarity NPC138408
0.6818 Remote Similarity NPC155587
0.6818 Remote Similarity NPC226669
0.6818 Remote Similarity NPC193351
0.6809 Remote Similarity NPC177932
0.6804 Remote Similarity NPC476437
0.6804 Remote Similarity NPC281942
0.6804 Remote Similarity NPC232426
0.6804 Remote Similarity NPC476369
0.6796 Remote Similarity NPC134077
0.6778 Remote Similarity NPC267231
0.6778 Remote Similarity NPC471220
0.6778 Remote Similarity NPC472960
0.6774 Remote Similarity NPC475947
0.6774 Remote Similarity NPC169575
0.6774 Remote Similarity NPC53867
0.6774 Remote Similarity NPC40746
0.6774 Remote Similarity NPC474703
0.6774 Remote Similarity NPC318468
0.6774 Remote Similarity NPC22611
0.6771 Remote Similarity NPC478261
0.6771 Remote Similarity NPC196407
0.6771 Remote Similarity NPC478260
0.6771 Remote Similarity NPC478259
0.6771 Remote Similarity NPC215831
0.6768 Remote Similarity NPC84893
0.6768 Remote Similarity NPC477129
0.6768 Remote Similarity NPC476596
0.6768 Remote Similarity NPC476415
0.6768 Remote Similarity NPC477130
0.6765 Remote Similarity NPC215253
0.6765 Remote Similarity NPC185253
0.6744 Remote Similarity NPC469660
0.6742 Remote Similarity NPC235906
0.6739 Remote Similarity NPC141810
0.6737 Remote Similarity NPC47220
0.6737 Remote Similarity NPC107787
0.6737 Remote Similarity NPC186332
0.6737 Remote Similarity NPC150755
0.6735 Remote Similarity NPC32944
0.6735 Remote Similarity NPC473944
0.6735 Remote Similarity NPC166110
0.6735 Remote Similarity NPC193396
0.6733 Remote Similarity NPC266842
0.6733 Remote Similarity NPC134083
0.6731 Remote Similarity NPC471364
0.6731 Remote Similarity NPC471365
0.6731 Remote Similarity NPC476770
0.6731 Remote Similarity NPC132395
0.6729 Remote Similarity NPC112457
0.6703 Remote Similarity NPC472965
0.6703 Remote Similarity NPC473981
0.6703 Remote Similarity NPC473980
0.6703 Remote Similarity NPC264227
0.6703 Remote Similarity NPC63649
0.6702 Remote Similarity NPC474359
0.6702 Remote Similarity NPC474865
0.6702 Remote Similarity NPC115786
0.6702 Remote Similarity NPC31086
0.6701 Remote Similarity NPC5509
0.6701 Remote Similarity NPC142159
0.6701 Remote Similarity NPC280833
0.6701 Remote Similarity NPC50070
0.6701 Remote Similarity NPC174765
0.6701 Remote Similarity NPC95364
0.6701 Remote Similarity NPC73995
0.6701 Remote Similarity NPC177141
0.67 Remote Similarity NPC471698
0.67 Remote Similarity NPC274417
0.6699 Remote Similarity NPC63249
0.6699 Remote Similarity NPC473384
0.6699 Remote Similarity NPC472637
0.6698 Remote Similarity NPC91034
0.6698 Remote Similarity NPC133422
0.6667 Remote Similarity NPC79756
0.6667 Remote Similarity NPC178676
0.6667 Remote Similarity NPC477228
0.6667 Remote Similarity NPC40182
0.6667 Remote Similarity NPC221231
0.6667 Remote Similarity NPC300779
0.6667 Remote Similarity NPC189616
0.6667 Remote Similarity NPC176845
0.6667 Remote Similarity NPC165383
0.6667 Remote Similarity NPC198422
0.6667 Remote Similarity NPC35556
0.6667 Remote Similarity NPC85772
0.6667 Remote Similarity NPC476597
0.6667 Remote Similarity NPC474185
0.6667 Remote Similarity NPC98868
0.6667 Remote Similarity NPC476598
0.6667 Remote Similarity NPC471571
0.6667 Remote Similarity NPC151722

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471060 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
0.6809 Remote Similarity NPD1694 Approved
0.6489 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6392 Remote Similarity NPD7521 Approved
0.6392 Remote Similarity NPD7146 Approved
0.6392 Remote Similarity NPD6409 Approved
0.6392 Remote Similarity NPD7334 Approved
0.6392 Remote Similarity NPD6684 Approved
0.6392 Remote Similarity NPD5330 Approved
0.6354 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6346 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5209 Approved
0.63 Remote Similarity NPD5785 Approved
0.63 Remote Similarity NPD46 Approved
0.63 Remote Similarity NPD6698 Approved
0.6275 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7900 Approved
0.6264 Remote Similarity NPD8039 Approved
0.6263 Remote Similarity NPD6672 Approved
0.6263 Remote Similarity NPD6903 Approved
0.6263 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6263 Remote Similarity NPD5737 Approved
0.6182 Remote Similarity NPD6686 Approved
0.6176 Remote Similarity NPD6399 Phase 3
0.6174 Remote Similarity NPD7115 Discovery
0.6163 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5363 Approved
0.6117 Remote Similarity NPD7748 Approved
0.6106 Remote Similarity NPD6053 Discontinued
0.6095 Remote Similarity NPD7902 Approved
0.6092 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5693 Phase 1
0.6038 Remote Similarity NPD5696 Approved
0.6018 Remote Similarity NPD8413 Clinical (unspecified phase)
0.596 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4756 Discovery
0.5946 Remote Similarity NPD6412 Phase 2
0.5938 Remote Similarity NPD4252 Approved
0.5938 Remote Similarity NPD4695 Discontinued
0.5922 Remote Similarity NPD7515 Phase 2
0.5918 Remote Similarity NPD6110 Phase 1
0.5918 Remote Similarity NPD7154 Phase 3
0.5909 Remote Similarity NPD7331 Phase 2
0.5905 Remote Similarity NPD4629 Approved
0.5905 Remote Similarity NPD5210 Approved
0.5905 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5905 Remote Similarity NPD1698 Clinical (unspecified phase)
0.59 Remote Similarity NPD3618 Phase 1
0.5888 Remote Similarity NPD7638 Approved
0.5882 Remote Similarity NPD6673 Approved
0.5882 Remote Similarity NPD6904 Approved
0.5882 Remote Similarity NPD6101 Approved
0.5882 Remote Similarity NPD6080 Approved
0.5882 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5877 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5779 Approved
0.5865 Remote Similarity NPD5778 Approved
0.5859 Remote Similarity NPD3668 Phase 3
0.5859 Remote Similarity NPD3665 Phase 1
0.5859 Remote Similarity NPD4786 Approved
0.5859 Remote Similarity NPD3666 Approved
0.5859 Remote Similarity NPD3133 Approved
0.5849 Remote Similarity NPD4697 Phase 3
0.5849 Remote Similarity NPD7732 Phase 3
0.5842 Remote Similarity NPD3573 Approved
0.5833 Remote Similarity NPD8513 Phase 3
0.5833 Remote Similarity NPD7639 Approved
0.5833 Remote Similarity NPD7640 Approved
0.5826 Remote Similarity NPD6882 Approved
0.5824 Remote Similarity NPD4691 Approved
0.5816 Remote Similarity NPD4269 Approved
0.5816 Remote Similarity NPD4270 Approved
0.5816 Remote Similarity NPD3667 Approved
0.5794 Remote Similarity NPD6083 Phase 2
0.5794 Remote Similarity NPD6084 Phase 2
0.5773 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6050 Approved
0.5769 Remote Similarity NPD6411 Approved
0.5769 Remote Similarity NPD6079 Approved
0.5758 Remote Similarity NPD5362 Discontinued
0.5755 Remote Similarity NPD5695 Phase 3
0.5747 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5743 Remote Similarity NPD5786 Approved
0.5743 Remote Similarity NPD6422 Discontinued
0.5741 Remote Similarity NPD4225 Approved
0.5729 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6051 Approved
0.5728 Remote Similarity NPD1695 Approved
0.5728 Remote Similarity NPD5328 Approved
0.5714 Remote Similarity NPD6008 Approved
0.5714 Remote Similarity NPD4137 Phase 3
0.5714 Remote Similarity NPD5369 Approved
0.5702 Remote Similarity NPD8517 Approved
0.5702 Remote Similarity NPD8515 Approved
0.5702 Remote Similarity NPD8516 Approved
0.5701 Remote Similarity NPD7839 Suspended
0.5673 Remote Similarity NPD7838 Discovery
0.5673 Remote Similarity NPD5207 Approved
0.5673 Remote Similarity NPD5692 Phase 3
0.5669 Remote Similarity NPD7260 Phase 2
0.5664 Remote Similarity NPD6614 Approved
0.5664 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6371 Approved
0.5652 Remote Similarity NPD4747 Approved
0.5645 Remote Similarity NPD7507 Approved
0.5644 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5638 Remote Similarity NPD5733 Approved
0.5638 Remote Similarity NPD4058 Approved
0.5631 Remote Similarity NPD5208 Approved
0.563 Remote Similarity NPD7500 Approved
0.5619 Remote Similarity NPD5694 Approved
0.5618 Remote Similarity NPD7341 Phase 2
0.5614 Remote Similarity NPD6899 Approved
0.5614 Remote Similarity NPD6881 Approved
0.5612 Remote Similarity NPD5790 Clinical (unspecified phase)
0.561 Remote Similarity NPD7642 Approved
0.5603 Remote Similarity NPD6649 Approved
0.5603 Remote Similarity NPD6650 Approved

Structure

External Identifiers

PubChem CID   71579371
ChEMBL   CHEMBL2338630
ZINC  

Physicochemical Properties

Molecular Weight:  396.23
ALogP:  3.8349
MLogP:  3.77
XLogP:  3.551
# Rotatable Bonds:  10
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  29

Download Data

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Similar NPs/Drugs