Natural Product: NPC16964

Natural Product ID:  NPC16964
Common Name:   Ekeberin D4
IUPAC Name:   (1R,4E,8E,12R)-1,12-bis[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,9-dimethyldodeca-4,8-diene-1,12-diol
Synonyms:   Ekeberin D4
Molecular Formula:   C30H54O6
Standard InCHIKey:  PIXGUMZAPNRCDR-SFCCXYMXSA-N
Standard InCHI:  InChI=1S/C30H54O6/c1-21(13-15-23(31)29(7)19-17-25(35-29)27(3,4)33)11-9-10-12-22(2)14-16-24(32)30(8)20-18-26(36-30)28(5,6)34/h11-12,23-26,31-34H,9-10,13-20H2,1-8H3/b21-11+,22-12+/t23-,24-,25-,26-,29+,30+/m1/s1
Canonical SMILES:  O[C@@H]([C@]1(C)CC[C@@H](O1)C(O)(C)C)CC/C(=C/CC/C=C(/CC[C@H]([C@]1(C)CC[C@@H](O1)C(O)(C)C)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
NPO9975 Ekebergia capensis Species Meliaceae Eukaryota PMID[18220356]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 40000 nM 10785428

  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 NPC16964 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
0.9403 High Similarity NPC306085
0.8889 High Similarity NPC3852
0.8767 High Similarity NPC476701
0.8714 High Similarity NPC476709
0.8551 High Similarity NPC472947
0.8493 Intermediate Similarity NPC476703
0.8378 Intermediate Similarity NPC181838
0.8378 Intermediate Similarity NPC137345
0.8219 Intermediate Similarity NPC12696
0.8158 Intermediate Similarity NPC472948
0.8 Intermediate Similarity NPC52012
0.7971 Intermediate Similarity NPC250836
0.7969 Intermediate Similarity NPC281590
0.7805 Intermediate Similarity NPC476708
0.7746 Intermediate Similarity NPC193029
0.7746 Intermediate Similarity NPC473357
0.7746 Intermediate Similarity NPC259299
0.7714 Intermediate Similarity NPC471200
0.7671 Intermediate Similarity NPC129630
0.7662 Intermediate Similarity NPC477089
0.7639 Intermediate Similarity NPC305698
0.7632 Intermediate Similarity NPC256720
0.7632 Intermediate Similarity NPC170148
0.7632 Intermediate Similarity NPC236228
0.7632 Intermediate Similarity NPC293223
0.76 Intermediate Similarity NPC471525
0.76 Intermediate Similarity NPC190859
0.7536 Intermediate Similarity NPC64971
0.7532 Intermediate Similarity NPC477427
0.7532 Intermediate Similarity NPC474826
0.7532 Intermediate Similarity NPC477426
0.7532 Intermediate Similarity NPC477425
0.7532 Intermediate Similarity NPC40049
0.75 Intermediate Similarity NPC36479
0.75 Intermediate Similarity NPC82337
0.75 Intermediate Similarity NPC73603
0.7439 Intermediate Similarity NPC298595
0.7439 Intermediate Similarity NPC475206
0.7436 Intermediate Similarity NPC68119
0.7436 Intermediate Similarity NPC13823
0.7432 Intermediate Similarity NPC470041
0.7412 Intermediate Similarity NPC158388
0.7412 Intermediate Similarity NPC478004
0.7412 Intermediate Similarity NPC478003
0.7403 Intermediate Similarity NPC329626
0.7381 Intermediate Similarity NPC309656
0.7381 Intermediate Similarity NPC476706
0.7381 Intermediate Similarity NPC476707
0.7381 Intermediate Similarity NPC476704
0.7353 Intermediate Similarity NPC41180
0.7353 Intermediate Similarity NPC152438
0.7349 Intermediate Similarity NPC247826
0.7326 Intermediate Similarity NPC12172
0.7326 Intermediate Similarity NPC208886
0.7324 Intermediate Similarity NPC476702
0.7297 Intermediate Similarity NPC304690
0.7297 Intermediate Similarity NPC329989
0.7297 Intermediate Similarity NPC239373
0.7297 Intermediate Similarity NPC74722
0.7294 Intermediate Similarity NPC473564
0.7286 Intermediate Similarity NPC475251
0.7284 Intermediate Similarity NPC477385
0.7284 Intermediate Similarity NPC477390
0.7284 Intermediate Similarity NPC472465
0.7262 Intermediate Similarity NPC476948
0.7262 Intermediate Similarity NPC179659
0.726 Intermediate Similarity NPC472255
0.726 Intermediate Similarity NPC472253
0.726 Intermediate Similarity NPC163290
0.725 Intermediate Similarity NPC103634
0.725 Intermediate Similarity NPC100697
0.7246 Intermediate Similarity NPC278202
0.7246 Intermediate Similarity NPC122239
0.7241 Intermediate Similarity NPC98193
0.7241 Intermediate Similarity NPC81419
0.7241 Intermediate Similarity NPC179746
0.7229 Intermediate Similarity NPC290731
0.7209 Intermediate Similarity NPC476004
0.7209 Intermediate Similarity NPC474761
0.7209 Intermediate Similarity NPC472466
0.72 Intermediate Similarity NPC471781
0.7195 Intermediate Similarity NPC231601
0.7164 Intermediate Similarity NPC223604
0.7164 Intermediate Similarity NPC227135
0.7162 Intermediate Similarity NPC272961
0.7162 Intermediate Similarity NPC470040
0.716 Intermediate Similarity NPC246621
0.716 Intermediate Similarity NPC5361
0.716 Intermediate Similarity NPC118116
0.716 Intermediate Similarity NPC474894
0.7143 Intermediate Similarity NPC469694
0.7143 Intermediate Similarity NPC311163
0.7143 Intermediate Similarity NPC160540
0.7126 Intermediate Similarity NPC472468
0.7126 Intermediate Similarity NPC30515
0.7126 Intermediate Similarity NPC208839
0.7126 Intermediate Similarity NPC476705
0.7126 Intermediate Similarity NPC184463
0.7123 Intermediate Similarity NPC267027
0.7123 Intermediate Similarity NPC272125
0.7123 Intermediate Similarity NPC311736
0.7105 Intermediate Similarity NPC41886
0.7093 Intermediate Similarity NPC133450
0.7093 Intermediate Similarity NPC307411
0.7089 Intermediate Similarity NPC84360
0.7083 Intermediate Similarity NPC309300
0.7067 Intermediate Similarity NPC101622
0.7059 Intermediate Similarity NPC248602
0.7059 Intermediate Similarity NPC189777
0.7037 Intermediate Similarity NPC474592
0.7037 Intermediate Similarity NPC200446
0.7033 Intermediate Similarity NPC309493
0.7024 Intermediate Similarity NPC471494
0.7013 Intermediate Similarity NPC329763
0.7013 Intermediate Similarity NPC143576
0.7013 Intermediate Similarity NPC477085
0.7011 Intermediate Similarity NPC51004
0.7011 Intermediate Similarity NPC470832
0.7011 Intermediate Similarity NPC177668
0.7 Intermediate Similarity NPC218817
0.7 Intermediate Similarity NPC475931
0.7 Intermediate Similarity NPC11796
0.6988 Remote Similarity NPC239308
0.6988 Remote Similarity NPC11620
0.6988 Remote Similarity NPC320548
0.6988 Remote Similarity NPC471340
0.6986 Remote Similarity NPC238352
0.6986 Remote Similarity NPC61503
0.6986 Remote Similarity NPC477009
0.6986 Remote Similarity NPC308844
0.6986 Remote Similarity NPC473722
0.6977 Remote Similarity NPC177629
0.6977 Remote Similarity NPC202672
0.6977 Remote Similarity NPC58219
0.6977 Remote Similarity NPC231784
0.6974 Remote Similarity NPC4299
0.6966 Remote Similarity NPC472467
0.6962 Remote Similarity NPC268111
0.6962 Remote Similarity NPC315261
0.6962 Remote Similarity NPC126969
0.6962 Remote Similarity NPC469880
0.6951 Remote Similarity NPC77003
0.6944 Remote Similarity NPC473508
0.6944 Remote Similarity NPC279200
0.6941 Remote Similarity NPC477387
0.6941 Remote Similarity NPC477389
0.6941 Remote Similarity NPC476217
0.6933 Remote Similarity NPC273508
0.6933 Remote Similarity NPC209327
0.6933 Remote Similarity NPC224532
0.6932 Remote Similarity NPC210268
0.6914 Remote Similarity NPC86971
0.6914 Remote Similarity NPC209995
0.6914 Remote Similarity NPC233295
0.6905 Remote Similarity NPC186155
0.6905 Remote Similarity NPC78673
0.6905 Remote Similarity NPC3464
0.6905 Remote Similarity NPC9868
0.6905 Remote Similarity NPC474780
0.6905 Remote Similarity NPC151176
0.6905 Remote Similarity NPC475963
0.6905 Remote Similarity NPC160517
0.6905 Remote Similarity NPC319238
0.6897 Remote Similarity NPC92974
0.6897 Remote Similarity NPC97103
0.6897 Remote Similarity NPC477917
0.6897 Remote Similarity NPC115607
0.6897 Remote Similarity NPC473058
0.6892 Remote Similarity NPC137163
0.6889 Remote Similarity NPC36954
0.6883 Remote Similarity NPC477087
0.6883 Remote Similarity NPC477086
0.6875 Remote Similarity NPC130136
0.6867 Remote Similarity NPC20072
0.6867 Remote Similarity NPC329829
0.6867 Remote Similarity NPC11332
0.6867 Remote Similarity NPC73310
0.6867 Remote Similarity NPC180363
0.6867 Remote Similarity NPC475159
0.6867 Remote Similarity NPC145914
0.6867 Remote Similarity NPC131002
0.6867 Remote Similarity NPC473780
0.6867 Remote Similarity NPC473529
0.6867 Remote Similarity NPC65930
0.6867 Remote Similarity NPC94875
0.6867 Remote Similarity NPC103171
0.6867 Remote Similarity NPC473712
0.686 Remote Similarity NPC474174
0.686 Remote Similarity NPC251808
0.686 Remote Similarity NPC186148
0.686 Remote Similarity NPC477388
0.686 Remote Similarity NPC477386
0.6857 Remote Similarity NPC226848
0.6857 Remote Similarity NPC475830
0.6854 Remote Similarity NPC476300
0.6854 Remote Similarity NPC212486
0.6854 Remote Similarity NPC475912
0.6854 Remote Similarity NPC61275
0.6849 Remote Similarity NPC225415
0.6849 Remote Similarity NPC287744

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC16964 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
0.7262 Intermediate Similarity NPD7524 Approved
0.6988 Remote Similarity NPD6695 Phase 3
0.6962 Remote Similarity NPD6933 Approved
0.6905 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6709 Remote Similarity NPD6924 Approved
0.6709 Remote Similarity NPD6926 Approved
0.6667 Remote Similarity NPD7750 Discontinued
0.6629 Remote Similarity NPD7838 Discovery
0.6627 Remote Similarity NPD6931 Approved
0.6627 Remote Similarity NPD6930 Phase 2
0.6506 Remote Similarity NPD6929 Approved
0.6463 Remote Similarity NPD6932 Approved
0.6444 Remote Similarity NPD46 Approved
0.6444 Remote Similarity NPD6698 Approved
0.6438 Remote Similarity NPD1145 Discontinued
0.6429 Remote Similarity NPD7525 Registered
0.6374 Remote Similarity NPD7983 Approved
0.6374 Remote Similarity NPD7087 Discontinued
0.6351 Remote Similarity NPD368 Approved
0.631 Remote Similarity NPD6683 Phase 2
0.6292 Remote Similarity NPD4251 Approved
0.6292 Remote Similarity NPD4250 Approved
0.6265 Remote Similarity NPD5776 Phase 2
0.6265 Remote Similarity NPD6925 Approved
0.625 Remote Similarity NPD6082 Clinical (unspecified phase)
0.625 Remote Similarity NPD6893 Approved
0.6237 Remote Similarity NPD5282 Discontinued
0.6235 Remote Similarity NPD7509 Discontinued
0.6235 Remote Similarity NPD7332 Phase 2
0.6235 Remote Similarity NPD7514 Phase 3
0.622 Remote Similarity NPD7339 Approved
0.622 Remote Similarity NPD6942 Approved
0.6207 Remote Similarity NPD7154 Phase 3
0.6207 Remote Similarity NPD5362 Discontinued
0.6203 Remote Similarity NPD6922 Approved
0.6203 Remote Similarity NPD6923 Approved
0.62 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6197 Remote Similarity NPD342 Phase 1
0.619 Remote Similarity NPD7145 Approved
0.6186 Remote Similarity NPD5344 Discontinued
0.618 Remote Similarity NPD4249 Approved
0.6163 Remote Similarity NPD5369 Approved
0.6163 Remote Similarity NPD6898 Phase 1
0.6145 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6125 Remote Similarity NPD7144 Approved
0.6125 Remote Similarity NPD7143 Approved
0.6118 Remote Similarity NPD7645 Phase 2
0.6104 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6092 Remote Similarity NPD6435 Approved
0.6087 Remote Similarity NPD3168 Discontinued
0.6049 Remote Similarity NPD7150 Approved
0.6049 Remote Similarity NPD7151 Approved
0.6049 Remote Similarity NPD7152 Approved
0.6047 Remote Similarity NPD4821 Approved
0.6047 Remote Similarity NPD4820 Approved
0.6047 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6047 Remote Similarity NPD4819 Approved
0.6047 Remote Similarity NPD4822 Approved
0.6026 Remote Similarity NPD7331 Phase 2
0.6023 Remote Similarity NPD5331 Approved
0.6023 Remote Similarity NPD5332 Approved
0.6023 Remote Similarity NPD6110 Phase 1
0.6 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4225 Approved
0.5979 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5977 Remote Similarity NPD6902 Approved
0.5977 Remote Similarity NPD4790 Discontinued
0.5976 Remote Similarity NPD4732 Discontinued
0.5974 Remote Similarity NPD3197 Phase 1
0.5962 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5957 Remote Similarity NPD5779 Approved
0.5957 Remote Similarity NPD5778 Approved
0.5934 Remote Similarity NPD4751 Clinical (unspecified phase)
0.589 Remote Similarity NPD2267 Suspended
0.5889 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6412 Phase 2
0.5865 Remote Similarity NPD6371 Approved
0.5862 Remote Similarity NPD5368 Approved
0.5854 Remote Similarity NPD4243 Approved
0.5851 Remote Similarity NPD7637 Suspended
0.5833 Remote Similarity NPD8264 Approved
0.5825 Remote Similarity NPD6686 Approved
0.5821 Remote Similarity NPD4265 Approved
0.5816 Remote Similarity NPD7638 Approved
0.5814 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5814 Remote Similarity NPD4271 Approved
0.5814 Remote Similarity NPD4268 Approved
0.5806 Remote Similarity NPD6101 Approved
0.5806 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5784 Remote Similarity NPD6640 Phase 3
0.5778 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5778 Remote Similarity NPD4786 Approved
0.5769 Remote Similarity NPD371 Approved
0.5758 Remote Similarity NPD7640 Approved
0.5758 Remote Similarity NPD6648 Approved
0.5758 Remote Similarity NPD7639 Approved
0.5733 Remote Similarity NPD6109 Phase 1
0.573 Remote Similarity NPD4270 Approved
0.573 Remote Similarity NPD3667 Approved
0.573 Remote Similarity NPD4269 Approved
0.5714 Remote Similarity NPD4785 Approved
0.5714 Remote Similarity NPD4784 Approved
0.5696 Remote Similarity NPD7341 Phase 2
0.5684 Remote Similarity NPD6411 Approved
0.567 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5652 Remote Similarity NPD5786 Approved
0.5638 Remote Similarity NPD1695 Approved
0.5636 Remote Similarity NPD7327 Approved
0.5636 Remote Similarity NPD7328 Approved
0.5631 Remote Similarity NPD5357 Phase 1
0.5625 Remote Similarity NPD6399 Phase 3
0.5612 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5612 Remote Similarity NPD7839 Suspended
0.5606 Remote Similarity NPD8957 Approved
0.5604 Remote Similarity NPD3133 Approved
0.5604 Remote Similarity NPD3666 Approved
0.5604 Remote Similarity NPD3665 Phase 1

Structure

External Identifiers

PubChem CID   24800894
ChEMBL   CHEMBL255488
ZINC  

Physicochemical Properties

Molecular Weight:  510.39
ALogP:  0.97
MLogP:  4.1
XLogP:  4.754
# Rotatable Bonds:  25
Polar Surface Area:  99.38
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  36

Download Data

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Biological Activities  
Similar NPs/Drugs