Natural Product: NPC470906

Natural Product ID:  NPC470906
Common Name:   Coronalolide Methyl Ester
IUPAC Name:  
Synonyms:   Coronalolide Methyl Ester
Molecular Formula:   C31H44O5
Standard InCHIKey:  FPFAZZFTBDKRJL-AWZAQAKTSA-N
Standard InCHI:  InChI=1S/C31H44O5/c1-19(17-32)8-7-9-20(2)22-10-12-29(5)24-16-23-26(21(3)27(34)36-23)31(13-11-25(33)35-6)18-30(24,31)15-14-28(22,29)4/h8,17,20,22-24,26H,3,7,9-16,18H2,1-2,4-6H3/b19-8+/t20-,22-,23-,24-,26-,28+,29-,30+,31+/m0/s1
Canonical SMILES:  COC(=O)CC[C@@]12C[C@]32CC[C@]2([C@@]([C@@H]3C[C@H]3[C@@H]1C(=C)C(=O)O3)(C)CC[C@H]2[C@H](CC/C=C(/C=O)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
NPO11647 Gardenia sootepensis Species Rubiaceae Eukaryota PMID[19456120]
NPO33315 gardenia spp. Species Rubiaceae Eukaryota Thailand PMID[22142538]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT845 Cell Line BT-474 Homo sapiens IC50 > 10 ug/ml 21401023
NPT2 Others Unspecified IC50 = 8.64 ug/ml 22385216
NPT65 Cell Line HepG2 Homo sapiens IC50 = 6.8 ug/ml 23488669
NPT177 Tissue Aorta Rattus norvegicus Inhibition = 10 % 18990572
NPT2 Others Unspecified IC50 > 10 ug/ml 16038563
NPT323 Cell Line SW-620 Homo sapiens IC50 = 6.19 ug/ml 17261619

  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 NPC470906 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
0.9684 High Similarity NPC176883
0.9677 High Similarity NPC252295
0.9674 High Similarity NPC307164
0.9368 High Similarity NPC476303
0.9082 High Similarity NPC476237
0.8817 High Similarity NPC288699
0.875 High Similarity NPC33473
0.8737 High Similarity NPC474185
0.8673 High Similarity NPC473155
0.8598 High Similarity NPC470275
0.8519 High Similarity NPC470276
0.8485 Intermediate Similarity NPC98868
0.8478 Intermediate Similarity NPC470011
0.8431 Intermediate Similarity NPC189616
0.8421 Intermediate Similarity NPC73995
0.84 Intermediate Similarity NPC201406
0.8384 Intermediate Similarity NPC292133
0.8384 Intermediate Similarity NPC110937
0.8333 Intermediate Similarity NPC112009
0.8333 Intermediate Similarity NPC152467
0.8333 Intermediate Similarity NPC474842
0.8333 Intermediate Similarity NPC475965
0.8333 Intermediate Similarity NPC180204
0.8317 Intermediate Similarity NPC310981
0.8316 Intermediate Similarity NPC226863
0.8316 Intermediate Similarity NPC215831
0.83 Intermediate Similarity NPC176845
0.8288 Intermediate Similarity NPC470277
0.8283 Intermediate Similarity NPC106425
0.8283 Intermediate Similarity NPC122324
0.8283 Intermediate Similarity NPC151725
0.828 Intermediate Similarity NPC100391
0.828 Intermediate Similarity NPC219011
0.8265 Intermediate Similarity NPC477130
0.8265 Intermediate Similarity NPC477129
0.8265 Intermediate Similarity NPC294266
0.8261 Intermediate Similarity NPC226988
0.8247 Intermediate Similarity NPC49420
0.8247 Intermediate Similarity NPC476187
0.8224 Intermediate Similarity NPC69291
0.8211 Intermediate Similarity NPC175293
0.82 Intermediate Similarity NPC2049
0.8182 Intermediate Similarity NPC183012
0.8182 Intermediate Similarity NPC293052
0.8172 Intermediate Similarity NPC194637
0.8163 Intermediate Similarity NPC475657
0.8163 Intermediate Similarity NPC470224
0.8155 Intermediate Similarity NPC120321
0.8155 Intermediate Similarity NPC254202
0.8155 Intermediate Similarity NPC36688
0.8144 Intermediate Similarity NPC161638
0.8137 Intermediate Similarity NPC168319
0.8137 Intermediate Similarity NPC194028
0.8137 Intermediate Similarity NPC303559
0.8137 Intermediate Similarity NPC118174
0.8131 Intermediate Similarity NPC470960
0.8125 Intermediate Similarity NPC80335
0.8125 Intermediate Similarity NPC477128
0.8119 Intermediate Similarity NPC108368
0.8119 Intermediate Similarity NPC57079
0.8085 Intermediate Similarity NPC96055
0.8081 Intermediate Similarity NPC269729
0.8081 Intermediate Similarity NPC470697
0.8065 Intermediate Similarity NPC178676
0.8061 Intermediate Similarity NPC72845
0.8061 Intermediate Similarity NPC233345
0.8061 Intermediate Similarity NPC186363
0.8061 Intermediate Similarity NPC470113
0.8058 Intermediate Similarity NPC155332
0.8058 Intermediate Similarity NPC32577
0.8058 Intermediate Similarity NPC114540
0.8041 Intermediate Similarity NPC128496
0.8041 Intermediate Similarity NPC177141
0.8039 Intermediate Similarity NPC35751
0.8021 Intermediate Similarity NPC470012
0.8021 Intermediate Similarity NPC167877
0.802 Intermediate Similarity NPC474343
0.802 Intermediate Similarity NPC23680
0.802 Intermediate Similarity NPC253826
0.802 Intermediate Similarity NPC226986
0.8 Intermediate Similarity NPC274417
0.8 Intermediate Similarity NPC127790
0.8 Intermediate Similarity NPC280877
0.8 Intermediate Similarity NPC470223
0.7982 Intermediate Similarity NPC122056
0.7981 Intermediate Similarity NPC297617
0.7981 Intermediate Similarity NPC36321
0.798 Intermediate Similarity NPC472871
0.798 Intermediate Similarity NPC475700
0.798 Intermediate Similarity NPC139692
0.798 Intermediate Similarity NPC79117
0.798 Intermediate Similarity NPC229976
0.7979 Intermediate Similarity NPC22611
0.7959 Intermediate Similarity NPC475776
0.7959 Intermediate Similarity NPC328141
0.7959 Intermediate Similarity NPC302280
0.7959 Intermediate Similarity NPC159748
0.7959 Intermediate Similarity NPC101651
0.7959 Intermediate Similarity NPC471896
0.7959 Intermediate Similarity NPC212679
0.7959 Intermediate Similarity NPC220454
0.7959 Intermediate Similarity NPC469595
0.7957 Intermediate Similarity NPC38642
0.7946 Intermediate Similarity NPC475520
0.7941 Intermediate Similarity NPC194196
0.7938 Intermediate Similarity NPC28227
0.7938 Intermediate Similarity NPC473229
0.7925 Intermediate Similarity NPC131665
0.7925 Intermediate Similarity NPC255387
0.7921 Intermediate Similarity NPC327788
0.7921 Intermediate Similarity NPC471039
0.7917 Intermediate Similarity NPC264127
0.7917 Intermediate Similarity NPC470051
0.7917 Intermediate Similarity NPC477920
0.7917 Intermediate Similarity NPC470050
0.7905 Intermediate Similarity NPC470297
0.7905 Intermediate Similarity NPC472868
0.79 Intermediate Similarity NPC471720
0.79 Intermediate Similarity NPC38830
0.79 Intermediate Similarity NPC476186
0.79 Intermediate Similarity NPC473431
0.79 Intermediate Similarity NPC57117
0.79 Intermediate Similarity NPC473280
0.79 Intermediate Similarity NPC471078
0.79 Intermediate Similarity NPC471040
0.79 Intermediate Similarity NPC473435
0.7895 Intermediate Similarity NPC139566
0.7885 Intermediate Similarity NPC136289
0.7885 Intermediate Similarity NPC476081
0.7879 Intermediate Similarity NPC190442
0.7879 Intermediate Similarity NPC472953
0.7879 Intermediate Similarity NPC26888
0.7872 Intermediate Similarity NPC200513
0.787 Intermediate Similarity NPC470496
0.787 Intermediate Similarity NPC179642
0.7864 Intermediate Similarity NPC471413
0.7864 Intermediate Similarity NPC47024
0.7864 Intermediate Similarity NPC476274
0.7864 Intermediate Similarity NPC470761
0.7864 Intermediate Similarity NPC473219
0.7864 Intermediate Similarity NPC470074
0.7864 Intermediate Similarity NPC266955
0.7857 Intermediate Similarity NPC473720
0.7857 Intermediate Similarity NPC474396
0.7857 Intermediate Similarity NPC50488
0.7857 Intermediate Similarity NPC66344
0.7857 Intermediate Similarity NPC474679
0.785 Intermediate Similarity NPC61411
0.785 Intermediate Similarity NPC306265
0.785 Intermediate Similarity NPC189075
0.785 Intermediate Similarity NPC275539
0.7849 Intermediate Similarity NPC170038
0.7843 Intermediate Similarity NPC10057
0.7843 Intermediate Similarity NPC73911
0.7843 Intermediate Similarity NPC84335
0.7843 Intermediate Similarity NPC151488
0.7843 Intermediate Similarity NPC476768
0.7843 Intermediate Similarity NPC108078
0.7843 Intermediate Similarity NPC291634
0.7843 Intermediate Similarity NPC126815
0.7843 Intermediate Similarity NPC38530
0.7838 Intermediate Similarity NPC196931
0.7835 Intermediate Similarity NPC181103
0.7835 Intermediate Similarity NPC305029
0.783 Intermediate Similarity NPC475414
0.783 Intermediate Similarity NPC173172
0.783 Intermediate Similarity NPC470267
0.783 Intermediate Similarity NPC266570
0.7822 Intermediate Similarity NPC476519
0.7822 Intermediate Similarity NPC476174
0.7822 Intermediate Similarity NPC84383
0.7818 Intermediate Similarity NPC473535
0.7812 Intermediate Similarity NPC110405
0.7812 Intermediate Similarity NPC177932
0.7812 Intermediate Similarity NPC474013
0.7812 Intermediate Similarity NPC189311
0.781 Intermediate Similarity NPC473283
0.781 Intermediate Similarity NPC475526
0.781 Intermediate Similarity NPC329345
0.78 Intermediate Similarity NPC476304
0.78 Intermediate Similarity NPC38232
0.7798 Intermediate Similarity NPC474315
0.7789 Intermediate Similarity NPC139206
0.7788 Intermediate Similarity NPC224720
0.7788 Intermediate Similarity NPC81530
0.7788 Intermediate Similarity NPC115899
0.7788 Intermediate Similarity NPC471412
0.7788 Intermediate Similarity NPC476223
0.7788 Intermediate Similarity NPC476240
0.7778 Intermediate Similarity NPC148414
0.7778 Intermediate Similarity NPC474901
0.7778 Intermediate Similarity NPC175628
0.7778 Intermediate Similarity NPC475941
0.7778 Intermediate Similarity NPC273199
0.7778 Intermediate Similarity NPC112457
0.7778 Intermediate Similarity NPC8062
0.7778 Intermediate Similarity NPC111585
0.7768 Intermediate Similarity NPC167606
0.7768 Intermediate Similarity NPC286528
0.7768 Intermediate Similarity NPC140055

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470906 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
0.8367 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6008 Approved
0.79 Intermediate Similarity NPD6001 Approved
0.7872 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD1694 Approved
0.78 Intermediate Similarity NPD6399 Phase 3
0.7768 Intermediate Similarity NPD7115 Discovery
0.7767 Intermediate Similarity NPD7638 Approved
0.7755 Intermediate Similarity NPD6672 Approved
0.7755 Intermediate Similarity NPD5737 Approved
0.7755 Intermediate Similarity NPD6903 Approved
0.7732 Intermediate Similarity NPD6409 Approved
0.7732 Intermediate Similarity NPD6684 Approved
0.7732 Intermediate Similarity NPD5330 Approved
0.7732 Intermediate Similarity NPD7521 Approved
0.7732 Intermediate Similarity NPD7334 Approved
0.7732 Intermediate Similarity NPD7146 Approved
0.7692 Intermediate Similarity NPD7639 Approved
0.7692 Intermediate Similarity NPD7640 Approved
0.7596 Intermediate Similarity NPD4225 Approved
0.7576 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7549 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7549 Intermediate Similarity NPD7900 Approved
0.7525 Intermediate Similarity NPD5693 Phase 1
0.7404 Intermediate Similarity NPD4697 Phase 3
0.7379 Intermediate Similarity NPD7748 Approved
0.7374 Intermediate Similarity NPD3618 Phase 1
0.7364 Intermediate Similarity NPD7320 Approved
0.7364 Intermediate Similarity NPD6899 Approved
0.7364 Intermediate Similarity NPD6881 Approved
0.7353 Intermediate Similarity NPD8035 Phase 2
0.7353 Intermediate Similarity NPD8034 Phase 2
0.7353 Intermediate Similarity NPD6079 Approved
0.7339 Intermediate Similarity NPD7128 Approved
0.7339 Intermediate Similarity NPD5739 Approved
0.7339 Intermediate Similarity NPD6675 Approved
0.7339 Intermediate Similarity NPD6402 Approved
0.7333 Intermediate Similarity NPD7902 Approved
0.7327 Intermediate Similarity NPD6904 Approved
0.7327 Intermediate Similarity NPD6673 Approved
0.7327 Intermediate Similarity NPD5328 Approved
0.7327 Intermediate Similarity NPD6080 Approved
0.7321 Intermediate Similarity NPD6650 Approved
0.7321 Intermediate Similarity NPD6649 Approved
0.7297 Intermediate Similarity NPD6372 Approved
0.7297 Intermediate Similarity NPD6373 Approved
0.7273 Intermediate Similarity NPD5697 Approved
0.7255 Intermediate Similarity NPD5207 Approved
0.7232 Intermediate Similarity NPD7102 Approved
0.7232 Intermediate Similarity NPD6883 Approved
0.7232 Intermediate Similarity NPD7290 Approved
0.7207 Intermediate Similarity NPD6011 Approved
0.7184 Intermediate Similarity NPD7515 Phase 2
0.7172 Intermediate Similarity NPD4786 Approved
0.717 Intermediate Similarity NPD6083 Phase 2
0.717 Intermediate Similarity NPD6084 Phase 2
0.7168 Intermediate Similarity NPD6847 Approved
0.7168 Intermediate Similarity NPD8130 Phase 1
0.7168 Intermediate Similarity NPD6869 Approved
0.7168 Intermediate Similarity NPD6617 Approved
0.7157 Intermediate Similarity NPD6051 Approved
0.7143 Intermediate Similarity NPD6014 Approved
0.7143 Intermediate Similarity NPD6013 Approved
0.7143 Intermediate Similarity NPD6012 Approved
0.7129 Intermediate Similarity NPD3573 Approved
0.7117 Intermediate Similarity NPD5701 Approved
0.7107 Intermediate Similarity NPD7507 Approved
0.7105 Intermediate Similarity NPD8297 Approved
0.7105 Intermediate Similarity NPD6882 Approved
0.7103 Intermediate Similarity NPD5696 Approved
0.71 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5221 Approved
0.7075 Intermediate Similarity NPD5222 Approved
0.7064 Intermediate Similarity NPD7632 Discontinued
0.7059 Intermediate Similarity NPD5208 Approved
0.703 Intermediate Similarity NPD6098 Approved
0.7019 Intermediate Similarity NPD6050 Approved
0.7018 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5173 Approved
0.7 Intermediate Similarity NPD3668 Phase 3
0.7 Intermediate Similarity NPD6052 Approved
0.699 Remote Similarity NPD1695 Approved
0.6981 Remote Similarity NPD5695 Phase 3
0.697 Remote Similarity NPD3667 Approved
0.6964 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6952 Remote Similarity NPD4202 Approved
0.6935 Remote Similarity NPD7319 Approved
0.6923 Remote Similarity NPD6868 Approved
0.6923 Remote Similarity NPD5692 Phase 3
0.6923 Remote Similarity NPD5785 Approved
0.6917 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6909 Remote Similarity NPD5211 Phase 2
0.6881 Remote Similarity NPD4696 Approved
0.6881 Remote Similarity NPD5286 Approved
0.6881 Remote Similarity NPD5285 Approved
0.6863 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5694 Approved
0.6852 Remote Similarity NPD4755 Approved
0.6832 Remote Similarity NPD3666 Approved
0.6832 Remote Similarity NPD3133 Approved
0.6832 Remote Similarity NPD3665 Phase 1
0.6822 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5223 Approved
0.6807 Remote Similarity NPD6335 Approved
0.6803 Remote Similarity NPD7604 Phase 2
0.6786 Remote Similarity NPD5141 Approved
0.6783 Remote Similarity NPD5955 Clinical (unspecified phase)
0.678 Remote Similarity NPD6274 Approved
0.6757 Remote Similarity NPD5224 Approved
0.6757 Remote Similarity NPD5226 Approved
0.6757 Remote Similarity NPD5225 Approved
0.6757 Remote Similarity NPD4633 Approved
0.6754 Remote Similarity NPD6686 Approved
0.6752 Remote Similarity NPD4632 Approved
0.675 Remote Similarity NPD7101 Approved
0.675 Remote Similarity NPD7100 Approved
0.6748 Remote Similarity NPD7492 Approved
0.6727 Remote Similarity NPD4700 Approved
0.6723 Remote Similarity NPD6317 Approved
0.6698 Remote Similarity NPD5281 Approved
0.6698 Remote Similarity NPD5284 Approved
0.6697 Remote Similarity NPD5959 Approved
0.6696 Remote Similarity NPD5174 Approved
0.6696 Remote Similarity NPD5175 Approved
0.6696 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6616 Approved
0.6694 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD6614 Approved
0.6667 Remote Similarity NPD5210 Approved
0.664 Remote Similarity NPD7078 Approved
0.6634 Remote Similarity NPD5209 Approved
0.6634 Remote Similarity NPD4221 Approved
0.6634 Remote Similarity NPD4223 Phase 3
0.6602 Remote Similarity NPD5329 Approved
0.66 Remote Similarity NPD7525 Registered
0.6587 Remote Similarity NPD7736 Approved
0.6585 Remote Similarity NPD6370 Approved
0.6583 Remote Similarity NPD6009 Approved
0.6569 Remote Similarity NPD5362 Discontinued
0.6557 Remote Similarity NPD6059 Approved
0.6557 Remote Similarity NPD6319 Approved
0.6549 Remote Similarity NPD4754 Approved
0.6542 Remote Similarity NPD7637 Suspended
0.6538 Remote Similarity NPD5279 Phase 3
0.6531 Remote Similarity NPD6117 Approved
0.6529 Remote Similarity NPD7327 Approved
0.6529 Remote Similarity NPD7328 Approved
0.6526 Remote Similarity NPD4747 Approved
0.6526 Remote Similarity NPD4691 Approved
0.6514 Remote Similarity NPD5654 Approved
0.6508 Remote Similarity NPD8293 Discontinued
0.6505 Remote Similarity NPD4197 Approved
0.6504 Remote Similarity NPD6015 Approved
0.6504 Remote Similarity NPD6908 Approved
0.6504 Remote Similarity NPD6909 Approved
0.6504 Remote Similarity NPD5983 Phase 2
0.6504 Remote Similarity NPD8033 Approved
0.6504 Remote Similarity NPD6016 Approved
0.6496 Remote Similarity NPD6371 Approved
0.6475 Remote Similarity NPD7516 Approved
0.6466 Remote Similarity NPD5128 Approved
0.6466 Remote Similarity NPD5168 Approved
0.6466 Remote Similarity NPD4729 Approved
0.6466 Remote Similarity NPD4730 Approved
0.6465 Remote Similarity NPD6116 Phase 1
0.6452 Remote Similarity NPD5988 Approved
0.6442 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6442 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5363 Approved
0.6436 Remote Similarity NPD4695 Discontinued
0.6435 Remote Similarity NPD4767 Approved
0.6435 Remote Similarity NPD4768 Approved
0.6429 Remote Similarity NPD8039 Approved
0.6429 Remote Similarity NPD6942 Approved
0.6429 Remote Similarity NPD7339 Approved
0.6429 Remote Similarity NPD6336 Discontinued
0.6423 Remote Similarity NPD8294 Approved
0.6423 Remote Similarity NPD8377 Approved
0.6421 Remote Similarity NPD4137 Phase 3
0.6408 Remote Similarity NPD4788 Approved
0.64 Remote Similarity NPD6114 Approved
0.64 Remote Similarity NPD6115 Approved
0.64 Remote Similarity NPD6118 Approved
0.64 Remote Similarity NPD6697 Approved
0.64 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6411 Approved
0.6381 Remote Similarity NPD4138 Approved
0.6381 Remote Similarity NPD4688 Approved
0.6381 Remote Similarity NPD4693 Phase 3
0.6381 Remote Similarity NPD4690 Approved
0.6381 Remote Similarity NPD5205 Approved
0.6381 Remote Similarity NPD4689 Approved
0.6381 Remote Similarity NPD5690 Phase 2
0.6379 Remote Similarity NPD6412 Phase 2

Structure

External Identifiers

PubChem CID   71720331
ChEMBL   CHEMBL2308377
ZINC  

Physicochemical Properties

Molecular Weight:  496.32
ALogP:  2.5085
MLogP:  4.32
XLogP:  8.479
# Rotatable Bonds:  14
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  36

Download Data

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Biological Activities  
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