Natural Product: NPC471363

Natural Product ID:  NPC471363
Common Name:   Rel-(2S,5R,6R,8S,9S,10R,18S,19R)-19-Acetoxy-18-Ethoxy-18,19-Epoxy-2-(2-Xi-Methylbutanoyloxy)-Cleroda-3,13(16),14-Trien-6-Ol
IUPAC Name:   [(1R,3S,5S,6aR,7S,8S,10R,10aR)-1-acetyloxy-3-ethoxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate
Synonyms:  
Molecular Formula:   C29H44O7
Standard InCHIKey:  TZUIFFFPPPAOBF-MJSHZTPJSA-N
Standard InCHI:  InChI=1S/C29H44O7/c1-9-17(4)12-13-28(8)19(6)14-24(31)29-22(26(33-11-3)36-27(29)34-20(7)30)15-21(16-23(28)29)35-25(32)18(5)10-2/h9,15,18-19,21,23-24,26-27,31H,1,4,10-14,16H2,2-3,5-8H3/t18?,19-,21+,23+,24+,26-,27-,28-,29-/m0/s1
Canonical SMILES:  CCO[C@H]1O[C@@H]([C@]23C1=C[C@@H](OC(=O)C(CC)C)C[C@@H]3[C@@]([C@H](C[C@H]2O)C)(C)CCC(=C)C=C)OC(=O)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
NPO32459 casearia balansae Species Salicaceae Eukaryota leaves and twigs PMID[24033131]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1374 Cell Line WI-38 Homo sapiens IC50 = 60200 nM 12444684
NPT90 Cell Line DU-145 Homo sapiens IC50 = 14800 nM 15920768
NPT81 Cell Line A549 Homo sapiens IC50 = 49800 nM 25237727
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 15300 nM DrugMatrix in vivo data: Biochemistry
NPT306 Cell Line PC-3 Homo sapiens IC50 = 46900 nM 11858756

  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 NPC471363 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
1.0 High Similarity NPC238397
0.9895 High Similarity NPC475889
0.9895 High Similarity NPC7644
0.9895 High Similarity NPC7613
0.9895 High Similarity NPC134270
0.9895 High Similarity NPC127933
0.9792 High Similarity NPC470321
0.9792 High Similarity NPC201880
0.9792 High Similarity NPC473207
0.9792 High Similarity NPC264867
0.9792 High Similarity NPC81567
0.9691 High Similarity NPC252296
0.9592 High Similarity NPC88013
0.9592 High Similarity NPC184512
0.9592 High Similarity NPC125423
0.9574 High Similarity NPC472188
0.9495 High Similarity NPC48548
0.9495 High Similarity NPC311223
0.9495 High Similarity NPC217921
0.9495 High Similarity NPC135015
0.9495 High Similarity NPC128795
0.9474 High Similarity NPC471366
0.9474 High Similarity NPC318917
0.9474 High Similarity NPC476800
0.9474 High Similarity NPC472186
0.94 High Similarity NPC40728
0.94 High Similarity NPC316974
0.9375 High Similarity NPC473204
0.9375 High Similarity NPC472187
0.9375 High Similarity NPC473545
0.9362 High Similarity NPC471372
0.9362 High Similarity NPC471362
0.9362 High Similarity NPC472189
0.9307 High Similarity NPC119550
0.9263 High Similarity NPC171598
0.92 High Similarity NPC109376
0.9167 High Similarity NPC98112
0.9109 High Similarity NPC470024
0.9109 High Similarity NPC224660
0.91 High Similarity NPC218158
0.91 High Similarity NPC172867
0.9053 High Similarity NPC88507
0.898 High Similarity NPC20113
0.898 High Similarity NPC477971
0.898 High Similarity NPC161527
0.898 High Similarity NPC219285
0.898 High Similarity NPC477972
0.898 High Similarity NPC228251
0.898 High Similarity NPC477968
0.8932 High Similarity NPC316708
0.8866 High Similarity NPC311166
0.8846 High Similarity NPC470026
0.8846 High Similarity NPC17791
0.883 High Similarity NPC470819
0.8762 High Similarity NPC328074
0.8762 High Similarity NPC321272
0.8762 High Similarity NPC317460
0.8762 High Similarity NPC470025
0.8737 High Similarity NPC471371
0.8737 High Similarity NPC471370
0.8737 High Similarity NPC470817
0.8713 High Similarity NPC120009
0.8687 High Similarity NPC473154
0.8679 High Similarity NPC470027
0.8673 High Similarity NPC8954
0.8673 High Similarity NPC94905
0.8646 High Similarity NPC477574
0.8627 High Similarity NPC222161
0.8571 High Similarity NPC100892
0.8571 High Similarity NPC477969
0.8571 High Similarity NPC477970
0.8571 High Similarity NPC135224
0.8557 High Similarity NPC99653
0.8542 High Similarity NPC469403
0.8529 High Similarity NPC132395
0.8529 High Similarity NPC471364
0.8529 High Similarity NPC471365
0.8526 High Similarity NPC263079
0.8505 High Similarity NPC157441
0.85 High Similarity NPC474440
0.8485 Intermediate Similarity NPC165632
0.8476 Intermediate Similarity NPC206618
0.8469 Intermediate Similarity NPC189513
0.8462 Intermediate Similarity NPC293512
0.8462 Intermediate Similarity NPC475074
0.8454 Intermediate Similarity NPC124374
0.8438 Intermediate Similarity NPC261320
0.8416 Intermediate Similarity NPC324841
0.8411 Intermediate Similarity NPC12046
0.8411 Intermediate Similarity NPC194951
0.84 Intermediate Similarity NPC155319
0.84 Intermediate Similarity NPC91197
0.84 Intermediate Similarity NPC96597
0.84 Intermediate Similarity NPC309503
0.84 Intermediate Similarity NPC125551
0.84 Intermediate Similarity NPC239547
0.8384 Intermediate Similarity NPC286612
0.8384 Intermediate Similarity NPC275310
0.8384 Intermediate Similarity NPC230347
0.8384 Intermediate Similarity NPC37603
0.8384 Intermediate Similarity NPC471786
0.8381 Intermediate Similarity NPC38948
0.8365 Intermediate Similarity NPC239961
0.8365 Intermediate Similarity NPC82251
0.8351 Intermediate Similarity NPC220216
0.8351 Intermediate Similarity NPC48732
0.835 Intermediate Similarity NPC45897
0.835 Intermediate Similarity NPC471886
0.835 Intermediate Similarity NPC471887
0.835 Intermediate Similarity NPC471450
0.835 Intermediate Similarity NPC471888
0.835 Intermediate Similarity NPC471885
0.8333 Intermediate Similarity NPC198992
0.8333 Intermediate Similarity NPC280991
0.8333 Intermediate Similarity NPC474410
0.8333 Intermediate Similarity NPC293658
0.8333 Intermediate Similarity NPC264153
0.8317 Intermediate Similarity NPC216478
0.8288 Intermediate Similarity NPC122971
0.8286 Intermediate Similarity NPC472390
0.8269 Intermediate Similarity NPC470768
0.8252 Intermediate Similarity NPC470571
0.8252 Intermediate Similarity NPC37207
0.8252 Intermediate Similarity NPC471482
0.8252 Intermediate Similarity NPC31058
0.8252 Intermediate Similarity NPC469606
0.8252 Intermediate Similarity NPC273005
0.8252 Intermediate Similarity NPC471889
0.8252 Intermediate Similarity NPC300399
0.8247 Intermediate Similarity NPC246028
0.8241 Intermediate Similarity NPC473125
0.8229 Intermediate Similarity NPC471779
0.8224 Intermediate Similarity NPC83005
0.8211 Intermediate Similarity NPC119001
0.8208 Intermediate Similarity NPC325054
0.82 Intermediate Similarity NPC13924
0.82 Intermediate Similarity NPC276110
0.8198 Intermediate Similarity NPC473617
0.8198 Intermediate Similarity NPC473828
0.819 Intermediate Similarity NPC470763
0.819 Intermediate Similarity NPC469607
0.819 Intermediate Similarity NPC127609
0.819 Intermediate Similarity NPC470767
0.8182 Intermediate Similarity NPC472812
0.8173 Intermediate Similarity NPC23584
0.8165 Intermediate Similarity NPC290608
0.8165 Intermediate Similarity NPC40133
0.8165 Intermediate Similarity NPC311592
0.8165 Intermediate Similarity NPC473128
0.8165 Intermediate Similarity NPC49413
0.8165 Intermediate Similarity NPC44298
0.8165 Intermediate Similarity NPC75167
0.8158 Intermediate Similarity NPC41129
0.8155 Intermediate Similarity NPC475617
0.8144 Intermediate Similarity NPC69713
0.8137 Intermediate Similarity NPC477928
0.8131 Intermediate Similarity NPC112457
0.8131 Intermediate Similarity NPC31522
0.8125 Intermediate Similarity NPC470914
0.8125 Intermediate Similarity NPC477071
0.8119 Intermediate Similarity NPC284194
0.8119 Intermediate Similarity NPC471765
0.8119 Intermediate Similarity NPC221801
0.8119 Intermediate Similarity NPC211810
0.8108 Intermediate Similarity NPC23046
0.8105 Intermediate Similarity NPC471367
0.81 Intermediate Similarity NPC298973
0.81 Intermediate Similarity NPC57117
0.81 Intermediate Similarity NPC178949
0.81 Intermediate Similarity NPC211238
0.81 Intermediate Similarity NPC472416
0.81 Intermediate Similarity NPC470255
0.81 Intermediate Similarity NPC96736
0.81 Intermediate Similarity NPC104925
0.81 Intermediate Similarity NPC472360
0.81 Intermediate Similarity NPC105490
0.81 Intermediate Similarity NPC250075
0.8095 Intermediate Similarity NPC85593
0.8095 Intermediate Similarity NPC31430
0.8091 Intermediate Similarity NPC181145
0.8091 Intermediate Similarity NPC475163
0.8081 Intermediate Similarity NPC234335
0.8081 Intermediate Similarity NPC472811
0.8081 Intermediate Similarity NPC72845
0.8077 Intermediate Similarity NPC472552
0.8077 Intermediate Similarity NPC472815
0.8077 Intermediate Similarity NPC11956
0.8077 Intermediate Similarity NPC475344
0.8077 Intermediate Similarity NPC121423
0.8077 Intermediate Similarity NPC476471
0.8077 Intermediate Similarity NPC154452
0.8077 Intermediate Similarity NPC476081
0.8061 Intermediate Similarity NPC470734
0.8061 Intermediate Similarity NPC16265
0.8061 Intermediate Similarity NPC293044
0.8058 Intermediate Similarity NPC47024
0.8058 Intermediate Similarity NPC477721
0.8058 Intermediate Similarity NPC146188
0.8058 Intermediate Similarity NPC477716
0.8056 Intermediate Similarity NPC177047

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471363 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
0.7961 Intermediate Similarity NPD7638 Approved
0.7885 Intermediate Similarity NPD7640 Approved
0.7885 Intermediate Similarity NPD7639 Approved
0.787 Intermediate Similarity NPD6686 Approved
0.7672 Intermediate Similarity NPD7503 Approved
0.7619 Intermediate Similarity NPD4225 Approved
0.7565 Intermediate Similarity NPD7328 Approved
0.7565 Intermediate Similarity NPD7327 Approved
0.7521 Intermediate Similarity NPD8515 Approved
0.7521 Intermediate Similarity NPD8516 Approved
0.7521 Intermediate Similarity NPD8033 Approved
0.7521 Intermediate Similarity NPD8513 Phase 3
0.7521 Intermediate Similarity NPD8517 Approved
0.75 Intermediate Similarity NPD7516 Approved
0.7436 Intermediate Similarity NPD8377 Approved
0.7436 Intermediate Similarity NPD8294 Approved
0.7417 Intermediate Similarity NPD7507 Approved
0.7379 Intermediate Similarity NPD7637 Suspended
0.7374 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD8378 Approved
0.7373 Intermediate Similarity NPD8380 Approved
0.7373 Intermediate Similarity NPD8335 Approved
0.7373 Intermediate Similarity NPD8379 Approved
0.7373 Intermediate Similarity NPD8296 Approved
0.7321 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5778 Approved
0.7308 Intermediate Similarity NPD5779 Approved
0.7297 Intermediate Similarity NPD6412 Phase 2
0.7248 Intermediate Similarity NPD7632 Discontinued
0.7236 Intermediate Similarity NPD7319 Approved
0.7217 Intermediate Similarity NPD8133 Approved
0.7168 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD6370 Approved
0.7156 Intermediate Similarity NPD5344 Discontinued
0.7154 Intermediate Similarity NPD7736 Approved
0.7143 Intermediate Similarity NPD6399 Phase 3
0.713 Intermediate Similarity NPD6882 Approved
0.713 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD8293 Discontinued
0.7064 Intermediate Similarity NPD6648 Approved
0.7049 Intermediate Similarity NPD7492 Approved
0.7048 Intermediate Similarity NPD6411 Approved
0.7034 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD7115 Discovery
0.7 Intermediate Similarity NPD6054 Approved
0.6992 Remote Similarity NPD6616 Approved
0.6967 Remote Similarity NPD8328 Phase 3
0.6961 Remote Similarity NPD1694 Approved
0.6957 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6952 Remote Similarity NPD7838 Discovery
0.6935 Remote Similarity NPD8074 Phase 3
0.6935 Remote Similarity NPD7078 Approved
0.693 Remote Similarity NPD6881 Approved
0.693 Remote Similarity NPD6899 Approved
0.6916 Remote Similarity NPD7748 Approved
0.6903 Remote Similarity NPD7128 Approved
0.6903 Remote Similarity NPD5739 Approved
0.6903 Remote Similarity NPD6675 Approved
0.6903 Remote Similarity NPD6402 Approved
0.6897 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6891 Remote Similarity NPD6009 Approved
0.6887 Remote Similarity NPD7515 Phase 2
0.6881 Remote Similarity NPD7902 Approved
0.6863 Remote Similarity NPD7338 Clinical (unspecified phase)
0.686 Remote Similarity NPD6059 Approved
0.6857 Remote Similarity NPD6101 Approved
0.6857 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5697 Approved
0.6838 Remote Similarity NPD6053 Discontinued
0.6829 Remote Similarity NPD6067 Discontinued
0.6827 Remote Similarity NPD4251 Approved
0.6827 Remote Similarity NPD4250 Approved
0.681 Remote Similarity NPD6883 Approved
0.681 Remote Similarity NPD7290 Approved
0.681 Remote Similarity NPD7102 Approved
0.6803 Remote Similarity NPD6016 Approved
0.6803 Remote Similarity NPD6015 Approved
0.6792 Remote Similarity NPD6698 Approved
0.6792 Remote Similarity NPD46 Approved
0.6783 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6783 Remote Similarity NPD7320 Approved
0.6765 Remote Similarity NPD6695 Phase 3
0.6754 Remote Similarity NPD6008 Approved
0.6752 Remote Similarity NPD6617 Approved
0.6752 Remote Similarity NPD6869 Approved
0.6752 Remote Similarity NPD6649 Approved
0.6752 Remote Similarity NPD6847 Approved
0.6752 Remote Similarity NPD6650 Approved
0.6752 Remote Similarity NPD8130 Phase 1
0.6748 Remote Similarity NPD5988 Approved
0.6731 Remote Similarity NPD4249 Approved
0.6724 Remote Similarity NPD6014 Approved
0.6724 Remote Similarity NPD6373 Approved
0.6724 Remote Similarity NPD6372 Approved
0.6724 Remote Similarity NPD6013 Approved
0.6724 Remote Similarity NPD6012 Approved
0.67 Remote Similarity NPD7645 Phase 2
0.6699 Remote Similarity NPD4786 Approved
0.6698 Remote Similarity NPD6051 Approved
0.6696 Remote Similarity NPD5701 Approved
0.6696 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6695 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3667 Approved
0.6639 Remote Similarity NPD4632 Approved
0.6638 Remote Similarity NPD6011 Approved
0.6634 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6634 Remote Similarity NPD7525 Registered
0.6633 Remote Similarity NPD8264 Approved
0.6606 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6606 Remote Similarity NPD7900 Approved
0.6585 Remote Similarity NPD6319 Approved
0.6577 Remote Similarity NPD6084 Phase 2
0.6577 Remote Similarity NPD6083 Phase 2
0.6574 Remote Similarity NPD6079 Approved
0.6574 Remote Similarity NPD7983 Approved
0.6574 Remote Similarity NPD8035 Phase 2
0.6574 Remote Similarity NPD8034 Phase 2
0.6571 Remote Similarity NPD3618 Phase 1
0.6545 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6542 Remote Similarity NPD5328 Approved
0.6535 Remote Similarity NPD6929 Approved
0.6509 Remote Similarity NPD7524 Approved
0.6509 Remote Similarity NPD7750 Discontinued
0.6491 Remote Similarity NPD5211 Phase 2
0.6486 Remote Similarity NPD7839 Suspended
0.6476 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6931 Approved
0.6471 Remote Similarity NPD4819 Approved
0.6471 Remote Similarity NPD4820 Approved
0.6471 Remote Similarity NPD6930 Phase 2
0.6471 Remote Similarity NPD4822 Approved
0.6471 Remote Similarity NPD7332 Phase 2
0.6471 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7514 Phase 3
0.6471 Remote Similarity NPD4821 Approved
0.6465 Remote Similarity NPD8039 Approved
0.6465 Remote Similarity NPD6942 Approved
0.6465 Remote Similarity NPD7339 Approved
0.646 Remote Similarity NPD5285 Approved
0.646 Remote Similarity NPD4696 Approved
0.646 Remote Similarity NPD5286 Approved
0.6442 Remote Similarity NPD7154 Phase 3
0.6436 Remote Similarity NPD7145 Approved
0.6436 Remote Similarity NPD4268 Approved
0.6436 Remote Similarity NPD4271 Approved
0.6429 Remote Similarity NPD7604 Phase 2
0.6429 Remote Similarity NPD4755 Approved
0.6415 Remote Similarity NPD7521 Approved
0.6415 Remote Similarity NPD7146 Approved
0.6415 Remote Similarity NPD5330 Approved
0.6415 Remote Similarity NPD6684 Approved
0.6415 Remote Similarity NPD7334 Approved
0.6415 Remote Similarity NPD6409 Approved
0.6408 Remote Similarity NPD6902 Approved
0.64 Remote Similarity NPD3701 Clinical (unspecified phase)
0.64 Remote Similarity NPD5983 Phase 2
0.6396 Remote Similarity NPD5695 Phase 3
0.6387 Remote Similarity NPD6371 Approved
0.6379 Remote Similarity NPD5141 Approved
0.6371 Remote Similarity NPD7100 Approved
0.6371 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD4202 Approved
0.6357 Remote Similarity NPD6033 Approved
0.6355 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6348 Remote Similarity NPD5225 Approved
0.6348 Remote Similarity NPD4633 Approved
0.6348 Remote Similarity NPD5224 Approved
0.6348 Remote Similarity NPD5226 Approved
0.6339 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6339 Remote Similarity NPD5222 Approved
0.6339 Remote Similarity NPD5221 Approved
0.6337 Remote Similarity NPD6932 Approved
0.6337 Remote Similarity NPD6925 Approved
0.6337 Remote Similarity NPD5776 Phase 2
0.6336 Remote Similarity NPD7260 Phase 2
0.633 Remote Similarity NPD5785 Approved
0.6328 Remote Similarity NPD6336 Discontinued
0.6316 Remote Similarity NPD4700 Approved
0.6306 Remote Similarity NPD5282 Discontinued
0.6296 Remote Similarity NPD6672 Approved
0.6296 Remote Similarity NPD6903 Approved
0.6296 Remote Similarity NPD5737 Approved
0.6296 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6293 Remote Similarity NPD5174 Approved
0.6293 Remote Similarity NPD5175 Approved
0.629 Remote Similarity NPD6335 Approved
0.6286 Remote Similarity NPD5362 Discontinued
0.6283 Remote Similarity NPD5173 Approved
0.6275 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6273 Remote Similarity NPD5281 Approved
0.6273 Remote Similarity NPD5284 Approved
0.6273 Remote Similarity NPD7087 Discontinued
0.6271 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5223 Approved
0.626 Remote Similarity NPD6274 Approved
0.626 Remote Similarity NPD6868 Approved
0.625 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD6356 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   73352259
ChEMBL   CHEMBL2419870
ZINC  

Physicochemical Properties

Molecular Weight:  504.31
ALogP:  1.6661
MLogP:  3.88
XLogP:  5.974
# Rotatable Bonds:  19
Polar Surface Area:  91.29
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  36

Download Data

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