Natural Product: NPC471362

Natural Product ID:  NPC471362
Common Name:   2-Epicaseabalansin C
IUPAC Name:   [(1R,3S,5S,6aR,7S,8S,10R,10aR)-1-acetyloxy-3-ethoxy-10-methoxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] acetate
Synonyms:  
Molecular Formula:   C27H40O7
Standard InCHIKey:  TWFKTSOJWWQSLG-OCJOVGQOSA-N
Standard InCHI:  InChI=1S/C27H40O7/c1-9-16(3)11-12-26(7)17(4)13-23(30-8)27-21(14-20(15-22(26)27)32-18(5)28)24(31-10-2)34-25(27)33-19(6)29/h9,14,17,20,22-25H,1,3,10-13,15H2,2,4-8H3/t17-,20+,22+,23+,24-,25-,26-,27-/m0/s1
Canonical SMILES:  CCO[C@H]1O[C@@H]([C@]23C1=C[C@@H](OC(=O)C)C[C@@H]3[C@@]([C@H](C[C@H]2OC)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 = 57600 nM 12444684
NPT90 Cell Line DU-145 Homo sapiens IC50 = 51700 nM 15920768
NPT81 Cell Line A549 Homo sapiens IC50 = 45200 nM 25237727
NPT306 Cell Line PC-3 Homo sapiens IC50 = 46400 nM 19514743
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 99800 nM 11809056

  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 NPC471362 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 NPC471372
1.0 High Similarity NPC472189
0.9888 High Similarity NPC171598
0.9778 High Similarity NPC472188
0.967 High Similarity NPC472186
0.967 High Similarity NPC476800
0.967 High Similarity NPC471366
0.967 High Similarity NPC318917
0.9565 High Similarity NPC473204
0.9565 High Similarity NPC473545
0.9565 High Similarity NPC472187
0.9362 High Similarity NPC471363
0.9362 High Similarity NPC238397
0.9263 High Similarity NPC475889
0.9263 High Similarity NPC127933
0.9263 High Similarity NPC7644
0.9263 High Similarity NPC134270
0.9263 High Similarity NPC7613
0.9239 High Similarity NPC94905
0.9239 High Similarity NPC8954
0.9231 High Similarity NPC88507
0.9167 High Similarity NPC264867
0.9167 High Similarity NPC470321
0.9167 High Similarity NPC201880
0.9167 High Similarity NPC473207
0.9167 High Similarity NPC81567
0.9072 High Similarity NPC252296
0.9032 High Similarity NPC311166
0.898 High Similarity NPC88013
0.898 High Similarity NPC125423
0.898 High Similarity NPC184512
0.898 High Similarity NPC109376
0.8936 High Similarity NPC98112
0.8889 High Similarity NPC224660
0.8889 High Similarity NPC470024
0.8889 High Similarity NPC48548
0.8889 High Similarity NPC128795
0.8889 High Similarity NPC311223
0.8889 High Similarity NPC135015
0.8889 High Similarity NPC217921
0.8878 High Similarity NPC172867
0.88 High Similarity NPC40728
0.88 High Similarity NPC316974
0.875 High Similarity NPC228251
0.875 High Similarity NPC219285
0.875 High Similarity NPC477972
0.875 High Similarity NPC477971
0.875 High Similarity NPC161527
0.875 High Similarity NPC20113
0.875 High Similarity NPC477968
0.8713 High Similarity NPC119550
0.8713 High Similarity NPC316708
0.8687 High Similarity NPC218158
0.8673 High Similarity NPC471365
0.8673 High Similarity NPC120009
0.8673 High Similarity NPC471364
0.8673 High Similarity NPC132395
0.8652 High Similarity NPC471367
0.8627 High Similarity NPC470026
0.8627 High Similarity NPC17791
0.8587 High Similarity NPC293044
0.8587 High Similarity NPC470819
0.8544 High Similarity NPC317460
0.8544 High Similarity NPC328074
0.8544 High Similarity NPC321272
0.8544 High Similarity NPC470025
0.8495 Intermediate Similarity NPC470817
0.8462 Intermediate Similarity NPC471368
0.8462 Intermediate Similarity NPC470027
0.8462 Intermediate Similarity NPC102996
0.8462 Intermediate Similarity NPC471369
0.837 Intermediate Similarity NPC102640
0.8333 Intermediate Similarity NPC100892
0.8333 Intermediate Similarity NPC477969
0.8333 Intermediate Similarity NPC135224
0.8333 Intermediate Similarity NPC477970
0.8298 Intermediate Similarity NPC469403
0.828 Intermediate Similarity NPC263079
0.828 Intermediate Similarity NPC69713
0.8261 Intermediate Similarity NPC323209
0.8261 Intermediate Similarity NPC118266
0.8252 Intermediate Similarity NPC112457
0.8252 Intermediate Similarity NPC206618
0.8235 Intermediate Similarity NPC475074
0.8229 Intermediate Similarity NPC477722
0.8229 Intermediate Similarity NPC189513
0.8202 Intermediate Similarity NPC473685
0.8202 Intermediate Similarity NPC469802
0.8191 Intermediate Similarity NPC261320
0.8191 Intermediate Similarity NPC246028
0.8182 Intermediate Similarity NPC324841
0.8163 Intermediate Similarity NPC125551
0.8163 Intermediate Similarity NPC239547
0.8163 Intermediate Similarity NPC91197
0.8163 Intermediate Similarity NPC309503
0.8163 Intermediate Similarity NPC96597
0.8163 Intermediate Similarity NPC155319
0.8155 Intermediate Similarity NPC38948
0.8152 Intermediate Similarity NPC472442
0.8144 Intermediate Similarity NPC230347
0.8144 Intermediate Similarity NPC286612
0.8144 Intermediate Similarity NPC275310
0.8132 Intermediate Similarity NPC472440
0.8125 Intermediate Similarity NPC163902
0.8125 Intermediate Similarity NPC12297
0.8119 Intermediate Similarity NPC45897
0.8119 Intermediate Similarity NPC471887
0.8119 Intermediate Similarity NPC471888
0.8119 Intermediate Similarity NPC471886
0.8119 Intermediate Similarity NPC471885
0.8119 Intermediate Similarity NPC471450
0.8111 Intermediate Similarity NPC25554
0.8105 Intermediate Similarity NPC471371
0.8105 Intermediate Similarity NPC220216
0.8105 Intermediate Similarity NPC471370
0.81 Intermediate Similarity NPC280991
0.8085 Intermediate Similarity NPC473879
0.8085 Intermediate Similarity NPC477128
0.8085 Intermediate Similarity NPC106332
0.8081 Intermediate Similarity NPC474440
0.8081 Intermediate Similarity NPC473154
0.8061 Intermediate Similarity NPC165632
0.8058 Intermediate Similarity NPC472390
0.8041 Intermediate Similarity NPC140277
0.8039 Intermediate Similarity NPC222161
0.8039 Intermediate Similarity NPC470768
0.8022 Intermediate Similarity NPC471218
0.8021 Intermediate Similarity NPC124374
0.8021 Intermediate Similarity NPC474631
0.8021 Intermediate Similarity NPC477574
0.802 Intermediate Similarity NPC300399
0.802 Intermediate Similarity NPC471889
0.802 Intermediate Similarity NPC471482
0.802 Intermediate Similarity NPC11956
0.802 Intermediate Similarity NPC37207
0.802 Intermediate Similarity NPC470571
0.8019 Intermediate Similarity NPC473125
0.8 Intermediate Similarity NPC473219
0.8 Intermediate Similarity NPC470761
0.7979 Intermediate Similarity NPC471779
0.7979 Intermediate Similarity NPC166857
0.7961 Intermediate Similarity NPC82251
0.7961 Intermediate Similarity NPC470763
0.7961 Intermediate Similarity NPC470767
0.7961 Intermediate Similarity NPC239961
0.7959 Intermediate Similarity NPC276110
0.7957 Intermediate Similarity NPC119001
0.7944 Intermediate Similarity NPC49413
0.7944 Intermediate Similarity NPC40133
0.7944 Intermediate Similarity NPC44298
0.7944 Intermediate Similarity NPC157441
0.7944 Intermediate Similarity NPC473128
0.7944 Intermediate Similarity NPC290608
0.7941 Intermediate Similarity NPC23584
0.7938 Intermediate Similarity NPC99653
0.7938 Intermediate Similarity NPC7349
0.7938 Intermediate Similarity NPC472812
0.7921 Intermediate Similarity NPC198992
0.7921 Intermediate Similarity NPC472554
0.7921 Intermediate Similarity NPC475767
0.7921 Intermediate Similarity NPC119467
0.7921 Intermediate Similarity NPC475617
0.79 Intermediate Similarity NPC477928
0.7895 Intermediate Similarity NPC93411
0.7885 Intermediate Similarity NPC293512
0.7879 Intermediate Similarity NPC475380
0.7879 Intermediate Similarity NPC211810
0.7879 Intermediate Similarity NPC221801
0.7879 Intermediate Similarity NPC471765
0.7879 Intermediate Similarity NPC73858
0.7879 Intermediate Similarity NPC194132
0.7879 Intermediate Similarity NPC284194
0.7879 Intermediate Similarity NPC112654
0.7879 Intermediate Similarity NPC209297
0.7872 Intermediate Similarity NPC286153
0.7864 Intermediate Similarity NPC31430
0.7864 Intermediate Similarity NPC85593
0.7857 Intermediate Similarity NPC104925
0.7857 Intermediate Similarity NPC477129
0.7857 Intermediate Similarity NPC298973
0.7857 Intermediate Similarity NPC105490
0.7857 Intermediate Similarity NPC96736
0.7857 Intermediate Similarity NPC477130
0.7857 Intermediate Similarity NPC472360
0.7857 Intermediate Similarity NPC472416
0.7857 Intermediate Similarity NPC178949
0.7857 Intermediate Similarity NPC211238
0.7857 Intermediate Similarity NPC470255
0.785 Intermediate Similarity NPC194951
0.785 Intermediate Similarity NPC12046
0.7849 Intermediate Similarity NPC96055
0.7843 Intermediate Similarity NPC472815
0.7843 Intermediate Similarity NPC472552
0.7843 Intermediate Similarity NPC476471
0.7843 Intermediate Similarity NPC475344
0.7843 Intermediate Similarity NPC154452
0.7835 Intermediate Similarity NPC65513
0.7835 Intermediate Similarity NPC472811
0.7835 Intermediate Similarity NPC234335
0.783 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 NPC471362 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
0.7456 Intermediate Similarity NPD7503 Approved
0.7379 Intermediate Similarity NPD7638 Approved
0.7345 Intermediate Similarity NPD7328 Approved
0.7345 Intermediate Similarity NPD7327 Approved
0.7315 Intermediate Similarity NPD6686 Approved
0.7308 Intermediate Similarity NPD7640 Approved
0.7308 Intermediate Similarity NPD7639 Approved
0.7304 Intermediate Similarity NPD8033 Approved
0.7281 Intermediate Similarity NPD7516 Approved
0.7217 Intermediate Similarity NPD8377 Approved
0.7217 Intermediate Similarity NPD8294 Approved
0.7155 Intermediate Similarity NPD8296 Approved
0.7155 Intermediate Similarity NPD8335 Approved
0.7155 Intermediate Similarity NPD8380 Approved
0.7155 Intermediate Similarity NPD8379 Approved
0.7155 Intermediate Similarity NPD8378 Approved
0.7143 Intermediate Similarity NPD6648 Approved
0.7113 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD6051 Approved
0.7048 Intermediate Similarity NPD4225 Approved
0.7041 Intermediate Similarity NPD1694 Approved
0.7009 Intermediate Similarity NPD8517 Approved
0.7009 Intermediate Similarity NPD8515 Approved
0.7009 Intermediate Similarity NPD8516 Approved
0.7009 Intermediate Similarity NPD8513 Phase 3
0.6917 Remote Similarity NPD7507 Approved
0.6916 Remote Similarity NPD5344 Discontinued
0.6818 Remote Similarity NPD6008 Approved
0.6796 Remote Similarity NPD7637 Suspended
0.6786 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6412 Phase 2
0.6757 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6748 Remote Similarity NPD7319 Approved
0.6735 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6399 Phase 3
0.6731 Remote Similarity NPD5778 Approved
0.6731 Remote Similarity NPD5779 Approved
0.6697 Remote Similarity NPD7632 Discontinued
0.6696 Remote Similarity NPD8133 Approved
0.6667 Remote Similarity NPD6370 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6637 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6882 Approved
0.66 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8293 Discontinued
0.6579 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6574 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6557 Remote Similarity NPD7492 Approved
0.6538 Remote Similarity NPD7838 Discovery
0.6526 Remote Similarity NPD8039 Approved
0.6525 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6525 Remote Similarity NPD7115 Discovery
0.6517 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6509 Remote Similarity NPD7748 Approved
0.6504 Remote Similarity NPD6616 Approved
0.65 Remote Similarity NPD6695 Phase 3
0.65 Remote Similarity NPD6054 Approved
0.6481 Remote Similarity NPD7902 Approved
0.6476 Remote Similarity NPD6411 Approved
0.6475 Remote Similarity NPD8328 Phase 3
0.6471 Remote Similarity NPD7146 Approved
0.6471 Remote Similarity NPD5330 Approved
0.6471 Remote Similarity NPD6684 Approved
0.6471 Remote Similarity NPD7521 Approved
0.6471 Remote Similarity NPD7334 Approved
0.6471 Remote Similarity NPD6409 Approved
0.6452 Remote Similarity NPD8074 Phase 3
0.6452 Remote Similarity NPD7078 Approved
0.6429 Remote Similarity NPD7645 Phase 2
0.6404 Remote Similarity NPD6881 Approved
0.6404 Remote Similarity NPD6899 Approved
0.6387 Remote Similarity NPD6009 Approved
0.6379 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6372 Remote Similarity NPD7128 Approved
0.6372 Remote Similarity NPD5739 Approved
0.6372 Remote Similarity NPD6402 Approved
0.6372 Remote Similarity NPD6675 Approved
0.6364 Remote Similarity NPD6059 Approved
0.6364 Remote Similarity NPD7525 Registered
0.6354 Remote Similarity NPD8264 Approved
0.6346 Remote Similarity NPD5737 Approved
0.6346 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6672 Approved
0.6346 Remote Similarity NPD6903 Approved
0.6341 Remote Similarity NPD6067 Discontinued
0.6325 Remote Similarity NPD6053 Discontinued
0.6321 Remote Similarity NPD7515 Phase 2
0.6316 Remote Similarity NPD5697 Approved
0.6311 Remote Similarity NPD6015 Approved
0.6311 Remote Similarity NPD6016 Approved
0.6296 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6293 Remote Similarity NPD7290 Approved
0.6293 Remote Similarity NPD7102 Approved
0.6293 Remote Similarity NPD6883 Approved
0.6286 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6101 Approved
0.6263 Remote Similarity NPD6929 Approved
0.6261 Remote Similarity NPD7320 Approved
0.6261 Remote Similarity NPD5345 Clinical (unspecified phase)
0.626 Remote Similarity NPD5988 Approved
0.625 Remote Similarity NPD4250 Approved
0.625 Remote Similarity NPD4251 Approved
0.625 Remote Similarity NPD7750 Discontinued
0.625 Remote Similarity NPD7524 Approved
0.625 Remote Similarity NPD3573 Approved
0.6239 Remote Similarity NPD6617 Approved
0.6239 Remote Similarity NPD8130 Phase 1
0.6239 Remote Similarity NPD6847 Approved
0.6239 Remote Similarity NPD6650 Approved
0.6239 Remote Similarity NPD6649 Approved
0.6239 Remote Similarity NPD6869 Approved
0.6226 Remote Similarity NPD3168 Discontinued
0.6226 Remote Similarity NPD6698 Approved
0.6226 Remote Similarity NPD46 Approved
0.6207 Remote Similarity NPD6373 Approved
0.6207 Remote Similarity NPD6372 Approved
0.6207 Remote Similarity NPD6014 Approved
0.6207 Remote Similarity NPD6013 Approved
0.6207 Remote Similarity NPD6012 Approved
0.62 Remote Similarity NPD7514 Phase 3
0.62 Remote Similarity NPD7332 Phase 2
0.62 Remote Similarity NPD6930 Phase 2
0.62 Remote Similarity NPD6931 Approved
0.6186 Remote Similarity NPD7339 Approved
0.6186 Remote Similarity NPD6942 Approved
0.6186 Remote Similarity NPD8297 Approved
0.6174 Remote Similarity NPD5701 Approved
0.6168 Remote Similarity NPD5693 Phase 1
0.6168 Remote Similarity NPD8035 Phase 2
0.6168 Remote Similarity NPD8034 Phase 2
0.6162 Remote Similarity NPD7145 Approved
0.6154 Remote Similarity NPD4249 Approved
0.6139 Remote Similarity NPD6902 Approved
0.6134 Remote Similarity NPD4632 Approved
0.6132 Remote Similarity NPD1695 Approved
0.6122 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6011 Approved
0.6117 Remote Similarity NPD4786 Approved
0.6117 Remote Similarity NPD3668 Phase 3
0.6098 Remote Similarity NPD6319 Approved
0.6095 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5209 Approved
0.6078 Remote Similarity NPD3667 Approved
0.6075 Remote Similarity NPD5207 Approved
0.6061 Remote Similarity NPD5776 Phase 2
0.6061 Remote Similarity NPD6932 Approved
0.6061 Remote Similarity NPD6925 Approved
0.604 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6084 Phase 2
0.6036 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD6050 Approved
0.6019 Remote Similarity NPD7983 Approved
0.6019 Remote Similarity NPD7087 Discontinued
0.6019 Remote Similarity NPD6079 Approved
0.6019 Remote Similarity NPD5694 Approved
0.6 Remote Similarity NPD6098 Approved
0.6 Remote Similarity NPD5695 Phase 3
0.6 Remote Similarity NPD3618 Phase 1
0.6 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6 Remote Similarity NPD7260 Phase 2
0.5981 Remote Similarity NPD5328 Approved
0.5981 Remote Similarity NPD6080 Approved
0.5981 Remote Similarity NPD6904 Approved
0.5981 Remote Similarity NPD6673 Approved
0.5966 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5965 Remote Similarity NPD5211 Phase 2
0.5952 Remote Similarity NPD7604 Phase 2
0.5946 Remote Similarity NPD7839 Suspended
0.5929 Remote Similarity NPD5285 Approved
0.5929 Remote Similarity NPD5286 Approved
0.5929 Remote Similarity NPD4696 Approved
0.5926 Remote Similarity NPD5692 Phase 3
0.592 Remote Similarity NPD5983 Phase 2
0.5918 Remote Similarity NPD6924 Approved
0.5918 Remote Similarity NPD6926 Approved
0.5914 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5282 Discontinued
0.5909 Remote Similarity NPD6001 Approved
0.5905 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5905 Remote Similarity NPD6893 Approved
0.5905 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5905 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5897 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5893 Remote Similarity NPD4755 Approved
0.5891 Remote Similarity NPD6033 Approved
0.5887 Remote Similarity NPD7100 Approved
0.5887 Remote Similarity NPD7101 Approved
0.5882 Remote Similarity NPD4819 Approved
0.5882 Remote Similarity NPD7509 Discontinued
0.5882 Remote Similarity NPD4822 Approved
0.5882 Remote Similarity NPD4820 Approved
0.5882 Remote Similarity NPD6371 Approved
0.5882 Remote Similarity NPD4821 Approved
0.5876 Remote Similarity NPD7150 Approved
0.5876 Remote Similarity NPD7152 Approved
0.5876 Remote Similarity NPD7151 Approved
0.5873 Remote Similarity NPD5125 Phase 3
0.5873 Remote Similarity NPD5126 Approved

Structure

External Identifiers

PubChem CID   73347668
ChEMBL   CHEMBL2419869
ZINC  

Physicochemical Properties

Molecular Weight:  476.28
ALogP:  2.0264
MLogP:  3.66
XLogP:  5.378
# Rotatable Bonds:  17
Polar Surface Area:  80.29
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  34

Download Data

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