Natural Product: NPC469746

Natural Product ID:  NPC469746
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H28O5
Standard InCHIKey:  IMCRQBUQWXZEDV-SWQKSTJDSA-N
Standard InCHI:  InChI=1S/C20H28O5/c1-9-10-7-11(21)14-19-6-4-5-18(2,3)12(19)8-13(25-17(19)24)20(14,15(9)22)16(10)23/h10-14,16-17,21,23-24H,1,4-8H2,2-3H3/t10-,11-,12+,13-,14-,16+,17-,19-,20+/m0/s1
Canonical SMILES:  C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@H]1O[C@@H]([C@]23[C@H](C1)C(C)(C)CCC2)O)O
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
NPO28626.2 Isodon rubescens var. lushiensis Varieties Lamiaceae Eukaryota PMID[20521771]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT461 Cell Line PANC-1 Homo sapiens IC50 = 8600 nM 21807513
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 6200 nM 21807513
NPT116 Cell Line HL-60 Homo sapiens IC50 = 1200 nM Open TG-GATES in vivo data: Organ Weight
NPT81 Cell Line A549 Homo sapiens IC50 = 5900 nM 21920638
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 = 4400 nM Open TG-GATES in vivo data: Hematology

  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 NPC469746 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
0.98 High Similarity NPC469744
0.97 High Similarity NPC469733
0.97 High Similarity NPC469729
0.951 High Similarity NPC471476
0.95 High Similarity NPC12823
0.949 High Similarity NPC14634
0.9417 High Similarity NPC63244
0.9417 High Similarity NPC329953
0.9412 High Similarity NPC252679
0.9412 High Similarity NPC118721
0.94 High Similarity NPC202793
0.9394 High Similarity NPC309388
0.9394 High Similarity NPC475803
0.9333 High Similarity NPC17165
0.9327 High Similarity NPC473303
0.9327 High Similarity NPC471244
0.932 High Similarity NPC473324
0.9314 High Similarity NPC232133
0.9314 High Similarity NPC89860
0.9314 High Similarity NPC189663
0.9238 High Similarity NPC94141
0.9238 High Similarity NPC132668
0.9231 High Similarity NPC122339
0.9223 High Similarity NPC469983
0.9208 High Similarity NPC13149
0.9159 High Similarity NPC78836
0.9143 High Similarity NPC157929
0.9143 High Similarity NPC473397
0.9143 High Similarity NPC471245
0.9143 High Similarity NPC145625
0.9126 High Similarity NPC55973
0.9118 High Similarity NPC130511
0.9118 High Similarity NPC307660
0.9118 High Similarity NPC4115
0.9109 High Similarity NPC139347
0.9065 High Similarity NPC88945
0.9065 High Similarity NPC229752
0.9057 High Similarity NPC471248
0.9048 High Similarity NPC29505
0.9048 High Similarity NPC213320
0.9038 High Similarity NPC102741
0.9029 High Similarity NPC96333
0.9029 High Similarity NPC67745
0.9029 High Similarity NPC88833
0.9029 High Similarity NPC471461
0.902 High Similarity NPC474558
0.8981 High Similarity NPC473304
0.8962 High Similarity NPC473352
0.8962 High Similarity NPC474927
0.8952 High Similarity NPC471093
0.8942 High Similarity NPC471094
0.8942 High Similarity NPC469984
0.8942 High Similarity NPC473410
0.8922 High Similarity NPC87927
0.8911 High Similarity NPC471790
0.8879 High Similarity NPC471252
0.8846 High Similarity NPC61071
0.8846 High Similarity NPC471474
0.8835 High Similarity NPC101842
0.8788 High Similarity NPC231060
0.8788 High Similarity NPC138245
0.8788 High Similarity NPC84018
0.8774 High Similarity NPC474786
0.8774 High Similarity NPC85391
0.8774 High Similarity NPC98069
0.8774 High Similarity NPC320383
0.8774 High Similarity NPC49730
0.8774 High Similarity NPC137104
0.8762 High Similarity NPC63841
0.875 High Similarity NPC56656
0.875 High Similarity NPC164600
0.875 High Similarity NPC103172
0.8725 High Similarity NPC289148
0.8725 High Similarity NPC52899
0.8725 High Similarity NPC163963
0.8713 High Similarity NPC474793
0.8692 High Similarity NPC471243
0.8687 High Similarity NPC191094
0.8687 High Similarity NPC302008
0.8679 High Similarity NPC274827
0.8679 High Similarity NPC131903
0.8667 High Similarity NPC186054
0.8641 High Similarity NPC148628
0.8641 High Similarity NPC214946
0.8641 High Similarity NPC286519
0.8641 High Similarity NPC88203
0.8641 High Similarity NPC76866
0.8641 High Similarity NPC304832
0.8641 High Similarity NPC246736
0.8627 High Similarity NPC287676
0.8624 High Similarity NPC243354
0.8598 High Similarity NPC130302
0.8586 High Similarity NPC144739
0.8586 High Similarity NPC59170
0.8586 High Similarity NPC181594
0.8585 High Similarity NPC231278
0.8585 High Similarity NPC112895
0.8585 High Similarity NPC218123
0.8571 High Similarity NPC285927
0.8558 High Similarity NPC216114
0.8558 High Similarity NPC96217
0.8544 High Similarity NPC46848
0.8544 High Similarity NPC236585
0.8544 High Similarity NPC148279
0.8532 High Similarity NPC194273
0.8529 High Similarity NPC78427
0.8529 High Similarity NPC471038
0.8529 High Similarity NPC16911
0.8519 High Similarity NPC56025
0.8515 High Similarity NPC13949
0.85 High Similarity NPC289539
0.85 High Similarity NPC261333
0.85 High Similarity NPC91772
0.85 High Similarity NPC111524
0.85 High Similarity NPC104371
0.85 High Similarity NPC29247
0.85 High Similarity NPC101233
0.85 High Similarity NPC129004
0.85 High Similarity NPC292374
0.85 High Similarity NPC153775
0.85 High Similarity NPC215271
0.8485 Intermediate Similarity NPC299185
0.8485 Intermediate Similarity NPC476168
0.8476 Intermediate Similarity NPC84928
0.8476 Intermediate Similarity NPC98603
0.8462 Intermediate Similarity NPC275990
0.8447 Intermediate Similarity NPC291785
0.8447 Intermediate Similarity NPC127408
0.8447 Intermediate Similarity NPC267921
0.8426 Intermediate Similarity NPC124053
0.8426 Intermediate Similarity NPC255655
0.8426 Intermediate Similarity NPC98633
0.8416 Intermediate Similarity NPC470232
0.8416 Intermediate Similarity NPC29112
0.8384 Intermediate Similarity NPC470378
0.8384 Intermediate Similarity NPC149761
0.8384 Intermediate Similarity NPC261994
0.8384 Intermediate Similarity NPC80401
0.8384 Intermediate Similarity NPC180849
0.8381 Intermediate Similarity NPC159442
0.835 Intermediate Similarity NPC20479
0.835 Intermediate Similarity NPC98837
0.835 Intermediate Similarity NPC26270
0.835 Intermediate Similarity NPC28864
0.835 Intermediate Similarity NPC162459
0.835 Intermediate Similarity NPC38296
0.835 Intermediate Similarity NPC89099
0.835 Intermediate Similarity NPC38471
0.8349 Intermediate Similarity NPC471251
0.8349 Intermediate Similarity NPC274833
0.8333 Intermediate Similarity NPC471250
0.8333 Intermediate Similarity NPC140242
0.8333 Intermediate Similarity NPC329910
0.8333 Intermediate Similarity NPC29410
0.8333 Intermediate Similarity NPC135548
0.8333 Intermediate Similarity NPC264979
0.8333 Intermediate Similarity NPC8431
0.8333 Intermediate Similarity NPC200054
0.8318 Intermediate Similarity NPC471246
0.8317 Intermediate Similarity NPC475118
0.8317 Intermediate Similarity NPC470386
0.8317 Intermediate Similarity NPC470385
0.8304 Intermediate Similarity NPC218970
0.8302 Intermediate Similarity NPC96268
0.8302 Intermediate Similarity NPC244247
0.83 Intermediate Similarity NPC278106
0.8273 Intermediate Similarity NPC472719
0.8273 Intermediate Similarity NPC207845
0.8269 Intermediate Similarity NPC293866
0.8269 Intermediate Similarity NPC470388
0.8252 Intermediate Similarity NPC10864
0.8241 Intermediate Similarity NPC273155
0.8235 Intermediate Similarity NPC470229
0.8235 Intermediate Similarity NPC98639
0.8235 Intermediate Similarity NPC210214
0.8224 Intermediate Similarity NPC37600
0.8224 Intermediate Similarity NPC200957
0.8224 Intermediate Similarity NPC138908
0.8218 Intermediate Similarity NPC59350
0.8208 Intermediate Similarity NPC122811
0.8208 Intermediate Similarity NPC277074
0.8208 Intermediate Similarity NPC266
0.8208 Intermediate Similarity NPC209298
0.8198 Intermediate Similarity NPC320118
0.8198 Intermediate Similarity NPC73986
0.8198 Intermediate Similarity NPC285086
0.819 Intermediate Similarity NPC39683
0.8173 Intermediate Similarity NPC109059
0.8173 Intermediate Similarity NPC288
0.8155 Intermediate Similarity NPC470387
0.8148 Intermediate Similarity NPC201908
0.8148 Intermediate Similarity NPC176949
0.8148 Intermediate Similarity NPC166993
0.8137 Intermediate Similarity NPC64006
0.8137 Intermediate Similarity NPC47853
0.8131 Intermediate Similarity NPC470167
0.8119 Intermediate Similarity NPC250753
0.8119 Intermediate Similarity NPC198242
0.8119 Intermediate Similarity NPC211403
0.8113 Intermediate Similarity NPC272472

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469746 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
0.7797 Intermediate Similarity NPD6370 Approved
0.7658 Intermediate Similarity NPD6412 Phase 2
0.7627 Intermediate Similarity NPD6054 Approved
0.7623 Intermediate Similarity NPD7736 Approved
0.7583 Intermediate Similarity NPD8328 Phase 3
0.7563 Intermediate Similarity NPD6016 Approved
0.7563 Intermediate Similarity NPD6015 Approved
0.7521 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5988 Approved
0.7479 Intermediate Similarity NPD6059 Approved
0.7419 Intermediate Similarity NPD7319 Approved
0.7414 Intermediate Similarity NPD8133 Approved
0.7398 Intermediate Similarity NPD8293 Discontinued
0.7377 Intermediate Similarity NPD7492 Approved
0.7345 Intermediate Similarity NPD5697 Approved
0.7333 Intermediate Similarity NPD6319 Approved
0.7328 Intermediate Similarity NPD6882 Approved
0.7321 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD7507 Approved
0.7317 Intermediate Similarity NPD6616 Approved
0.7304 Intermediate Similarity NPD4634 Approved
0.7281 Intermediate Similarity NPD6881 Approved
0.7281 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD6899 Approved
0.7273 Intermediate Similarity NPD5286 Approved
0.7273 Intermediate Similarity NPD4696 Approved
0.7273 Intermediate Similarity NPD5285 Approved
0.7264 Intermediate Similarity NPD8034 Phase 2
0.7264 Intermediate Similarity NPD8035 Phase 2
0.7258 Intermediate Similarity NPD7078 Approved
0.7257 Intermediate Similarity NPD7128 Approved
0.7257 Intermediate Similarity NPD6402 Approved
0.7257 Intermediate Similarity NPD6008 Approved
0.7257 Intermediate Similarity NPD5739 Approved
0.7257 Intermediate Similarity NPD6675 Approved
0.7248 Intermediate Similarity NPD4755 Approved
0.7241 Intermediate Similarity NPD6650 Approved
0.7241 Intermediate Similarity NPD6649 Approved
0.7227 Intermediate Similarity NPD6009 Approved
0.7217 Intermediate Similarity NPD6372 Approved
0.7217 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD6013 Approved
0.7217 Intermediate Similarity NPD6014 Approved
0.7217 Intermediate Similarity NPD6373 Approved
0.7217 Intermediate Similarity NPD6012 Approved
0.7193 Intermediate Similarity NPD5701 Approved
0.7155 Intermediate Similarity NPD6883 Approved
0.7155 Intermediate Similarity NPD7102 Approved
0.7155 Intermediate Similarity NPD7290 Approved
0.7143 Intermediate Similarity NPD5211 Phase 2
0.7143 Intermediate Similarity NPD5226 Approved
0.7143 Intermediate Similarity NPD5225 Approved
0.7143 Intermediate Similarity NPD5224 Approved
0.7143 Intermediate Similarity NPD4633 Approved
0.713 Intermediate Similarity NPD7320 Approved
0.713 Intermediate Similarity NPD6011 Approved
0.7119 Intermediate Similarity NPD4632 Approved
0.7117 Intermediate Similarity NPD4700 Approved
0.7103 Intermediate Similarity NPD6079 Approved
0.7094 Intermediate Similarity NPD8130 Phase 1
0.7094 Intermediate Similarity NPD6869 Approved
0.7094 Intermediate Similarity NPD6617 Approved
0.7094 Intermediate Similarity NPD6847 Approved
0.708 Intermediate Similarity NPD5175 Approved
0.708 Intermediate Similarity NPD5174 Approved
0.7075 Intermediate Similarity NPD5328 Approved
0.7054 Intermediate Similarity NPD5223 Approved
0.7037 Intermediate Similarity NPD6399 Phase 3
0.7034 Intermediate Similarity NPD8297 Approved
0.7019 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD5141 Approved
0.7 Intermediate Similarity NPD5222 Approved
0.7 Intermediate Similarity NPD4697 Phase 3
0.7 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5221 Approved
0.6983 Remote Similarity NPD6686 Approved
0.6952 Remote Similarity NPD3618 Phase 1
0.6942 Remote Similarity NPD7115 Discovery
0.6937 Remote Similarity NPD5173 Approved
0.6929 Remote Similarity NPD6033 Approved
0.6885 Remote Similarity NPD7327 Approved
0.6885 Remote Similarity NPD7328 Approved
0.6881 Remote Similarity NPD4202 Approved
0.686 Remote Similarity NPD6274 Approved
0.6855 Remote Similarity NPD8033 Approved
0.6855 Remote Similarity NPD5983 Phase 2
0.6838 Remote Similarity NPD4729 Approved
0.6838 Remote Similarity NPD4730 Approved
0.6838 Remote Similarity NPD5128 Approved
0.6829 Remote Similarity NPD7516 Approved
0.6827 Remote Similarity NPD4788 Approved
0.681 Remote Similarity NPD4767 Approved
0.681 Remote Similarity NPD4768 Approved
0.6807 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6792 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7902 Approved
0.6783 Remote Similarity NPD4754 Approved
0.6774 Remote Similarity NPD8377 Approved
0.6774 Remote Similarity NPD8294 Approved
0.6762 Remote Similarity NPD4786 Approved
0.6746 Remote Similarity NPD6067 Discontinued
0.6746 Remote Similarity NPD7604 Phase 2
0.6731 Remote Similarity NPD3667 Approved
0.6726 Remote Similarity NPD7638 Approved
0.6723 Remote Similarity NPD5251 Approved
0.6723 Remote Similarity NPD5250 Approved
0.6723 Remote Similarity NPD5247 Approved
0.6723 Remote Similarity NPD5248 Approved
0.6723 Remote Similarity NPD5249 Phase 3
0.672 Remote Similarity NPD8378 Approved
0.672 Remote Similarity NPD8517 Approved
0.672 Remote Similarity NPD8335 Approved
0.672 Remote Similarity NPD8516 Approved
0.672 Remote Similarity NPD8296 Approved
0.672 Remote Similarity NPD8380 Approved
0.672 Remote Similarity NPD8513 Phase 3
0.672 Remote Similarity NPD8515 Approved
0.672 Remote Similarity NPD8379 Approved
0.67 Remote Similarity NPD3703 Phase 2
0.6694 Remote Similarity NPD7100 Approved
0.6694 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD5217 Approved
0.6667 Remote Similarity NPD5216 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5215 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6641 Remote Similarity NPD6336 Discontinued
0.6637 Remote Similarity NPD6083 Phase 2
0.6637 Remote Similarity NPD6084 Phase 2
0.6636 Remote Similarity NPD7515 Phase 2
0.6636 Remote Similarity NPD6411 Approved
0.6613 Remote Similarity NPD6314 Approved
0.6613 Remote Similarity NPD6335 Approved
0.6613 Remote Similarity NPD6313 Approved
0.6607 Remote Similarity NPD4629 Approved
0.6607 Remote Similarity NPD5210 Approved
0.6606 Remote Similarity NPD4753 Phase 2
0.6604 Remote Similarity NPD3666 Approved
0.6604 Remote Similarity NPD3133 Approved
0.6604 Remote Similarity NPD3665 Phase 1
0.6587 Remote Similarity NPD7503 Approved
0.6587 Remote Similarity NPD6921 Approved
0.6587 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6583 Remote Similarity NPD5169 Approved
0.6583 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6583 Remote Similarity NPD5135 Approved
0.6579 Remote Similarity NPD5696 Approved
0.6579 Remote Similarity NPD4225 Approved
0.6574 Remote Similarity NPD3573 Approved
0.6529 Remote Similarity NPD5127 Approved
0.6518 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6518 Remote Similarity NPD5282 Discontinued
0.6518 Remote Similarity NPD7900 Approved
0.6505 Remote Similarity NPD6697 Approved
0.6505 Remote Similarity NPD6118 Approved
0.6505 Remote Similarity NPD6115 Approved
0.6505 Remote Similarity NPD6114 Approved
0.65 Remote Similarity NPD4061 Clinical (unspecified phase)
0.646 Remote Similarity NPD5695 Phase 3
0.6457 Remote Similarity NPD6908 Approved
0.6457 Remote Similarity NPD6909 Approved
0.6455 Remote Similarity NPD6101 Approved
0.6455 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6868 Approved
0.6446 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6439 Remote Similarity NPD5956 Approved
0.6429 Remote Similarity NPD8171 Discontinued
0.6417 Remote Similarity NPD5168 Approved
0.6408 Remote Similarity NPD6116 Phase 1
0.6381 Remote Similarity NPD6928 Phase 2
0.6371 Remote Similarity NPD5167 Approved
0.6364 Remote Similarity NPD7513 Clinical (unspecified phase)
0.635 Remote Similarity NPD6334 Approved
0.635 Remote Similarity NPD6333 Approved
0.6341 Remote Similarity NPD6053 Discontinued
0.633 Remote Similarity NPD6409 Approved
0.633 Remote Similarity NPD6684 Approved
0.633 Remote Similarity NPD5330 Approved
0.633 Remote Similarity NPD7521 Approved
0.633 Remote Similarity NPD7146 Approved
0.633 Remote Similarity NPD7334 Approved
0.6325 Remote Similarity NPD1700 Approved
0.6316 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6117 Approved
0.6296 Remote Similarity NPD3668 Phase 3
0.6283 Remote Similarity NPD5778 Approved
0.6283 Remote Similarity NPD5779 Approved
0.6271 Remote Similarity NPD7632 Discontinued
0.6262 Remote Similarity NPD4221 Approved
0.6262 Remote Similarity NPD4223 Phase 3
0.6238 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6226 Remote Similarity NPD7525 Registered
0.6216 Remote Similarity NPD6672 Approved
0.6216 Remote Similarity NPD6903 Approved
0.6216 Remote Similarity NPD5737 Approved
0.6214 Remote Similarity NPD3702 Approved

Structure

External Identifiers

PubChem CID   46906462
ChEMBL   CHEMBL1165608
ZINC  

Physicochemical Properties

Molecular Weight:  348.19
ALogP:  -1.3512
MLogP:  3.11
XLogP:  1.314
# Rotatable Bonds:  5
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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