Natural Product: NPC68565

Natural Product ID:  NPC68565
Common Name:   (+)-(1R,3S,4S,5R,6S,9R)-3-Acetyl-1,4-Dihydroxy-6-Isopropyl-9-Methylbicyclo[4.3.0]Nonane
IUPAC Name:   1-[(2S,3S,3aR,4S,7R,7aR)-3,7a-dihydroxy-7-methyl-4-propan-2-yl-1,2,3,3a,4,5,6,7-octahydroinden-2-yl]ethanone
Synonyms:  
Molecular Formula:   C15H26O3
Standard InCHIKey:  XPEOIYWRHYTKDP-NZRAJZDZSA-N
Standard InCHI:  InChI=1S/C15H26O3/c1-8(2)11-6-5-9(3)15(18)7-12(10(4)16)14(17)13(11)15/h8-9,11-14,17-18H,5-7H2,1-4H3/t9-,11+,12-,13-,14-,15-/m1/s1
Canonical SMILES:  CC([C@@H]1CC[C@H]([C@]2([C@H]1[C@H](O)[C@H](C2)C(=O)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
NPO29315 Dictyopteris divaricata Species Dictyotaceae Eukaryota PMID[16989516]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10 ug/ml 14575438
NPT81 Cell Line A549 Homo sapiens IC50 > 10 ug/ml 1346653
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10 ug/ml 1346653
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10 ug/ml 22652254
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10 ug/ml 22652254

  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 NPC68565 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 NPC35871
0.8462 Intermediate Similarity NPC254123
0.8025 Intermediate Similarity NPC327451
0.7927 Intermediate Similarity NPC50438
0.7922 Intermediate Similarity NPC125767
0.7922 Intermediate Similarity NPC21220
0.7901 Intermediate Similarity NPC317066
0.7821 Intermediate Similarity NPC472487
0.7821 Intermediate Similarity NPC472486
0.7816 Intermediate Similarity NPC476189
0.7765 Intermediate Similarity NPC477614
0.7765 Intermediate Similarity NPC226491
0.7692 Intermediate Similarity NPC155441
0.7647 Intermediate Similarity NPC263802
0.7586 Intermediate Similarity NPC476296
0.7582 Intermediate Similarity NPC476294
0.7534 Intermediate Similarity NPC128608
0.7532 Intermediate Similarity NPC89310
0.7531 Intermediate Similarity NPC275243
0.7529 Intermediate Similarity NPC476727
0.7529 Intermediate Similarity NPC476726
0.75 Intermediate Similarity NPC221420
0.75 Intermediate Similarity NPC321732
0.75 Intermediate Similarity NPC324607
0.75 Intermediate Similarity NPC23884
0.75 Intermediate Similarity NPC475031
0.75 Intermediate Similarity NPC474065
0.7471 Intermediate Similarity NPC61688
0.747 Intermediate Similarity NPC328007
0.7468 Intermediate Similarity NPC159789
0.7436 Intermediate Similarity NPC310766
0.7436 Intermediate Similarity NPC232112
0.7412 Intermediate Similarity NPC473350
0.7407 Intermediate Similarity NPC475725
0.7381 Intermediate Similarity NPC472847
0.7375 Intermediate Similarity NPC475742
0.7375 Intermediate Similarity NPC5767
0.7356 Intermediate Similarity NPC471941
0.7356 Intermediate Similarity NPC90676
0.7349 Intermediate Similarity NPC469745
0.7342 Intermediate Similarity NPC133922
0.7342 Intermediate Similarity NPC472854
0.7326 Intermediate Similarity NPC472272
0.7317 Intermediate Similarity NPC320144
0.7317 Intermediate Similarity NPC472310
0.7308 Intermediate Similarity NPC473267
0.7308 Intermediate Similarity NPC156277
0.7308 Intermediate Similarity NPC58057
0.7308 Intermediate Similarity NPC320549
0.7308 Intermediate Similarity NPC151018
0.7294 Intermediate Similarity NPC475689
0.7294 Intermediate Similarity NPC291310
0.7273 Intermediate Similarity NPC131892
0.7273 Intermediate Similarity NPC200580
0.7273 Intermediate Similarity NPC213178
0.7273 Intermediate Similarity NPC327728
0.7273 Intermediate Similarity NPC6120
0.7253 Intermediate Similarity NPC17336
0.725 Intermediate Similarity NPC97534
0.725 Intermediate Similarity NPC132064
0.725 Intermediate Similarity NPC174964
0.725 Intermediate Similarity NPC273366
0.725 Intermediate Similarity NPC195155
0.7241 Intermediate Similarity NPC472497
0.7241 Intermediate Similarity NPC472495
0.7237 Intermediate Similarity NPC472984
0.7229 Intermediate Similarity NPC470609
0.7222 Intermediate Similarity NPC59170
0.7222 Intermediate Similarity NPC472238
0.7222 Intermediate Similarity NPC472237
0.7204 Intermediate Similarity NPC253995
0.7195 Intermediate Similarity NPC185465
0.7191 Intermediate Similarity NPC180849
0.7179 Intermediate Similarity NPC476731
0.716 Intermediate Similarity NPC474020
0.7159 Intermediate Similarity NPC191221
0.7143 Intermediate Similarity NPC470424
0.7143 Intermediate Similarity NPC319007
0.7143 Intermediate Similarity NPC280804
0.7126 Intermediate Similarity NPC302111
0.7126 Intermediate Similarity NPC476043
0.7126 Intermediate Similarity NPC472494
0.7126 Intermediate Similarity NPC476717
0.7126 Intermediate Similarity NPC472491
0.7125 Intermediate Similarity NPC254340
0.7111 Intermediate Similarity NPC278106
0.7097 Intermediate Similarity NPC111187
0.7097 Intermediate Similarity NPC190080
0.7093 Intermediate Similarity NPC25037
0.7093 Intermediate Similarity NPC34984
0.7093 Intermediate Similarity NPC477434
0.7089 Intermediate Similarity NPC311102
0.7083 Intermediate Similarity NPC471253
0.7079 Intermediate Similarity NPC24705
0.7079 Intermediate Similarity NPC56962
0.7073 Intermediate Similarity NPC207010
0.7073 Intermediate Similarity NPC317913
0.7073 Intermediate Similarity NPC214030
0.7073 Intermediate Similarity NPC83108
0.7073 Intermediate Similarity NPC264602
0.7073 Intermediate Similarity NPC307865
0.7065 Intermediate Similarity NPC231060
0.7065 Intermediate Similarity NPC138245
0.7065 Intermediate Similarity NPC62407
0.7065 Intermediate Similarity NPC472485
0.7065 Intermediate Similarity NPC84018
0.7065 Intermediate Similarity NPC287354
0.7065 Intermediate Similarity NPC29112
0.7059 Intermediate Similarity NPC268040
0.7059 Intermediate Similarity NPC477935
0.7059 Intermediate Similarity NPC110780
0.7053 Intermediate Similarity NPC259654
0.7053 Intermediate Similarity NPC298266
0.7051 Intermediate Similarity NPC98711
0.7051 Intermediate Similarity NPC475062
0.7045 Intermediate Similarity NPC165895
0.7045 Intermediate Similarity NPC57469
0.7037 Intermediate Similarity NPC179922
0.7037 Intermediate Similarity NPC24014
0.7037 Intermediate Similarity NPC27349
0.7037 Intermediate Similarity NPC212733
0.7033 Intermediate Similarity NPC144739
0.7033 Intermediate Similarity NPC181594
0.7033 Intermediate Similarity NPC472496
0.7033 Intermediate Similarity NPC59350
0.7027 Intermediate Similarity NPC185547
0.7027 Intermediate Similarity NPC95804
0.7024 Intermediate Similarity NPC477851
0.7024 Intermediate Similarity NPC164999
0.7011 Intermediate Similarity NPC102292
0.701 Intermediate Similarity NPC473526
0.701 Intermediate Similarity NPC473701
0.701 Intermediate Similarity NPC88469
0.7 Intermediate Similarity NPC474755
0.7 Intermediate Similarity NPC100313
0.6989 Remote Similarity NPC116683
0.6989 Remote Similarity NPC193785
0.6979 Remote Similarity NPC470172
0.6977 Remote Similarity NPC472498
0.6977 Remote Similarity NPC118800
0.6977 Remote Similarity NPC157328
0.6977 Remote Similarity NPC163616
0.6957 Remote Similarity NPC101233
0.6957 Remote Similarity NPC91772
0.6957 Remote Similarity NPC289539
0.6957 Remote Similarity NPC153775
0.6957 Remote Similarity NPC302008
0.6957 Remote Similarity NPC29247
0.6957 Remote Similarity NPC129004
0.6957 Remote Similarity NPC215271
0.6957 Remote Similarity NPC206878
0.6957 Remote Similarity NPC292374
0.6957 Remote Similarity NPC104371
0.6957 Remote Similarity NPC111524
0.6957 Remote Similarity NPC191094
0.6957 Remote Similarity NPC261333
0.6951 Remote Similarity NPC4209
0.6941 Remote Similarity NPC58631
0.6941 Remote Similarity NPC50658
0.6932 Remote Similarity NPC474215
0.6932 Remote Similarity NPC80700
0.6932 Remote Similarity NPC475729
0.6923 Remote Similarity NPC476168
0.6923 Remote Similarity NPC52756
0.6923 Remote Similarity NPC299185
0.6923 Remote Similarity NPC474756
0.6915 Remote Similarity NPC170978
0.6915 Remote Similarity NPC18509
0.6915 Remote Similarity NPC471241
0.6914 Remote Similarity NPC475458
0.6914 Remote Similarity NPC167702
0.6914 Remote Similarity NPC280026
0.6914 Remote Similarity NPC477930
0.6907 Remote Similarity NPC473406
0.6907 Remote Similarity NPC107385
0.6907 Remote Similarity NPC117185
0.6905 Remote Similarity NPC52951
0.6897 Remote Similarity NPC473336
0.6897 Remote Similarity NPC319909
0.6897 Remote Similarity NPC471044
0.6897 Remote Similarity NPC146683
0.6889 Remote Similarity NPC477443
0.6889 Remote Similarity NPC477440
0.6882 Remote Similarity NPC470031
0.6875 Remote Similarity NPC178853
0.6867 Remote Similarity NPC477919
0.6867 Remote Similarity NPC477918
0.6867 Remote Similarity NPC180199
0.6867 Remote Similarity NPC143133
0.6867 Remote Similarity NPC471151
0.6867 Remote Similarity NPC169389
0.6867 Remote Similarity NPC298168
0.6867 Remote Similarity NPC474404
0.686 Remote Similarity NPC30583
0.686 Remote Similarity NPC46881
0.686 Remote Similarity NPC61107
0.686 Remote Similarity NPC289486
0.686 Remote Similarity NPC477936
0.6854 Remote Similarity NPC472482
0.6854 Remote Similarity NPC472484

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC68565 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
0.75 Intermediate Similarity NPD3698 Phase 2
0.7468 Intermediate Similarity NPD3703 Phase 2
0.7432 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD4245 Approved
0.7403 Intermediate Similarity NPD4244 Approved
0.7308 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6116 Phase 1
0.7053 Intermediate Similarity NPD1700 Approved
0.7037 Intermediate Similarity NPD3702 Approved
0.6962 Remote Similarity NPD4789 Approved
0.6951 Remote Similarity NPD6117 Approved
0.6923 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5360 Phase 3
0.6915 Remote Similarity NPD4755 Approved
0.6914 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6115 Approved
0.6786 Remote Similarity NPD6118 Approved
0.6786 Remote Similarity NPD6114 Approved
0.6786 Remote Similarity NPD6697 Approved
0.6771 Remote Similarity NPD4700 Approved
0.6771 Remote Similarity NPD5286 Approved
0.6771 Remote Similarity NPD4696 Approved
0.6771 Remote Similarity NPD5285 Approved
0.6757 Remote Similarity NPD3198 Approved
0.6667 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD4758 Discontinued
0.6633 Remote Similarity NPD5226 Approved
0.6633 Remote Similarity NPD5224 Approved
0.6633 Remote Similarity NPD5211 Phase 2
0.6633 Remote Similarity NPD5225 Approved
0.6633 Remote Similarity NPD4633 Approved
0.6591 Remote Similarity NPD4788 Approved
0.6588 Remote Similarity NPD3671 Phase 1
0.6566 Remote Similarity NPD5175 Approved
0.6566 Remote Similarity NPD5174 Approved
0.6531 Remote Similarity NPD5223 Approved
0.6522 Remote Similarity NPD5328 Approved
0.6505 Remote Similarity NPD4634 Approved
0.65 Remote Similarity NPD5141 Approved
0.6463 Remote Similarity NPD5777 Approved
0.6456 Remote Similarity NPD4224 Phase 2
0.6437 Remote Similarity NPD5368 Approved
0.6436 Remote Similarity NPD6402 Approved
0.6436 Remote Similarity NPD7128 Approved
0.6436 Remote Similarity NPD4768 Approved
0.6436 Remote Similarity NPD5739 Approved
0.6436 Remote Similarity NPD4767 Approved
0.6436 Remote Similarity NPD6675 Approved
0.642 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6373 Approved
0.6408 Remote Similarity NPD6372 Approved
0.64 Remote Similarity NPD4754 Approved
0.6395 Remote Similarity NPD4238 Approved
0.6395 Remote Similarity NPD4802 Phase 2
0.6383 Remote Similarity NPD6079 Approved
0.6374 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6374 Remote Similarity NPD3618 Phase 1
0.6373 Remote Similarity NPD5697 Approved
0.6373 Remote Similarity NPD5701 Approved
0.6344 Remote Similarity NPD4753 Phase 2
0.6341 Remote Similarity NPD4787 Phase 1
0.6333 Remote Similarity NPD3666 Approved
0.6333 Remote Similarity NPD3665 Phase 1
0.6333 Remote Similarity NPD3133 Approved
0.6311 Remote Similarity NPD4729 Approved
0.6311 Remote Similarity NPD6899 Approved
0.6311 Remote Similarity NPD6881 Approved
0.6311 Remote Similarity NPD5128 Approved
0.6311 Remote Similarity NPD4730 Approved
0.6311 Remote Similarity NPD7320 Approved
0.6301 Remote Similarity NPD615 Clinical (unspecified phase)
0.6292 Remote Similarity NPD6435 Approved
0.6289 Remote Similarity NPD4697 Phase 3
0.6286 Remote Similarity NPD6649 Approved
0.6286 Remote Similarity NPD6650 Approved
0.6265 Remote Similarity NPD6081 Approved
0.6264 Remote Similarity NPD7520 Clinical (unspecified phase)
0.625 Remote Similarity NPD6014 Approved
0.625 Remote Similarity NPD6012 Approved
0.625 Remote Similarity NPD6013 Approved
0.6232 Remote Similarity NPD384 Approved
0.6232 Remote Similarity NPD385 Approved
0.6207 Remote Similarity NPD5364 Discontinued
0.619 Remote Similarity NPD5251 Approved
0.619 Remote Similarity NPD6883 Approved
0.619 Remote Similarity NPD7290 Approved
0.619 Remote Similarity NPD5247 Approved
0.619 Remote Similarity NPD5248 Approved
0.619 Remote Similarity NPD7102 Approved
0.619 Remote Similarity NPD5249 Phase 3
0.619 Remote Similarity NPD5250 Approved
0.6186 Remote Similarity NPD4629 Approved
0.6186 Remote Similarity NPD5210 Approved
0.618 Remote Similarity NPD4139 Approved
0.618 Remote Similarity NPD5369 Approved
0.618 Remote Similarity NPD4692 Approved
0.6176 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4786 Approved
0.6154 Remote Similarity NPD6011 Approved
0.6132 Remote Similarity NPD6617 Approved
0.6132 Remote Similarity NPD8130 Phase 1
0.6132 Remote Similarity NPD5215 Approved
0.6132 Remote Similarity NPD5216 Approved
0.6132 Remote Similarity NPD6847 Approved
0.6132 Remote Similarity NPD6869 Approved
0.6132 Remote Similarity NPD5217 Approved
0.6122 Remote Similarity NPD5221 Approved
0.6122 Remote Similarity NPD5222 Approved
0.6122 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4221 Approved
0.6111 Remote Similarity NPD3667 Approved
0.6111 Remote Similarity NPD4223 Phase 3
0.6075 Remote Similarity NPD8297 Approved
0.6075 Remote Similarity NPD6882 Approved
0.6061 Remote Similarity NPD5173 Approved
0.6042 Remote Similarity NPD8035 Phase 2
0.6042 Remote Similarity NPD8034 Phase 2
0.6038 Remote Similarity NPD5135 Approved
0.6038 Remote Similarity NPD5169 Approved
0.6038 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6022 Remote Similarity NPD5786 Approved
0.5982 Remote Similarity NPD6059 Approved
0.5982 Remote Similarity NPD6054 Approved
0.5982 Remote Similarity NPD6319 Approved
0.5981 Remote Similarity NPD5127 Approved
0.5981 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5978 Remote Similarity NPD4197 Approved
0.5934 Remote Similarity NPD4270 Approved
0.5934 Remote Similarity NPD4269 Approved
0.5929 Remote Similarity NPD6015 Approved
0.5929 Remote Similarity NPD6016 Approved
0.5926 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5914 Remote Similarity NPD5329 Approved
0.5909 Remote Similarity NPD6274 Approved
0.5904 Remote Similarity NPD229 Approved
0.59 Remote Similarity NPD6084 Phase 2
0.59 Remote Similarity NPD6083 Phase 2
0.5877 Remote Similarity NPD5988 Approved
0.5877 Remote Similarity NPD6370 Approved
0.5876 Remote Similarity NPD5284 Approved
0.5876 Remote Similarity NPD5281 Approved
0.5872 Remote Similarity NPD4632 Approved
0.5865 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5865 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5695 Phase 3
0.5851 Remote Similarity NPD4138 Approved
0.5851 Remote Similarity NPD4693 Phase 3
0.5851 Remote Similarity NPD4694 Approved
0.5851 Remote Similarity NPD4688 Approved
0.5851 Remote Similarity NPD5279 Phase 3
0.5851 Remote Similarity NPD5690 Phase 2
0.5851 Remote Similarity NPD4689 Approved
0.5851 Remote Similarity NPD5205 Approved
0.5851 Remote Similarity NPD5280 Approved
0.5851 Remote Similarity NPD4690 Approved
0.5849 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5842 Remote Similarity NPD5696 Approved
0.5818 Remote Similarity NPD5167 Approved
0.5816 Remote Similarity NPD6399 Phase 3
0.581 Remote Similarity NPD6008 Approved
0.5802 Remote Similarity NPD371 Approved
0.5776 Remote Similarity NPD7492 Approved
0.5752 Remote Similarity NPD7100 Approved
0.5752 Remote Similarity NPD7101 Approved
0.5745 Remote Similarity NPD5363 Approved
0.5726 Remote Similarity NPD6616 Approved
0.5714 Remote Similarity NPD4748 Discontinued
0.5714 Remote Similarity NPD4819 Approved
0.5714 Remote Similarity NPD6009 Approved
0.5714 Remote Similarity NPD6317 Approved
0.5714 Remote Similarity NPD7525 Registered
0.5714 Remote Similarity NPD4820 Approved
0.5714 Remote Similarity NPD4821 Approved
0.5714 Remote Similarity NPD4252 Approved
0.5714 Remote Similarity NPD6928 Phase 2
0.5714 Remote Similarity NPD4822 Approved
0.5678 Remote Similarity NPD8293 Discontinued
0.5678 Remote Similarity NPD7078 Approved
0.5667 Remote Similarity NPD3617 Approved
0.5664 Remote Similarity NPD6313 Approved
0.5664 Remote Similarity NPD6335 Approved
0.5664 Remote Similarity NPD6314 Approved
0.5652 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6908 Approved
0.5652 Remote Similarity NPD1779 Approved
0.5652 Remote Similarity NPD1780 Approved
0.5652 Remote Similarity NPD6909 Approved
0.5636 Remote Similarity NPD6053 Discontinued
0.563 Remote Similarity NPD7736 Approved
0.561 Remote Similarity NPD7909 Approved

Structure

External Identifiers

PubChem CID   16086513
ChEMBL   CHEMBL505498
ZINC  

Physicochemical Properties

Molecular Weight:  254.19
ALogP:  -0.9868
MLogP:  2.78
XLogP:  2.659
# Rotatable Bonds:  8
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  18

Download Data

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