Natural Product: NPC216791

Natural Product ID:  NPC216791
Common Name:   (1R*,7R*)-7-Hydroperoxydolabella-4(16),8(17),11(12)-Triene-3,13-Dione
IUPAC Name:   (3aR,9R)-9-hydroperoxy-3a-methyl-6,10-dimethylidene-1-propan-2-yl-4,7,8,9,11,12-hexahydro-3H-cyclopenta[11]annulene-2,5-dione
Synonyms:  
Molecular Formula:   C20H28O4
Standard InCHIKey:  LYXNFJWTTHPWSB-UYAOXDASSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-12(2)19-15-8-6-14(4)18(24-23)9-7-13(3)16(21)10-20(15,5)11-17(19)22/h12,18,23H,3-4,6-11H2,1-2,5H3/t18-,20-/m1/s1
Canonical SMILES:  OO[C@@H]1CCC(=C)C(=O)C[C@]2(C(=C(C(C)C)C(=O)C2)CCC1=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
NPO27081 Clavularia inflata Species Clavulariidae Eukaryota PMID[11520220]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 0.57 ug/ml 23164712
NPT139 Cell Line HT-29 Homo sapiens ED50 = 0.31 ug/ml 16203143
NPT168 Cell Line P388 Mus musculus ED50 = 0.052 ug/ml PubChem BioAssay data set

  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 NPC216791 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
0.8649 High Similarity NPC474011
0.8289 Intermediate Similarity NPC469646
0.8082 Intermediate Similarity NPC469688
0.8082 Intermediate Similarity NPC469679
0.8 Intermediate Similarity NPC97322
0.7975 Intermediate Similarity NPC469620
0.7927 Intermediate Similarity NPC7927
0.7927 Intermediate Similarity NPC230527
0.7917 Intermediate Similarity NPC474304
0.7917 Intermediate Similarity NPC474329
0.7848 Intermediate Similarity NPC474056
0.775 Intermediate Similarity NPC469690
0.7733 Intermediate Similarity NPC10758
0.7733 Intermediate Similarity NPC250928
0.7733 Intermediate Similarity NPC469677
0.7722 Intermediate Similarity NPC276769
0.7692 Intermediate Similarity NPC469669
0.7692 Intermediate Similarity NPC475771
0.7692 Intermediate Similarity NPC469678
0.7564 Intermediate Similarity NPC469691
0.7564 Intermediate Similarity NPC167049
0.7558 Intermediate Similarity NPC474854
0.7531 Intermediate Similarity NPC261125
0.7531 Intermediate Similarity NPC181195
0.75 Intermediate Similarity NPC67608
0.75 Intermediate Similarity NPC238197
0.75 Intermediate Similarity NPC475796
0.75 Intermediate Similarity NPC149869
0.75 Intermediate Similarity NPC86917
0.7471 Intermediate Similarity NPC123912
0.747 Intermediate Similarity NPC173609
0.747 Intermediate Similarity NPC279186
0.7444 Intermediate Similarity NPC474490
0.7439 Intermediate Similarity NPC223904
0.7439 Intermediate Similarity NPC164218
0.7407 Intermediate Similarity NPC192006
0.7407 Intermediate Similarity NPC475994
0.7386 Intermediate Similarity NPC477711
0.7381 Intermediate Similarity NPC65350
0.7381 Intermediate Similarity NPC62214
0.7375 Intermediate Similarity NPC226242
0.7356 Intermediate Similarity NPC477710
0.7349 Intermediate Similarity NPC10276
0.7349 Intermediate Similarity NPC35089
0.7326 Intermediate Similarity NPC469676
0.7317 Intermediate Similarity NPC229204
0.7308 Intermediate Similarity NPC29328
0.7297 Intermediate Similarity NPC473902
0.7273 Intermediate Similarity NPC61702
0.7273 Intermediate Similarity NPC469914
0.7273 Intermediate Similarity NPC162867
0.7273 Intermediate Similarity NPC261398
0.7262 Intermediate Similarity NPC129080
0.7262 Intermediate Similarity NPC477269
0.7262 Intermediate Similarity NPC477270
0.7262 Intermediate Similarity NPC477271
0.726 Intermediate Similarity NPC260573
0.726 Intermediate Similarity NPC475795
0.725 Intermediate Similarity NPC251435
0.7229 Intermediate Similarity NPC45495
0.7222 Intermediate Similarity NPC259261
0.7222 Intermediate Similarity NPC125180
0.7215 Intermediate Similarity NPC107783
0.7215 Intermediate Similarity NPC92909
0.7209 Intermediate Similarity NPC142649
0.7209 Intermediate Similarity NPC161957
0.7195 Intermediate Similarity NPC471220
0.7195 Intermediate Similarity NPC128276
0.7195 Intermediate Similarity NPC62336
0.7191 Intermediate Similarity NPC253144
0.7191 Intermediate Similarity NPC471818
0.7179 Intermediate Similarity NPC318766
0.7176 Intermediate Similarity NPC470165
0.7174 Intermediate Similarity NPC473164
0.7162 Intermediate Similarity NPC32285
0.716 Intermediate Similarity NPC215481
0.7143 Intermediate Similarity NPC136150
0.7143 Intermediate Similarity NPC90453
0.7143 Intermediate Similarity NPC476614
0.7143 Intermediate Similarity NPC473162
0.7128 Intermediate Similarity NPC287833
0.7126 Intermediate Similarity NPC284902
0.7126 Intermediate Similarity NPC70422
0.7126 Intermediate Similarity NPC194417
0.7126 Intermediate Similarity NPC70555
0.7126 Intermediate Similarity NPC104961
0.7123 Intermediate Similarity NPC25853
0.7111 Intermediate Similarity NPC290651
0.7111 Intermediate Similarity NPC123177
0.7111 Intermediate Similarity NPC150978
0.7111 Intermediate Similarity NPC221282
0.7111 Intermediate Similarity NPC284185
0.7111 Intermediate Similarity NPC70595
0.7111 Intermediate Similarity NPC74103
0.7108 Intermediate Similarity NPC136033
0.7108 Intermediate Similarity NPC7232
0.7108 Intermediate Similarity NPC469608
0.7101 Intermediate Similarity NPC474141
0.7093 Intermediate Similarity NPC475100
0.7093 Intermediate Similarity NPC115786
0.7089 Intermediate Similarity NPC469737
0.7083 Intermediate Similarity NPC266295
0.7083 Intermediate Similarity NPC94991
0.7079 Intermediate Similarity NPC232747
0.7079 Intermediate Similarity NPC477215
0.7079 Intermediate Similarity NPC170775
0.7079 Intermediate Similarity NPC476388
0.7073 Intermediate Similarity NPC472014
0.7073 Intermediate Similarity NPC211279
0.7073 Intermediate Similarity NPC57744
0.7059 Intermediate Similarity NPC145963
0.7059 Intermediate Similarity NPC70479
0.7051 Intermediate Similarity NPC477448
0.7051 Intermediate Similarity NPC477449
0.7037 Intermediate Similarity NPC474885
0.7037 Intermediate Similarity NPC114236
0.7037 Intermediate Similarity NPC472256
0.7033 Intermediate Similarity NPC472930
0.7024 Intermediate Similarity NPC74673
0.7024 Intermediate Similarity NPC279667
0.7024 Intermediate Similarity NPC69271
0.7024 Intermediate Similarity NPC302426
0.7021 Intermediate Similarity NPC54843
0.7021 Intermediate Similarity NPC147954
0.7013 Intermediate Similarity NPC475523
0.7011 Intermediate Similarity NPC476426
0.7011 Intermediate Similarity NPC179006
0.7011 Intermediate Similarity NPC474853
0.7 Intermediate Similarity NPC230332
0.7 Intermediate Similarity NPC300940
0.7 Intermediate Similarity NPC275098
0.7 Intermediate Similarity NPC2946
0.6989 Remote Similarity NPC185553
0.6989 Remote Similarity NPC184065
0.6989 Remote Similarity NPC472941
0.6989 Remote Similarity NPC456
0.6988 Remote Similarity NPC207186
0.6988 Remote Similarity NPC299235
0.6988 Remote Similarity NPC476627
0.6977 Remote Similarity NPC475622
0.6977 Remote Similarity NPC476082
0.6977 Remote Similarity NPC215294
0.6977 Remote Similarity NPC39588
0.6977 Remote Similarity NPC108045
0.6977 Remote Similarity NPC278648
0.6977 Remote Similarity NPC54468
0.6974 Remote Similarity NPC61473
0.6966 Remote Similarity NPC131470
0.6966 Remote Similarity NPC143767
0.6966 Remote Similarity NPC328539
0.6966 Remote Similarity NPC190718
0.6962 Remote Similarity NPC280256
0.6957 Remote Similarity NPC471040
0.6957 Remote Similarity NPC469819
0.6957 Remote Similarity NPC148463
0.6957 Remote Similarity NPC114162
0.6957 Remote Similarity NPC473172
0.6951 Remote Similarity NPC472959
0.6951 Remote Similarity NPC263582
0.6951 Remote Similarity NPC266119
0.6951 Remote Similarity NPC40353
0.6951 Remote Similarity NPC470525
0.6951 Remote Similarity NPC279537
0.6947 Remote Similarity NPC51370
0.6941 Remote Similarity NPC471325
0.6941 Remote Similarity NPC189237
0.6941 Remote Similarity NPC255580
0.6941 Remote Similarity NPC39411
0.6941 Remote Similarity NPC116797
0.6941 Remote Similarity NPC90055
0.6933 Remote Similarity NPC167256
0.6932 Remote Similarity NPC474045
0.6932 Remote Similarity NPC38576
0.6932 Remote Similarity NPC327115
0.6932 Remote Similarity NPC220478
0.6932 Remote Similarity NPC279859
0.6932 Remote Similarity NPC183736
0.6932 Remote Similarity NPC261253
0.6932 Remote Similarity NPC107787
0.6923 Remote Similarity NPC185936
0.6923 Remote Similarity NPC168027
0.6923 Remote Similarity NPC473998
0.6923 Remote Similarity NPC63748
0.6923 Remote Similarity NPC472978
0.6923 Remote Similarity NPC476629
0.6923 Remote Similarity NPC219874
0.6915 Remote Similarity NPC169205
0.6915 Remote Similarity NPC43747
0.6914 Remote Similarity NPC7382
0.6914 Remote Similarity NPC476355
0.6905 Remote Similarity NPC472013
0.6905 Remote Similarity NPC178277
0.6905 Remote Similarity NPC476624
0.6905 Remote Similarity NPC476177
0.6905 Remote Similarity NPC308038
0.6905 Remote Similarity NPC472490
0.6905 Remote Similarity NPC281138
0.6905 Remote Similarity NPC82488
0.6905 Remote Similarity NPC308545
0.6897 Remote Similarity NPC476412

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC216791 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
0.7105 Intermediate Similarity NPD7331 Phase 2
0.6988 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6974 Remote Similarity NPD7341 Phase 2
0.6923 Remote Similarity NPD6079 Approved
0.6897 Remote Similarity NPD3665 Phase 1
0.6897 Remote Similarity NPD3666 Approved
0.6897 Remote Similarity NPD3133 Approved
0.6889 Remote Similarity NPD5328 Approved
0.6882 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6824 Remote Similarity NPD5368 Approved
0.6818 Remote Similarity NPD5363 Approved
0.6813 Remote Similarity NPD5785 Approved
0.6809 Remote Similarity NPD5222 Approved
0.6809 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5221 Approved
0.6742 Remote Similarity NPD5279 Phase 3
0.6742 Remote Similarity NPD3618 Phase 1
0.6737 Remote Similarity NPD5173 Approved
0.6705 Remote Similarity NPD3668 Phase 3
0.6702 Remote Similarity NPD4629 Approved
0.6702 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD5209 Approved
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6435 Approved
0.6633 Remote Similarity NPD5211 Phase 2
0.6632 Remote Similarity NPD4697 Phase 3
0.6628 Remote Similarity NPD4695 Discontinued
0.6598 Remote Similarity NPD5285 Approved
0.6598 Remote Similarity NPD5286 Approved
0.6598 Remote Similarity NPD4696 Approved
0.6591 Remote Similarity NPD5362 Discontinued
0.6591 Remote Similarity NPD7154 Phase 3
0.6562 Remote Similarity NPD4755 Approved
0.6556 Remote Similarity NPD7521 Approved
0.6556 Remote Similarity NPD5786 Approved
0.6556 Remote Similarity NPD7334 Approved
0.6556 Remote Similarity NPD5330 Approved
0.6556 Remote Similarity NPD6409 Approved
0.6556 Remote Similarity NPD6684 Approved
0.6556 Remote Similarity NPD7146 Approved
0.6543 Remote Similarity NPD4691 Approved
0.6531 Remote Similarity NPD5223 Approved
0.6522 Remote Similarity NPD4753 Phase 2
0.6517 Remote Similarity NPD4786 Approved
0.65 Remote Similarity NPD5141 Approved
0.6477 Remote Similarity NPD4221 Approved
0.6477 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6477 Remote Similarity NPD4270 Approved
0.6477 Remote Similarity NPD4223 Phase 3
0.6477 Remote Similarity NPD4269 Approved
0.6465 Remote Similarity NPD4633 Approved
0.6465 Remote Similarity NPD5225 Approved
0.6465 Remote Similarity NPD5224 Approved
0.6465 Remote Similarity NPD5226 Approved
0.6444 Remote Similarity NPD1694 Approved
0.6429 Remote Similarity NPD4700 Approved
0.6421 Remote Similarity NPD5282 Discontinued
0.642 Remote Similarity NPD4137 Phase 3
0.6413 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6413 Remote Similarity NPD6903 Approved
0.6413 Remote Similarity NPD5737 Approved
0.6413 Remote Similarity NPD6672 Approved
0.64 Remote Similarity NPD5174 Approved
0.64 Remote Similarity NPD5175 Approved
0.6395 Remote Similarity NPD3617 Approved
0.6374 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4519 Discontinued
0.6374 Remote Similarity NPD4623 Approved
0.6374 Remote Similarity NPD5690 Phase 2
0.6364 Remote Similarity NPD5369 Approved
0.6341 Remote Similarity NPD4747 Approved
0.6333 Remote Similarity NPD4197 Approved
0.6327 Remote Similarity NPD5696 Approved
0.6316 Remote Similarity NPD4202 Approved
0.631 Remote Similarity NPD4058 Approved
0.6282 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6265 Remote Similarity NPD5276 Approved
0.6264 Remote Similarity NPD5329 Approved
0.6264 Remote Similarity NPD1696 Phase 3
0.6264 Remote Similarity NPD1733 Clinical (unspecified phase)
0.625 Remote Similarity NPD8259 Clinical (unspecified phase)
0.625 Remote Similarity NPD4252 Approved
0.6238 Remote Similarity NPD4754 Approved
0.6222 Remote Similarity NPD4788 Approved
0.6214 Remote Similarity NPD5697 Approved
0.6211 Remote Similarity NPD7515 Phase 2
0.6196 Remote Similarity NPD5205 Approved
0.6196 Remote Similarity NPD4690 Approved
0.6196 Remote Similarity NPD4694 Approved
0.6196 Remote Similarity NPD4138 Approved
0.6196 Remote Similarity NPD4693 Phase 3
0.6196 Remote Similarity NPD4688 Approved
0.6196 Remote Similarity NPD5280 Approved
0.6196 Remote Similarity NPD4689 Approved
0.6186 Remote Similarity NPD5695 Phase 3
0.6154 Remote Similarity NPD4729 Approved
0.6154 Remote Similarity NPD5168 Approved
0.6154 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD4730 Approved
0.6154 Remote Similarity NPD6899 Approved
0.6154 Remote Similarity NPD6011 Approved
0.6154 Remote Similarity NPD5128 Approved
0.6146 Remote Similarity NPD6399 Phase 3
0.6129 Remote Similarity NPD3573 Approved
0.6118 Remote Similarity NPD4687 Approved
0.6118 Remote Similarity NPD5733 Approved
0.6117 Remote Similarity NPD7128 Approved
0.6117 Remote Similarity NPD4767 Approved
0.6117 Remote Similarity NPD6675 Approved
0.6117 Remote Similarity NPD6402 Approved
0.6117 Remote Similarity NPD4768 Approved
0.6117 Remote Similarity NPD5739 Approved
0.6095 Remote Similarity NPD6012 Approved
0.6095 Remote Similarity NPD6013 Approved
0.6095 Remote Similarity NPD6014 Approved
0.6082 Remote Similarity NPD7748 Approved
0.6067 Remote Similarity NPD4819 Approved
0.6067 Remote Similarity NPD4822 Approved
0.6067 Remote Similarity NPD4821 Approved
0.6067 Remote Similarity NPD4820 Approved
0.6064 Remote Similarity NPD4518 Approved
0.6061 Remote Similarity NPD6084 Phase 2
0.6061 Remote Similarity NPD6083 Phase 2
0.6058 Remote Similarity NPD5701 Approved
0.6049 Remote Similarity NPD3704 Approved
0.6049 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6047 Remote Similarity NPD8039 Approved
0.6044 Remote Similarity NPD5332 Approved
0.6044 Remote Similarity NPD5331 Approved
0.6042 Remote Similarity NPD5281 Approved
0.6042 Remote Similarity NPD6411 Approved
0.6042 Remote Similarity NPD5284 Approved
0.6042 Remote Similarity NPD5693 Phase 1
0.6038 Remote Similarity NPD7102 Approved
0.6038 Remote Similarity NPD5135 Approved
0.6038 Remote Similarity NPD6883 Approved
0.6038 Remote Similarity NPD5247 Approved
0.6038 Remote Similarity NPD5251 Approved
0.6038 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6038 Remote Similarity NPD4634 Approved
0.6038 Remote Similarity NPD7290 Approved
0.6038 Remote Similarity NPD5249 Phase 3
0.6038 Remote Similarity NPD5248 Approved
0.6038 Remote Similarity NPD5169 Approved
0.6038 Remote Similarity NPD5250 Approved
0.6023 Remote Similarity NPD4268 Approved
0.6023 Remote Similarity NPD4271 Approved
0.6 Remote Similarity NPD6673 Approved
0.6 Remote Similarity NPD6080 Approved
0.6 Remote Similarity NPD6904 Approved
0.6 Remote Similarity NPD1695 Approved
0.6 Remote Similarity NPD4790 Discontinued
0.6 Remote Similarity NPD7320 Approved
0.5981 Remote Similarity NPD5127 Approved
0.5981 Remote Similarity NPD8130 Phase 1
0.5981 Remote Similarity NPD5215 Approved
0.5981 Remote Similarity NPD6650 Approved
0.5981 Remote Similarity NPD6617 Approved
0.5981 Remote Similarity NPD6847 Approved
0.5981 Remote Similarity NPD5216 Approved
0.5981 Remote Similarity NPD5217 Approved
0.5981 Remote Similarity NPD6649 Approved
0.5981 Remote Similarity NPD6869 Approved
0.598 Remote Similarity NPD5091 Approved
0.5962 Remote Similarity NPD6008 Approved
0.596 Remote Similarity NPD7732 Phase 3
0.596 Remote Similarity NPD7614 Phase 1
0.5955 Remote Similarity NPD4195 Approved
0.5943 Remote Similarity NPD6373 Approved
0.5943 Remote Similarity NPD6372 Approved
0.5938 Remote Similarity NPD4096 Approved
0.5938 Remote Similarity NPD46 Approved
0.5938 Remote Similarity NPD6698 Approved
0.5938 Remote Similarity NPD5692 Phase 3
0.5926 Remote Similarity NPD8297 Approved
0.5926 Remote Similarity NPD6882 Approved
0.5926 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5918 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5918 Remote Similarity NPD7900 Approved
0.5909 Remote Similarity NPD4756 Discovery
0.5904 Remote Similarity NPD3621 Clinical (unspecified phase)
0.59 Remote Similarity NPD7902 Approved
0.5895 Remote Similarity NPD5208 Approved
0.5889 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6371 Approved
0.5876 Remote Similarity NPD5694 Approved
0.5876 Remote Similarity NPD6050 Approved
0.5876 Remote Similarity NPD7983 Approved
0.5872 Remote Similarity NPD4632 Approved
0.5859 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5851 Remote Similarity NPD6422 Discontinued
0.5842 Remote Similarity NPD7638 Approved
0.5833 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6101 Approved
0.5833 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5824 Remote Similarity NPD4139 Approved
0.5824 Remote Similarity NPD4692 Approved
0.5818 Remote Similarity NPD5167 Approved
0.5816 Remote Similarity NPD5779 Approved

Structure

External Identifiers

PubChem CID   44567162
ChEMBL   CHEMBL465648
ZINC  

Physicochemical Properties

Molecular Weight:  332.20
ALogP:  1.2925
MLogP:  3.22
XLogP:  1.553
# Rotatable Bonds:  6
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  24

Download Data

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