Natural Product: NPC193695

Natural Product ID:  NPC193695
Common Name:   Gibberodione
IUPAC Name:   (6S,7S)-6-methyl-7-(3-oxobutyl)-3-propan-2-ylcyclohept-2-en-1-one
Synonyms:   gibberodione
Molecular Formula:   C15H24O2
Standard InCHIKey:  PDXOECHKUSAMHE-FZMZJTMJSA-N
Standard InCHI:  InChI=1S/C15H24O2/c1-10(2)13-7-5-11(3)14(15(17)9-13)8-6-12(4)16/h9-11,14H,5-8H2,1-4H3/t11-,14-/m0/s1
Canonical SMILES:  CC(=O)CC[C@H]1[C@@H](C)CCC(=CC1=O)C(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
NPO12888 Echinus microtuberculatus Species Echinidae Eukaryota UNPD*
NPO7709 Spiracantha cornifolia Species Asteraceae Eukaryota UNPD*
NPO12544 Dioscorea olfersiana Species Dioscoreaceae Eukaryota UNPD*
NPO10393 Ophidiaster ophidianus Species Ophidiasteridae Eukaryota UNPD*
NPO12436 Quercus imbricaria Species Fagaceae Eukaryota UNPD*
NPO10900 Cinnamomum subavenium Species Lauraceae Eukaryota UNPD*
NPO8035 Tylophora tanakae Species Apocynaceae Eukaryota UNPD*
NPO15252 Clathria prolifera Species Microcionidae Eukaryota UNPD*
NPO5384 Ligustrum obtusifolium Species Oleaceae Eukaryota UNPD*
NPO5008 Hubertia tomentosa Species Asteraceae Eukaryota UNPD*
NPO11553 Phebalium dentatum Species Rutaceae Eukaryota UNPD*
NPO2298 Streptomyces platensis Species Streptomycetaceae Bacteria UNPD*
NPO25026 Sinularia gibberosa Species Alcyoniidae Eukaryota PMID[16124762]
NPO12669 Cassine papillosa Species Celastraceae Eukaryota UNPD*
NPO10737 Asteriscus aquaticus Species Asteraceae Eukaryota UNPD*
NPO761 Fagus fusca Species Fagaceae Eukaryota UNPD*
NPO4138 Betula platyphylla Species Betulaceae Eukaryota UNPD*
NPO3736 Scrophularia koelzii Species Scrophulariaceae Eukaryota UNPD*
NPO9509 Charpentiera obovata Species Amaranthaceae Eukaryota UNPD*
NPO6253 Conus pulicarius Species Conidae Eukaryota UNPD*
NPO11699 Ecballium elaterium Species Cucurbitaceae Eukaryota UNPD*
NPO5823 Helichrysum auriceps Species Asteraceae Eukaryota UNPD*
NPO20291 Phyllanthus oligospermus Species Phyllanthaceae Eukaryota UNPD*
NPO9305 Iotrochota purpurea Species Iotrochotidae Eukaryota UNPD*
NPO9922 Myelobia smerintha Species Crambidae Eukaryota UNPD*
NPO11256 Pseudowintera colorata Species Winteraceae Eukaryota UNPD*
NPO2608 Solanum andigena Species Solanaceae Eukaryota UNPD*
NPO12188 Datisca glomerata Species Datiscaceae Eukaryota UNPD*
NPO8477 Myristica cagayanensis Species Myristicaceae Eukaryota UNPD*
NPO11811 Capparis ovata Species Capparaceae Eukaryota UNPD*
NPO9672 Lotus ucrainicus Species Fabaceae Eukaryota UNPD*
NPO3378 Alstonia undulifolia Species Apocynaceae Eukaryota UNPD*
NPO12308 Metridium senile Species Metridiidae Eukaryota UNPD*
NPO4493 Polygonum flaccidum Species Polygonaceae Eukaryota UNPD*
NPO1182 Croton montevidensis Species Euphorbiaceae Eukaryota UNPD*
NPO7045 Viviparus japonicus Species Viviparidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified ED50 > 30 ug/ml 16124762
NPT91 Cell Line KB Homo sapiens ED50 > 30 ug/ml 16124762

  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 NPC193695 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
0.8621 High Similarity NPC143834
0.8571 High Similarity NPC275472
0.8545 High Similarity NPC474141
0.8421 Intermediate Similarity NPC20603
0.8393 Intermediate Similarity NPC202850
0.8393 Intermediate Similarity NPC63396
0.8361 Intermediate Similarity NPC473902
0.8333 Intermediate Similarity NPC475795
0.8333 Intermediate Similarity NPC97322
0.8305 Intermediate Similarity NPC259261
0.8281 Intermediate Similarity NPC162867
0.8281 Intermediate Similarity NPC61702
0.8214 Intermediate Similarity NPC268564
0.8197 Intermediate Similarity NPC32285
0.8182 Intermediate Similarity NPC27438
0.8136 Intermediate Similarity NPC266295
0.8136 Intermediate Similarity NPC94991
0.8 Intermediate Similarity NPC472304
0.8 Intermediate Similarity NPC276764
0.8 Intermediate Similarity NPC32351
0.8 Intermediate Similarity NPC285594
0.8 Intermediate Similarity NPC96551
0.7969 Intermediate Similarity NPC475523
0.7966 Intermediate Similarity NPC115385
0.7937 Intermediate Similarity NPC470329
0.7895 Intermediate Similarity NPC45283
0.7869 Intermediate Similarity NPC127582
0.7869 Intermediate Similarity NPC25853
0.7833 Intermediate Similarity NPC30215
0.7778 Intermediate Similarity NPC212210
0.7778 Intermediate Similarity NPC8610
0.7778 Intermediate Similarity NPC262558
0.7778 Intermediate Similarity NPC6697
0.7742 Intermediate Similarity NPC213152
0.7719 Intermediate Similarity NPC471751
0.7667 Intermediate Similarity NPC49575
0.7667 Intermediate Similarity NPC192427
0.7667 Intermediate Similarity NPC230823
0.7667 Intermediate Similarity NPC267626
0.7667 Intermediate Similarity NPC55004
0.7656 Intermediate Similarity NPC251118
0.7619 Intermediate Similarity NPC288253
0.7619 Intermediate Similarity NPC167256
0.7619 Intermediate Similarity NPC165695
0.7612 Intermediate Similarity NPC151045
0.7612 Intermediate Similarity NPC246722
0.7586 Intermediate Similarity NPC296311
0.7541 Intermediate Similarity NPC27610
0.7541 Intermediate Similarity NPC56905
0.7541 Intermediate Similarity NPC311852
0.75 Intermediate Similarity NPC150162
0.75 Intermediate Similarity NPC475124
0.75 Intermediate Similarity NPC145311
0.75 Intermediate Similarity NPC474562
0.75 Intermediate Similarity NPC473733
0.75 Intermediate Similarity NPC285371
0.746 Intermediate Similarity NPC60565
0.7455 Intermediate Similarity NPC14917
0.7455 Intermediate Similarity NPC4079
0.7455 Intermediate Similarity NPC236355
0.7391 Intermediate Similarity NPC300940
0.7368 Intermediate Similarity NPC176819
0.7368 Intermediate Similarity NPC163984
0.7368 Intermediate Similarity NPC58970
0.7321 Intermediate Similarity NPC91962
0.7313 Intermediate Similarity NPC155198
0.7313 Intermediate Similarity NPC87141
0.7313 Intermediate Similarity NPC260474
0.7313 Intermediate Similarity NPC188292
0.7273 Intermediate Similarity NPC197089
0.7258 Intermediate Similarity NPC308108
0.7258 Intermediate Similarity NPC170799
0.7246 Intermediate Similarity NPC288667
0.7241 Intermediate Similarity NPC64866
0.7241 Intermediate Similarity NPC236623
0.7206 Intermediate Similarity NPC144511
0.7206 Intermediate Similarity NPC256846
0.7206 Intermediate Similarity NPC139397
0.7206 Intermediate Similarity NPC296522
0.7183 Intermediate Similarity NPC77501
0.7162 Intermediate Similarity NPC164218
0.7143 Intermediate Similarity NPC100380
0.7121 Intermediate Similarity NPC474304
0.7121 Intermediate Similarity NPC474329
0.7101 Intermediate Similarity NPC260040
0.7101 Intermediate Similarity NPC265782
0.7101 Intermediate Similarity NPC2634
0.7101 Intermediate Similarity NPC307176
0.7101 Intermediate Similarity NPC251929
0.7091 Intermediate Similarity NPC25771
0.7083 Intermediate Similarity NPC472967
0.7083 Intermediate Similarity NPC266159
0.7077 Intermediate Similarity NPC197238
0.7077 Intermediate Similarity NPC202118
0.7069 Intermediate Similarity NPC116906
0.7069 Intermediate Similarity NPC228776
0.7059 Intermediate Similarity NPC469688
0.7059 Intermediate Similarity NPC310992
0.7059 Intermediate Similarity NPC476614
0.7049 Intermediate Similarity NPC200258
0.7049 Intermediate Similarity NPC188789
0.7015 Intermediate Similarity NPC304665
0.7015 Intermediate Similarity NPC126899
0.7015 Intermediate Similarity NPC154728
0.7 Intermediate Similarity NPC133253
0.7 Intermediate Similarity NPC21944
0.7 Intermediate Similarity NPC181204
0.7 Intermediate Similarity NPC190035
0.7 Intermediate Similarity NPC54123
0.7 Intermediate Similarity NPC29328
0.7 Intermediate Similarity NPC469737
0.7 Intermediate Similarity NPC23117
0.6986 Remote Similarity NPC195785
0.6986 Remote Similarity NPC15975
0.697 Remote Similarity NPC4638
0.697 Remote Similarity NPC469662
0.6964 Remote Similarity NPC166788
0.6957 Remote Similarity NPC477448
0.6957 Remote Similarity NPC477449
0.6957 Remote Similarity NPC469914
0.6949 Remote Similarity NPC477458
0.6912 Remote Similarity NPC476626
0.6912 Remote Similarity NPC290350
0.6912 Remote Similarity NPC4370
0.6912 Remote Similarity NPC60120
0.6909 Remote Similarity NPC292463
0.6909 Remote Similarity NPC301972
0.6901 Remote Similarity NPC109576
0.6901 Remote Similarity NPC180015
0.6901 Remote Similarity NPC474488
0.6901 Remote Similarity NPC472956
0.6901 Remote Similarity NPC130016
0.6901 Remote Similarity NPC56747
0.6901 Remote Similarity NPC303613
0.6901 Remote Similarity NPC474228
0.6892 Remote Similarity NPC115515
0.6885 Remote Similarity NPC100809
0.6885 Remote Similarity NPC209431
0.6866 Remote Similarity NPC183422
0.6857 Remote Similarity NPC35734
0.6857 Remote Similarity NPC282593
0.6857 Remote Similarity NPC159577
0.6857 Remote Similarity NPC472955
0.6849 Remote Similarity NPC472959
0.6849 Remote Similarity NPC215481
0.6842 Remote Similarity NPC22098
0.6842 Remote Similarity NPC471752
0.6842 Remote Similarity NPC195246
0.6842 Remote Similarity NPC276009
0.6818 Remote Similarity NPC472306
0.6818 Remote Similarity NPC190049
0.6812 Remote Similarity NPC476629
0.6812 Remote Similarity NPC469679
0.6806 Remote Similarity NPC167049
0.6806 Remote Similarity NPC20025
0.6806 Remote Similarity NPC309852
0.6806 Remote Similarity NPC469691
0.6806 Remote Similarity NPC7382
0.6806 Remote Similarity NPC329866
0.6806 Remote Similarity NPC474797
0.6806 Remote Similarity NPC474796
0.68 Remote Similarity NPC471890
0.68 Remote Similarity NPC66677
0.68 Remote Similarity NPC90965
0.68 Remote Similarity NPC84185
0.678 Remote Similarity NPC474391
0.6761 Remote Similarity NPC115023
0.6761 Remote Similarity NPC5701
0.6761 Remote Similarity NPC223187
0.6721 Remote Similarity NPC37644
0.6721 Remote Similarity NPC14002
0.6719 Remote Similarity NPC60772
0.6714 Remote Similarity NPC67608
0.6714 Remote Similarity NPC469677
0.6714 Remote Similarity NPC261398
0.6714 Remote Similarity NPC474060
0.6714 Remote Similarity NPC286814
0.6712 Remote Similarity NPC475771
0.6712 Remote Similarity NPC244166
0.6712 Remote Similarity NPC114236
0.6712 Remote Similarity NPC65650
0.6712 Remote Similarity NPC251435
0.6712 Remote Similarity NPC476346
0.6712 Remote Similarity NPC216791
0.6712 Remote Similarity NPC89374
0.6712 Remote Similarity NPC473171
0.6712 Remote Similarity NPC226669
0.6712 Remote Similarity NPC469669
0.6712 Remote Similarity NPC469678
0.6712 Remote Similarity NPC193351
0.6712 Remote Similarity NPC138408
0.6711 Remote Similarity NPC30675
0.6709 Remote Similarity NPC142649
0.6667 Remote Similarity NPC321017
0.6667 Remote Similarity NPC278895
0.6667 Remote Similarity NPC251705
0.6667 Remote Similarity NPC470044
0.6667 Remote Similarity NPC299235
0.6667 Remote Similarity NPC474056
0.6667 Remote Similarity NPC470045

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC193695 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
0.7258 Intermediate Similarity NPD287 Approved
0.7206 Intermediate Similarity NPD4137 Phase 3
0.7101 Intermediate Similarity NPD4747 Approved
0.7101 Intermediate Similarity NPD4691 Approved
0.7015 Intermediate Similarity NPD7331 Phase 2
0.7 Intermediate Similarity NPD5276 Approved
0.6806 Remote Similarity NPD4058 Approved
0.6806 Remote Similarity NPD5733 Approved
0.6806 Remote Similarity NPD4687 Approved
0.6618 Remote Similarity NPD7341 Phase 2
0.6571 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6282 Remote Similarity NPD4695 Discontinued
0.625 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6182 Remote Similarity NPD5783 Phase 3
0.6125 Remote Similarity NPD4223 Phase 3
0.6125 Remote Similarity NPD4221 Approved
0.6087 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6056 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6049 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6 Remote Similarity NPD8028 Phase 2
0.5976 Remote Similarity NPD3666 Approved
0.5976 Remote Similarity NPD3665 Phase 1
0.5976 Remote Similarity NPD4197 Approved
0.5976 Remote Similarity NPD3133 Approved
0.5904 Remote Similarity NPD5329 Approved
0.5873 Remote Similarity NPD29 Approved
0.5873 Remote Similarity NPD28 Approved
0.5833 Remote Similarity NPD4693 Phase 3
0.5833 Remote Similarity NPD4688 Approved
0.5833 Remote Similarity NPD6684 Approved
0.5833 Remote Similarity NPD4519 Discontinued
0.5833 Remote Similarity NPD5690 Phase 2
0.5833 Remote Similarity NPD4689 Approved
0.5833 Remote Similarity NPD5330 Approved
0.5833 Remote Similarity NPD3618 Phase 1
0.5833 Remote Similarity NPD7521 Approved
0.5833 Remote Similarity NPD5279 Phase 3
0.5833 Remote Similarity NPD5280 Approved
0.5833 Remote Similarity NPD7334 Approved
0.5833 Remote Similarity NPD5205 Approved
0.5833 Remote Similarity NPD4690 Approved
0.5833 Remote Similarity NPD7146 Approved
0.5833 Remote Similarity NPD4694 Approved
0.5833 Remote Similarity NPD4623 Approved
0.5833 Remote Similarity NPD4138 Approved
0.5833 Remote Similarity NPD6409 Approved
0.5823 Remote Similarity NPD3617 Approved
0.5823 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5765 Remote Similarity NPD3573 Approved
0.5732 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5732 Remote Similarity NPD3667 Approved
0.5714 Remote Similarity NPD4194 Approved
0.5714 Remote Similarity NPD4193 Approved
0.5714 Remote Similarity NPD5363 Approved
0.5714 Remote Similarity NPD4191 Approved
0.5714 Remote Similarity NPD4192 Approved
0.5714 Remote Similarity NPD1694 Approved
0.5698 Remote Similarity NPD5737 Approved
0.5698 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5698 Remote Similarity NPD4518 Approved
0.5698 Remote Similarity NPD5208 Approved
0.5698 Remote Similarity NPD6903 Approved
0.5698 Remote Similarity NPD6672 Approved
0.5694 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5692 Remote Similarity NPD3172 Approved
0.5679 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5679 Remote Similarity NPD5368 Approved
0.5667 Remote Similarity NPD5210 Approved
0.5667 Remote Similarity NPD4629 Approved
0.5647 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5632 Remote Similarity NPD5328 Approved
0.5632 Remote Similarity NPD6673 Approved
0.5632 Remote Similarity NPD6904 Approved
0.5632 Remote Similarity NPD6080 Approved
0.5632 Remote Similarity NPD4753 Phase 2
0.561 Remote Similarity NPD5369 Approved
0.5606 Remote Similarity NPD3196 Approved
0.5606 Remote Similarity NPD3195 Phase 2
0.5606 Remote Similarity NPD4266 Approved
0.5606 Remote Similarity NPD9298 Approved
0.5606 Remote Similarity NPD3194 Approved

Structure

External Identifiers

PubChem CID   11586727
ChEMBL   CHEMBL486794
ZINC  

Physicochemical Properties

Molecular Weight:  236.18
ALogP:  0.8178
MLogP:  2.89
XLogP:  2.946
# Rotatable Bonds:  8
Polar Surface Area:  34.14
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  17

Download Data

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