Natural Product: NPC171783

Natural Product ID:  NPC171783
Common Name:   (+)-Nopinone
IUPAC Name:   (1S,5R)-6,6-dimethylbicyclo[3.1.1]heptan-4-one
Synonyms:  
Molecular Formula:   C9H14O
Standard InCHIKey:  XZFDKWMYCUEKSS-BQBZGAKWSA-N
Standard InCHI:  InChI=1S/C9H14O/c1-9(2)6-3-4-8(10)7(9)5-6/h6-7H,3-5H2,1-2H3/t6-,7-/m0/s1
Canonical SMILES:  O=C1CC[C@H]2C[C@@H]1C2(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
NPO15315 Boswellia carterii Species Burseraceae Eukaryota HerDing*
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota TM-MC*
NPO15890 Actaea cimicifuga Species Ranunculaceae Eukaryota TM-MC*
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota TM-MC*
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota TM-MC*
NPO19048 Pinellia ternata Species Araceae Eukaryota TM-MC*
NPO15315 Boswellia carterii Species Burseraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC > 125 ug/ml 26898336
NPT720 Organism Enterobacter aerogenes Enterobacter aerogenes MIC > 125 ug/ml 26898336
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 125 ug/ml 26898336
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 125 ug/ml 26898336
NPT20 Organism Candida albicans Candida albicans MIC > 125 ug/ml 26898336

  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 NPC171783 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
0.8333 Intermediate Similarity NPC135077
0.8333 Intermediate Similarity NPC45270
0.8333 Intermediate Similarity NPC59570
0.8333 Intermediate Similarity NPC215118
0.7755 Intermediate Similarity NPC236623
0.7755 Intermediate Similarity NPC274182
0.7674 Intermediate Similarity NPC141634
0.75 Intermediate Similarity NPC294440
0.7442 Intermediate Similarity NPC223315
0.7347 Intermediate Similarity NPC258672
0.7347 Intermediate Similarity NPC247786
0.7347 Intermediate Similarity NPC293343
0.7308 Intermediate Similarity NPC288296
0.7308 Intermediate Similarity NPC53245
0.7292 Intermediate Similarity NPC98246
0.7292 Intermediate Similarity NPC173996
0.7292 Intermediate Similarity NPC83187
0.7292 Intermediate Similarity NPC131981
0.7292 Intermediate Similarity NPC285814
0.7292 Intermediate Similarity NPC40249
0.7174 Intermediate Similarity NPC18397
0.717 Intermediate Similarity NPC307063
0.717 Intermediate Similarity NPC200258
0.717 Intermediate Similarity NPC184819
0.7143 Intermediate Similarity NPC20017
0.7037 Intermediate Similarity NPC151464
0.7037 Intermediate Similarity NPC474105
0.7037 Intermediate Similarity NPC143597
0.6909 Remote Similarity NPC192427
0.6863 Remote Similarity NPC116906
0.6786 Remote Similarity NPC127798
0.678 Remote Similarity NPC475124
0.6607 Remote Similarity NPC115385
0.6585 Remote Similarity NPC321646
0.6552 Remote Similarity NPC270042
0.6552 Remote Similarity NPC127582
0.65 Remote Similarity NPC6697
0.6491 Remote Similarity NPC308108
0.6491 Remote Similarity NPC170799
0.6491 Remote Similarity NPC27610
0.6491 Remote Similarity NPC56905
0.6444 Remote Similarity NPC69245
0.6441 Remote Similarity NPC60565
0.6379 Remote Similarity NPC285594
0.6379 Remote Similarity NPC96551
0.6341 Remote Similarity NPC42403
0.6341 Remote Similarity NPC221192
0.6341 Remote Similarity NPC196434
0.6341 Remote Similarity NPC29561
0.6341 Remote Similarity NPC79887
0.6341 Remote Similarity NPC153439
0.6341 Remote Similarity NPC222997
0.6341 Remote Similarity NPC4962
0.6333 Remote Similarity NPC202118
0.6333 Remote Similarity NPC472306
0.6333 Remote Similarity NPC197238
0.6271 Remote Similarity NPC478126
0.625 Remote Similarity NPC100997
0.623 Remote Similarity NPC128608
0.623 Remote Similarity NPC469662
0.623 Remote Similarity NPC285371
0.619 Remote Similarity NPC168982
0.6167 Remote Similarity NPC213152
0.6167 Remote Similarity NPC253204
0.6136 Remote Similarity NPC248190
0.6129 Remote Similarity NPC469791
0.6102 Remote Similarity NPC276764
0.6102 Remote Similarity NPC472304
0.6098 Remote Similarity NPC198118
0.6098 Remote Similarity NPC295442
0.6098 Remote Similarity NPC38859
0.6047 Remote Similarity NPC76608
0.6047 Remote Similarity NPC16578
0.6047 Remote Similarity NPC268596
0.6047 Remote Similarity NPC225318
0.6047 Remote Similarity NPC149101
0.6034 Remote Similarity NPC49575
0.6034 Remote Similarity NPC55004
0.6034 Remote Similarity NPC267626
0.6034 Remote Similarity NPC230823
0.6032 Remote Similarity NPC168824
0.6032 Remote Similarity NPC43300
0.6032 Remote Similarity NPC107704
0.6032 Remote Similarity NPC103734
0.6032 Remote Similarity NPC96812
0.6032 Remote Similarity NPC323005
0.6032 Remote Similarity NPC189917
0.6032 Remote Similarity NPC39462
0.6 Remote Similarity NPC121215
0.6 Remote Similarity NPC218357
0.6 Remote Similarity NPC22182
0.5968 Remote Similarity NPC212210
0.5962 Remote Similarity NPC14917
0.5962 Remote Similarity NPC4079
0.5962 Remote Similarity NPC236355
0.5952 Remote Similarity NPC158107
0.5938 Remote Similarity NPC220210
0.5938 Remote Similarity NPC20181
0.5938 Remote Similarity NPC472984
0.5938 Remote Similarity NPC263161
0.5932 Remote Similarity NPC94991
0.5932 Remote Similarity NPC30215
0.5932 Remote Similarity NPC266295
0.5902 Remote Similarity NPC306750
0.5873 Remote Similarity NPC19311
0.5873 Remote Similarity NPC230047
0.5849 Remote Similarity NPC13105
0.5846 Remote Similarity NPC100917
0.5846 Remote Similarity NPC82477
0.5846 Remote Similarity NPC310992
0.5846 Remote Similarity NPC474954
0.5846 Remote Similarity NPC142754
0.5846 Remote Similarity NPC20610
0.5846 Remote Similarity NPC31187
0.5846 Remote Similarity NPC473225
0.5846 Remote Similarity NPC469724
0.5846 Remote Similarity NPC2568
0.5846 Remote Similarity NPC103647
0.5846 Remote Similarity NPC260319
0.5846 Remote Similarity NPC155198
0.5846 Remote Similarity NPC281203
0.5846 Remote Similarity NPC260474
0.5846 Remote Similarity NPC180777
0.5846 Remote Similarity NPC475977
0.5846 Remote Similarity NPC39157
0.5846 Remote Similarity NPC470956
0.5846 Remote Similarity NPC188292
0.5846 Remote Similarity NPC296697
0.5833 Remote Similarity NPC259261
0.5818 Remote Similarity NPC27438
0.5806 Remote Similarity NPC288253
0.5806 Remote Similarity NPC165695
0.5789 Remote Similarity NPC63396
0.5789 Remote Similarity NPC202850
0.5789 Remote Similarity NPC250539
0.5789 Remote Similarity NPC319589
0.5781 Remote Similarity NPC84562
0.5769 Remote Similarity NPC314679
0.5758 Remote Similarity NPC324607
0.5758 Remote Similarity NPC131892
0.5758 Remote Similarity NPC474962
0.5758 Remote Similarity NPC139397
0.5758 Remote Similarity NPC182815
0.5758 Remote Similarity NPC213178
0.5758 Remote Similarity NPC321732
0.5758 Remote Similarity NPC327728
0.5758 Remote Similarity NPC286814
0.5758 Remote Similarity NPC6120
0.5758 Remote Similarity NPC477857
0.575 Remote Similarity NPC307594
0.575 Remote Similarity NPC227197
0.575 Remote Similarity NPC66624
0.575 Remote Similarity NPC129976
0.5741 Remote Similarity NPC294858
0.5738 Remote Similarity NPC40206
0.5738 Remote Similarity NPC25853
0.5714 Remote Similarity NPC227632
0.5714 Remote Similarity NPC62086
0.5714 Remote Similarity NPC78551
0.5692 Remote Similarity NPC329466
0.5692 Remote Similarity NPC475523
0.5692 Remote Similarity NPC328304
0.5692 Remote Similarity NPC469868
0.5692 Remote Similarity NPC41542
0.5672 Remote Similarity NPC265782
0.5672 Remote Similarity NPC260040
0.5672 Remote Similarity NPC214770
0.5672 Remote Similarity NPC40574
0.5672 Remote Similarity NPC108131
0.5672 Remote Similarity NPC2634
0.5672 Remote Similarity NPC307176
0.5672 Remote Similarity NPC163020
0.5672 Remote Similarity NPC477856
0.5672 Remote Similarity NPC251929
0.5672 Remote Similarity NPC35734
0.5672 Remote Similarity NPC476731
0.5672 Remote Similarity NPC282593
0.5672 Remote Similarity NPC159577
0.5667 Remote Similarity NPC311852
0.566 Remote Similarity NPC14552
0.5645 Remote Similarity NPC475795
0.5625 Remote Similarity NPC251118
0.5625 Remote Similarity NPC268039
0.5625 Remote Similarity NPC470329
0.5614 Remote Similarity NPC268564
0.5614 Remote Similarity NPC474141
0.561 Remote Similarity NPC79591
0.5606 Remote Similarity NPC87141
0.5606 Remote Similarity NPC478228

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC171783 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
0.7292 Intermediate Similarity NPD343 Approved
0.7292 Intermediate Similarity NPD345 Approved
0.7292 Intermediate Similarity NPD344 Approved
0.6491 Remote Similarity NPD287 Approved
0.6129 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6122 Remote Similarity NPD387 Clinical (unspecified phase)
0.6071 Remote Similarity NPD615 Clinical (unspecified phase)
0.6032 Remote Similarity NPD4224 Phase 2
0.5846 Remote Similarity NPD5360 Phase 3
0.5846 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5846 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5769 Remote Similarity NPD634 Phase 3
0.5758 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5758 Remote Similarity NPD3698 Phase 2
0.5758 Remote Similarity NPD4137 Phase 3
0.5758 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5745 Remote Similarity NPD9449 Clinical (unspecified phase)
0.5672 Remote Similarity NPD4244 Approved
0.5672 Remote Similarity NPD4691 Approved
0.5672 Remote Similarity NPD4245 Approved
0.5672 Remote Similarity NPD4789 Approved
0.5672 Remote Similarity NPD4747 Approved
0.5652 Remote Similarity NPD9447 Approved

Structure

External Identifiers

PubChem CID   10313167
ChEMBL   CHEMBL3782017
ZINC  

Physicochemical Properties

Molecular Weight:  138.10
ALogP:  0.5524
MLogP:  2.34
XLogP:  1.926
# Rotatable Bonds:  2
Polar Surface Area:  17.07
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  10

Download Data

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Structure MOL file  
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Similar NPs/Drugs