Natural Product: NPC258231

Natural Product ID:  NPC258231
Common Name:   Boydone B
IUPAC Name:   (4R,5S)-2-[(2S)-butan-2-yl]-5-ethyl-4-hydroxy-3-methoxy-5-methylcyclopent-2-en-1-one
Synonyms:  
Molecular Formula:   C13H22O3
Standard InCHIKey:  UOZDDNRMIPAGFH-AQUOVQTQSA-N
Standard InCHI:  InChI=1S/C13H22O3/c1-6-8(3)9-10(16-5)12(15)13(4,7-2)11(9)14/h8,12,15H,6-7H2,1-5H3/t8-,12-,13+/m0/s1
Canonical SMILES:  CC[C@@H](C1=C(OC)[C@@H]([C@](C1=O)(C)CC)O)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
NPO28463 Penicillium gilmanii Species Aspergillaceae Eukaryota UNPD*
NPO28178 Artemisia tridentata Species Asteraceae Eukaryota UNPD*
NPO28108 Stereum princeps Species Stereaceae Eukaryota UNPD*
NPO28560 Sarcomelicope glauca Species Rutaceae Eukaryota UNPD*
NPO23206 Senegalia caffra Species Fabaceae Eukaryota UNPD*
NPO28407 Clausena heptaphylla Species Rutaceae Eukaryota UNPD*
NPO28350 Hypsizigus marmoreus NA NA NA UNPD*
NPO29474 Bipolaris victoriae Species Pleosporaceae Eukaryota UNPD*
NPO28230 Stemona japonica Species Stemonaceae Eukaryota UNPD*
NPO27851 Leptothorax muscorum Species Formicidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens GI50 = 41300 nM 23964677

  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 NPC258231 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
0.7561 Intermediate Similarity NPC86917
0.7471 Intermediate Similarity NPC179006
0.7471 Intermediate Similarity NPC474853
0.7419 Intermediate Similarity NPC93271
0.7419 Intermediate Similarity NPC135576
0.7391 Intermediate Similarity NPC477241
0.7317 Intermediate Similarity NPC474011
0.7303 Intermediate Similarity NPC23622
0.7273 Intermediate Similarity NPC474304
0.7273 Intermediate Similarity NPC474329
0.725 Intermediate Similarity NPC280256
0.7229 Intermediate Similarity NPC182848
0.7222 Intermediate Similarity NPC53454
0.7222 Intermediate Similarity NPC474854
0.7204 Intermediate Similarity NPC65829
0.7191 Intermediate Similarity NPC194417
0.7176 Intermediate Similarity NPC301769
0.7176 Intermediate Similarity NPC32758
0.7174 Intermediate Similarity NPC476705
0.7158 Intermediate Similarity NPC239895
0.7143 Intermediate Similarity NPC170775
0.7123 Intermediate Similarity NPC40148
0.7108 Intermediate Similarity NPC114236
0.7097 Intermediate Similarity NPC469692
0.7097 Intermediate Similarity NPC469645
0.7093 Intermediate Similarity NPC472948
0.7093 Intermediate Similarity NPC45495
0.7079 Intermediate Similarity NPC11804
0.7073 Intermediate Similarity NPC275098
0.7065 Intermediate Similarity NPC145666
0.7033 Intermediate Similarity NPC228415
0.7033 Intermediate Similarity NPC87189
0.7024 Intermediate Similarity NPC469646
0.7021 Intermediate Similarity NPC121825
0.7021 Intermediate Similarity NPC53685
0.7021 Intermediate Similarity NPC469819
0.7021 Intermediate Similarity NPC114162
0.7 Intermediate Similarity NPC45264
0.7 Intermediate Similarity NPC476043
0.7 Intermediate Similarity NPC473488
0.7 Intermediate Similarity NPC475661
0.6988 Remote Similarity NPC7382
0.6988 Remote Similarity NPC470299
0.6977 Remote Similarity NPC7232
0.6977 Remote Similarity NPC308038
0.6977 Remote Similarity NPC281138
0.6966 Remote Similarity NPC7927
0.6966 Remote Similarity NPC230527
0.6957 Remote Similarity NPC476388
0.6957 Remote Similarity NPC477215
0.6947 Remote Similarity NPC261341
0.6932 Remote Similarity NPC256750
0.6932 Remote Similarity NPC20262
0.6923 Remote Similarity NPC472007
0.6923 Remote Similarity NPC220930
0.6923 Remote Similarity NPC272039
0.6915 Remote Similarity NPC37816
0.6905 Remote Similarity NPC89374
0.6897 Remote Similarity NPC172013
0.6897 Remote Similarity NPC148685
0.6897 Remote Similarity NPC104120
0.6897 Remote Similarity NPC91332
0.6897 Remote Similarity NPC157895
0.6897 Remote Similarity NPC162741
0.6889 Remote Similarity NPC307126
0.6889 Remote Similarity NPC68303
0.6883 Remote Similarity NPC260573
0.6882 Remote Similarity NPC166554
0.6875 Remote Similarity NPC472733
0.6875 Remote Similarity NPC117133
0.6875 Remote Similarity NPC472734
0.6869 Remote Similarity NPC70369
0.6867 Remote Similarity NPC186042
0.686 Remote Similarity NPC178852
0.686 Remote Similarity NPC475994
0.6854 Remote Similarity NPC321385
0.6854 Remote Similarity NPC169941
0.6854 Remote Similarity NPC161045
0.6854 Remote Similarity NPC251475
0.6854 Remote Similarity NPC185256
0.6848 Remote Similarity NPC143025
0.6848 Remote Similarity NPC476706
0.6848 Remote Similarity NPC476708
0.6848 Remote Similarity NPC476707
0.6848 Remote Similarity NPC476796
0.6842 Remote Similarity NPC167219
0.6824 Remote Similarity NPC263582
0.6824 Remote Similarity NPC474197
0.6818 Remote Similarity NPC470298
0.6818 Remote Similarity NPC171665
0.6813 Remote Similarity NPC472009
0.6809 Remote Similarity NPC475441
0.6809 Remote Similarity NPC230623
0.6804 Remote Similarity NPC472732
0.6804 Remote Similarity NPC53844
0.6804 Remote Similarity NPC27105
0.6804 Remote Similarity NPC472731
0.68 Remote Similarity NPC110989
0.6796 Remote Similarity NPC47951
0.679 Remote Similarity NPC469679
0.6786 Remote Similarity NPC144995
0.6786 Remote Similarity NPC227814
0.6774 Remote Similarity NPC212664
0.6774 Remote Similarity NPC307092
0.6774 Remote Similarity NPC51358
0.6768 Remote Similarity NPC471401
0.6768 Remote Similarity NPC181645
0.6744 Remote Similarity NPC74995
0.6744 Remote Similarity NPC476007
0.6744 Remote Similarity NPC203403
0.6742 Remote Similarity NPC93590
0.6742 Remote Similarity NPC474291
0.6739 Remote Similarity NPC237540
0.6737 Remote Similarity NPC474736
0.6737 Remote Similarity NPC141447
0.6735 Remote Similarity NPC124512
0.6735 Remote Similarity NPC203388
0.6735 Remote Similarity NPC471331
0.6735 Remote Similarity NPC153776
0.6735 Remote Similarity NPC177680
0.6735 Remote Similarity NPC99657
0.6735 Remote Similarity NPC472687
0.6735 Remote Similarity NPC472729
0.6735 Remote Similarity NPC159763
0.6735 Remote Similarity NPC278386
0.6735 Remote Similarity NPC141191
0.6735 Remote Similarity NPC471330
0.6735 Remote Similarity NPC472730
0.6733 Remote Similarity NPC121099
0.6733 Remote Similarity NPC203659
0.6731 Remote Similarity NPC257240
0.6707 Remote Similarity NPC90115
0.6707 Remote Similarity NPC217570
0.6706 Remote Similarity NPC475771
0.6706 Remote Similarity NPC469669
0.6706 Remote Similarity NPC474885
0.6706 Remote Similarity NPC469678
0.6705 Remote Similarity NPC470946
0.6705 Remote Similarity NPC47653
0.6705 Remote Similarity NPC470945
0.6705 Remote Similarity NPC471514
0.6705 Remote Similarity NPC470947
0.6703 Remote Similarity NPC125290
0.6703 Remote Similarity NPC261380
0.6703 Remote Similarity NPC15807
0.6703 Remote Similarity NPC187529
0.6703 Remote Similarity NPC79573
0.6702 Remote Similarity NPC477147
0.6702 Remote Similarity NPC71533
0.6702 Remote Similarity NPC106510
0.6702 Remote Similarity NPC265856
0.6702 Remote Similarity NPC230332
0.6702 Remote Similarity NPC477149
0.6701 Remote Similarity NPC185553
0.6701 Remote Similarity NPC184065
0.67 Remote Similarity NPC225353
0.6667 Remote Similarity NPC477785
0.6667 Remote Similarity NPC472728
0.6667 Remote Similarity NPC477786
0.6667 Remote Similarity NPC477784
0.6667 Remote Similarity NPC315765
0.6667 Remote Similarity NPC110150
0.6667 Remote Similarity NPC307298
0.6667 Remote Similarity NPC476627
0.6667 Remote Similarity NPC26078
0.6667 Remote Similarity NPC477791
0.6667 Remote Similarity NPC192006
0.6667 Remote Similarity NPC321180
0.6667 Remote Similarity NPC298919
0.6667 Remote Similarity NPC218817
0.6667 Remote Similarity NPC472008
0.6667 Remote Similarity NPC473658
0.6667 Remote Similarity NPC11796
0.6667 Remote Similarity NPC62214
0.6667 Remote Similarity NPC478122
0.6667 Remote Similarity NPC472727
0.6667 Remote Similarity NPC310608
0.6667 Remote Similarity NPC62336
0.6667 Remote Similarity NPC106613
0.6667 Remote Similarity NPC66764
0.6667 Remote Similarity NPC269985
0.6634 Remote Similarity NPC159533
0.6634 Remote Similarity NPC472755
0.6633 Remote Similarity NPC20078
0.6633 Remote Similarity NPC473574
0.6633 Remote Similarity NPC169205
0.6632 Remote Similarity NPC144629
0.6632 Remote Similarity NPC472814
0.6632 Remote Similarity NPC111114
0.6632 Remote Similarity NPC261607
0.6632 Remote Similarity NPC177037
0.6632 Remote Similarity NPC2882
0.6632 Remote Similarity NPC116726
0.6632 Remote Similarity NPC300312
0.663 Remote Similarity NPC198761
0.663 Remote Similarity NPC469483
0.663 Remote Similarity NPC261721
0.6629 Remote Similarity NPC275766
0.6629 Remote Similarity NPC470241
0.6629 Remote Similarity NPC474980

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC258231 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
0.7326 Intermediate Similarity NPD4800 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4225 Approved
0.6731 Remote Similarity NPD6371 Approved
0.6702 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD5282 Discontinued
0.6667 Remote Similarity NPD6110 Phase 1
0.6598 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5363 Approved
0.6484 Remote Similarity NPD7154 Phase 3
0.6477 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4270 Approved
0.6374 Remote Similarity NPD4269 Approved
0.6344 Remote Similarity NPD1696 Phase 3
0.6304 Remote Similarity NPD5362 Discontinued
0.6277 Remote Similarity NPD5279 Phase 3
0.6277 Remote Similarity NPD5786 Approved
0.6277 Remote Similarity NPD3618 Phase 1
0.6237 Remote Similarity NPD3665 Phase 1
0.6237 Remote Similarity NPD3666 Approved
0.6237 Remote Similarity NPD3133 Approved
0.622 Remote Similarity NPD7341 Phase 2
0.6216 Remote Similarity NPD7115 Discovery
0.6196 Remote Similarity NPD5209 Approved
0.617 Remote Similarity NPD1694 Approved
0.6154 Remote Similarity NPD4252 Approved
0.6145 Remote Similarity NPD3704 Approved
0.6122 Remote Similarity NPD7983 Approved
0.6111 Remote Similarity NPD3617 Approved
0.6105 Remote Similarity NPD4623 Approved
0.6105 Remote Similarity NPD4519 Discontinued
0.6087 Remote Similarity NPD5369 Approved
0.6082 Remote Similarity NPD5328 Approved
0.6064 Remote Similarity NPD4786 Approved
0.6022 Remote Similarity NPD3667 Approved
0.602 Remote Similarity NPD46 Approved
0.602 Remote Similarity NPD6698 Approved
0.5981 Remote Similarity NPD7899 Clinical (unspecified phase)
0.596 Remote Similarity NPD7637 Suspended
0.596 Remote Similarity NPD6079 Approved
0.5957 Remote Similarity NPD5332 Approved
0.5957 Remote Similarity NPD5331 Approved
0.5938 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5370 Suspended
0.5918 Remote Similarity NPD4753 Phase 2
0.5914 Remote Similarity NPD4790 Discontinued
0.59 Remote Similarity NPD4202 Approved
0.5889 Remote Similarity NPD6933 Approved
0.5882 Remote Similarity NPD4697 Phase 3
0.5876 Remote Similarity NPD7524 Approved
0.5865 Remote Similarity NPD7640 Approved
0.5865 Remote Similarity NPD7639 Approved
0.5859 Remote Similarity NPD7838 Discovery
0.5851 Remote Similarity NPD4223 Phase 3
0.5851 Remote Similarity NPD4221 Approved
0.5833 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5818 Remote Similarity NPD4634 Approved
0.5806 Remote Similarity NPD4695 Discontinued
0.5806 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4822 Approved
0.5806 Remote Similarity NPD4820 Approved
0.5806 Remote Similarity NPD4819 Approved
0.5806 Remote Similarity NPD4821 Approved
0.58 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4788 Approved
0.5784 Remote Similarity NPD4629 Approved
0.5784 Remote Similarity NPD5210 Approved
0.578 Remote Similarity NPD6686 Approved
0.5773 Remote Similarity NPD4249 Approved
0.5769 Remote Similarity NPD7638 Approved
0.5765 Remote Similarity NPD7331 Phase 2
0.5761 Remote Similarity NPD4271 Approved
0.5761 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5761 Remote Similarity NPD4268 Approved
0.5755 Remote Similarity NPD5211 Phase 2
0.5755 Remote Similarity NPD7632 Discontinued
0.5743 Remote Similarity NPD6399 Phase 3
0.5743 Remote Similarity NPD5779 Approved
0.5743 Remote Similarity NPD5778 Approved
0.5729 Remote Similarity NPD4197 Approved
0.5728 Remote Similarity NPD5221 Approved
0.5728 Remote Similarity NPD5222 Approved
0.5728 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5727 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4251 Approved
0.5714 Remote Similarity NPD4250 Approved
0.5699 Remote Similarity NPD6929 Approved
0.5696 Remote Similarity NPD342 Phase 1
0.5688 Remote Similarity NPD6412 Phase 2
0.5684 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5173 Approved
0.5673 Remote Similarity NPD4755 Approved
0.5673 Remote Similarity NPD6084 Phase 2
0.5673 Remote Similarity NPD6083 Phase 2
0.567 Remote Similarity NPD5329 Approved
0.5667 Remote Similarity NPD6924 Approved
0.5667 Remote Similarity NPD6926 Approved
0.5663 Remote Similarity NPD368 Approved
0.5652 Remote Similarity NPD4756 Discovery
0.5648 Remote Similarity NPD5141 Approved
0.5644 Remote Similarity NPD6411 Approved
0.5644 Remote Similarity NPD7515 Phase 2
0.5641 Remote Similarity NPD6319 Approved
0.5638 Remote Similarity NPD6930 Phase 2
0.5638 Remote Similarity NPD6931 Approved
0.5638 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5638 Remote Similarity NPD7332 Phase 2
0.5631 Remote Similarity NPD5695 Phase 3
0.5625 Remote Similarity NPD6695 Phase 3
0.5619 Remote Similarity NPD5696 Approved
0.5619 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5612 Remote Similarity NPD5330 Approved
0.5612 Remote Similarity NPD7521 Approved
0.5612 Remote Similarity NPD4694 Approved
0.5612 Remote Similarity NPD4693 Phase 3
0.5612 Remote Similarity NPD7334 Approved
0.5612 Remote Similarity NPD4690 Approved
0.5612 Remote Similarity NPD5280 Approved
0.5612 Remote Similarity NPD7146 Approved
0.5612 Remote Similarity NPD4689 Approved
0.5612 Remote Similarity NPD5205 Approved
0.5612 Remote Similarity NPD5690 Phase 2
0.5612 Remote Similarity NPD6684 Approved
0.5612 Remote Similarity NPD6409 Approved
0.5612 Remote Similarity NPD4688 Approved
0.5612 Remote Similarity NPD4138 Approved

Structure

External Identifiers

PubChem CID   73346125
ChEMBL   CHEMBL2417570
ZINC  

Physicochemical Properties

Molecular Weight:  226.16
ALogP:  -0.5251
MLogP:  2.56
XLogP:  2.161
# Rotatable Bonds:  10
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  16

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Similar NPs/Drugs