Natural Product: NPC475062

Natural Product ID:  NPC475062
Common Name:   Isoboonein
IUPAC Name:   (4aR,6S,7R,7aR)-6-hydroxy-7-methyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
Synonyms:   Isoboonein
Molecular Formula:   C9H14O3
Standard InCHIKey:  DPDXVBIWZBJGSX-NGJRWZKOSA-N
Standard InCHI:  InChI=1S/C9H14O3/c1-5-7-4-12-9(11)3-6(7)2-8(5)10/h5-8,10H,2-4H2,1H3/t5-,6-,7+,8+/m1/s1
Canonical SMILES:  O=C1OC[C@@H]2[C@@H](C1)C[C@@H]([C@@H]2C)O
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
NPO13392 Caiophora coronata Species Loasaceae Eukaryota PMID[14695811]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT19 Organism Escherichia coli Escherichia coli MIC > 128 ug/ml 19738007
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml 19738016
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 128 ug/ml 19738016
NPT1531 Organism Enterococcus faecium Enterococcus faecium MIC > 128 ug/ml 19738016
NPT19 Organism Escherichia coli Escherichia coli MIC > 128 ug/ml 19738016
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml 19596870

  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 NPC475062 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
0.9104 High Similarity NPC98711
0.9014 High Similarity NPC214030
0.9014 High Similarity NPC83108
0.875 High Similarity NPC70996
0.8333 Intermediate Similarity NPC477867
0.8082 Intermediate Similarity NPC215030
0.8 Intermediate Similarity NPC470657
0.7901 Intermediate Similarity NPC31349
0.7639 Intermediate Similarity NPC319007
0.7625 Intermediate Similarity NPC157328
0.7619 Intermediate Similarity NPC77756
0.7619 Intermediate Similarity NPC246173
0.7531 Intermediate Similarity NPC291310
0.7407 Intermediate Similarity NPC111409
0.7326 Intermediate Similarity NPC52756
0.7326 Intermediate Similarity NPC474065
0.7308 Intermediate Similarity NPC474003
0.7294 Intermediate Similarity NPC200580
0.7284 Intermediate Similarity NPC212340
0.7273 Intermediate Similarity NPC179922
0.7273 Intermediate Similarity NPC155441
0.7262 Intermediate Similarity NPC239938
0.726 Intermediate Similarity NPC286842
0.725 Intermediate Similarity NPC258965
0.725 Intermediate Similarity NPC156658
0.7241 Intermediate Similarity NPC476189
0.7229 Intermediate Similarity NPC473350
0.7215 Intermediate Similarity NPC470014
0.7183 Intermediate Similarity NPC235788
0.7176 Intermediate Similarity NPC470009
0.7176 Intermediate Similarity NPC203170
0.716 Intermediate Similarity NPC126248
0.7159 Intermediate Similarity NPC470423
0.7159 Intermediate Similarity NPC470424
0.7143 Intermediate Similarity NPC472272
0.7111 Intermediate Similarity NPC471241
0.7089 Intermediate Similarity NPC474404
0.7067 Intermediate Similarity NPC28526
0.7051 Intermediate Similarity NPC68565
0.7051 Intermediate Similarity NPC35871
0.7045 Intermediate Similarity NPC161035
0.7037 Intermediate Similarity NPC477851
0.7033 Intermediate Similarity NPC253995
0.6988 Remote Similarity NPC15091
0.6988 Remote Similarity NPC128246
0.6986 Remote Similarity NPC157518
0.6962 Remote Similarity NPC474020
0.6951 Remote Similarity NPC191711
0.6914 Remote Similarity NPC472310
0.6914 Remote Similarity NPC201276
0.6914 Remote Similarity NPC80891
0.6905 Remote Similarity NPC473336
0.6905 Remote Similarity NPC471044
0.6897 Remote Similarity NPC215556
0.6889 Remote Similarity NPC215570
0.6889 Remote Similarity NPC305808
0.6889 Remote Similarity NPC37408
0.6883 Remote Similarity NPC96322
0.6882 Remote Similarity NPC3488
0.6882 Remote Similarity NPC259654
0.6882 Remote Similarity NPC287539
0.6882 Remote Similarity NPC298266
0.6875 Remote Similarity NPC169389
0.6867 Remote Similarity NPC242771
0.6867 Remote Similarity NPC311642
0.6867 Remote Similarity NPC100366
0.6867 Remote Similarity NPC164289
0.6835 Remote Similarity NPC132064
0.6835 Remote Similarity NPC471491
0.6829 Remote Similarity NPC51507
0.6824 Remote Similarity NPC204105
0.6824 Remote Similarity NPC284534
0.6824 Remote Similarity NPC300082
0.6824 Remote Similarity NPC476715
0.6818 Remote Similarity NPC216284
0.6813 Remote Similarity NPC193785
0.6809 Remote Similarity NPC177013
0.6809 Remote Similarity NPC35185
0.6809 Remote Similarity NPC470172
0.6809 Remote Similarity NPC474730
0.6809 Remote Similarity NPC4899
0.6806 Remote Similarity NPC469923
0.6795 Remote Similarity NPC51249
0.6795 Remote Similarity NPC470660
0.6795 Remote Similarity NPC473699
0.6795 Remote Similarity NPC475232
0.6795 Remote Similarity NPC474100
0.6795 Remote Similarity NPC473775
0.6795 Remote Similarity NPC470659
0.6795 Remote Similarity NPC475260
0.679 Remote Similarity NPC185465
0.679 Remote Similarity NPC171426
0.679 Remote Similarity NPC80089
0.679 Remote Similarity NPC34046
0.679 Remote Similarity NPC199965
0.679 Remote Similarity NPC471045
0.679 Remote Similarity NPC224802
0.679 Remote Similarity NPC475616
0.679 Remote Similarity NPC324700
0.679 Remote Similarity NPC476732
0.6786 Remote Similarity NPC472847
0.6786 Remote Similarity NPC474266
0.6786 Remote Similarity NPC259173
0.6782 Remote Similarity NPC191221
0.6782 Remote Similarity NPC178875
0.6782 Remote Similarity NPC79549
0.6765 Remote Similarity NPC319589
0.6761 Remote Similarity NPC469924
0.6761 Remote Similarity NPC475821
0.6753 Remote Similarity NPC477929
0.6747 Remote Similarity NPC254123
0.6747 Remote Similarity NPC475743
0.6744 Remote Similarity NPC56593
0.6739 Remote Similarity NPC261372
0.6739 Remote Similarity NPC263674
0.6739 Remote Similarity NPC472273
0.6739 Remote Similarity NPC58267
0.6737 Remote Similarity NPC473406
0.6737 Remote Similarity NPC37240
0.6737 Remote Similarity NPC471253
0.6714 Remote Similarity NPC119425
0.6712 Remote Similarity NPC474552
0.6711 Remote Similarity NPC82315
0.6709 Remote Similarity NPC167702
0.6709 Remote Similarity NPC280026
0.6707 Remote Similarity NPC320144
0.6707 Remote Similarity NPC476176
0.6706 Remote Similarity NPC194859
0.6706 Remote Similarity NPC477434
0.6706 Remote Similarity NPC224386
0.6705 Remote Similarity NPC155935
0.6703 Remote Similarity NPC62407
0.6703 Remote Similarity NPC163228
0.6703 Remote Similarity NPC470191
0.6703 Remote Similarity NPC287354
0.6702 Remote Similarity NPC39683
0.6667 Remote Similarity NPC477935
0.6667 Remote Similarity NPC289486
0.6667 Remote Similarity NPC61107
0.6667 Remote Similarity NPC121121
0.6667 Remote Similarity NPC314364
0.6667 Remote Similarity NPC311102
0.6667 Remote Similarity NPC66145
0.6667 Remote Similarity NPC88469
0.6667 Remote Similarity NPC200237
0.6667 Remote Similarity NPC469940
0.6667 Remote Similarity NPC473899
0.6667 Remote Similarity NPC180199
0.6667 Remote Similarity NPC477919
0.6667 Remote Similarity NPC24556
0.6667 Remote Similarity NPC211087
0.6667 Remote Similarity NPC143250
0.6667 Remote Similarity NPC207010
0.6667 Remote Similarity NPC148740
0.6667 Remote Similarity NPC270270
0.6667 Remote Similarity NPC118601
0.6667 Remote Similarity NPC317913
0.6667 Remote Similarity NPC472237
0.6667 Remote Similarity NPC475849
0.6667 Remote Similarity NPC472238
0.6667 Remote Similarity NPC470243
0.6667 Remote Similarity NPC102156
0.6632 Remote Similarity NPC244969
0.6632 Remote Similarity NPC213528
0.663 Remote Similarity NPC116683
0.663 Remote Similarity NPC91771
0.663 Remote Similarity NPC476728
0.663 Remote Similarity NPC142529
0.663 Remote Similarity NPC126156
0.663 Remote Similarity NPC42042
0.6629 Remote Similarity NPC54065
0.6629 Remote Similarity NPC35809
0.6629 Remote Similarity NPC297474
0.6628 Remote Similarity NPC477205
0.6627 Remote Similarity NPC125366
0.6627 Remote Similarity NPC472853
0.6627 Remote Similarity NPC1882
0.6627 Remote Similarity NPC474714
0.6625 Remote Similarity NPC472311
0.6625 Remote Similarity NPC159789
0.6625 Remote Similarity NPC217725
0.6625 Remote Similarity NPC212733
0.6623 Remote Similarity NPC252032
0.6623 Remote Similarity NPC469941
0.6623 Remote Similarity NPC319671
0.6623 Remote Similarity NPC324607
0.6623 Remote Similarity NPC321732
0.6623 Remote Similarity NPC476734
0.6622 Remote Similarity NPC314103
0.6598 Remote Similarity NPC170432
0.6598 Remote Similarity NPC127235
0.6596 Remote Similarity NPC471381
0.6596 Remote Similarity NPC218383
0.6593 Remote Similarity NPC90453
0.6591 Remote Similarity NPC226491
0.6591 Remote Similarity NPC217983
0.6591 Remote Similarity NPC207114
0.6591 Remote Similarity NPC236459
0.6591 Remote Similarity NPC477614
0.6588 Remote Similarity NPC29342

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475062 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
0.7761 Intermediate Similarity NPD3198 Approved
0.75 Intermediate Similarity NPD3702 Approved
0.7436 Intermediate Similarity NPD4238 Approved
0.7436 Intermediate Similarity NPD4802 Phase 2
0.6867 Remote Similarity NPD6435 Approved
0.679 Remote Similarity NPD6697 Approved
0.679 Remote Similarity NPD6114 Approved
0.679 Remote Similarity NPD6118 Approved
0.679 Remote Similarity NPD6115 Approved
0.6709 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD6116 Phase 1
0.6627 Remote Similarity NPD5368 Approved
0.6625 Remote Similarity NPD3703 Phase 2
0.6623 Remote Similarity NPD3698 Phase 2
0.6622 Remote Similarity NPD7909 Approved
0.6543 Remote Similarity NPD6117 Approved
0.6538 Remote Similarity NPD4245 Approved
0.6538 Remote Similarity NPD4244 Approved
0.6533 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6526 Remote Similarity NPD1700 Approved
0.6327 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6327 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6327 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6308 Remote Similarity NPD634 Phase 3
0.6286 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6286 Remote Similarity NPD615 Clinical (unspecified phase)
0.625 Remote Similarity NPD4808 Clinical (unspecified phase)
0.625 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6235 Remote Similarity NPD6928 Phase 2
0.6234 Remote Similarity NPD4224 Phase 2
0.6207 Remote Similarity NPD5362 Discontinued
0.6203 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6203 Remote Similarity NPD3700 Clinical (unspecified phase)
0.618 Remote Similarity NPD5786 Approved
0.618 Remote Similarity NPD4249 Approved
0.6163 Remote Similarity NPD5369 Approved
0.6125 Remote Similarity NPD4789 Approved
0.6111 Remote Similarity NPD4251 Approved
0.6111 Remote Similarity NPD4250 Approved
0.6058 Remote Similarity NPD6053 Discontinued
0.6049 Remote Similarity NPD6081 Approved
0.6047 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5977 Remote Similarity NPD1780 Approved
0.5977 Remote Similarity NPD1779 Approved
0.5941 Remote Similarity NPD6402 Approved
0.5941 Remote Similarity NPD6675 Approved
0.5941 Remote Similarity NPD5739 Approved
0.5941 Remote Similarity NPD7128 Approved
0.5909 Remote Similarity NPD4270 Approved
0.5909 Remote Similarity NPD4269 Approved
0.5909 Remote Similarity NPD7345 Approved
0.5897 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5889 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5889 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5701 Approved
0.5882 Remote Similarity NPD5697 Approved
0.5875 Remote Similarity NPD229 Approved
0.5862 Remote Similarity NPD4820 Approved
0.5862 Remote Similarity NPD4821 Approved
0.5862 Remote Similarity NPD4819 Approved
0.5862 Remote Similarity NPD4822 Approved
0.5851 Remote Similarity NPD8034 Phase 2
0.5851 Remote Similarity NPD8035 Phase 2
0.5849 Remote Similarity NPD4632 Approved
0.5833 Remote Similarity NPD3730 Approved
0.5833 Remote Similarity NPD3728 Approved
0.5825 Remote Similarity NPD6011 Approved
0.5825 Remote Similarity NPD6899 Approved
0.5825 Remote Similarity NPD7320 Approved
0.5825 Remote Similarity NPD6881 Approved
0.5823 Remote Similarity NPD375 Phase 2
0.5814 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5814 Remote Similarity NPD4271 Approved
0.5814 Remote Similarity NPD4268 Approved
0.5811 Remote Similarity NPD8959 Approved
0.5806 Remote Similarity NPD6101 Approved
0.5806 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5806 Remote Similarity NPD1695 Approved
0.5789 Remote Similarity NPD5779 Approved
0.5789 Remote Similarity NPD6399 Phase 3
0.5789 Remote Similarity NPD5778 Approved
0.5784 Remote Similarity NPD6008 Approved
0.5775 Remote Similarity NPD3186 Phase 1
0.5769 Remote Similarity NPD6012 Approved
0.5769 Remote Similarity NPD6373 Approved
0.5769 Remote Similarity NPD371 Approved
0.5769 Remote Similarity NPD6014 Approved
0.5769 Remote Similarity NPD6013 Approved
0.5769 Remote Similarity NPD6372 Approved
0.5745 Remote Similarity NPD46 Approved
0.5745 Remote Similarity NPD6698 Approved
0.5728 Remote Similarity NPD6412 Phase 2
0.5714 Remote Similarity NPD6083 Phase 2
0.5714 Remote Similarity NPD7290 Approved
0.5714 Remote Similarity NPD5363 Approved
0.5714 Remote Similarity NPD6084 Phase 2
0.5714 Remote Similarity NPD7102 Approved
0.5714 Remote Similarity NPD6883 Approved
0.5688 Remote Similarity NPD6009 Approved
0.5684 Remote Similarity NPD7983 Approved
0.5684 Remote Similarity NPD6411 Approved
0.5682 Remote Similarity NPD4252 Approved
0.5679 Remote Similarity NPD5360 Phase 3
0.5679 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5676 Remote Similarity NPD73 Approved
0.5676 Remote Similarity NPD6319 Approved
0.5672 Remote Similarity NPD2699 Approved
0.567 Remote Similarity NPD5695 Phase 3
0.5667 Remote Similarity NPD5331 Approved
0.5667 Remote Similarity NPD4788 Approved
0.5667 Remote Similarity NPD7154 Phase 3
0.5667 Remote Similarity NPD5332 Approved
0.5667 Remote Similarity NPD3669 Approved
0.5667 Remote Similarity NPD3670 Clinical (unspecified phase)
0.566 Remote Similarity NPD6401 Clinical (unspecified phase)
0.566 Remote Similarity NPD6650 Approved
0.566 Remote Similarity NPD6869 Approved
0.566 Remote Similarity NPD6649 Approved
0.566 Remote Similarity NPD6617 Approved
0.566 Remote Similarity NPD6847 Approved
0.566 Remote Similarity NPD8130 Phase 1
0.5657 Remote Similarity NPD7638 Approved
0.5652 Remote Similarity NPD6409 Approved
0.5652 Remote Similarity NPD7146 Approved
0.5652 Remote Similarity NPD6684 Approved
0.5652 Remote Similarity NPD2266 Phase 2
0.5652 Remote Similarity NPD5330 Approved
0.5652 Remote Similarity NPD7521 Approved
0.5652 Remote Similarity NPD7334 Approved
0.5644 Remote Similarity NPD8139 Approved
0.5644 Remote Similarity NPD8083 Approved
0.5644 Remote Similarity NPD8086 Approved
0.5644 Remote Similarity NPD8082 Approved
0.5644 Remote Similarity NPD8085 Approved
0.5644 Remote Similarity NPD8084 Approved
0.5644 Remote Similarity NPD8138 Approved
0.5632 Remote Similarity NPD3671 Phase 1
0.5625 Remote Similarity NPD5983 Phase 2
0.5618 Remote Similarity NPD4790 Discontinued
0.5607 Remote Similarity NPD8297 Approved
0.5607 Remote Similarity NPD6882 Approved
0.5604 Remote Similarity NPD3133 Approved
0.5604 Remote Similarity NPD3666 Approved
0.5604 Remote Similarity NPD3665 Phase 1
0.56 Remote Similarity NPD7640 Approved
0.56 Remote Similarity NPD7639 Approved

Structure

External Identifiers

PubChem CID   44566204
ChEMBL   CHEMBL495275
ZINC  

Physicochemical Properties

Molecular Weight:  170.09
ALogP:  -0.7786
MLogP:  2.12
XLogP:  0.456
# Rotatable Bonds:  2
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  12

Download Data

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