Natural Product: NPC44733

Natural Product ID:  NPC44733
Common Name:   (6R,6As,8R,10S,10Ar)-2-Hydroxy-6,6A,8,10-Tetramethyl-6,7,8,9,10,10A-Hexahydroisochromeno[4,3-C]Pyridin-1-One
IUPAC Name:   (6R,6aS,8R,10S,10aR)-2-hydroxy-6,6a,8,10-tetramethyl-6,7,8,9,10,10a-hexahydroisochromeno[4,3-c]pyridin-1-one
Synonyms:   PF-1140
Molecular Formula:   C16H23NO3
Standard InCHIKey:  YXWXVUSGNDTEJY-LRXDAGSUSA-N
Standard InCHI:  InChI=1S/C16H23NO3/c1-9-7-10(2)14-13-12(5-6-17(19)15(13)18)20-11(3)16(14,4)8-9/h5-6,9-11,14,19H,7-8H2,1-4H3/t9-,10+,11-,14+,16-/m1/s1
Canonical SMILES:  C[C@@H]1C[C@H](C)[C@@H]2[C@@](C1)(C)[C@@H](C)Oc1c2c(=O)n(cc1)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
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota New Zealand PMID[19323568]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 1.8 ug/ml 18936192
NPT20 Organism Candida albicans Candida albicans IZ = 11 mm 18936192
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 8 mm 10.6019/CHEMBL1201861

  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 NPC44733 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
0.8077 Intermediate Similarity NPC247316
0.7714 Intermediate Similarity NPC473056
0.696 Remote Similarity NPC477143
0.696 Remote Similarity NPC477140
0.675 Remote Similarity NPC470072
0.6724 Remote Similarity NPC316730
0.6695 Remote Similarity NPC318544
0.6692 Remote Similarity NPC81092
0.6692 Remote Similarity NPC103605
0.6639 Remote Similarity NPC470073
0.6639 Remote Similarity NPC63511
0.6525 Remote Similarity NPC77703
0.646 Remote Similarity NPC213636
0.646 Remote Similarity NPC253177
0.646 Remote Similarity NPC280592
0.6441 Remote Similarity NPC477964
0.6423 Remote Similarity NPC218602
0.6404 Remote Similarity NPC296114
0.6404 Remote Similarity NPC471329
0.6364 Remote Similarity NPC133420
0.6341 Remote Similarity NPC220730
0.6328 Remote Similarity NPC476190
0.632 Remote Similarity NPC21713
0.632 Remote Similarity NPC475608
0.6316 Remote Similarity NPC212679
0.6316 Remote Similarity NPC220454
0.6316 Remote Similarity NPC469595
0.6299 Remote Similarity NPC145501
0.6283 Remote Similarity NPC478259
0.6283 Remote Similarity NPC478260
0.6283 Remote Similarity NPC478261
0.6283 Remote Similarity NPC472302
0.6271 Remote Similarity NPC472167
0.625 Remote Similarity NPC472637
0.625 Remote Similarity NPC168319
0.625 Remote Similarity NPC194028
0.625 Remote Similarity NPC220478
0.624 Remote Similarity NPC476290
0.6228 Remote Similarity NPC284561
0.621 Remote Similarity NPC476276
0.6179 Remote Similarity NPC266570
0.6179 Remote Similarity NPC478208
0.6179 Remote Similarity NPC478052
0.6174 Remote Similarity NPC469372
0.6142 Remote Similarity NPC476269
0.614 Remote Similarity NPC143025
0.614 Remote Similarity NPC24816
0.6134 Remote Similarity NPC241426
0.6121 Remote Similarity NPC303697
0.6106 Remote Similarity NPC472136
0.6102 Remote Similarity NPC295347
0.6087 Remote Similarity NPC210216
0.608 Remote Similarity NPC470535
0.6077 Remote Similarity NPC475642
0.6053 Remote Similarity NPC125925
0.605 Remote Similarity NPC112654
0.6048 Remote Similarity NPC189863
0.6048 Remote Similarity NPC476328
0.6048 Remote Similarity NPC469607
0.6032 Remote Similarity NPC470536
0.6032 Remote Similarity NPC478210
0.6032 Remote Similarity NPC137911
0.6032 Remote Similarity NPC228477
0.6031 Remote Similarity NPC474006
0.6018 Remote Similarity NPC476426
0.6018 Remote Similarity NPC470048
0.6018 Remote Similarity NPC2640
0.6017 Remote Similarity NPC477130
0.6017 Remote Similarity NPC477129
0.6017 Remote Similarity NPC38830
0.6017 Remote Similarity NPC473162
0.6 Remote Similarity NPC208094
0.6 Remote Similarity NPC478233
0.6 Remote Similarity NPC38530
0.6 Remote Similarity NPC321197
0.6 Remote Similarity NPC472166
0.6 Remote Similarity NPC84335
0.5985 Remote Similarity NPC241050
0.5984 Remote Similarity NPC474348
0.5984 Remote Similarity NPC474912
0.5984 Remote Similarity NPC16270
0.5984 Remote Similarity NPC474899
0.5984 Remote Similarity NPC478209
0.5984 Remote Similarity NPC310981
0.5984 Remote Similarity NPC478211
0.5983 Remote Similarity NPC472975
0.5983 Remote Similarity NPC190442
0.5983 Remote Similarity NPC314500
0.5969 Remote Similarity NPC73050
0.5968 Remote Similarity NPC474898
0.5966 Remote Similarity NPC33473
0.5963 Remote Similarity NPC189485
0.595 Remote Similarity NPC98868
0.5948 Remote Similarity NPC474844
0.5948 Remote Similarity NPC173042
0.5946 Remote Similarity NPC474955
0.5946 Remote Similarity NPC121984
0.5938 Remote Similarity NPC97939
0.5938 Remote Similarity NPC100329
0.5938 Remote Similarity NPC247031
0.5938 Remote Similarity NPC132790
0.5938 Remote Similarity NPC143173
0.5935 Remote Similarity NPC273005
0.5935 Remote Similarity NPC469606
0.5935 Remote Similarity NPC31058
0.5935 Remote Similarity NPC235369
0.5932 Remote Similarity NPC229976
0.5932 Remote Similarity NPC93027
0.592 Remote Similarity NPC154601
0.592 Remote Similarity NPC233256
0.592 Remote Similarity NPC271269
0.592 Remote Similarity NPC195841
0.592 Remote Similarity NPC476926
0.5913 Remote Similarity NPC471728
0.5913 Remote Similarity NPC477228
0.5913 Remote Similarity NPC75315
0.5913 Remote Similarity NPC38885
0.5913 Remote Similarity NPC136548
0.5913 Remote Similarity NPC163016
0.5909 Remote Similarity NPC474113
0.5902 Remote Similarity NPC54705
0.5902 Remote Similarity NPC471727
0.5902 Remote Similarity NPC117685
0.5897 Remote Similarity NPC152467
0.5897 Remote Similarity NPC113393
0.5897 Remote Similarity NPC223093
0.5897 Remote Similarity NPC8062
0.5896 Remote Similarity NPC475383
0.5896 Remote Similarity NPC156379
0.5893 Remote Similarity NPC268122
0.5893 Remote Similarity NPC470813
0.5887 Remote Similarity NPC68001
0.5887 Remote Similarity NPC474827
0.5887 Remote Similarity NPC199831
0.5887 Remote Similarity NPC474828
0.5882 Remote Similarity NPC56525
0.5882 Remote Similarity NPC473172
0.5877 Remote Similarity NPC133652
0.5877 Remote Similarity NPC189311
0.5877 Remote Similarity NPC478245
0.5873 Remote Similarity NPC176773
0.587 Remote Similarity NPC472165
0.5868 Remote Similarity NPC2049
0.5868 Remote Similarity NPC476344
0.5868 Remote Similarity NPC202705
0.5868 Remote Similarity NPC110937
0.5868 Remote Similarity NPC472162
0.5865 Remote Similarity NPC35037
0.5862 Remote Similarity NPC307298
0.5862 Remote Similarity NPC215831
0.5862 Remote Similarity NPC318578
0.5862 Remote Similarity NPC226863
0.5859 Remote Similarity NPC328052
0.5854 Remote Similarity NPC244456
0.5854 Remote Similarity NPC469657
0.5847 Remote Similarity NPC19114
0.5847 Remote Similarity NPC218301
0.5846 Remote Similarity NPC475966
0.5846 Remote Similarity NPC478212
0.5841 Remote Similarity NPC470046
0.5841 Remote Similarity NPC118423
0.5841 Remote Similarity NPC193198
0.5841 Remote Similarity NPC470047
0.5841 Remote Similarity NPC288281
0.584 Remote Similarity NPC476001
0.584 Remote Similarity NPC470297
0.584 Remote Similarity NPC119329
0.5833 Remote Similarity NPC316215
0.5833 Remote Similarity NPC171395
0.5833 Remote Similarity NPC150041
0.5833 Remote Similarity NPC209355
0.5827 Remote Similarity NPC476920
0.5827 Remote Similarity NPC220155
0.5827 Remote Similarity NPC476918
0.5826 Remote Similarity NPC470050
0.5826 Remote Similarity NPC470051
0.582 Remote Similarity NPC108368
0.582 Remote Similarity NPC471582
0.582 Remote Similarity NPC57079
0.582 Remote Similarity NPC176845
0.5818 Remote Similarity NPC4827
0.5812 Remote Similarity NPC280833
0.5812 Remote Similarity NPC5509
0.5812 Remote Similarity NPC50070
0.5812 Remote Similarity NPC73995
0.5806 Remote Similarity NPC473163
0.5806 Remote Similarity NPC32577
0.5806 Remote Similarity NPC114540
0.5806 Remote Similarity NPC469598
0.5806 Remote Similarity NPC155332
0.5804 Remote Similarity NPC6663
0.5804 Remote Similarity NPC474085
0.5804 Remote Similarity NPC225515
0.5798 Remote Similarity NPC271652
0.5798 Remote Similarity NPC115021
0.5798 Remote Similarity NPC79117
0.5797 Remote Similarity NPC317654
0.5797 Remote Similarity NPC96010
0.5794 Remote Similarity NPC32006
0.5794 Remote Similarity NPC34768

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC44733 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
0.6204 Remote Similarity NPD7260 Phase 2
0.6186 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6179 Remote Similarity NPD7333 Discontinued
0.6043 Remote Similarity NPD6845 Suspended
0.5752 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5739 Remote Similarity NPD1694 Approved
0.5714 Remote Similarity NPD6079 Approved
0.5704 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5701 Remote Similarity NPD816 Approved
0.5701 Remote Similarity NPD815 Approved
0.569 Remote Similarity NPD5330 Approved
0.569 Remote Similarity NPD7334 Approved
0.569 Remote Similarity NPD5279 Phase 3
0.569 Remote Similarity NPD7521 Approved
0.569 Remote Similarity NPD6684 Approved
0.569 Remote Similarity NPD6409 Approved
0.569 Remote Similarity NPD7146 Approved
0.5678 Remote Similarity NPD5328 Approved
0.5662 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5652 Remote Similarity NPD3133 Approved
0.5652 Remote Similarity NPD3665 Phase 1
0.5652 Remote Similarity NPD3666 Approved
0.5641 Remote Similarity NPD3573 Approved

Structure

External Identifiers

PubChem CID   11185008
ChEMBL   CHEMBL550026
ZINC  

Physicochemical Properties

Molecular Weight:  277.17
ALogP:  -0.555
MLogP:  2.78
XLogP:  3.641
# Rotatable Bonds:  5
Polar Surface Area:  49.77
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  20

Download Data

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Structure MOL file  
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Similar NPs/Drugs