Natural Product: NPC307126

Natural Product ID:  NPC307126
Common Name:   Trichodermaketone A
IUPAC Name:   (2S,3R,3aR,5R,8bR)-2-hexyl-3,5-dihydroxy-3,3a,5,6,7,8b-hexahydro-2H-furo[3,2-b][1]benzofuran-8-one
Synonyms:  
Molecular Formula:   C16H24O5
Standard InCHIKey:  NZILGJJOROLVAH-VUBORPHZSA-N
Standard InCHI:  InChI=1S/C16H24O5/c1-2-3-4-5-6-11-13(19)16-15(20-11)12-9(17)7-8-10(18)14(12)21-16/h10-11,13,15-16,18-19H,2-8H2,1H3/t10-,11+,13-,15-,16-/m1/s1
Canonical SMILES:  CCCCCC[C@@H]1O[C@H]2[C@@H]([C@@H]1O)OC1=C2C(=O)CC[C@H]1O
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
NPO5589 Trichoderma koningii Species Hypocreaceae Eukaryota PMID[20384316]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT20 Organism Candida albicans Candida albicans MIC > 125 ug/ml 16643064
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 100 ug/ml 22633833

  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 NPC307126 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
1.0 High Similarity NPC68303
0.9024 High Similarity NPC185256
0.8434 Intermediate Similarity NPC91332
0.8434 Intermediate Similarity NPC162741
0.8214 Intermediate Similarity NPC47653
0.7912 Intermediate Similarity NPC166554
0.7895 Intermediate Similarity NPC35717
0.7708 Intermediate Similarity NPC306908
0.7692 Intermediate Similarity NPC472008
0.7667 Intermediate Similarity NPC112685
0.766 Intermediate Similarity NPC477241
0.7634 Intermediate Similarity NPC114345
0.7634 Intermediate Similarity NPC327760
0.7634 Intermediate Similarity NPC6099
0.7634 Intermediate Similarity NPC303230
0.7609 Intermediate Similarity NPC280612
0.7609 Intermediate Similarity NPC14901
0.7609 Intermediate Similarity NPC130359
0.7604 Intermediate Similarity NPC239895
0.759 Intermediate Similarity NPC144419
0.7582 Intermediate Similarity NPC472007
0.7553 Intermediate Similarity NPC11456
0.7527 Intermediate Similarity NPC265856
0.7473 Intermediate Similarity NPC477010
0.7473 Intermediate Similarity NPC308412
0.7473 Intermediate Similarity NPC210218
0.7473 Intermediate Similarity NPC204686
0.7473 Intermediate Similarity NPC473687
0.7473 Intermediate Similarity NPC472009
0.7473 Intermediate Similarity NPC134885
0.7473 Intermediate Similarity NPC134807
0.7473 Intermediate Similarity NPC219498
0.7419 Intermediate Similarity NPC477011
0.7419 Intermediate Similarity NPC477017
0.7419 Intermediate Similarity NPC477016
0.7391 Intermediate Similarity NPC178215
0.7379 Intermediate Similarity NPC101018
0.7374 Intermediate Similarity NPC133907
0.7374 Intermediate Similarity NPC128733
0.7374 Intermediate Similarity NPC46998
0.7374 Intermediate Similarity NPC110443
0.7374 Intermediate Similarity NPC185141
0.7368 Intermediate Similarity NPC288240
0.7368 Intermediate Similarity NPC469692
0.7368 Intermediate Similarity NPC273579
0.7368 Intermediate Similarity NPC469645
0.7368 Intermediate Similarity NPC295204
0.7368 Intermediate Similarity NPC162205
0.7363 Intermediate Similarity NPC286338
0.7363 Intermediate Similarity NPC231009
0.7363 Intermediate Similarity NPC110710
0.7363 Intermediate Similarity NPC66346
0.7363 Intermediate Similarity NPC1083
0.7363 Intermediate Similarity NPC132496
0.7363 Intermediate Similarity NPC473651
0.7363 Intermediate Similarity NPC473478
0.7363 Intermediate Similarity NPC82795
0.7363 Intermediate Similarity NPC223871
0.7363 Intermediate Similarity NPC100921
0.7363 Intermediate Similarity NPC477018
0.7363 Intermediate Similarity NPC103284
0.7363 Intermediate Similarity NPC473669
0.7363 Intermediate Similarity NPC107986
0.7363 Intermediate Similarity NPC283085
0.7333 Intermediate Similarity NPC144415
0.7326 Intermediate Similarity NPC301207
0.732 Intermediate Similarity NPC93271
0.732 Intermediate Similarity NPC135576
0.7312 Intermediate Similarity NPC48338
0.7312 Intermediate Similarity NPC89001
0.7312 Intermediate Similarity NPC87189
0.7312 Intermediate Similarity NPC233551
0.7312 Intermediate Similarity NPC21208
0.7312 Intermediate Similarity NPC20339
0.7312 Intermediate Similarity NPC228415
0.7312 Intermediate Similarity NPC40376
0.7312 Intermediate Similarity NPC280621
0.7308 Intermediate Similarity NPC99760
0.73 Intermediate Similarity NPC70369
0.7292 Intermediate Similarity NPC121825
0.7283 Intermediate Similarity NPC477015
0.7283 Intermediate Similarity NPC62118
0.7283 Intermediate Similarity NPC107717
0.7283 Intermediate Similarity NPC231096
0.7283 Intermediate Similarity NPC134865
0.7283 Intermediate Similarity NPC114694
0.7283 Intermediate Similarity NPC279267
0.7283 Intermediate Similarity NPC142117
0.7283 Intermediate Similarity NPC240695
0.7283 Intermediate Similarity NPC171174
0.7283 Intermediate Similarity NPC232555
0.7283 Intermediate Similarity NPC475581
0.7283 Intermediate Similarity NPC309211
0.7283 Intermediate Similarity NPC103523
0.7283 Intermediate Similarity NPC69082
0.7255 Intermediate Similarity NPC469852
0.7253 Intermediate Similarity NPC163093
0.7241 Intermediate Similarity NPC473536
0.7241 Intermediate Similarity NPC125365
0.7241 Intermediate Similarity NPC51809
0.7241 Intermediate Similarity NPC474818
0.7241 Intermediate Similarity NPC49302
0.7241 Intermediate Similarity NPC176329
0.7234 Intermediate Similarity NPC139418
0.7222 Intermediate Similarity NPC473780
0.7222 Intermediate Similarity NPC329829
0.7222 Intermediate Similarity NPC475690
0.7222 Intermediate Similarity NPC94875
0.7222 Intermediate Similarity NPC310450
0.7222 Intermediate Similarity NPC180363
0.7222 Intermediate Similarity NPC65930
0.7222 Intermediate Similarity NPC11383
0.7222 Intermediate Similarity NPC474959
0.7222 Intermediate Similarity NPC131002
0.7222 Intermediate Similarity NPC145914
0.7222 Intermediate Similarity NPC11332
0.7222 Intermediate Similarity NPC73310
0.7222 Intermediate Similarity NPC473529
0.7222 Intermediate Similarity NPC473712
0.7222 Intermediate Similarity NPC475046
0.7222 Intermediate Similarity NPC475159
0.7212 Intermediate Similarity NPC38154
0.7204 Intermediate Similarity NPC477012
0.7204 Intermediate Similarity NPC473649
0.7204 Intermediate Similarity NPC23622
0.7204 Intermediate Similarity NPC470401
0.7204 Intermediate Similarity NPC300779
0.7204 Intermediate Similarity NPC154097
0.7204 Intermediate Similarity NPC159750
0.7174 Intermediate Similarity NPC120398
0.7174 Intermediate Similarity NPC477013
0.7174 Intermediate Similarity NPC182383
0.7174 Intermediate Similarity NPC477014
0.7174 Intermediate Similarity NPC471567
0.7174 Intermediate Similarity NPC21469
0.7172 Intermediate Similarity NPC300584
0.7159 Intermediate Similarity NPC279214
0.7159 Intermediate Similarity NPC221095
0.7159 Intermediate Similarity NPC473471
0.7158 Intermediate Similarity NPC474232
0.7158 Intermediate Similarity NPC71533
0.7158 Intermediate Similarity NPC469464
0.7158 Intermediate Similarity NPC239517
0.7158 Intermediate Similarity NPC473904
0.7158 Intermediate Similarity NPC106510
0.7157 Intermediate Similarity NPC100487
0.7143 Intermediate Similarity NPC477921
0.7143 Intermediate Similarity NPC284472
0.7143 Intermediate Similarity NPC477455
0.7143 Intermediate Similarity NPC286770
0.7143 Intermediate Similarity NPC229799
0.7143 Intermediate Similarity NPC253801
0.7129 Intermediate Similarity NPC313569
0.7128 Intermediate Similarity NPC81045
0.7128 Intermediate Similarity NPC287164
0.7128 Intermediate Similarity NPC191929
0.7128 Intermediate Similarity NPC274446
0.7128 Intermediate Similarity NPC100454
0.7128 Intermediate Similarity NPC169511
0.7128 Intermediate Similarity NPC39754
0.7128 Intermediate Similarity NPC151403
0.7128 Intermediate Similarity NPC171135
0.7128 Intermediate Similarity NPC133730
0.7128 Intermediate Similarity NPC242364
0.7128 Intermediate Similarity NPC320569
0.7128 Intermediate Similarity NPC61257
0.7128 Intermediate Similarity NPC172821
0.7128 Intermediate Similarity NPC234077
0.7128 Intermediate Similarity NPC261952
0.7126 Intermediate Similarity NPC474197
0.7126 Intermediate Similarity NPC127118
0.7126 Intermediate Similarity NPC209113
0.7113 Intermediate Similarity NPC469632
0.7111 Intermediate Similarity NPC297440
0.7111 Intermediate Similarity NPC150502
0.7108 Intermediate Similarity NPC477452
0.7097 Intermediate Similarity NPC47937
0.7097 Intermediate Similarity NPC469910
0.7083 Intermediate Similarity NPC146852
0.7083 Intermediate Similarity NPC261607
0.7083 Intermediate Similarity NPC111114
0.7083 Intermediate Similarity NPC300312
0.7083 Intermediate Similarity NPC473321
0.7079 Intermediate Similarity NPC99651
0.7071 Intermediate Similarity NPC266842
0.7065 Intermediate Similarity NPC156804
0.7053 Intermediate Similarity NPC42598
0.7053 Intermediate Similarity NPC81778
0.7053 Intermediate Similarity NPC318963
0.7053 Intermediate Similarity NPC295312
0.7053 Intermediate Similarity NPC40066
0.7053 Intermediate Similarity NPC93794
0.7053 Intermediate Similarity NPC91067
0.7053 Intermediate Similarity NPC473504
0.7053 Intermediate Similarity NPC20621
0.7041 Intermediate Similarity NPC471142
0.7041 Intermediate Similarity NPC477922
0.7033 Intermediate Similarity NPC474252
0.703 Intermediate Similarity NPC181645
0.703 Intermediate Similarity NPC9878

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC307126 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
0.7073 Intermediate Similarity NPD3704 Approved
0.67 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6596 Remote Similarity NPD6110 Phase 1
0.6505 Remote Similarity NPD4225 Approved
0.6484 Remote Similarity NPD4756 Discovery
0.6465 Remote Similarity NPD6698 Approved
0.6465 Remote Similarity NPD46 Approved
0.6436 Remote Similarity NPD5282 Discontinued
0.64 Remote Similarity NPD7983 Approved
0.6316 Remote Similarity NPD4800 Clinical (unspecified phase)
0.631 Remote Similarity NPD2664 Clinical (unspecified phase)
0.63 Remote Similarity NPD5785 Approved
0.625 Remote Similarity NPD7154 Phase 3
0.6239 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5786 Approved
0.6216 Remote Similarity NPD6371 Approved
0.6176 Remote Similarity NPD5779 Approved
0.6176 Remote Similarity NPD5778 Approved
0.6174 Remote Similarity NPD7115 Discovery
0.6122 Remote Similarity NPD5363 Approved
0.5982 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4270 Approved
0.5979 Remote Similarity NPD4269 Approved
0.5977 Remote Similarity NPD7341 Phase 2
0.5966 Remote Similarity NPD8517 Approved
0.5966 Remote Similarity NPD8513 Phase 3
0.5966 Remote Similarity NPD8516 Approved
0.5966 Remote Similarity NPD8515 Approved
0.5965 Remote Similarity NPD6053 Discontinued
0.596 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5938 Remote Similarity NPD4252 Approved
0.5909 Remote Similarity NPD7331 Phase 2
0.5909 Remote Similarity NPD6108 Clinical (unspecified phase)
0.59 Remote Similarity NPD4249 Approved
0.5882 Remote Similarity NPD6101 Approved
0.5882 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5849 Remote Similarity NPD7839 Suspended
0.5842 Remote Similarity NPD4250 Approved
0.5842 Remote Similarity NPD4251 Approved
0.58 Remote Similarity NPD1694 Approved
0.5789 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6411 Approved
0.5758 Remote Similarity NPD5362 Discontinued
0.5752 Remote Similarity NPD6686 Approved
0.5739 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5726 Remote Similarity NPD8074 Phase 3
0.5714 Remote Similarity NPD5369 Approved
0.5673 Remote Similarity NPD7838 Discovery
0.5657 Remote Similarity NPD6435 Approved
0.5656 Remote Similarity NPD8080 Discontinued
0.5647 Remote Similarity NPD69 Approved
0.5647 Remote Similarity NPD9119 Approved
0.5619 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5612 Remote Similarity NPD5790 Clinical (unspecified phase)
0.561 Remote Similarity NPD7642 Approved
0.5603 Remote Similarity NPD7116 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   46833401
ChEMBL   CHEMBL1097487
ZINC  

Physicochemical Properties

Molecular Weight:  296.16
ALogP:  -3.5611
MLogP:  2.67
XLogP:  1.543
# Rotatable Bonds:  8
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  21

Download Data

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