Natural Product: NPC8161

Natural Product ID:  NPC8161
Common Name:   Aeroplysinin-2
IUPAC Name:   (3aS,7aR)-5,7-dibromo-3a-hydroxy-6-methoxy-3,7a-dihydro-1-benzofuran-2-one
Synonyms:   Aeroplysinin-2
Molecular Formula:   C9H8Br2O4
Standard InCHIKey:  ZIWGLWRAFFMGTG-DTWKUNHWSA-N
Standard InCHI:  InChI=1S/C9H8Br2O4/c1-14-7-4(10)2-9(13)3-5(12)15-8(9)6(7)11/h2,8,13H,3H2,1H3/t8-,9+/m0/s1
Canonical SMILES:  COC1=C(Br)[C@H]2[C@](C=C1Br)(O)CC(=O)O2
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
NPO4191 Thermococcus acidaminovorans Species Thermococcaceae Archaea UNPD*
NPO29034 Suberea mollis Species Aplysinellidae Eukaryota Red Sea PMID[18656986]
NPO287 Wrightia javanica Species Apocynaceae Eukaryota UNPD*
NPO1594 [enterobacter] aerogenes Species Enterobacteriaceae Bacteria UNPD*
NPO6725 Tulipa hybrid Species Liliaceae Eukaryota UNPD*
NPO9047.1 Brassica rapa subsp. oleifera Subspecies Brassicaceae Eukaryota UNPD*
NPO6901 Lophosoria quadripinnata Species Dicksoniaceae Eukaryota UNPD*
NPO27875 Fallopia convolvulus Species Polygonaceae Eukaryota UNPD*
NPO1512 Cissampelos fasciculata Species Menispermaceae Eukaryota UNPD*
NPO5510 Lepidium draba Species Brassicaceae Eukaryota UNPD*
NPO4817 Briareum excavatum Species Briareidae Eukaryota UNPD*
NPO7223 Castela tortuosa Species Simaroubaceae Eukaryota UNPD*
NPO3434 Thymus camphoratus Species Lamiaceae Eukaryota UNPD*
NPO2651 Ceroplastes floridensis Species Coccidae Eukaryota UNPD*
NPO8123 Aplysina cavernicola Species Aplysinidae Eukaryota UNPD*
NPO3266 Euryops sulcatus Species Asteraceae Eukaryota UNPD*
NPO8290 Mycena megaspora Species Tricholomataceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 5 mm 18656986

  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 NPC8161 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
0.747 Intermediate Similarity NPC161038
0.7294 Intermediate Similarity NPC275530
0.7176 Intermediate Similarity NPC238554
0.7176 Intermediate Similarity NPC470705
0.7176 Intermediate Similarity NPC225022
0.7143 Intermediate Similarity NPC177030
0.7126 Intermediate Similarity NPC475210
0.7111 Intermediate Similarity NPC32676
0.7093 Intermediate Similarity NPC474278
0.7059 Intermediate Similarity NPC478195
0.7059 Intermediate Similarity NPC478194
0.7059 Intermediate Similarity NPC478192
0.7059 Intermediate Similarity NPC478191
0.7059 Intermediate Similarity NPC478193
0.7059 Intermediate Similarity NPC478196
0.7011 Intermediate Similarity NPC475699
0.7 Intermediate Similarity NPC101670
0.6957 Remote Similarity NPC278283
0.6957 Remote Similarity NPC478112
0.6941 Remote Similarity NPC474280
0.6932 Remote Similarity NPC473980
0.6932 Remote Similarity NPC99651
0.6932 Remote Similarity NPC473981
0.6905 Remote Similarity NPC159547
0.6905 Remote Similarity NPC162571
0.6905 Remote Similarity NPC112983
0.6897 Remote Similarity NPC24827
0.6897 Remote Similarity NPC228902
0.6889 Remote Similarity NPC474252
0.6882 Remote Similarity NPC23622
0.6875 Remote Similarity NPC282644
0.6875 Remote Similarity NPC29798
0.6867 Remote Similarity NPC494
0.679 Remote Similarity NPC476589
0.6786 Remote Similarity NPC202011
0.6782 Remote Similarity NPC474197
0.6782 Remote Similarity NPC301207
0.6771 Remote Similarity NPC114345
0.6771 Remote Similarity NPC303230
0.6771 Remote Similarity NPC327760
0.6771 Remote Similarity NPC6099
0.6744 Remote Similarity NPC476590
0.6744 Remote Similarity NPC114727
0.6742 Remote Similarity NPC199134
0.6742 Remote Similarity NPC265980
0.6742 Remote Similarity NPC63326
0.6742 Remote Similarity NPC286816
0.6705 Remote Similarity NPC49302
0.6705 Remote Similarity NPC125365
0.6705 Remote Similarity NPC51809
0.6705 Remote Similarity NPC474818
0.6705 Remote Similarity NPC176329
0.6703 Remote Similarity NPC475690
0.6703 Remote Similarity NPC11383
0.6703 Remote Similarity NPC310450
0.6703 Remote Similarity NPC474959
0.6703 Remote Similarity NPC475046
0.6702 Remote Similarity NPC472007
0.6667 Remote Similarity NPC473948
0.6667 Remote Similarity NPC471156
0.6667 Remote Similarity NPC474232
0.6632 Remote Similarity NPC287089
0.6632 Remote Similarity NPC150063
0.6632 Remote Similarity NPC119740
0.663 Remote Similarity NPC229799
0.663 Remote Similarity NPC286770
0.663 Remote Similarity NPC284472
0.6629 Remote Similarity NPC473471
0.6629 Remote Similarity NPC279214
0.6629 Remote Similarity NPC221095
0.6628 Remote Similarity NPC146583
0.6596 Remote Similarity NPC472009
0.6596 Remote Similarity NPC469910
0.6593 Remote Similarity NPC297440
0.6593 Remote Similarity NPC150502
0.6591 Remote Similarity NPC127118
0.6591 Remote Similarity NPC209113
0.6591 Remote Similarity NPC68819
0.6562 Remote Similarity NPC478110
0.6556 Remote Similarity NPC271632
0.6548 Remote Similarity NPC238223
0.6535 Remote Similarity NPC475284
0.6535 Remote Similarity NPC281608
0.6512 Remote Similarity NPC133098
0.65 Remote Similarity NPC473333
0.6484 Remote Similarity NPC121374
0.6476 Remote Similarity NPC469852
0.6471 Remote Similarity NPC475982
0.6465 Remote Similarity NPC477241
0.6463 Remote Similarity NPC471460
0.6458 Remote Similarity NPC476803
0.6458 Remote Similarity NPC472008
0.6444 Remote Similarity NPC102065
0.6444 Remote Similarity NPC264391
0.6444 Remote Similarity NPC85743
0.6436 Remote Similarity NPC2666
0.6429 Remote Similarity NPC32552
0.6429 Remote Similarity NPC9447
0.6429 Remote Similarity NPC132286
0.642 Remote Similarity NPC263732
0.6404 Remote Similarity NPC203277
0.6404 Remote Similarity NPC190400
0.6404 Remote Similarity NPC49392
0.64 Remote Similarity NPC471492
0.6392 Remote Similarity NPC225283
0.6392 Remote Similarity NPC295448
0.6386 Remote Similarity NPC478099
0.6386 Remote Similarity NPC470123
0.6386 Remote Similarity NPC478098
0.6383 Remote Similarity NPC158756
0.6374 Remote Similarity NPC291260
0.6364 Remote Similarity NPC469645
0.6364 Remote Similarity NPC469692
0.6364 Remote Similarity NPC326504
0.6353 Remote Similarity NPC280374
0.6344 Remote Similarity NPC26624
0.6327 Remote Similarity NPC166554
0.6327 Remote Similarity NPC15059
0.6327 Remote Similarity NPC274075
0.6327 Remote Similarity NPC3436
0.6322 Remote Similarity NPC124072
0.6322 Remote Similarity NPC269103
0.6316 Remote Similarity NPC21469
0.6316 Remote Similarity NPC68303
0.6316 Remote Similarity NPC307126
0.6316 Remote Similarity NPC470755
0.631 Remote Similarity NPC37382
0.631 Remote Similarity NPC478101
0.63 Remote Similarity NPC121825
0.6292 Remote Similarity NPC473582
0.6289 Remote Similarity NPC475819
0.6289 Remote Similarity NPC260343
0.6279 Remote Similarity NPC473277
0.6279 Remote Similarity NPC476591
0.6279 Remote Similarity NPC88877
0.6277 Remote Similarity NPC52923
0.6275 Remote Similarity NPC239895
0.6275 Remote Similarity NPC471490
0.6264 Remote Similarity NPC108816
0.6264 Remote Similarity NPC93763
0.6264 Remote Similarity NPC127526
0.6264 Remote Similarity NPC267231
0.6264 Remote Similarity NPC279532
0.6264 Remote Similarity NPC28049
0.6263 Remote Similarity NPC470520
0.6262 Remote Similarity NPC469853
0.625 Remote Similarity NPC4637
0.625 Remote Similarity NPC98859
0.625 Remote Similarity NPC469851
0.625 Remote Similarity NPC238948
0.625 Remote Similarity NPC215745
0.625 Remote Similarity NPC12815
0.6237 Remote Similarity NPC24417
0.6237 Remote Similarity NPC52861
0.6237 Remote Similarity NPC474980
0.6235 Remote Similarity NPC194871
0.6235 Remote Similarity NPC478100
0.6235 Remote Similarity NPC478097
0.6235 Remote Similarity NPC25298
0.6226 Remote Similarity NPC296950
0.6226 Remote Similarity NPC475676
0.6226 Remote Similarity NPC146731
0.6226 Remote Similarity NPC220964
0.6224 Remote Similarity NPC79027
0.622 Remote Similarity NPC15193
0.6214 Remote Similarity NPC278008
0.6214 Remote Similarity NPC35717
0.6211 Remote Similarity NPC212363
0.6211 Remote Similarity NPC295799
0.6207 Remote Similarity NPC299932
0.6207 Remote Similarity NPC329904
0.6207 Remote Similarity NPC59558
0.6207 Remote Similarity NPC475113
0.6207 Remote Similarity NPC473361
0.62 Remote Similarity NPC475912
0.62 Remote Similarity NPC59646
0.6196 Remote Similarity NPC471537
0.619 Remote Similarity NPC183571
0.619 Remote Similarity NPC476586
0.6186 Remote Similarity NPC72513
0.6186 Remote Similarity NPC300779
0.618 Remote Similarity NPC473489
0.618 Remote Similarity NPC315843
0.618 Remote Similarity NPC107654
0.618 Remote Similarity NPC470686
0.6176 Remote Similarity NPC93271
0.6176 Remote Similarity NPC135576
0.6176 Remote Similarity NPC477921
0.6173 Remote Similarity NPC86789
0.6173 Remote Similarity NPC318306
0.617 Remote Similarity NPC229825
0.6163 Remote Similarity NPC470032
0.6163 Remote Similarity NPC63873
0.6163 Remote Similarity NPC287705
0.6162 Remote Similarity NPC316228
0.6162 Remote Similarity NPC51653
0.6162 Remote Similarity NPC265856
0.6154 Remote Similarity NPC7563
0.6154 Remote Similarity NPC320630
0.6154 Remote Similarity NPC315394

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC8161 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
0.6058 Remote Similarity NPD4225 Approved
0.5941 Remote Similarity NPD7983 Approved
0.5773 Remote Similarity NPD7154 Phase 3
0.5758 Remote Similarity NPD4249 Approved
0.5728 Remote Similarity NPD5779 Approved
0.5728 Remote Similarity NPD5778 Approved
0.5714 Remote Similarity NPD8516 Approved
0.5714 Remote Similarity NPD8513 Phase 3
0.5714 Remote Similarity NPD8515 Approved
0.5714 Remote Similarity NPD8517 Approved
0.57 Remote Similarity NPD4250 Approved
0.57 Remote Similarity NPD4251 Approved
0.5686 Remote Similarity NPD46 Approved
0.5686 Remote Similarity NPD6698 Approved
0.5676 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5663 Remote Similarity NPD9119 Approved
0.5663 Remote Similarity NPD69 Approved
0.5638 Remote Similarity NPD4756 Discovery
0.5631 Remote Similarity NPD7637 Suspended
0.5625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5625 Remote Similarity NPD4252 Approved
0.5612 Remote Similarity NPD6110 Phase 1
0.5607 Remote Similarity NPD8029 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   186612
ChEMBL   CHEMBL498138
ZINC  

Physicochemical Properties

Molecular Weight:  337.88
ALogP:  0.4905
MLogP:  1.79
XLogP:  1.123
# Rotatable Bonds:  5
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  15

Download Data

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Structure MOL file  
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Similar NPs/Drugs