Natural Product: NPC52628

Natural Product ID:  NPC52628
Common Name:   Armatin B
IUPAC Name:   (1S,3aR,7S,9S,9aS,9bR)-7-hydroxy-1,9,9a-trimethyl-1,3a,4,5,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one
Synonyms:   Armatin B
Molecular Formula:   C15H22O3
Standard InCHIKey:  MDIDXXJDMAGSFD-CUDWNRDVSA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-8-6-11(16)7-10-4-5-12-13(15(8,10)3)9(2)14(17)18-12/h7-9,11-13,16H,4-6H2,1-3H3/t8-,9-,11-,12+,13-,15+/m0/s1
Canonical SMILES:  O[C@H]1C[C@H](C)[C@@]2(C(=C1)CC[C@@H]1[C@@H]2[C@H](C)C(=O)O1)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
NPO21076 Nephthea armata Species Nephtheidae Eukaryota Taiwan PMID[15387641]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens IC50 > 50000 nM 11520227
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM 18598078
NPT168 Cell Line P388 Mus musculus IC50 > 50000 nM 18598078

  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 NPC52628 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
0.9259 High Similarity NPC470948
0.9157 High Similarity NPC6979
0.8851 High Similarity NPC233345
0.8851 High Similarity NPC186363
0.878 High Similarity NPC475665
0.8764 High Similarity NPC183012
0.8706 High Similarity NPC82979
0.8706 High Similarity NPC473226
0.8706 High Similarity NPC198761
0.8706 High Similarity NPC329692
0.8706 High Similarity NPC250981
0.8659 High Similarity NPC148685
0.8659 High Similarity NPC104120
0.8659 High Similarity NPC157895
0.8652 High Similarity NPC250075
0.8642 High Similarity NPC35574
0.8636 High Similarity NPC252433
0.8554 High Similarity NPC473420
0.8554 High Similarity NPC209318
0.8554 High Similarity NPC223330
0.8539 High Similarity NPC474436
0.8539 High Similarity NPC63118
0.8539 High Similarity NPC49776
0.8539 High Similarity NPC470224
0.8537 High Similarity NPC308038
0.8523 High Similarity NPC232202
0.8523 High Similarity NPC158488
0.8519 High Similarity NPC74995
0.8506 High Similarity NPC477128
0.8506 High Similarity NPC277771
0.8488 Intermediate Similarity NPC322159
0.8488 Intermediate Similarity NPC325594
0.8471 Intermediate Similarity NPC295799
0.8471 Intermediate Similarity NPC165064
0.8434 Intermediate Similarity NPC172013
0.8434 Intermediate Similarity NPC195424
0.8415 Intermediate Similarity NPC239098
0.8409 Intermediate Similarity NPC474396
0.8409 Intermediate Similarity NPC168131
0.8409 Intermediate Similarity NPC50488
0.8391 Intermediate Similarity NPC181103
0.8391 Intermediate Similarity NPC167877
0.8391 Intermediate Similarity NPC312561
0.8372 Intermediate Similarity NPC476602
0.837 Intermediate Similarity NPC475894
0.837 Intermediate Similarity NPC474343
0.8353 Intermediate Similarity NPC105173
0.8352 Intermediate Similarity NPC134067
0.8333 Intermediate Similarity NPC139692
0.8333 Intermediate Similarity NPC115021
0.8315 Intermediate Similarity NPC15059
0.8313 Intermediate Similarity NPC152061
0.8313 Intermediate Similarity NPC89128
0.8298 Intermediate Similarity NPC81530
0.8295 Intermediate Similarity NPC104560
0.8295 Intermediate Similarity NPC24816
0.8295 Intermediate Similarity NPC215831
0.828 Intermediate Similarity NPC23364
0.828 Intermediate Similarity NPC216478
0.828 Intermediate Similarity NPC234617
0.828 Intermediate Similarity NPC124703
0.828 Intermediate Similarity NPC478056
0.8276 Intermediate Similarity NPC85698
0.8276 Intermediate Similarity NPC73038
0.8276 Intermediate Similarity NPC202394
0.8261 Intermediate Similarity NPC134072
0.8261 Intermediate Similarity NPC242848
0.8261 Intermediate Similarity NPC234993
0.8256 Intermediate Similarity NPC97505
0.8256 Intermediate Similarity NPC139566
0.8242 Intermediate Similarity NPC471720
0.8242 Intermediate Similarity NPC57117
0.8242 Intermediate Similarity NPC469406
0.8235 Intermediate Similarity NPC178676
0.8235 Intermediate Similarity NPC93590
0.8222 Intermediate Similarity NPC49420
0.8222 Intermediate Similarity NPC72845
0.8222 Intermediate Similarity NPC177037
0.8222 Intermediate Similarity NPC297265
0.8222 Intermediate Similarity NPC472814
0.8214 Intermediate Similarity NPC271104
0.8214 Intermediate Similarity NPC206062
0.8211 Intermediate Similarity NPC136289
0.8202 Intermediate Similarity NPC5509
0.8202 Intermediate Similarity NPC194642
0.8202 Intermediate Similarity NPC73995
0.8191 Intermediate Similarity NPC476274
0.8182 Intermediate Similarity NPC142361
0.8182 Intermediate Similarity NPC171722
0.8182 Intermediate Similarity NPC159046
0.8182 Intermediate Similarity NPC305029
0.8182 Intermediate Similarity NPC233836
0.8182 Intermediate Similarity NPC231599
0.8182 Intermediate Similarity NPC187376
0.8182 Intermediate Similarity NPC474684
0.8172 Intermediate Similarity NPC254496
0.8172 Intermediate Similarity NPC253826
0.8171 Intermediate Similarity NPC41017
0.8171 Intermediate Similarity NPC92489
0.8171 Intermediate Similarity NPC476601
0.8171 Intermediate Similarity NPC263582
0.8161 Intermediate Similarity NPC177932
0.8161 Intermediate Similarity NPC329738
0.8161 Intermediate Similarity NPC86316
0.8161 Intermediate Similarity NPC106416
0.8152 Intermediate Similarity NPC316215
0.8152 Intermediate Similarity NPC53565
0.8148 Intermediate Similarity NPC472966
0.814 Intermediate Similarity NPC215893
0.814 Intermediate Similarity NPC312480
0.814 Intermediate Similarity NPC22611
0.8132 Intermediate Similarity NPC170220
0.8132 Intermediate Similarity NPC166346
0.8132 Intermediate Similarity NPC107674
0.8132 Intermediate Similarity NPC141497
0.8125 Intermediate Similarity NPC36688
0.8125 Intermediate Similarity NPC476237
0.8118 Intermediate Similarity NPC327002
0.8118 Intermediate Similarity NPC14203
0.8118 Intermediate Similarity NPC229584
0.8118 Intermediate Similarity NPC470241
0.8111 Intermediate Similarity NPC472307
0.8111 Intermediate Similarity NPC148414
0.8111 Intermediate Similarity NPC153853
0.8111 Intermediate Similarity NPC232426
0.8111 Intermediate Similarity NPC175628
0.8111 Intermediate Similarity NPC471896
0.8111 Intermediate Similarity NPC281942
0.8111 Intermediate Similarity NPC477149
0.8111 Intermediate Similarity NPC477147
0.8111 Intermediate Similarity NPC469400
0.8111 Intermediate Similarity NPC111585
0.8111 Intermediate Similarity NPC152467
0.8105 Intermediate Similarity NPC476223
0.8105 Intermediate Similarity NPC303559
0.8105 Intermediate Similarity NPC224720
0.8105 Intermediate Similarity NPC476240
0.8105 Intermediate Similarity NPC235142
0.8105 Intermediate Similarity NPC115862
0.8095 Intermediate Similarity NPC327674
0.8095 Intermediate Similarity NPC242767
0.8095 Intermediate Similarity NPC281138
0.809 Intermediate Similarity NPC136879
0.809 Intermediate Similarity NPC226863
0.809 Intermediate Similarity NPC474845
0.809 Intermediate Similarity NPC40552
0.809 Intermediate Similarity NPC246708
0.809 Intermediate Similarity NPC473229
0.8085 Intermediate Similarity NPC48647
0.8085 Intermediate Similarity NPC164349
0.8072 Intermediate Similarity NPC283619
0.8072 Intermediate Similarity NPC97377
0.8072 Intermediate Similarity NPC197659
0.8068 Intermediate Similarity NPC28252
0.8068 Intermediate Similarity NPC9231
0.8068 Intermediate Similarity NPC55309
0.8068 Intermediate Similarity NPC477920
0.8068 Intermediate Similarity NPC472985
0.8068 Intermediate Similarity NPC472986
0.8065 Intermediate Similarity NPC235053
0.8065 Intermediate Similarity NPC202833
0.8061 Intermediate Similarity NPC230541
0.8061 Intermediate Similarity NPC301666
0.8049 Intermediate Similarity NPC476795
0.8046 Intermediate Similarity NPC100391
0.8046 Intermediate Similarity NPC472326
0.8043 Intermediate Similarity NPC91010
0.8043 Intermediate Similarity NPC159410
0.8043 Intermediate Similarity NPC477130
0.8043 Intermediate Similarity NPC477129
0.8041 Intermediate Similarity NPC258532
0.8023 Intermediate Similarity NPC256112
0.8023 Intermediate Similarity NPC122945
0.8023 Intermediate Similarity NPC73882
0.8023 Intermediate Similarity NPC109938
0.8022 Intermediate Similarity NPC141831
0.8022 Intermediate Similarity NPC26888
0.8022 Intermediate Similarity NPC212301
0.8022 Intermediate Similarity NPC86266
0.8022 Intermediate Similarity NPC110657
0.8021 Intermediate Similarity NPC273005
0.8021 Intermediate Similarity NPC58329
0.8021 Intermediate Similarity NPC31058
0.8021 Intermediate Similarity NPC469606
0.8 Intermediate Similarity NPC474704
0.8 Intermediate Similarity NPC218927
0.8 Intermediate Similarity NPC116620
0.8 Intermediate Similarity NPC472971
0.8 Intermediate Similarity NPC470588
0.8 Intermediate Similarity NPC475921
0.8 Intermediate Similarity NPC84271
0.8 Intermediate Similarity NPC474012
0.8 Intermediate Similarity NPC206001
0.8 Intermediate Similarity NPC476299
0.8 Intermediate Similarity NPC472644
0.8 Intermediate Similarity NPC472970
0.8 Intermediate Similarity NPC266955
0.8 Intermediate Similarity NPC77168
0.8 Intermediate Similarity NPC102414
0.8 Intermediate Similarity NPC474889

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC52628 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
0.8161 Intermediate Similarity NPD1694 Approved
0.7895 Intermediate Similarity NPD4225 Approved
0.7865 Intermediate Similarity NPD3618 Phase 1
0.7742 Intermediate Similarity NPD6399 Phase 3
0.766 Intermediate Similarity NPD7748 Approved
0.7634 Intermediate Similarity NPD7515 Phase 2
0.7629 Intermediate Similarity NPD7640 Approved
0.7629 Intermediate Similarity NPD7639 Approved
0.7614 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD3667 Approved
0.7604 Intermediate Similarity NPD7902 Approved
0.7553 Intermediate Similarity NPD5779 Approved
0.7553 Intermediate Similarity NPD5778 Approved
0.7526 Intermediate Similarity NPD7638 Approved
0.7473 Intermediate Similarity NPD7521 Approved
0.7473 Intermediate Similarity NPD7334 Approved
0.7473 Intermediate Similarity NPD7146 Approved
0.7473 Intermediate Similarity NPD6409 Approved
0.7473 Intermediate Similarity NPD6684 Approved
0.7473 Intermediate Similarity NPD5330 Approved
0.7447 Intermediate Similarity NPD6411 Approved
0.7444 Intermediate Similarity NPD3665 Phase 1
0.7444 Intermediate Similarity NPD4786 Approved
0.7444 Intermediate Similarity NPD3666 Approved
0.7444 Intermediate Similarity NPD3133 Approved
0.7419 Intermediate Similarity NPD5328 Approved
0.7363 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD6903 Approved
0.7292 Intermediate Similarity NPD7900 Approved
0.7292 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD5279 Phase 3
0.7263 Intermediate Similarity NPD8034 Phase 2
0.7263 Intermediate Similarity NPD6079 Approved
0.7263 Intermediate Similarity NPD8035 Phase 2
0.7255 Intermediate Similarity NPD7128 Approved
0.7255 Intermediate Similarity NPD6675 Approved
0.7255 Intermediate Similarity NPD6402 Approved
0.7255 Intermediate Similarity NPD5739 Approved
0.7245 Intermediate Similarity NPD6084 Phase 2
0.7245 Intermediate Similarity NPD6083 Phase 2
0.7234 Intermediate Similarity NPD6101 Approved
0.7234 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7115 Discovery
0.7216 Intermediate Similarity NPD5695 Phase 3
0.7216 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6372 Approved
0.7212 Intermediate Similarity NPD6373 Approved
0.7188 Intermediate Similarity NPD4202 Approved
0.7184 Intermediate Similarity NPD5697 Approved
0.7184 Intermediate Similarity NPD5701 Approved
0.7172 Intermediate Similarity NPD5696 Approved
0.7143 Intermediate Similarity NPD4697 Phase 3
0.7143 Intermediate Similarity NPD7154 Phase 3
0.7143 Intermediate Similarity NPD5362 Discontinued
0.7128 Intermediate Similarity NPD5737 Approved
0.7128 Intermediate Similarity NPD6672 Approved
0.7115 Intermediate Similarity NPD7320 Approved
0.7115 Intermediate Similarity NPD6899 Approved
0.7115 Intermediate Similarity NPD6881 Approved
0.7115 Intermediate Similarity NPD6011 Approved
0.7113 Intermediate Similarity NPD6001 Approved
0.7097 Intermediate Similarity NPD4623 Approved
0.7097 Intermediate Similarity NPD4519 Discontinued
0.7083 Intermediate Similarity NPD7637 Suspended
0.7075 Intermediate Similarity NPD6649 Approved
0.7075 Intermediate Similarity NPD6650 Approved
0.7048 Intermediate Similarity NPD6014 Approved
0.7048 Intermediate Similarity NPD6012 Approved
0.7048 Intermediate Similarity NPD6013 Approved
0.7041 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD4269 Approved
0.7033 Intermediate Similarity NPD4270 Approved
0.7021 Intermediate Similarity NPD3573 Approved
0.7011 Intermediate Similarity NPD8039 Approved
0.6981 Remote Similarity NPD7290 Approved
0.6981 Remote Similarity NPD6883 Approved
0.6981 Remote Similarity NPD7102 Approved
0.6979 Remote Similarity NPD5785 Approved
0.6979 Remote Similarity NPD5207 Approved
0.697 Remote Similarity NPD5220 Clinical (unspecified phase)
0.697 Remote Similarity NPD5221 Approved
0.697 Remote Similarity NPD5222 Approved
0.6961 Remote Similarity NPD7632 Discontinued
0.6961 Remote Similarity NPD5211 Phase 2
0.6952 Remote Similarity NPD6686 Approved
0.6923 Remote Similarity NPD6008 Approved
0.6916 Remote Similarity NPD8130 Phase 1
0.6916 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6916 Remote Similarity NPD6617 Approved
0.6916 Remote Similarity NPD6869 Approved
0.6916 Remote Similarity NPD6847 Approved
0.6915 Remote Similarity NPD5786 Approved
0.6915 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6915 Remote Similarity NPD6098 Approved
0.6907 Remote Similarity NPD5284 Approved
0.6907 Remote Similarity NPD5281 Approved
0.69 Remote Similarity NPD4755 Approved
0.69 Remote Similarity NPD5173 Approved
0.6889 Remote Similarity NPD7645 Phase 2
0.6887 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6882 Remote Similarity NPD3668 Phase 3
0.6875 Remote Similarity NPD4753 Phase 2
0.6852 Remote Similarity NPD6882 Approved
0.6852 Remote Similarity NPD8297 Approved
0.6848 Remote Similarity NPD4223 Phase 3
0.6848 Remote Similarity NPD4221 Approved
0.6827 Remote Similarity NPD5141 Approved
0.6822 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6818 Remote Similarity NPD8264 Approved
0.6813 Remote Similarity NPD4252 Approved
0.6813 Remote Similarity NPD4695 Discontinued
0.6813 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5363 Approved
0.6771 Remote Similarity NPD5208 Approved
0.6765 Remote Similarity NPD4700 Approved
0.6765 Remote Similarity NPD5286 Approved
0.6765 Remote Similarity NPD4696 Approved
0.6765 Remote Similarity NPD5285 Approved
0.6742 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6739 Remote Similarity NPD5369 Approved
0.6735 Remote Similarity NPD5693 Phase 1
0.6702 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6702 Remote Similarity NPD4197 Approved
0.6701 Remote Similarity NPD6080 Approved
0.6701 Remote Similarity NPD6904 Approved
0.6701 Remote Similarity NPD6051 Approved
0.6701 Remote Similarity NPD6673 Approved
0.67 Remote Similarity NPD5210 Approved
0.67 Remote Similarity NPD4629 Approved
0.6699 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD6435 Approved
0.6636 Remote Similarity NPD4632 Approved
0.6635 Remote Similarity NPD4633 Approved
0.6635 Remote Similarity NPD5224 Approved
0.6635 Remote Similarity NPD5226 Approved
0.6635 Remote Similarity NPD5225 Approved
0.6633 Remote Similarity NPD5692 Phase 3
0.6632 Remote Similarity NPD1696 Phase 3
0.6632 Remote Similarity NPD5329 Approved
0.6632 Remote Similarity NPD6082 Clinical (unspecified phase)
0.663 Remote Similarity NPD4819 Approved
0.663 Remote Similarity NPD4822 Approved
0.663 Remote Similarity NPD4821 Approved
0.663 Remote Similarity NPD7525 Registered
0.663 Remote Similarity NPD4820 Approved
0.6629 Remote Similarity NPD6942 Approved
0.6629 Remote Similarity NPD7339 Approved
0.6607 Remote Similarity NPD6317 Approved
0.6602 Remote Similarity NPD6404 Discontinued
0.6596 Remote Similarity NPD5331 Approved
0.6596 Remote Similarity NPD5332 Approved
0.6596 Remote Similarity NPD6695 Phase 3
0.6593 Remote Similarity NPD3617 Approved
0.6593 Remote Similarity NPD4271 Approved
0.6593 Remote Similarity NPD4268 Approved
0.6585 Remote Similarity NPD368 Approved
0.6574 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4754 Approved
0.6571 Remote Similarity NPD5174 Approved
0.6571 Remote Similarity NPD5175 Approved
0.6566 Remote Similarity NPD6050 Approved
0.6566 Remote Similarity NPD5694 Approved
0.6562 Remote Similarity NPD4688 Approved
0.6562 Remote Similarity NPD4138 Approved
0.6562 Remote Similarity NPD4690 Approved
0.6562 Remote Similarity NPD4249 Approved
0.6562 Remote Similarity NPD5280 Approved
0.6562 Remote Similarity NPD5205 Approved
0.6562 Remote Similarity NPD4693 Phase 3
0.6562 Remote Similarity NPD4694 Approved
0.6562 Remote Similarity NPD4689 Approved
0.6562 Remote Similarity NPD5690 Phase 2
0.6559 Remote Similarity NPD4790 Discontinued
0.6556 Remote Similarity NPD6117 Approved
0.6549 Remote Similarity NPD6335 Approved
0.6549 Remote Similarity NPD6313 Approved
0.6549 Remote Similarity NPD6314 Approved
0.6542 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6542 Remote Similarity NPD6412 Phase 2
0.6531 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6526 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6929 Approved
0.6517 Remote Similarity NPD6924 Approved
0.6517 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6926 Approved
0.6495 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4250 Approved
0.6495 Remote Similarity NPD4251 Approved
0.6491 Remote Similarity NPD7101 Approved
0.6491 Remote Similarity NPD7100 Approved
0.6484 Remote Similarity NPD6116 Phase 1
0.6471 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6698 Approved
0.6465 Remote Similarity NPD46 Approved
0.646 Remote Similarity NPD6009 Approved

Structure

External Identifiers

PubChem CID   11425231
ChEMBL   CHEMBL456745
ZINC  

Physicochemical Properties

Molecular Weight:  250.16
ALogP:  0.3161
MLogP:  2.78
XLogP:  1.7
# Rotatable Bonds:  4
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  18

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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