Natural Product: NPC161527

Natural Product ID:  NPC161527
Common Name:   [(1R,5As,5Br,7As,11Ar,11Bs,13R,13As,13Bs)-1,13-Dihydroxy-5B,8,8,13A-Tetramethyl-1,3,5,5A,6,7,7A,9,10,11,11B,12,13,13B-Tetradecahydrophenanthro[2,1-E][2]Benzofuran-11A-Yl]Methyl Acetate
IUPAC Name:   [(1R,5aS,5bR,7aS,11aR,11bS,13R,13aS,13bS)-1,13-dihydroxy-5b,8,8,13a-tetramethyl-1,3,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-11a-yl]methyl acetate
Synonyms:  
Molecular Formula:   C27H42O5
Standard InCHIKey:  YMYZEYRNPFVYQM-UPFWHWMBSA-N
Standard InCHI:  InChI=1S/C27H42O5/c1-16(28)32-15-27-11-6-10-24(2,3)18(27)9-12-25(4)19-8-7-17-14-31-23(30)22(17)26(19,5)21(29)13-20(25)27/h7,18-23,29-30H,6,8-15H2,1-5H3/t18-,19-,20-,21+,22+,23+,25-,26+,27+/m0/s1
Canonical SMILES:  CC(=O)OC[C@@]12CCCC([C@@H]2CC[C@@]2([C@@H]1C[C@@H](O)[C@]1([C@H]2CC=C2[C@@H]1[C@H](O)OC2)C)C)(C)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
NPO31085 Hyattella Genus Spongiidae Eukaryota PMID[21341710]
NPO33664 Hyatella sp. Species NA NA the coast of Soheuksan-do, Korea PMID[21341710]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 21341710
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 6.25 ug/ml 21341710
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 12.5 ug/ml 21341710
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium MIC = 12.5 ug/ml 21341710
NPT766 Organism Proteus vulgaris Proteus vulgaris MIC = 12.6 ug/ml 21341710
NPT19 Organism Escherichia coli Escherichia coli MIC > 100 ug/ml 21341710
NPT111 Cell Line K562 Homo sapiens LC50 = 19500 nM 21341710
NPT2 Others Unspecified IC50 = 107400 nM 21341710

  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 NPC161527 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 NPC477968
1.0 High Similarity NPC228251
1.0 High Similarity NPC477971
1.0 High Similarity NPC477972
1.0 High Similarity NPC20113
1.0 High Similarity NPC219285
0.9565 High Similarity NPC135224
0.9565 High Similarity NPC477969
0.9462 High Similarity NPC8954
0.9462 High Similarity NPC94905
0.9457 High Similarity NPC189513
0.9355 High Similarity NPC100892
0.9355 High Similarity NPC477970
0.9184 High Similarity NPC222161
0.898 High Similarity NPC471363
0.898 High Similarity NPC238397
0.8932 High Similarity NPC194951
0.8932 High Similarity NPC12046
0.8889 High Similarity NPC127933
0.8889 High Similarity NPC475889
0.8889 High Similarity NPC7644
0.8889 High Similarity NPC7613
0.8889 High Similarity NPC134270
0.8846 High Similarity NPC157441
0.8817 High Similarity NPC470819
0.88 High Similarity NPC473207
0.88 High Similarity NPC470321
0.88 High Similarity NPC264867
0.88 High Similarity NPC201880
0.88 High Similarity NPC81567
0.8776 High Similarity NPC146188
0.8776 High Similarity NPC324841
0.8763 High Similarity NPC98112
0.8763 High Similarity NPC97867
0.875 High Similarity NPC471372
0.875 High Similarity NPC471362
0.875 High Similarity NPC472189
0.8723 High Similarity NPC470817
0.8713 High Similarity NPC172867
0.8713 High Similarity NPC252296
0.87 High Similarity NPC120009
0.866 High Similarity NPC171598
0.8632 High Similarity NPC234335
0.8627 High Similarity NPC88013
0.8627 High Similarity NPC184512
0.8627 High Similarity NPC109376
0.8627 High Similarity NPC125423
0.8617 High Similarity NPC293044
0.8586 High Similarity NPC477716
0.8586 High Similarity NPC477721
0.8571 High Similarity NPC477718
0.8571 High Similarity NPC51499
0.8571 High Similarity NPC472188
0.8571 High Similarity NPC477719
0.8571 High Similarity NPC473125
0.8544 High Similarity NPC470024
0.8544 High Similarity NPC224660
0.8544 High Similarity NPC38948
0.8544 High Similarity NPC189075
0.8544 High Similarity NPC325054
0.8544 High Similarity NPC128795
0.8544 High Similarity NPC275539
0.8544 High Similarity NPC217921
0.8544 High Similarity NPC135015
0.8544 High Similarity NPC48548
0.8544 High Similarity NPC311223
0.8529 High Similarity NPC470055
0.8529 High Similarity NPC470056
0.8529 High Similarity NPC218158
0.8515 High Similarity NPC45897
0.8515 High Similarity NPC281378
0.85 High Similarity NPC475617
0.85 High Similarity NPC477717
0.8495 Intermediate Similarity NPC173917
0.8491 Intermediate Similarity NPC44298
0.8491 Intermediate Similarity NPC40133
0.8491 Intermediate Similarity NPC290608
0.8491 Intermediate Similarity NPC473128
0.8491 Intermediate Similarity NPC49413
0.8485 Intermediate Similarity NPC476800
0.8485 Intermediate Similarity NPC318917
0.8485 Intermediate Similarity NPC325229
0.8485 Intermediate Similarity NPC472186
0.8485 Intermediate Similarity NPC477928
0.8485 Intermediate Similarity NPC473154
0.8485 Intermediate Similarity NPC471366
0.8485 Intermediate Similarity NPC275086
0.8469 Intermediate Similarity NPC304899
0.8469 Intermediate Similarity NPC253115
0.8462 Intermediate Similarity NPC31522
0.8462 Intermediate Similarity NPC316974
0.8462 Intermediate Similarity NPC40728
0.8462 Intermediate Similarity NPC112457
0.8462 Intermediate Similarity NPC206618
0.8454 Intermediate Similarity NPC105490
0.8447 Intermediate Similarity NPC110496
0.8447 Intermediate Similarity NPC475074
0.844 Intermediate Similarity NPC470914
0.8438 Intermediate Similarity NPC477574
0.8438 Intermediate Similarity NPC41239
0.8438 Intermediate Similarity NPC472811
0.8438 Intermediate Similarity NPC329842
0.8431 Intermediate Similarity NPC470768
0.8421 Intermediate Similarity NPC261320
0.8421 Intermediate Similarity NPC246028
0.8416 Intermediate Similarity NPC475344
0.8416 Intermediate Similarity NPC476471
0.84 Intermediate Similarity NPC473204
0.84 Intermediate Similarity NPC472187
0.84 Intermediate Similarity NPC473545
0.8387 Intermediate Similarity NPC119001
0.8381 Intermediate Similarity NPC316708
0.8381 Intermediate Similarity NPC119550
0.8367 Intermediate Similarity NPC276110
0.8367 Intermediate Similarity NPC230347
0.8367 Intermediate Similarity NPC286612
0.8367 Intermediate Similarity NPC275310
0.8365 Intermediate Similarity NPC90946
0.8365 Intermediate Similarity NPC300614
0.8351 Intermediate Similarity NPC7349
0.8351 Intermediate Similarity NPC163902
0.8351 Intermediate Similarity NPC246860
0.8351 Intermediate Similarity NPC472812
0.8333 Intermediate Similarity NPC473124
0.8333 Intermediate Similarity NPC471885
0.8333 Intermediate Similarity NPC474124
0.8333 Intermediate Similarity NPC471887
0.8333 Intermediate Similarity NPC471888
0.8333 Intermediate Similarity NPC473123
0.8333 Intermediate Similarity NPC471208
0.8333 Intermediate Similarity NPC471886
0.8333 Intermediate Similarity NPC220216
0.8317 Intermediate Similarity NPC63249
0.8316 Intermediate Similarity NPC263079
0.8302 Intermediate Similarity NPC17791
0.8302 Intermediate Similarity NPC470026
0.83 Intermediate Similarity NPC247233
0.8298 Intermediate Similarity NPC118266
0.8283 Intermediate Similarity NPC165632
0.8283 Intermediate Similarity NPC54248
0.8283 Intermediate Similarity NPC276103
0.828 Intermediate Similarity NPC102048
0.8273 Intermediate Similarity NPC122971
0.8269 Intermediate Similarity NPC473586
0.8269 Intermediate Similarity NPC471205
0.8269 Intermediate Similarity NPC472390
0.8269 Intermediate Similarity NPC475781
0.8265 Intermediate Similarity NPC472360
0.8265 Intermediate Similarity NPC104925
0.8265 Intermediate Similarity NPC472416
0.8265 Intermediate Similarity NPC469697
0.8265 Intermediate Similarity NPC298973
0.8265 Intermediate Similarity NPC88507
0.8265 Intermediate Similarity NPC211238
0.8265 Intermediate Similarity NPC474922
0.8265 Intermediate Similarity NPC477722
0.8257 Intermediate Similarity NPC203862
0.8252 Intermediate Similarity NPC470064
0.8252 Intermediate Similarity NPC173583
0.8252 Intermediate Similarity NPC470061
0.8252 Intermediate Similarity NPC203354
0.8252 Intermediate Similarity NPC93352
0.8252 Intermediate Similarity NPC470059
0.8252 Intermediate Similarity NPC470058
0.8252 Intermediate Similarity NPC110656
0.8252 Intermediate Similarity NPC473127
0.8252 Intermediate Similarity NPC473543
0.8252 Intermediate Similarity NPC470043
0.8252 Intermediate Similarity NPC470062
0.8252 Intermediate Similarity NPC31430
0.8252 Intermediate Similarity NPC470060
0.8252 Intermediate Similarity NPC470057
0.8252 Intermediate Similarity NPC85593
0.8247 Intermediate Similarity NPC124374
0.8241 Intermediate Similarity NPC69576
0.8241 Intermediate Similarity NPC471633
0.8241 Intermediate Similarity NPC31354
0.8241 Intermediate Similarity NPC84949
0.8235 Intermediate Similarity NPC471482
0.8235 Intermediate Similarity NPC300399
0.8235 Intermediate Similarity NPC154452
0.8235 Intermediate Similarity NPC165250
0.8235 Intermediate Similarity NPC471889
0.8235 Intermediate Similarity NPC134077
0.8235 Intermediate Similarity NPC472815
0.8235 Intermediate Similarity NPC37207
0.8229 Intermediate Similarity NPC477917
0.8229 Intermediate Similarity NPC473647
0.8229 Intermediate Similarity NPC16265
0.8224 Intermediate Similarity NPC317460
0.8224 Intermediate Similarity NPC470025
0.8224 Intermediate Similarity NPC328074
0.8224 Intermediate Similarity NPC321272
0.8218 Intermediate Similarity NPC208358
0.8218 Intermediate Similarity NPC251680
0.8218 Intermediate Similarity NPC474190
0.8211 Intermediate Similarity NPC471779
0.8211 Intermediate Similarity NPC166857
0.8208 Intermediate Similarity NPC177047
0.82 Intermediate Similarity NPC96597

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC161527 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
0.83 Intermediate Similarity NPD7638 Approved
0.8218 Intermediate Similarity NPD7640 Approved
0.8218 Intermediate Similarity NPD7639 Approved
0.8018 Intermediate Similarity NPD7328 Approved
0.8018 Intermediate Similarity NPD7327 Approved
0.7965 Intermediate Similarity NPD8033 Approved
0.7946 Intermediate Similarity NPD7516 Approved
0.7876 Intermediate Similarity NPD8294 Approved
0.7876 Intermediate Similarity NPD8377 Approved
0.7807 Intermediate Similarity NPD8335 Approved
0.7807 Intermediate Similarity NPD8380 Approved
0.7807 Intermediate Similarity NPD8378 Approved
0.7807 Intermediate Similarity NPD8379 Approved
0.7807 Intermediate Similarity NPD8296 Approved
0.7685 Intermediate Similarity NPD6686 Approved
0.7652 Intermediate Similarity NPD7503 Approved
0.7547 Intermediate Similarity NPD7632 Discontinued
0.7542 Intermediate Similarity NPD7507 Approved
0.7429 Intermediate Similarity NPD4225 Approved
0.7379 Intermediate Similarity NPD7748 Approved
0.7368 Intermediate Similarity NPD7645 Phase 2
0.7355 Intermediate Similarity NPD7319 Approved
0.7353 Intermediate Similarity NPD7515 Phase 2
0.7347 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD8133 Approved
0.7333 Intermediate Similarity NPD7902 Approved
0.7297 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD7525 Registered
0.7282 Intermediate Similarity NPD6399 Phase 3
0.7273 Intermediate Similarity NPD6412 Phase 2
0.7157 Intermediate Similarity NPD6051 Approved
0.7155 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD7736 Approved
0.7083 Intermediate Similarity NPD8328 Phase 3
0.7059 Intermediate Similarity NPD8513 Phase 3
0.7059 Intermediate Similarity NPD8517 Approved
0.7059 Intermediate Similarity NPD8516 Approved
0.7059 Intermediate Similarity NPD8515 Approved
0.7048 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7900 Approved
0.7019 Intermediate Similarity NPD8034 Phase 2
0.7019 Intermediate Similarity NPD8035 Phase 2
0.7009 Intermediate Similarity NPD7115 Discovery
0.6972 Remote Similarity NPD5344 Discontinued
0.6947 Remote Similarity NPD6942 Approved
0.6947 Remote Similarity NPD7339 Approved
0.6931 Remote Similarity NPD7520 Clinical (unspecified phase)
0.693 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6911 Remote Similarity NPD8293 Discontinued
0.6875 Remote Similarity NPD7128 Approved
0.6875 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5739 Approved
0.6875 Remote Similarity NPD6008 Approved
0.6875 Remote Similarity NPD6675 Approved
0.6875 Remote Similarity NPD6402 Approved
0.686 Remote Similarity NPD6370 Approved
0.6857 Remote Similarity NPD7637 Suspended
0.6832 Remote Similarity NPD4786 Approved
0.6832 Remote Similarity NPD7338 Clinical (unspecified phase)
0.681 Remote Similarity NPD6882 Approved
0.6803 Remote Similarity NPD6067 Discontinued
0.68 Remote Similarity NPD3667 Approved
0.6796 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6754 Remote Similarity NPD6899 Approved
0.6754 Remote Similarity NPD7320 Approved
0.6754 Remote Similarity NPD6881 Approved
0.6748 Remote Similarity NPD7492 Approved
0.6733 Remote Similarity NPD6695 Phase 3
0.6731 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6648 Approved
0.6723 Remote Similarity NPD6009 Approved
0.6699 Remote Similarity NPD3618 Phase 1
0.6696 Remote Similarity NPD6373 Approved
0.6696 Remote Similarity NPD6372 Approved
0.6694 Remote Similarity NPD6616 Approved
0.6694 Remote Similarity NPD6059 Approved
0.6694 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD5697 Approved
0.664 Remote Similarity NPD7078 Approved
0.6638 Remote Similarity NPD6883 Approved
0.6638 Remote Similarity NPD7102 Approved
0.6638 Remote Similarity NPD7290 Approved
0.6636 Remote Similarity NPD5779 Approved
0.6636 Remote Similarity NPD5778 Approved
0.6634 Remote Similarity NPD4752 Clinical (unspecified phase)
0.661 Remote Similarity NPD4632 Approved
0.6609 Remote Similarity NPD6011 Approved
0.6609 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6602 Remote Similarity NPD1694 Approved
0.66 Remote Similarity NPD6928 Phase 2
0.6581 Remote Similarity NPD6617 Approved
0.6581 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6581 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6649 Approved
0.6581 Remote Similarity NPD6847 Approved
0.6581 Remote Similarity NPD6650 Approved
0.6581 Remote Similarity NPD8130 Phase 1
0.6581 Remote Similarity NPD6869 Approved
0.6552 Remote Similarity NPD6013 Approved
0.6552 Remote Similarity NPD6012 Approved
0.6552 Remote Similarity NPD6014 Approved
0.6545 Remote Similarity NPD6083 Phase 2
0.6545 Remote Similarity NPD6084 Phase 2
0.6542 Remote Similarity NPD6079 Approved
0.6542 Remote Similarity NPD6411 Approved
0.6538 Remote Similarity NPD7334 Approved
0.6538 Remote Similarity NPD6684 Approved
0.6538 Remote Similarity NPD6409 Approved
0.6538 Remote Similarity NPD7146 Approved
0.6538 Remote Similarity NPD7521 Approved
0.6538 Remote Similarity NPD5330 Approved
0.6525 Remote Similarity NPD8297 Approved
0.6504 Remote Similarity NPD6015 Approved
0.6504 Remote Similarity NPD6016 Approved
0.65 Remote Similarity NPD6929 Approved
0.6496 Remote Similarity NPD7625 Phase 1
0.6486 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6481 Remote Similarity NPD4202 Approved
0.6476 Remote Similarity NPD7750 Discontinued
0.6476 Remote Similarity NPD7524 Approved
0.6452 Remote Similarity NPD5988 Approved
0.6449 Remote Similarity NPD7838 Discovery
0.6449 Remote Similarity NPD46 Approved
0.6449 Remote Similarity NPD6698 Approved
0.6436 Remote Similarity NPD6930 Phase 2
0.6436 Remote Similarity NPD6931 Approved
0.6429 Remote Similarity NPD8264 Approved
0.6423 Remote Similarity NPD6319 Approved
0.6415 Remote Similarity NPD6903 Approved
0.6415 Remote Similarity NPD5737 Approved
0.6415 Remote Similarity NPD6672 Approved
0.64 Remote Similarity NPD7604 Phase 2
0.64 Remote Similarity NPD6114 Approved
0.64 Remote Similarity NPD6115 Approved
0.64 Remote Similarity NPD6118 Approved
0.64 Remote Similarity NPD6697 Approved
0.6396 Remote Similarity NPD4755 Approved
0.6378 Remote Similarity NPD8074 Phase 3
0.6371 Remote Similarity NPD5983 Phase 2
0.6364 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6355 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6101 Approved
0.6346 Remote Similarity NPD3133 Approved
0.6346 Remote Similarity NPD3666 Approved
0.6346 Remote Similarity NPD3668 Phase 3
0.6346 Remote Similarity NPD3665 Phase 1
0.633 Remote Similarity NPD8171 Discontinued
0.6328 Remote Similarity NPD6033 Approved
0.6327 Remote Similarity NPD6926 Approved
0.6327 Remote Similarity NPD6924 Approved
0.6321 Remote Similarity NPD4251 Approved
0.6321 Remote Similarity NPD4250 Approved
0.6321 Remote Similarity NPD3573 Approved
0.6316 Remote Similarity NPD5211 Phase 2
0.6306 Remote Similarity NPD5222 Approved
0.6306 Remote Similarity NPD4697 Phase 3
0.6306 Remote Similarity NPD5221 Approved
0.6306 Remote Similarity NPD5220 Clinical (unspecified phase)
0.63 Remote Similarity NPD6116 Phase 1
0.63 Remote Similarity NPD6925 Approved
0.63 Remote Similarity NPD5776 Phase 2
0.6299 Remote Similarity NPD6336 Discontinued
0.6286 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6283 Remote Similarity NPD4700 Approved
0.6283 Remote Similarity NPD4696 Approved
0.6283 Remote Similarity NPD5285 Approved
0.6283 Remote Similarity NPD5286 Approved
0.6275 Remote Similarity NPD7514 Phase 3
0.6275 Remote Similarity NPD7509 Discontinued
0.6275 Remote Similarity NPD7332 Phase 2
0.626 Remote Similarity NPD6335 Approved
0.625 Remote Similarity NPD5173 Approved
0.6239 Remote Similarity NPD5693 Phase 1
0.6239 Remote Similarity NPD7087 Discontinued
0.6238 Remote Similarity NPD7145 Approved
0.623 Remote Similarity NPD6274 Approved
0.623 Remote Similarity NPD6868 Approved
0.6228 Remote Similarity NPD4159 Approved
0.6228 Remote Similarity NPD5223 Approved
0.6226 Remote Similarity NPD4249 Approved
0.6216 Remote Similarity NPD5695 Phase 3
0.6214 Remote Similarity NPD6902 Approved
0.621 Remote Similarity NPD7101 Approved
0.621 Remote Similarity NPD7100 Approved
0.6207 Remote Similarity NPD5141 Approved
0.62 Remote Similarity NPD6117 Approved
0.62 Remote Similarity NPD6933 Approved
0.6195 Remote Similarity NPD5696 Approved
0.6179 Remote Similarity NPD6317 Approved
0.6174 Remote Similarity NPD5224 Approved
0.6174 Remote Similarity NPD4633 Approved
0.6174 Remote Similarity NPD5225 Approved
0.6174 Remote Similarity NPD5226 Approved
0.6162 Remote Similarity NPD4785 Approved

Structure

External Identifiers

PubChem CID   52951403
ChEMBL   CHEMBL1773760
ZINC  

Physicochemical Properties

Molecular Weight:  446.30
ALogP:  0.3559
MLogP:  3.88
XLogP:  5.565
# Rotatable Bonds:  10
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  32

Download Data

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