Natural Product: NPC136114

Natural Product ID:  NPC136114
Common Name:   (2R,3S,5R,6R)-3-((1E,3E)-Hepta-1,3-Dienyl)-5,6-Dihydroxy-2-Hydroxymethyl-Cyclohexanone
IUPAC Name:   (2R,3R,5S,6R)-5-[(1E,3E)-hepta-1,3-dienyl]-2,3-dihydroxy-6-(hydroxymethyl)cyclohexan-1-one
Synonyms:   NSC-246119
Molecular Formula:   C14H22O4
Standard InCHIKey:  MPOXQBRZHHNMER-XZQMCIKJSA-N
Standard InCHI:  InChI=1S/C14H22O4/c1-2-3-4-5-6-7-10-8-12(16)14(18)13(17)11(10)9-15/h4-7,10-12,14-16,18H,2-3,8-9H2,1H3/b5-4+,7-6+/t10-,11+,12-,14-/m1/s1
Canonical SMILES:  CCC/C=C/C=C/[C@@H]1C[C@@H](O)[C@H](C(=O)[C@H]1CO)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
NPO10938 Psychotria prunifolia Species Rubiaceae Eukaryota UNPD*
NPO15947 Penicillium glabrum Species Aspergillaceae Eukaryota UNPD*
NPO21233 Pteris linearis Species Pteridaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 Inhibition = 57.9 % 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 Inhibition = 65.6 % 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 350000 nM 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 289000 nM 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 268000 nM 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 135000 nM 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 89 ug/ml 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 74 ug/ml 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 68 ug/ml 9083481
NPT12 Individual Protein Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 IC50 = 34 ug/ml 9083481

  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 NPC136114 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
0.8718 High Similarity NPC476649
0.8372 Intermediate Similarity NPC262026
0.7667 Intermediate Similarity NPC298904
0.7667 Intermediate Similarity NPC472324
0.764 Intermediate Similarity NPC79573
0.7586 Intermediate Similarity NPC67254
0.7556 Intermediate Similarity NPC475753
0.7553 Intermediate Similarity NPC478089
0.75 Intermediate Similarity NPC256902
0.75 Intermediate Similarity NPC118193
0.75 Intermediate Similarity NPC236176
0.7475 Intermediate Similarity NPC320294
0.7419 Intermediate Similarity NPC472325
0.74 Intermediate Similarity NPC160843
0.7396 Intermediate Similarity NPC279722
0.7391 Intermediate Similarity NPC158778
0.7368 Intermediate Similarity NPC196227
0.7327 Intermediate Similarity NPC166607
0.732 Intermediate Similarity NPC273269
0.7312 Intermediate Similarity NPC473100
0.73 Intermediate Similarity NPC117185
0.7292 Intermediate Similarity NPC272617
0.7292 Intermediate Similarity NPC280725
0.7284 Intermediate Similarity NPC476650
0.7234 Intermediate Similarity NPC473099
0.7228 Intermediate Similarity NPC284865
0.7222 Intermediate Similarity NPC312480
0.7216 Intermediate Similarity NPC11396
0.7216 Intermediate Similarity NPC21302
0.7212 Intermediate Similarity NPC210005
0.7212 Intermediate Similarity NPC235077
0.7204 Intermediate Similarity NPC201046
0.72 Intermediate Similarity NPC478176
0.7191 Intermediate Similarity NPC14151
0.7188 Intermediate Similarity NPC298919
0.7158 Intermediate Similarity NPC230623
0.7158 Intermediate Similarity NPC116726
0.7143 Intermediate Similarity NPC471916
0.7143 Intermediate Similarity NPC134454
0.7143 Intermediate Similarity NPC171888
0.7143 Intermediate Similarity NPC17326
0.7143 Intermediate Similarity NPC146945
0.7143 Intermediate Similarity NPC473161
0.7129 Intermediate Similarity NPC191892
0.7128 Intermediate Similarity NPC97577
0.7113 Intermediate Similarity NPC41070
0.7113 Intermediate Similarity NPC248574
0.7111 Intermediate Similarity NPC48362
0.71 Intermediate Similarity NPC470184
0.7093 Intermediate Similarity NPC114236
0.7087 Intermediate Similarity NPC144854
0.7087 Intermediate Similarity NPC3316
0.7083 Intermediate Similarity NPC478036
0.7083 Intermediate Similarity NPC478037
0.7079 Intermediate Similarity NPC157895
0.7079 Intermediate Similarity NPC104120
0.7079 Intermediate Similarity NPC148685
0.7071 Intermediate Similarity NPC191565
0.7071 Intermediate Similarity NPC469565
0.7065 Intermediate Similarity NPC15807
0.7065 Intermediate Similarity NPC36350
0.7065 Intermediate Similarity NPC187529
0.7059 Intermediate Similarity NPC326024
0.7059 Intermediate Similarity NPC475036
0.7045 Intermediate Similarity NPC178852
0.7041 Intermediate Similarity NPC469369
0.7041 Intermediate Similarity NPC469528
0.7041 Intermediate Similarity NPC94337
0.7033 Intermediate Similarity NPC64600
0.7033 Intermediate Similarity NPC105173
0.7019 Intermediate Similarity NPC293850
0.7019 Intermediate Similarity NPC154608
0.7019 Intermediate Similarity NPC192813
0.7019 Intermediate Similarity NPC277017
0.7011 Intermediate Similarity NPC78935
0.701 Intermediate Similarity NPC103527
0.701 Intermediate Similarity NPC473172
0.701 Intermediate Similarity NPC470957
0.701 Intermediate Similarity NPC470958
0.701 Intermediate Similarity NPC258674
0.7009 Intermediate Similarity NPC7921
0.7009 Intermediate Similarity NPC477266
0.7009 Intermediate Similarity NPC208998
0.7009 Intermediate Similarity NPC198539
0.7 Intermediate Similarity NPC46761
0.7 Intermediate Similarity NPC15390
0.7 Intermediate Similarity NPC110149
0.699 Remote Similarity NPC32006
0.699 Remote Similarity NPC85529
0.6989 Remote Similarity NPC179591
0.6989 Remote Similarity NPC202394
0.6979 Remote Similarity NPC168027
0.6979 Remote Similarity NPC99380
0.6979 Remote Similarity NPC36491
0.6979 Remote Similarity NPC19114
0.6979 Remote Similarity NPC142838
0.6979 Remote Similarity NPC185936
0.6979 Remote Similarity NPC473167
0.697 Remote Similarity NPC472073
0.697 Remote Similarity NPC472074
0.697 Remote Similarity NPC170978
0.6952 Remote Similarity NPC141350
0.6947 Remote Similarity NPC69627
0.6944 Remote Similarity NPC247069
0.6939 Remote Similarity NPC127063
0.6939 Remote Similarity NPC322188
0.6939 Remote Similarity NPC88310
0.6939 Remote Similarity NPC476245
0.6932 Remote Similarity NPC197659
0.6931 Remote Similarity NPC207885
0.6931 Remote Similarity NPC112613
0.6923 Remote Similarity NPC212083
0.6923 Remote Similarity NPC43285
0.6923 Remote Similarity NPC165873
0.6923 Remote Similarity NPC58370
0.6916 Remote Similarity NPC205534
0.6915 Remote Similarity NPC141292
0.6915 Remote Similarity NPC86005
0.6915 Remote Similarity NPC477926
0.6907 Remote Similarity NPC61275
0.69 Remote Similarity NPC177232
0.69 Remote Similarity NPC212465
0.6893 Remote Similarity NPC477812
0.6893 Remote Similarity NPC29705
0.6889 Remote Similarity NPC471266
0.6889 Remote Similarity NPC470947
0.6889 Remote Similarity NPC103634
0.6889 Remote Similarity NPC470945
0.6889 Remote Similarity NPC472948
0.6889 Remote Similarity NPC95124
0.6889 Remote Similarity NPC470946
0.6882 Remote Similarity NPC471267
0.6881 Remote Similarity NPC207217
0.6875 Remote Similarity NPC128672
0.6875 Remote Similarity NPC313670
0.6875 Remote Similarity NPC129913
0.6875 Remote Similarity NPC136801
0.6875 Remote Similarity NPC316228
0.6875 Remote Similarity NPC469464
0.6875 Remote Similarity NPC134321
0.6869 Remote Similarity NPC307282
0.6869 Remote Similarity NPC473164
0.6869 Remote Similarity NPC471153
0.6869 Remote Similarity NPC473291
0.6869 Remote Similarity NPC49371
0.6869 Remote Similarity NPC201657
0.6869 Remote Similarity NPC19376
0.6869 Remote Similarity NPC305464
0.6869 Remote Similarity NPC25848
0.6869 Remote Similarity NPC473158
0.6863 Remote Similarity NPC474747
0.6863 Remote Similarity NPC478156
0.6857 Remote Similarity NPC168883
0.6857 Remote Similarity NPC208461
0.6857 Remote Similarity NPC289702
0.6854 Remote Similarity NPC478084
0.6852 Remote Similarity NPC321496
0.6852 Remote Similarity NPC326264
0.6848 Remote Similarity NPC477784
0.6848 Remote Similarity NPC471987
0.6848 Remote Similarity NPC477786
0.6848 Remote Similarity NPC278648
0.6848 Remote Similarity NPC476082
0.6848 Remote Similarity NPC477785
0.6847 Remote Similarity NPC323532
0.6847 Remote Similarity NPC469488
0.6842 Remote Similarity NPC292491
0.6842 Remote Similarity NPC87189
0.6842 Remote Similarity NPC476706
0.6842 Remote Similarity NPC476707
0.6842 Remote Similarity NPC310752
0.6842 Remote Similarity NPC228415
0.6837 Remote Similarity NPC245972
0.6837 Remote Similarity NPC196485
0.6837 Remote Similarity NPC293086
0.6837 Remote Similarity NPC473162
0.6837 Remote Similarity NPC209662
0.6837 Remote Similarity NPC471207
0.6837 Remote Similarity NPC472976
0.6837 Remote Similarity NPC474529
0.6837 Remote Similarity NPC472977
0.6832 Remote Similarity NPC472972
0.6832 Remote Similarity NPC127408
0.6832 Remote Similarity NPC291785
0.6832 Remote Similarity NPC144956
0.6832 Remote Similarity NPC306856
0.6832 Remote Similarity NPC470388
0.6827 Remote Similarity NPC97202
0.6827 Remote Similarity NPC302607
0.6827 Remote Similarity NPC202167
0.6827 Remote Similarity NPC260268
0.6827 Remote Similarity NPC150531
0.6827 Remote Similarity NPC50692
0.6827 Remote Similarity NPC102352
0.6827 Remote Similarity NPC85829
0.6827 Remote Similarity NPC214264
0.6827 Remote Similarity NPC319077
0.6827 Remote Similarity NPC48733
0.6827 Remote Similarity NPC49958
0.6827 Remote Similarity NPC171137

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC136114 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
0.7263 Intermediate Similarity NPD5779 Approved
0.7263 Intermediate Similarity NPD5778 Approved
0.7212 Intermediate Similarity NPD4634 Approved
0.7128 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD6101 Approved
0.6979 Remote Similarity NPD6411 Approved
0.6979 Remote Similarity NPD7983 Approved
0.6869 Remote Similarity NPD5221 Approved
0.6869 Remote Similarity NPD5222 Approved
0.6869 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6832 Remote Similarity NPD4696 Approved
0.6832 Remote Similarity NPD5286 Approved
0.6832 Remote Similarity NPD5285 Approved
0.6809 Remote Similarity NPD5279 Phase 3
0.68 Remote Similarity NPD5173 Approved
0.68 Remote Similarity NPD4755 Approved
0.6765 Remote Similarity NPD5223 Approved
0.6703 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6703 Remote Similarity NPD5368 Approved
0.67 Remote Similarity NPD4697 Phase 3
0.6699 Remote Similarity NPD5225 Approved
0.6699 Remote Similarity NPD5211 Phase 2
0.6699 Remote Similarity NPD5226 Approved
0.6699 Remote Similarity NPD4633 Approved
0.6699 Remote Similarity NPD5224 Approved
0.6697 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD5282 Discontinued
0.6667 Remote Similarity NPD4700 Approved
0.6637 Remote Similarity NPD6319 Approved
0.6635 Remote Similarity NPD5174 Approved
0.6635 Remote Similarity NPD5175 Approved
0.6633 Remote Similarity NPD6079 Approved
0.6598 Remote Similarity NPD5328 Approved
0.6571 Remote Similarity NPD5141 Approved
0.6559 Remote Similarity NPD3667 Approved
0.6559 Remote Similarity NPD6435 Approved
0.6506 Remote Similarity NPD3197 Phase 1
0.6491 Remote Similarity NPD6054 Approved
0.6489 Remote Similarity NPD6110 Phase 1
0.6476 Remote Similarity NPD4754 Approved
0.6458 Remote Similarity NPD3618 Phase 1
0.6458 Remote Similarity NPD5786 Approved
0.6452 Remote Similarity NPD5369 Approved
0.6449 Remote Similarity NPD5697 Approved
0.6435 Remote Similarity NPD6015 Approved
0.6435 Remote Similarity NPD6016 Approved
0.6421 Remote Similarity NPD4786 Approved
0.6389 Remote Similarity NPD6899 Approved
0.6389 Remote Similarity NPD4729 Approved
0.6389 Remote Similarity NPD6011 Approved
0.6389 Remote Similarity NPD4730 Approved
0.6389 Remote Similarity NPD6881 Approved
0.6383 Remote Similarity NPD4270 Approved
0.6383 Remote Similarity NPD4269 Approved
0.6379 Remote Similarity NPD5988 Approved
0.6379 Remote Similarity NPD6370 Approved
0.6373 Remote Similarity NPD7839 Suspended
0.6372 Remote Similarity NPD6009 Approved
0.6355 Remote Similarity NPD4768 Approved
0.6355 Remote Similarity NPD7128 Approved
0.6355 Remote Similarity NPD6675 Approved
0.6355 Remote Similarity NPD4767 Approved
0.6355 Remote Similarity NPD6402 Approved
0.6355 Remote Similarity NPD5739 Approved
0.6348 Remote Similarity NPD6059 Approved
0.6344 Remote Similarity NPD4695 Discontinued
0.6344 Remote Similarity NPD4252 Approved
0.633 Remote Similarity NPD6012 Approved
0.633 Remote Similarity NPD6014 Approved
0.633 Remote Similarity NPD6013 Approved
0.6325 Remote Similarity NPD8328 Phase 3
0.6306 Remote Similarity NPD8297 Approved
0.63 Remote Similarity NPD7515 Phase 2
0.6296 Remote Similarity NPD5701 Approved
0.6275 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6273 Remote Similarity NPD5250 Approved
0.6273 Remote Similarity NPD5169 Approved
0.6273 Remote Similarity NPD5247 Approved
0.6273 Remote Similarity NPD5251 Approved
0.6273 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6273 Remote Similarity NPD5249 Phase 3
0.6273 Remote Similarity NPD7102 Approved
0.6273 Remote Similarity NPD7290 Approved
0.6273 Remote Similarity NPD5135 Approved
0.6273 Remote Similarity NPD5248 Approved
0.6273 Remote Similarity NPD6883 Approved
0.6271 Remote Similarity NPD7492 Approved
0.6263 Remote Similarity NPD4753 Phase 2
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD3133 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.6239 Remote Similarity NPD5128 Approved
0.6239 Remote Similarity NPD5168 Approved
0.6239 Remote Similarity NPD7320 Approved
0.6238 Remote Similarity NPD4202 Approved
0.6218 Remote Similarity NPD6616 Approved
0.6216 Remote Similarity NPD6847 Approved
0.6216 Remote Similarity NPD6617 Approved
0.6216 Remote Similarity NPD6649 Approved
0.6216 Remote Similarity NPD6869 Approved
0.6216 Remote Similarity NPD6650 Approved
0.6216 Remote Similarity NPD5215 Approved
0.6216 Remote Similarity NPD8130 Phase 1
0.6216 Remote Similarity NPD5216 Approved
0.6216 Remote Similarity NPD5217 Approved
0.6216 Remote Similarity NPD5127 Approved
0.6211 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5363 Approved
0.6186 Remote Similarity NPD1696 Phase 3
0.6182 Remote Similarity NPD6372 Approved
0.6182 Remote Similarity NPD6373 Approved
0.6167 Remote Similarity NPD7078 Approved
0.6163 Remote Similarity NPD7331 Phase 2
0.6161 Remote Similarity NPD6882 Approved
0.6154 Remote Similarity NPD6921 Approved
0.6154 Remote Similarity NPD5983 Phase 2
0.6139 Remote Similarity NPD7637 Suspended
0.6129 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4694 Approved
0.6122 Remote Similarity NPD5280 Approved
0.6121 Remote Similarity NPD4522 Approved
0.6117 Remote Similarity NPD5210 Approved
0.6117 Remote Similarity NPD4629 Approved
0.6116 Remote Similarity NPD7736 Approved
0.6092 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6087 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6933 Approved
0.6082 Remote Similarity NPD3668 Phase 3
0.6078 Remote Similarity NPD6399 Phase 3
0.6071 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7524 Approved
0.6053 Remote Similarity NPD5167 Approved
0.605 Remote Similarity NPD7604 Phase 2
0.6047 Remote Similarity NPD7341 Phase 2
0.604 Remote Similarity NPD46 Approved
0.604 Remote Similarity NPD6698 Approved
0.6033 Remote Similarity NPD8293 Discontinued
0.6019 Remote Similarity NPD7748 Approved
0.6017 Remote Similarity NPD8517 Approved
0.6017 Remote Similarity NPD8515 Approved
0.6017 Remote Similarity NPD8516 Approved
0.6017 Remote Similarity NPD8513 Phase 3
0.6 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD7902 Approved
0.5984 Remote Similarity NPD6033 Approved
0.5981 Remote Similarity NPD5344 Discontinued
0.598 Remote Similarity NPD5281 Approved
0.598 Remote Similarity NPD5284 Approved
0.5978 Remote Similarity NPD3703 Phase 2
0.596 Remote Similarity NPD5690 Phase 2
0.596 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4271 Approved
0.5957 Remote Similarity NPD4268 Approved
0.595 Remote Similarity NPD6336 Discontinued
0.5948 Remote Similarity NPD6317 Approved
0.5943 Remote Similarity NPD4225 Approved
0.5941 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5918 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4197 Approved
0.5897 Remote Similarity NPD6313 Approved
0.5897 Remote Similarity NPD6335 Approved
0.5897 Remote Similarity NPD6314 Approved
0.5895 Remote Similarity NPD6929 Approved
0.5893 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6648 Approved
0.5882 Remote Similarity NPD7838 Discovery
0.5882 Remote Similarity NPD5785 Approved
0.587 Remote Similarity NPD6926 Approved
0.587 Remote Similarity NPD6924 Approved
0.5862 Remote Similarity NPD6868 Approved
0.5862 Remote Similarity NPD6274 Approved
0.5859 Remote Similarity NPD5329 Approved
0.5856 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5851 Remote Similarity NPD6932 Approved
0.5849 Remote Similarity NPD6084 Phase 2
0.5849 Remote Similarity NPD6083 Phase 2
0.5847 Remote Similarity NPD7100 Approved
0.5847 Remote Similarity NPD7101 Approved
0.5833 Remote Similarity NPD4822 Approved
0.5833 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4819 Approved
0.5833 Remote Similarity NPD7509 Discontinued
0.5833 Remote Similarity NPD6931 Approved
0.5833 Remote Similarity NPD7525 Registered
0.5833 Remote Similarity NPD6930 Phase 2
0.5833 Remote Similarity NPD4820 Approved
0.5833 Remote Similarity NPD4821 Approved
0.5827 Remote Similarity NPD8415 Approved
0.5825 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5824 Remote Similarity NPD7151 Approved
0.5824 Remote Similarity NPD7152 Approved
0.5824 Remote Similarity NPD7150 Approved
0.5816 Remote Similarity NPD5362 Discontinued
0.5816 Remote Similarity NPD6695 Phase 3
0.5814 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5812 Remote Similarity NPD7115 Discovery
0.581 Remote Similarity NPD5695 Phase 3
0.5806 Remote Similarity NPD8264 Approved
0.5804 Remote Similarity NPD6686 Approved

Structure

External Identifiers

PubChem CID   6438427
ChEMBL   CHEMBL367001
ZINC  

Physicochemical Properties

Molecular Weight:  254.15
ALogP:  -1.0813
MLogP:  2.56
XLogP:  2.321
# Rotatable Bonds:  9
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  18

Download Data

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