Drug Information

Drug ID:  NPD2059
Drug Name:  Methylene Blue
Molecular Formula:  C16H18N3S
Canonical SMILES:  CN(c1ccc2c(c1)[s+]c1c(n2)ccc(c1)N(C)C)C
Standard InCHI:  InChI=1S/C16H18N3S/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13/h5-10H,1-4H3/q+1
Standard InCHIKey:  RBTBFTRPCNLSDE-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD2059

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 0.9556 NPC320863
Intermediate Similarity 0.8102 NPC273714
Intermediate Similarity 0.7676 NPC287895
Intermediate Similarity 0.7589 NPC69277
Intermediate Similarity 0.7548 NPC161108
Intermediate Similarity 0.7535 NPC151779
Intermediate Similarity 0.7299 NPC143156
Intermediate Similarity 0.7055 NPC476140
Remote Similarity 0.6972 NPC54102
Remote Similarity 0.6972 NPC162689
Remote Similarity 0.6947 NPC213774
Remote Similarity 0.6928 NPC314102
Remote Similarity 0.6928 NPC251722
Remote Similarity 0.6918 NPC122718
Remote Similarity 0.6901 NPC81561
Remote Similarity 0.6866 NPC328877
Remote Similarity 0.6831 NPC148140
Remote Similarity 0.6667 NPC231655
Remote Similarity 0.6646 NPC88121
Remote Similarity 0.6644 NPC215519
Remote Similarity 0.6627 NPC474791
Remote Similarity 0.6571 NPC164228
Remote Similarity 0.6519 NPC104483
Remote Similarity 0.6513 NPC473417
Remote Similarity 0.651 NPC46358
Remote Similarity 0.6503 NPC473901
Remote Similarity 0.65 NPC20144
Remote Similarity 0.6478 NPC2949
Remote Similarity 0.6478 NPC59084
Remote Similarity 0.6474 NPC198988
Remote Similarity 0.6463 NPC148592
Remote Similarity 0.6458 NPC147810
Remote Similarity 0.644 NPC66699
Remote Similarity 0.6438 NPC473868
Remote Similarity 0.6438 NPC63157
Remote Similarity 0.6429 NPC173344
Remote Similarity 0.6415 NPC88097
Remote Similarity 0.6396 NPC149014
Remote Similarity 0.6387 NPC475450
Remote Similarity 0.6387 NPC175916
Remote Similarity 0.6382 NPC135488
Remote Similarity 0.6364 NPC33421
Remote Similarity 0.6364 NPC40070
Remote Similarity 0.6352 NPC169433
Remote Similarity 0.6341 NPC21605
Remote Similarity 0.634 NPC124636
Remote Similarity 0.6333 NPC56856
Remote Similarity 0.6332 NPC77022
Remote Similarity 0.6329 NPC325252
Remote Similarity 0.6325 NPC470233
Remote Similarity 0.6312 NPC315348
Remote Similarity 0.6312 NPC32002
Remote Similarity 0.6312 NPC316811
Remote Similarity 0.6308 NPC193370
Remote Similarity 0.63 NPC216221
Remote Similarity 0.6289 NPC150259
Remote Similarity 0.6275 NPC250361
Remote Similarity 0.6264 NPC91895
Remote Similarity 0.6259 NPC476566
Remote Similarity 0.6258 NPC476131
Remote Similarity 0.6258 NPC473587
Remote Similarity 0.625 NPC476322
Remote Similarity 0.625 NPC476219
Remote Similarity 0.6242 NPC473930
Remote Similarity 0.6242 NPC11863
Remote Similarity 0.6235 NPC221786
Remote Similarity 0.6235 NPC475990
Remote Similarity 0.6235 NPC474880
Remote Similarity 0.6232 NPC83987
Remote Similarity 0.6225 NPC41174
Remote Similarity 0.6218 NPC475428
Remote Similarity 0.6218 NPC69914
Remote Similarity 0.6218 NPC22079
Remote Similarity 0.6216 NPC240136
Remote Similarity 0.6216 NPC297486
Remote Similarity 0.6216 NPC471402
Remote Similarity 0.6199 NPC229173
Remote Similarity 0.6194 NPC473762
Remote Similarity 0.6181 NPC27802
Remote Similarity 0.6178 NPC179365
Remote Similarity 0.6176 NPC316910
Remote Similarity 0.6174 NPC91958
Remote Similarity 0.6173 NPC284635
Remote Similarity 0.6173 NPC238499
Remote Similarity 0.6173 NPC115611
Remote Similarity 0.6159 NPC48564
Remote Similarity 0.6159 NPC265605
Remote Similarity 0.6159 NPC182570
Remote Similarity 0.6154 NPC49051
Remote Similarity 0.6154 NPC476297
Remote Similarity 0.6145 NPC470111
Remote Similarity 0.6141 NPC188104
Remote Similarity 0.614 NPC56765
Remote Similarity 0.614 NPC6436
Remote Similarity 0.6131 NPC470823
Remote Similarity 0.6121 NPC470440
Remote Similarity 0.6121 NPC86288
Remote Similarity 0.6115 NPC282398
Remote Similarity 0.6111 NPC73767
Remote Similarity 0.6096 NPC296163
Remote Similarity 0.6095 NPC325903
Remote Similarity 0.6092 NPC195507
Remote Similarity 0.6092 NPC2165
Remote Similarity 0.6084 NPC478186
Remote Similarity 0.6084 NPC76540
Remote Similarity 0.6078 NPC290094
Remote Similarity 0.6076 NPC256893
Remote Similarity 0.6074 NPC469779
Remote Similarity 0.6074 NPC469768
Remote Similarity 0.6074 NPC469767
Remote Similarity 0.6074 NPC469780
Remote Similarity 0.6074 NPC469783
Remote Similarity 0.6074 NPC469761
Remote Similarity 0.6074 NPC469784
Remote Similarity 0.6071 NPC53947
Remote Similarity 0.6067 NPC143603
Remote Similarity 0.6048 NPC201380
Remote Similarity 0.6048 NPC179787
Remote Similarity 0.604 NPC192209
Remote Similarity 0.6037 NPC469766
Remote Similarity 0.6036 NPC216713
Remote Similarity 0.6034 NPC478182
Remote Similarity 0.6025 NPC218268
Remote Similarity 0.6024 NPC469525
Remote Similarity 0.6024 NPC285731
Remote Similarity 0.6024 NPC204141
Remote Similarity 0.6023 NPC476464
Remote Similarity 0.6023 NPC51054
Remote Similarity 0.6022 NPC222592
Remote Similarity 0.6022 NPC168486
Remote Similarity 0.6012 NPC215584
Remote Similarity 0.6012 NPC255229
Remote Similarity 0.6012 NPC81229
Remote Similarity 0.6012 NPC110126
Remote Similarity 0.6012 NPC312092
Remote Similarity 0.6012 NPC44773
Remote Similarity 0.6012 NPC321911
Remote Similarity 0.6011 NPC314557
Remote Similarity 0.6 NPC200214
Remote Similarity 0.6 NPC291610
Remote Similarity 0.5989 NPC474897
Remote Similarity 0.5988 NPC288838
Remote Similarity 0.5988 NPC125746
Remote Similarity 0.5988 NPC469897
Remote Similarity 0.5988 NPC63545
Remote Similarity 0.5988 NPC84911
Remote Similarity 0.5977 NPC194881
Remote Similarity 0.5968 NPC255909
Remote Similarity 0.5962 NPC202957
Remote Similarity 0.5962 NPC169625
Remote Similarity 0.5959 NPC469308
Remote Similarity 0.5954 NPC318065
Remote Similarity 0.5954 NPC206819
Remote Similarity 0.5952 NPC469811
Remote Similarity 0.5952 NPC321617
Remote Similarity 0.5952 NPC471957
Remote Similarity 0.5952 NPC477134
Remote Similarity 0.5944 NPC315715
Remote Similarity 0.5943 NPC21174
Remote Similarity 0.5943 NPC271797
Remote Similarity 0.5939 NPC277157
Remote Similarity 0.5933 NPC313449
Remote Similarity 0.5926 NPC96102
Remote Similarity 0.5926 NPC29886
Remote Similarity 0.5926 NPC261195
Remote Similarity 0.5924 NPC471311
Remote Similarity 0.5924 NPC471313
Remote Similarity 0.5924 NPC278451
Remote Similarity 0.5917 NPC288445
Remote Similarity 0.5909 NPC329825
Remote Similarity 0.5906 NPC138842
Remote Similarity 0.5897 NPC166424
Remote Similarity 0.5897 NPC245244
Remote Similarity 0.5897 NPC146373
Remote Similarity 0.5896 NPC286427
Remote Similarity 0.5896 NPC216643
Remote Similarity 0.5896 NPC129721
Remote Similarity 0.589 NPC105127
Remote Similarity 0.5886 NPC89490
Remote Similarity 0.5882 NPC103119
Remote Similarity 0.5878 NPC187036
Remote Similarity 0.5878 NPC235843
Remote Similarity 0.5875 NPC101165
Remote Similarity 0.5875 NPC82295
Remote Similarity 0.5868 NPC242556
Remote Similarity 0.5862 NPC293487
Remote Similarity 0.5862 NPC477591
Remote Similarity 0.5862 NPC302790
Remote Similarity 0.5862 NPC41257
Remote Similarity 0.586 NPC75999
Remote Similarity 0.5856 NPC280852
Remote Similarity 0.5852 NPC90723
Remote Similarity 0.5852 NPC317105
Remote Similarity 0.5851 NPC134079
Remote Similarity 0.5849 NPC475105
Remote Similarity 0.5849 NPC329896
Remote Similarity 0.5849 NPC475090
Remote Similarity 0.5847 NPC249662
Remote Similarity 0.5833 NPC272483
Remote Similarity 0.5833 NPC27740

Drug Structure

External Identifiers

TTD  
DrugBank   DB08167
ChEMBL   CHEMBL191083
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI   43830
CAS Number  7060-82-4

Drug Properties

Molecular Weight  284.12
ALogP  0.4356
MLogP  2.78
XLogP  3.221
HDA  3
HBD  0
Rotatable Bonds  6
TPSA  19.37
RO5 Violation  0