Drug Information

Drug ID:  NPD1366
Drug Name:  Methapyrilene
Molecular Formula:  C14H19N3S
Canonical SMILES:  CN(CCN(c1ccccn1)Cc1cccs1)C
Standard InCHI:  InChI=1S/C14H19N3S/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14/h3-8,11H,9-10,12H2,1-2H3
Standard InCHIKey:  HNJJXZKZRAWDPF-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD1366

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
Intermediate Similarity 0.7554 NPC84268
Intermediate Similarity 0.7286 NPC473901
Intermediate Similarity 0.7075 NPC56856
Intermediate Similarity 0.7 NPC135488
Remote Similarity 0.6986 NPC11863
Remote Similarity 0.6973 NPC469308
Remote Similarity 0.6912 NPC83987
Remote Similarity 0.6797 NPC287895
Remote Similarity 0.6782 NPC317054
Remote Similarity 0.6779 NPC265605
Remote Similarity 0.6779 NPC182570
Remote Similarity 0.6779 NPC48564
Remote Similarity 0.6738 NPC231655
Remote Similarity 0.6738 NPC76540
Remote Similarity 0.6713 NPC27802
Remote Similarity 0.6667 NPC471322
Remote Similarity 0.6667 NPC320863
Remote Similarity 0.6645 NPC476322
Remote Similarity 0.6622 NPC297486
Remote Similarity 0.6622 NPC240136
Remote Similarity 0.6622 NPC471402
Remote Similarity 0.6601 NPC273714
Remote Similarity 0.6507 NPC235843
Remote Similarity 0.6471 NPC290094
Remote Similarity 0.6467 NPC91958
Remote Similarity 0.6456 NPC101165
Remote Similarity 0.6444 NPC164228
Remote Similarity 0.6433 NPC476131
Remote Similarity 0.6429 NPC27740
Remote Similarity 0.6412 NPC120070
Remote Similarity 0.6392 NPC69914
Remote Similarity 0.6358 NPC143603
Remote Similarity 0.6358 NPC470204
Remote Similarity 0.6348 NPC314557
Remote Similarity 0.6346 NPC169625
Remote Similarity 0.6346 NPC202957
Remote Similarity 0.6328 NPC91895
Remote Similarity 0.6322 NPC470203
Remote Similarity 0.6306 NPC471311
Remote Similarity 0.6306 NPC471313
Remote Similarity 0.6296 NPC216159
Remote Similarity 0.6294 NPC470823
Remote Similarity 0.6289 NPC143325
Remote Similarity 0.6278 NPC315715
Remote Similarity 0.6266 NPC89490
Remote Similarity 0.6243 NPC469897
Remote Similarity 0.6235 NPC40070
Remote Similarity 0.6229 NPC253687
Remote Similarity 0.6226 NPC475090
Remote Similarity 0.6226 NPC329896
Remote Similarity 0.6226 NPC475105
Remote Similarity 0.6213 NPC470111
Remote Similarity 0.6199 NPC216713
Remote Similarity 0.6194 NPC329825
Remote Similarity 0.6178 NPC245244
Remote Similarity 0.6178 NPC146373
Remote Similarity 0.6178 NPC166424
Remote Similarity 0.6178 NPC69277
Remote Similarity 0.6159 NPC314102
Remote Similarity 0.6159 NPC65408
Remote Similarity 0.6159 NPC251722
Remote Similarity 0.6159 NPC150259
Remote Similarity 0.6154 NPC46358
Remote Similarity 0.6139 NPC151779
Remote Similarity 0.6118 NPC179787
Remote Similarity 0.6118 NPC201380
Remote Similarity 0.6101 NPC212125
Remote Similarity 0.6095 NPC285731
Remote Similarity 0.6087 NPC282398
Remote Similarity 0.6084 NPC315348
Remote Similarity 0.6084 NPC316811
Remote Similarity 0.6084 NPC73767
Remote Similarity 0.6084 NPC32002
Remote Similarity 0.6082 NPC321911
Remote Similarity 0.608 NPC122141
Remote Similarity 0.6069 NPC200214
Remote Similarity 0.6059 NPC63545
Remote Similarity 0.6056 NPC213774
Remote Similarity 0.6049 NPC324611
Remote Similarity 0.6045 NPC225018
Remote Similarity 0.6038 NPC75999
Remote Similarity 0.6034 NPC476219
Remote Similarity 0.6034 NPC476297
Remote Similarity 0.6033 NPC265710
Remote Similarity 0.6023 NPC469811
Remote Similarity 0.6023 NPC471957
Remote Similarity 0.6012 NPC472260
Remote Similarity 0.6012 NPC470233
Remote Similarity 0.6 NPC204141
Remote Similarity 0.6 NPC16659
Remote Similarity 0.5988 NPC110126
Remote Similarity 0.5977 NPC161108
Remote Similarity 0.5965 NPC143872
Remote Similarity 0.5964 NPC471312
Remote Similarity 0.5964 NPC84911
Remote Similarity 0.5952 NPC469783
Remote Similarity 0.5952 NPC469784
Remote Similarity 0.5952 NPC469779
Remote Similarity 0.5952 NPC469768
Remote Similarity 0.5952 NPC469780
Remote Similarity 0.5952 NPC469761
Remote Similarity 0.5952 NPC469767
Remote Similarity 0.5951 NPC256893
Remote Similarity 0.5947 NPC472289
Remote Similarity 0.5944 NPC49217
Remote Similarity 0.5938 NPC476140
Remote Similarity 0.5932 NPC477591
Remote Similarity 0.5932 NPC300238
Remote Similarity 0.5922 NPC478182
Remote Similarity 0.5917 NPC469766
Remote Similarity 0.5904 NPC261195
Remote Similarity 0.5904 NPC29886
Remote Similarity 0.5904 NPC96102
Remote Similarity 0.5901 NPC306397
Remote Similarity 0.5895 NPC206251
Remote Similarity 0.5895 NPC74382
Remote Similarity 0.5892 NPC473380
Remote Similarity 0.5892 NPC240088
Remote Similarity 0.5886 NPC325903
Remote Similarity 0.5882 NPC307191
Remote Similarity 0.5882 NPC42483
Remote Similarity 0.5882 NPC143156
Remote Similarity 0.5882 NPC20144
Remote Similarity 0.5882 NPC477977
Remote Similarity 0.5876 NPC236711
Remote Similarity 0.5875 NPC151489
Remote Similarity 0.5868 NPC105127
Remote Similarity 0.5868 NPC472288
Remote Similarity 0.5864 NPC224327
Remote Similarity 0.5854 NPC82295
Remote Similarity 0.5843 NPC293487
Remote Similarity 0.5843 NPC198988
Remote Similarity 0.5838 NPC114209
Remote Similarity 0.5824 NPC88121
Remote Similarity 0.5824 NPC476454
Remote Similarity 0.582 NPC108011
Remote Similarity 0.5814 NPC314372
Remote Similarity 0.5814 NPC86288
Remote Similarity 0.5808 NPC29702
Remote Similarity 0.5808 NPC328029
Remote Similarity 0.5806 NPC476566
Remote Similarity 0.5805 NPC282531
Remote Similarity 0.5802 NPC165370
Remote Similarity 0.5797 NPC14223
Remote Similarity 0.5793 NPC315320
Remote Similarity 0.5789 NPC190296
Remote Similarity 0.5787 NPC129721
Remote Similarity 0.5771 NPC53947
Remote Similarity 0.5771 NPC148592
Remote Similarity 0.5769 NPC475920
Remote Similarity 0.5767 NPC471589
Remote Similarity 0.5767 NPC313823
Remote Similarity 0.5765 NPC279081
Remote Similarity 0.5761 NPC54214
Remote Similarity 0.5761 NPC82331
Remote Similarity 0.5756 NPC471323
Remote Similarity 0.5754 NPC56765
Remote Similarity 0.5751 NPC134079
Remote Similarity 0.5746 NPC478184
Remote Similarity 0.5745 NPC314281
Remote Similarity 0.5745 NPC40530
Remote Similarity 0.574 NPC104049
Remote Similarity 0.574 NPC169433
Remote Similarity 0.5732 NPC71236
Remote Similarity 0.5723 NPC330326
Remote Similarity 0.5722 NPC248454
Remote Similarity 0.5721 NPC39092
Remote Similarity 0.5714 NPC325252
Remote Similarity 0.5714 NPC2165
Remote Similarity 0.5714 NPC195507
Remote Similarity 0.5706 NPC88097
Remote Similarity 0.5706 NPC104483
Remote Similarity 0.5691 NPC478185
Remote Similarity 0.569 NPC288838
Remote Similarity 0.5684 NPC471609
Remote Similarity 0.5683 NPC56233
Remote Similarity 0.5683 NPC478183
Remote Similarity 0.5682 NPC105818
Remote Similarity 0.5682 NPC24678
Remote Similarity 0.568 NPC125746
Remote Similarity 0.5673 NPC230002
Remote Similarity 0.5669 NPC81561
Remote Similarity 0.5668 NPC280852
Remote Similarity 0.5663 NPC174421
Remote Similarity 0.5659 NPC90723
Remote Similarity 0.5659 NPC317105
Remote Similarity 0.5657 NPC272483
Remote Similarity 0.5657 NPC477974
Remote Similarity 0.565 NPC469975
Remote Similarity 0.5642 NPC51054
Remote Similarity 0.5642 NPC476464
Remote Similarity 0.564 NPC197068
Remote Similarity 0.5635 NPC215584
Remote Similarity 0.5635 NPC44773
Remote Similarity 0.5635 NPC25899
Remote Similarity 0.5632 NPC159856
Remote Similarity 0.5631 NPC147810
Remote Similarity 0.5629 NPC322488
Remote Similarity 0.5628 NPC274229
Remote Similarity 0.5622 NPC32534

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  261.13
ALogP  0.8564
MLogP  2.56
XLogP  2.95
HDA  3
HBD  0
Rotatable Bonds  8
TPSA  47.61
RO5 Violation  0