Drug Information

Drug ID:  NPD2006
Drug Name:  besipirdine
Molecular Formula:  C16H17N3
Canonical SMILES:  CCCN(n1ccc2c1cccc2)c1ccncc1
Standard InCHI:  InChI=1S/C16H17N3/c1-2-12-18(15-7-10-17-11-8-15)19-13-9-14-5-3-4-6-16(14)19/h3-11,13H,2,12H2,1H3
Standard InCHIKey:  OTPPJICEBWOCKD-UHFFFAOYSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2006

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 0.8657 NPC46358
High Similarity 0.8652 NPC251722
High Similarity 0.8652 NPC314102
High Similarity 0.8639 NPC40070
High Similarity 0.8521 NPC150259
High Similarity 0.8503 NPC470111
Intermediate Similarity 0.8378 NPC179787
Intermediate Similarity 0.8378 NPC201380
Intermediate Similarity 0.8354 NPC471579
Intermediate Similarity 0.8345 NPC469768
Intermediate Similarity 0.8345 NPC469784
Intermediate Similarity 0.8345 NPC469783
Intermediate Similarity 0.8345 NPC469761
Intermediate Similarity 0.8345 NPC469779
Intermediate Similarity 0.8345 NPC469780
Intermediate Similarity 0.8345 NPC469767
Intermediate Similarity 0.8322 NPC321911
Intermediate Similarity 0.8311 NPC63545
Intermediate Similarity 0.8288 NPC469766
Intermediate Similarity 0.8276 NPC110126
Intermediate Similarity 0.8276 NPC73767
Intermediate Similarity 0.8267 NPC53947
Intermediate Similarity 0.8264 NPC105127
Intermediate Similarity 0.8264 NPC84911
Intermediate Similarity 0.8255 NPC469811
Intermediate Similarity 0.8243 NPC86288
Intermediate Similarity 0.8235 NPC265605
Intermediate Similarity 0.8235 NPC48564
Intermediate Similarity 0.8235 NPC182570
Intermediate Similarity 0.8212 NPC470233
Intermediate Similarity 0.8194 NPC29886
Intermediate Similarity 0.8194 NPC261195
Intermediate Similarity 0.8194 NPC96102
Intermediate Similarity 0.8188 NPC288838
Intermediate Similarity 0.8169 NPC82295
Intermediate Similarity 0.8158 NPC325903
Intermediate Similarity 0.8141 NPC317105
Intermediate Similarity 0.8082 NPC169433
Intermediate Similarity 0.8074 NPC81561
Intermediate Similarity 0.8052 NPC476464
Intermediate Similarity 0.8027 NPC104483
Intermediate Similarity 0.8025 NPC478182
Intermediate Similarity 0.8015 NPC91958
Intermediate Similarity 0.8013 NPC44773
Intermediate Similarity 0.8013 NPC215584
Intermediate Similarity 0.8 NPC236711
Intermediate Similarity 0.8 NPC148140
Intermediate Similarity 0.8 NPC285731
Intermediate Similarity 0.8 NPC314372
Intermediate Similarity 0.7987 NPC190296
Intermediate Similarity 0.7987 NPC20144
Intermediate Similarity 0.7973 NPC279081
Intermediate Similarity 0.7973 NPC59084
Intermediate Similarity 0.7962 NPC470203
Intermediate Similarity 0.7949 NPC477591
Intermediate Similarity 0.7949 NPC56765
Intermediate Similarity 0.7929 NPC476322
Intermediate Similarity 0.7929 NPC27740
Intermediate Similarity 0.7922 NPC138842
Intermediate Similarity 0.7919 NPC63157
Intermediate Similarity 0.7919 NPC473868
Intermediate Similarity 0.7908 NPC24678
Intermediate Similarity 0.7908 NPC105818
Intermediate Similarity 0.7898 NPC470204
Intermediate Similarity 0.7885 NPC129721
Intermediate Similarity 0.7885 NPC216643
Intermediate Similarity 0.7883 NPC143603
Intermediate Similarity 0.7883 NPC54102
Intermediate Similarity 0.7883 NPC162689
Intermediate Similarity 0.7877 NPC198988
Intermediate Similarity 0.7852 NPC115611
Intermediate Similarity 0.7852 NPC230002
Intermediate Similarity 0.7852 NPC2949
Intermediate Similarity 0.7847 NPC282398
Intermediate Similarity 0.7834 NPC293487
Intermediate Similarity 0.7834 NPC135141
Intermediate Similarity 0.7834 NPC92796
Intermediate Similarity 0.7829 NPC143872
Intermediate Similarity 0.7823 NPC325252
Intermediate Similarity 0.7821 NPC51054
Intermediate Similarity 0.781 NPC471402
Intermediate Similarity 0.781 NPC240136
Intermediate Similarity 0.781 NPC297486
Intermediate Similarity 0.7806 NPC259644
Intermediate Similarity 0.7806 NPC469760
Intermediate Similarity 0.7806 NPC73952
Intermediate Similarity 0.7806 NPC469763
Intermediate Similarity 0.7806 NPC469786
Intermediate Similarity 0.7806 NPC469765
Intermediate Similarity 0.7806 NPC25008
Intermediate Similarity 0.7801 NPC122718
Intermediate Similarity 0.7799 NPC478184
Intermediate Similarity 0.7799 NPC90723
Intermediate Similarity 0.7785 NPC122141
Intermediate Similarity 0.7785 NPC32002
Intermediate Similarity 0.7785 NPC315348
Intermediate Similarity 0.7785 NPC316811
Intermediate Similarity 0.7778 NPC471957
Intermediate Similarity 0.7778 NPC82331
Intermediate Similarity 0.7778 NPC476131
Intermediate Similarity 0.7771 NPC286427
Intermediate Similarity 0.777 NPC215519
Intermediate Similarity 0.7763 NPC159856
Intermediate Similarity 0.7756 NPC476219
Intermediate Similarity 0.7756 NPC80597
Intermediate Similarity 0.7756 NPC211572
Intermediate Similarity 0.7756 NPC70922
Intermediate Similarity 0.7756 NPC476297
Intermediate Similarity 0.7756 NPC212376
Intermediate Similarity 0.7756 NPC75540
Intermediate Similarity 0.7744 NPC474958
Intermediate Similarity 0.7736 NPC225018
Intermediate Similarity 0.7733 NPC284635
Intermediate Similarity 0.773 NPC290094
Intermediate Similarity 0.7724 NPC22079
Intermediate Similarity 0.7724 NPC69914
Intermediate Similarity 0.7722 NPC318065
Intermediate Similarity 0.7722 NPC206819
Intermediate Similarity 0.7722 NPC41257
Intermediate Similarity 0.7702 NPC478183
Intermediate Similarity 0.7692 NPC200214
Intermediate Similarity 0.7687 NPC27802
Intermediate Similarity 0.7671 NPC475450
Intermediate Similarity 0.7671 NPC256893
Intermediate Similarity 0.7667 NPC88097
Intermediate Similarity 0.7662 NPC21605
Intermediate Similarity 0.766 NPC41174
Intermediate Similarity 0.764 NPC274229
Intermediate Similarity 0.7636 NPC280852
Intermediate Similarity 0.7628 NPC470823
Intermediate Similarity 0.7625 NPC478185
Intermediate Similarity 0.7622 NPC146373
Intermediate Similarity 0.7622 NPC245244
Intermediate Similarity 0.7622 NPC166424
Intermediate Similarity 0.7607 NPC91895
Intermediate Similarity 0.7595 NPC469785
Intermediate Similarity 0.7593 NPC56233
Intermediate Similarity 0.758 NPC141926
Intermediate Similarity 0.7569 NPC250361
Intermediate Similarity 0.7569 NPC169625
Intermediate Similarity 0.7569 NPC202957
Intermediate Similarity 0.7561 NPC201634
Intermediate Similarity 0.7547 NPC469762
Intermediate Similarity 0.7534 NPC473587
Intermediate Similarity 0.7533 NPC125746
Intermediate Similarity 0.7532 NPC34844
Intermediate Similarity 0.7517 NPC471311
Intermediate Similarity 0.7517 NPC471313
Intermediate Similarity 0.7516 NPC216713
Intermediate Similarity 0.7515 NPC477611
Intermediate Similarity 0.75 NPC32534
Intermediate Similarity 0.75 NPC97343
Intermediate Similarity 0.7485 NPC474561
Intermediate Similarity 0.7485 NPC49954
Intermediate Similarity 0.7485 NPC157583
Intermediate Similarity 0.7484 NPC316069
Intermediate Similarity 0.7483 NPC475428
Intermediate Similarity 0.7482 NPC476566
Intermediate Similarity 0.747 NPC297034
Intermediate Similarity 0.7469 NPC311276
Intermediate Similarity 0.7467 NPC218268
Intermediate Similarity 0.7466 NPC89490
Intermediate Similarity 0.7466 NPC473762
Intermediate Similarity 0.7463 NPC231655
Intermediate Similarity 0.7463 NPC76540
Intermediate Similarity 0.7452 NPC33421
Intermediate Similarity 0.7448 NPC476140
Intermediate Similarity 0.7439 NPC63751
Intermediate Similarity 0.7432 NPC101165
Intermediate Similarity 0.7432 NPC179365
Intermediate Similarity 0.7419 NPC470440
Intermediate Similarity 0.7419 NPC204141
Intermediate Similarity 0.7417 NPC65408
Intermediate Similarity 0.7415 NPC475105
Intermediate Similarity 0.7415 NPC475090
Intermediate Similarity 0.7415 NPC329896
Intermediate Similarity 0.7413 NPC329825
Intermediate Similarity 0.7407 NPC282231
Intermediate Similarity 0.7394 NPC194411
Intermediate Similarity 0.7383 NPC473930
Intermediate Similarity 0.7378 NPC160105
Intermediate Similarity 0.7365 NPC469938
Intermediate Similarity 0.7362 NPC194640
Intermediate Similarity 0.7362 NPC40779
Intermediate Similarity 0.7353 NPC307191
Intermediate Similarity 0.7346 NPC279918
Intermediate Similarity 0.7346 NPC229173
Intermediate Similarity 0.7337 NPC12649
Intermediate Similarity 0.7333 NPC201700
Intermediate Similarity 0.7329 NPC316910
Intermediate Similarity 0.7317 NPC195507
Intermediate Similarity 0.7317 NPC2165
Intermediate Similarity 0.7315 NPC471322
Intermediate Similarity 0.7315 NPC324611
Intermediate Similarity 0.7294 NPC314919
Intermediate Similarity 0.7284 NPC475990
Intermediate Similarity 0.7284 NPC474880
Intermediate Similarity 0.7284 NPC221786
Intermediate Similarity 0.7278 NPC59269
Intermediate Similarity 0.7273 NPC238499

Drug Structure

External Identifiers

TTD   DIB016758
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  251.14
ALogP  -0.1987
MLogP  2.89
XLogP  3.737
HDA  3
HBD  0
Rotatable Bonds  5
TPSA  21.06
RO5 Violation  0