Drug Information

Drug ID:  NPD5016
Drug Name:  Benperidol
Molecular Formula:  C22H24FN3O2
Canonical SMILES:  Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)n1c(O)nc2c1cccc2
Standard InCHI:  InChI=1S/C22H24FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-10,18H,3,6,11-15H2,(H,24,28)
Standard InCHIKey:  FEBOTPHFXYHVPL-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD5016

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 0.8596 NPC476341
Intermediate Similarity 0.7463 NPC116555
Intermediate Similarity 0.7292 NPC135601
Intermediate Similarity 0.7292 NPC141612
Intermediate Similarity 0.7292 NPC17273
Intermediate Similarity 0.7277 NPC21429
Intermediate Similarity 0.726 NPC267811
Intermediate Similarity 0.7232 NPC114209
Intermediate Similarity 0.7211 NPC73994
Intermediate Similarity 0.7181 NPC317054
Intermediate Similarity 0.7135 NPC470205
Intermediate Similarity 0.7092 NPC324091
Intermediate Similarity 0.7047 NPC243058
Intermediate Similarity 0.7037 NPC252572
Intermediate Similarity 0.7033 NPC476219
Intermediate Similarity 0.7031 NPC88110
Intermediate Similarity 0.7027 NPC478185
Intermediate Similarity 0.7016 NPC83774
Intermediate Similarity 0.7015 NPC474916
Intermediate Similarity 0.701 NPC285923
Intermediate Similarity 0.701 NPC203635
Intermediate Similarity 0.7005 NPC56233
Remote Similarity 0.6989 NPC271797
Remote Similarity 0.6989 NPC21174
Remote Similarity 0.6989 NPC478182
Remote Similarity 0.6985 NPC326422
Remote Similarity 0.6974 NPC133003
Remote Similarity 0.6943 NPC15840
Remote Similarity 0.6943 NPC61011
Remote Similarity 0.694 NPC476297
Remote Similarity 0.6939 NPC90415
Remote Similarity 0.6935 NPC194881
Remote Similarity 0.6927 NPC157583
Remote Similarity 0.6927 NPC219848
Remote Similarity 0.6919 NPC293487
Remote Similarity 0.6908 NPC243850
Remote Similarity 0.6907 NPC113626
Remote Similarity 0.6907 NPC191415
Remote Similarity 0.6891 NPC256268
Remote Similarity 0.6889 NPC478186
Remote Similarity 0.6875 NPC151635
Remote Similarity 0.685 NPC272458
Remote Similarity 0.6839 NPC234987
Remote Similarity 0.6837 NPC258480
Remote Similarity 0.6837 NPC46895
Remote Similarity 0.6833 NPC935
Remote Similarity 0.6833 NPC267078
Remote Similarity 0.6832 NPC128244
Remote Similarity 0.6832 NPC472116
Remote Similarity 0.6825 NPC478183
Remote Similarity 0.6823 NPC469529
Remote Similarity 0.6814 NPC81535
Remote Similarity 0.6809 NPC478184
Remote Similarity 0.6808 NPC177996
Remote Similarity 0.6808 NPC62995
Remote Similarity 0.6808 NPC147983
Remote Similarity 0.6802 NPC474357
Remote Similarity 0.6786 NPC159125
Remote Similarity 0.6786 NPC471609
Remote Similarity 0.6779 NPC471191
Remote Similarity 0.6777 NPC72956
Remote Similarity 0.6769 NPC24864
Remote Similarity 0.6763 NPC317701
Remote Similarity 0.6754 NPC471943
Remote Similarity 0.6754 NPC32534
Remote Similarity 0.6753 NPC237188
Remote Similarity 0.6748 NPC469308
Remote Similarity 0.6745 NPC153980
Remote Similarity 0.6745 NPC6865
Remote Similarity 0.6745 NPC471603
Remote Similarity 0.6738 NPC300238
Remote Similarity 0.6734 NPC472323
Remote Similarity 0.6731 NPC472259
Remote Similarity 0.6722 NPC42483
Remote Similarity 0.672 NPC265100
Remote Similarity 0.6716 NPC167710
Remote Similarity 0.6714 NPC282247
Remote Similarity 0.6712 NPC470323
Remote Similarity 0.6703 NPC281094
Remote Similarity 0.6701 NPC102755
Remote Similarity 0.67 NPC255909
Remote Similarity 0.6684 NPC2165
Remote Similarity 0.6684 NPC195507
Remote Similarity 0.6683 NPC478077
Remote Similarity 0.6683 NPC66210
Remote Similarity 0.6683 NPC216550
Remote Similarity 0.6667 NPC471194
Remote Similarity 0.6667 NPC471193
Remote Similarity 0.6667 NPC102592
Remote Similarity 0.6667 NPC79356
Remote Similarity 0.6667 NPC284775
Remote Similarity 0.6651 NPC471192
Remote Similarity 0.665 NPC477891
Remote Similarity 0.6649 NPC114637
Remote Similarity 0.6649 NPC217021
Remote Similarity 0.6649 NPC470679
Remote Similarity 0.6649 NPC469938
Remote Similarity 0.6635 NPC57398
Remote Similarity 0.6635 NPC71238
Remote Similarity 0.6633 NPC12649
Remote Similarity 0.6617 NPC472289
Remote Similarity 0.6611 NPC238499
Remote Similarity 0.6598 NPC208060
Remote Similarity 0.6598 NPC161861
Remote Similarity 0.6595 NPC473878
Remote Similarity 0.6592 NPC116622
Remote Similarity 0.6583 NPC477003
Remote Similarity 0.6583 NPC472119
Remote Similarity 0.658 NPC91895
Remote Similarity 0.6579 NPC242116
Remote Similarity 0.6579 NPC470203
Remote Similarity 0.6573 NPC216159
Remote Similarity 0.6569 NPC304203
Remote Similarity 0.6566 NPC144114
Remote Similarity 0.6561 NPC80681
Remote Similarity 0.6559 NPC469975
Remote Similarity 0.6559 NPC117032
Remote Similarity 0.6557 NPC204141
Remote Similarity 0.6556 NPC471574
Remote Similarity 0.6552 NPC476460
Remote Similarity 0.655 NPC79062
Remote Similarity 0.655 NPC472107
Remote Similarity 0.6542 NPC54981
Remote Similarity 0.6541 NPC282531
Remote Similarity 0.6538 NPC121327
Remote Similarity 0.6538 NPC20144
Remote Similarity 0.6536 NPC65408
Remote Similarity 0.6533 NPC143533
Remote Similarity 0.6528 NPC70949
Remote Similarity 0.6526 NPC470204
Remote Similarity 0.6524 NPC200743
Remote Similarity 0.6517 NPC62749
Remote Similarity 0.6515 NPC16659
Remote Similarity 0.6512 NPC473218
Remote Similarity 0.6512 NPC470702
Remote Similarity 0.6505 NPC40070
Remote Similarity 0.6502 NPC472112
Remote Similarity 0.6502 NPC187145
Remote Similarity 0.65 NPC207554
Remote Similarity 0.65 NPC467063
Remote Similarity 0.65 NPC470003
Remote Similarity 0.6498 NPC322064
Remote Similarity 0.6493 NPC314648
Remote Similarity 0.6492 NPC225018
Remote Similarity 0.649 NPC237414
Remote Similarity 0.6489 NPC120070
Remote Similarity 0.6486 NPC470111
Remote Similarity 0.6484 NPC48317
Remote Similarity 0.6481 NPC470703
Remote Similarity 0.6476 NPC143977
Remote Similarity 0.6471 NPC472260
Remote Similarity 0.6471 NPC70406
Remote Similarity 0.6471 NPC63109
Remote Similarity 0.6471 NPC220851
Remote Similarity 0.6471 NPC117244
Remote Similarity 0.6471 NPC473763
Remote Similarity 0.6468 NPC99939
Remote Similarity 0.6468 NPC27041
Remote Similarity 0.6468 NPC308931
Remote Similarity 0.6465 NPC265710
Remote Similarity 0.6464 NPC104483
Remote Similarity 0.6462 NPC313796
Remote Similarity 0.6462 NPC313345
Remote Similarity 0.6462 NPC314855
Remote Similarity 0.6462 NPC6982
Remote Similarity 0.6462 NPC315638
Remote Similarity 0.6461 NPC300299
Remote Similarity 0.645 NPC171393
Remote Similarity 0.645 NPC295452
Remote Similarity 0.645 NPC117027
Remote Similarity 0.6448 NPC136002
Remote Similarity 0.6444 NPC74619
Remote Similarity 0.6441 NPC476817
Remote Similarity 0.6432 NPC315545
Remote Similarity 0.6432 NPC314297
Remote Similarity 0.6425 NPC115232
Remote Similarity 0.6425 NPC245916
Remote Similarity 0.6421 NPC477887
Remote Similarity 0.6421 NPC76982
Remote Similarity 0.6414 NPC28848
Remote Similarity 0.6414 NPC14325
Remote Similarity 0.641 NPC164664
Remote Similarity 0.641 NPC65080
Remote Similarity 0.6408 NPC247735
Remote Similarity 0.6408 NPC81802
Remote Similarity 0.6408 NPC269886
Remote Similarity 0.6408 NPC472210
Remote Similarity 0.6408 NPC472295
Remote Similarity 0.6406 NPC224632
Remote Similarity 0.6398 NPC100726
Remote Similarity 0.6394 NPC227582
Remote Similarity 0.6393 NPC277157
Remote Similarity 0.639 NPC472097
Remote Similarity 0.6385 NPC238457
Remote Similarity 0.6385 NPC472064
Remote Similarity 0.6382 NPC11126
Remote Similarity 0.6382 NPC248462
Remote Similarity 0.638 NPC272174
Remote Similarity 0.6378 NPC105758
Remote Similarity 0.6378 NPC476686

Drug Structure

External Identifiers

TTD   DIB003612
DrugBank  
ChEMBL  
IUPHAR/BPS   9215
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  381.19
ALogP  -1.0628
MLogP  3.22
XLogP  4.095
HDA  4
HBD  1
Rotatable Bonds  8
TPSA  58.36
RO5 Violation  0