Drug Information

Drug ID:  NPD3569
Drug Name:  pibutidine
Molecular Formula:  C19H24N4O3
Canonical SMILES:  O=C1C(=C(C1=O)NC/C=CCOc1nccc(c1)CN1CCCCC1)N
Standard InCHI:  InChI=1S/C19H24N4O3/c20-16-17(19(25)18(16)24)22-7-2-5-11-26-15-12-14(6-8-21-15)13-23-9-3-1-4-10-23/h2,5-6,8,12,22H,1,3-4,7,9-11,13,20H2/b5-2-
Standard InCHIKey:  XMDYZASWLGWIPL-DJWKRKHSSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD3569

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 0.7208 NPC103361
Intermediate Similarity 0.7163 NPC168209
Intermediate Similarity 0.7135 NPC107287
Intermediate Similarity 0.7113 NPC92111
Intermediate Similarity 0.7092 NPC135950
Intermediate Similarity 0.7081 NPC476518
Intermediate Similarity 0.7062 NPC243633
Intermediate Similarity 0.7062 NPC175150
Intermediate Similarity 0.7062 NPC76748
Intermediate Similarity 0.7043 NPC121658
Intermediate Similarity 0.7043 NPC14651
Intermediate Similarity 0.7041 NPC307963
Intermediate Similarity 0.7011 NPC471178
Intermediate Similarity 0.701 NPC296527
Intermediate Similarity 0.7 NPC315957
Remote Similarity 0.6963 NPC161887
Remote Similarity 0.6954 NPC289786
Remote Similarity 0.6952 NPC249614
Remote Similarity 0.6948 NPC122436
Remote Similarity 0.6942 NPC290689
Remote Similarity 0.6932 NPC471323
Remote Similarity 0.6923 NPC236668
Remote Similarity 0.6923 NPC213914
Remote Similarity 0.6915 NPC111624
Remote Similarity 0.691 NPC105811
Remote Similarity 0.691 NPC112741
Remote Similarity 0.6906 NPC209362
Remote Similarity 0.6904 NPC133140
Remote Similarity 0.6904 NPC195268
Remote Similarity 0.6902 NPC124542
Remote Similarity 0.6902 NPC177404
Remote Similarity 0.6902 NPC59779
Remote Similarity 0.6902 NPC471177
Remote Similarity 0.6893 NPC467188
Remote Similarity 0.689 NPC146976
Remote Similarity 0.6887 NPC472099
Remote Similarity 0.6884 NPC251090
Remote Similarity 0.6881 NPC196718
Remote Similarity 0.6875 NPC219963
Remote Similarity 0.6866 NPC476578
Remote Similarity 0.6866 NPC4071
Remote Similarity 0.6866 NPC476582
Remote Similarity 0.6863 NPC165349
Remote Similarity 0.6863 NPC118832
Remote Similarity 0.6863 NPC329708
Remote Similarity 0.6863 NPC47059
Remote Similarity 0.6863 NPC264166
Remote Similarity 0.6863 NPC274291
Remote Similarity 0.6842 NPC476419
Remote Similarity 0.6832 NPC176538
Remote Similarity 0.6804 NPC102593
Remote Similarity 0.6802 NPC101350
Remote Similarity 0.68 NPC13880
Remote Similarity 0.6788 NPC470474
Remote Similarity 0.6788 NPC266551
Remote Similarity 0.678 NPC476581
Remote Similarity 0.678 NPC285558
Remote Similarity 0.678 NPC36229
Remote Similarity 0.678 NPC16452
Remote Similarity 0.6774 NPC478078
Remote Similarity 0.6766 NPC473814
Remote Similarity 0.6766 NPC78767
Remote Similarity 0.6763 NPC82548
Remote Similarity 0.6757 NPC235685
Remote Similarity 0.675 NPC93390
Remote Similarity 0.6749 NPC19872
Remote Similarity 0.6744 NPC216612
Remote Similarity 0.6739 NPC138018
Remote Similarity 0.6731 NPC174672
Remote Similarity 0.673 NPC50562
Remote Similarity 0.6727 NPC49547
Remote Similarity 0.6724 NPC29702
Remote Similarity 0.6721 NPC75135
Remote Similarity 0.6721 NPC263455
Remote Similarity 0.6716 NPC232727
Remote Similarity 0.6714 NPC314270
Remote Similarity 0.6713 NPC322482
Remote Similarity 0.6703 NPC113812
Remote Similarity 0.67 NPC287437
Remote Similarity 0.67 NPC123395
Remote Similarity 0.6699 NPC470020
Remote Similarity 0.6699 NPC471304
Remote Similarity 0.6699 NPC167860
Remote Similarity 0.6699 NPC123976
Remote Similarity 0.6698 NPC67658
Remote Similarity 0.6698 NPC152768
Remote Similarity 0.6698 NPC148183
Remote Similarity 0.6685 NPC169586
Remote Similarity 0.6684 NPC20249
Remote Similarity 0.6684 NPC295158
Remote Similarity 0.6683 NPC476465
Remote Similarity 0.6683 NPC287208
Remote Similarity 0.6683 NPC74153
Remote Similarity 0.6683 NPC295898
Remote Similarity 0.6682 NPC260434
Remote Similarity 0.6682 NPC476287
Remote Similarity 0.6667 NPC329793
Remote Similarity 0.6667 NPC26872
Remote Similarity 0.6667 NPC469727
Remote Similarity 0.6667 NPC121772
Remote Similarity 0.6667 NPC477019
Remote Similarity 0.6667 NPC251391
Remote Similarity 0.6667 NPC312860
Remote Similarity 0.6667 NPC208284
Remote Similarity 0.6651 NPC472070
Remote Similarity 0.6651 NPC323969
Remote Similarity 0.6651 NPC174758
Remote Similarity 0.6648 NPC230085
Remote Similarity 0.6648 NPC159630
Remote Similarity 0.6647 NPC306397
Remote Similarity 0.6635 NPC264176
Remote Similarity 0.6635 NPC193238
Remote Similarity 0.6635 NPC313189
Remote Similarity 0.6634 NPC473053
Remote Similarity 0.6634 NPC31930
Remote Similarity 0.6633 NPC469489
Remote Similarity 0.6632 NPC283152
Remote Similarity 0.663 NPC229055
Remote Similarity 0.6627 NPC151489
Remote Similarity 0.6622 NPC141053
Remote Similarity 0.6621 NPC74575
Remote Similarity 0.662 NPC288349
Remote Similarity 0.662 NPC170114
Remote Similarity 0.6618 NPC289086
Remote Similarity 0.6617 NPC473821
Remote Similarity 0.6617 NPC84853
Remote Similarity 0.6616 NPC74382
Remote Similarity 0.6616 NPC206251
Remote Similarity 0.6609 NPC53534
Remote Similarity 0.6608 NPC316224
Remote Similarity 0.6605 NPC193267
Remote Similarity 0.6605 NPC213530
Remote Similarity 0.6604 NPC266931
Remote Similarity 0.6602 NPC472063
Remote Similarity 0.6602 NPC472069
Remote Similarity 0.6602 NPC472062
Remote Similarity 0.6601 NPC267928
Remote Similarity 0.6595 NPC74357
Remote Similarity 0.6591 NPC114310
Remote Similarity 0.6591 NPC314954
Remote Similarity 0.659 NPC210434
Remote Similarity 0.6589 NPC305984
Remote Similarity 0.6587 NPC323345
Remote Similarity 0.6587 NPC470164
Remote Similarity 0.6578 NPC63338
Remote Similarity 0.6578 NPC322976
Remote Similarity 0.6578 NPC324203
Remote Similarity 0.6573 NPC470549
Remote Similarity 0.657 NPC476138
Remote Similarity 0.657 NPC245816
Remote Similarity 0.6564 NPC61011
Remote Similarity 0.6564 NPC317010
Remote Similarity 0.6559 NPC26850
Remote Similarity 0.6557 NPC53069
Remote Similarity 0.6557 NPC26679
Remote Similarity 0.6557 NPC112206
Remote Similarity 0.6557 NPC472098
Remote Similarity 0.6557 NPC202605
Remote Similarity 0.6557 NPC202768
Remote Similarity 0.6557 NPC296482
Remote Similarity 0.6555 NPC135549
Remote Similarity 0.6552 NPC109922
Remote Similarity 0.655 NPC212125
Remote Similarity 0.655 NPC165370
Remote Similarity 0.6548 NPC284559
Remote Similarity 0.6547 NPC180504
Remote Similarity 0.6544 NPC60621
Remote Similarity 0.6538 NPC472259
Remote Similarity 0.6537 NPC284338
Remote Similarity 0.6537 NPC26543
Remote Similarity 0.6535 NPC226202
Remote Similarity 0.6529 NPC245244
Remote Similarity 0.6529 NPC146373
Remote Similarity 0.6529 NPC166424
Remote Similarity 0.6526 NPC162530
Remote Similarity 0.6524 NPC475910
Remote Similarity 0.6522 NPC70406
Remote Similarity 0.6519 NPC167400
Remote Similarity 0.6517 NPC138370
Remote Similarity 0.6513 NPC152620
Remote Similarity 0.6511 NPC258048
Remote Similarity 0.6508 NPC263439
Remote Similarity 0.6508 NPC473057
Remote Similarity 0.6507 NPC472111
Remote Similarity 0.6507 NPC472064
Remote Similarity 0.6507 NPC208522
Remote Similarity 0.6505 NPC234197
Remote Similarity 0.6503 NPC123906
Remote Similarity 0.6502 NPC469554
Remote Similarity 0.6502 NPC101543
Remote Similarity 0.65 NPC470018
Remote Similarity 0.65 NPC224327
Remote Similarity 0.6497 NPC176127
Remote Similarity 0.6495 NPC153452
Remote Similarity 0.6494 NPC63971
Remote Similarity 0.6494 NPC91868
Remote Similarity 0.6492 NPC319456
Remote Similarity 0.649 NPC475774
Remote Similarity 0.6489 NPC25899
Remote Similarity 0.6488 NPC127085

Drug Structure

External Identifiers

TTD   DIB015753
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  356.18
ALogP  -2.6028
MLogP  2.78
XLogP  2.089
HDA  6
HBD  2
Rotatable Bonds  9
TPSA  97.55
RO5 Violation  0