Drug Information

Drug ID:  NPD2592
Drug Name:  pirsidomine
Molecular Formula:  C17H22N4O3
Canonical SMILES:  COc1ccc(cc1)C(=O)N=c1onn(c1)N1[C@H](C)CCC[C@@H]1C
Standard InCHI:  InChI=1S/C17H22N4O3/c1-12-5-4-6-13(2)21(12)20-11-16(24-19-20)18-17(22)14-7-9-15(23-3)10-8-14/h7-13H,4-6H2,1-3H3/t12-,13+
Standard InCHIKey:  TXPUBJSOHAMNEI-BETUJISGSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2592

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 0.7867 NPC266425
Intermediate Similarity 0.7371 NPC28368
Intermediate Similarity 0.7325 NPC471316
Intermediate Similarity 0.729 NPC169766
Intermediate Similarity 0.729 NPC132308
Intermediate Similarity 0.7284 NPC290404
Intermediate Similarity 0.7273 NPC119669
Intermediate Similarity 0.7197 NPC196708
Intermediate Similarity 0.7091 NPC214239
Intermediate Similarity 0.7083 NPC470708
Intermediate Similarity 0.7048 NPC470088
Intermediate Similarity 0.7013 NPC305717
Intermediate Similarity 0.7013 NPC218323
Intermediate Similarity 0.7012 NPC9373
Intermediate Similarity 0.7012 NPC469978
Remote Similarity 0.6988 NPC153644
Remote Similarity 0.6977 NPC135006
Remote Similarity 0.6951 NPC80928
Remote Similarity 0.6923 NPC58661
Remote Similarity 0.6913 NPC469954
Remote Similarity 0.6899 NPC470392
Remote Similarity 0.6897 NPC183648
Remote Similarity 0.6857 NPC66490
Remote Similarity 0.6852 NPC160747
Remote Similarity 0.6849 NPC23332
Remote Similarity 0.6849 NPC57879
Remote Similarity 0.6845 NPC469540
Remote Similarity 0.6845 NPC469539
Remote Similarity 0.6842 NPC319320
Remote Similarity 0.6842 NPC287757
Remote Similarity 0.6839 NPC153631
Remote Similarity 0.6826 NPC324081
Remote Similarity 0.6807 NPC189908
Remote Similarity 0.6805 NPC478189
Remote Similarity 0.6796 NPC270301
Remote Similarity 0.679 NPC225745
Remote Similarity 0.679 NPC470707
Remote Similarity 0.6786 NPC470019
Remote Similarity 0.6784 NPC471649
Remote Similarity 0.6782 NPC26353
Remote Similarity 0.6776 NPC235194
Remote Similarity 0.677 NPC251454
Remote Similarity 0.677 NPC136330
Remote Similarity 0.677 NPC230698
Remote Similarity 0.677 NPC196609
Remote Similarity 0.677 NPC255817
Remote Similarity 0.677 NPC205178
Remote Similarity 0.677 NPC180647
Remote Similarity 0.677 NPC73883
Remote Similarity 0.677 NPC277042
Remote Similarity 0.6761 NPC35345
Remote Similarity 0.6753 NPC158551
Remote Similarity 0.6743 NPC299582
Remote Similarity 0.674 NPC222524
Remote Similarity 0.6728 NPC99078
Remote Similarity 0.6728 NPC307682
Remote Similarity 0.6727 NPC908
Remote Similarity 0.6727 NPC138438
Remote Similarity 0.672 NPC174629
Remote Similarity 0.6711 NPC252004
Remote Similarity 0.6708 NPC29650
Remote Similarity 0.6708 NPC167096
Remote Similarity 0.6688 NPC26285
Remote Similarity 0.6687 NPC252107
Remote Similarity 0.6687 NPC220923
Remote Similarity 0.6686 NPC161544
Remote Similarity 0.6667 NPC256689
Remote Similarity 0.6667 NPC138365
Remote Similarity 0.6667 NPC26589
Remote Similarity 0.6667 NPC67978
Remote Similarity 0.6667 NPC120251
Remote Similarity 0.6667 NPC220540
Remote Similarity 0.6667 NPC160179
Remote Similarity 0.6667 NPC303581
Remote Similarity 0.6667 NPC473444
Remote Similarity 0.6667 NPC471651
Remote Similarity 0.6667 NPC123011
Remote Similarity 0.6649 NPC204970
Remote Similarity 0.6648 NPC86469
Remote Similarity 0.6648 NPC73280
Remote Similarity 0.6646 NPC231572
Remote Similarity 0.6629 NPC206941
Remote Similarity 0.6626 NPC106606
Remote Similarity 0.6624 NPC124776
Remote Similarity 0.6615 NPC163829
Remote Similarity 0.6612 NPC327005
Remote Similarity 0.661 NPC476569
Remote Similarity 0.6609 NPC476443
Remote Similarity 0.6609 NPC133817
Remote Similarity 0.6605 NPC473360
Remote Similarity 0.6604 NPC283079
Remote Similarity 0.6596 NPC28510
Remote Similarity 0.6595 NPC315542
Remote Similarity 0.6593 NPC207721
Remote Similarity 0.6593 NPC308267
Remote Similarity 0.6585 NPC208170
Remote Similarity 0.6585 NPC216149
Remote Similarity 0.6585 NPC238412
Remote Similarity 0.6581 NPC268348
Remote Similarity 0.6578 NPC477259
Remote Similarity 0.6578 NPC169387
Remote Similarity 0.6576 NPC27887
Remote Similarity 0.6559 NPC116007
Remote Similarity 0.6558 NPC17388
Remote Similarity 0.6558 NPC471308
Remote Similarity 0.6558 NPC53596
Remote Similarity 0.6558 NPC289330
Remote Similarity 0.6558 NPC263835
Remote Similarity 0.6558 NPC160120
Remote Similarity 0.6557 NPC35680
Remote Similarity 0.6554 NPC254700
Remote Similarity 0.6548 NPC16188
Remote Similarity 0.6541 NPC172403
Remote Similarity 0.6538 NPC471315
Remote Similarity 0.6538 NPC471314
Remote Similarity 0.6538 NPC329992
Remote Similarity 0.6536 NPC196091
Remote Similarity 0.6524 NPC313694
Remote Similarity 0.6524 NPC242159
Remote Similarity 0.6522 NPC257390
Remote Similarity 0.6522 NPC121400
Remote Similarity 0.6519 NPC164608
Remote Similarity 0.6517 NPC473502
Remote Similarity 0.6513 NPC470860
Remote Similarity 0.651 NPC166837
Remote Similarity 0.6509 NPC130926
Remote Similarity 0.6509 NPC17760
Remote Similarity 0.6509 NPC471646
Remote Similarity 0.6509 NPC471647
Remote Similarity 0.6508 NPC477526
Remote Similarity 0.6506 NPC314682
Remote Similarity 0.6497 NPC472923
Remote Similarity 0.6497 NPC217277
Remote Similarity 0.6494 NPC43275
Remote Similarity 0.6494 NPC56635
Remote Similarity 0.6494 NPC61779
Remote Similarity 0.6492 NPC198401
Remote Similarity 0.6488 NPC473804
Remote Similarity 0.6486 NPC99723
Remote Similarity 0.6485 NPC28641
Remote Similarity 0.6485 NPC194359
Remote Similarity 0.6481 NPC328070
Remote Similarity 0.648 NPC231198
Remote Similarity 0.6477 NPC71124
Remote Similarity 0.6474 NPC476579
Remote Similarity 0.6474 NPC476568
Remote Similarity 0.6471 NPC323948
Remote Similarity 0.6467 NPC213206
Remote Similarity 0.6467 NPC328750
Remote Similarity 0.6467 NPC188163
Remote Similarity 0.6467 NPC474915
Remote Similarity 0.646 NPC160193
Remote Similarity 0.6457 NPC169742
Remote Similarity 0.6456 NPC221798
Remote Similarity 0.6455 NPC283207
Remote Similarity 0.6455 NPC208890
Remote Similarity 0.645 NPC119569
Remote Similarity 0.6448 NPC143450
Remote Similarity 0.6447 NPC303370
Remote Similarity 0.6441 NPC118804
Remote Similarity 0.6433 NPC223873
Remote Similarity 0.6429 NPC293424
Remote Similarity 0.6422 NPC313327
Remote Similarity 0.642 NPC308885
Remote Similarity 0.642 NPC255550
Remote Similarity 0.642 NPC45191
Remote Similarity 0.642 NPC57512
Remote Similarity 0.6419 NPC309982
Remote Similarity 0.6417 NPC473007
Remote Similarity 0.6415 NPC476249
Remote Similarity 0.6415 NPC470858
Remote Similarity 0.6415 NPC473626
Remote Similarity 0.641 NPC295317
Remote Similarity 0.641 NPC225245
Remote Similarity 0.6407 NPC33011
Remote Similarity 0.6407 NPC83289
Remote Similarity 0.6407 NPC189724
Remote Similarity 0.6407 NPC212850
Remote Similarity 0.6405 NPC19290
Remote Similarity 0.6402 NPC94280
Remote Similarity 0.6402 NPC45783
Remote Similarity 0.6402 NPC103947
Remote Similarity 0.6402 NPC159150
Remote Similarity 0.6402 NPC328419
Remote Similarity 0.6402 NPC471650
Remote Similarity 0.6402 NPC193673
Remote Similarity 0.64 NPC54626
Remote Similarity 0.6398 NPC2596
Remote Similarity 0.6398 NPC314659
Remote Similarity 0.6392 NPC11799
Remote Similarity 0.6392 NPC474691
Remote Similarity 0.6392 NPC211218
Remote Similarity 0.6392 NPC141252
Remote Similarity 0.6389 NPC186617
Remote Similarity 0.6386 NPC253429
Remote Similarity 0.6386 NPC471201
Remote Similarity 0.6384 NPC93653
Remote Similarity 0.6383 NPC83511
Remote Similarity 0.6383 NPC87391
Remote Similarity 0.638 NPC93882

Drug Structure

External Identifiers

TTD   DIB005215
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  330.17
ALogP  -1.3157
MLogP  2.56
XLogP  2.54
HDA  4
HBD  0
Rotatable Bonds  7
TPSA  75.17
RO5 Violation  0