Drug Information

Drug ID:  NPD5732
Drug Name:  Vardenafil
Molecular Formula:  C23H32N6O4S
Canonical SMILES:  CCOc1ccc(cc1c1nc(=O)c2n([nH]1)c(CCC)nc2C)S(=O)(=O)N1CCN(CC1)CC
Standard InCHI:  InChI=1S/C23H32N6O4S/c1-5-8-20-24-16(4)21-23(30)25-22(26-29(20)21)18-15-17(9-10-19(18)33-7-3)34(31,32)28-13-11-27(6-2)12-14-28/h9-10,15H,5-8,11-14H2,1-4H3,(H,25,26,30)
Standard InCHIKey:  SECKRCOLJRRGGV-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD5732

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
Remote Similarity 0.6939 NPC187145
Remote Similarity 0.6638 NPC280638
Remote Similarity 0.657 NPC242923
Remote Similarity 0.6482 NPC115595
Remote Similarity 0.6454 NPC471615
Remote Similarity 0.6443 NPC471762
Remote Similarity 0.6403 NPC157931
Remote Similarity 0.6392 NPC160666
Remote Similarity 0.6386 NPC308906
Remote Similarity 0.6378 NPC66777
Remote Similarity 0.6339 NPC257851
Remote Similarity 0.6295 NPC323969
Remote Similarity 0.628 NPC467439
Remote Similarity 0.62 NPC62995
Remote Similarity 0.6187 NPC237978
Remote Similarity 0.6166 NPC128115
Remote Similarity 0.616 NPC50511
Remote Similarity 0.616 NPC50562
Remote Similarity 0.6142 NPC17305
Remote Similarity 0.6135 NPC67658
Remote Similarity 0.6133 NPC35761
Remote Similarity 0.6124 NPC315822
Remote Similarity 0.6118 NPC46970
Remote Similarity 0.6107 NPC295898
Remote Similarity 0.6089 NPC174672
Remote Similarity 0.6073 NPC243850
Remote Similarity 0.6063 NPC136924
Remote Similarity 0.6063 NPC168209
Remote Similarity 0.6063 NPC250178
Remote Similarity 0.6047 NPC12100
Remote Similarity 0.6038 NPC471614
Remote Similarity 0.6037 NPC51854
Remote Similarity 0.6031 NPC122436
Remote Similarity 0.6031 NPC141053
Remote Similarity 0.6017 NPC198401
Remote Similarity 0.6007 NPC303374
Remote Similarity 0.6 NPC9729
Remote Similarity 0.5992 NPC175150
Remote Similarity 0.5992 NPC243633
Remote Similarity 0.5984 NPC287208
Remote Similarity 0.596 NPC174758
Remote Similarity 0.5947 NPC208898
Remote Similarity 0.5945 NPC148183
Remote Similarity 0.5945 NPC152768
Remote Similarity 0.5942 NPC150447
Remote Similarity 0.594 NPC101350
Remote Similarity 0.5939 NPC194740
Remote Similarity 0.5938 NPC48317
Remote Similarity 0.592 NPC82548
Remote Similarity 0.5919 NPC472067
Remote Similarity 0.5919 NPC472066
Remote Similarity 0.5919 NPC472031
Remote Similarity 0.5911 NPC477806
Remote Similarity 0.5911 NPC477795
Remote Similarity 0.5911 NPC477796
Remote Similarity 0.5911 NPC477805
Remote Similarity 0.5902 NPC235685
Remote Similarity 0.5894 NPC260434
Remote Similarity 0.5889 NPC264176
Remote Similarity 0.588 NPC30540
Remote Similarity 0.5869 NPC220851
Remote Similarity 0.5866 NPC151781
Remote Similarity 0.5866 NPC316181
Remote Similarity 0.5866 NPC74562
Remote Similarity 0.5861 NPC26543
Remote Similarity 0.5859 NPC305984
Remote Similarity 0.5858 NPC477590
Remote Similarity 0.5858 NPC477586
Remote Similarity 0.5858 NPC477585
Remote Similarity 0.5858 NPC477588
Remote Similarity 0.5855 NPC244543
Remote Similarity 0.5849 NPC329631
Remote Similarity 0.5848 NPC63109
Remote Similarity 0.5846 NPC472068
Remote Similarity 0.5843 NPC477979
Remote Similarity 0.584 NPC478078
Remote Similarity 0.5836 NPC148889
Remote Similarity 0.5827 NPC74619
Remote Similarity 0.582 NPC274982
Remote Similarity 0.582 NPC322064
Remote Similarity 0.5814 NPC288987
Remote Similarity 0.5811 NPC328924
Remote Similarity 0.581 NPC113369
Remote Similarity 0.5806 NPC41982
Remote Similarity 0.5794 NPC476465
Remote Similarity 0.5792 NPC472099
Remote Similarity 0.5784 NPC477587
Remote Similarity 0.5784 NPC477589
Remote Similarity 0.5779 NPC323244
Remote Similarity 0.575 NPC476341
Remote Similarity 0.5737 NPC473239
Remote Similarity 0.5736 NPC471197
Remote Similarity 0.572 NPC99891
Remote Similarity 0.5714 NPC303658
Remote Similarity 0.5714 NPC198673
Remote Similarity 0.5714 NPC471198
Remote Similarity 0.5709 NPC91868
Remote Similarity 0.5709 NPC63971
Remote Similarity 0.5703 NPC21638
Remote Similarity 0.5703 NPC471603
Remote Similarity 0.5703 NPC472098
Remote Similarity 0.5702 NPC238242
Remote Similarity 0.5699 NPC478083
Remote Similarity 0.5699 NPC53534
Remote Similarity 0.5693 NPC196718
Remote Similarity 0.5691 NPC93390
Remote Similarity 0.569 NPC144114
Remote Similarity 0.5689 NPC152620
Remote Similarity 0.5688 NPC165964
Remote Similarity 0.5687 NPC478141
Remote Similarity 0.5686 NPC471304
Remote Similarity 0.5686 NPC123839
Remote Similarity 0.5685 NPC168911
Remote Similarity 0.5679 NPC258048
Remote Similarity 0.5678 NPC316756
Remote Similarity 0.5668 NPC56271
Remote Similarity 0.5668 NPC67401
Remote Similarity 0.5664 NPC478013
Remote Similarity 0.5663 NPC472435
Remote Similarity 0.566 NPC476688
Remote Similarity 0.566 NPC105758
Remote Similarity 0.566 NPC476686
Remote Similarity 0.5659 NPC316297
Remote Similarity 0.5659 NPC314817
Remote Similarity 0.5659 NPC66191
Remote Similarity 0.5658 NPC472436
Remote Similarity 0.5657 NPC472434
Remote Similarity 0.5656 NPC134079
Remote Similarity 0.5649 NPC168486
Remote Similarity 0.5649 NPC222592
Remote Similarity 0.5649 NPC198503
Remote Similarity 0.5645 NPC78767
Remote Similarity 0.5645 NPC473814
Remote Similarity 0.5641 NPC278874
Remote Similarity 0.5641 NPC295452
Remote Similarity 0.5641 NPC171393
Remote Similarity 0.5641 NPC39092
Remote Similarity 0.564 NPC121772
Remote Similarity 0.564 NPC478012
Remote Similarity 0.5639 NPC179896
Remote Similarity 0.5634 NPC102593
Remote Similarity 0.563 NPC28848
Remote Similarity 0.563 NPC14325
Remote Similarity 0.5625 NPC477891
Remote Similarity 0.5622 NPC239954
Remote Similarity 0.5616 NPC161801
Remote Similarity 0.5615 NPC15384
Remote Similarity 0.5615 NPC27041
Remote Similarity 0.5615 NPC244425
Remote Similarity 0.5613 NPC257511
Remote Similarity 0.5613 NPC180504
Remote Similarity 0.5612 NPC133609
Remote Similarity 0.5609 NPC184680
Remote Similarity 0.5609 NPC472061
Remote Similarity 0.5608 NPC315411
Remote Similarity 0.5608 NPC266249
Remote Similarity 0.5603 NPC177404
Remote Similarity 0.5603 NPC146418
Remote Similarity 0.56 NPC81535

Drug Structure

External Identifiers

TTD   DAP000414
DrugBank   DB00862
ChEMBL   CHEMBL1520
IUPHAR/BPS   7320
PharmaGKB   PA10229
KEGG Drug   D09989
PubChem CID   110634
ChEBI   46295
CAS Number  224785-90-4

Drug Properties

Molecular Weight  488.22
ALogP  -1.6439
MLogP  2.78
XLogP  2.605
HDA  9
HBD  1
Rotatable Bonds  12
TPSA  117.51
RO5 Violation  0