Drug Information

Drug ID:  NPD5850
Drug Name:  Bifeprunox
Molecular Formula:  C24H23N3O2
Canonical SMILES:  Oc1nc2c(o1)c(ccc2)N1CCN(CC1)Cc1cccc(c1)c1ccccc1
Standard InCHI:  InChI=1S/C24H23N3O2/c28-24-25-21-10-5-11-22(23(21)29-24)27-14-12-26(13-15-27)17-18-6-4-9-20(16-18)19-7-2-1-3-8-19/h1-11,16H,12-15,17H2,(H,25,28)
Standard InCHIKey:  CYGODHVAJQTCBG-UHFFFAOYSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5850

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 0.7959 NPC286195
Intermediate Similarity 0.7682 NPC161801
Intermediate Similarity 0.7658 NPC216612
Intermediate Similarity 0.7588 NPC329631
Intermediate Similarity 0.7489 NPC323969
Intermediate Similarity 0.7464 NPC469961
Intermediate Similarity 0.7445 NPC257851
Intermediate Similarity 0.7436 NPC72905
Intermediate Similarity 0.7409 NPC474428
Intermediate Similarity 0.7391 NPC473186
Intermediate Similarity 0.7376 NPC250448
Intermediate Similarity 0.7346 NPC230403
Intermediate Similarity 0.7336 NPC220408
Intermediate Similarity 0.7331 NPC142385
Intermediate Similarity 0.733 NPC38237
Intermediate Similarity 0.7328 NPC39370
Intermediate Similarity 0.7297 NPC324361
Intermediate Similarity 0.7269 NPC72715
Intermediate Similarity 0.7244 NPC184408
Intermediate Similarity 0.7227 NPC287208
Intermediate Similarity 0.722 NPC39500
Intermediate Similarity 0.722 NPC137353
Intermediate Similarity 0.721 NPC141053
Intermediate Similarity 0.7167 NPC196718
Intermediate Similarity 0.7162 NPC322482
Intermediate Similarity 0.7162 NPC314633
Intermediate Similarity 0.7156 NPC322064
Intermediate Similarity 0.7137 NPC288987
Intermediate Similarity 0.7131 NPC477590
Intermediate Similarity 0.7131 NPC477585
Intermediate Similarity 0.7131 NPC477586
Intermediate Similarity 0.7131 NPC477588
Intermediate Similarity 0.713 NPC187501
Intermediate Similarity 0.7118 NPC144452
Intermediate Similarity 0.7112 NPC194740
Intermediate Similarity 0.7112 NPC274640
Intermediate Similarity 0.7101 NPC148889
Intermediate Similarity 0.71 NPC470018
Intermediate Similarity 0.7094 NPC49547
Intermediate Similarity 0.7094 NPC102593
Intermediate Similarity 0.7091 NPC472259
Intermediate Similarity 0.7085 NPC470020
Intermediate Similarity 0.7082 NPC314222
Intermediate Similarity 0.7082 NPC196449
Intermediate Similarity 0.7069 NPC157931
Intermediate Similarity 0.7069 NPC74575
Intermediate Similarity 0.7054 NPC146418
Intermediate Similarity 0.7051 NPC474688
Intermediate Similarity 0.7046 NPC477589
Intermediate Similarity 0.7046 NPC477587
Intermediate Similarity 0.7045 NPC475774
Intermediate Similarity 0.7039 NPC66777
Intermediate Similarity 0.7039 NPC471762
Intermediate Similarity 0.7033 NPC53534
Intermediate Similarity 0.7031 NPC225279
Intermediate Similarity 0.7022 NPC94157
Intermediate Similarity 0.7012 NPC208522
Intermediate Similarity 0.7009 NPC278525
Intermediate Similarity 0.7 NPC295898
Remote Similarity 0.6987 NPC41501
Remote Similarity 0.6979 NPC260434
Remote Similarity 0.6967 NPC165964
Remote Similarity 0.6967 NPC26543
Remote Similarity 0.6963 NPC144381
Remote Similarity 0.696 NPC477979
Remote Similarity 0.696 NPC118228
Remote Similarity 0.696 NPC237740
Remote Similarity 0.6958 NPC475844
Remote Similarity 0.6957 NPC128115
Remote Similarity 0.6957 NPC132642
Remote Similarity 0.6923 NPC472435
Remote Similarity 0.692 NPC22481
Remote Similarity 0.6913 NPC208084
Remote Similarity 0.6907 NPC477112
Remote Similarity 0.69 NPC27041
Remote Similarity 0.6897 NPC478141
Remote Similarity 0.6891 NPC182222
Remote Similarity 0.6891 NPC253675
Remote Similarity 0.6888 NPC210296
Remote Similarity 0.6883 NPC472099
Remote Similarity 0.6878 NPC471944
Remote Similarity 0.6875 NPC101350
Remote Similarity 0.6875 NPC321428
Remote Similarity 0.6872 NPC472434
Remote Similarity 0.6872 NPC264176
Remote Similarity 0.687 NPC174576
Remote Similarity 0.687 NPC131885
Remote Similarity 0.6867 NPC258048
Remote Similarity 0.6867 NPC51388
Remote Similarity 0.6866 NPC475190
Remote Similarity 0.6865 NPC152620
Remote Similarity 0.6862 NPC470017
Remote Similarity 0.6862 NPC108342
Remote Similarity 0.6861 NPC327592
Remote Similarity 0.6861 NPC132539
Remote Similarity 0.6858 NPC471304
Remote Similarity 0.6856 NPC152768
Remote Similarity 0.6856 NPC148183
Remote Similarity 0.6851 NPC478078
Remote Similarity 0.6851 NPC186351
Remote Similarity 0.6849 NPC267928
Remote Similarity 0.6847 NPC57398
Remote Similarity 0.6844 NPC470280
Remote Similarity 0.6842 NPC476287
Remote Similarity 0.6842 NPC236668
Remote Similarity 0.684 NPC472436
Remote Similarity 0.6838 NPC179287
Remote Similarity 0.6833 NPC470022
Remote Similarity 0.6833 NPC189903
Remote Similarity 0.6833 NPC235685
Remote Similarity 0.6833 NPC182907
Remote Similarity 0.6833 NPC240384
Remote Similarity 0.683 NPC317373
Remote Similarity 0.683 NPC300156
Remote Similarity 0.6828 NPC87413
Remote Similarity 0.6826 NPC305984
Remote Similarity 0.6824 NPC210434
Remote Similarity 0.6818 NPC239954
Remote Similarity 0.6818 NPC474916
Remote Similarity 0.6812 NPC146976
Remote Similarity 0.6802 NPC470586
Remote Similarity 0.68 NPC193238
Remote Similarity 0.68 NPC4687
Remote Similarity 0.68 NPC270918
Remote Similarity 0.6798 NPC318299
Remote Similarity 0.6798 NPC472098
Remote Similarity 0.6797 NPC96321
Remote Similarity 0.6797 NPC473041
Remote Similarity 0.6797 NPC303658
Remote Similarity 0.6795 NPC205372
Remote Similarity 0.6795 NPC122436
Remote Similarity 0.679 NPC124300
Remote Similarity 0.6789 NPC198673
Remote Similarity 0.6784 NPC199667
Remote Similarity 0.678 NPC473185
Remote Similarity 0.678 NPC118511
Remote Similarity 0.6776 NPC241025
Remote Similarity 0.6773 NPC473814
Remote Similarity 0.6773 NPC78767
Remote Similarity 0.677 NPC266249
Remote Similarity 0.677 NPC82548
Remote Similarity 0.6769 NPC232225
Remote Similarity 0.6769 NPC317752
Remote Similarity 0.6769 NPC316181
Remote Similarity 0.6769 NPC74562
Remote Similarity 0.6769 NPC151781
Remote Similarity 0.6766 NPC473449
Remote Similarity 0.6765 NPC322644
Remote Similarity 0.6765 NPC474701
Remote Similarity 0.6762 NPC291609
Remote Similarity 0.6762 NPC84347
Remote Similarity 0.6759 NPC242928
Remote Similarity 0.6758 NPC93390
Remote Similarity 0.6756 NPC472287
Remote Similarity 0.6756 NPC472286
Remote Similarity 0.6753 NPC312645
Remote Similarity 0.6752 NPC220851
Remote Similarity 0.6746 NPC185197
Remote Similarity 0.6744 NPC194040
Remote Similarity 0.6742 NPC168911
Remote Similarity 0.6741 NPC476138
Remote Similarity 0.6741 NPC245816
Remote Similarity 0.674 NPC473181
Remote Similarity 0.674 NPC174758
Remote Similarity 0.674 NPC174672
Remote Similarity 0.6736 NPC166722
Remote Similarity 0.6736 NPC477516
Remote Similarity 0.6734 NPC67401
Remote Similarity 0.6727 NPC472116
Remote Similarity 0.6726 NPC283117
Remote Similarity 0.6725 NPC473180
Remote Similarity 0.6725 NPC118940
Remote Similarity 0.6723 NPC24019
Remote Similarity 0.6721 NPC63971
Remote Similarity 0.6721 NPC91868
Remote Similarity 0.6719 NPC282346
Remote Similarity 0.6714 NPC474798
Remote Similarity 0.6712 NPC128823
Remote Similarity 0.6711 NPC123839
Remote Similarity 0.6711 NPC269367
Remote Similarity 0.6707 NPC310618
Remote Similarity 0.6697 NPC74153
Remote Similarity 0.6697 NPC141454
Remote Similarity 0.6696 NPC477111
Remote Similarity 0.6696 NPC89508
Remote Similarity 0.6695 NPC21638
Remote Similarity 0.6695 NPC313804
Remote Similarity 0.6695 NPC315804
Remote Similarity 0.6695 NPC473179
Remote Similarity 0.6694 NPC316224
Remote Similarity 0.6694 NPC75179
Remote Similarity 0.6694 NPC15801
Remote Similarity 0.6694 NPC184680
Remote Similarity 0.6693 NPC230683
Remote Similarity 0.6693 NPC478083
Remote Similarity 0.6682 NPC19872
Remote Similarity 0.6681 NPC45190
Remote Similarity 0.6667 NPC470785
Remote Similarity 0.6667 NPC50562
Remote Similarity 0.6667 NPC26850

Drug Structure

External Identifiers

TTD   DCL000785; DCL000724
DrugBank   DB04888
ChEMBL   CHEMBL218166
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   6918587; 208951
ChEBI  
CAS Number  350992-10-8

Drug Properties

Molecular Weight  385.18
ALogP  -0.53
MLogP  3.55
XLogP  6.801
HDA  3
HBD  1
Rotatable Bonds  5
TPSA  52.74
RO5 Violation  1