Drug Information

Drug ID:  NPD4022
Drug Name:  
Molecular Formula:  C20H24FN3O4
Canonical SMILES:  CNC1CCCN(C1)c1c(F)cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:  InChI=1S/C20H24FN3O4/c1-22-11-4-3-7-23(9-11)17-15(21)8-13-16(19(17)28-2)24(12-5-6-12)10-14(18(13)25)20(26)27/h8,10-12,22H,3-7,9H2,1-2H3,(H,26,27)
Standard InCHIKey:  MGQLHRYJBWGORO-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD4022

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 0.9267 NPC330683
High Similarity 0.9267 NPC329567
Intermediate Similarity 0.8172 NPC292265
Intermediate Similarity 0.7538 NPC87391
Intermediate Similarity 0.7513 NPC318183
Intermediate Similarity 0.7512 NPC132874
Intermediate Similarity 0.7512 NPC195787
Intermediate Similarity 0.7512 NPC218733
Intermediate Similarity 0.7512 NPC138615
Intermediate Similarity 0.7512 NPC246140
Intermediate Similarity 0.7512 NPC265642
Intermediate Similarity 0.7476 NPC478075
Intermediate Similarity 0.7475 NPC314659
Intermediate Similarity 0.7424 NPC197335
Intermediate Similarity 0.74 NPC316141
Intermediate Similarity 0.7238 NPC469732
Intermediate Similarity 0.7209 NPC474366
Intermediate Similarity 0.7204 NPC1464
Intermediate Similarity 0.7171 NPC5630
Intermediate Similarity 0.715 NPC212123
Intermediate Similarity 0.711 NPC30749
Intermediate Similarity 0.7098 NPC115588
Intermediate Similarity 0.7095 NPC112937
Intermediate Similarity 0.7079 NPC472163
Intermediate Similarity 0.7078 NPC176113
Intermediate Similarity 0.7062 NPC93653
Intermediate Similarity 0.7053 NPC22476
Intermediate Similarity 0.7051 NPC269449
Intermediate Similarity 0.7026 NPC257763
Intermediate Similarity 0.7022 NPC122886
Remote Similarity 0.6995 NPC270301
Remote Similarity 0.6986 NPC305542
Remote Similarity 0.6986 NPC119722
Remote Similarity 0.6983 NPC151171
Remote Similarity 0.6977 NPC87714
Remote Similarity 0.6971 NPC203628
Remote Similarity 0.6967 NPC41488
Remote Similarity 0.6965 NPC8467
Remote Similarity 0.6964 NPC7560
Remote Similarity 0.6955 NPC114468
Remote Similarity 0.6947 NPC19175
Remote Similarity 0.6942 NPC262725
Remote Similarity 0.6941 NPC218303
Remote Similarity 0.6937 NPC126556
Remote Similarity 0.6923 NPC148391
Remote Similarity 0.6919 NPC303214
Remote Similarity 0.6916 NPC232600
Remote Similarity 0.6912 NPC116096
Remote Similarity 0.6911 NPC241392
Remote Similarity 0.6898 NPC475147
Remote Similarity 0.6887 NPC316282
Remote Similarity 0.6886 NPC13249
Remote Similarity 0.6875 NPC222046
Remote Similarity 0.6861 NPC195636
Remote Similarity 0.6854 NPC100863
Remote Similarity 0.6847 NPC2905
Remote Similarity 0.6837 NPC301163
Remote Similarity 0.683 NPC77777
Remote Similarity 0.683 NPC134702
Remote Similarity 0.6824 NPC154922
Remote Similarity 0.6824 NPC291173
Remote Similarity 0.6816 NPC234772
Remote Similarity 0.6814 NPC118189
Remote Similarity 0.6814 NPC76478
Remote Similarity 0.6784 NPC299582
Remote Similarity 0.6773 NPC475133
Remote Similarity 0.677 NPC476069
Remote Similarity 0.6769 NPC285254
Remote Similarity 0.6766 NPC301501
Remote Similarity 0.6765 NPC208522
Remote Similarity 0.6765 NPC127082
Remote Similarity 0.6761 NPC170333
Remote Similarity 0.6757 NPC127996
Remote Similarity 0.6756 NPC182853
Remote Similarity 0.6746 NPC21425
Remote Similarity 0.674 NPC128476
Remote Similarity 0.673 NPC1820
Remote Similarity 0.6726 NPC475609
Remote Similarity 0.6726 NPC268223
Remote Similarity 0.6723 NPC314702
Remote Similarity 0.6699 NPC283810
Remote Similarity 0.6699 NPC85613
Remote Similarity 0.6699 NPC5167
Remote Similarity 0.6696 NPC189661
Remote Similarity 0.6695 NPC139373
Remote Similarity 0.6682 NPC474059
Remote Similarity 0.6681 NPC223242
Remote Similarity 0.6681 NPC113455
Remote Similarity 0.6681 NPC469451
Remote Similarity 0.6681 NPC87560
Remote Similarity 0.6667 NPC313112
Remote Similarity 0.6667 NPC471513
Remote Similarity 0.6667 NPC301292
Remote Similarity 0.6667 NPC469450
Remote Similarity 0.6652 NPC288110
Remote Similarity 0.6649 NPC144691
Remote Similarity 0.6636 NPC469815
Remote Similarity 0.6636 NPC477161
Remote Similarity 0.6636 NPC469816
Remote Similarity 0.6635 NPC470317
Remote Similarity 0.6625 NPC329932
Remote Similarity 0.6624 NPC49547
Remote Similarity 0.662 NPC114039
Remote Similarity 0.662 NPC206109
Remote Similarity 0.6618 NPC166169
Remote Similarity 0.6611 NPC469452
Remote Similarity 0.6609 NPC477397
Remote Similarity 0.6608 NPC184408
Remote Similarity 0.6608 NPC195120
Remote Similarity 0.6607 NPC470482
Remote Similarity 0.6607 NPC470481
Remote Similarity 0.6604 NPC45389
Remote Similarity 0.6603 NPC97584
Remote Similarity 0.66 NPC293458
Remote Similarity 0.6598 NPC120239
Remote Similarity 0.6592 NPC25961
Remote Similarity 0.6591 NPC268077
Remote Similarity 0.6591 NPC133156
Remote Similarity 0.6588 NPC14994
Remote Similarity 0.6568 NPC160113
Remote Similarity 0.6568 NPC476220
Remote Similarity 0.6567 NPC204867
Remote Similarity 0.6562 NPC295479
Remote Similarity 0.6562 NPC220241
Remote Similarity 0.6558 NPC198401
Remote Similarity 0.655 NPC157983
Remote Similarity 0.655 NPC118154
Remote Similarity 0.6545 NPC207971
Remote Similarity 0.6545 NPC41216
Remote Similarity 0.6538 NPC98416
Remote Similarity 0.6537 NPC73280
Remote Similarity 0.6528 NPC125924
Remote Similarity 0.6526 NPC313293
Remote Similarity 0.6524 NPC302235
Remote Similarity 0.6513 NPC131977
Remote Similarity 0.6512 NPC203972
Remote Similarity 0.6509 NPC231924
Remote Similarity 0.6502 NPC472114
Remote Similarity 0.6502 NPC472115
Remote Similarity 0.6502 NPC285192
Remote Similarity 0.6502 NPC127362
Remote Similarity 0.6502 NPC476569
Remote Similarity 0.65 NPC15987
Remote Similarity 0.65 NPC288759
Remote Similarity 0.6496 NPC274640
Remote Similarity 0.6495 NPC28510
Remote Similarity 0.6495 NPC92803
Remote Similarity 0.6492 NPC43477
Remote Similarity 0.6481 NPC476436
Remote Similarity 0.6478 NPC185172
Remote Similarity 0.6476 NPC298449
Remote Similarity 0.6474 NPC319645
Remote Similarity 0.6473 NPC469722
Remote Similarity 0.6473 NPC477395
Remote Similarity 0.6471 NPC224970
Remote Similarity 0.6471 NPC223595
Remote Similarity 0.6471 NPC167724
Remote Similarity 0.6468 NPC71124
Remote Similarity 0.6459 NPC70092
Remote Similarity 0.6458 NPC41501
Remote Similarity 0.6458 NPC304837
Remote Similarity 0.6458 NPC476258
Remote Similarity 0.6457 NPC198160
Remote Similarity 0.6453 NPC257851
Remote Similarity 0.6453 NPC74575
Remote Similarity 0.6453 NPC473458
Remote Similarity 0.645 NPC123241
Remote Similarity 0.645 NPC61013
Remote Similarity 0.6447 NPC314223
Remote Similarity 0.6438 NPC241263
Remote Similarity 0.6432 NPC39500
Remote Similarity 0.6432 NPC148889
Remote Similarity 0.6432 NPC321166
Remote Similarity 0.6422 NPC161804
Remote Similarity 0.6422 NPC470021
Remote Similarity 0.6419 NPC25401
Remote Similarity 0.6418 NPC193410
Remote Similarity 0.6418 NPC36495
Remote Similarity 0.6413 NPC158551
Remote Similarity 0.641 NPC470018
Remote Similarity 0.6407 NPC472099
Remote Similarity 0.6406 NPC230313
Remote Similarity 0.6404 NPC158900
Remote Similarity 0.6402 NPC173295
Remote Similarity 0.6402 NPC18890
Remote Similarity 0.64 NPC477160
Remote Similarity 0.6398 NPC159963
Remote Similarity 0.6393 NPC234933
Remote Similarity 0.639 NPC33507
Remote Similarity 0.639 NPC470971
Remote Similarity 0.6389 NPC226708
Remote Similarity 0.6388 NPC116178
Remote Similarity 0.6386 NPC248117
Remote Similarity 0.6384 NPC222561
Remote Similarity 0.6383 NPC478078
Remote Similarity 0.638 NPC214368
Remote Similarity 0.6378 NPC315829
Remote Similarity 0.6376 NPC470023
Remote Similarity 0.6368 NPC471742
Remote Similarity 0.6368 NPC163829

Drug Structure

External Identifiers

TTD   DAP001458
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   65958
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  389.18
ALogP  -1.8458
MLogP  2.78
XLogP  2.297
HDA  6
HBD  2
Rotatable Bonds  9
TPSA  82.11
RO5 Violation  0