Drug Information

Drug ID:  NPD4400
Drug Name:  
Molecular Formula:  C21H21FN4O2
Canonical SMILES:  Fc1ccc(cc1C(=O)N1CCNCCC1)Cc1nnc(c2c1cccc2)O
Standard InCHI:  InChI=1S/C21H21FN4O2/c22-18-7-6-14(12-17(18)21(28)26-10-3-8-23-9-11-26)13-19-15-4-1-2-5-16(15)20(27)25-24-19/h1-2,4-7,12,23H,3,8-11,13H2,(H,25,27)
Standard InCHIKey:  HGEPGGJUGUMFHT-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD4400

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 0.698 NPC45850
Remote Similarity 0.6963 NPC322064
Remote Similarity 0.6905 NPC270918
Remote Similarity 0.6782 NPC183805
Remote Similarity 0.6773 NPC220851
Remote Similarity 0.6746 NPC471944
Remote Similarity 0.665 NPC303225
Remote Similarity 0.6632 NPC189116
Remote Similarity 0.6622 NPC478141
Remote Similarity 0.6617 NPC470205
Remote Similarity 0.6608 NPC477516
Remote Similarity 0.6575 NPC469928
Remote Similarity 0.6569 NPC206186
Remote Similarity 0.6555 NPC78767
Remote Similarity 0.6555 NPC473814
Remote Similarity 0.6545 NPC27041
Remote Similarity 0.6545 NPC477889
Remote Similarity 0.6533 NPC471743
Remote Similarity 0.6522 NPC477549
Remote Similarity 0.6515 NPC259545
Remote Similarity 0.6512 NPC53344
Remote Similarity 0.65 NPC330009
Remote Similarity 0.6495 NPC289776
Remote Similarity 0.6495 NPC191863
Remote Similarity 0.6495 NPC133470
Remote Similarity 0.6476 NPC74153
Remote Similarity 0.6476 NPC316282
Remote Similarity 0.6471 NPC133003
Remote Similarity 0.6471 NPC469727
Remote Similarity 0.6468 NPC232340
Remote Similarity 0.6468 NPC9894
Remote Similarity 0.6468 NPC164340
Remote Similarity 0.6465 NPC471191
Remote Similarity 0.6465 NPC175602
Remote Similarity 0.6459 NPC93390
Remote Similarity 0.6457 NPC323969
Remote Similarity 0.6457 NPC272174
Remote Similarity 0.6452 NPC61038
Remote Similarity 0.6439 NPC194040
Remote Similarity 0.6436 NPC271792
Remote Similarity 0.6432 NPC157931
Remote Similarity 0.6422 NPC309845
Remote Similarity 0.6413 NPC269270
Remote Similarity 0.641 NPC88970
Remote Similarity 0.6409 NPC474473
Remote Similarity 0.6384 NPC14686
Remote Similarity 0.6381 NPC146724
Remote Similarity 0.6378 NPC159319
Remote Similarity 0.6377 NPC18890
Remote Similarity 0.6373 NPC243058
Remote Similarity 0.6368 NPC474916
Remote Similarity 0.6364 NPC110182
Remote Similarity 0.636 NPC257851
Remote Similarity 0.6356 NPC474896
Remote Similarity 0.6349 NPC254798
Remote Similarity 0.6348 NPC477112
Remote Similarity 0.6345 NPC471130
Remote Similarity 0.6335 NPC207866
Remote Similarity 0.6333 NPC473821
Remote Similarity 0.6332 NPC126481
Remote Similarity 0.6332 NPC471762
Remote Similarity 0.6327 NPC47298
Remote Similarity 0.6327 NPC315214
Remote Similarity 0.6327 NPC31097
Remote Similarity 0.6321 NPC90229
Remote Similarity 0.632 NPC207686
Remote Similarity 0.6316 NPC92803
Remote Similarity 0.6304 NPC326363
Remote Similarity 0.6301 NPC476116
Remote Similarity 0.6298 NPC44354
Remote Similarity 0.6296 NPC476098
Remote Similarity 0.6294 NPC32028
Remote Similarity 0.6282 NPC184225
Remote Similarity 0.628 NPC141612
Remote Similarity 0.628 NPC17273
Remote Similarity 0.628 NPC135601
Remote Similarity 0.628 NPC90415
Remote Similarity 0.6274 NPC472193
Remote Similarity 0.6273 NPC471304
Remote Similarity 0.6273 NPC303951
Remote Similarity 0.6269 NPC471294
Remote Similarity 0.6262 NPC21429
Remote Similarity 0.6262 NPC203635
Remote Similarity 0.6262 NPC471742
Remote Similarity 0.6261 NPC31700
Remote Similarity 0.6261 NPC66777
Remote Similarity 0.6256 NPC477887
Remote Similarity 0.6256 NPC219848
Remote Similarity 0.625 NPC211813
Remote Similarity 0.625 NPC293151
Remote Similarity 0.625 NPC132329
Remote Similarity 0.6245 NPC319232
Remote Similarity 0.6245 NPC24370
Remote Similarity 0.6244 NPC72956
Remote Similarity 0.6244 NPC23294
Remote Similarity 0.6239 NPC276657
Remote Similarity 0.6233 NPC237740
Remote Similarity 0.6225 NPC256268
Remote Similarity 0.6225 NPC67659
Remote Similarity 0.6222 NPC264285
Remote Similarity 0.6221 NPC200836
Remote Similarity 0.6216 NPC6865
Remote Similarity 0.6216 NPC153980
Remote Similarity 0.6214 NPC470317
Remote Similarity 0.6212 NPC476118
Remote Similarity 0.621 NPC283117
Remote Similarity 0.6209 NPC257390
Remote Similarity 0.6209 NPC324149
Remote Similarity 0.6201 NPC473449
Remote Similarity 0.6199 NPC124086
Remote Similarity 0.6198 NPC315893
Remote Similarity 0.6198 NPC313587
Remote Similarity 0.6198 NPC316110
Remote Similarity 0.6197 NPC325976
Remote Similarity 0.6192 NPC208522
Remote Similarity 0.619 NPC471195
Remote Similarity 0.619 NPC324091
Remote Similarity 0.619 NPC471196
Remote Similarity 0.6188 NPC316181
Remote Similarity 0.6188 NPC151781
Remote Similarity 0.6188 NPC74562
Remote Similarity 0.6182 NPC86834
Remote Similarity 0.6182 NPC210828
Remote Similarity 0.6182 NPC39679
Remote Similarity 0.618 NPC279189
Remote Similarity 0.618 NPC200553
Remote Similarity 0.6174 NPC214142
Remote Similarity 0.6172 NPC278434
Remote Similarity 0.6171 NPC294375
Remote Similarity 0.617 NPC472241
Remote Similarity 0.6169 NPC477888
Remote Similarity 0.6168 NPC141454
Remote Similarity 0.616 NPC475816
Remote Similarity 0.6158 NPC119569
Remote Similarity 0.6158 NPC139763
Remote Similarity 0.6154 NPC284888
Remote Similarity 0.615 NPC96321
Remote Similarity 0.615 NPC276517
Remote Similarity 0.6147 NPC34580
Remote Similarity 0.6147 NPC53144
Remote Similarity 0.6147 NPC261251
Remote Similarity 0.6147 NPC304307
Remote Similarity 0.6147 NPC124920
Remote Similarity 0.6147 NPC118559
Remote Similarity 0.6147 NPC478078
Remote Similarity 0.6143 NPC471193
Remote Similarity 0.6143 NPC471194
Remote Similarity 0.614 NPC131887
Remote Similarity 0.6136 NPC471155
Remote Similarity 0.6136 NPC243850
Remote Similarity 0.6133 NPC471192
Remote Similarity 0.6133 NPC62995
Remote Similarity 0.6132 NPC56170
Remote Similarity 0.6132 NPC471448
Remote Similarity 0.6132 NPC67401
Remote Similarity 0.6131 NPC223207
Remote Similarity 0.6129 NPC300183
Remote Similarity 0.6128 NPC174489
Remote Similarity 0.6127 NPC84347
Remote Similarity 0.6126 NPC470020
Remote Similarity 0.6124 NPC94752
Remote Similarity 0.6123 NPC48317
Remote Similarity 0.6121 NPC100547
Remote Similarity 0.6121 NPC194740
Remote Similarity 0.6121 NPC311906
Remote Similarity 0.6119 NPC475070
Remote Similarity 0.6119 NPC472259
Remote Similarity 0.6116 NPC250448
Remote Similarity 0.6114 NPC83111
Remote Similarity 0.6114 NPC329858
Remote Similarity 0.6114 NPC283207
Remote Similarity 0.6111 NPC322644
Remote Similarity 0.6111 NPC280714
Remote Similarity 0.6109 NPC45048
Remote Similarity 0.6109 NPC171787
Remote Similarity 0.6109 NPC270241
Remote Similarity 0.6105 NPC473804
Remote Similarity 0.6105 NPC477890
Remote Similarity 0.6102 NPC162002
Remote Similarity 0.61 NPC290755
Remote Similarity 0.61 NPC304074
Remote Similarity 0.61 NPC471771
Remote Similarity 0.6094 NPC95240
Remote Similarity 0.6094 NPC322135
Remote Similarity 0.6094 NPC223409
Remote Similarity 0.6092 NPC41501
Remote Similarity 0.6091 NPC225400
Remote Similarity 0.6089 NPC190401
Remote Similarity 0.6089 NPC239763
Remote Similarity 0.6089 NPC477979
Remote Similarity 0.6087 NPC51388
Remote Similarity 0.6087 NPC113626
Remote Similarity 0.6085 NPC323752
Remote Similarity 0.6083 NPC249040
Remote Similarity 0.608 NPC199737
Remote Similarity 0.6079 NPC473041
Remote Similarity 0.6078 NPC476491
Remote Similarity 0.6076 NPC26641
Remote Similarity 0.6073 NPC472242
Remote Similarity 0.6071 NPC219087

Drug Structure

External Identifiers

TTD   DNC006237
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   11291932
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  380.16
ALogP  -0.9562
MLogP  3
XLogP  3.522
HDA  5
HBD  2
Rotatable Bonds  6
TPSA  78.35
RO5 Violation  0