NPASS drugs

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.

Range	Similarity Score Range
0-0.1	327
0.1-0.2	1954
0.2-0.3	9017
0.3-0.4	5056
0.4-0.5	11044
0.5-0.6	3218
0.6-0.7	274
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD4400 OpenBabel08211705262D 30 33 0 0 0 0 0 0 0 0999 V2000 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1119 -4.7686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 -3.8377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9884 -2.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1564 -5.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2554 -3.5028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.9773 -2.9717 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5406 -2.1454 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 8 1 0 0 0 0 3 10 1 0 0 0 0 4 15 2 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 18 1 0 0 0 0 8 23 1 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 26 1 0 0 0 0 11 26 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 24 2 0 0 0 0 20 25 2 0 0 0 0 20 27 1 0 0 0 0 21 26 1 0 0 0 0 21 28 2 0 0 0 0 23 29 1 0 0 0 0 24 25 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

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