NPASS drugs

Drug Information

Drug ID:	NPD5475
Drug Name:	florifenine
Molecular Formula:	C23H22F3N3O2
Canonical SMILES:	O=C(c1ccccc1Nc1ccnc2c1ccc(c2)C(F)(F)F)OCCN1CCCC1
Standard InCHI:	InChI=1S/C23H22F3N3O2/c24-23(25,26)16-7-8-17-20(9-10-27-21(17)15-16)28-19-6-2-1-5-18(19)22(30)31-14-13-29-11-3-4-12-29/h1-2,5-10,15H,3-4,11-14H2,(H,27,28)
Standard InCHIKey:	DQOYUDHAZMAVLD-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5475

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	330
0.1-0.2	2061
0.2-0.3	9248
0.3-0.4	10880
0.4-0.5	5309
0.5-0.6	1355
0.6-0.7	1442
0.7-0.8	259
0.8-0.85	6
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
Intermediate Similarity	0.8374	NPC123839
Intermediate Similarity	0.8276	NPC266249
Intermediate Similarity	0.8256	NPC138370
Intermediate Similarity	0.8093	NPC282103
Intermediate Similarity	0.8029	NPC118940
Intermediate Similarity	0.801	NPC474916
Intermediate Similarity	0.7828	NPC278434
Intermediate Similarity	0.7783	NPC477979
Intermediate Similarity	0.7772	NPC135950
Intermediate Similarity	0.7746	NPC36405
Intermediate Similarity	0.774	NPC82053
Intermediate Similarity	0.7707	NPC103361
Intermediate Similarity	0.7703	NPC243850
Intermediate Similarity	0.7606	NPC318299
Intermediate Similarity	0.7573	NPC67288
Intermediate Similarity	0.757	NPC317752
Intermediate Similarity	0.7548	NPC471944
Intermediate Similarity	0.7536	NPC123395
Intermediate Similarity	0.7534	NPC260434
Intermediate Similarity	0.7524	NPC132539
Intermediate Similarity	0.7524	NPC327592
Intermediate Similarity	0.75	NPC284678
Intermediate Similarity	0.75	NPC55493
Intermediate Similarity	0.75	NPC229893
Intermediate Similarity	0.75	NPC49547
Intermediate Similarity	0.7488	NPC317373
Intermediate Similarity	0.7476	NPC245916
Intermediate Similarity	0.7434	NPC182222
Intermediate Similarity	0.743	NPC309845
Intermediate Similarity	0.7429	NPC57398
Intermediate Similarity	0.7426	NPC160381
Intermediate Similarity	0.7426	NPC90415
Intermediate Similarity	0.7402	NPC83111
Intermediate Similarity	0.7399	NPC74575
Intermediate Similarity	0.7398	NPC249614
Intermediate Similarity	0.7379	NPC198673
Intermediate Similarity	0.7378	NPC315062
Intermediate Similarity	0.7368	NPC81535
Intermediate Similarity	0.7368	NPC241024
Intermediate Similarity	0.7363	NPC243058
Intermediate Similarity	0.7343	NPC220151
Intermediate Similarity	0.7343	NPC19692
Intermediate Similarity	0.7337	NPC284775
Intermediate Similarity	0.7333	NPC214428
Intermediate Similarity	0.7327	NPC207851
Intermediate Similarity	0.7323	NPC293216
Intermediate Similarity	0.7321	NPC168911
Intermediate Similarity	0.7321	NPC192712
Intermediate Similarity	0.7318	NPC74360
Intermediate Similarity	0.7317	NPC329858
Intermediate Similarity	0.7317	NPC154339
Intermediate Similarity	0.7317	NPC469489
Intermediate Similarity	0.7315	NPC82370
Intermediate Similarity	0.7306	NPC27041
Intermediate Similarity	0.7306	NPC312645
Intermediate Similarity	0.7301	NPC267853
Intermediate Similarity	0.7297	NPC216612
Intermediate Similarity	0.7286	NPC84347
Intermediate Similarity	0.7282	NPC42372
Intermediate Similarity	0.7281	NPC316411
Intermediate Similarity	0.7277	NPC102755
Intermediate Similarity	0.7273	NPC167710
Intermediate Similarity	0.7269	NPC244897
Intermediate Similarity	0.7268	NPC63199
Intermediate Similarity	0.7268	NPC111602
Intermediate Similarity	0.7268	NPC196251
Intermediate Similarity	0.7268	NPC102338
Intermediate Similarity	0.7265	NPC122436
Intermediate Similarity	0.7264	NPC328318
Intermediate Similarity	0.7264	NPC162730
Intermediate Similarity	0.7264	NPC328596
Intermediate Similarity	0.7261	NPC101350
Intermediate Similarity	0.726	NPC471192
Intermediate Similarity	0.7253	NPC208522
Intermediate Similarity	0.725	NPC84827
Intermediate Similarity	0.725	NPC145885
Intermediate Similarity	0.725	NPC14113
Intermediate Similarity	0.725	NPC219848
Intermediate Similarity	0.7248	NPC234078
Intermediate Similarity	0.7248	NPC221100
Intermediate Similarity	0.7243	NPC314855
Intermediate Similarity	0.7243	NPC313345
Intermediate Similarity	0.7243	NPC313796
Intermediate Similarity	0.7243	NPC315638
Intermediate Similarity	0.7243	NPC277350
Intermediate Similarity	0.7241	NPC203635
Intermediate Similarity	0.7238	NPC239954
Intermediate Similarity	0.7235	NPC72956
Intermediate Similarity	0.7233	NPC314333
Intermediate Similarity	0.7227	NPC472285
Intermediate Similarity	0.7225	NPC472116
Intermediate Similarity	0.7225	NPC477112
Intermediate Similarity	0.7225	NPC107287
Intermediate Similarity	0.7225	NPC109922
Intermediate Similarity	0.722	NPC477788
Intermediate Similarity	0.7217	NPC235685
Intermediate Similarity	0.7214	NPC256268
Intermediate Similarity	0.7212	NPC267343
Intermediate Similarity	0.721	NPC142385
Intermediate Similarity	0.7209	NPC314297
Intermediate Similarity	0.7209	NPC315545
Intermediate Similarity	0.7206	NPC280290
Intermediate Similarity	0.7202	NPC153980
Intermediate Similarity	0.7202	NPC6865
Intermediate Similarity	0.72	NPC470018
Intermediate Similarity	0.7198	NPC148889
Intermediate Similarity	0.7196	NPC289086
Intermediate Similarity	0.7193	NPC196718
Intermediate Similarity	0.7191	NPC161801
Intermediate Similarity	0.719	NPC90229
Intermediate Similarity	0.7186	NPC191310
Intermediate Similarity	0.7186	NPC313791
Intermediate Similarity	0.7183	NPC474116
Intermediate Similarity	0.7183	NPC476874
Intermediate Similarity	0.7183	NPC193761
Intermediate Similarity	0.7179	NPC242116
Intermediate Similarity	0.7177	NPC202812
Intermediate Similarity	0.7176	NPC470280
Intermediate Similarity	0.717	NPC470279
Intermediate Similarity	0.7169	NPC89508
Intermediate Similarity	0.7164	NPC14325
Intermediate Similarity	0.7164	NPC28848
Intermediate Similarity	0.7163	NPC238457
Intermediate Similarity	0.7157	NPC114637
Intermediate Similarity	0.7157	NPC477003
Intermediate Similarity	0.7157	NPC41717
Intermediate Similarity	0.715	NPC469938
Intermediate Similarity	0.7143	NPC15801
Intermediate Similarity	0.7143	NPC191415
Intermediate Similarity	0.7143	NPC472293
Intermediate Similarity	0.7143	NPC102592
Intermediate Similarity	0.7143	NPC71037
Intermediate Similarity	0.7143	NPC470677
Intermediate Similarity	0.7143	NPC79356
Intermediate Similarity	0.7136	NPC4421
Intermediate Similarity	0.7136	NPC478157
Intermediate Similarity	0.713	NPC472099
Intermediate Similarity	0.7129	NPC247735
Intermediate Similarity	0.7129	NPC472210
Intermediate Similarity	0.7129	NPC81802
Intermediate Similarity	0.7129	NPC304203
Intermediate Similarity	0.7129	NPC326422
Intermediate Similarity	0.7129	NPC269886
Intermediate Similarity	0.7129	NPC213468
Intermediate Similarity	0.7129	NPC472295
Intermediate Similarity	0.7124	NPC24370
Intermediate Similarity	0.7124	NPC473506
Intermediate Similarity	0.7124	NPC319232
Intermediate Similarity	0.7123	NPC472296
Intermediate Similarity	0.7123	NPC471194
Intermediate Similarity	0.7123	NPC471193
Intermediate Similarity	0.7123	NPC472297
Intermediate Similarity	0.7122	NPC133003
Intermediate Similarity	0.7118	NPC102593
Intermediate Similarity	0.7117	NPC473089
Intermediate Similarity	0.7117	NPC212768
Intermediate Similarity	0.7117	NPC6576
Intermediate Similarity	0.7117	NPC158020
Intermediate Similarity	0.7117	NPC473115
Intermediate Similarity	0.7117	NPC75600
Intermediate Similarity	0.7115	NPC476460
Intermediate Similarity	0.7111	NPC322482
Intermediate Similarity	0.7111	NPC57797
Intermediate Similarity	0.7111	NPC250807
Intermediate Similarity	0.7111	NPC76565
Intermediate Similarity	0.711	NPC470020
Intermediate Similarity	0.711	NPC314834
Intermediate Similarity	0.7108	NPC48938
Intermediate Similarity	0.7101	NPC321708
Intermediate Similarity	0.71	NPC477549
Intermediate Similarity	0.7094	NPC72905
Intermediate Similarity	0.7094	NPC73994
Intermediate Similarity	0.7093	NPC475631
Intermediate Similarity	0.7093	NPC328186
Intermediate Similarity	0.7093	NPC476110
Intermediate Similarity	0.7093	NPC475600
Intermediate Similarity	0.7093	NPC122968
Intermediate Similarity	0.7093	NPC87152
Intermediate Similarity	0.7093	NPC228377
Intermediate Similarity	0.7093	NPC477787
Intermediate Similarity	0.7093	NPC257851
Intermediate Similarity	0.7081	NPC472292
Intermediate Similarity	0.7081	NPC216550
Intermediate Similarity	0.7081	NPC272458
Intermediate Similarity	0.708	NPC473850
Intermediate Similarity	0.708	NPC475137
Intermediate Similarity	0.708	NPC475498
Intermediate Similarity	0.7079	NPC111275
Intermediate Similarity	0.7074	NPC316841
Intermediate Similarity	0.7074	NPC475303
Intermediate Similarity	0.7074	NPC475596
Intermediate Similarity	0.7073	NPC467063
Intermediate Similarity	0.7073	NPC46895
Intermediate Similarity	0.707	NPC165599
Intermediate Similarity	0.7069	NPC104712
Intermediate Similarity	0.7065	NPC203468
Intermediate Similarity	0.7065	NPC149155
Intermediate Similarity	0.7065	NPC110500
Intermediate Similarity	0.7064	NPC478158
Intermediate Similarity	0.7064	NPC472070

Drug Structure

NPD5475 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 -2.5000 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 -2.7321 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -2.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 F 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 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 18 2 0 0 0 0 6 19 2 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 20 1 0 0 0 0 10 27 1 0 0 0 0 11 29 1 0 0 0 0 12 29 1 0 0 0 0 13 14 1 0 0 0 0 13 29 1 0 0 0 0 14 31 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 28 1 0 0 0 0 20 28 1 0 0 0 0 21 27 2 0 0 0 0 22 30 2 0 0 0 0 22 31 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016940
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	429.17
ALogP	0.0702
MLogP	3.11
XLogP	6.18
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	54.46
RO5 Violation	1