NPASS drugs

Drug Information

Drug ID:	NPD2427
Drug Name:
Molecular Formula:	C17H18F3N3O3
Canonical SMILES:	FCCn1cc(C(=O)O)c(=O)c2c1c(F)c(N1CCN(CC1)C)c(c2)F
Standard InCHI:	InChI=1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)
Standard InCHIKey:	XBJBPGROQZJDOJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2427

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	175
0.1-0.2	1230
0.2-0.3	5502
0.3-0.4	12073
0.4-0.5	9847
0.5-0.6	1757
0.6-0.7	286
0.7-0.8	17
0.8-0.85	1
0.85-0.9	0
0.9-0.95	2
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
High Similarity	0.9481	NPC318183
High Similarity	0.9231	NPC292265
Intermediate Similarity	0.8343	NPC316141
Intermediate Similarity	0.7838	NPC329567
Intermediate Similarity	0.7838	NPC330683
Intermediate Similarity	0.729	NPC314098
Intermediate Similarity	0.7278	NPC36495
Intermediate Similarity	0.7235	NPC27904
Intermediate Similarity	0.7207	NPC470317
Intermediate Similarity	0.719	NPC470343
Intermediate Similarity	0.719	NPC472244
Intermediate Similarity	0.7133	NPC177684
Intermediate Similarity	0.7133	NPC291962
Intermediate Similarity	0.7093	NPC293458
Intermediate Similarity	0.7086	NPC258531
Intermediate Similarity	0.7086	NPC472118
Intermediate Similarity	0.7086	NPC112373
Intermediate Similarity	0.7086	NPC161956
Intermediate Similarity	0.7066	NPC144691
Intermediate Similarity	0.7039	NPC257490
Remote Similarity	0.6973	NPC313293
Remote Similarity	0.6962	NPC316746
Remote Similarity	0.6954	NPC204867
Remote Similarity	0.6936	NPC474058
Remote Similarity	0.6933	NPC472243
Remote Similarity	0.6932	NPC224970
Remote Similarity	0.6932	NPC223595
Remote Similarity	0.6932	NPC167724
Remote Similarity	0.6919	NPC123241
Remote Similarity	0.6919	NPC61013
Remote Similarity	0.6899	NPC314431
Remote Similarity	0.6886	NPC478039
Remote Similarity	0.6885	NPC285923
Remote Similarity	0.6883	NPC39818
Remote Similarity	0.6879	NPC193410
Remote Similarity	0.6867	NPC314186
Remote Similarity	0.6839	NPC248117
Remote Similarity	0.6835	NPC150863
Remote Similarity	0.6832	NPC253476
Remote Similarity	0.6825	NPC202812
Remote Similarity	0.6824	NPC154602
Remote Similarity	0.68	NPC472117
Remote Similarity	0.6797	NPC226143
Remote Similarity	0.6793	NPC97584
Remote Similarity	0.6792	NPC280807
Remote Similarity	0.6792	NPC472245
Remote Similarity	0.6792	NPC194562
Remote Similarity	0.6788	NPC471164
Remote Similarity	0.678	NPC472114
Remote Similarity	0.678	NPC472115
Remote Similarity	0.6778	NPC470548
Remote Similarity	0.6774	NPC473815
Remote Similarity	0.6758	NPC218594
Remote Similarity	0.6758	NPC99043
Remote Similarity	0.6753	NPC179605
Remote Similarity	0.6753	NPC279385
Remote Similarity	0.6747	NPC472241
Remote Similarity	0.674	NPC475607
Remote Similarity	0.6727	NPC242933
Remote Similarity	0.671	NPC103292
Remote Similarity	0.6703	NPC474081
Remote Similarity	0.6703	NPC471742
Remote Similarity	0.6687	NPC43477
Remote Similarity	0.6686	NPC285381
Remote Similarity	0.6685	NPC475594
Remote Similarity	0.6648	NPC471743
Remote Similarity	0.6648	NPC476441
Remote Similarity	0.6647	NPC478076
Remote Similarity	0.6629	NPC471130
Remote Similarity	0.6627	NPC472242
Remote Similarity	0.661	NPC88970
Remote Similarity	0.6593	NPC469726
Remote Similarity	0.6593	NPC329338
Remote Similarity	0.6576	NPC474041
Remote Similarity	0.6576	NPC475761
Remote Similarity	0.6573	NPC113056
Remote Similarity	0.6573	NPC138293
Remote Similarity	0.6562	NPC72473
Remote Similarity	0.6562	NPC307437
Remote Similarity	0.6562	NPC58827
Remote Similarity	0.6557	NPC264482
Remote Similarity	0.6557	NPC203202
Remote Similarity	0.6554	NPC225319
Remote Similarity	0.6541	NPC205946
Remote Similarity	0.6541	NPC298320
Remote Similarity	0.6526	NPC5630
Remote Similarity	0.6522	NPC14849
Remote Similarity	0.6522	NPC186669
Remote Similarity	0.6517	NPC99632
Remote Similarity	0.6517	NPC282339
Remote Similarity	0.6517	NPC476231
Remote Similarity	0.65	NPC279527
Remote Similarity	0.65	NPC214960
Remote Similarity	0.6492	NPC203628
Remote Similarity	0.6489	NPC52262
Remote Similarity	0.6488	NPC471574
Remote Similarity	0.6486	NPC6974
Remote Similarity	0.6485	NPC300299
Remote Similarity	0.648	NPC189116
Remote Similarity	0.6462	NPC138615
Remote Similarity	0.6462	NPC132874
Remote Similarity	0.6462	NPC265642
Remote Similarity	0.6462	NPC218733
Remote Similarity	0.6456	NPC268534
Remote Similarity	0.6452	NPC475685
Remote Similarity	0.6448	NPC476425
Remote Similarity	0.6444	NPC470069
Remote Similarity	0.6444	NPC52059
Remote Similarity	0.6443	NPC470787
Remote Similarity	0.6443	NPC472540
Remote Similarity	0.6443	NPC303214
Remote Similarity	0.6443	NPC472539
Remote Similarity	0.6441	NPC113946
Remote Similarity	0.6441	NPC211525
Remote Similarity	0.6441	NPC153694
Remote Similarity	0.6437	NPC243756
Remote Similarity	0.6425	NPC253667
Remote Similarity	0.6425	NPC35510
Remote Similarity	0.6421	NPC14994
Remote Similarity	0.6416	NPC237649
Remote Similarity	0.6416	NPC300596
Remote Similarity	0.6413	NPC328611
Remote Similarity	0.6412	NPC478040
Remote Similarity	0.641	NPC472541
Remote Similarity	0.641	NPC472542
Remote Similarity	0.6409	NPC182131
Remote Similarity	0.6404	NPC154478
Remote Similarity	0.6398	NPC147298
Remote Similarity	0.6398	NPC131450
Remote Similarity	0.6398	NPC182057
Remote Similarity	0.6386	NPC173295
Remote Similarity	0.6384	NPC84317
Remote Similarity	0.6383	NPC159963
Remote Similarity	0.6374	NPC136002
Remote Similarity	0.6369	NPC315224
Remote Similarity	0.6369	NPC319645
Remote Similarity	0.6369	NPC83214
Remote Similarity	0.6359	NPC472116
Remote Similarity	0.6354	NPC299582
Remote Similarity	0.635	NPC314648
Remote Similarity	0.6344	NPC127082
Remote Similarity	0.6343	NPC314223
Remote Similarity	0.6333	NPC472120
Remote Similarity	0.6333	NPC472101
Remote Similarity	0.6333	NPC199737
Remote Similarity	0.6331	NPC315051
Remote Similarity	0.633	NPC476428
Remote Similarity	0.6329	NPC150323
Remote Similarity	0.6328	NPC473297
Remote Similarity	0.6325	NPC162417
Remote Similarity	0.6325	NPC316104
Remote Similarity	0.6316	NPC308197
Remote Similarity	0.6313	NPC310403
Remote Similarity	0.6313	NPC263709
Remote Similarity	0.6313	NPC148468
Remote Similarity	0.6313	NPC243673
Remote Similarity	0.6313	NPC97380
Remote Similarity	0.6313	NPC63210
Remote Similarity	0.631	NPC122553
Remote Similarity	0.6307	NPC122106
Remote Similarity	0.6304	NPC355
Remote Similarity	0.6299	NPC57051
Remote Similarity	0.6296	NPC243058
Remote Similarity	0.6284	NPC470971
Remote Similarity	0.6283	NPC150308
Remote Similarity	0.6281	NPC232600
Remote Similarity	0.628	NPC477432
Remote Similarity	0.6279	NPC130797
Remote Similarity	0.6278	NPC93653
Remote Similarity	0.6278	NPC472102
Remote Similarity	0.6278	NPC309531
Remote Similarity	0.6276	NPC170333
Remote Similarity	0.627	NPC21752
Remote Similarity	0.627	NPC276993
Remote Similarity	0.627	NPC181138
Remote Similarity	0.627	NPC298851
Remote Similarity	0.627	NPC210415
Remote Similarity	0.627	NPC293255
Remote Similarity	0.6264	NPC472106
Remote Similarity	0.6264	NPC471124
Remote Similarity	0.6263	NPC203635
Remote Similarity	0.6238	NPC313796
Remote Similarity	0.6238	NPC313345
Remote Similarity	0.6238	NPC314855
Remote Similarity	0.6238	NPC315638
Remote Similarity	0.6237	NPC1820
Remote Similarity	0.6237	NPC248862
Remote Similarity	0.6235	NPC207554
Remote Similarity	0.6235	NPC130251
Remote Similarity	0.623	NPC278887
Remote Similarity	0.6229	NPC242000
Remote Similarity	0.6226	NPC130931
Remote Similarity	0.6224	NPC220151
Remote Similarity	0.6224	NPC221687
Remote Similarity	0.6224	NPC19692
Remote Similarity	0.6223	NPC475094
Remote Similarity	0.6222	NPC471122
Remote Similarity	0.622	NPC209389
Remote Similarity	0.6218	NPC316405
Remote Similarity	0.6215	NPC117032

Drug Structure

NPD2427 OpenBabel08211702172D 27 29 0 0 0 0 0 0 0 0999 V2000 -6.0622 -1.5000 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 -0.0000 -1.0000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 0.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 -2.5981 0.5000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 1 0 0 0 0 2 18 1 0 0 0 0 3 23 1 0 0 0 0 4 6 1 0 0 0 0 4 21 1 0 0 0 0 5 7 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 22 1 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 11 2 0 0 0 0 9 23 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 22 1 0 0 0 0 16 24 2 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000928
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3357
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.13
ALogP	0.8982
MLogP	2.34
XLogP	2.271
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	64.09
RO5 Violation	0