NPASS drugs

Drug Information

Drug ID:	NPD2083
Drug Name:
Molecular Formula:	C16H19FN4O3
Canonical SMILES:	CNn1cc(C(=O)O)c(=O)c2c1cc(N1CCN(CC1)C)c(c2)F
Standard InCHI:	InChI=1S/C16H19FN4O3/c1-18-21-9-11(16(23)24)15(22)10-7-12(17)14(8-13(10)21)20-5-3-19(2)4-6-20/h7-9,18H,3-6H2,1-2H3,(H,23,24)
Standard InCHIKey:	RUXPNBWPIRDVTH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2083

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	204
0.1-0.2	1484
0.2-0.3	7725
0.3-0.4	12924
0.4-0.5	6738
0.5-0.6	1557
0.6-0.7	248
0.7-0.8	7
0.8-0.85	1
0.85-0.9	1
0.9-0.95	1
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	0.9198	NPC292265
High Similarity	0.8963	NPC318183
Intermediate Similarity	0.8136	NPC316141
Intermediate Similarity	0.7398	NPC329567
Intermediate Similarity	0.7398	NPC330683
Intermediate Similarity	0.7216	NPC36495
Intermediate Similarity	0.7151	NPC470317
Intermediate Similarity	0.7039	NPC293458
Intermediate Similarity	0.7033	NPC472118
Intermediate Similarity	0.7012	NPC314098
Remote Similarity	0.6983	NPC27904
Remote Similarity	0.6927	NPC313293
Remote Similarity	0.6914	NPC470343
Remote Similarity	0.6914	NPC472244
Remote Similarity	0.6886	NPC253476
Remote Similarity	0.6885	NPC223595
Remote Similarity	0.6885	NPC167724
Remote Similarity	0.6885	NPC224970
Remote Similarity	0.6882	NPC472243
Remote Similarity	0.6872	NPC61013
Remote Similarity	0.6872	NPC123241
Remote Similarity	0.6872	NPC202812
Remote Similarity	0.6855	NPC177684
Remote Similarity	0.6855	NPC291962
Remote Similarity	0.6833	NPC193410
Remote Similarity	0.6818	NPC144691
Remote Similarity	0.6813	NPC258531
Remote Similarity	0.6813	NPC112373
Remote Similarity	0.6813	NPC161956
Remote Similarity	0.6802	NPC472241
Remote Similarity	0.6796	NPC248117
Remote Similarity	0.677	NPC257490
Remote Similarity	0.6754	NPC97584
Remote Similarity	0.6747	NPC194562
Remote Similarity	0.6747	NPC472245
Remote Similarity	0.6744	NPC471164
Remote Similarity	0.6744	NPC43477
Remote Similarity	0.6721	NPC204867
Remote Similarity	0.672	NPC99043
Remote Similarity	0.672	NPC218594
Remote Similarity	0.6708	NPC179605
Remote Similarity	0.6708	NPC279385
Remote Similarity	0.6707	NPC316746
Remote Similarity	0.6703	NPC474058
Remote Similarity	0.6702	NPC471743
Remote Similarity	0.6686	NPC242933
Remote Similarity	0.6686	NPC472242
Remote Similarity	0.6667	NPC285923
Remote Similarity	0.6667	NPC103292
Remote Similarity	0.6667	NPC471742
Remote Similarity	0.6667	NPC14849
Remote Similarity	0.6648	NPC478039
Remote Similarity	0.6647	NPC314431
Remote Similarity	0.663	NPC113056
Remote Similarity	0.663	NPC138293
Remote Similarity	0.663	NPC189116
Remote Similarity	0.6629	NPC314186
Remote Similarity	0.6627	NPC307437
Remote Similarity	0.6627	NPC58827
Remote Similarity	0.6627	NPC72473
Remote Similarity	0.6626	NPC39818
Remote Similarity	0.6592	NPC154602
Remote Similarity	0.6587	NPC150863
Remote Similarity	0.6576	NPC472117
Remote Similarity	0.6564	NPC473815
Remote Similarity	0.6561	NPC329338
Remote Similarity	0.6561	NPC328611
Remote Similarity	0.6561	NPC469726
Remote Similarity	0.6561	NPC470548
Remote Similarity	0.6559	NPC472115
Remote Similarity	0.6559	NPC472114
Remote Similarity	0.6559	NPC214960
Remote Similarity	0.6559	NPC279527
Remote Similarity	0.6548	NPC280807
Remote Similarity	0.6545	NPC131450
Remote Similarity	0.6545	NPC147298
Remote Similarity	0.6545	NPC182057
Remote Similarity	0.6543	NPC226143
Remote Similarity	0.6526	NPC475607
Remote Similarity	0.6526	NPC264482
Remote Similarity	0.6526	NPC203202
Remote Similarity	0.6497	NPC5630
Remote Similarity	0.6492	NPC186669
Remote Similarity	0.6492	NPC474081
Remote Similarity	0.6486	NPC99632
Remote Similarity	0.6486	NPC282339
Remote Similarity	0.6474	NPC475594
Remote Similarity	0.6467	NPC154478
Remote Similarity	0.6465	NPC203628
Remote Similarity	0.6464	NPC285381
Remote Similarity	0.6462	NPC52262
Remote Similarity	0.6461	NPC259678
Remote Similarity	0.6458	NPC6974
Remote Similarity	0.6453	NPC173295
Remote Similarity	0.6448	NPC84317
Remote Similarity	0.644	NPC476441
Remote Similarity	0.6437	NPC181527
Remote Similarity	0.6429	NPC478076
Remote Similarity	0.6424	NPC268534
Remote Similarity	0.6418	NPC303214
Remote Similarity	0.6417	NPC471130
Remote Similarity	0.6409	NPC314223
Remote Similarity	0.6398	NPC88970
Remote Similarity	0.6396	NPC14994
Remote Similarity	0.6395	NPC316104
Remote Similarity	0.6395	NPC162417
Remote Similarity	0.6389	NPC237649
Remote Similarity	0.6389	NPC300596
Remote Similarity	0.6387	NPC248862
Remote Similarity	0.6383	NPC182131
Remote Similarity	0.6373	NPC474041
Remote Similarity	0.6373	NPC475761
Remote Similarity	0.6359	NPC159963
Remote Similarity	0.6349	NPC470971
Remote Similarity	0.6348	NPC136002
Remote Similarity	0.6344	NPC472102
Remote Similarity	0.6344	NPC225319
Remote Similarity	0.6344	NPC309531
Remote Similarity	0.6343	NPC319645
Remote Similarity	0.634	NPC298320
Remote Similarity	0.6337	NPC472540
Remote Similarity	0.6337	NPC470787
Remote Similarity	0.6337	NPC472539
Remote Similarity	0.631	NPC205946
Remote Similarity	0.631	NPC476231
Remote Similarity	0.6305	NPC472541
Remote Similarity	0.6305	NPC472542
Remote Similarity	0.6303	NPC150323
Remote Similarity	0.6281	NPC316405
Remote Similarity	0.6275	NPC265642
Remote Similarity	0.6275	NPC218733
Remote Similarity	0.6275	NPC132874
Remote Similarity	0.6275	NPC138615
Remote Similarity	0.6272	NPC322433
Remote Similarity	0.6271	NPC471574
Remote Similarity	0.6271	NPC2823
Remote Similarity	0.6271	NPC316202
Remote Similarity	0.6264	NPC300299
Remote Similarity	0.6262	NPC232600
Remote Similarity	0.6257	NPC130797
Remote Similarity	0.6257	NPC477432
Remote Similarity	0.6256	NPC115588
Remote Similarity	0.6256	NPC475685
Remote Similarity	0.625	NPC476425
Remote Similarity	0.6244	NPC106118
Remote Similarity	0.6243	NPC52059
Remote Similarity	0.6243	NPC470069
Remote Similarity	0.6237	NPC113946
Remote Similarity	0.6237	NPC153694
Remote Similarity	0.6237	NPC211525
Remote Similarity	0.623	NPC243756
Remote Similarity	0.6223	NPC472121
Remote Similarity	0.6223	NPC253667
Remote Similarity	0.6223	NPC35510
Remote Similarity	0.622	NPC225400
Remote Similarity	0.6215	NPC130251
Remote Similarity	0.6207	NPC19692
Remote Similarity	0.6207	NPC220151
Remote Similarity	0.6205	NPC130931
Remote Similarity	0.6205	NPC475094
Remote Similarity	0.6201	NPC478040
Remote Similarity	0.6201	NPC314287
Remote Similarity	0.6199	NPC209389
Remote Similarity	0.6196	NPC117032
Remote Similarity	0.619	NPC478075
Remote Similarity	0.619	NPC470786
Remote Similarity	0.619	NPC471155
Remote Similarity	0.619	NPC472538
Remote Similarity	0.6184	NPC471944
Remote Similarity	0.6176	NPC472116
Remote Similarity	0.6175	NPC473329
Remote Similarity	0.6172	NPC314648
Remote Similarity	0.6167	NPC151171
Remote Similarity	0.6166	NPC177261
Remote Similarity	0.6161	NPC270241
Remote Similarity	0.6161	NPC285192
Remote Similarity	0.6158	NPC83214
Remote Similarity	0.6158	NPC299582
Remote Similarity	0.6142	NPC476428
Remote Similarity	0.6139	NPC22476
Remote Similarity	0.6139	NPC25401
Remote Similarity	0.6138	NPC199737
Remote Similarity	0.6138	NPC472120
Remote Similarity	0.6138	NPC472101
Remote Similarity	0.6129	NPC473297
Remote Similarity	0.6124	NPC315051
Remote Similarity	0.6119	NPC175474
Remote Similarity	0.6117	NPC243673
Remote Similarity	0.6117	NPC148468
Remote Similarity	0.6117	NPC63210
Remote Similarity	0.6117	NPC310403
Remote Similarity	0.6117	NPC263709
Remote Similarity	0.6117	NPC97380
Remote Similarity	0.6114	NPC355
Remote Similarity	0.6111	NPC243058
Remote Similarity	0.6111	NPC308197
Remote Similarity	0.6108	NPC122106
Remote Similarity	0.6105	NPC122235
Remote Similarity	0.6102	NPC122553
Remote Similarity	0.61	NPC150308

Drug Structure

NPD2083 OpenBabel08211701392D 26 28 0 0 0 0 0 0 0 0999 V2000 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 -5.1962 -0.0000 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 -4.3301 -0.5000 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 -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 -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 -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 -3.4641 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 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 1.7321 -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 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 5 1 0 0 0 0 3 19 1 0 0 0 0 4 6 1 0 0 0 0 4 19 1 0 0 0 0 5 20 1 0 0 0 0 6 20 1 0 0 0 0 7 10 2 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 8 14 1 0 0 0 0 9 11 2 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 15 1 0 0 0 0 11 15 1 0 0 0 0 11 16 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 21 1 0 0 0 0 14 20 1 0 0 0 0 15 22 2 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 18 21 1 0 0 0 0 18 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000199
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	55492
ChEBI
CAS Number

Drug Properties

Molecular Weight	334.14
ALogP	-0.4025
MLogP	2.34
XLogP	1.117
HDA	7
HBD	2
Rotatable Bonds	7
TPSA	76.12
RO5 Violation	0