NPASS drugs

Drug Information

Drug ID:	NPD2404
Drug Name:	PD-117596
Molecular Formula:	C17H17F2N3O3
Canonical SMILES:	NC1CCN(C1)c1c(F)cc2c(c1F)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C17H17F2N3O3/c18-12-5-10-14(13(19)15(12)21-4-3-8(20)6-21)22(9-1-2-9)7-11(16(10)23)17(24)25/h5,7-9H,1-4,6,20H2,(H,24,25)
Standard InCHIKey:	UHBXZNXCIZHGFF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2404

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	211
0.1-0.2	1389
0.2-0.3	7016
0.3-0.4	13474
0.4-0.5	6824
0.5-0.6	1696
0.6-0.7	268
0.7-0.8	9
0.8-0.85	0
0.85-0.9	1
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	0.9367	NPC292265
High Similarity	0.9152	NPC316141
High Similarity	0.8659	NPC318183
Intermediate Similarity	0.7341	NPC293458
Intermediate Similarity	0.7326	NPC36495
Intermediate Similarity	0.732	NPC330683
Intermediate Similarity	0.732	NPC329567
Intermediate Similarity	0.7256	NPC471164
Intermediate Similarity	0.7234	NPC202812
Intermediate Similarity	0.7168	NPC123241
Intermediate Similarity	0.7135	NPC472118
Intermediate Similarity	0.7027	NPC97584
Remote Similarity	0.6983	NPC167724
Remote Similarity	0.6983	NPC224970
Remote Similarity	0.6983	NPC223595
Remote Similarity	0.6971	NPC61013
Remote Similarity	0.6932	NPC193410
Remote Similarity	0.6914	NPC314098
Remote Similarity	0.6893	NPC248117
Remote Similarity	0.689	NPC253476
Remote Similarity	0.6882	NPC470317
Remote Similarity	0.6852	NPC194562
Remote Similarity	0.6845	NPC43477
Remote Similarity	0.6832	NPC307437
Remote Similarity	0.6832	NPC72473
Remote Similarity	0.6832	NPC58827
Remote Similarity	0.6813	NPC470343
Remote Similarity	0.6813	NPC472244
Remote Similarity	0.6811	NPC218594
Remote Similarity	0.6811	NPC99043
Remote Similarity	0.6805	NPC472241
Remote Similarity	0.6798	NPC474058
Remote Similarity	0.6798	NPC27904
Remote Similarity	0.6788	NPC162417
Remote Similarity	0.6788	NPC316104
Remote Similarity	0.6786	NPC472243
Remote Similarity	0.6786	NPC242933
Remote Similarity	0.6763	NPC300596
Remote Similarity	0.6763	NPC237649
Remote Similarity	0.6757	NPC186669
Remote Similarity	0.6754	NPC5630
Remote Similarity	0.6752	NPC177684
Remote Similarity	0.6752	NPC291962
Remote Similarity	0.672	NPC52262
Remote Similarity	0.6719	NPC203628
Remote Similarity	0.6709	NPC179605
Remote Similarity	0.6709	NPC279385
Remote Similarity	0.6709	NPC258531
Remote Similarity	0.6709	NPC112373
Remote Similarity	0.6709	NPC161956
Remote Similarity	0.6686	NPC314223
Remote Similarity	0.6686	NPC472242
Remote Similarity	0.6667	NPC313293
Remote Similarity	0.6667	NPC103292
Remote Similarity	0.6667	NPC303214
Remote Similarity	0.6649	NPC469726
Remote Similarity	0.6649	NPC329338
Remote Similarity	0.6649	NPC473815
Remote Similarity	0.6648	NPC279527
Remote Similarity	0.6648	NPC285381
Remote Similarity	0.6648	NPC214960
Remote Similarity	0.6647	NPC478039
Remote Similarity	0.6646	NPC472245
Remote Similarity	0.663	NPC189116
Remote Similarity	0.6629	NPC144691
Remote Similarity	0.6613	NPC203202
Remote Similarity	0.6613	NPC475607
Remote Similarity	0.6613	NPC264482
Remote Similarity	0.6606	NPC316746
Remote Similarity	0.6591	NPC154602
Remote Similarity	0.6585	NPC209389
Remote Similarity	0.6578	NPC474081
Remote Similarity	0.6578	NPC14849
Remote Similarity	0.6575	NPC472117
Remote Similarity	0.6575	NPC99632
Remote Similarity	0.6575	NPC282339
Remote Similarity	0.6562	NPC257490
Remote Similarity	0.6562	NPC14994
Remote Similarity	0.6559	NPC470548
Remote Similarity	0.6559	NPC475594
Remote Similarity	0.6559	NPC328611
Remote Similarity	0.6557	NPC472115
Remote Similarity	0.6557	NPC472114
Remote Similarity	0.6545	NPC314431
Remote Similarity	0.6543	NPC6974
Remote Similarity	0.6543	NPC475761
Remote Similarity	0.6543	NPC131450
Remote Similarity	0.6543	NPC474041
Remote Similarity	0.6543	NPC147298
Remote Similarity	0.6543	NPC182057
Remote Similarity	0.6538	NPC113056
Remote Similarity	0.6538	NPC138293
Remote Similarity	0.6532	NPC136002
Remote Similarity	0.6532	NPC314186
Remote Similarity	0.6526	NPC159963
Remote Similarity	0.6522	NPC39818
Remote Similarity	0.6519	NPC472102
Remote Similarity	0.6519	NPC309531
Remote Similarity	0.65	NPC232600
Remote Similarity	0.6485	NPC150863
Remote Similarity	0.6471	NPC122553
Remote Similarity	0.6453	NPC471574
Remote Similarity	0.645	NPC173295
Remote Similarity	0.6446	NPC280807
Remote Similarity	0.6438	NPC226143
Remote Similarity	0.6436	NPC476441
Remote Similarity	0.6432	NPC218733
Remote Similarity	0.6432	NPC132874
Remote Similarity	0.6432	NPC265642
Remote Similarity	0.6432	NPC138615
Remote Similarity	0.6425	NPC478076
Remote Similarity	0.6418	NPC471944
Remote Similarity	0.6406	NPC285923
Remote Similarity	0.6406	NPC471742
Remote Similarity	0.6398	NPC150323
Remote Similarity	0.6393	NPC476231
Remote Similarity	0.6383	NPC248862
Remote Similarity	0.638	NPC254698
Remote Similarity	0.6378	NPC22476
Remote Similarity	0.6373	NPC225400
Remote Similarity	0.6368	NPC475094
Remote Similarity	0.6364	NPC322433
Remote Similarity	0.6364	NPC355
Remote Similarity	0.6359	NPC204867
Remote Similarity	0.6343	NPC130797
Remote Similarity	0.6341	NPC471155
Remote Similarity	0.6341	NPC472538
Remote Similarity	0.6341	NPC470786
Remote Similarity	0.6339	NPC225319
Remote Similarity	0.6337	NPC319645
Remote Similarity	0.6335	NPC475685
Remote Similarity	0.6324	NPC470069
Remote Similarity	0.6324	NPC471130
Remote Similarity	0.6324	NPC52059
Remote Similarity	0.6319	NPC153694
Remote Similarity	0.6319	NPC211525
Remote Similarity	0.6318	NPC106118
Remote Similarity	0.6311	NPC285192
Remote Similarity	0.6311	NPC270241
Remote Similarity	0.6304	NPC472121
Remote Similarity	0.6304	NPC88970
Remote Similarity	0.6301	NPC315051
Remote Similarity	0.6296	NPC130931
Remote Similarity	0.6294	NPC25401
Remote Similarity	0.6284	NPC154478
Remote Similarity	0.6281	NPC19692
Remote Similarity	0.6281	NPC220151
Remote Similarity	0.6278	NPC122106
Remote Similarity	0.6264	NPC301760
Remote Similarity	0.6264	NPC316202
Remote Similarity	0.6264	NPC84317
Remote Similarity	0.6263	NPC471743
Remote Similarity	0.6262	NPC478075
Remote Similarity	0.6257	NPC470971
Remote Similarity	0.6257	NPC241392
Remote Similarity	0.6256	NPC150308
Remote Similarity	0.625	NPC115588
Remote Similarity	0.625	NPC472540
Remote Similarity	0.625	NPC470787
Remote Similarity	0.625	NPC472293
Remote Similarity	0.625	NPC472539
Remote Similarity	0.625	NPC477432
Remote Similarity	0.6244	NPC83111
Remote Similarity	0.6244	NPC87714
Remote Similarity	0.6243	NPC177261
Remote Similarity	0.6243	NPC476425
Remote Similarity	0.623	NPC113946
Remote Similarity	0.6222	NPC243756
Remote Similarity	0.622	NPC268534
Remote Similarity	0.6219	NPC471199
Remote Similarity	0.6219	NPC472542
Remote Similarity	0.6219	NPC472541
Remote Similarity	0.6207	NPC207554
Remote Similarity	0.6207	NPC130251
Remote Similarity	0.6205	NPC205946
Remote Similarity	0.6203	NPC182131
Remote Similarity	0.6196	NPC63210
Remote Similarity	0.6196	NPC263709
Remote Similarity	0.6196	NPC243673
Remote Similarity	0.6196	NPC97380
Remote Similarity	0.6196	NPC310403
Remote Similarity	0.6196	NPC148468
Remote Similarity	0.6193	NPC175474
Remote Similarity	0.6193	NPC316405
Remote Similarity	0.6183	NPC313757
Remote Similarity	0.6181	NPC472292
Remote Similarity	0.6176	NPC469732
Remote Similarity	0.6171	NPC2823
Remote Similarity	0.6169	NPC473375
Remote Similarity	0.6169	NPC97100
Remote Similarity	0.6169	NPC472116
Remote Similarity	0.6167	NPC13526
Remote Similarity	0.6167	NPC473329
Remote Similarity	0.6162	NPC68650
Remote Similarity	0.6161	NPC151171
Remote Similarity	0.6158	NPC472297
Remote Similarity	0.6158	NPC472296
Remote Similarity	0.6154	NPC295021
Remote Similarity	0.6146	NPC183662
Remote Similarity	0.6146	NPC1464

Drug Structure

NPD2404 OpenBabel08211702172D 28 31 0 0 1 0 0 0 0 0999 V2000 0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 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 4.3776 0.4067 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 5.0468 -0.3364 0.0000 C 0 0 3 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 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 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 6.0413 -0.2319 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 6.6291 -1.0409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4480 0.6817 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 2 1 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 21 1 0 0 0 0 5 10 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 21 1 0 0 0 0 7 11 2 0 0 0 0 7 22 1 0 0 0 0 8 20 1 0 0 0 0 9 22 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 18 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 21 1 0 0 0 0 16 23 2 0 0 0 0 17 24 2 0 0 0 0 17 25 1 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008473
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.12
ALogP	-1.4581
MLogP	2.45
XLogP	1.952
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	86.87
RO5 Violation	0