NPASS drugs

Drug Information

Drug ID:	NPD3377
Drug Name:	QA-241
Molecular Formula:	C19H20FN3O4
Canonical SMILES:	CN1CCN(CC1)c1c(F)cc2c3c1C(=O)CC(n3cc(c2=O)C(=O)O)C
Standard InCHI:	InChI=1S/C19H20FN3O4/c1-10-7-14(24)15-16-11(18(25)12(19(26)27)9-23(10)16)8-13(20)17(15)22-5-3-21(2)4-6-22/h8-10H,3-7H2,1-2H3,(H,26,27)
Standard InCHIKey:	LHFYJRFKHCINFE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3377

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	208
0.1-0.2	1071
0.2-0.3	5439
0.3-0.4	12014
0.4-0.5	10126
0.5-0.6	1739
0.6-0.7	283
0.7-0.8	7
0.8-0.85	1
0.85-0.9	2
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
High Similarity	0.8957	NPC318183
High Similarity	0.8841	NPC292265
Intermediate Similarity	0.8023	NPC316141
Intermediate Similarity	0.7937	NPC330683
Intermediate Similarity	0.7937	NPC329567
Intermediate Similarity	0.7418	NPC470317
Intermediate Similarity	0.7273	NPC313293
Intermediate Similarity	0.7111	NPC472118
Intermediate Similarity	0.7102	NPC36495
Intermediate Similarity	0.7022	NPC293458
Remote Similarity	0.6961	NPC167724
Remote Similarity	0.6961	NPC224970
Remote Similarity	0.6961	NPC223595
Remote Similarity	0.6919	NPC478039
Remote Similarity	0.6906	NPC472115
Remote Similarity	0.6906	NPC472114
Remote Similarity	0.6894	NPC470343
Remote Similarity	0.6894	NPC472244
Remote Similarity	0.689	NPC314098
Remote Similarity	0.6872	NPC27904
Remote Similarity	0.6854	NPC123241
Remote Similarity	0.6854	NPC61013
Remote Similarity	0.6825	NPC471742
Remote Similarity	0.6825	NPC97584
Remote Similarity	0.678	NPC478076
Remote Similarity	0.6778	NPC474058
Remote Similarity	0.6778	NPC248117
Remote Similarity	0.6774	NPC476441
Remote Similarity	0.6761	NPC154602
Remote Similarity	0.673	NPC291962
Remote Similarity	0.673	NPC177684
Remote Similarity	0.6722	NPC193410
Remote Similarity	0.672	NPC469726
Remote Similarity	0.672	NPC329338
Remote Similarity	0.6705	NPC144691
Remote Similarity	0.6705	NPC314186
Remote Similarity	0.6703	NPC204867
Remote Similarity	0.6687	NPC112373
Remote Similarity	0.6687	NPC258531
Remote Similarity	0.6687	NPC316746
Remote Similarity	0.6687	NPC161956
Remote Similarity	0.6685	NPC225319
Remote Similarity	0.6667	NPC476425
Remote Similarity	0.6667	NPC472243
Remote Similarity	0.6649	NPC127082
Remote Similarity	0.6648	NPC472117
Remote Similarity	0.6648	NPC473297
Remote Similarity	0.6646	NPC257490
Remote Similarity	0.6632	NPC473815
Remote Similarity	0.6629	NPC285381
Remote Similarity	0.6627	NPC314431
Remote Similarity	0.6614	NPC99043
Remote Similarity	0.6614	NPC218594
Remote Similarity	0.6583	NPC132874
Remote Similarity	0.6583	NPC265642
Remote Similarity	0.6583	NPC138615
Remote Similarity	0.6583	NPC218733
Remote Similarity	0.6566	NPC150863
Remote Similarity	0.6562	NPC285923
Remote Similarity	0.6561	NPC186669
Remote Similarity	0.6557	NPC99632
Remote Similarity	0.6557	NPC282339
Remote Similarity	0.6545	NPC476428
Remote Similarity	0.6543	NPC470548
Remote Similarity	0.6532	NPC471164
Remote Similarity	0.6528	NPC52262
Remote Similarity	0.6527	NPC280807
Remote Similarity	0.6527	NPC472245
Remote Similarity	0.6522	NPC226143
Remote Similarity	0.6515	NPC202812
Remote Similarity	0.6508	NPC264482
Remote Similarity	0.6508	NPC203202
Remote Similarity	0.6508	NPC475607
Remote Similarity	0.6508	NPC471743
Remote Similarity	0.6503	NPC39818
Remote Similarity	0.6494	NPC472241
Remote Similarity	0.6484	NPC113946
Remote Similarity	0.6482	NPC303214
Remote Similarity	0.6482	NPC470787
Remote Similarity	0.6482	NPC472539
Remote Similarity	0.6482	NPC472116
Remote Similarity	0.6482	NPC472540
Remote Similarity	0.648	NPC5630
Remote Similarity	0.6477	NPC472242
Remote Similarity	0.6474	NPC474081
Remote Similarity	0.6474	NPC14849
Remote Similarity	0.6471	NPC253476
Remote Similarity	0.6462	NPC14994
Remote Similarity	0.6455	NPC475594
Remote Similarity	0.645	NPC472541
Remote Similarity	0.645	NPC472542
Remote Similarity	0.6447	NPC203628
Remote Similarity	0.644	NPC474041
Remote Similarity	0.644	NPC6974
Remote Similarity	0.6437	NPC43477
Remote Similarity	0.6429	NPC194562
Remote Similarity	0.6429	NPC316405
Remote Similarity	0.6408	NPC478075
Remote Similarity	0.6404	NPC232600
Remote Similarity	0.6402	NPC139085
Remote Similarity	0.6402	NPC214626
Remote Similarity	0.6402	NPC251212
Remote Similarity	0.6398	NPC470069
Remote Similarity	0.6398	NPC472106
Remote Similarity	0.6398	NPC471130
Remote Similarity	0.6398	NPC52059
Remote Similarity	0.6393	NPC211525
Remote Similarity	0.6393	NPC153694
Remote Similarity	0.639	NPC329833
Remote Similarity	0.6389	NPC115588
Remote Similarity	0.6389	NPC243756
Remote Similarity	0.6387	NPC476326
Remote Similarity	0.638	NPC279385
Remote Similarity	0.638	NPC179605
Remote Similarity	0.6379	NPC242933
Remote Similarity	0.6378	NPC472120
Remote Similarity	0.6378	NPC472101
Remote Similarity	0.6368	NPC328611
Remote Similarity	0.6364	NPC279527
Remote Similarity	0.6364	NPC214960
Remote Similarity	0.6354	NPC475761
Remote Similarity	0.6354	NPC147298
Remote Similarity	0.6354	NPC182057
Remote Similarity	0.6354	NPC131450
Remote Similarity	0.635	NPC221687
Remote Similarity	0.6344	NPC189116
Remote Similarity	0.6344	NPC113056
Remote Similarity	0.6344	NPC138293
Remote Similarity	0.6341	NPC103292
Remote Similarity	0.634	NPC159963
Remote Similarity	0.6324	NPC469732
Remote Similarity	0.6322	NPC83214
Remote Similarity	0.6321	NPC298320
Remote Similarity	0.6318	NPC97100
Remote Similarity	0.6318	NPC473375
Remote Similarity	0.6318	NPC170333
Remote Similarity	0.631	NPC307437
Remote Similarity	0.631	NPC58827
Remote Similarity	0.631	NPC72473
Remote Similarity	0.6295	NPC151171
Remote Similarity	0.6294	NPC472323
Remote Similarity	0.629	NPC253667
Remote Similarity	0.629	NPC35510
Remote Similarity	0.629	NPC88970
Remote Similarity	0.629	NPC476231
Remote Similarity	0.6271	NPC478040
Remote Similarity	0.627	NPC148468
Remote Similarity	0.627	NPC310403
Remote Similarity	0.627	NPC154478
Remote Similarity	0.627	NPC63210
Remote Similarity	0.627	NPC263709
Remote Similarity	0.627	NPC243673
Remote Similarity	0.627	NPC97380
Remote Similarity	0.6269	NPC67659
Remote Similarity	0.6264	NPC122106
Remote Similarity	0.6237	NPC475685
Remote Similarity	0.6232	NPC314648
Remote Similarity	0.6231	NPC22689
Remote Similarity	0.6231	NPC105055
Remote Similarity	0.623	NPC21752
Remote Similarity	0.623	NPC181138
Remote Similarity	0.623	NPC298851
Remote Similarity	0.623	NPC210415
Remote Similarity	0.623	NPC293255
Remote Similarity	0.623	NPC276993
Remote Similarity	0.6226	NPC471741
Remote Similarity	0.6223	NPC471124
Remote Similarity	0.6218	NPC260075
Remote Similarity	0.6214	NPC15987
Remote Similarity	0.6212	NPC21425
Remote Similarity	0.6209	NPC314223
Remote Similarity	0.6205	NPC268534
Remote Similarity	0.6203	NPC469741
Remote Similarity	0.6198	NPC248862
Remote Similarity	0.6193	NPC130251
Remote Similarity	0.619	NPC278887
Remote Similarity	0.619	NPC182131
Remote Similarity	0.619	NPC205946
Remote Similarity	0.6188	NPC220151
Remote Similarity	0.6188	NPC19692
Remote Similarity	0.6184	NPC295548
Remote Similarity	0.6183	NPC471122
Remote Similarity	0.6181	NPC175474
Remote Similarity	0.6178	NPC355
Remote Similarity	0.6165	NPC471512
Remote Similarity	0.6162	NPC469536
Remote Similarity	0.6162	NPC29285
Remote Similarity	0.6162	NPC84317
Remote Similarity	0.6158	NPC471574
Remote Similarity	0.6154	NPC15840
Remote Similarity	0.6154	NPC133156
Remote Similarity	0.615	NPC317752
Remote Similarity	0.615	NPC315368
Remote Similarity	0.615	NPC309531
Remote Similarity	0.615	NPC471195
Remote Similarity	0.615	NPC471196
Remote Similarity	0.615	NPC472102
Remote Similarity	0.6149	NPC300299
Remote Similarity	0.6146	NPC96901
Remote Similarity	0.6142	NPC258480

Drug Structure

NPD3377 OpenBabel08211703112D 28 31 0 0 1 0 0 0 0 0999 V2000 0.8228 1.4747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2704 -0.0718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8255 0.7793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8109 -0.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8574 0.7878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8428 -0.8890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8704 1.4429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6704 -1.9662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8423 -0.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0107 0.9739 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8269 -1.4727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8528 -1.4544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5128 -1.4912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7023 0.9553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6917 -0.0185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8375 -0.5047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5234 -0.5231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0213 -1.9477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6957 -1.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3484 -1.9864 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.3023 -0.0633 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3661 -0.0464 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 -2.5477 1.4336 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0335 -2.9181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7067 -2.8950 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5274 -1.4352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3702 -1.9091 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 21 1 0 0 0 0 3 5 1 0 0 0 0 3 21 1 0 0 0 0 4 6 1 0 0 0 0 4 21 1 0 0 0 0 5 22 1 0 0 0 0 6 22 1 0 0 0 0 7 10 1 0 0 0 0 7 14 1 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 12 2 0 0 0 0 9 23 1 0 0 0 0 10 23 1 0 0 0 0 11 16 1 0 0 0 0 11 18 1 0 0 0 0 12 18 1 0 0 0 0 12 19 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 24 2 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 18 25 2 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007650
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.14
ALogP	-0.3125
MLogP	2.67
XLogP	1.266
HDA	7
HBD	1
Rotatable Bonds	6
TPSA	81.16
RO5 Violation	0