NPASS drugs

Drug Information

Drug ID:	NPD5860
Drug Name:	piperazinyloxoquinoline derivatives, Daiichi
Molecular Formula:	C24H24F3N3O5
Canonical SMILES:	COc1ccccc1N1CCN(CC1)c1c(F)cc2c(c1OC(F)F)n(CC)cc(c2=O)C(=O)O
Standard InCHI:	InChI=1S/C24H24F3N3O5/c1-3-28-13-15(23(32)33)21(31)14-12-16(25)20(22(19(14)28)35-24(26)27)30-10-8-29(9-11-30)17-6-4-5-7-18(17)34-2/h4-7,12-13,24H,3,8-11H2,1-2H3,(H,32,33)
Standard InCHIKey:	DEISLDFBMJLVTC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5860

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	272
0.1-0.2	1697
0.2-0.3	6099
0.3-0.4	6371
0.4-0.5	7738
0.5-0.6	8016
0.6-0.7	631
0.7-0.8	63
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	0.9171	NPC330683
High Similarity	0.9171	NPC329567
Intermediate Similarity	0.8182	NPC318183
Intermediate Similarity	0.7619	NPC93653
Intermediate Similarity	0.7571	NPC478075
Intermediate Similarity	0.7526	NPC292265
Intermediate Similarity	0.7523	NPC30749
Intermediate Similarity	0.7488	NPC212123
Intermediate Similarity	0.7395	NPC305542
Intermediate Similarity	0.7358	NPC246140
Intermediate Similarity	0.7358	NPC195787
Intermediate Similarity	0.7356	NPC265642
Intermediate Similarity	0.7356	NPC218733
Intermediate Similarity	0.7356	NPC132874
Intermediate Similarity	0.7356	NPC138615
Intermediate Similarity	0.7356	NPC112937
Intermediate Similarity	0.732	NPC299582
Intermediate Similarity	0.7306	NPC134702
Intermediate Similarity	0.7302	NPC474366
Intermediate Similarity	0.7285	NPC7560
Intermediate Similarity	0.7277	NPC13249
Intermediate Similarity	0.7265	NPC115588
Intermediate Similarity	0.7248	NPC148391
Intermediate Similarity	0.7248	NPC176113
Intermediate Similarity	0.7233	NPC1820
Intermediate Similarity	0.7227	NPC182853
Intermediate Similarity	0.7214	NPC5167
Intermediate Similarity	0.7214	NPC85613
Intermediate Similarity	0.7207	NPC118189
Intermediate Similarity	0.7206	NPC87391
Intermediate Similarity	0.7202	NPC114468
Intermediate Similarity	0.7196	NPC144691
Intermediate Similarity	0.7171	NPC21425
Intermediate Similarity	0.7169	NPC2905
Intermediate Similarity	0.7143	NPC151171
Intermediate Similarity	0.7143	NPC314659
Intermediate Similarity	0.7136	NPC234772
Intermediate Similarity	0.713	NPC76478
Intermediate Similarity	0.7123	NPC268223
Intermediate Similarity	0.7122	NPC262725
Intermediate Similarity	0.7117	NPC222046
Intermediate Similarity	0.7115	NPC206109
Intermediate Similarity	0.7115	NPC114039
Intermediate Similarity	0.711	NPC218303
Intermediate Similarity	0.7101	NPC5630
Intermediate Similarity	0.7095	NPC170333
Intermediate Similarity	0.7094	NPC270301
Intermediate Similarity	0.7094	NPC197335
Intermediate Similarity	0.7092	NPC204867
Intermediate Similarity	0.7089	NPC469732
Intermediate Similarity	0.708	NPC285254
Intermediate Similarity	0.7078	NPC127996
Intermediate Similarity	0.7072	NPC195120
Intermediate Similarity	0.7072	NPC87560
Intermediate Similarity	0.707	NPC133156
Intermediate Similarity	0.707	NPC268077
Intermediate Similarity	0.7056	NPC15987
Intermediate Similarity	0.7056	NPC1464
Intermediate Similarity	0.704	NPC288110
Intermediate Similarity	0.7032	NPC220241
Intermediate Similarity	0.7032	NPC295479
Intermediate Similarity	0.7026	NPC301163
Intermediate Similarity	0.7023	NPC207971
Intermediate Similarity	0.7019	NPC45389
Intermediate Similarity	0.7013	NPC160113
Intermediate Similarity	0.7013	NPC476220
Remote Similarity	0.6986	NPC22476
Remote Similarity	0.6983	NPC154922
Remote Similarity	0.698	NPC8467
Remote Similarity	0.6967	NPC198401
Remote Similarity	0.696	NPC122886
Remote Similarity	0.6954	NPC257763
Remote Similarity	0.6948	NPC71124
Remote Similarity	0.6948	NPC234933
Remote Similarity	0.6944	NPC41216
Remote Similarity	0.6933	NPC157983
Remote Similarity	0.6933	NPC118154
Remote Similarity	0.693	NPC476436
Remote Similarity	0.6927	NPC116096
Remote Similarity	0.6927	NPC198160
Remote Similarity	0.6927	NPC472163
Remote Similarity	0.6923	NPC119722
Remote Similarity	0.6923	NPC301501
Remote Similarity	0.692	NPC208522
Remote Similarity	0.6916	NPC5374
Remote Similarity	0.6912	NPC87714
Remote Similarity	0.6905	NPC92803
Remote Similarity	0.6905	NPC203628
Remote Similarity	0.69	NPC471513
Remote Similarity	0.6894	NPC304837
Remote Similarity	0.6894	NPC476258
Remote Similarity	0.689	NPC18890
Remote Similarity	0.6878	NPC283810
Remote Similarity	0.6863	NPC127082
Remote Similarity	0.6854	NPC303214
Remote Similarity	0.6853	NPC139373
Remote Similarity	0.6853	NPC49547
Remote Similarity	0.6852	NPC232600
Remote Similarity	0.6849	NPC308943
Remote Similarity	0.6847	NPC116178
Remote Similarity	0.6845	NPC288305
Remote Similarity	0.684	NPC254957
Remote Similarity	0.684	NPC223242
Remote Similarity	0.6835	NPC475147
Remote Similarity	0.6835	NPC301292
Remote Similarity	0.6835	NPC469451
Remote Similarity	0.6835	NPC313112
Remote Similarity	0.6835	NPC113455
Remote Similarity	0.6833	NPC269449
Remote Similarity	0.6833	NPC25961
Remote Similarity	0.6826	NPC473458
Remote Similarity	0.6826	NPC74575
Remote Similarity	0.6822	NPC470021
Remote Similarity	0.6822	NPC469450
Remote Similarity	0.6816	NPC217903
Remote Similarity	0.6816	NPC321166
Remote Similarity	0.6814	NPC475609
Remote Similarity	0.6812	NPC470317
Remote Similarity	0.6802	NPC220337
Remote Similarity	0.68	NPC126556
Remote Similarity	0.6796	NPC166169
Remote Similarity	0.6783	NPC470018
Remote Similarity	0.6781	NPC476429
Remote Similarity	0.6778	NPC329932
Remote Similarity	0.6776	NPC470023
Remote Similarity	0.6771	NPC470481
Remote Similarity	0.6771	NPC470482
Remote Similarity	0.677	NPC184408
Remote Similarity	0.6767	NPC477397
Remote Similarity	0.6766	NPC472115
Remote Similarity	0.6766	NPC472114
Remote Similarity	0.6765	NPC469452
Remote Similarity	0.6762	NPC473815
Remote Similarity	0.6761	NPC203972
Remote Similarity	0.675	NPC120239
Remote Similarity	0.6749	NPC471604
Remote Similarity	0.6748	NPC474815
Remote Similarity	0.6746	NPC316141
Remote Similarity	0.6745	NPC28510
Remote Similarity	0.6744	NPC41488
Remote Similarity	0.6743	NPC288759
Remote Similarity	0.6741	NPC250448
Remote Similarity	0.6736	NPC315829
Remote Similarity	0.6728	NPC138830
Remote Similarity	0.6716	NPC73280
Remote Similarity	0.6715	NPC298320
Remote Similarity	0.6713	NPC100863
Remote Similarity	0.6712	NPC475133
Remote Similarity	0.6711	NPC298449
Remote Similarity	0.6711	NPC55470
Remote Similarity	0.6699	NPC302235
Remote Similarity	0.6698	NPC313293
Remote Similarity	0.6696	NPC77777
Remote Similarity	0.6682	NPC241263
Remote Similarity	0.6681	NPC257851
Remote Similarity	0.6681	NPC41501
Remote Similarity	0.6667	NPC19175
Remote Similarity	0.6667	NPC474814
Remote Similarity	0.6667	NPC470022
Remote Similarity	0.6667	NPC241392
Remote Similarity	0.6667	NPC112336
Remote Similarity	0.6667	NPC131977
Remote Similarity	0.6652	NPC274640
Remote Similarity	0.6637	NPC189661
Remote Similarity	0.6636	NPC226708
Remote Similarity	0.6636	NPC17677
Remote Similarity	0.6636	NPC317572
Remote Similarity	0.6625	NPC469722
Remote Similarity	0.6624	NPC470017
Remote Similarity	0.6623	NPC94842
Remote Similarity	0.6622	NPC222561
Remote Similarity	0.662	NPC474059
Remote Similarity	0.6617	NPC199737
Remote Similarity	0.661	NPC329631
Remote Similarity	0.6609	NPC329830
Remote Similarity	0.6605	NPC230403
Remote Similarity	0.6601	NPC476569
Remote Similarity	0.6593	NPC39500
Remote Similarity	0.6592	NPC207873
Remote Similarity	0.6592	NPC100573
Remote Similarity	0.6585	NPC471648
Remote Similarity	0.658	NPC148124
Remote Similarity	0.6579	NPC195636
Remote Similarity	0.6575	NPC67904
Remote Similarity	0.6571	NPC67401
Remote Similarity	0.6569	NPC33507
Remote Similarity	0.6567	NPC27904
Remote Similarity	0.6559	NPC314098
Remote Similarity	0.6557	NPC116007
Remote Similarity	0.6556	NPC477395
Remote Similarity	0.6555	NPC475685
Remote Similarity	0.6555	NPC291173
Remote Similarity	0.6547	NPC16249
Remote Similarity	0.6538	NPC157931
Remote Similarity	0.6538	NPC248903
Remote Similarity	0.6538	NPC9475
Remote Similarity	0.6537	NPC99724
Remote Similarity	0.6537	NPC128476
Remote Similarity	0.6528	NPC78284
Remote Similarity	0.6527	NPC472061

Drug Structure

NPD5860 OpenBabel08211708292D 36 39 0 0 0 0 0 0 0 0999 V2000 -2.5331 -1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3775 -3.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6887 -0.9750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9106 -1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9106 -2.4375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0662 -0.9750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0662 -2.9250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5331 -1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3775 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6887 -0.9750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5331 0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5331 0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8444 1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5331 1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8444 1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2219 -1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2219 -2.4375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8444 0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8444 0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6887 1.9500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3775 1.9500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8444 -2.4375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6887 1.9500 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8444 -3.4125 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.6887 -1.9500 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.6887 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3775 -0.9750 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6887 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6887 2.9250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3775 2.9250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2219 1.4625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3775 -2.9250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0662 1.9500 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 34 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 10 1 0 0 0 0 8 29 1 0 0 0 0 9 11 1 0 0 0 0 9 29 1 0 0 0 0 10 30 1 0 0 0 0 11 30 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 15 2 0 0 0 0 13 28 1 0 0 0 0 14 19 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 15 23 1 0 0 0 0 16 20 2 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 29 1 0 0 0 0 18 34 1 0 0 0 0 19 22 2 0 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 30 1 0 0 0 0 21 31 2 0 0 0 0 22 35 1 0 0 0 0 23 32 2 0 0 0 0 23 33 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 24 35 1 0 0 0 0 33 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004747
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	491.17
ALogP	0.8843
MLogP	2.89
XLogP	4.265
HDA	6
HBD	1
Rotatable Bonds	13
TPSA	82.55
RO5 Violation	0