NPASS drugs

Drug Information

Drug ID:	NPD4430
Drug Name:	paquinimod
Molecular Formula:	C21H22N2O3
Canonical SMILES:	CCN(C(=O)c1c(O)c2c(CC)cccc2n(c1=O)C)c1ccccc1
Standard InCHI:	InChI=1S/C21H22N2O3/c1-4-14-10-9-13-16-17(14)19(24)18(20(25)22(16)3)21(26)23(5-2)15-11-7-6-8-12-15/h6-13,24H,4-5H2,1-3H3
Standard InCHIKey:	DIKSYHCCYVYKRO-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4430

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	142
0.1-0.2	1051
0.2-0.3	5131
0.3-0.4	8062
0.4-0.5	11686
0.5-0.6	4201
0.6-0.7	565
0.7-0.8	50
0.8-0.85	2
0.85-0.9	0
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
Intermediate Similarity	0.8085	NPC231382
Intermediate Similarity	0.8058	NPC250476
Intermediate Similarity	0.7852	NPC308197
Intermediate Similarity	0.7671	NPC184437
Intermediate Similarity	0.7597	NPC242000
Intermediate Similarity	0.7548	NPC144691
Intermediate Similarity	0.75	NPC154602
Intermediate Similarity	0.7469	NPC471130
Intermediate Similarity	0.7453	NPC88970
Intermediate Similarity	0.7452	NPC285381
Intermediate Similarity	0.7419	NPC254798
Intermediate Similarity	0.7417	NPC315051
Intermediate Similarity	0.741	NPC470548
Intermediate Similarity	0.7391	NPC27904
Intermediate Similarity	0.7368	NPC186284
Intermediate Similarity	0.7368	NPC22082
Intermediate Similarity	0.7365	NPC475607
Intermediate Similarity	0.7349	NPC307640
Intermediate Similarity	0.7346	NPC476231
Intermediate Similarity	0.7329	NPC471122
Intermediate Similarity	0.7321	NPC474081
Intermediate Similarity	0.7305	NPC475594
Intermediate Similarity	0.7296	NPC471132
Intermediate Similarity	0.7284	NPC320064
Intermediate Similarity	0.7256	NPC471124
Intermediate Similarity	0.7239	NPC472117
Intermediate Similarity	0.719	NPC130251
Intermediate Similarity	0.7181	NPC476689
Intermediate Similarity	0.7181	NPC476687
Intermediate Similarity	0.7181	NPC476685
Intermediate Similarity	0.7176	NPC475761
Intermediate Similarity	0.7176	NPC474041
Intermediate Similarity	0.7143	NPC301760
Intermediate Similarity	0.7134	NPC289776
Intermediate Similarity	0.7134	NPC191863
Intermediate Similarity	0.7134	NPC133470
Intermediate Similarity	0.7095	NPC472539
Intermediate Similarity	0.7095	NPC470787
Intermediate Similarity	0.7095	NPC472540
Intermediate Similarity	0.7091	NPC189116
Intermediate Similarity	0.7086	NPC253476
Intermediate Similarity	0.7083	NPC257490
Intermediate Similarity	0.7078	NPC204156
Intermediate Similarity	0.7066	NPC33507
Intermediate Similarity	0.7063	NPC243756
Intermediate Similarity	0.7059	NPC471743
Intermediate Similarity	0.7056	NPC472542
Intermediate Similarity	0.7056	NPC472541
Intermediate Similarity	0.703	NPC199737
Intermediate Similarity	0.7019	NPC122106
Intermediate Similarity	0.7006	NPC471195
Intermediate Similarity	0.7006	NPC471196
Remote Similarity	0.6988	NPC204867
Remote Similarity	0.6988	NPC313757
Remote Similarity	0.6981	NPC212799
Remote Similarity	0.6954	NPC470317
Remote Similarity	0.6944	NPC177684
Remote Similarity	0.6944	NPC291962
Remote Similarity	0.6933	NPC226662
Remote Similarity	0.6923	NPC43477
Remote Similarity	0.6905	NPC182131
Remote Similarity	0.6897	NPC161956
Remote Similarity	0.6897	NPC258531
Remote Similarity	0.6897	NPC112373
Remote Similarity	0.6893	NPC473815
Remote Similarity	0.6887	NPC314098
Remote Similarity	0.6882	NPC318183
Remote Similarity	0.6872	NPC92803
Remote Similarity	0.6867	NPC93653
Remote Similarity	0.6859	NPC472243
Remote Similarity	0.6854	NPC18890
Remote Similarity	0.6835	NPC469537
Remote Similarity	0.6828	NPC295548
Remote Similarity	0.6826	NPC472101
Remote Similarity	0.6826	NPC472120
Remote Similarity	0.6824	NPC469915
Remote Similarity	0.6818	NPC300299
Remote Similarity	0.6807	NPC36495
Remote Similarity	0.6807	NPC301163
Remote Similarity	0.6805	NPC472115
Remote Similarity	0.6805	NPC472114
Remote Similarity	0.68	NPC476950
Remote Similarity	0.6784	NPC474814
Remote Similarity	0.6784	NPC112336
Remote Similarity	0.678	NPC322621
Remote Similarity	0.6766	NPC472102
Remote Similarity	0.6766	NPC309531
Remote Similarity	0.6763	NPC129624
Remote Similarity	0.6755	NPC225400
Remote Similarity	0.6755	NPC259098
Remote Similarity	0.6755	NPC197680
Remote Similarity	0.6753	NPC474473
Remote Similarity	0.6746	NPC472106
Remote Similarity	0.6746	NPC299582
Remote Similarity	0.6743	NPC286994
Remote Similarity	0.6743	NPC475685
Remote Similarity	0.6742	NPC150308
Remote Similarity	0.6732	NPC53044
Remote Similarity	0.6728	NPC300596
Remote Similarity	0.6728	NPC237649
Remote Similarity	0.6722	NPC313293
Remote Similarity	0.672	NPC471155
Remote Similarity	0.672	NPC472538
Remote Similarity	0.672	NPC470786
Remote Similarity	0.6706	NPC279527
Remote Similarity	0.6706	NPC214960
Remote Similarity	0.6691	NPC291610
Remote Similarity	0.6689	NPC39818
Remote Similarity	0.6688	NPC315224
Remote Similarity	0.6687	NPC469536
Remote Similarity	0.6686	NPC139506
Remote Similarity	0.6686	NPC355
Remote Similarity	0.6686	NPC292143
Remote Similarity	0.6685	NPC203628
Remote Similarity	0.6684	NPC270241
Remote Similarity	0.6667	NPC472241
Remote Similarity	0.6667	NPC325013
Remote Similarity	0.6667	NPC315368
Remote Similarity	0.6648	NPC39822
Remote Similarity	0.6647	NPC96901
Remote Similarity	0.6647	NPC104345
Remote Similarity	0.6647	NPC473743
Remote Similarity	0.6647	NPC113946
Remote Similarity	0.6646	NPC242933
Remote Similarity	0.663	NPC5630
Remote Similarity	0.6629	NPC470003
Remote Similarity	0.6627	NPC293458
Remote Similarity	0.6624	NPC77992
Remote Similarity	0.6623	NPC257390
Remote Similarity	0.6621	NPC147957
Remote Similarity	0.6612	NPC470485
Remote Similarity	0.661	NPC116096
Remote Similarity	0.6608	NPC278887
Remote Similarity	0.6605	NPC264589
Remote Similarity	0.6604	NPC471164
Remote Similarity	0.6603	NPC173295
Remote Similarity	0.66	NPC285394
Remote Similarity	0.6599	NPC226143
Remote Similarity	0.6596	NPC65855
Remote Similarity	0.6596	NPC292758
Remote Similarity	0.6593	NPC470483
Remote Similarity	0.6591	NPC321211
Remote Similarity	0.6591	NPC474815
Remote Similarity	0.659	NPC469671
Remote Similarity	0.659	NPC126676
Remote Similarity	0.6587	NPC29285
Remote Similarity	0.6582	NPC469560
Remote Similarity	0.6582	NPC83214
Remote Similarity	0.6579	NPC218323
Remote Similarity	0.6578	NPC127178
Remote Similarity	0.657	NPC63047
Remote Similarity	0.657	NPC475248
Remote Similarity	0.6568	NPC225319
Remote Similarity	0.6568	NPC68650
Remote Similarity	0.6568	NPC201424
Remote Similarity	0.6558	NPC120251
Remote Similarity	0.6556	NPC472244
Remote Similarity	0.6556	NPC470343
Remote Similarity	0.6556	NPC291759
Remote Similarity	0.6556	NPC262725
Remote Similarity	0.6556	NPC473615
Remote Similarity	0.6554	NPC298320
Remote Similarity	0.6554	NPC279385
Remote Similarity	0.6554	NPC179605
Remote Similarity	0.6552	NPC477185
Remote Similarity	0.6552	NPC139085
Remote Similarity	0.6552	NPC251212
Remote Similarity	0.6552	NPC214626
Remote Similarity	0.6548	NPC123241
Remote Similarity	0.6548	NPC469428
Remote Similarity	0.6543	NPC472242
Remote Similarity	0.6543	NPC471944
Remote Similarity	0.6541	NPC303214
Remote Similarity	0.6541	NPC207554
Remote Similarity	0.6538	NPC105055
Remote Similarity	0.6538	NPC313352
Remote Similarity	0.6538	NPC22689
Remote Similarity	0.6536	NPC2933
Remote Similarity	0.6536	NPC471742
Remote Similarity	0.6536	NPC97584
Remote Similarity	0.6536	NPC150863
Remote Similarity	0.6534	NPC477187
Remote Similarity	0.6531	NPC228515
Remote Similarity	0.6531	NPC220698
Remote Similarity	0.6529	NPC85651
Remote Similarity	0.6524	NPC109787
Remote Similarity	0.6519	NPC229484
Remote Similarity	0.651	NPC103292
Remote Similarity	0.6509	NPC154478
Remote Similarity	0.6508	NPC471436
Remote Similarity	0.6506	NPC117032
Remote Similarity	0.6503	NPC146370
Remote Similarity	0.6503	NPC470579
Remote Similarity	0.65	NPC259626
Remote Similarity	0.65	NPC49184
Remote Similarity	0.65	NPC133591
Remote Similarity	0.6497	NPC473360
Remote Similarity	0.6494	NPC280807
Remote Similarity	0.6494	NPC472245
Remote Similarity	0.6494	NPC314431

Drug Structure

NPD4430 OpenBabel08211705262D 27 29 0 0 0 0 0 0 0 0999 V2000 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -1.7321 3.0000 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 -2.5981 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 3.4641 3.0000 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 -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 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 0.0000 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 1.7321 2.0000 0.0000 C 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 2.5981 1.5000 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 -0.0000 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 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 22 1 0 0 0 0 4 14 1 0 0 0 0 5 23 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 14 17 2 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 20 25 2 0 0 0 0 21 23 1 0 0 0 0 21 26 2 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001155
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.16
ALogP	-0.7986
MLogP	3.22
XLogP	5.655
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	60.85
RO5 Violation	1