NPASS drugs

Drug Information

Drug ID:	NPD3277
Drug Name:	Laquinimod
Molecular Formula:	C19H17ClN2O3
Canonical SMILES:	CCN(C(=O)c1c(O)c2c(Cl)cccc2n(c1=O)C)c1ccccc1
Standard InCHI:	InChI=1S/C19H17ClN2O3/c1-3-22(12-8-5-4-6-9-12)19(25)16-17(23)15-13(20)10-7-11-14(15)21(2)18(16)24/h4-11,23H,3H2,1-2H3
Standard InCHIKey:	GKWPCEFFIHSJOE-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3277

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	166
0.1-0.2	1693
0.2-0.3	8301
0.3-0.4	7492
0.4-0.5	10739
0.5-0.6	2266
0.6-0.7	225
0.7-0.8	8
0.8-0.85	0
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	0.7703	NPC231382
Intermediate Similarity	0.7671	NPC250476
Intermediate Similarity	0.7389	NPC308197
Intermediate Similarity	0.732	NPC184437
Intermediate Similarity	0.716	NPC242000
Intermediate Similarity	0.716	NPC471130
Intermediate Similarity	0.7143	NPC88970
Intermediate Similarity	0.7117	NPC144691
Remote Similarity	0.6994	NPC254798
Remote Similarity	0.6988	NPC471132
Remote Similarity	0.6982	NPC320064
Remote Similarity	0.6914	NPC470548
Remote Similarity	0.6882	NPC27904
Remote Similarity	0.6875	NPC475607
Remote Similarity	0.6875	NPC315051
Remote Similarity	0.6867	NPC154602
Remote Similarity	0.6859	NPC476685
Remote Similarity	0.6859	NPC476687
Remote Similarity	0.6859	NPC476689
Remote Similarity	0.6842	NPC476231
Remote Similarity	0.6836	NPC474081
Remote Similarity	0.6826	NPC285381
Remote Similarity	0.6824	NPC471122
Remote Similarity	0.6818	NPC475594
Remote Similarity	0.6792	NPC325599
Remote Similarity	0.6778	NPC471785
Remote Similarity	0.6772	NPC253476
Remote Similarity	0.677	NPC204156
Remote Similarity	0.6763	NPC471124
Remote Similarity	0.6761	NPC307640
Remote Similarity	0.675	NPC316906
Remote Similarity	0.6744	NPC289776
Remote Similarity	0.6744	NPC133470
Remote Similarity	0.6744	NPC191863
Remote Similarity	0.6744	NPC472117
Remote Similarity	0.6728	NPC186284
Remote Similarity	0.6728	NPC22082
Remote Similarity	0.6705	NPC189116
Remote Similarity	0.6704	NPC475761
Remote Similarity	0.6704	NPC474041
Remote Similarity	0.6649	NPC472539
Remote Similarity	0.6649	NPC470787
Remote Similarity	0.6649	NPC472540
Remote Similarity	0.6645	NPC257490
Remote Similarity	0.6626	NPC43477
Remote Similarity	0.6624	NPC226662
Remote Similarity	0.6614	NPC472542
Remote Similarity	0.6614	NPC472541
Remote Similarity	0.6613	NPC92803
Remote Similarity	0.6609	NPC204867
Remote Similarity	0.6595	NPC18890
Remote Similarity	0.6591	NPC33507
Remote Similarity	0.6582	NPC314098
Remote Similarity	0.6564	NPC130251
Remote Similarity	0.6562	NPC313352
Remote Similarity	0.6559	NPC471196
Remote Similarity	0.6559	NPC471195
Remote Similarity	0.6552	NPC199737
Remote Similarity	0.6532	NPC301163
Remote Similarity	0.6524	NPC301760
Remote Similarity	0.6517	NPC318183
Remote Similarity	0.6514	NPC313757
Remote Similarity	0.6513	NPC291962
Remote Similarity	0.6513	NPC177684
Remote Similarity	0.65	NPC471743
Remote Similarity	0.6494	NPC93653
Remote Similarity	0.6471	NPC161956
Remote Similarity	0.6471	NPC243756
Remote Similarity	0.6471	NPC258531
Remote Similarity	0.6471	NPC112373
Remote Similarity	0.6463	NPC472243
Remote Similarity	0.6452	NPC473815
Remote Similarity	0.6447	NPC228515
Remote Similarity	0.6441	NPC182131
Remote Similarity	0.6433	NPC122106
Remote Similarity	0.642	NPC300299
Remote Similarity	0.6413	NPC470317
Remote Similarity	0.641	NPC295548
Remote Similarity	0.6398	NPC150308
Remote Similarity	0.6393	NPC475685
Remote Similarity	0.6392	NPC476950
Remote Similarity	0.6391	NPC212799
Remote Similarity	0.6384	NPC299582
Remote Similarity	0.6368	NPC471663
Remote Similarity	0.6364	NPC291610
Remote Similarity	0.6364	NPC472101
Remote Similarity	0.6364	NPC242933
Remote Similarity	0.6364	NPC472120
Remote Similarity	0.6358	NPC474473
Remote Similarity	0.6353	NPC237649
Remote Similarity	0.6353	NPC300596
Remote Similarity	0.6348	NPC472115
Remote Similarity	0.6348	NPC472114
Remote Similarity	0.6345	NPC225400
Remote Similarity	0.6333	NPC474814
Remote Similarity	0.6333	NPC112336
Remote Similarity	0.6319	NPC173295
Remote Similarity	0.6319	NPC129624
Remote Similarity	0.6313	NPC471155
Remote Similarity	0.6313	NPC472538
Remote Similarity	0.6313	NPC470786
Remote Similarity	0.631	NPC262725
Remote Similarity	0.6307	NPC472102
Remote Similarity	0.6307	NPC309531
Remote Similarity	0.6303	NPC83214
Remote Similarity	0.6292	NPC472106
Remote Similarity	0.629	NPC470003
Remote Similarity	0.6287	NPC472241
Remote Similarity	0.6282	NPC39818
Remote Similarity	0.6281	NPC270241
Remote Similarity	0.6278	NPC469915
Remote Similarity	0.627	NPC116096
Remote Similarity	0.6266	NPC325013
Remote Similarity	0.6263	NPC203628
Remote Similarity	0.6258	NPC316582
Remote Similarity	0.6257	NPC214960
Remote Similarity	0.6257	NPC279527
Remote Similarity	0.625	NPC154478
Remote Similarity	0.625	NPC259098
Remote Similarity	0.625	NPC197680
Remote Similarity	0.625	NPC198401
Remote Similarity	0.625	NPC469537
Remote Similarity	0.625	NPC36495
Remote Similarity	0.6243	NPC355
Remote Similarity	0.6243	NPC117032
Remote Similarity	0.6242	NPC77992
Remote Similarity	0.6235	NPC257390
Remote Similarity	0.6229	NPC84317
Remote Similarity	0.6228	NPC471164
Remote Similarity	0.6216	NPC39822
Remote Similarity	0.6216	NPC298320
Remote Similarity	0.6211	NPC5630
Remote Similarity	0.6211	NPC313293
Remote Similarity	0.6209	NPC147957
Remote Similarity	0.6205	NPC469560
Remote Similarity	0.6205	NPC315224
Remote Similarity	0.6203	NPC285394
Remote Similarity	0.6194	NPC226143
Remote Similarity	0.6193	NPC113946
Remote Similarity	0.6188	NPC218323
Remote Similarity	0.618	NPC293458
Remote Similarity	0.6176	NPC472242
Remote Similarity	0.6174	NPC65855
Remote Similarity	0.6174	NPC292758
Remote Similarity	0.6173	NPC120251
Remote Similarity	0.617	NPC322621
Remote Similarity	0.617	NPC316141
Remote Similarity	0.6168	NPC207554
Remote Similarity	0.6167	NPC278887
Remote Similarity	0.6164	NPC472244
Remote Similarity	0.6164	NPC470343
Remote Similarity	0.6162	NPC474815
Remote Similarity	0.6159	NPC316104
Remote Similarity	0.6159	NPC162417
Remote Similarity	0.6154	NPC471648
Remote Similarity	0.6154	NPC130931
Remote Similarity	0.6154	NPC179605
Remote Similarity	0.6154	NPC279385
Remote Similarity	0.6149	NPC150863
Remote Similarity	0.6149	NPC17374
Remote Similarity	0.6149	NPC37584
Remote Similarity	0.6145	NPC292143
Remote Similarity	0.6145	NPC122553
Remote Similarity	0.6145	NPC139506
Remote Similarity	0.6142	NPC471944
Remote Similarity	0.614	NPC324445
Remote Similarity	0.614	NPC146370
Remote Similarity	0.6138	NPC291759
Remote Similarity	0.6136	NPC469536
Remote Similarity	0.6136	NPC29285
Remote Similarity	0.6135	NPC53044
Remote Similarity	0.6134	NPC303214
Remote Similarity	0.6129	NPC220698
Remote Similarity	0.6129	NPC85613
Remote Similarity	0.6129	NPC286994
Remote Similarity	0.6124	NPC68650
Remote Similarity	0.6124	NPC315368
Remote Similarity	0.6121	NPC473360
Remote Similarity	0.6117	NPC471742
Remote Similarity	0.6117	NPC97584
Remote Similarity	0.6115	NPC103292
Remote Similarity	0.6114	NPC471825
Remote Similarity	0.6114	NPC470485
Remote Similarity	0.6111	NPC314431
Remote Similarity	0.6111	NPC472245
Remote Similarity	0.6111	NPC280807
Remote Similarity	0.6102	NPC477887
Remote Similarity	0.6102	NPC123241
Remote Similarity	0.6102	NPC469428
Remote Similarity	0.6102	NPC104345
Remote Similarity	0.6094	NPC129909
Remote Similarity	0.6094	NPC470483
Remote Similarity	0.6091	NPC127178
Remote Similarity	0.6089	NPC85651
Remote Similarity	0.6085	NPC133591
Remote Similarity	0.6082	NPC470824
Remote Similarity	0.6075	NPC475094
Remote Similarity	0.6071	NPC212213
Remote Similarity	0.6066	NPC292265
Remote Similarity	0.6065	NPC313449

Drug Structure

NPD3277 OpenBabel08211703112D 26 28 0 0 0 0 0 0 0 0999 V2000 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 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 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 -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 3.4641 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 -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 -1.7321 3.0000 0.0000 Cl 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 3 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 12 22 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 24 2 0 0 0 0 19 22 1 0 0 0 0 19 25 2 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001703
DrugBank	DB06685
ChEMBL	CHEMBL66092
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54677946
ChEBI	134738
CAS Number	248281-84-7

Drug Properties

Molecular Weight	356.09
ALogP	-0.3612
MLogP	2.89
XLogP	4.648
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	60.85
RO5 Violation	0