NPASS drugs

Drug Information

Drug ID:	NPD2791
Drug Name:	roquinimex
Molecular Formula:	C18H16N2O3
Canonical SMILES:	CN(C(=O)c1c(O)c2ccccc2n(c1=O)C)c1ccccc1
Standard InCHI:	InChI=1S/C18H16N2O3/c1-19(12-8-4-3-5-9-12)17(22)15-16(21)13-10-6-7-11-14(13)20(2)18(15)23/h3-11,21H,1-2H3
Standard InCHIKey:	SGOOQMRIPALTEL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2791

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	131
0.1-0.2	1081
0.2-0.3	5738
0.3-0.4	7542
0.4-0.5	11783
0.5-0.6	4033
0.6-0.7	519
0.7-0.8	59
0.8-0.85	3
0.85-0.9	1
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	0.8507	NPC231382
Intermediate Similarity	0.8485	NPC250476
Intermediate Similarity	0.8112	NPC308197
Intermediate Similarity	0.8058	NPC184437
Intermediate Similarity	0.7838	NPC242000
Intermediate Similarity	0.7785	NPC144691
Intermediate Similarity	0.7692	NPC471130
Intermediate Similarity	0.7677	NPC88970
Intermediate Similarity	0.7613	NPC320064
Intermediate Similarity	0.7534	NPC315051
Intermediate Similarity	0.7533	NPC254798
Intermediate Similarity	0.7516	NPC471132
Intermediate Similarity	0.75	NPC27904
Intermediate Similarity	0.7469	NPC475607
Intermediate Similarity	0.7431	NPC253476
Intermediate Similarity	0.7423	NPC474081
Intermediate Similarity	0.7415	NPC204156
Intermediate Similarity	0.7413	NPC476685
Intermediate Similarity	0.7413	NPC476687
Intermediate Similarity	0.7413	NPC476689
Intermediate Similarity	0.7407	NPC475594
Intermediate Similarity	0.7407	NPC470548
Intermediate Similarity	0.7386	NPC154602
Intermediate Similarity	0.7346	NPC307640
Intermediate Similarity	0.7342	NPC476231
Intermediate Similarity	0.7338	NPC285381
Intermediate Similarity	0.7325	NPC471122
Intermediate Similarity	0.7319	NPC257490
Intermediate Similarity	0.7273	NPC475761
Intermediate Similarity	0.7273	NPC474041
Intermediate Similarity	0.725	NPC471124
Intermediate Similarity	0.7248	NPC186284
Intermediate Similarity	0.7248	NPC22082
Intermediate Similarity	0.7233	NPC191863
Intermediate Similarity	0.7233	NPC289776
Intermediate Similarity	0.7233	NPC133470
Intermediate Similarity	0.7233	NPC472117
Intermediate Similarity	0.7222	NPC314098
Intermediate Similarity	0.7188	NPC189116
Intermediate Similarity	0.7188	NPC204867
Intermediate Similarity	0.7174	NPC177684
Intermediate Similarity	0.7174	NPC291962
Intermediate Similarity	0.7153	NPC226662
Intermediate Similarity	0.7133	NPC43477
Intermediate Similarity	0.7122	NPC161956
Intermediate Similarity	0.7122	NPC258531
Intermediate Similarity	0.7122	NPC112373
Intermediate Similarity	0.7107	NPC301163
Intermediate Similarity	0.7086	NPC472540
Intermediate Similarity	0.7086	NPC470787
Intermediate Similarity	0.7086	NPC472539
Intermediate Similarity	0.7067	NPC472243
Intermediate Similarity	0.7067	NPC130251
Intermediate Similarity	0.7063	NPC93653
Intermediate Similarity	0.7055	NPC33507
Intermediate Similarity	0.7052	NPC92803
Intermediate Similarity	0.7048	NPC471743
Intermediate Similarity	0.7045	NPC472542
Intermediate Similarity	0.7045	NPC472541
Intermediate Similarity	0.7035	NPC18890
Intermediate Similarity	0.7027	NPC300299
Intermediate Similarity	0.702	NPC301760
Intermediate Similarity	0.7019	NPC199737
Remote Similarity	0.6994	NPC471196
Remote Similarity	0.6994	NPC182131
Remote Similarity	0.6994	NPC471195
Remote Similarity	0.6977	NPC473815
Remote Similarity	0.6975	NPC313757
Remote Similarity	0.697	NPC318183
Remote Similarity	0.6954	NPC242933
Remote Similarity	0.6943	NPC243756
Remote Similarity	0.6933	NPC299582
Remote Similarity	0.6923	NPC291610
Remote Similarity	0.6923	NPC300596
Remote Similarity	0.6923	NPC237649
Remote Similarity	0.6923	NPC475685
Remote Similarity	0.6919	NPC150308
Remote Similarity	0.6913	NPC173295
Remote Similarity	0.6901	NPC39818
Remote Similarity	0.6899	NPC122106
Remote Similarity	0.6897	NPC476950
Remote Similarity	0.6887	NPC83214
Remote Similarity	0.6875	NPC325013
Remote Similarity	0.6863	NPC472241
Remote Similarity	0.6859	NPC212799
Remote Similarity	0.6849	NPC197680
Remote Similarity	0.6849	NPC259098
Remote Similarity	0.6846	NPC474473
Remote Similarity	0.6842	NPC470317
Remote Similarity	0.6835	NPC147957
Remote Similarity	0.6821	NPC262725
Remote Similarity	0.6813	NPC295548
Remote Similarity	0.681	NPC472101
Remote Similarity	0.681	NPC472120
Remote Similarity	0.6809	NPC226143
Remote Similarity	0.6807	NPC469915
Remote Similarity	0.6791	NPC37584
Remote Similarity	0.6788	NPC472114
Remote Similarity	0.6788	NPC472115
Remote Similarity	0.6784	NPC116096
Remote Similarity	0.6776	NPC315224
Remote Similarity	0.6766	NPC474814
Remote Similarity	0.6766	NPC112336
Remote Similarity	0.6761	NPC279385
Remote Similarity	0.6761	NPC130931
Remote Similarity	0.6761	NPC179605
Remote Similarity	0.6759	NPC470343
Remote Similarity	0.6759	NPC472244
Remote Similarity	0.6748	NPC472102
Remote Similarity	0.6748	NPC309531
Remote Similarity	0.6746	NPC129624
Remote Similarity	0.6739	NPC225400
Remote Similarity	0.6738	NPC228515
Remote Similarity	0.6735	NPC150863
Remote Similarity	0.6732	NPC207554
Remote Similarity	0.6731	NPC472242
Remote Similarity	0.6727	NPC472106
Remote Similarity	0.6725	NPC298320
Remote Similarity	0.6713	NPC103292
Remote Similarity	0.6711	NPC77992
Remote Similarity	0.6711	NPC257390
Remote Similarity	0.671	NPC469537
Remote Similarity	0.6705	NPC470003
Remote Similarity	0.6703	NPC472538
Remote Similarity	0.6703	NPC470786
Remote Similarity	0.6703	NPC471155
Remote Similarity	0.6691	NPC292758
Remote Similarity	0.6691	NPC65855
Remote Similarity	0.669	NPC285394
Remote Similarity	0.6689	NPC314431
Remote Similarity	0.6689	NPC472245
Remote Similarity	0.6689	NPC280807
Remote Similarity	0.6688	NPC471164
Remote Similarity	0.6688	NPC146370
Remote Similarity	0.6687	NPC36495
Remote Similarity	0.6687	NPC117032
Remote Similarity	0.6687	NPC154478
Remote Similarity	0.6687	NPC214960
Remote Similarity	0.6687	NPC279527
Remote Similarity	0.6667	NPC469560
Remote Similarity	0.6667	NPC292143
Remote Similarity	0.6667	NPC355
Remote Similarity	0.6667	NPC84317
Remote Similarity	0.6667	NPC270241
Remote Similarity	0.6667	NPC218323
Remote Similarity	0.6667	NPC203628
Remote Similarity	0.6667	NPC139506
Remote Similarity	0.6648	NPC198401
Remote Similarity	0.6646	NPC315368
Remote Similarity	0.6644	NPC120251
Remote Similarity	0.6641	NPC75496
Remote Similarity	0.6628	NPC85613
Remote Similarity	0.6628	NPC39822
Remote Similarity	0.6626	NPC113946
Remote Similarity	0.6623	NPC316104
Remote Similarity	0.6623	NPC162417
Remote Similarity	0.6622	NPC122235
Remote Similarity	0.662	NPC220698
Remote Similarity	0.6619	NPC296163
Remote Similarity	0.661	NPC5630
Remote Similarity	0.661	NPC313293
Remote Similarity	0.6609	NPC471742
Remote Similarity	0.6606	NPC293458
Remote Similarity	0.6601	NPC122553
Remote Similarity	0.66	NPC53044
Remote Similarity	0.6592	NPC471825
Remote Similarity	0.6587	NPC278887
Remote Similarity	0.6582	NPC324445
Remote Similarity	0.6581	NPC2823
Remote Similarity	0.6581	NPC470301
Remote Similarity	0.6579	NPC473360
Remote Similarity	0.6577	NPC194562
Remote Similarity	0.6571	NPC322621
Remote Similarity	0.657	NPC474815
Remote Similarity	0.6568	NPC471648
Remote Similarity	0.6564	NPC29285
Remote Similarity	0.6564	NPC469536
Remote Similarity	0.6549	NPC313449
Remote Similarity	0.6549	NPC192209
Remote Similarity	0.6545	NPC68650
Remote Similarity	0.6538	NPC238499
Remote Similarity	0.6534	NPC291759
Remote Similarity	0.6533	NPC316746
Remote Similarity	0.6532	NPC166169
Remote Similarity	0.6532	NPC286994
Remote Similarity	0.6531	NPC205946
Remote Similarity	0.6531	NPC474479
Remote Similarity	0.6525	NPC288232
Remote Similarity	0.6524	NPC104345
Remote Similarity	0.6524	NPC469428
Remote Similarity	0.6524	NPC123241
Remote Similarity	0.6522	NPC471944
Remote Similarity	0.6519	NPC303214
Remote Similarity	0.6519	NPC470824
Remote Similarity	0.6514	NPC203635
Remote Similarity	0.6514	NPC97584
Remote Similarity	0.651	NPC103605
Remote Similarity	0.651	NPC81092
Remote Similarity	0.6506	NPC85651
Remote Similarity	0.65	NPC470485

Drug Structure

NPD2791 OpenBabel08211702552D 24 26 0 0 0 0 0 0 0 0999 V2000 2.5981 -0.5000 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 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 -1.5000 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 -1.7321 -2.0000 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 3.4641 -2.0000 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 -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 0.0000 -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 0.8660 -0.5000 0.0000 C 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 -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 1.7321 0.0000 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 19 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 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 2 0 0 0 0 11 14 2 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 17 22 2 0 0 0 0 18 20 1 0 0 0 0 18 23 2 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015603
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	308.12
ALogP	-1.3559
MLogP	2.89
XLogP	4.34
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	60.85
RO5 Violation	0