NPASS drugs

Drug Information

Drug ID:	NPD665
Drug Name:	merbarone
Molecular Formula:	C11H9N3O3S
Canonical SMILES:	OC(=Nc1ccccc1)C1C(=NC(=S)N=C1O)O
Standard InCHI:	InChI=1S/C11H9N3O3S/c15-8(12-6-4-2-1-3-5-6)7-9(16)13-11(18)14-10(7)17/h1-5,7H,(H,12,15)(H2,13,14,16,17,18)
Standard InCHIKey:	JARCFMKMOFFIGZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD665

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	72
0.1-0.2	3002
0.2-0.3	12621
0.3-0.4	11308
0.4-0.5	3195
0.5-0.6	601
0.6-0.7	81
0.7-0.8	7
0.8-0.85	2
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	0.8539	NPC15839
Intermediate Similarity	0.8315	NPC307456
Intermediate Similarity	0.8041	NPC476483
Intermediate Similarity	0.7732	NPC78154
Intermediate Similarity	0.7727	NPC66775
Intermediate Similarity	0.7477	NPC205652
Intermediate Similarity	0.7374	NPC92689
Intermediate Similarity	0.7103	NPC178681
Intermediate Similarity	0.7018	NPC470550
Intermediate Similarity	0.7	NPC297532
Remote Similarity	0.6882	NPC301874
Remote Similarity	0.6847	NPC76327
Remote Similarity	0.6813	NPC271732
Remote Similarity	0.6796	NPC226438
Remote Similarity	0.6786	NPC164802
Remote Similarity	0.6777	NPC328683
Remote Similarity	0.6777	NPC283130
Remote Similarity	0.6762	NPC303045
Remote Similarity	0.6762	NPC161972
Remote Similarity	0.6752	NPC147957
Remote Similarity	0.6726	NPC255721
Remote Similarity	0.6667	NPC474926
Remote Similarity	0.6667	NPC9336
Remote Similarity	0.6636	NPC474430
Remote Similarity	0.6602	NPC315403
Remote Similarity	0.6549	NPC37584
Remote Similarity	0.6535	NPC229477
Remote Similarity	0.6532	NPC325013
Remote Similarity	0.6518	NPC313810
Remote Similarity	0.6508	NPC259098
Remote Similarity	0.6508	NPC197680
Remote Similarity	0.6505	NPC262393
Remote Similarity	0.6496	NPC314141
Remote Similarity	0.6481	NPC311242
Remote Similarity	0.6457	NPC226662
Remote Similarity	0.6442	NPC470877
Remote Similarity	0.6442	NPC107135
Remote Similarity	0.6408	NPC471638
Remote Similarity	0.6408	NPC43655
Remote Similarity	0.6393	NPC317564
Remote Similarity	0.6381	NPC78041
Remote Similarity	0.6381	NPC471307
Remote Similarity	0.6381	NPC159178
Remote Similarity	0.6381	NPC74936
Remote Similarity	0.6381	NPC209764
Remote Similarity	0.6381	NPC141139
Remote Similarity	0.6381	NPC191444
Remote Similarity	0.6381	NPC121872
Remote Similarity	0.6364	NPC75496
Remote Similarity	0.6357	NPC476689
Remote Similarity	0.6357	NPC476685
Remote Similarity	0.6357	NPC476687
Remote Similarity	0.6356	NPC296163
Remote Similarity	0.6356	NPC264782
Remote Similarity	0.6337	NPC134825
Remote Similarity	0.632	NPC317758
Remote Similarity	0.6286	NPC176858
Remote Similarity	0.6281	NPC192209
Remote Similarity	0.625	NPC299134
Remote Similarity	0.625	NPC262295
Remote Similarity	0.625	NPC473031
Remote Similarity	0.625	NPC288232
Remote Similarity	0.6239	NPC25565
Remote Similarity	0.6226	NPC476160
Remote Similarity	0.6218	NPC187036
Remote Similarity	0.6204	NPC471309
Remote Similarity	0.619	NPC30445
Remote Similarity	0.619	NPC111233
Remote Similarity	0.6182	NPC473501
Remote Similarity	0.6182	NPC475439
Remote Similarity	0.6168	NPC245259
Remote Similarity	0.6161	NPC326792
Remote Similarity	0.6154	NPC470127
Remote Similarity	0.6154	NPC316746
Remote Similarity	0.614	NPC275467
Remote Similarity	0.6136	NPC184437
Remote Similarity	0.6132	NPC173991
Remote Similarity	0.6124	NPC101372
Remote Similarity	0.6111	NPC108800
Remote Similarity	0.6077	NPC314431
Remote Similarity	0.6075	NPC316108
Remote Similarity	0.6075	NPC172128
Remote Similarity	0.6068	NPC302790
Remote Similarity	0.6063	NPC315632
Remote Similarity	0.6047	NPC476950
Remote Similarity	0.6038	NPC12429
Remote Similarity	0.6018	NPC70201
Remote Similarity	0.6016	NPC205946
Remote Similarity	0.6016	NPC313449
Remote Similarity	0.6	NPC150863
Remote Similarity	0.6	NPC203076
Remote Similarity	0.5985	NPC207428
Remote Similarity	0.5979	NPC244738
Remote Similarity	0.5965	NPC291610
Remote Similarity	0.5929	NPC213774
Remote Similarity	0.5929	NPC323726
Remote Similarity	0.5917	NPC275410
Remote Similarity	0.5913	NPC471317
Remote Similarity	0.5913	NPC311660
Remote Similarity	0.5913	NPC202613
Remote Similarity	0.5896	NPC297584
Remote Similarity	0.5887	NPC324445
Remote Similarity	0.5882	NPC166667
Remote Similarity	0.5865	NPC53044
Remote Similarity	0.5862	NPC113326
Remote Similarity	0.5862	NPC224610
Remote Similarity	0.5862	NPC194390
Remote Similarity	0.5862	NPC256838
Remote Similarity	0.5862	NPC328877
Remote Similarity	0.5862	NPC88267
Remote Similarity	0.5856	NPC108339
Remote Similarity	0.5856	NPC58674
Remote Similarity	0.5854	NPC143156
Remote Similarity	0.5852	NPC300299
Remote Similarity	0.5847	NPC44836
Remote Similarity	0.5847	NPC20322
Remote Similarity	0.5841	NPC317642
Remote Similarity	0.584	NPC264580
Remote Similarity	0.5833	NPC472245
Remote Similarity	0.5833	NPC280807
Remote Similarity	0.582	NPC474544
Remote Similarity	0.582	NPC1986
Remote Similarity	0.5812	NPC313362
Remote Similarity	0.5809	NPC159589
Remote Similarity	0.5802	NPC478079
Remote Similarity	0.5797	NPC243162
Remote Similarity	0.5789	NPC473987
Remote Similarity	0.5781	NPC39818
Remote Similarity	0.5776	NPC471310
Remote Similarity	0.5772	NPC118202
Remote Similarity	0.5769	NPC14326
Remote Similarity	0.5766	NPC126637
Remote Similarity	0.5766	NPC122553
Remote Similarity	0.5763	NPC473498
Remote Similarity	0.5763	NPC327481
Remote Similarity	0.576	NPC148140
Remote Similarity	0.576	NPC31651
Remote Similarity	0.5758	NPC278451
Remote Similarity	0.5755	NPC316202
Remote Similarity	0.5752	NPC33168
Remote Similarity	0.5752	NPC472258
Remote Similarity	0.5746	NPC313466
Remote Similarity	0.5741	NPC325441
Remote Similarity	0.5739	NPC469457
Remote Similarity	0.5728	NPC192623
Remote Similarity	0.5726	NPC218710
Remote Similarity	0.5714	NPC81561
Remote Similarity	0.5714	NPC172170
Remote Similarity	0.5704	NPC242556
Remote Similarity	0.5704	NPC208022
Remote Similarity	0.5693	NPC475707
Remote Similarity	0.5688	NPC240134
Remote Similarity	0.5683	NPC207554
Remote Similarity	0.5682	NPC151779
Remote Similarity	0.5678	NPC143516
Remote Similarity	0.5676	NPC84317
Remote Similarity	0.5674	NPC314287
Remote Similarity	0.5674	NPC478040
Remote Similarity	0.5669	NPC54102
Remote Similarity	0.5669	NPC177684
Remote Similarity	0.5669	NPC291962
Remote Similarity	0.5669	NPC162689
Remote Similarity	0.5664	NPC471320
Remote Similarity	0.5664	NPC471319
Remote Similarity	0.5662	NPC313352
Remote Similarity	0.5655	NPC37548
Remote Similarity	0.5652	NPC287358
Remote Similarity	0.5652	NPC12730
Remote Similarity	0.5646	NPC471132
Remote Similarity	0.5645	NPC33742
Remote Similarity	0.5643	NPC314113
Remote Similarity	0.5641	NPC164859
Remote Similarity	0.5636	NPC258627
Remote Similarity	0.5634	NPC472103
Remote Similarity	0.5634	NPC314186
Remote Similarity	0.563	NPC474973
Remote Similarity	0.563	NPC24060
Remote Similarity	0.563	NPC130898
Remote Similarity	0.563	NPC474804
Remote Similarity	0.5625	NPC254798
Remote Similarity	0.5625	NPC161956
Remote Similarity	0.5625	NPC258531
Remote Similarity	0.5625	NPC112373
Remote Similarity	0.5625	NPC279385
Remote Similarity	0.5625	NPC179605
Remote Similarity	0.5615	NPC477163
Remote Similarity	0.5612	NPC83214
Remote Similarity	0.5608	NPC470507
Remote Similarity	0.5607	NPC3210
Remote Similarity	0.5603	NPC238499
Remote Similarity	0.5603	NPC477155
Remote Similarity	0.56	NPC154478
Remote Similarity	0.56	NPC222982

Drug Structure

NPD665 OpenBabel08201723222D 21 22 0 0 1 0 0 0 0 0999 V2000 5.1962 -3.0000 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 5.1962 -2.0000 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 4.3301 -1.5000 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 3 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 -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 -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 -0.8660 -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 1.7321 -3.0000 0.0000 O 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 0.0000 0.0000 S 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 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 6 2 0 0 0 0 5 6 1 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 7 10 1 0 0 0 0 8 12 2 3 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 11 18 2 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007605
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	263.04
ALogP	-0.3879
MLogP	1.9
XLogP	2.023
HDA	6
HBD	3
Rotatable Bonds	5
TPSA	129.86
RO5 Violation	0