NPASS drugs

Drug Information

Drug ID:	NPD1236
Drug Name:	Levosimendan
Molecular Formula:	C14H12N6O
Canonical SMILES:	N#CC(=NNc1ccc(cc1)C1=NN=C(C[C@H]1C)O)C#N
Standard InCHI:	InChI=1S/C14H12N6O/c1-9-6-13(21)19-20-14(9)10-2-4-11(5-3-10)17-18-12(7-15)8-16/h2-5,9,17H,6H2,1H3,(H,19,21)/t9-/m1/s1
Standard InCHIKey:	WHXMKTBCFHIYNQ-SECBINFHSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1236

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	163
0.1-0.2	1379
0.2-0.3	9497
0.3-0.4	13415
0.4-0.5	5175
0.5-0.6	1165
0.6-0.7	91
0.7-0.8	5
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	0.752	NPC205652
Intermediate Similarity	0.7434	NPC92689
Intermediate Similarity	0.7424	NPC474926
Intermediate Similarity	0.7236	NPC37584
Intermediate Similarity	0.7109	NPC470550
Remote Similarity	0.6911	NPC178681
Remote Similarity	0.6901	NPC475707
Remote Similarity	0.6838	NPC191444
Remote Similarity	0.6838	NPC78154
Remote Similarity	0.681	NPC30445
Remote Similarity	0.6807	NPC476483
Remote Similarity	0.6752	NPC176858
Remote Similarity	0.6738	NPC476685
Remote Similarity	0.6738	NPC476689
Remote Similarity	0.6738	NPC476687
Remote Similarity	0.669	NPC181527
Remote Similarity	0.6667	NPC111233
Remote Similarity	0.6643	NPC101372
Remote Similarity	0.6641	NPC314141
Remote Similarity	0.6617	NPC147957
Remote Similarity	0.6612	NPC161972
Remote Similarity	0.6612	NPC303045
Remote Similarity	0.6522	NPC15839
Remote Similarity	0.6512	NPC302790
Remote Similarity	0.65	NPC226438
Remote Similarity	0.649	NPC259678
Remote Similarity	0.6471	NPC173991
Remote Similarity	0.6471	NPC470877
Remote Similarity	0.6444	NPC313449
Remote Similarity	0.6429	NPC325013
Remote Similarity	0.6418	NPC317031
Remote Similarity	0.6417	NPC78041
Remote Similarity	0.6417	NPC471307
Remote Similarity	0.6417	NPC141139
Remote Similarity	0.6417	NPC209764
Remote Similarity	0.6417	NPC159178
Remote Similarity	0.6417	NPC74936
Remote Similarity	0.6417	NPC121872
Remote Similarity	0.6414	NPC184437
Remote Similarity	0.6408	NPC278451
Remote Similarity	0.6358	NPC477890
Remote Similarity	0.6348	NPC307456
Remote Similarity	0.6324	NPC192209
Remote Similarity	0.6312	NPC16667
Remote Similarity	0.6309	NPC243162
Remote Similarity	0.6304	NPC317564
Remote Similarity	0.6303	NPC262295
Remote Similarity	0.6294	NPC197680
Remote Similarity	0.6294	NPC259098
Remote Similarity	0.629	NPC25565
Remote Similarity	0.6269	NPC187036
Remote Similarity	0.6267	NPC316202
Remote Similarity	0.6266	NPC285469
Remote Similarity	0.6261	NPC192623
Remote Similarity	0.626	NPC471309
Remote Similarity	0.625	NPC314431
Remote Similarity	0.6241	NPC317758
Remote Similarity	0.624	NPC473501
Remote Similarity	0.624	NPC475439
Remote Similarity	0.624	NPC311242
Remote Similarity	0.6225	NPC472241
Remote Similarity	0.6207	NPC316746
Remote Similarity	0.6202	NPC275467
Remote Similarity	0.62	NPC472243
Remote Similarity	0.6179	NPC108800
Remote Similarity	0.6176	NPC222982
Remote Similarity	0.6174	NPC287358
Remote Similarity	0.6174	NPC166667
Remote Similarity	0.6148	NPC316108
Remote Similarity	0.6148	NPC296163
Remote Similarity	0.6144	NPC472103
Remote Similarity	0.6138	NPC472245
Remote Similarity	0.6138	NPC226662
Remote Similarity	0.6121	NPC280548
Remote Similarity	0.6111	NPC282231
Remote Similarity	0.6107	NPC327481
Remote Similarity	0.6104	NPC472242
Remote Similarity	0.6098	NPC474561
Remote Similarity	0.6098	NPC49954
Remote Similarity	0.609	NPC470127
Remote Similarity	0.6087	NPC67056
Remote Similarity	0.6084	NPC205946
Remote Similarity	0.6078	NPC314287
Remote Similarity	0.6062	NPC141353
Remote Similarity	0.6051	NPC124005
Remote Similarity	0.6049	NPC279918
Remote Similarity	0.6048	NPC34508
Remote Similarity	0.6013	NPC477155
Remote Similarity	0.6	NPC476950
Remote Similarity	0.6	NPC275410
Remote Similarity	0.6	NPC242556
Remote Similarity	0.6	NPC72473
Remote Similarity	0.6	NPC38736
Remote Similarity	0.6	NPC307437
Remote Similarity	0.6	NPC58827
Remote Similarity	0.6	NPC207726
Remote Similarity	0.5976	NPC32028
Remote Similarity	0.5976	NPC159319
Remote Similarity	0.5972	NPC474479
Remote Similarity	0.5963	NPC477889
Remote Similarity	0.5959	NPC150863
Remote Similarity	0.5957	NPC150323
Remote Similarity	0.5956	NPC474584
Remote Similarity	0.5954	NPC224610
Remote Similarity	0.5954	NPC113326
Remote Similarity	0.5954	NPC88267
Remote Similarity	0.5954	NPC194390
Remote Similarity	0.5951	NPC68650
Remote Similarity	0.5949	NPC37548
Remote Similarity	0.5946	NPC22079
Remote Similarity	0.5944	NPC283130
Remote Similarity	0.5944	NPC328683
Remote Similarity	0.594	NPC172170
Remote Similarity	0.5939	NPC470508
Remote Similarity	0.5938	NPC469763
Remote Similarity	0.5938	NPC469760
Remote Similarity	0.5938	NPC73952
Remote Similarity	0.5938	NPC469786
Remote Similarity	0.5938	NPC25008
Remote Similarity	0.5938	NPC259644
Remote Similarity	0.5938	NPC469765
Remote Similarity	0.5924	NPC254798
Remote Similarity	0.5918	NPC477432
Remote Similarity	0.5918	NPC280807
Remote Similarity	0.5915	NPC47298
Remote Similarity	0.5915	NPC315214
Remote Similarity	0.5915	NPC215519
Remote Similarity	0.5906	NPC270009
Remote Similarity	0.5904	NPC160105
Remote Similarity	0.5904	NPC54988
Remote Similarity	0.5902	NPC473031
Remote Similarity	0.5902	NPC471638
Remote Similarity	0.5901	NPC212376
Remote Similarity	0.5901	NPC80597
Remote Similarity	0.5901	NPC75540
Remote Similarity	0.5901	NPC70922
Remote Similarity	0.5901	NPC211572
Remote Similarity	0.5896	NPC164802
Remote Similarity	0.5887	NPC172128
Remote Similarity	0.5882	NPC288785
Remote Similarity	0.5878	NPC471310
Remote Similarity	0.5878	NPC471317
Remote Similarity	0.5868	NPC154293
Remote Similarity	0.5868	NPC63751
Remote Similarity	0.5867	NPC91615
Remote Similarity	0.5865	NPC473498
Remote Similarity	0.5865	NPC24060
Remote Similarity	0.5864	NPC184476
Remote Similarity	0.586	NPC264589
Remote Similarity	0.5857	NPC148140
Remote Similarity	0.5854	NPC473320
Remote Similarity	0.5838	NPC192270
Remote Similarity	0.5833	NPC38262
Remote Similarity	0.5833	NPC146703
Remote Similarity	0.5827	NPC288232
Remote Similarity	0.5827	NPC58674
Remote Similarity	0.5826	NPC301874
Remote Similarity	0.5823	NPC129042
Remote Similarity	0.5821	NPC434
Remote Similarity	0.5816	NPC229353
Remote Similarity	0.5816	NPC81561
Remote Similarity	0.5816	NPC264580
Remote Similarity	0.5811	NPC9856
Remote Similarity	0.5809	NPC319579
Remote Similarity	0.5802	NPC470507
Remote Similarity	0.5802	NPC471458
Remote Similarity	0.58	NPC324611
Remote Similarity	0.58	NPC179365
Remote Similarity	0.5796	NPC116519
Remote Similarity	0.5789	NPC159589
Remote Similarity	0.5789	NPC122542
Remote Similarity	0.5786	NPC2265
Remote Similarity	0.5783	NPC194640
Remote Similarity	0.5782	NPC478079
Remote Similarity	0.5774	NPC201700
Remote Similarity	0.5772	NPC198747
Remote Similarity	0.5767	NPC477157
Remote Similarity	0.5767	NPC469785
Remote Similarity	0.5767	NPC477156
Remote Similarity	0.5765	NPC259545
Remote Similarity	0.5765	NPC472123
Remote Similarity	0.5765	NPC314603
Remote Similarity	0.5759	NPC472100
Remote Similarity	0.5759	NPC314372
Remote Similarity	0.5758	NPC202613
Remote Similarity	0.5758	NPC474430
Remote Similarity	0.5758	NPC164859
Remote Similarity	0.5756	NPC248454
Remote Similarity	0.5756	NPC59269
Remote Similarity	0.5755	NPC118202
Remote Similarity	0.5753	NPC122718
Remote Similarity	0.5752	NPC271732
Remote Similarity	0.5752	NPC126637
Remote Similarity	0.575	NPC187951
Remote Similarity	0.575	NPC288445
Remote Similarity	0.5743	NPC471313
Remote Similarity	0.5743	NPC471311
Remote Similarity	0.5742	NPC2823
Remote Similarity	0.574	NPC126481
Remote Similarity	0.574	NPC477888

Drug Structure

NPD1236 OpenBabel08211700192D 23 24 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 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 2.5981 2.5000 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 -1.7321 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 6.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 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 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 1 0 0 0 0 2 10 2 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 5 11 1 0 0 0 0 6 9 1 0 0 0 0 6 13 1 0 0 0 0 7 12 1 0 0 0 0 7 15 3 0 0 0 0 8 12 1 0 0 0 0 8 16 3 0 0 0 0 9 1 1 1 0 0 0 9 14 1 0 0 0 0 10 14 1 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 13 19 2 0 0 0 0 13 21 1 0 0 0 0 14 20 2 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 19 20 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000797
DrugBank	DB00922
ChEMBL	CHEMBL2051955
IUPHAR/BPS
PharmaGKB	PA164749138
KEGG Drug
PubChem CID	3033825
ChEBI	50567
CAS Number	141505-33-1

Drug Properties

Molecular Weight	280.11
ALogP	-0.3142
MLogP	2.23
XLogP	2.996
HDA	7
HBD	2
Rotatable Bonds	5
TPSA	116.92
RO5 Violation	0