NPASS drugs

Drug Information

Drug ID:	NPD6063
Drug Name:	Ranolazine
Molecular Formula:	C24H33N3O4
Canonical SMILES:	COc1ccccc1OCC(CN1CCN(CC1)CC(=Nc1c(C)cccc1C)O)O
Standard InCHI:	InChI=1S/C24H33N3O4/c1-18-7-6-8-19(2)24(18)25-23(29)16-27-13-11-26(12-14-27)15-20(28)17-31-22-10-5-4-9-21(22)30-3/h4-10,20,28H,11-17H2,1-3H3,(H,25,29)
Standard InCHIKey:	XKLMZUWKNUAPSZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6063

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	171
0.1-0.2	1137
0.2-0.3	5436
0.3-0.4	7238
0.4-0.5	5622
0.5-0.6	9384
0.6-0.7	1827
0.7-0.8	75
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	0.7433	NPC311357
Intermediate Similarity	0.7375	NPC83289
Intermediate Similarity	0.7375	NPC212850
Intermediate Similarity	0.7375	NPC189724
Intermediate Similarity	0.7321	NPC315257
Intermediate Similarity	0.7317	NPC245974
Intermediate Similarity	0.7302	NPC473460
Intermediate Similarity	0.7301	NPC247298
Intermediate Similarity	0.7273	NPC115144
Intermediate Similarity	0.7273	NPC277857
Intermediate Similarity	0.7225	NPC233650
Intermediate Similarity	0.7219	NPC10875
Intermediate Similarity	0.7219	NPC10730
Intermediate Similarity	0.72	NPC210140
Intermediate Similarity	0.7184	NPC169743
Intermediate Similarity	0.7184	NPC134858
Intermediate Similarity	0.7152	NPC274732
Intermediate Similarity	0.7143	NPC14600
Intermediate Similarity	0.7143	NPC204848
Intermediate Similarity	0.7143	NPC312770
Intermediate Similarity	0.7143	NPC160607
Intermediate Similarity	0.7143	NPC41473
Intermediate Similarity	0.7126	NPC476571
Intermediate Similarity	0.7126	NPC246587
Intermediate Similarity	0.7126	NPC471032
Intermediate Similarity	0.7126	NPC428
Intermediate Similarity	0.7126	NPC147390
Intermediate Similarity	0.7126	NPC24233
Intermediate Similarity	0.7126	NPC470935
Intermediate Similarity	0.7126	NPC135538
Intermediate Similarity	0.7117	NPC328750
Intermediate Similarity	0.7117	NPC213206
Intermediate Similarity	0.7117	NPC188163
Intermediate Similarity	0.7117	NPC474915
Intermediate Similarity	0.7113	NPC471561
Intermediate Similarity	0.7102	NPC150879
Intermediate Similarity	0.7083	NPC477565
Intermediate Similarity	0.7083	NPC473422
Intermediate Similarity	0.7083	NPC103379
Intermediate Similarity	0.7066	NPC476151
Intermediate Similarity	0.7066	NPC179825
Intermediate Similarity	0.7066	NPC321505
Intermediate Similarity	0.7066	NPC191376
Intermediate Similarity	0.7056	NPC287588
Intermediate Similarity	0.7055	NPC314682
Intermediate Similarity	0.7052	NPC92191
Intermediate Similarity	0.7052	NPC59028
Intermediate Similarity	0.7049	NPC276674
Intermediate Similarity	0.7049	NPC33902
Intermediate Similarity	0.7049	NPC276120
Intermediate Similarity	0.7048	NPC185838
Intermediate Similarity	0.7045	NPC250846
Intermediate Similarity	0.7045	NPC240841
Intermediate Similarity	0.7045	NPC42549
Intermediate Similarity	0.7045	NPC317272
Intermediate Similarity	0.7045	NPC256012
Intermediate Similarity	0.7045	NPC268503
Intermediate Similarity	0.7044	NPC97870
Intermediate Similarity	0.7044	NPC471953
Intermediate Similarity	0.7044	NPC307123
Intermediate Similarity	0.7044	NPC247018
Intermediate Similarity	0.7041	NPC274026
Intermediate Similarity	0.7039	NPC263835
Intermediate Similarity	0.7039	NPC285941
Intermediate Similarity	0.7035	NPC247639
Intermediate Similarity	0.7035	NPC25084
Intermediate Similarity	0.7033	NPC179704
Intermediate Similarity	0.7025	NPC52029
Intermediate Similarity	0.7025	NPC35961
Intermediate Similarity	0.7025	NPC195749
Intermediate Similarity	0.7022	NPC164608
Intermediate Similarity	0.7011	NPC205167
Intermediate Similarity	0.7006	NPC186898
Intermediate Similarity	0.7006	NPC471604
Intermediate Similarity	0.7006	NPC172403
Remote Similarity	0.6994	NPC299583
Remote Similarity	0.6983	NPC168153
Remote Similarity	0.6981	NPC114102
Remote Similarity	0.6977	NPC469817
Remote Similarity	0.6977	NPC2413
Remote Similarity	0.6977	NPC127674
Remote Similarity	0.6977	NPC5238
Remote Similarity	0.6977	NPC295691
Remote Similarity	0.6977	NPC172765
Remote Similarity	0.6977	NPC276588
Remote Similarity	0.6977	NPC54379
Remote Similarity	0.6977	NPC193949
Remote Similarity	0.6977	NPC39701
Remote Similarity	0.6977	NPC204828
Remote Similarity	0.6977	NPC207757
Remote Similarity	0.6977	NPC278799
Remote Similarity	0.6977	NPC110416
Remote Similarity	0.6977	NPC184026
Remote Similarity	0.6977	NPC189266
Remote Similarity	0.6977	NPC249797
Remote Similarity	0.6973	NPC320088
Remote Similarity	0.6971	NPC24954
Remote Similarity	0.6971	NPC254700
Remote Similarity	0.6966	NPC66573
Remote Similarity	0.6964	NPC51957
Remote Similarity	0.6964	NPC16107
Remote Similarity	0.6964	NPC253883
Remote Similarity	0.6964	NPC210437
Remote Similarity	0.6964	NPC106295
Remote Similarity	0.6964	NPC90844
Remote Similarity	0.6964	NPC144863
Remote Similarity	0.6964	NPC95075
Remote Similarity	0.6964	NPC476144
Remote Similarity	0.6962	NPC155838
Remote Similarity	0.6961	NPC32064
Remote Similarity	0.6959	NPC275027
Remote Similarity	0.6959	NPC26601
Remote Similarity	0.6959	NPC133011
Remote Similarity	0.6959	NPC82285
Remote Similarity	0.6954	NPC216816
Remote Similarity	0.6954	NPC323948
Remote Similarity	0.6951	NPC477837
Remote Similarity	0.6951	NPC477838
Remote Similarity	0.6946	NPC130926
Remote Similarity	0.6943	NPC301713
Remote Similarity	0.6941	NPC192768
Remote Similarity	0.6941	NPC220858
Remote Similarity	0.6941	NPC88249
Remote Similarity	0.6941	NPC97221
Remote Similarity	0.6941	NPC151895
Remote Similarity	0.6937	NPC118419
Remote Similarity	0.6937	NPC214869
Remote Similarity	0.6936	NPC147091
Remote Similarity	0.6933	NPC193528
Remote Similarity	0.6931	NPC162653
Remote Similarity	0.6928	NPC476567
Remote Similarity	0.6928	NPC136860
Remote Similarity	0.6928	NPC128019
Remote Similarity	0.6927	NPC312872
Remote Similarity	0.6923	NPC190461
Remote Similarity	0.6923	NPC7467
Remote Similarity	0.6915	NPC302001
Remote Similarity	0.6915	NPC78284
Remote Similarity	0.6914	NPC249274
Remote Similarity	0.6914	NPC166014
Remote Similarity	0.6914	NPC11147
Remote Similarity	0.6914	NPC27410
Remote Similarity	0.6903	NPC471315
Remote Similarity	0.6903	NPC471314
Remote Similarity	0.6901	NPC81733
Remote Similarity	0.6901	NPC326316
Remote Similarity	0.6901	NPC476568
Remote Similarity	0.6899	NPC251571
Remote Similarity	0.6897	NPC235628
Remote Similarity	0.6894	NPC6854
Remote Similarity	0.6894	NPC313737
Remote Similarity	0.6894	NPC285078
Remote Similarity	0.6882	NPC477186
Remote Similarity	0.6882	NPC92541
Remote Similarity	0.6882	NPC219162
Remote Similarity	0.6879	NPC136112
Remote Similarity	0.6879	NPC141739
Remote Similarity	0.6879	NPC320242
Remote Similarity	0.6875	NPC60186
Remote Similarity	0.6875	NPC308885
Remote Similarity	0.6875	NPC255550
Remote Similarity	0.6872	NPC204908
Remote Similarity	0.6872	NPC83198
Remote Similarity	0.6869	NPC471532
Remote Similarity	0.6863	NPC256369
Remote Similarity	0.6859	NPC315632
Remote Similarity	0.6859	NPC17677
Remote Similarity	0.6857	NPC191863
Remote Similarity	0.6857	NPC133470
Remote Similarity	0.6857	NPC289776
Remote Similarity	0.6854	NPC90984
Remote Similarity	0.6854	NPC329717
Remote Similarity	0.6853	NPC469589
Remote Similarity	0.6852	NPC218530
Remote Similarity	0.6851	NPC2314
Remote Similarity	0.6848	NPC314113
Remote Similarity	0.6845	NPC9373
Remote Similarity	0.6845	NPC474904
Remote Similarity	0.6842	NPC149962
Remote Similarity	0.6839	NPC186063
Remote Similarity	0.6836	NPC475393
Remote Similarity	0.6836	NPC324144
Remote Similarity	0.6833	NPC476751
Remote Similarity	0.6832	NPC130595
Remote Similarity	0.6832	NPC93882
Remote Similarity	0.6829	NPC318591
Remote Similarity	0.6829	NPC231163
Remote Similarity	0.6826	NPC63628
Remote Similarity	0.6826	NPC178466
Remote Similarity	0.6824	NPC130941
Remote Similarity	0.6824	NPC475959
Remote Similarity	0.6823	NPC123859
Remote Similarity	0.6821	NPC477564
Remote Similarity	0.6821	NPC2295
Remote Similarity	0.6818	NPC41801
Remote Similarity	0.6816	NPC81218
Remote Similarity	0.6816	NPC310894
Remote Similarity	0.6816	NPC471531
Remote Similarity	0.6816	NPC306555
Remote Similarity	0.6816	NPC12053

Drug Structure

NPD6063 OpenBabel08211708292D 33 35 0 0 1 0 0 0 0 0999 V2000 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 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 -0.0000 -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 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -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 -0.8660 -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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 -5.1962 1.0000 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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 3 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 -6.0622 2.5000 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 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 30 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 21 2 0 0 0 0 10 22 2 0 0 0 0 11 13 1 0 0 0 0 11 26 1 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 27 1 0 0 0 0 14 27 1 0 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 16 23 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 31 1 0 0 0 0 18 24 2 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 25 2 3 0 0 0 23 29 1 0 0 0 0 24 25 1 0 0 0 0 28 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003556; DAP000875
DrugBank	DB00243
ChEMBL	CHEMBL1404
IUPHAR/BPS	7291
PharmaGKB	PA164746007
KEGG Drug
PubChem CID	56959
ChEBI	87690
CAS Number	95635-55-5

Drug Properties

Molecular Weight	427.25
ALogP	0.38
MLogP	3.33
XLogP	3.258
HDA	5
HBD	2
Rotatable Bonds	14
TPSA	77.76
RO5 Violation	0