NPASS drugs

Drug Information

Drug ID:	NPD5987
Drug Name:	Edoxaban
Molecular Formula:	C24H30ClN7O4S
Canonical SMILES:	CN1CCc2c(C1)sc(n2)C(=O)N[C@@H]1C[C@H](CC[C@@H]1NC(=O)C(=O)Nc1ccc(cn1)Cl)C(=O)N(C)C
Standard InCHI:	InChI=1S/C24H30ClN7O4S/c1-31(2)24(36)13-4-6-15(27-20(33)21(34)30-19-7-5-14(25)11-26-19)17(10-13)28-22(35)23-29-16-8-9-32(3)12-18(16)37-23/h5,7,11,13,15,17H,4,6,8-10,12H2,1-3H3,(H,27,33)(H,28,35)(H,26,30,34)/t13-,15-,17+/m0/s1
Standard InCHIKey:	HGVDHZBSSITLCT-JLJPHGGASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5987

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	575
0.1-0.2	10437
0.2-0.3	14386
0.3-0.4	2270
0.4-0.5	1927
0.5-0.6	1162
0.6-0.7	133
0.7-0.8	0
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
Remote Similarity	0.6864	NPC19170
Remote Similarity	0.6778	NPC297862
Remote Similarity	0.6667	NPC177996
Remote Similarity	0.6667	NPC147983
Remote Similarity	0.6639	NPC327095
Remote Similarity	0.6639	NPC312942
Remote Similarity	0.6611	NPC40455
Remote Similarity	0.6611	NPC476817
Remote Similarity	0.6596	NPC470731
Remote Similarity	0.6569	NPC253987
Remote Similarity	0.6489	NPC294693
Remote Similarity	0.6468	NPC477420
Remote Similarity	0.6468	NPC477418
Remote Similarity	0.6468	NPC16659
Remote Similarity	0.6465	NPC161861
Remote Similarity	0.6456	NPC470732
Remote Similarity	0.6425	NPC99939
Remote Similarity	0.6425	NPC308931
Remote Similarity	0.6422	NPC265710
Remote Similarity	0.6397	NPC63279
Remote Similarity	0.6396	NPC476527
Remote Similarity	0.638	NPC228835
Remote Similarity	0.6379	NPC473376
Remote Similarity	0.6371	NPC297642
Remote Similarity	0.6355	NPC56233
Remote Similarity	0.6347	NPC11126
Remote Similarity	0.6339	NPC103119
Remote Similarity	0.6332	NPC474389
Remote Similarity	0.632	NPC469308
Remote Similarity	0.6318	NPC40530
Remote Similarity	0.6318	NPC314281
Remote Similarity	0.6316	NPC475969
Remote Similarity	0.6316	NPC475859
Remote Similarity	0.6309	NPC88115
Remote Similarity	0.6301	NPC473380
Remote Similarity	0.6301	NPC240088
Remote Similarity	0.6292	NPC173344
Remote Similarity	0.6275	NPC470730
Remote Similarity	0.6275	NPC477175
Remote Similarity	0.6266	NPC317701
Remote Similarity	0.6266	NPC149014
Remote Similarity	0.6262	NPC271797
Remote Similarity	0.6262	NPC21174
Remote Similarity	0.626	NPC41982
Remote Similarity	0.625	NPC141612
Remote Similarity	0.625	NPC17273
Remote Similarity	0.625	NPC135601
Remote Similarity	0.625	NPC94752
Remote Similarity	0.6238	NPC65408
Remote Similarity	0.6233	NPC477003
Remote Similarity	0.623	NPC178664
Remote Similarity	0.6229	NPC116555
Remote Similarity	0.6225	NPC165743
Remote Similarity	0.6223	NPC106757
Remote Similarity	0.6217	NPC174281
Remote Similarity	0.6217	NPC475286
Remote Similarity	0.6214	NPC77022
Remote Similarity	0.621	NPC69843
Remote Similarity	0.6205	NPC133003
Remote Similarity	0.6204	NPC475920
Remote Similarity	0.6195	NPC255909
Remote Similarity	0.6189	NPC216221
Remote Similarity	0.6185	NPC474877
Remote Similarity	0.6176	NPC147810
Remote Similarity	0.6167	NPC54744
Remote Similarity	0.6164	NPC136957
Remote Similarity	0.6164	NPC19696
Remote Similarity	0.6154	NPC471617
Remote Similarity	0.615	NPC17059
Remote Similarity	0.6147	NPC167710
Remote Similarity	0.6147	NPC116961
Remote Similarity	0.6145	NPC477176
Remote Similarity	0.6145	NPC470729
Remote Similarity	0.614	NPC194881
Remote Similarity	0.6136	NPC317054
Remote Similarity	0.6128	NPC143325
Remote Similarity	0.6125	NPC471193
Remote Similarity	0.6125	NPC471194
Remote Similarity	0.6125	NPC153980
Remote Similarity	0.6125	NPC6865
Remote Similarity	0.612	NPC477177
Remote Similarity	0.6116	NPC161143
Remote Similarity	0.6114	NPC472260
Remote Similarity	0.6114	NPC216550
Remote Similarity	0.6104	NPC476526
Remote Similarity	0.6104	NPC329765
Remote Similarity	0.6104	NPC48117
Remote Similarity	0.6103	NPC476464
Remote Similarity	0.6092	NPC476525
Remote Similarity	0.6091	NPC267811
Remote Similarity	0.6089	NPC467063
Remote Similarity	0.6085	NPC182507
Remote Similarity	0.6083	NPC72956
Remote Similarity	0.6078	NPC134657
Remote Similarity	0.6073	NPC64216
Remote Similarity	0.6073	NPC91895
Remote Similarity	0.607	NPC476460
Remote Similarity	0.607	NPC473763
Remote Similarity	0.607	NPC117244
Remote Similarity	0.6059	NPC138562
Remote Similarity	0.6058	NPC75726
Remote Similarity	0.6058	NPC110602
Remote Similarity	0.6058	NPC31385
Remote Similarity	0.6053	NPC213629
Remote Similarity	0.6052	NPC171317
Remote Similarity	0.6052	NPC34837
Remote Similarity	0.6045	NPC54214
Remote Similarity	0.6044	NPC270834
Remote Similarity	0.6044	NPC471609
Remote Similarity	0.6034	NPC314930
Remote Similarity	0.6034	NPC214827
Remote Similarity	0.6027	NPC164228
Remote Similarity	0.6026	NPC201266
Remote Similarity	0.6026	NPC474318
Remote Similarity	0.6026	NPC220797
Remote Similarity	0.6026	NPC153123
Remote Similarity	0.6026	NPC268744
Remote Similarity	0.6026	NPC475914
Remote Similarity	0.6026	NPC324091
Remote Similarity	0.6025	NPC238945
Remote Similarity	0.6025	NPC476524
Remote Similarity	0.6019	NPC315348
Remote Similarity	0.6019	NPC32002
Remote Similarity	0.6018	NPC21429
Remote Similarity	0.6017	NPC320968
Remote Similarity	0.6009	NPC200214
Remote Similarity	0.6009	NPC272483
Remote Similarity	0.6	NPC269203
Remote Similarity	0.6	NPC77241
Remote Similarity	0.6	NPC210123
Remote Similarity	0.6	NPC13456
Remote Similarity	0.6	NPC281049
Remote Similarity	0.6	NPC166209
Remote Similarity	0.5991	NPC470203
Remote Similarity	0.5984	NPC471192
Remote Similarity	0.5983	NPC54420
Remote Similarity	0.5982	NPC248462
Remote Similarity	0.5981	NPC476219
Remote Similarity	0.5969	NPC39092
Remote Similarity	0.5965	NPC469359
Remote Similarity	0.5962	NPC476454
Remote Similarity	0.5958	NPC475024
Remote Similarity	0.595	NPC54981
Remote Similarity	0.5949	NPC472063
Remote Similarity	0.5949	NPC472062
Remote Similarity	0.5949	NPC472069
Remote Similarity	0.5948	NPC188821
Remote Similarity	0.5948	NPC474180
Remote Similarity	0.5945	NPC470204
Remote Similarity	0.5938	NPC14113
Remote Similarity	0.5938	NPC157583
Remote Similarity	0.5938	NPC84827
Remote Similarity	0.5938	NPC145885
Remote Similarity	0.5936	NPC233380
Remote Similarity	0.5934	NPC162860
Remote Similarity	0.5929	NPC191415
Remote Similarity	0.5919	NPC469529
Remote Similarity	0.5906	NPC89987
Remote Similarity	0.5905	NPC316359
Remote Similarity	0.5905	NPC315617
Remote Similarity	0.5903	NPC470205
Remote Similarity	0.5892	NPC66699
Remote Similarity	0.589	NPC478184
Remote Similarity	0.589	NPC293917
Remote Similarity	0.589	NPC478182
Remote Similarity	0.589	NPC477004
Remote Similarity	0.589	NPC313421
Remote Similarity	0.5888	NPC470233
Remote Similarity	0.5887	NPC268966
Remote Similarity	0.5887	NPC474195
Remote Similarity	0.5885	NPC73994
Remote Similarity	0.5885	NPC91179
Remote Similarity	0.588	NPC326422
Remote Similarity	0.588	NPC19342
Remote Similarity	0.5875	NPC472064
Remote Similarity	0.5873	NPC476491
Remote Similarity	0.5872	NPC470680
Remote Similarity	0.5872	NPC100104
Remote Similarity	0.587	NPC475736
Remote Similarity	0.587	NPC474259
Remote Similarity	0.587	NPC477415
Remote Similarity	0.587	NPC23476
Remote Similarity	0.5868	NPC478158
Remote Similarity	0.586	NPC251391
Remote Similarity	0.5858	NPC476252
Remote Similarity	0.5857	NPC474196
Remote Similarity	0.5855	NPC239660
Remote Similarity	0.5855	NPC106235
Remote Similarity	0.5853	NPC469897
Remote Similarity	0.5852	NPC96016
Remote Similarity	0.5851	NPC175916
Remote Similarity	0.5851	NPC243850
Remote Similarity	0.585	NPC56109
Remote Similarity	0.585	NPC191382
Remote Similarity	0.5848	NPC469938
Remote Similarity	0.5846	NPC295452
Remote Similarity	0.5846	NPC171393
Remote Similarity	0.5841	NPC473878
Remote Similarity	0.5841	NPC40070
Remote Similarity	0.584	NPC155444

Drug Structure

NPD5987 OpenBabel08211708292D 40 43 0 0 1 0 0 0 0 0999 V2000 1.7796 4.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 4.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 2.9067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.7078 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5738 1.4067 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 3.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 3.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 4.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 3.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 0.4067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 4.4067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 31 1 0 0 0 0 3 32 1 0 0 0 0 4 6 1 0 0 0 0 4 13 1 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 19 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 32 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 14 2 0 0 0 0 11 26 1 0 0 0 0 12 18 1 0 0 0 0 12 32 1 0 0 0 0 13 24 1 1 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 6 0 0 0 16 18 2 0 0 0 0 16 29 1 0 0 0 0 17 28 1 6 0 0 0 18 37 1 0 0 0 0 19 26 2 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 20 27 1 0 0 0 0 20 33 2 0 0 0 0 21 30 1 0 0 0 0 21 34 2 0 0 0 0 22 23 1 0 0 0 0 22 28 1 0 0 0 0 22 35 2 0 0 0 0 23 29 2 0 0 0 0 23 37 1 0 0 0 0 24 31 1 0 0 0 0 24 36 2 0 0 0 0 27 38 1 0 0 0 0 28 39 1 0 0 0 0 30 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001916; DNCL003422
DrugBank	DB09075
ChEMBL	CHEMBL1269025
IUPHAR/BPS	7575
PharmaGKB
KEGG Drug	D09546
PubChem CID	44610678; 10280735
ChEBI	85973
CAS Number	480449-70-5

Drug Properties

Molecular Weight	547.18
ALogP	-1.1713
MLogP	2.67
XLogP	0.396
HDA	11
HBD	3
Rotatable Bonds	14
TPSA	164.87
RO5 Violation	1