NPASS drugs

Drug Information

Drug ID:	NPD6811
Drug Name:	Fimasartan
Molecular Formula:	C27H31N7OS
Canonical SMILES:	CCCCc1nc(C)c(c(=O)n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CC(=S)N(C)C
Standard InCHI:	InChI=1S/C27H31N7OS/c1-5-6-11-24-28-18(2)23(16-25(36)33(3)4)27(35)34(24)17-19-12-14-20(15-13-19)21-9-7-8-10-22(21)26-29-31-32-30-26/h7-10,12-15H,5-6,11,16-17H2,1-4H3,(H,29,30,31,32)
Standard InCHIKey:	AMEROGPZOLAFBN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6811

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	405
0.1-0.2	2850
0.2-0.3	12081
0.3-0.4	11242
0.4-0.5	3232
0.5-0.6	1044
0.6-0.7	36
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	0.6614	NPC21429
Remote Similarity	0.6506	NPC207428
Remote Similarity	0.6391	NPC300299
Remote Similarity	0.6369	NPC281094
Remote Similarity	0.6358	NPC238499
Remote Similarity	0.6283	NPC88110
Remote Similarity	0.6264	NPC477887
Remote Similarity	0.6218	NPC470205
Remote Similarity	0.6216	NPC478182
Remote Similarity	0.6185	NPC83214
Remote Similarity	0.618	NPC478186
Remote Similarity	0.617	NPC91895
Remote Similarity	0.6149	NPC207554
Remote Similarity	0.6129	NPC478184
Remote Similarity	0.6124	NPC470440
Remote Similarity	0.6122	NPC17273
Remote Similarity	0.6122	NPC141612
Remote Similarity	0.6122	NPC135601
Remote Similarity	0.612	NPC84317
Remote Similarity	0.6114	NPC2823
Remote Similarity	0.6099	NPC295021
Remote Similarity	0.6087	NPC471191
Remote Similarity	0.6085	NPC65080
Remote Similarity	0.6075	NPC194881
Remote Similarity	0.6071	NPC133003
Remote Similarity	0.6066	NPC153980
Remote Similarity	0.6066	NPC6865
Remote Similarity	0.6054	NPC293487
Remote Similarity	0.6045	NPC277157
Remote Similarity	0.6044	NPC117032
Remote Similarity	0.6034	NPC324445
Remote Similarity	0.6031	NPC16659
Remote Similarity	0.6025	NPC288232
Remote Similarity	0.6019	NPC72956
Remote Similarity	0.601	NPC28848
Remote Similarity	0.601	NPC14325
Remote Similarity	0.599	NPC99939
Remote Similarity	0.599	NPC308931
Remote Similarity	0.5987	NPC164802
Remote Similarity	0.5979	NPC265710
Remote Similarity	0.5979	NPC478183
Remote Similarity	0.5968	NPC154478
Remote Similarity	0.5946	NPC51054
Remote Similarity	0.5938	NPC161861
Remote Similarity	0.5932	NPC471574
Remote Similarity	0.5922	NPC136002
Remote Similarity	0.5916	NPC471943
Remote Similarity	0.5915	NPC471193
Remote Similarity	0.5915	NPC471194
Remote Similarity	0.5909	NPC65408
Remote Similarity	0.5907	NPC471192
Remote Similarity	0.5907	NPC317054
Remote Similarity	0.5904	NPC478185
Remote Similarity	0.5895	NPC114637
Remote Similarity	0.5873	NPC21174
Remote Similarity	0.5873	NPC271797
Remote Similarity	0.5871	NPC324091
Remote Similarity	0.5867	NPC91179
Remote Similarity	0.5859	NPC470003
Remote Similarity	0.5846	NPC240088
Remote Similarity	0.5846	NPC473380
Remote Similarity	0.5838	NPC200214
Remote Similarity	0.5838	NPC200743
Remote Similarity	0.5838	NPC53044
Remote Similarity	0.5833	NPC32534
Remote Similarity	0.5829	NPC243850
Remote Similarity	0.5829	NPC104345
Remote Similarity	0.5828	NPC317031
Remote Similarity	0.5816	NPC11126
Remote Similarity	0.5815	NPC33421
Remote Similarity	0.5812	NPC56233
Remote Similarity	0.58	NPC94752
Remote Similarity	0.58	NPC311858
Remote Similarity	0.5798	NPC206819
Remote Similarity	0.5798	NPC318065
Remote Similarity	0.5795	NPC475607
Remote Similarity	0.5787	NPC130251
Remote Similarity	0.5779	NPC477003
Remote Similarity	0.5779	NPC228835
Remote Similarity	0.5765	NPC474081
Remote Similarity	0.5764	NPC476460
Remote Similarity	0.5759	NPC71132
Remote Similarity	0.5759	NPC473498
Remote Similarity	0.5759	NPC471130
Remote Similarity	0.5758	NPC313449
Remote Similarity	0.5758	NPC192209
Remote Similarity	0.5756	NPC294693
Remote Similarity	0.5756	NPC313722
Remote Similarity	0.5754	NPC104483
Remote Similarity	0.5754	NPC301760
Remote Similarity	0.5752	NPC472258
Remote Similarity	0.5751	NPC194411
Remote Similarity	0.575	NPC476341
Remote Similarity	0.5747	NPC32858
Remote Similarity	0.5747	NPC473962
Remote Similarity	0.5747	NPC22079
Remote Similarity	0.5747	NPC194857
Remote Similarity	0.5747	NPC325479
Remote Similarity	0.5746	NPC20144
Remote Similarity	0.5745	NPC299594
Remote Similarity	0.5745	NPC316910
Remote Similarity	0.5744	NPC469529
Remote Similarity	0.5744	NPC475594
Remote Similarity	0.5743	NPC473666
Remote Similarity	0.574	NPC328683
Remote Similarity	0.574	NPC283130
Remote Similarity	0.5737	NPC88970
Remote Similarity	0.5736	NPC474041
Remote Similarity	0.5736	NPC12649
Remote Similarity	0.5735	NPC471386
Remote Similarity	0.573	NPC125746
Remote Similarity	0.5721	NPC106118
Remote Similarity	0.5714	NPC471195
Remote Similarity	0.5714	NPC6436
Remote Similarity	0.5714	NPC475990
Remote Similarity	0.5714	NPC471196
Remote Similarity	0.5707	NPC472587
Remote Similarity	0.5707	NPC24864
Remote Similarity	0.5706	NPC187036
Remote Similarity	0.5686	NPC129909
Remote Similarity	0.5685	NPC64436
Remote Similarity	0.5683	NPC204141
Remote Similarity	0.5676	NPC187951
Remote Similarity	0.5676	NPC37548
Remote Similarity	0.5673	NPC52764
Remote Similarity	0.5667	NPC471944
Remote Similarity	0.5667	NPC312092
Remote Similarity	0.5663	NPC37423
Remote Similarity	0.5663	NPC275305
Remote Similarity	0.5657	NPC248462
Remote Similarity	0.5657	NPC176199
Remote Similarity	0.5657	NPC475761
Remote Similarity	0.5657	NPC215795
Remote Similarity	0.5652	NPC143872
Remote Similarity	0.5652	NPC254798
Remote Similarity	0.5642	NPC314102
Remote Similarity	0.5642	NPC251722
Remote Similarity	0.5642	NPC469560
Remote Similarity	0.5635	NPC59084
Remote Similarity	0.5635	NPC2949
Remote Similarity	0.5633	NPC275467
Remote Similarity	0.5632	NPC56765
Remote Similarity	0.5629	NPC264580
Remote Similarity	0.5629	NPC220698
Remote Similarity	0.5628	NPC242556
Remote Similarity	0.5628	NPC73994
Remote Similarity	0.5625	NPC101165
Remote Similarity	0.5625	NPC475450
Remote Similarity	0.5625	NPC471199
Remote Similarity	0.5625	NPC271734
Remote Similarity	0.5625	NPC265100
Remote Similarity	0.5622	NPC467063
Remote Similarity	0.5622	NPC165495
Remote Similarity	0.5622	NPC109787
Remote Similarity	0.5618	NPC198988
Remote Similarity	0.5616	NPC17059
Remote Similarity	0.5615	NPC469975
Remote Similarity	0.5613	NPC317701
Remote Similarity	0.561	NPC296163
Remote Similarity	0.5607	NPC471155
Remote Similarity	0.5607	NPC478079
Remote Similarity	0.5606	NPC68354
Remote Similarity	0.5606	NPC284775
Remote Similarity	0.5605	NPC220851
Remote Similarity	0.5604	NPC473868
Remote Similarity	0.5604	NPC63157
Remote Similarity	0.5602	NPC68650
Remote Similarity	0.5602	NPC215584
Remote Similarity	0.5602	NPC44773

Drug Structure

NPD6811 OpenBabel08211710072D 37 40 0 0 0 0 0 0 0 0999 V2000 -1.8814 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2116 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0776 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3455 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 -6.2116 3.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 4.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3455 2.3364 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 18 1 0 0 0 0 3 33 1 0 0 0 0 4 33 1 0 0 0 0 5 6 1 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 21 2 0 0 0 0 10 22 2 0 0 0 0 11 24 1 0 0 0 0 12 14 1 0 0 0 0 12 19 2 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 17 34 1 0 0 0 0 18 23 2 0 0 0 0 18 28 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 28 2 0 0 0 0 24 34 1 0 0 0 0 25 33 1 0 0 0 0 25 36 2 0 0 0 0 26 29 2 0 0 0 0 26 30 1 0 0 0 0 27 34 1 0 0 0 0 27 35 2 0 0 0 0 29 31 1 0 0 0 0 30 32 2 0 0 0 0 31 32 1 0 0 0 0 31 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09279
ChEMBL	CHEMBL1951143
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	136044
CAS Number	247257-48-3

Drug Properties

Molecular Weight	501.23
ALogP	-0.7302
MLogP	3.44
XLogP	6.844
HDA	8
HBD	1
Rotatable Bonds	14
TPSA	122.46
RO5 Violation	1