NPASS drugs

Drug Information

Drug ID:	NPD8146
Drug Name:	granotapide
Molecular Formula:	C39H37F3N2O8
Canonical SMILES:	CCOC(=O)C(c1ccccc1)(C(=O)OCC)COC(=O)Cc1ccc(c(c1)C(=O)N(C)C)N=C(c1ccccc1c1ccc(cc1)C(F)(F)F)O
Standard InCHI:	InChI=1S/C39H37F3N2O8/c1-5-50-36(48)38(37(49)51-6-2,27-12-8-7-9-13-27)24-52-33(45)23-25-16-21-32(31(22-25)35(47)44(3)4)43-34(46)30-15-11-10-14-29(30)26-17-19-28(20-18-26)39(40,41)42/h7-22H,5-6,23-24H2,1-4H3,(H,43,46)
Standard InCHIKey:	FPUQGCOBYOXAED-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8146

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	221
0.1-0.2	1050
0.2-0.3	2905
0.3-0.4	8815
0.4-0.5	12072
0.5-0.6	5340
0.6-0.7	478
0.7-0.8	9
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	0.7059	NPC189116
Intermediate Similarity	0.7015	NPC476257
Intermediate Similarity	0.7015	NPC476129
Intermediate Similarity	0.7015	NPC476212
Intermediate Similarity	0.7015	NPC476205
Intermediate Similarity	0.7015	NPC476206
Intermediate Similarity	0.7015	NPC259791
Intermediate Similarity	0.7015	NPC476256
Intermediate Similarity	0.7015	NPC476207
Remote Similarity	0.698	NPC476218
Remote Similarity	0.698	NPC108804
Remote Similarity	0.6943	NPC471743
Remote Similarity	0.6919	NPC114808
Remote Similarity	0.6911	NPC476749
Remote Similarity	0.6904	NPC471742
Remote Similarity	0.69	NPC313293
Remote Similarity	0.6884	NPC473815
Remote Similarity	0.6786	NPC474041
Remote Similarity	0.6776	NPC254798
Remote Similarity	0.6721	NPC470579
Remote Similarity	0.6701	NPC318183
Remote Similarity	0.6699	NPC475223
Remote Similarity	0.6684	NPC475607
Remote Similarity	0.6684	NPC27904
Remote Similarity	0.6683	NPC470317
Remote Similarity	0.6682	NPC106593
Remote Similarity	0.6667	NPC246983
Remote Similarity	0.6667	NPC471130
Remote Similarity	0.6667	NPC475448
Remote Similarity	0.6667	NPC140311
Remote Similarity	0.6652	NPC473667
Remote Similarity	0.6651	NPC136573
Remote Similarity	0.6651	NPC176371
Remote Similarity	0.665	NPC471195
Remote Similarity	0.665	NPC474081
Remote Similarity	0.665	NPC471196
Remote Similarity	0.6649	NPC476750
Remote Similarity	0.6649	NPC88970
Remote Similarity	0.6638	NPC471782
Remote Similarity	0.6638	NPC471583
Remote Similarity	0.6635	NPC90358
Remote Similarity	0.6635	NPC107828
Remote Similarity	0.6633	NPC475594
Remote Similarity	0.6632	NPC278887
Remote Similarity	0.6622	NPC245756
Remote Similarity	0.6612	NPC314186
Remote Similarity	0.6601	NPC327699
Remote Similarity	0.6601	NPC477998
Remote Similarity	0.6594	NPC278540
Remote Similarity	0.6591	NPC316746
Remote Similarity	0.6587	NPC102008
Remote Similarity	0.657	NPC191193
Remote Similarity	0.657	NPC242662
Remote Similarity	0.657	NPC215892
Remote Similarity	0.657	NPC321072
Remote Similarity	0.6561	NPC473297
Remote Similarity	0.6557	NPC314648
Remote Similarity	0.6538	NPC471606
Remote Similarity	0.6538	NPC208553
Remote Similarity	0.6538	NPC181964
Remote Similarity	0.6533	NPC475761
Remote Similarity	0.6522	NPC21483
Remote Similarity	0.6522	NPC198205
Remote Similarity	0.6519	NPC153007
Remote Similarity	0.6514	NPC210950
Remote Similarity	0.6514	NPC199738
Remote Similarity	0.651	NPC73644
Remote Similarity	0.6507	NPC473490
Remote Similarity	0.6507	NPC473558
Remote Similarity	0.6507	NPC112752
Remote Similarity	0.6507	NPC311054
Remote Similarity	0.65	NPC475685
Remote Similarity	0.6492	NPC211525
Remote Similarity	0.6492	NPC153694
Remote Similarity	0.648	NPC253476
Remote Similarity	0.6471	NPC223590
Remote Similarity	0.6467	NPC473922
Remote Similarity	0.6465	NPC470548
Remote Similarity	0.6459	NPC198390
Remote Similarity	0.6457	NPC127026
Remote Similarity	0.6457	NPC127720
Remote Similarity	0.6456	NPC475336
Remote Similarity	0.6456	NPC453583
Remote Similarity	0.6456	NPC473300
Remote Similarity	0.6453	NPC311451
Remote Similarity	0.6447	NPC355
Remote Similarity	0.6442	NPC181502
Remote Similarity	0.6442	NPC85066
Remote Similarity	0.6435	NPC284102
Remote Similarity	0.6429	NPC471980
Remote Similarity	0.6429	NPC473484
Remote Similarity	0.6425	NPC33372
Remote Similarity	0.6425	NPC67246
Remote Similarity	0.6422	NPC90415
Remote Similarity	0.6419	NPC314297
Remote Similarity	0.6419	NPC315545
Remote Similarity	0.6415	NPC471944
Remote Similarity	0.641	NPC52059
Remote Similarity	0.641	NPC470069
Remote Similarity	0.6404	NPC475596
Remote Similarity	0.6404	NPC35390
Remote Similarity	0.6404	NPC314098
Remote Similarity	0.6404	NPC470631
Remote Similarity	0.6404	NPC316841
Remote Similarity	0.6404	NPC475303
Remote Similarity	0.6404	NPC473781
Remote Similarity	0.6402	NPC131273
Remote Similarity	0.6402	NPC473441
Remote Similarity	0.64	NPC205946
Remote Similarity	0.6396	NPC84815
Remote Similarity	0.6396	NPC301368
Remote Similarity	0.6396	NPC30171
Remote Similarity	0.6396	NPC216428
Remote Similarity	0.6396	NPC469915
Remote Similarity	0.6393	NPC472243
Remote Similarity	0.6392	NPC253667
Remote Similarity	0.6392	NPC133470
Remote Similarity	0.6392	NPC35510
Remote Similarity	0.6392	NPC191863
Remote Similarity	0.6392	NPC289776
Remote Similarity	0.6391	NPC170751
Remote Similarity	0.6389	NPC470280
Remote Similarity	0.6386	NPC475962
Remote Similarity	0.6381	NPC36607
Remote Similarity	0.638	NPC473837
Remote Similarity	0.6377	NPC471754
Remote Similarity	0.6377	NPC317882
Remote Similarity	0.6376	NPC475316
Remote Similarity	0.6376	NPC30456
Remote Similarity	0.6376	NPC473486
Remote Similarity	0.6373	NPC63210
Remote Similarity	0.6373	NPC263709
Remote Similarity	0.6373	NPC310403
Remote Similarity	0.6373	NPC148468
Remote Similarity	0.6373	NPC97380
Remote Similarity	0.6373	NPC243673
Remote Similarity	0.6372	NPC313796
Remote Similarity	0.6372	NPC315638
Remote Similarity	0.6372	NPC314855
Remote Similarity	0.6372	NPC313345
Remote Similarity	0.6364	NPC259678
Remote Similarity	0.6355	NPC289383
Remote Similarity	0.6355	NPC243058
Remote Similarity	0.6351	NPC62367
Remote Similarity	0.6351	NPC158020
Remote Similarity	0.6351	NPC75600
Remote Similarity	0.6351	NPC473089
Remote Similarity	0.6351	NPC212768
Remote Similarity	0.6351	NPC6576
Remote Similarity	0.6351	NPC473115
Remote Similarity	0.6351	NPC474916
Remote Similarity	0.635	NPC475427
Remote Similarity	0.6344	NPC122968
Remote Similarity	0.6344	NPC211920
Remote Similarity	0.6344	NPC476110
Remote Similarity	0.6344	NPC328186
Remote Similarity	0.6344	NPC475600
Remote Similarity	0.6344	NPC87152
Remote Similarity	0.6344	NPC228377
Remote Similarity	0.6344	NPC475631
Remote Similarity	0.6344	NPC477787
Remote Similarity	0.6339	NPC477903
Remote Similarity	0.6335	NPC477907
Remote Similarity	0.6335	NPC477909
Remote Similarity	0.6335	NPC42678
Remote Similarity	0.6333	NPC313663
Remote Similarity	0.633	NPC314834
Remote Similarity	0.6327	NPC253738
Remote Similarity	0.6327	NPC477902
Remote Similarity	0.6326	NPC329833
Remote Similarity	0.6326	NPC116862
Remote Similarity	0.632	NPC327769
Remote Similarity	0.632	NPC475406
Remote Similarity	0.6318	NPC317752
Remote Similarity	0.6316	NPC475644
Remote Similarity	0.6316	NPC471977
Remote Similarity	0.6316	NPC471190
Remote Similarity	0.6316	NPC470486
Remote Similarity	0.6311	NPC41318
Remote Similarity	0.6311	NPC469312
Remote Similarity	0.6308	NPC199737
Remote Similarity	0.6308	NPC476231
Remote Similarity	0.6307	NPC4974
Remote Similarity	0.6306	NPC6981
Remote Similarity	0.6298	NPC473400
Remote Similarity	0.6298	NPC324251
Remote Similarity	0.6298	NPC70340
Remote Similarity	0.6298	NPC471629
Remote Similarity	0.6298	NPC275170
Remote Similarity	0.6298	NPC206211
Remote Similarity	0.6298	NPC306001
Remote Similarity	0.6296	NPC300596
Remote Similarity	0.6296	NPC237649
Remote Similarity	0.6294	NPC182131
Remote Similarity	0.6293	NPC132751
Remote Similarity	0.6293	NPC38959
Remote Similarity	0.6293	NPC327904
Remote Similarity	0.6293	NPC52262
Remote Similarity	0.629	NPC4421
Remote Similarity	0.629	NPC314287

Drug Structure

NPD8146 OpenBabel08211713002D 53 56 0 0 0 0 0 0 0 0999 V2000 1.3301 -6.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3301 -6.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -1.9019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.9019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3301 -2.7679 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 4.3301 -2.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -3.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 0.8660 -1.5000 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 -4.3301 -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 -4.3301 -2.5000 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 1.7321 0.0000 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 3.4641 -4.0000 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.6340 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 -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 0.8660 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 2.5981 -2.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 -4.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.4641 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 F 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 1.7321 2.0000 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 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -6.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8301 -5.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 44 1 0 0 0 0 4 44 1 0 0 0 0 5 50 1 0 0 0 0 6 51 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 27 2 0 0 0 0 13 27 1 0 0 0 0 14 29 2 0 0 0 0 15 30 2 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 17 26 2 0 0 0 0 18 20 2 0 0 0 0 18 26 1 0 0 0 0 19 28 2 0 0 0 0 20 28 1 0 0 0 0 21 32 1 0 0 0 0 22 25 2 0 0 0 0 22 31 1 0 0 0 0 23 25 1 0 0 0 0 23 33 1 0 0 0 0 24 38 1 0 0 0 0 24 52 1 0 0 0 0 26 29 1 0 0 0 0 27 38 1 0 0 0 0 28 39 1 0 0 0 0 29 30 1 0 0 0 0 30 34 1 0 0 0 0 31 32 2 0 0 0 0 31 35 1 0 0 0 0 32 43 1 0 0 0 0 33 45 2 0 0 0 0 33 52 1 0 0 0 0 34 43 2 3 0 0 0 34 46 1 0 0 0 0 35 44 1 0 0 0 0 35 47 2 0 0 0 0 36 38 1 0 0 0 0 36 48 2 0 0 0 0 36 50 1 0 0 0 0 37 38 1 0 0 0 0 37 49 2 0 0 0 0 37 51 1 0 0 0 0 39 40 1 0 0 0 0 39 41 1 0 0 0 0 39 42 1 0 0 0 0 46 53 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005761
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	718.25
ALogP	0.695
MLogP	4.32
XLogP	12.192
HDA	10
HBD	1
Rotatable Bonds	26
TPSA	131.8
RO5 Violation	2