NPASS drugs

Drug Information

Drug ID:	NPD6267
Drug Name:	angiotensin II AT-1 antagonists, Uriach
Molecular Formula:	C25H28N6O2
Canonical SMILES:	CCCn1nc(c(c1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)C(=O)O)C(C)(C)C
Standard InCHI:	InChI=1S/C25H28N6O2/c1-5-14-31-20(21(24(32)33)22(28-31)25(2,3)4)15-16-10-12-17(13-11-16)18-8-6-7-9-19(18)23-26-29-30-27-23/h6-13H,5,14-15H2,1-4H3,(H,32,33)(H,26,27,29,30)
Standard InCHIKey:	BQHRGPUDARSBJA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6267

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	292
0.1-0.2	1477
0.2-0.3	7534
0.3-0.4	13943
0.4-0.5	5261
0.5-0.6	2217
0.6-0.7	165
0.7-0.8	1
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	0.7018	NPC62995
Remote Similarity	0.6745	NPC474916
Remote Similarity	0.6524	NPC321708
Remote Similarity	0.6509	NPC116622
Remote Similarity	0.6498	NPC471944
Remote Similarity	0.6495	NPC472193
Remote Similarity	0.6476	NPC278434
Remote Similarity	0.6457	NPC82370
Remote Similarity	0.6456	NPC213468
Remote Similarity	0.6429	NPC110182
Remote Similarity	0.6364	NPC229893
Remote Similarity	0.6364	NPC243058
Remote Similarity	0.6359	NPC102008
Remote Similarity	0.6351	NPC243850
Remote Similarity	0.6303	NPC282103
Remote Similarity	0.6301	NPC252338
Remote Similarity	0.6293	NPC355
Remote Similarity	0.6284	NPC195457
Remote Similarity	0.6274	NPC90415
Remote Similarity	0.6266	NPC245756
Remote Similarity	0.6261	NPC48317
Remote Similarity	0.6261	NPC269270
Remote Similarity	0.6256	NPC203635
Remote Similarity	0.6244	NPC57398
Remote Similarity	0.6239	NPC227582
Remote Similarity	0.6234	NPC14686
Remote Similarity	0.6234	NPC276657
Remote Similarity	0.6233	NPC138370
Remote Similarity	0.6233	NPC175602
Remote Similarity	0.6222	NPC61038
Remote Similarity	0.622	NPC164340
Remote Similarity	0.6211	NPC6865
Remote Similarity	0.6211	NPC153980
Remote Similarity	0.621	NPC131887
Remote Similarity	0.6209	NPC159125
Remote Similarity	0.6205	NPC477065
Remote Similarity	0.6201	NPC36405
Remote Similarity	0.6201	NPC85702
Remote Similarity	0.62	NPC63109
Remote Similarity	0.6184	NPC191310
Remote Similarity	0.6184	NPC31700
Remote Similarity	0.6179	NPC285923
Remote Similarity	0.6178	NPC266249
Remote Similarity	0.6172	NPC64436
Remote Similarity	0.6172	NPC219848
Remote Similarity	0.6167	NPC72956
Remote Similarity	0.6164	NPC141454
Remote Similarity	0.6163	NPC178858
Remote Similarity	0.6161	NPC471191
Remote Similarity	0.6157	NPC471583
Remote Similarity	0.6157	NPC471782
Remote Similarity	0.6154	NPC469938
Remote Similarity	0.6146	NPC41717
Remote Similarity	0.6143	NPC256268
Remote Similarity	0.614	NPC183805
Remote Similarity	0.614	NPC44354
Remote Similarity	0.6139	NPC36495
Remote Similarity	0.6136	NPC67288
Remote Similarity	0.6135	NPC287795
Remote Similarity	0.6133	NPC471155
Remote Similarity	0.6126	NPC300183
Remote Similarity	0.6124	NPC471743
Remote Similarity	0.6123	NPC123839
Remote Similarity	0.6123	NPC309845
Remote Similarity	0.6122	NPC259678
Remote Similarity	0.6119	NPC11445
Remote Similarity	0.6118	NPC33949
Remote Similarity	0.6116	NPC278540
Remote Similarity	0.6114	NPC207866
Remote Similarity	0.6111	NPC329858
Remote Similarity	0.6111	NPC206967
Remote Similarity	0.6109	NPC241024
Remote Similarity	0.6108	NPC322644
Remote Similarity	0.6106	NPC270241
Remote Similarity	0.6103	NPC207851
Remote Similarity	0.6101	NPC45850
Remote Similarity	0.6099	NPC328318
Remote Similarity	0.6099	NPC193761
Remote Similarity	0.6099	NPC328596
Remote Similarity	0.6098	NPC471130
Remote Similarity	0.6095	NPC284775
Remote Similarity	0.6094	NPC272174
Remote Similarity	0.6089	NPC225400
Remote Similarity	0.6083	NPC476460
Remote Similarity	0.6079	NPC284102
Remote Similarity	0.6078	NPC88970
Remote Similarity	0.6078	NPC476231
Remote Similarity	0.6073	NPC202812
Remote Similarity	0.6073	NPC85066
Remote Similarity	0.6073	NPC195239
Remote Similarity	0.6073	NPC157828
Remote Similarity	0.6073	NPC181502
Remote Similarity	0.6071	NPC165599
Remote Similarity	0.6071	NPC98715
Remote Similarity	0.6071	NPC295548
Remote Similarity	0.607	NPC471193
Remote Similarity	0.607	NPC471194
Remote Similarity	0.607	NPC473493
Remote Similarity	0.6068	NPC474896
Remote Similarity	0.6062	NPC472538
Remote Similarity	0.6062	NPC470786
Remote Similarity	0.6061	NPC469928
Remote Similarity	0.6061	NPC322064
Remote Similarity	0.6061	NPC330009
Remote Similarity	0.6061	NPC471192
Remote Similarity	0.6059	NPC476818
Remote Similarity	0.6058	NPC158129
Remote Similarity	0.6058	NPC327769
Remote Similarity	0.6055	NPC55493
Remote Similarity	0.6055	NPC472292
Remote Similarity	0.6049	NPC8104
Remote Similarity	0.6048	NPC475607
Remote Similarity	0.6048	NPC267885
Remote Similarity	0.6047	NPC160381
Remote Similarity	0.6045	NPC472293
Remote Similarity	0.6044	NPC314648
Remote Similarity	0.6043	NPC31097
Remote Similarity	0.6043	NPC317752
Remote Similarity	0.6039	NPC78020
Remote Similarity	0.6037	NPC314333
Remote Similarity	0.6037	NPC83111
Remote Similarity	0.6035	NPC127677
Remote Similarity	0.6035	NPC258062
Remote Similarity	0.6034	NPC27041
Remote Similarity	0.6034	NPC246658
Remote Similarity	0.6034	NPC267811
Remote Similarity	0.6028	NPC472119
Remote Similarity	0.6027	NPC472295
Remote Similarity	0.6027	NPC81802
Remote Similarity	0.6027	NPC260900
Remote Similarity	0.6027	NPC247735
Remote Similarity	0.6027	NPC304203
Remote Similarity	0.6027	NPC269886
Remote Similarity	0.6027	NPC472210
Remote Similarity	0.6019	NPC59269
Remote Similarity	0.6019	NPC474081
Remote Similarity	0.6019	NPC472323
Remote Similarity	0.6018	NPC317373
Remote Similarity	0.6018	NPC90229
Remote Similarity	0.6017	NPC250807
Remote Similarity	0.6017	NPC57797
Remote Similarity	0.6017	NPC130570
Remote Similarity	0.6017	NPC76565
Remote Similarity	0.6009	NPC271862
Remote Similarity	0.6009	NPC264285
Remote Similarity	0.6008	NPC477787
Remote Similarity	0.6008	NPC122968
Remote Similarity	0.6008	NPC328186
Remote Similarity	0.6008	NPC475600
Remote Similarity	0.6008	NPC476110
Remote Similarity	0.6008	NPC475631
Remote Similarity	0.6008	NPC15801
Remote Similarity	0.6008	NPC228377
Remote Similarity	0.6008	NPC87152
Remote Similarity	0.6008	NPC476491
Remote Similarity	0.6	NPC475596
Remote Similarity	0.6	NPC203468
Remote Similarity	0.6	NPC134848
Remote Similarity	0.6	NPC475594
Remote Similarity	0.6	NPC139763
Remote Similarity	0.6	NPC316841
Remote Similarity	0.6	NPC149155
Remote Similarity	0.6	NPC475303
Remote Similarity	0.6	NPC276517
Remote Similarity	0.6	NPC318299
Remote Similarity	0.6	NPC110500
Remote Similarity	0.5992	NPC475498
Remote Similarity	0.5992	NPC311451
Remote Similarity	0.5992	NPC473850
Remote Similarity	0.5992	NPC475137
Remote Similarity	0.5991	NPC473747
Remote Similarity	0.5991	NPC52557
Remote Similarity	0.5991	NPC221873
Remote Similarity	0.5991	NPC474041
Remote Similarity	0.5991	NPC248041
Remote Similarity	0.5991	NPC126709
Remote Similarity	0.5991	NPC46225
Remote Similarity	0.5991	NPC219336
Remote Similarity	0.5991	NPC248462
Remote Similarity	0.5991	NPC475761
Remote Similarity	0.5991	NPC225821
Remote Similarity	0.5984	NPC74619
Remote Similarity	0.5983	NPC471977
Remote Similarity	0.5983	NPC124086
Remote Similarity	0.5983	NPC471190
Remote Similarity	0.5983	NPC187255
Remote Similarity	0.5983	NPC475644
Remote Similarity	0.5983	NPC470486
Remote Similarity	0.5981	NPC117027
Remote Similarity	0.5981	NPC6982
Remote Similarity	0.5981	NPC470205
Remote Similarity	0.598	NPC300596
Remote Similarity	0.598	NPC135141
Remote Similarity	0.598	NPC237649
Remote Similarity	0.598	NPC92796
Remote Similarity	0.5976	NPC471536
Remote Similarity	0.5975	NPC207686
Remote Similarity	0.5975	NPC30456
Remote Similarity	0.5975	NPC220851
Remote Similarity	0.5973	NPC473376

Drug Structure

NPD6267 OpenBabel08211709092D 35 38 0 0 0 0 0 0 0 0999 V2000 -3.5223 4.8498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0824 1.1829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1688 0.7762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8611 2.5797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2654 4.1806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0575 3.2025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6097 1.1321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 1.8752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8176 0.1540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2734 1.7707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 2.7413 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 -4.8007 2.5334 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7687 -0.1551 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0745 -0.5152 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1234 -0.2062 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 25 1 0 0 0 0 5 14 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 18 2 0 0 0 0 9 19 2 0 0 0 0 10 12 1 0 0 0 0 10 16 2 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 13 17 1 0 0 0 0 14 31 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 23 1 0 0 0 0 20 21 2 0 0 0 0 20 31 1 0 0 0 0 21 22 1 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 22 28 2 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 24 32 2 0 0 0 0 24 33 1 0 0 0 0 26 29 1 0 0 0 0 27 30 2 0 0 0 0 28 31 1 0 0 0 0 29 30 1 0 0 0 0 29 34 1 0 0 0 0 33 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013950
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.23
ALogP	1.0053
MLogP	3.33
XLogP	7.863
HDA	8
HBD	2
Rotatable Bonds	13
TPSA	109.58
RO5 Violation	1