NPASS drugs

Drug Information

Drug ID:	NPD6142
Drug Name:	Azilsartan
Molecular Formula:	C25H20N4O5
Canonical SMILES:	CCOc1nc2c(n1Cc1ccc(cc1)c1ccccc1c1[nH]oc(=O)n1)c(ccc2)C(=O)O
Standard InCHI:	InChI=1S/C25H20N4O5/c1-2-33-24-26-20-9-5-8-19(23(30)31)21(20)29(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-27-25(32)34-28-22/h3-13H,2,14H2,1H3,(H,30,31)(H,27,28,32)
Standard InCHIKey:	KGSXMPPBFPAXLY-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6142

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	307
0.1-0.2	2001
0.2-0.3	9516
0.3-0.4	12424
0.4-0.5	3831
0.5-0.6	1968
0.6-0.7	816
0.7-0.8	27
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	0.7749	NPC116622
Intermediate Similarity	0.7727	NPC243850
Intermediate Similarity	0.763	NPC90415
Intermediate Similarity	0.7571	NPC243058
Intermediate Similarity	0.7523	NPC474916
Intermediate Similarity	0.7453	NPC203635
Intermediate Similarity	0.7429	NPC256268
Intermediate Similarity	0.7418	NPC476341
Intermediate Similarity	0.7399	NPC314648
Intermediate Similarity	0.7381	NPC219848
Intermediate Similarity	0.7377	NPC107836
Intermediate Similarity	0.7293	NPC31700
Intermediate Similarity	0.7289	NPC314855
Intermediate Similarity	0.7289	NPC313796
Intermediate Similarity	0.7289	NPC315638
Intermediate Similarity	0.7289	NPC313345
Intermediate Similarity	0.7257	NPC315545
Intermediate Similarity	0.7257	NPC314297
Intermediate Similarity	0.725	NPC94428
Intermediate Similarity	0.725	NPC263937
Intermediate Similarity	0.7217	NPC282247
Intermediate Similarity	0.7188	NPC471944
Intermediate Similarity	0.7162	NPC314834
Intermediate Similarity	0.7155	NPC62995
Intermediate Similarity	0.7097	NPC282103
Intermediate Similarity	0.7047	NPC74619
Intermediate Similarity	0.7008	NPC63109
Remote Similarity	0.6987	NPC98371
Remote Similarity	0.6987	NPC313884
Remote Similarity	0.6955	NPC132329
Remote Similarity	0.6955	NPC278434
Remote Similarity	0.6953	NPC244856
Remote Similarity	0.693	NPC471743
Remote Similarity	0.6923	NPC472207
Remote Similarity	0.6899	NPC1203
Remote Similarity	0.6875	NPC229893
Remote Similarity	0.6872	NPC472844
Remote Similarity	0.6861	NPC138370
Remote Similarity	0.6856	NPC57398
Remote Similarity	0.6851	NPC306644
Remote Similarity	0.6851	NPC236424
Remote Similarity	0.6844	NPC195314
Remote Similarity	0.6842	NPC279589
Remote Similarity	0.6835	NPC267811
Remote Similarity	0.6831	NPC156003
Remote Similarity	0.6828	NPC102008
Remote Similarity	0.6822	NPC477979
Remote Similarity	0.6822	NPC274842
Remote Similarity	0.6816	NPC45048
Remote Similarity	0.6809	NPC153980
Remote Similarity	0.6809	NPC6865
Remote Similarity	0.6795	NPC123839
Remote Similarity	0.6793	NPC322064
Remote Similarity	0.6793	NPC471192
Remote Similarity	0.6781	NPC116555
Remote Similarity	0.6781	NPC266249
Remote Similarity	0.6774	NPC28945
Remote Similarity	0.6774	NPC285343
Remote Similarity	0.6767	NPC471191
Remote Similarity	0.6766	NPC72956
Remote Similarity	0.6765	NPC312645
Remote Similarity	0.6763	NPC220851
Remote Similarity	0.6758	NPC88110
Remote Similarity	0.6753	NPC165599
Remote Similarity	0.675	NPC272174
Remote Similarity	0.6739	NPC54537
Remote Similarity	0.6738	NPC244741
Remote Similarity	0.6738	NPC471155
Remote Similarity	0.6733	NPC295452
Remote Similarity	0.6733	NPC171393
Remote Similarity	0.6728	NPC472842
Remote Similarity	0.6725	NPC81535
Remote Similarity	0.6722	NPC474896
Remote Similarity	0.6721	NPC187145
Remote Similarity	0.6719	NPC471536
Remote Similarity	0.6711	NPC141454
Remote Similarity	0.6709	NPC270241
Remote Similarity	0.6709	NPC89508
Remote Similarity	0.6698	NPC27904
Remote Similarity	0.6695	NPC244425
Remote Similarity	0.6695	NPC15384
Remote Similarity	0.6695	NPC225400
Remote Similarity	0.6695	NPC27041
Remote Similarity	0.6695	NPC242923
Remote Similarity	0.6694	NPC31097
Remote Similarity	0.6682	NPC141612
Remote Similarity	0.6682	NPC17273
Remote Similarity	0.6682	NPC135601
Remote Similarity	0.668	NPC160898
Remote Similarity	0.6667	NPC471194
Remote Similarity	0.6667	NPC470786
Remote Similarity	0.6667	NPC471193
Remote Similarity	0.6667	NPC472538
Remote Similarity	0.6667	NPC471742
Remote Similarity	0.6667	NPC77101
Remote Similarity	0.6667	NPC21429
Remote Similarity	0.6653	NPC471583
Remote Similarity	0.6653	NPC471782
Remote Similarity	0.6653	NPC220852
Remote Similarity	0.6653	NPC157931
Remote Similarity	0.6652	NPC477891
Remote Similarity	0.6639	NPC245756
Remote Similarity	0.6628	NPC472846
Remote Similarity	0.6626	NPC33949
Remote Similarity	0.6626	NPC471762
Remote Similarity	0.6623	NPC280638
Remote Similarity	0.6614	NPC278540
Remote Similarity	0.6609	NPC131887
Remote Similarity	0.6609	NPC295548
Remote Similarity	0.6608	NPC272458
Remote Similarity	0.6594	NPC79356
Remote Similarity	0.6594	NPC472116
Remote Similarity	0.6594	NPC245916
Remote Similarity	0.6594	NPC102592
Remote Similarity	0.6594	NPC470787
Remote Similarity	0.6594	NPC472540
Remote Similarity	0.6594	NPC472539
Remote Similarity	0.6592	NPC472119
Remote Similarity	0.6592	NPC285923
Remote Similarity	0.659	NPC478006
Remote Similarity	0.6585	NPC257851
Remote Similarity	0.6583	NPC177996
Remote Similarity	0.6583	NPC147983
Remote Similarity	0.6581	NPC132539
Remote Similarity	0.6578	NPC473815
Remote Similarity	0.6569	NPC477633
Remote Similarity	0.6565	NPC472541
Remote Similarity	0.6565	NPC472542
Remote Similarity	0.6564	NPC314882
Remote Similarity	0.6559	NPC66777
Remote Similarity	0.6556	NPC471197
Remote Similarity	0.6552	NPC472843
Remote Similarity	0.6549	NPC179896
Remote Similarity	0.6546	NPC89987
Remote Similarity	0.6546	NPC207686
Remote Similarity	0.6543	NPC323969
Remote Similarity	0.6542	NPC478157
Remote Similarity	0.6541	NPC478010
Remote Similarity	0.6541	NPC478009
Remote Similarity	0.6538	NPC98715
Remote Similarity	0.6532	NPC475685
Remote Similarity	0.6529	NPC471198
Remote Similarity	0.6528	NPC471130
Remote Similarity	0.6527	NPC294620
Remote Similarity	0.6527	NPC118940
Remote Similarity	0.6525	NPC225821
Remote Similarity	0.6525	NPC46225
Remote Similarity	0.6524	NPC300183
Remote Similarity	0.6523	NPC178858
Remote Similarity	0.652	NPC324091
Remote Similarity	0.6512	NPC88970
Remote Similarity	0.6504	NPC254762
Remote Similarity	0.6504	NPC472323
Remote Similarity	0.6502	NPC48317
Remote Similarity	0.65	NPC469938
Remote Similarity	0.65	NPC317054
Remote Similarity	0.6498	NPC71238
Remote Similarity	0.6498	NPC258062
Remote Similarity	0.6498	NPC127677
Remote Similarity	0.6494	NPC182222
Remote Similarity	0.6488	NPC472285
Remote Similarity	0.6485	NPC82370
Remote Similarity	0.6484	NPC311451
Remote Similarity	0.6483	NPC82053
Remote Similarity	0.6481	NPC476118
Remote Similarity	0.648	NPC935
Remote Similarity	0.648	NPC267078
Remote Similarity	0.6478	NPC24370
Remote Similarity	0.6478	NPC319232
Remote Similarity	0.6476	NPC288445
Remote Similarity	0.6475	NPC276657
Remote Similarity	0.6473	NPC470317
Remote Similarity	0.6473	NPC470205
Remote Similarity	0.6471	NPC84347
Remote Similarity	0.6471	NPC284102
Remote Similarity	0.6466	NPC212213
Remote Similarity	0.6466	NPC67288
Remote Similarity	0.6466	NPC69843
Remote Similarity	0.6461	NPC248601
Remote Similarity	0.646	NPC194040
Remote Similarity	0.646	NPC160381
Remote Similarity	0.6456	NPC53344
Remote Similarity	0.6454	NPC474357
Remote Similarity	0.6452	NPC476491
Remote Similarity	0.645	NPC472293
Remote Similarity	0.6449	NPC2395
Remote Similarity	0.6447	NPC471196
Remote Similarity	0.6447	NPC471195
Remote Similarity	0.6447	NPC313293
Remote Similarity	0.6447	NPC154339
Remote Similarity	0.6444	NPC470003
Remote Similarity	0.6444	NPC234999
Remote Similarity	0.6442	NPC315467
Remote Similarity	0.6441	NPC473376
Remote Similarity	0.6438	NPC472297
Remote Similarity	0.6438	NPC472296
Remote Similarity	0.6437	NPC235885
Remote Similarity	0.6435	NPC242116
Remote Similarity	0.6435	NPC267343
Remote Similarity	0.6434	NPC218388

Drug Structure

NPD6142 OpenBabel08211709092D 36 40 0 0 0 0 0 0 0 0999 V2000 -2.9018 1.2516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9507 1.5606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2513 5.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5821 5.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9422 4.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2167 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6494 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2167 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5154 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6494 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6040 5.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2950 4.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9349 6.3034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4860 3.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3814 4.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9567 6.0955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2439 7.2544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7428 2.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5747 7.9976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 33 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 29 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 22 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 26 1 0 0 0 0 21 29 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 24 26 2 0 0 0 0 24 29 1 0 0 0 0 24 33 1 0 0 0 0 25 27 1 0 0 0 0 25 32 2 0 0 0 0 25 34 1 0 0 0 0 28 34 1 0 0 0 0 28 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000490; DNC011567
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9825285
ChEBI
CAS Number

Drug Properties

Molecular Weight	456.14
ALogP	-0.7119
MLogP	3.22
XLogP	6.753
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	115.04
RO5 Violation	1