NPASS drugs

Drug Information

Drug ID:	NPD6266
Drug Name:	Irbesartan
Molecular Formula:	C25H28N6O
Canonical SMILES:	CCCCC1=NC2(C(=O)N1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CCCC2
Standard InCHI:	InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30)
Standard InCHIKey:	YOSHYTLCDANDAN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6266

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	387
0.1-0.2	2515
0.2-0.3	12993
0.3-0.4	10637
0.4-0.5	3107
0.5-0.6	1225
0.6-0.7	26
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	0.6421	NPC21429
Remote Similarity	0.6344	NPC161861
Remote Similarity	0.6286	NPC470440
Remote Similarity	0.6283	NPC470205
Remote Similarity	0.623	NPC194881
Remote Similarity	0.619	NPC207428
Remote Similarity	0.6178	NPC16659
Remote Similarity	0.6178	NPC91179
Remote Similarity	0.6134	NPC133003
Remote Similarity	0.6126	NPC265710
Remote Similarity	0.6103	NPC141612
Remote Similarity	0.6103	NPC135601
Remote Similarity	0.6103	NPC17273
Remote Similarity	0.6103	NPC94752
Remote Similarity	0.6077	NPC200743
Remote Similarity	0.6077	NPC281094
Remote Similarity	0.6069	NPC65408
Remote Similarity	0.6066	NPC477887
Remote Similarity	0.6053	NPC317054
Remote Similarity	0.6051	NPC308931
Remote Similarity	0.6051	NPC99939
Remote Similarity	0.6042	NPC11126
Remote Similarity	0.6022	NPC271797
Remote Similarity	0.6022	NPC21174
Remote Similarity	0.601	NPC88110
Remote Similarity	0.6	NPC228835
Remote Similarity	0.599	NPC473380
Remote Similarity	0.599	NPC240088
Remote Similarity	0.5988	NPC300299
Remote Similarity	0.5978	NPC104345
Remote Similarity	0.5976	NPC200589
Remote Similarity	0.596	NPC473666
Remote Similarity	0.5957	NPC56233
Remote Similarity	0.595	NPC471386
Remote Similarity	0.5936	NPC478182
Remote Similarity	0.593	NPC324091
Remote Similarity	0.5924	NPC84317
Remote Similarity	0.5917	NPC473322
Remote Similarity	0.5913	NPC471191
Remote Similarity	0.5909	NPC471574
Remote Similarity	0.5909	NPC17059
Remote Similarity	0.5906	NPC473962
Remote Similarity	0.5902	NPC295021
Remote Similarity	0.5901	NPC317031
Remote Similarity	0.5901	NPC288232
Remote Similarity	0.5899	NPC136002
Remote Similarity	0.5896	NPC153980
Remote Similarity	0.5896	NPC6865
Remote Similarity	0.5889	NPC478186
Remote Similarity	0.5889	NPC254798
Remote Similarity	0.5885	NPC469529
Remote Similarity	0.5876	NPC238499
Remote Similarity	0.5865	NPC473376
Remote Similarity	0.586	NPC276085
Remote Similarity	0.5852	NPC207554
Remote Similarity	0.5849	NPC72956
Remote Similarity	0.5848	NPC255447
Remote Similarity	0.5847	NPC117032
Remote Similarity	0.5833	NPC204141
Remote Similarity	0.5829	NPC132636
Remote Similarity	0.5828	NPC470545
Remote Similarity	0.5828	NPC192209
Remote Similarity	0.5825	NPC64436
Remote Similarity	0.5822	NPC471194
Remote Similarity	0.5822	NPC471193
Remote Similarity	0.5821	NPC473763
Remote Similarity	0.5821	NPC117244
Remote Similarity	0.5818	NPC200964
Remote Similarity	0.5812	NPC65080
Remote Similarity	0.581	NPC54420
Remote Similarity	0.5806	NPC299594
Remote Similarity	0.5806	NPC222029
Remote Similarity	0.5805	NPC474389
Remote Similarity	0.5803	NPC469938
Remote Similarity	0.58	NPC213629
Remote Similarity	0.5795	NPC83214
Remote Similarity	0.5795	NPC248462
Remote Similarity	0.5795	NPC469560
Remote Similarity	0.5793	NPC470546
Remote Similarity	0.5793	NPC264580
Remote Similarity	0.5793	NPC220698
Remote Similarity	0.5792	NPC66936
Remote Similarity	0.5789	NPC49217
Remote Similarity	0.5777	NPC106118
Remote Similarity	0.5775	NPC154478
Remote Similarity	0.5775	NPC293487
Remote Similarity	0.5771	NPC325599
Remote Similarity	0.5771	NPC198988
Remote Similarity	0.5769	NPC473418
Remote Similarity	0.5767	NPC478184
Remote Similarity	0.5767	NPC470544
Remote Similarity	0.5767	NPC285926
Remote Similarity	0.5767	NPC315276
Remote Similarity	0.5767	NPC14672
Remote Similarity	0.5765	NPC478079
Remote Similarity	0.5759	NPC164802
Remote Similarity	0.5755	NPC162860
Remote Similarity	0.5748	NPC473218
Remote Similarity	0.5748	NPC470702
Remote Similarity	0.5746	NPC324445
Remote Similarity	0.5745	NPC68650
Remote Similarity	0.5744	NPC28848
Remote Similarity	0.5744	NPC14325
Remote Similarity	0.5743	NPC476460
Remote Similarity	0.5742	NPC317701
Remote Similarity	0.5741	NPC471192
Remote Similarity	0.574	NPC52764
Remote Similarity	0.5737	NPC71132
Remote Similarity	0.5735	NPC294693
Remote Similarity	0.5732	NPC45033
Remote Similarity	0.5731	NPC111428
Remote Similarity	0.573	NPC2823
Remote Similarity	0.573	NPC104483
Remote Similarity	0.5729	NPC471943
Remote Similarity	0.5728	NPC171317
Remote Similarity	0.5721	NPC470703
Remote Similarity	0.5721	NPC300183
Remote Similarity	0.5714	NPC267811
Remote Similarity	0.5707	NPC33421
Remote Similarity	0.5707	NPC117027
Remote Similarity	0.5707	NPC478183
Remote Similarity	0.5707	NPC114637
Remote Similarity	0.5701	NPC476817
Remote Similarity	0.57	NPC478077
Remote Similarity	0.5698	NPC9856
Remote Similarity	0.5693	NPC471196
Remote Similarity	0.5693	NPC471195
Remote Similarity	0.5691	NPC221786
Remote Similarity	0.5691	NPC80681
Remote Similarity	0.5691	NPC474880
Remote Similarity	0.5691	NPC475990
Remote Similarity	0.5689	NPC71684
Remote Similarity	0.5684	NPC271734
Remote Similarity	0.5683	NPC114209
Remote Similarity	0.5682	NPC471123
Remote Similarity	0.5681	NPC478158
Remote Similarity	0.568	NPC471199
Remote Similarity	0.5679	NPC296163
Remote Similarity	0.5678	NPC472294
Remote Similarity	0.5678	NPC477003
Remote Similarity	0.5678	NPC165495
Remote Similarity	0.5673	NPC476950
Remote Similarity	0.567	NPC242269
Remote Similarity	0.5668	NPC470731
Remote Similarity	0.5668	NPC470732
Remote Similarity	0.5668	NPC51054
Remote Similarity	0.5663	NPC234987
Remote Similarity	0.5663	NPC284775
Remote Similarity	0.5661	NPC229173
Remote Similarity	0.565	NPC307396
Remote Similarity	0.565	NPC325252
Remote Similarity	0.5648	NPC54744
Remote Similarity	0.5648	NPC474897
Remote Similarity	0.5648	NPC91895
Remote Similarity	0.5647	NPC79698
Remote Similarity	0.5645	NPC200214
Remote Similarity	0.5642	NPC88097
Remote Similarity	0.564	NPC313722
Remote Similarity	0.5637	NPC272458
Remote Similarity	0.5635	NPC20144
Remote Similarity	0.5634	NPC71238
Remote Similarity	0.5634	NPC270241
Remote Similarity	0.5633	NPC473498
Remote Similarity	0.5632	NPC470203
Remote Similarity	0.5632	NPC478185
Remote Similarity	0.5632	NPC476231
Remote Similarity	0.5628	NPC143533
Remote Similarity	0.5628	NPC320968
Remote Similarity	0.5625	NPC475914
Remote Similarity	0.5625	NPC201266
Remote Similarity	0.5625	NPC268744
Remote Similarity	0.5625	NPC474318
Remote Similarity	0.5625	NPC153123
Remote Similarity	0.5625	NPC220797
Remote Similarity	0.5622	NPC476527
Remote Similarity	0.5621	NPC6975
Remote Similarity	0.5615	NPC476297
Remote Similarity	0.5615	NPC476219
Remote Similarity	0.5612	NPC151635
Remote Similarity	0.5611	NPC59084
Remote Similarity	0.5611	NPC2949
Remote Similarity	0.561	NPC188821
Remote Similarity	0.561	NPC474180
Remote Similarity	0.5608	NPC6436
Remote Similarity	0.5606	NPC469896
Remote Similarity	0.5606	NPC15840
Remote Similarity	0.5604	NPC311658
Remote Similarity	0.5602	NPC75634
Remote Similarity	0.56	NPC470003
Remote Similarity	0.56	NPC472119
Remote Similarity	0.56	NPC475450

Drug Structure

NPD6266 OpenBabel08211709092D 33 37 0 0 0 0 0 0 0 0999 V2000 -6.2334 -1.8023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2824 -1.4933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0745 -0.5152 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 -6.8615 3.9437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9480 4.3504 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 -5.8176 0.1540 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 -6.7570 2.9492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2788 3.6073 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 -5.6097 1.1321 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 -4.8007 2.5334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 2.7413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 1.8752 0.0000 N 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 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 -4.6962 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0575 3.2025 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 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 18 2 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 15 25 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 31 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 22 26 2 0 0 0 0 22 31 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 25 1 0 0 0 0 24 31 1 0 0 0 0 24 32 2 0 0 0 0 25 26 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 29 30 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001917; DAP000364
DrugBank	DB01029
ChEMBL	CHEMBL1513
IUPHAR/BPS	589
PharmaGKB	PA450084
KEGG Drug	D00523
PubChem CID	3749
ChEBI	5959
CAS Number	138402-11-6

Drug Properties

Molecular Weight	428.23
ALogP	-1.8485
MLogP	3.44
XLogP	7.208
HDA	7
HBD	1
Rotatable Bonds	8
TPSA	87.13
RO5 Violation	1