NPASS drugs

Drug Information

Drug ID:	NPD4977
Drug Name:	Losartan
Molecular Formula:	C22H23ClN6O
Canonical SMILES:	CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CO)Cl
Standard InCHI:	InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)
Standard InCHIKey:	PSIFNNKUMBGKDQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4977

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	502
0.1-0.2	4671
0.2-0.3	15726
0.3-0.4	6328
0.4-0.5	2202
0.5-0.6	1397
0.6-0.7	63
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	0.7143	NPC317054
Remote Similarity	0.6895	NPC469975
Remote Similarity	0.6549	NPC250178
Remote Similarity	0.6502	NPC471603
Remote Similarity	0.6477	NPC114209
Remote Similarity	0.6468	NPC158055
Remote Similarity	0.6396	NPC476297
Remote Similarity	0.6396	NPC476219
Remote Similarity	0.6352	NPC107160
Remote Similarity	0.6347	NPC469308
Remote Similarity	0.634	NPC160666
Remote Similarity	0.6323	NPC71238
Remote Similarity	0.6305	NPC49217
Remote Similarity	0.6286	NPC471609
Remote Similarity	0.6286	NPC48938
Remote Similarity	0.6239	NPC54981
Remote Similarity	0.6223	NPC130570
Remote Similarity	0.6221	NPC280638
Remote Similarity	0.6219	NPC135141
Remote Similarity	0.6219	NPC92796
Remote Similarity	0.6219	NPC300238
Remote Similarity	0.6214	NPC158129
Remote Similarity	0.6203	NPC21461
Remote Similarity	0.6197	NPC313884
Remote Similarity	0.6197	NPC98371
Remote Similarity	0.6184	NPC282247
Remote Similarity	0.6174	NPC267811
Remote Similarity	0.6168	NPC254762
Remote Similarity	0.6167	NPC242923
Remote Similarity	0.6161	NPC47596
Remote Similarity	0.616	NPC69843
Remote Similarity	0.6158	NPC470203
Remote Similarity	0.6143	NPC176199
Remote Similarity	0.6143	NPC215795
Remote Similarity	0.614	NPC472289
Remote Similarity	0.6139	NPC477591
Remote Similarity	0.6114	NPC24864
Remote Similarity	0.6114	NPC16659
Remote Similarity	0.6111	NPC282531
Remote Similarity	0.6108	NPC470204
Remote Similarity	0.6107	NPC39092
Remote Similarity	0.6106	NPC116555
Remote Similarity	0.6106	NPC208060
Remote Similarity	0.6085	NPC477891
Remote Similarity	0.6075	NPC476341
Remote Similarity	0.6073	NPC195314
Remote Similarity	0.607	NPC120070
Remote Similarity	0.607	NPC470507
Remote Similarity	0.6066	NPC265710
Remote Similarity	0.6058	NPC476686
Remote Similarity	0.6058	NPC476688
Remote Similarity	0.6058	NPC105758
Remote Similarity	0.6039	NPC278874
Remote Similarity	0.6034	NPC2497
Remote Similarity	0.6024	NPC472067
Remote Similarity	0.6024	NPC472031
Remote Similarity	0.6024	NPC472066
Remote Similarity	0.6019	NPC68354
Remote Similarity	0.6019	NPC326575
Remote Similarity	0.6009	NPC314394
Remote Similarity	0.6	NPC275305
Remote Similarity	0.6	NPC37423
Remote Similarity	0.6	NPC15102
Remote Similarity	0.6	NPC225018
Remote Similarity	0.5991	NPC62995
Remote Similarity	0.5991	NPC133261
Remote Similarity	0.5982	NPC54537
Remote Similarity	0.5982	NPC314058
Remote Similarity	0.5982	NPC316018
Remote Similarity	0.598	NPC470111
Remote Similarity	0.5976	NPC171393
Remote Similarity	0.5976	NPC295452
Remote Similarity	0.5973	NPC470500
Remote Similarity	0.5973	NPC470505
Remote Similarity	0.5972	NPC134586
Remote Similarity	0.5972	NPC280852
Remote Similarity	0.5971	NPC478182
Remote Similarity	0.5971	NPC472587
Remote Similarity	0.5966	NPC238945
Remote Similarity	0.5962	NPC314919
Remote Similarity	0.596	NPC204141
Remote Similarity	0.5959	NPC216159
Remote Similarity	0.5953	NPC284678
Remote Similarity	0.5951	NPC229173
Remote Similarity	0.595	NPC187951
Remote Similarity	0.595	NPC37548
Remote Similarity	0.5949	NPC104483
Remote Similarity	0.5943	NPC211997
Remote Similarity	0.5943	NPC473380
Remote Similarity	0.5943	NPC293472
Remote Similarity	0.5943	NPC240088
Remote Similarity	0.5943	NPC59269
Remote Similarity	0.5939	NPC42483
Remote Similarity	0.5935	NPC144114
Remote Similarity	0.5924	NPC471579
Remote Similarity	0.5924	NPC469938
Remote Similarity	0.5923	NPC470732
Remote Similarity	0.5923	NPC470731
Remote Similarity	0.592	NPC53947
Remote Similarity	0.5919	NPC212213
Remote Similarity	0.5917	NPC315822
Remote Similarity	0.5913	NPC5145
Remote Similarity	0.5909	NPC316359
Remote Similarity	0.5909	NPC315617
Remote Similarity	0.5896	NPC24594
Remote Similarity	0.5896	NPC472122
Remote Similarity	0.5894	NPC317105
Remote Similarity	0.5894	NPC476118
Remote Similarity	0.5892	NPC116622
Remote Similarity	0.588	NPC472068
Remote Similarity	0.588	NPC472294
Remote Similarity	0.588	NPC108011
Remote Similarity	0.5877	NPC313791
Remote Similarity	0.5877	NPC472123
Remote Similarity	0.5874	NPC122141
Remote Similarity	0.5865	NPC195507
Remote Similarity	0.5865	NPC2165
Remote Similarity	0.5862	NPC325903
Remote Similarity	0.5861	NPC263937
Remote Similarity	0.5861	NPC94428
Remote Similarity	0.586	NPC192270
Remote Similarity	0.5859	NPC103388
Remote Similarity	0.5857	NPC194411
Remote Similarity	0.5857	NPC164664
Remote Similarity	0.5853	NPC1203
Remote Similarity	0.5852	NPC473362
Remote Similarity	0.5852	NPC166492
Remote Similarity	0.5851	NPC156003
Remote Similarity	0.585	NPC478186
Remote Similarity	0.585	NPC288838
Remote Similarity	0.5848	NPC265576
Remote Similarity	0.5847	NPC308906
Remote Similarity	0.5845	NPC230805
Remote Similarity	0.5844	NPC267078
Remote Similarity	0.5844	NPC935
Remote Similarity	0.5842	NPC24678
Remote Similarity	0.5842	NPC105818
Remote Similarity	0.584	NPC312942
Remote Similarity	0.584	NPC327095
Remote Similarity	0.5838	NPC115611
Remote Similarity	0.5833	NPC256893
Remote Similarity	0.5833	NPC471458
Remote Similarity	0.5833	NPC19679
Remote Similarity	0.5833	NPC472110
Remote Similarity	0.5833	NPC472109
Remote Similarity	0.5833	NPC38736
Remote Similarity	0.5829	NPC470498
Remote Similarity	0.5829	NPC242556
Remote Similarity	0.5826	NPC87755
Remote Similarity	0.5825	NPC475990
Remote Similarity	0.5825	NPC474880
Remote Similarity	0.5825	NPC221786
Remote Similarity	0.5825	NPC293487
Remote Similarity	0.5822	NPC121903
Remote Similarity	0.5821	NPC201380
Remote Similarity	0.5821	NPC179787
Remote Similarity	0.582	NPC472843
Remote Similarity	0.582	NPC63109
Remote Similarity	0.582	NPC474357
Remote Similarity	0.5819	NPC320968
Remote Similarity	0.5817	NPC478184
Remote Similarity	0.5816	NPC476817
Remote Similarity	0.5816	NPC40455
Remote Similarity	0.5814	NPC472105
Remote Similarity	0.5814	NPC187827
Remote Similarity	0.5814	NPC15840
Remote Similarity	0.5814	NPC91179
Remote Similarity	0.581	NPC317430
Remote Similarity	0.581	NPC201700
Remote Similarity	0.5805	NPC51054
Remote Similarity	0.5805	NPC469785
Remote Similarity	0.5805	NPC141353
Remote Similarity	0.5802	NPC470323
Remote Similarity	0.58	NPC314372
Remote Similarity	0.5798	NPC150447
Remote Similarity	0.5797	NPC255229
Remote Similarity	0.5797	NPC81229
Remote Similarity	0.5792	NPC321911
Remote Similarity	0.5792	NPC19170
Remote Similarity	0.5789	NPC30540
Remote Similarity	0.5789	NPC475774
Remote Similarity	0.5787	NPC32002
Remote Similarity	0.5787	NPC315348
Remote Similarity	0.5787	NPC307191
Remote Similarity	0.5785	NPC33949
Remote Similarity	0.5782	NPC474897
Remote Similarity	0.5779	NPC20144
Remote Similarity	0.5778	NPC473640
Remote Similarity	0.5778	NPC239954
Remote Similarity	0.5778	NPC474916
Remote Similarity	0.5777	NPC129721
Remote Similarity	0.5777	NPC299594
Remote Similarity	0.5777	NPC469762
Remote Similarity	0.5776	NPC475422
Remote Similarity	0.5775	NPC189812
Remote Similarity	0.5775	NPC329688
Remote Similarity	0.5774	NPC253987
Remote Similarity	0.5771	NPC63545
Remote Similarity	0.5769	NPC224632
Remote Similarity	0.5768	NPC103687

Drug Structure

NPD4977 OpenBabel08211706322D 32 35 0 0 0 0 0 0 0 0999 V2000 -5.6481 4.6702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6971 4.3612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9539 5.0303 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 -3.0029 4.7213 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 -1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2428 1.6728 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 -1.9860 2.3419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7950 3.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.1340 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 -3.3708 1.2204 0.0000 Cl 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 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 -1.8814 3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4507 0.6946 0.0000 O 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 -2.4018 0.3856 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 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 0 0 0 0 14 19 1 0 0 0 0 14 30 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 29 1 0 0 0 0 20 24 2 0 0 0 0 20 29 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 27 28 1 0 0 0 0 27 31 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000523
DrugBank	DB00678
ChEMBL	CHEMBL191
IUPHAR/BPS	590
PharmaGKB	PA450268
KEGG Drug	D08146
PubChem CID	3961
ChEBI	6541
CAS Number	114798-26-4

Drug Properties

Molecular Weight	422.16
ALogP	-1.1233
MLogP	3
XLogP	7.251
HDA	7
HBD	2
Rotatable Bonds	11
TPSA	92.51
RO5 Violation	1