NPASS drugs

Drug Information

Drug ID:	NPD7162
Drug Name:	Lifitegrast
Molecular Formula:	C29H24Cl2N2O7S
Canonical SMILES:	O=C(c1ccc2c(c1)occ2)N1CCc2c(C1)cc(c(c2Cl)C(=N[C@H](C(=O)O)Cc1cccc(c1)S(=O)(=O)C)O)Cl
Standard InCHI:	InChI=1S/C29H24Cl2N2O7S/c1-41(38,39)20-4-2-3-16(11-20)12-23(29(36)37)32-27(34)25-22(30)13-19-15-33(9-7-21(19)26(25)31)28(35)18-6-5-17-8-10-40-24(17)14-18/h2-6,8,10-11,13-14,23H,7,9,12,15H2,1H3,(H,32,34)(H,36,37)/t23-/m0/s1
Standard InCHIKey:	JFOZKMSJYSPYLN-QHCPKHFHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7162

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	291
0.1-0.2	1618
0.2-0.3	6148
0.3-0.4	7260
0.4-0.5	9498
0.5-0.6	5992
0.6-0.7	83
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	0.6725	NPC472358
Remote Similarity	0.6623	NPC472533
Remote Similarity	0.6519	NPC329480
Remote Similarity	0.6507	NPC149571
Remote Similarity	0.649	NPC38964
Remote Similarity	0.6452	NPC170101
Remote Similarity	0.6447	NPC323858
Remote Similarity	0.6437	NPC82056
Remote Similarity	0.6397	NPC478047
Remote Similarity	0.6397	NPC328856
Remote Similarity	0.6397	NPC321226
Remote Similarity	0.6397	NPC478046
Remote Similarity	0.6397	NPC180210
Remote Similarity	0.6397	NPC314914
Remote Similarity	0.6387	NPC268170
Remote Similarity	0.6376	NPC99723
Remote Similarity	0.6371	NPC284236
Remote Similarity	0.6371	NPC316368
Remote Similarity	0.6368	NPC471651
Remote Similarity	0.6356	NPC478048
Remote Similarity	0.6329	NPC163867
Remote Similarity	0.6287	NPC477258
Remote Similarity	0.6271	NPC313386
Remote Similarity	0.6245	NPC264938
Remote Similarity	0.624	NPC93574
Remote Similarity	0.624	NPC255861
Remote Similarity	0.6223	NPC306240
Remote Similarity	0.6203	NPC316091
Remote Similarity	0.6199	NPC44606
Remote Similarity	0.6192	NPC24228
Remote Similarity	0.6178	NPC316292
Remote Similarity	0.6148	NPC315914
Remote Similarity	0.6144	NPC283207
Remote Similarity	0.6119	NPC314743
Remote Similarity	0.6117	NPC116701
Remote Similarity	0.6111	NPC474498
Remote Similarity	0.6107	NPC213529
Remote Similarity	0.6102	NPC9482
Remote Similarity	0.6102	NPC169387
Remote Similarity	0.6102	NPC477259
Remote Similarity	0.6094	NPC27887
Remote Similarity	0.6092	NPC226708
Remote Similarity	0.6092	NPC328287
Remote Similarity	0.6091	NPC95526
Remote Similarity	0.6081	NPC471649
Remote Similarity	0.6078	NPC241704
Remote Similarity	0.6078	NPC222524
Remote Similarity	0.6074	NPC319774
Remote Similarity	0.607	NPC41689
Remote Similarity	0.6066	NPC96730
Remote Similarity	0.6062	NPC472299
Remote Similarity	0.6062	NPC314725
Remote Similarity	0.6062	NPC313375
Remote Similarity	0.6057	NPC246303
Remote Similarity	0.6056	NPC55470
Remote Similarity	0.6055	NPC290038
Remote Similarity	0.605	NPC477526
Remote Similarity	0.6049	NPC313541
Remote Similarity	0.6035	NPC233650
Remote Similarity	0.6034	NPC472474
Remote Similarity	0.6034	NPC469964
Remote Similarity	0.6034	NPC476236
Remote Similarity	0.6034	NPC124626
Remote Similarity	0.6033	NPC39528
Remote Similarity	0.6032	NPC308943
Remote Similarity	0.6027	NPC469966
Remote Similarity	0.6026	NPC32154
Remote Similarity	0.6026	NPC220961
Remote Similarity	0.6018	NPC123153
Remote Similarity	0.6017	NPC116007
Remote Similarity	0.6017	NPC472660
Remote Similarity	0.6016	NPC478008
Remote Similarity	0.6009	NPC24761
Remote Similarity	0.6009	NPC134858
Remote Similarity	0.6009	NPC208280
Remote Similarity	0.6009	NPC472157
Remote Similarity	0.6008	NPC237579
Remote Similarity	0.6008	NPC100573
Remote Similarity	0.6008	NPC207873
Remote Similarity	0.6	NPC316461
Remote Similarity	0.6	NPC97086
Remote Similarity	0.6	NPC470019
Remote Similarity	0.6	NPC67346
Remote Similarity	0.5992	NPC314946
Remote Similarity	0.5992	NPC329731
Remote Similarity	0.5992	NPC252156
Remote Similarity	0.5991	NPC472298
Remote Similarity	0.5984	NPC46990
Remote Similarity	0.5982	NPC24232
Remote Similarity	0.5982	NPC282793
Remote Similarity	0.5981	NPC471316
Remote Similarity	0.5976	NPC207971
Remote Similarity	0.5975	NPC469815
Remote Similarity	0.5975	NPC469816
Remote Similarity	0.5967	NPC477527
Remote Similarity	0.5966	NPC471650
Remote Similarity	0.5965	NPC145990
Remote Similarity	0.5964	NPC26601
Remote Similarity	0.5964	NPC144010
Remote Similarity	0.5959	NPC311781
Remote Similarity	0.5957	NPC210140
Remote Similarity	0.5957	NPC150879
Remote Similarity	0.5956	NPC23559
Remote Similarity	0.5955	NPC223873
Remote Similarity	0.5949	NPC297647
Remote Similarity	0.5948	NPC227683
Remote Similarity	0.5941	NPC64140
Remote Similarity	0.5941	NPC166979
Remote Similarity	0.5941	NPC174122
Remote Similarity	0.5941	NPC209865
Remote Similarity	0.5938	NPC145830
Remote Similarity	0.5938	NPC478007
Remote Similarity	0.5936	NPC158871
Remote Similarity	0.5935	NPC140577
Remote Similarity	0.5935	NPC232533
Remote Similarity	0.5935	NPC43069
Remote Similarity	0.5935	NPC243483
Remote Similarity	0.5933	NPC75179
Remote Similarity	0.5932	NPC76433
Remote Similarity	0.5932	NPC45072
Remote Similarity	0.5932	NPC186957
Remote Similarity	0.5932	NPC289167
Remote Similarity	0.5931	NPC241055
Remote Similarity	0.5926	NPC281629
Remote Similarity	0.5926	NPC233707
Remote Similarity	0.5925	NPC3921
Remote Similarity	0.5924	NPC4910
Remote Similarity	0.5921	NPC226287
Remote Similarity	0.5918	NPC471031
Remote Similarity	0.5918	NPC469689
Remote Similarity	0.5907	NPC116284
Remote Similarity	0.5907	NPC315542
Remote Similarity	0.5905	NPC255787
Remote Similarity	0.5905	NPC70840
Remote Similarity	0.5905	NPC473245
Remote Similarity	0.5905	NPC176304
Remote Similarity	0.5903	NPC221864
Remote Similarity	0.5903	NPC221992
Remote Similarity	0.5902	NPC46744
Remote Similarity	0.5902	NPC215098
Remote Similarity	0.5902	NPC70290
Remote Similarity	0.5902	NPC124302
Remote Similarity	0.5902	NPC73020
Remote Similarity	0.5902	NPC83019
Remote Similarity	0.5902	NPC14622
Remote Similarity	0.59	NPC234069
Remote Similarity	0.5897	NPC470565
Remote Similarity	0.5894	NPC316164
Remote Similarity	0.5892	NPC474499
Remote Similarity	0.5887	NPC308156
Remote Similarity	0.5887	NPC268077
Remote Similarity	0.5885	NPC133817
Remote Similarity	0.5885	NPC125924
Remote Similarity	0.5885	NPC179170
Remote Similarity	0.5885	NPC476443
Remote Similarity	0.5884	NPC473786
Remote Similarity	0.5882	NPC131258
Remote Similarity	0.5882	NPC83511
Remote Similarity	0.588	NPC198075
Remote Similarity	0.5878	NPC207239
Remote Similarity	0.5877	NPC10051
Remote Similarity	0.5877	NPC271388
Remote Similarity	0.5877	NPC119649
Remote Similarity	0.5877	NPC230956
Remote Similarity	0.5877	NPC205255
Remote Similarity	0.5877	NPC299094
Remote Similarity	0.5877	NPC235143
Remote Similarity	0.5877	NPC67197
Remote Similarity	0.5875	NPC208890
Remote Similarity	0.5875	NPC469437
Remote Similarity	0.5875	NPC223384
Remote Similarity	0.5871	NPC329631
Remote Similarity	0.587	NPC169743
Remote Similarity	0.5867	NPC149085
Remote Similarity	0.5866	NPC298449
Remote Similarity	0.5862	NPC49315
Remote Similarity	0.5861	NPC234318
Remote Similarity	0.5861	NPC204580
Remote Similarity	0.5859	NPC3898
Remote Similarity	0.5858	NPC232872
Remote Similarity	0.5855	NPC478045
Remote Similarity	0.5854	NPC475654
Remote Similarity	0.5854	NPC120671
Remote Similarity	0.5854	NPC314100
Remote Similarity	0.5854	NPC72788
Remote Similarity	0.5854	NPC226652
Remote Similarity	0.5853	NPC202260
Remote Similarity	0.5852	NPC79402
Remote Similarity	0.5852	NPC80759
Remote Similarity	0.5851	NPC473378
Remote Similarity	0.5851	NPC473407
Remote Similarity	0.5848	NPC261322
Remote Similarity	0.5847	NPC470422
Remote Similarity	0.5847	NPC73555
Remote Similarity	0.5847	NPC327005
Remote Similarity	0.5844	NPC59827
Remote Similarity	0.5844	NPC184933
Remote Similarity	0.5841	NPC10429
Remote Similarity	0.5837	NPC112937
Remote Similarity	0.5837	NPC164608

Drug Structure

NPD7162 OpenBabel08211711362D 43 47 0 0 1 0 0 0 0 0999 V2000 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 10.3923 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2094 4.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7972 5.0000 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 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 6.0000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 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 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2583 5.5000 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 5.1962 4.0000 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 8.6603 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 3.4641 6.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 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 7.7942 5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 7.0000 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 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2094 5.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 41 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 16 1 0 0 0 0 4 20 2 0 0 0 0 5 6 2 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 21 1 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 33 1 0 0 0 0 10 40 1 0 0 0 0 11 16 2 0 0 0 0 11 20 1 0 0 0 0 12 16 1 0 0 0 0 13 19 2 0 0 0 0 13 22 1 0 0 0 0 14 18 2 0 0 0 0 14 24 1 0 0 0 0 15 19 1 0 0 0 0 15 33 1 0 0 0 0 17 24 2 0 0 0 0 18 28 1 0 0 0 0 19 21 1 0 0 0 0 20 41 1 0 0 0 0 21 26 2 0 0 0 0 22 25 2 0 0 0 0 22 30 1 0 0 0 0 23 12 1 6 0 0 0 23 29 1 0 0 0 0 23 32 1 0 0 0 0 24 40 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 26 31 1 0 0 0 0 27 32 2 3 0 0 0 27 34 1 0 0 0 0 28 33 1 0 0 0 0 28 35 2 0 0 0 0 29 36 2 0 0 0 0 29 37 1 0 0 0 0 34 42 1 0 0 0 0 37 43 1 0 0 0 0 38 41 2 0 0 0 0 39 41 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002444
DrugBank	DB11611
ChEMBL	CHEMBL2048028
IUPHAR/BPS	7533
PharmaGKB
KEGG Drug	D10374
PubChem CID	11965427
ChEBI	133023
CAS Number	1025967-78-5

Drug Properties

Molecular Weight	614.07
ALogP	0.2395
MLogP	3.33
XLogP	4.59
HDA	8
HBD	2
Rotatable Bonds	13
TPSA	145.86
RO5 Violation	0