NPASS drugs

Drug Information

Drug ID:	NPD6271
Drug Name:	Linagliptin
Molecular Formula:	C25H28N8O2
Canonical SMILES:	CC#CCn1c(nc2c1c(=O)n(Cc1nc(C)c3c(n1)cccc3)c(=O)n2C)N1CCC[C@H](C1)N
Standard InCHI:	InChI=1S/C25H28N8O2/c1-4-5-13-32-21-22(29-24(32)31-12-8-9-17(26)14-31)30(3)25(35)33(23(21)34)15-20-27-16(2)18-10-6-7-11-19(18)28-20/h6-7,10-11,17H,8-9,12-15,26H2,1-3H3/t17-/m1/s1
Standard InCHIKey:	LTXREWYXXSTFRX-QGZVFWFLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6271

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	545
0.1-0.2	9984
0.2-0.3	14234
0.3-0.4	2545
0.4-0.5	1754
0.5-0.6	1397
0.6-0.7	414
0.7-0.8	17
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	0.7525	NPC141612
Intermediate Similarity	0.7525	NPC135601
Intermediate Similarity	0.7525	NPC17273
Intermediate Similarity	0.7473	NPC476219
Intermediate Similarity	0.7346	NPC116555
Intermediate Similarity	0.7333	NPC317054
Intermediate Similarity	0.7315	NPC267811
Intermediate Similarity	0.73	NPC133003
Intermediate Similarity	0.725	NPC21429
Intermediate Similarity	0.7241	NPC324091
Intermediate Similarity	0.7196	NPC476297
Intermediate Similarity	0.71	NPC16659
Intermediate Similarity	0.7062	NPC478184
Intermediate Similarity	0.705	NPC265710
Intermediate Similarity	0.7044	NPC476341
Intermediate Similarity	0.702	NPC161861
Intermediate Similarity	0.701	NPC194881
Remote Similarity	0.6995	NPC317701
Remote Similarity	0.6974	NPC478182
Remote Similarity	0.6944	NPC71238
Remote Similarity	0.693	NPC470323
Remote Similarity	0.6915	NPC240088
Remote Similarity	0.6915	NPC473380
Remote Similarity	0.69	NPC935
Remote Similarity	0.69	NPC267078
Remote Similarity	0.6898	NPC243850
Remote Similarity	0.6886	NPC69843
Remote Similarity	0.6878	NPC478186
Remote Similarity	0.687	NPC474357
Remote Similarity	0.6866	NPC151635
Remote Similarity	0.6849	NPC54981
Remote Similarity	0.6842	NPC114209
Remote Similarity	0.6837	NPC470203
Remote Similarity	0.6825	NPC102592
Remote Similarity	0.6825	NPC470440
Remote Similarity	0.6825	NPC79356
Remote Similarity	0.6821	NPC293487
Remote Similarity	0.6818	NPC56233
Remote Similarity	0.6818	NPC6865
Remote Similarity	0.6818	NPC471194
Remote Similarity	0.6818	NPC471193
Remote Similarity	0.6818	NPC153980
Remote Similarity	0.6814	NPC191415
Remote Similarity	0.6788	NPC281094
Remote Similarity	0.6786	NPC470204
Remote Similarity	0.678	NPC470205
Remote Similarity	0.6773	NPC72956
Remote Similarity	0.677	NPC312942
Remote Similarity	0.677	NPC327095
Remote Similarity	0.6766	NPC252572
Remote Similarity	0.674	NPC40455
Remote Similarity	0.674	NPC476817
Remote Similarity	0.6737	NPC204141
Remote Similarity	0.6735	NPC474880
Remote Similarity	0.6735	NPC221786
Remote Similarity	0.6734	NPC478183
Remote Similarity	0.6712	NPC282247
Remote Similarity	0.6701	NPC229173
Remote Similarity	0.67	NPC280852
Remote Similarity	0.6699	NPC102755
Remote Similarity	0.6697	NPC471191
Remote Similarity	0.6683	NPC2165
Remote Similarity	0.6683	NPC195507
Remote Similarity	0.6683	NPC88110
Remote Similarity	0.6682	NPC272458
Remote Similarity	0.6667	NPC128244
Remote Similarity	0.6667	NPC91895
Remote Similarity	0.6667	NPC478185
Remote Similarity	0.6667	NPC32534
Remote Similarity	0.6667	NPC472116
Remote Similarity	0.6652	NPC470731
Remote Similarity	0.6652	NPC471192
Remote Similarity	0.6651	NPC326422
Remote Similarity	0.6636	NPC167710
Remote Similarity	0.6633	NPC21174
Remote Similarity	0.6633	NPC271797
Remote Similarity	0.6632	NPC20144
Remote Similarity	0.6623	NPC297862
Remote Similarity	0.6618	NPC143533
Remote Similarity	0.6616	NPC122141
Remote Similarity	0.6616	NPC81229
Remote Similarity	0.6616	NPC255229
Remote Similarity	0.6614	NPC238499
Remote Similarity	0.6614	NPC115611
Remote Similarity	0.6603	NPC94752
Remote Similarity	0.6602	NPC40530
Remote Similarity	0.6602	NPC314281
Remote Similarity	0.6598	NPC40070
Remote Similarity	0.659	NPC469308
Remote Similarity	0.6587	NPC467063
Remote Similarity	0.6587	NPC477003
Remote Similarity	0.6583	NPC225018
Remote Similarity	0.6582	NPC120070
Remote Similarity	0.6566	NPC475990
Remote Similarity	0.6565	NPC19170
Remote Similarity	0.6561	NPC88097
Remote Similarity	0.6553	NPC12649
Remote Similarity	0.6526	NPC216550
Remote Similarity	0.6526	NPC284635
Remote Similarity	0.6524	NPC478077
Remote Similarity	0.6522	NPC24864
Remote Similarity	0.6505	NPC157583
Remote Similarity	0.6505	NPC14325
Remote Similarity	0.6505	NPC28848
Remote Similarity	0.6504	NPC147983
Remote Similarity	0.6504	NPC177996
Remote Similarity	0.6504	NPC322064
Remote Similarity	0.6502	NPC65080
Remote Similarity	0.6502	NPC471943
Remote Similarity	0.6502	NPC474897
Remote Similarity	0.6495	NPC474180
Remote Similarity	0.6495	NPC188821
Remote Similarity	0.6482	NPC300238
Remote Similarity	0.648	NPC117032
Remote Similarity	0.648	NPC469975
Remote Similarity	0.6479	NPC476460
Remote Similarity	0.6476	NPC308931
Remote Similarity	0.6476	NPC99939
Remote Similarity	0.6473	NPC11126
Remote Similarity	0.6468	NPC317105
Remote Similarity	0.6462	NPC103119
Remote Similarity	0.6462	NPC321911
Remote Similarity	0.6459	NPC472110
Remote Similarity	0.6459	NPC472109
Remote Similarity	0.6453	NPC116622
Remote Similarity	0.6452	NPC474389
Remote Similarity	0.6447	NPC325903
Remote Similarity	0.6439	NPC472123
Remote Similarity	0.6435	NPC245916
Remote Similarity	0.6432	NPC470732
Remote Similarity	0.6429	NPC228835
Remote Similarity	0.6429	NPC108011
Remote Similarity	0.6422	NPC81535
Remote Similarity	0.6422	NPC237414
Remote Similarity	0.6414	NPC158055
Remote Similarity	0.6411	NPC477891
Remote Similarity	0.6411	NPC63109
Remote Similarity	0.6411	NPC307191
Remote Similarity	0.641	NPC201380
Remote Similarity	0.641	NPC469811
Remote Similarity	0.641	NPC21605
Remote Similarity	0.641	NPC179787
Remote Similarity	0.6408	NPC471579
Remote Similarity	0.6402	NPC325252
Remote Similarity	0.6402	NPC216159
Remote Similarity	0.6391	NPC272174
Remote Similarity	0.6391	NPC323969
Remote Similarity	0.6385	NPC473666
Remote Similarity	0.6385	NPC472289
Remote Similarity	0.6383	NPC115595
Remote Similarity	0.6381	NPC471609
Remote Similarity	0.6381	NPC472104
Remote Similarity	0.6376	NPC34837
Remote Similarity	0.6372	NPC471386
Remote Similarity	0.6364	NPC91179
Remote Similarity	0.6359	NPC208060
Remote Similarity	0.6359	NPC63545
Remote Similarity	0.6351	NPC473376
Remote Similarity	0.6351	NPC258480
Remote Similarity	0.635	NPC299594
Remote Similarity	0.6349	NPC198988
Remote Similarity	0.6347	NPC192674
Remote Similarity	0.634	NPC156003
Remote Similarity	0.6336	NPC253987
Remote Similarity	0.6329	NPC469529
Remote Similarity	0.6327	NPC470111
Remote Similarity	0.6324	NPC114637
Remote Similarity	0.6323	NPC472064
Remote Similarity	0.6322	NPC295452
Remote Similarity	0.6322	NPC171393
Remote Similarity	0.6321	NPC63157
Remote Similarity	0.6321	NPC473868
Remote Similarity	0.6321	NPC472107
Remote Similarity	0.6321	NPC79062
Remote Similarity	0.6321	NPC277157
Remote Similarity	0.6316	NPC133261
Remote Similarity	0.6314	NPC477175
Remote Similarity	0.6314	NPC470730
Remote Similarity	0.6311	NPC105758
Remote Similarity	0.6311	NPC476686
Remote Similarity	0.6311	NPC476688
Remote Similarity	0.6309	NPC64216
Remote Similarity	0.6309	NPC130570
Remote Similarity	0.6308	NPC255909
Remote Similarity	0.6308	NPC213629
Remote Similarity	0.6305	NPC247987
Remote Similarity	0.6303	NPC270834
Remote Similarity	0.6302	NPC104483
Remote Similarity	0.6301	NPC265576
Remote Similarity	0.63	NPC473218
Remote Similarity	0.63	NPC470702
Remote Similarity	0.63	NPC471603
Remote Similarity	0.6298	NPC472122
Remote Similarity	0.6298	NPC24594
Remote Similarity	0.6293	NPC474896
Remote Similarity	0.6293	NPC278874
Remote Similarity	0.6291	NPC311858
Remote Similarity	0.6291	NPC66210
Remote Similarity	0.629	NPC471944
Remote Similarity	0.6287	NPC475859

Drug Structure

NPD6271 OpenBabel08211709092D 37 41 0 0 1 0 0 0 0 0999 V2000 0.9847 3.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 1.6539 2.7464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3230 2.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7709 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7709 0.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 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 6.2709 1.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7709 2.0981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 1.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 16 1 0 0 0 0 3 30 1 0 0 0 0 4 5 3 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 19 2 0 0 0 0 12 31 1 0 0 0 0 13 32 1 0 0 0 0 14 17 1 0 0 0 0 14 31 1 0 0 0 0 15 20 1 0 0 0 0 15 33 1 0 0 0 0 16 18 1 0 0 0 0 16 27 2 0 0 0 0 17 26 1 6 0 0 0 18 19 1 0 0 0 0 19 28 1 0 0 0 0 20 27 1 0 0 0 0 20 28 2 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 21 32 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 23 33 1 0 0 0 0 23 34 2 0 0 0 0 24 29 2 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 25 30 1 0 0 0 0 25 33 1 0 0 0 0 25 35 2 0 0 0 0 26 36 1 0 0 0 0 26 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007901; DCL000553
DrugBank	DB08882
ChEMBL	CHEMBL237500
IUPHAR/BPS	6318
PharmaGKB
KEGG Drug	D09566
PubChem CID	10096344
ChEBI	68610
CAS Number	668270-12-0

Drug Properties

Molecular Weight	472.23
ALogP	-0.2805
MLogP	3.11
XLogP	2.596
HDA	10
HBD	1
Rotatable Bonds	7
TPSA	113.48
RO5 Violation	0