NPASS drugs

Drug Information

Drug ID:	NPD5627
Drug Name:	Ticagrelor
Molecular Formula:	C23H28F2N6O4S
Canonical SMILES:	CCCSc1nc(N[C@@H]2C[C@H]2c2ccc(c(c2)F)F)c2c(n1)n(nn2)[C@@H]1C[C@@H]([C@H]([C@H]1O)O)OCCO
Standard InCHI:	InChI=1S/C23H28F2N6O4S/c1-2-7-36-23-27-21(26-15-9-12(15)11-3-4-13(24)14(25)8-11)18-22(28-23)31(30-29-18)16-10-17(35-6-5-32)20(34)19(16)33/h3-4,8,12,15-17,19-20,32-34H,2,5-7,9-10H2,1H3,(H,26,27,28)/t12-,15+,16+,17-,19-,20+/m0/s1
Standard InCHIKey:	OEKWJQXRCDYSHL-FNOIDJSQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5627

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	360
0.1-0.2	2600
0.2-0.3	15919
0.3-0.4	8363
0.4-0.5	2675
0.5-0.6	945
0.6-0.7	26
0.7-0.8	2
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	0.7273	NPC250178
Intermediate Similarity	0.7185	NPC160666
Remote Similarity	0.6885	NPC158055
Remote Similarity	0.6639	NPC107160
Remote Similarity	0.6577	NPC150447
Remote Similarity	0.6562	NPC313514
Remote Similarity	0.6426	NPC21461
Remote Similarity	0.6415	NPC239737
Remote Similarity	0.6385	NPC195140
Remote Similarity	0.6335	NPC313897
Remote Similarity	0.6314	NPC103388
Remote Similarity	0.6244	NPC469975
Remote Similarity	0.6229	NPC469308
Remote Similarity	0.6204	NPC79386
Remote Similarity	0.6202	NPC39092
Remote Similarity	0.6167	NPC472110
Remote Similarity	0.6167	NPC472109
Remote Similarity	0.615	NPC328479
Remote Similarity	0.6138	NPC238945
Remote Similarity	0.6116	NPC317054
Remote Similarity	0.6111	NPC93365
Remote Similarity	0.6085	NPC136349
Remote Similarity	0.6063	NPC325906
Remote Similarity	0.6063	NPC69843
Remote Similarity	0.6041	NPC471603
Remote Similarity	0.6026	NPC139291
Remote Similarity	0.6026	NPC472108
Remote Similarity	0.6018	NPC324484
Remote Similarity	0.5991	NPC219313
Remote Similarity	0.5984	NPC476492
Remote Similarity	0.5947	NPC472122
Remote Similarity	0.5947	NPC189261
Remote Similarity	0.5947	NPC24594
Remote Similarity	0.5943	NPC189068
Remote Similarity	0.5943	NPC71238
Remote Similarity	0.5938	NPC115595
Remote Similarity	0.593	NPC63279
Remote Similarity	0.5929	NPC130570
Remote Similarity	0.5929	NPC64216
Remote Similarity	0.5925	NPC314774
Remote Similarity	0.5925	NPC315126
Remote Similarity	0.5915	NPC309832
Remote Similarity	0.5907	NPC297642
Remote Similarity	0.5896	NPC156461
Remote Similarity	0.5896	NPC21448
Remote Similarity	0.5896	NPC107374
Remote Similarity	0.5893	NPC125659
Remote Similarity	0.5893	NPC168702
Remote Similarity	0.5887	NPC477418
Remote Similarity	0.5887	NPC163055
Remote Similarity	0.5887	NPC477420
Remote Similarity	0.5871	NPC316756
Remote Similarity	0.587	NPC320968
Remote Similarity	0.587	NPC54981
Remote Similarity	0.587	NPC472105
Remote Similarity	0.587	NPC187827
Remote Similarity	0.5869	NPC164665
Remote Similarity	0.586	NPC477633
Remote Similarity	0.5844	NPC314394
Remote Similarity	0.5841	NPC269827
Remote Similarity	0.5837	NPC62510
Remote Similarity	0.5833	NPC150853
Remote Similarity	0.583	NPC89987
Remote Similarity	0.5826	NPC133261
Remote Similarity	0.5813	NPC314957
Remote Similarity	0.5802	NPC229974
Remote Similarity	0.5797	NPC314056
Remote Similarity	0.5781	NPC98371
Remote Similarity	0.5781	NPC313884
Remote Similarity	0.578	NPC472816
Remote Similarity	0.5778	NPC33382
Remote Similarity	0.5774	NPC171393
Remote Similarity	0.5774	NPC295452
Remote Similarity	0.5765	NPC478011
Remote Similarity	0.5765	NPC478012
Remote Similarity	0.5762	NPC472031
Remote Similarity	0.5762	NPC472066
Remote Similarity	0.5762	NPC472067
Remote Similarity	0.576	NPC282247
Remote Similarity	0.576	NPC54744
Remote Similarity	0.5753	NPC302778
Remote Similarity	0.5753	NPC212551
Remote Similarity	0.5747	NPC120070
Remote Similarity	0.5747	NPC476297
Remote Similarity	0.5747	NPC476219
Remote Similarity	0.5746	NPC324815
Remote Similarity	0.5745	NPC314176
Remote Similarity	0.5735	NPC478013
Remote Similarity	0.5734	NPC211025
Remote Similarity	0.5734	NPC185991
Remote Similarity	0.5734	NPC85689
Remote Similarity	0.5727	NPC174802
Remote Similarity	0.5727	NPC472834
Remote Similarity	0.5725	NPC471506
Remote Similarity	0.572	NPC19170
Remote Similarity	0.5714	NPC315822
Remote Similarity	0.5714	NPC248454
Remote Similarity	0.5709	NPC165743
Remote Similarity	0.5709	NPC323927
Remote Similarity	0.5708	NPC209525
Remote Similarity	0.5708	NPC317821
Remote Similarity	0.5708	NPC161659
Remote Similarity	0.5708	NPC207633
Remote Similarity	0.5708	NPC321814
Remote Similarity	0.5702	NPC222174
Remote Similarity	0.5702	NPC163421
Remote Similarity	0.5702	NPC188387
Remote Similarity	0.5702	NPC49051
Remote Similarity	0.5701	NPC224076
Remote Similarity	0.5697	NPC54537
Remote Similarity	0.5696	NPC189812
Remote Similarity	0.5696	NPC329688
Remote Similarity	0.5689	NPC477634
Remote Similarity	0.5688	NPC472068
Remote Similarity	0.5682	NPC164952
Remote Similarity	0.5682	NPC130586
Remote Similarity	0.5676	NPC226245
Remote Similarity	0.5676	NPC316618
Remote Similarity	0.5673	NPC476874
Remote Similarity	0.5672	NPC469470
Remote Similarity	0.5672	NPC469501
Remote Similarity	0.567	NPC474877
Remote Similarity	0.567	NPC475859
Remote Similarity	0.567	NPC475969
Remote Similarity	0.5669	NPC281049
Remote Similarity	0.5667	NPC471564
Remote Similarity	0.5662	NPC114209
Remote Similarity	0.5661	NPC208751
Remote Similarity	0.566	NPC129756
Remote Similarity	0.5658	NPC290959
Remote Similarity	0.5658	NPC317430
Remote Similarity	0.5654	NPC314152
Remote Similarity	0.5654	NPC297862
Remote Similarity	0.5652	NPC472123
Remote Similarity	0.5647	NPC326575
Remote Similarity	0.5647	NPC161242
Remote Similarity	0.5641	NPC233936
Remote Similarity	0.5632	NPC470729
Remote Similarity	0.5632	NPC470730
Remote Similarity	0.5632	NPC477176
Remote Similarity	0.5632	NPC477175
Remote Similarity	0.5628	NPC472586
Remote Similarity	0.562	NPC292361
Remote Similarity	0.562	NPC475271
Remote Similarity	0.5619	NPC470203
Remote Similarity	0.5617	NPC472444
Remote Similarity	0.5615	NPC110151
Remote Similarity	0.5615	NPC474767
Remote Similarity	0.5611	NPC477177
Remote Similarity	0.561	NPC155143
Remote Similarity	0.561	NPC193761
Remote Similarity	0.5608	NPC82070
Remote Similarity	0.5606	NPC223223
Remote Similarity	0.5604	NPC476493

Drug Structure

NPD5627 OpenBabel08211708292D 40 44 0 0 1 0 0 0 0 0999 V2000 -0.9889 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7072 3.1969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5733 3.6969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2234 0.1869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3099 -0.2198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5733 1.6969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8412 1.6969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7072 2.1969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8412 1.6969 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4393 3.1969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4393 2.1969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.8309 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5873 -0.0388 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3053 3.6969 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.3053 1.6969 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 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 -6.0324 -0.4009 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8849 -1.9875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5009 0.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -3.1691 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -0.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9460 0.0059 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -2.8535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 -1.5522 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 5 32 1 0 0 0 0 6 35 1 0 0 0 0 7 36 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 12 11 1 1 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 6 0 0 0 16 10 1 1 0 0 0 16 19 1 0 0 0 0 16 31 1 0 0 0 0 17 20 1 0 0 0 0 17 35 1 1 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 18 29 1 0 0 0 0 19 20 1 0 0 0 0 19 33 1 6 0 0 0 20 34 1 6 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 22 28 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 23 36 1 0 0 0 0 26 37 1 0 0 0 0 29 30 2 0 0 0 0 30 31 1 0 0 0 0 32 38 1 0 0 0 0 33 39 1 0 0 0 0 34 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000499; DNCL003353
DrugBank	DB08816
ChEMBL	CHEMBL398435
IUPHAR/BPS	1765
PharmaGKB
KEGG Drug	D09017
PubChem CID	9871419
ChEBI	68558
CAS Number	274693-27-5

Drug Properties

Molecular Weight	522.19
ALogP	-1.1846
MLogP	2.56
XLogP	2.087
HDA	10
HBD	4
Rotatable Bonds	16
TPSA	163.74
RO5 Violation	0