NPASS drugs

Drug Information

Drug ID:	NPD6521
Drug Name:	Telcagepant
Molecular Formula:	C26H27F5N6O3
Canonical SMILES:	OC(=N[C@@H]1CC[C@H](CN(C1=O)CC(F)(F)F)c1cccc(c1F)F)N1CCC(CC1)n1c(O)nc2c1cccn2
Standard InCHI:	InChI=1S/C26H27F5N6O3/c27-18-4-1-3-17(21(18)28)15-6-7-19(23(38)36(13-15)14-26(29,30)31)33-24(39)35-11-8-16(9-12-35)37-20-5-2-10-32-22(20)34-25(37)40/h1-5,10,15-16,19H,6-9,11-14H2,(H,33,39)(H,32,34,40)/t15-,19-/m1/s1
Standard InCHIKey:	CGDZXLJGHVKVIE-DNVCBOLYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6521

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	494
0.1-0.2	4577
0.2-0.3	18274
0.3-0.4	3895
0.4-0.5	1593
0.5-0.6	1502
0.6-0.7	536
0.7-0.8	19
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	0.7895	NPC317054
Intermediate Similarity	0.7632	NPC56233
Intermediate Similarity	0.7292	NPC478185
Intermediate Similarity	0.7254	NPC478182
Intermediate Similarity	0.7196	NPC116555
Intermediate Similarity	0.7188	NPC293487
Intermediate Similarity	0.7165	NPC478184
Intermediate Similarity	0.7156	NPC469308
Intermediate Similarity	0.7124	NPC69843
Intermediate Similarity	0.7092	NPC478183
Intermediate Similarity	0.7064	NPC471603
Intermediate Similarity	0.7054	NPC40455
Intermediate Similarity	0.7053	NPC40070
Intermediate Similarity	0.7053	NPC473763
Intermediate Similarity	0.7053	NPC117244
Intermediate Similarity	0.703	NPC24864
Intermediate Similarity	0.702	NPC32534
Intermediate Similarity	0.7014	NPC267811
Intermediate Similarity	0.701	NPC228835
Remote Similarity	0.698	NPC11126
Remote Similarity	0.6968	NPC470732
Remote Similarity	0.6943	NPC476219
Remote Similarity	0.6943	NPC476297
Remote Similarity	0.6942	NPC94752
Remote Similarity	0.6939	NPC194881
Remote Similarity	0.6939	NPC470203
Remote Similarity	0.6935	NPC91895
Remote Similarity	0.6903	NPC476817
Remote Similarity	0.69	NPC116622
Remote Similarity	0.6898	NPC473376
Remote Similarity	0.6897	NPC248462
Remote Similarity	0.6893	NPC308931
Remote Similarity	0.6893	NPC476341
Remote Similarity	0.6893	NPC99939
Remote Similarity	0.6892	NPC470731
Remote Similarity	0.6892	NPC147983
Remote Similarity	0.6892	NPC177996
Remote Similarity	0.6888	NPC470204
Remote Similarity	0.6878	NPC282247
Remote Similarity	0.6875	NPC472289
Remote Similarity	0.6866	NPC161861
Remote Similarity	0.6864	NPC72956
Remote Similarity	0.6864	NPC54981
Remote Similarity	0.6863	NPC16659
Remote Similarity	0.686	NPC17273
Remote Similarity	0.686	NPC141612
Remote Similarity	0.686	NPC135601
Remote Similarity	0.6859	NPC470111
Remote Similarity	0.6858	NPC327095
Remote Similarity	0.6858	NPC312942
Remote Similarity	0.6858	NPC253987
Remote Similarity	0.6853	NPC225018
Remote Similarity	0.6839	NPC470233
Remote Similarity	0.6833	NPC153980
Remote Similarity	0.6833	NPC471193
Remote Similarity	0.6833	NPC6865
Remote Similarity	0.6833	NPC471194
Remote Similarity	0.6832	NPC469938
Remote Similarity	0.6828	NPC65408
Remote Similarity	0.6827	NPC17059
Remote Similarity	0.6814	NPC265710
Remote Similarity	0.6814	NPC12649
Remote Similarity	0.6798	NPC19170
Remote Similarity	0.6774	NPC317701
Remote Similarity	0.6765	NPC157583
Remote Similarity	0.6763	NPC21429
Remote Similarity	0.6751	NPC295452
Remote Similarity	0.6751	NPC171393
Remote Similarity	0.6741	NPC471192
Remote Similarity	0.6727	NPC71238
Remote Similarity	0.6717	NPC122141
Remote Similarity	0.671	NPC297862
Remote Similarity	0.6699	NPC62749
Remote Similarity	0.6699	NPC15840
Remote Similarity	0.6699	NPC478077
Remote Similarity	0.6698	NPC474916
Remote Similarity	0.6683	NPC473380
Remote Similarity	0.6683	NPC64436
Remote Similarity	0.6683	NPC240088
Remote Similarity	0.6667	NPC476491
Remote Similarity	0.6667	NPC113626
Remote Similarity	0.6667	NPC191415
Remote Similarity	0.6652	NPC54744
Remote Similarity	0.665	NPC271797
Remote Similarity	0.665	NPC21174
Remote Similarity	0.6637	NPC238945
Remote Similarity	0.6636	NPC471191
Remote Similarity	0.6636	NPC238457
Remote Similarity	0.6635	NPC102755
Remote Similarity	0.6635	NPC213629
Remote Similarity	0.6634	NPC280852
Remote Similarity	0.6632	NPC478186
Remote Similarity	0.6624	NPC267078
Remote Similarity	0.6624	NPC935
Remote Similarity	0.662	NPC474389
Remote Similarity	0.662	NPC471386
Remote Similarity	0.6618	NPC73994
Remote Similarity	0.6609	NPC477176
Remote Similarity	0.6609	NPC470729
Remote Similarity	0.6608	NPC473310
Remote Similarity	0.6603	NPC108011
Remote Similarity	0.6602	NPC234987
Remote Similarity	0.6596	NPC474357
Remote Similarity	0.6584	NPC114637
Remote Similarity	0.6581	NPC470323
Remote Similarity	0.6581	NPC474877
Remote Similarity	0.6562	NPC320968
Remote Similarity	0.6562	NPC242923
Remote Similarity	0.6558	NPC294693
Remote Similarity	0.6557	NPC255909
Remote Similarity	0.6555	NPC143533
Remote Similarity	0.6548	NPC325903
Remote Similarity	0.6546	NPC63545
Remote Similarity	0.6544	NPC265576
Remote Similarity	0.6538	NPC470730
Remote Similarity	0.6538	NPC477175
Remote Similarity	0.6532	NPC54420
Remote Similarity	0.6526	NPC324091
Remote Similarity	0.6524	NPC477003
Remote Similarity	0.6524	NPC107160
Remote Similarity	0.6524	NPC467063
Remote Similarity	0.6522	NPC83774
Remote Similarity	0.6516	NPC472259
Remote Similarity	0.6515	NPC120070
Remote Similarity	0.6514	NPC81535
Remote Similarity	0.6513	NPC179787
Remote Similarity	0.6513	NPC114209
Remote Similarity	0.6513	NPC201380
Remote Similarity	0.6513	NPC469811
Remote Similarity	0.6512	NPC326422
Remote Similarity	0.6511	NPC475969
Remote Similarity	0.6511	NPC475859
Remote Similarity	0.6509	NPC472323
Remote Similarity	0.6507	NPC307191
Remote Similarity	0.6505	NPC469529
Remote Similarity	0.65	NPC57398
Remote Similarity	0.6497	NPC469975
Remote Similarity	0.6497	NPC472260
Remote Similarity	0.6496	NPC156003
Remote Similarity	0.6493	NPC133003
Remote Similarity	0.6483	NPC165743
Remote Similarity	0.648	NPC321911
Remote Similarity	0.648	NPC282531
Remote Similarity	0.6479	NPC321708
Remote Similarity	0.6477	NPC20144
Remote Similarity	0.6476	NPC470205
Remote Similarity	0.6473	NPC162860
Remote Similarity	0.6468	NPC171317
Remote Similarity	0.6468	NPC212213
Remote Similarity	0.6468	NPC239954
Remote Similarity	0.6466	NPC64216
Remote Similarity	0.6466	NPC130570
Remote Similarity	0.6465	NPC281094
Remote Similarity	0.6463	NPC281049
Remote Similarity	0.6459	NPC61011
Remote Similarity	0.6459	NPC314281
Remote Similarity	0.6459	NPC40530
Remote Similarity	0.6459	NPC91179
Remote Similarity	0.6453	NPC2165
Remote Similarity	0.6453	NPC195507
Remote Similarity	0.6452	NPC128244
Remote Similarity	0.645	NPC472832
Remote Similarity	0.645	NPC18308
Remote Similarity	0.6445	NPC258480
Remote Similarity	0.6445	NPC472119
Remote Similarity	0.6442	NPC237188
Remote Similarity	0.6438	NPC201266
Remote Similarity	0.6438	NPC268744
Remote Similarity	0.6438	NPC474318
Remote Similarity	0.6438	NPC220797
Remote Similarity	0.6438	NPC475914
Remote Similarity	0.6438	NPC153123
Remote Similarity	0.6435	NPC198673
Remote Similarity	0.6432	NPC221100
Remote Similarity	0.6432	NPC234078
Remote Similarity	0.6425	NPC471579
Remote Similarity	0.6422	NPC49217
Remote Similarity	0.6419	NPC476460
Remote Similarity	0.6418	NPC477591
Remote Similarity	0.6415	NPC79062
Remote Similarity	0.6415	NPC472107
Remote Similarity	0.6413	NPC475288
Remote Similarity	0.641	NPC470440
Remote Similarity	0.6409	NPC121327
Remote Similarity	0.6409	NPC269203
Remote Similarity	0.6409	NPC77241
Remote Similarity	0.6409	NPC13456
Remote Similarity	0.6409	NPC166209
Remote Similarity	0.6404	NPC317105
Remote Similarity	0.64	NPC478158
Remote Similarity	0.6393	NPC168911
Remote Similarity	0.6391	NPC477714
Remote Similarity	0.6389	NPC216550
Remote Similarity	0.6388	NPC75634
Remote Similarity	0.6387	NPC314102
Remote Similarity	0.6387	NPC251722
Remote Similarity	0.6385	NPC66210
Remote Similarity	0.6384	NPC243850
Remote Similarity	0.6383	NPC323244
Remote Similarity	0.6382	NPC472833

Drug Structure

NPD6521 OpenBabel08211710072D 42 46 0 0 1 0 0 0 0 0999 V2000 1.9652 -3.5673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2556 -2.6887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3990 -2.6663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5285 -4.3935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5646 -1.7377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2066 -0.9088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4292 0.0661 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7226 -2.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4285 -1.1313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -1.6906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3962 -2.5916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5257 -4.3188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9596 -3.4179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2311 0.0661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7233 -2.0869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0890 -5.1451 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.9568 -3.3431 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.4564 -2.7671 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.6789 -1.7922 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.0431 -2.8200 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.3917 -2.1535 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4536 -0.9088 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 6.0129 0.6896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1215 1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0725 1.6939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 10 1 0 0 0 0 3 17 1 0 0 0 0 4 18 2 0 0 0 0 5 20 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 19 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 32 2 0 0 0 0 11 35 1 0 0 0 0 12 35 1 0 0 0 0 13 15 1 0 0 0 0 13 36 1 0 0 0 0 14 26 1 0 0 0 0 14 36 1 0 0 0 0 15 17 1 6 0 0 0 16 37 1 0 0 0 0 17 21 2 0 0 0 0 18 21 1 0 0 0 0 18 27 1 0 0 0 0 19 23 1 0 0 0 0 19 33 1 1 0 0 0 20 22 2 0 0 0 0 20 37 1 0 0 0 0 21 28 1 0 0 0 0 22 32 1 0 0 0 0 22 34 1 0 0 0 0 23 36 1 0 0 0 0 23 38 2 0 0 0 0 24 33 2 3 0 0 0 24 35 1 0 0 0 0 24 39 1 0 0 0 0 25 34 2 0 0 0 0 25 37 1 0 0 0 0 25 40 1 0 0 0 0 26 29 1 0 0 0 0 26 30 1 0 0 0 0 26 31 1 0 0 0 0 39 41 1 0 0 0 0 40 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000245
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11319053
ChEBI
CAS Number

Drug Properties

Molecular Weight	566.21
ALogP	-0.1745
MLogP	2.78
XLogP	5.149
HDA	8
HBD	2
Rotatable Bonds	13
TPSA	107.08
RO5 Violation	1