NPASS drugs

Drug Information

Drug ID:	NPD6286
Drug Name:	Preladenant
Molecular Formula:	C25H29N9O3
Canonical SMILES:	COCCOc1ccc(cc1)N1CCN(CC1)CCn1ncc2c1[nH]c(=N)n1c2nc(n1)c1ccco1
Standard InCHI:	InChI=1S/C25H29N9O3/c1-35-15-16-36-19-6-4-18(5-7-19)32-11-8-31(9-12-32)10-13-33-23-20(17-27-33)24-28-22(21-3-2-14-37-21)30-34(24)25(26)29-23/h2-7,14,17H,8-13,15-16H2,1H3,(H2,26,29)
Standard InCHIKey:	DTYWJKSSUANMHD-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6286

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	648
0.1-0.2	8560
0.2-0.3	5439
0.3-0.4	11979
0.4-0.5	2738
0.5-0.6	1421
0.6-0.7	104
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	0.7397	NPC50511
Remote Similarity	0.6743	NPC180504
Remote Similarity	0.674	NPC74619
Remote Similarity	0.6642	NPC258048
Remote Similarity	0.6618	NPC150447
Remote Similarity	0.6606	NPC53534
Remote Similarity	0.6605	NPC51854
Remote Similarity	0.6583	NPC152620
Remote Similarity	0.6582	NPC63109
Remote Similarity	0.6568	NPC9729
Remote Similarity	0.654	NPC160666
Remote Similarity	0.652	NPC56271
Remote Similarity	0.65	NPC130570
Remote Similarity	0.6462	NPC216612
Remote Similarity	0.6453	NPC196718
Remote Similarity	0.6444	NPC295452
Remote Similarity	0.6444	NPC171393
Remote Similarity	0.6402	NPC315822
Remote Similarity	0.6402	NPC314954
Remote Similarity	0.6394	NPC101350
Remote Similarity	0.6391	NPC102593
Remote Similarity	0.6367	NPC141053
Remote Similarity	0.6364	NPC107160
Remote Similarity	0.6357	NPC235685
Remote Similarity	0.6357	NPC15801
Remote Similarity	0.6353	NPC21461
Remote Similarity	0.6346	NPC250178
Remote Similarity	0.6343	NPC39370
Remote Similarity	0.633	NPC473186
Remote Similarity	0.631	NPC471614
Remote Similarity	0.6304	NPC26543
Remote Similarity	0.6302	NPC187145
Remote Similarity	0.63	NPC75179
Remote Similarity	0.63	NPC316756
Remote Similarity	0.6285	NPC77101
Remote Similarity	0.6284	NPC48317
Remote Similarity	0.6273	NPC30540
Remote Similarity	0.6269	NPC469554
Remote Similarity	0.6267	NPC196449
Remote Similarity	0.6267	NPC314222
Remote Similarity	0.6245	NPC165964
Remote Similarity	0.6241	NPC157931
Remote Similarity	0.6232	NPC161801
Remote Similarity	0.6227	NPC148889
Remote Similarity	0.6218	NPC228206
Remote Similarity	0.6211	NPC476465
Remote Similarity	0.6207	NPC267811
Remote Similarity	0.6187	NPC472067
Remote Similarity	0.6187	NPC472066
Remote Similarity	0.6187	NPC472031
Remote Similarity	0.6185	NPC329631
Remote Similarity	0.618	NPC257851
Remote Similarity	0.6178	NPC471603
Remote Similarity	0.6174	NPC17305
Remote Similarity	0.6171	NPC260434
Remote Similarity	0.6169	NPC62995
Remote Similarity	0.616	NPC168209
Remote Similarity	0.6151	NPC63971
Remote Similarity	0.6151	NPC91868
Remote Similarity	0.6148	NPC101543
Remote Similarity	0.6148	NPC287208
Remote Similarity	0.6142	NPC132631
Remote Similarity	0.6142	NPC103687
Remote Similarity	0.6139	NPC242923
Remote Similarity	0.6136	NPC472099
Remote Similarity	0.6134	NPC115595
Remote Similarity	0.6128	NPC322482
Remote Similarity	0.6128	NPC122436
Remote Similarity	0.6123	NPC142385
Remote Similarity	0.6115	NPC472068
Remote Similarity	0.6107	NPC36405
Remote Similarity	0.6105	NPC471615
Remote Similarity	0.6098	NPC308906
Remote Similarity	0.6092	NPC236668
Remote Similarity	0.609	NPC243633
Remote Similarity	0.609	NPC175150
Remote Similarity	0.6087	NPC187558
Remote Similarity	0.6085	NPC116555
Remote Similarity	0.6075	NPC323969
Remote Similarity	0.6069	NPC146976
Remote Similarity	0.6059	NPC478078
Remote Similarity	0.6059	NPC315499
Remote Similarity	0.6058	NPC472061
Remote Similarity	0.6055	NPC475774
Remote Similarity	0.6054	NPC118940
Remote Similarity	0.6054	NPC472098
Remote Similarity	0.6044	NPC208898
Remote Similarity	0.6043	NPC472434
Remote Similarity	0.6037	NPC471762
Remote Similarity	0.6037	NPC66777
Remote Similarity	0.6035	NPC472436
Remote Similarity	0.6031	NPC476287
Remote Similarity	0.6029	NPC72905
Remote Similarity	0.6029	NPC207686
Remote Similarity	0.6023	NPC82548
Remote Similarity	0.602	NPC315411
Remote Similarity	0.6016	NPC84853
Remote Similarity	0.6015	NPC146418
Remote Similarity	0.6008	NPC472286
Remote Similarity	0.6008	NPC472287
Remote Similarity	0.6007	NPC314882
Remote Similarity	0.6	NPC186351
Remote Similarity	0.6	NPC19872
Remote Similarity	0.6	NPC240384
Remote Similarity	0.6	NPC184680
Remote Similarity	0.5992	NPC264176
Remote Similarity	0.5986	NPC472435
Remote Similarity	0.5986	NPC303374
Remote Similarity	0.5979	NPC478006
Remote Similarity	0.5978	NPC194740
Remote Similarity	0.5978	NPC470785
Remote Similarity	0.5971	NPC39092
Remote Similarity	0.5964	NPC477549
Remote Similarity	0.5962	NPC305984
Remote Similarity	0.5955	NPC54066
Remote Similarity	0.595	NPC477795
Remote Similarity	0.595	NPC477806
Remote Similarity	0.595	NPC477796
Remote Similarity	0.595	NPC316224
Remote Similarity	0.595	NPC477805
Remote Similarity	0.5947	NPC153452
Remote Similarity	0.5946	NPC472064
Remote Similarity	0.5945	NPC478009
Remote Similarity	0.5945	NPC267928
Remote Similarity	0.5945	NPC478010
Remote Similarity	0.5939	NPC472070
Remote Similarity	0.5936	NPC137353
Remote Similarity	0.5934	NPC477112
Remote Similarity	0.5934	NPC470323
Remote Similarity	0.5932	NPC26679
Remote Similarity	0.593	NPC476138
Remote Similarity	0.593	NPC245816
Remote Similarity	0.5927	NPC182222
Remote Similarity	0.5926	NPC212766
Remote Similarity	0.5926	NPC289423
Remote Similarity	0.5925	NPC148183
Remote Similarity	0.5925	NPC152768
Remote Similarity	0.5921	NPC178664
Remote Similarity	0.592	NPC472289
Remote Similarity	0.5917	NPC328928
Remote Similarity	0.5912	NPC49547
Remote Similarity	0.5912	NPC267078
Remote Similarity	0.5912	NPC471004
Remote Similarity	0.5912	NPC935
Remote Similarity	0.5911	NPC315467
Remote Similarity	0.5909	NPC478083
Remote Similarity	0.5907	NPC472259
Remote Similarity	0.5904	NPC470018
Remote Similarity	0.5902	NPC472285
Remote Similarity	0.5891	NPC472062
Remote Similarity	0.5891	NPC472069
Remote Similarity	0.5891	NPC474357
Remote Similarity	0.5891	NPC472063
Remote Similarity	0.5887	NPC50562
Remote Similarity	0.5884	NPC285343
Remote Similarity	0.588	NPC477633
Remote Similarity	0.5878	NPC174672
Remote Similarity	0.5876	NPC315062
Remote Similarity	0.5875	NPC176538
Remote Similarity	0.5875	NPC315061
Remote Similarity	0.5874	NPC90019
Remote Similarity	0.5871	NPC94157
Remote Similarity	0.5867	NPC125597
Remote Similarity	0.5866	NPC93390
Remote Similarity	0.5865	NPC67658
Remote Similarity	0.5863	NPC470784
Remote Similarity	0.5863	NPC20249
Remote Similarity	0.5862	NPC321428
Remote Similarity	0.5856	NPC167860
Remote Similarity	0.5856	NPC123976
Remote Similarity	0.5856	NPC123839
Remote Similarity	0.5852	NPC210434
Remote Similarity	0.5849	NPC282247
Remote Similarity	0.5849	NPC471080
Remote Similarity	0.5849	NPC469592
Remote Similarity	0.5846	NPC327592
Remote Similarity	0.5845	NPC10904
Remote Similarity	0.5842	NPC41501
Remote Similarity	0.5839	NPC69843
Remote Similarity	0.5837	NPC474767
Remote Similarity	0.5837	NPC103361
Remote Similarity	0.5837	NPC284338
Remote Similarity	0.5837	NPC123395
Remote Similarity	0.5833	NPC220852
Remote Similarity	0.5833	NPC187501
Remote Similarity	0.583	NPC471891
Remote Similarity	0.583	NPC314281
Remote Similarity	0.583	NPC229893
Remote Similarity	0.583	NPC40530
Remote Similarity	0.5827	NPC28945
Remote Similarity	0.5824	NPC45190
Remote Similarity	0.5824	NPC323244
Remote Similarity	0.5824	NPC192712
Remote Similarity	0.5824	NPC317373
Remote Similarity	0.5824	NPC74575
Remote Similarity	0.5822	NPC314056
Remote Similarity	0.5821	NPC131885
Remote Similarity	0.5821	NPC467439
Remote Similarity	0.5821	NPC314270
Remote Similarity	0.582	NPC106824

Drug Structure

NPD6286 OpenBabel08211709092D 39 44 0 0 0 0 0 0 0 0999 V2000 13.2621 1.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8781 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0691 -0.6723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0660 2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9320 0.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9320 2.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7980 1.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4679 0.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3339 -0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6019 -0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3339 1.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2000 -0.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7359 -0.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5691 -2.2111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3961 2.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5301 2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 -2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0660 1.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7980 2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2601 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 1.6942 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7653 -1.8171 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 0.5352 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4679 -0.3226 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2000 0.6774 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8698 -0.8226 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 13.2621 2.1774 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6641 2.6774 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5691 -2.2111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6180 1.9021 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3164 1.2784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 35 1 0 0 0 0 2 3 1 0 0 0 0 2 14 2 0 0 0 0 3 21 2 0 0 0 0 4 6 1 0 0 0 0 4 18 2 0 0 0 0 5 7 2 0 0 0 0 5 18 1 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 11 1 0 0 0 0 8 31 1 0 0 0 0 9 12 1 0 0 0 0 9 31 1 0 0 0 0 10 13 1 0 0 0 0 10 31 1 0 0 0 0 11 32 1 0 0 0 0 12 32 1 0 0 0 0 13 33 1 0 0 0 0 14 37 1 0 0 0 0 15 16 1 0 0 0 0 15 35 1 0 0 0 0 16 36 1 0 0 0 0 17 20 1 0 0 0 0 17 27 2 0 0 0 0 18 32 1 0 0 0 0 19 36 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 37 1 0 0 0 0 22 28 1 0 0 0 0 22 30 2 0 0 0 0 23 29 1 0 0 0 0 23 33 1 0 0 0 0 24 28 2 0 0 0 0 24 34 1 0 0 0 0 25 26 2 0 0 0 0 25 29 1 0 0 0 0 25 34 1 0 0 0 0 26 38 1 0 0 0 0 27 33 1 0 0 0 0 29 39 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000979
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10117987
ChEBI
CAS Number

Drug Properties

Molecular Weight	503.24
ALogP	-0.6971
MLogP	2.89
XLogP	2.144
HDA	10
HBD	2
Rotatable Bonds	10
TPSA	122.49
RO5 Violation	0