NPASS drugs

Drug Information

Drug ID:	NPD8001
Drug Name:	Darapladib
Molecular Formula:	C36H38F4N4O2S
Canonical SMILES:	CCN(CCN(C(=O)Cn1c(SCc2ccc(cc2)F)nc(=O)c2c1CCC2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F)CC
Standard InCHI:	InChI=1S/C36H38F4N4O2S/c1-3-42(4-2)20-21-43(22-25-8-12-27(13-9-25)28-14-16-29(17-15-28)36(38,39)40)33(45)23-44-32-7-5-6-31(32)34(46)41-35(44)47-24-26-10-18-30(37)19-11-26/h8-19H,3-7,20-24H2,1-2H3
Standard InCHIKey:	WDPFJWLDPVQCAJ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8001

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	277
0.1-0.2	1796
0.2-0.3	9555
0.3-0.4	14405
0.4-0.5	4138
0.5-0.6	681
0.6-0.7	38
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	0.6566	NPC313850
Remote Similarity	0.6458	NPC473418
Remote Similarity	0.6447	NPC220698
Remote Similarity	0.6369	NPC79698
Remote Similarity	0.6352	NPC473322
Remote Similarity	0.6294	NPC13470
Remote Similarity	0.6258	NPC302169
Remote Similarity	0.6242	NPC89489
Remote Similarity	0.6235	NPC32858
Remote Similarity	0.6235	NPC194857
Remote Similarity	0.622	NPC300299
Remote Similarity	0.6211	NPC300315
Remote Similarity	0.6193	NPC104345
Remote Similarity	0.6173	NPC255447
Remote Similarity	0.6173	NPC126458
Remote Similarity	0.6168	NPC207554
Remote Similarity	0.6164	NPC469974
Remote Similarity	0.6154	NPC471680
Remote Similarity	0.6149	NPC111428
Remote Similarity	0.6145	NPC132636
Remote Similarity	0.6144	NPC473573
Remote Similarity	0.6135	NPC473962
Remote Similarity	0.6135	NPC207428
Remote Similarity	0.6129	NPC470546
Remote Similarity	0.6114	NPC295021
Remote Similarity	0.6108	NPC83214
Remote Similarity	0.6104	NPC239357
Remote Similarity	0.6092	NPC66936
Remote Similarity	0.6078	NPC246904
Remote Similarity	0.6065	NPC470545
Remote Similarity	0.6047	NPC105717
Remote Similarity	0.6045	NPC84317
Remote Similarity	0.6037	NPC8761
Remote Similarity	0.6037	NPC44805
Remote Similarity	0.6037	NPC325479
Remote Similarity	0.6036	NPC468984
Remote Similarity	0.6028	NPC473661
Remote Similarity	0.6	NPC470544
Remote Similarity	0.5978	NPC154478
Remote Similarity	0.5976	NPC157311
Remote Similarity	0.5973	NPC473498
Remote Similarity	0.5949	NPC200964
Remote Similarity	0.5944	NPC256452
Remote Similarity	0.593	NPC470822
Remote Similarity	0.592	NPC254798
Remote Similarity	0.592	NPC283783
Remote Similarity	0.5915	NPC179224
Remote Similarity	0.5915	NPC200589
Remote Similarity	0.5914	NPC326407
Remote Similarity	0.5914	NPC317725
Remote Similarity	0.5912	NPC71684
Remote Similarity	0.5909	NPC286551
Remote Similarity	0.5897	NPC285926
Remote Similarity	0.5897	NPC14672
Remote Similarity	0.5897	NPC315276
Remote Similarity	0.5889	NPC276085
Remote Similarity	0.5889	NPC473003
Remote Similarity	0.5888	NPC472540
Remote Similarity	0.5888	NPC470787
Remote Similarity	0.5888	NPC472539
Remote Similarity	0.5882	NPC475013
Remote Similarity	0.5876	NPC471195
Remote Similarity	0.5876	NPC471196
Remote Similarity	0.5874	NPC71140
Remote Similarity	0.5872	NPC322878
Remote Similarity	0.5871	NPC33742
Remote Similarity	0.587	NPC475248
Remote Similarity	0.587	NPC63047
Remote Similarity	0.5867	NPC45033
Remote Similarity	0.5864	NPC21429
Remote Similarity	0.5864	NPC101719
Remote Similarity	0.5862	NPC472258
Remote Similarity	0.586	NPC242269
Remote Similarity	0.5859	NPC472541
Remote Similarity	0.5859	NPC472542
Remote Similarity	0.5849	NPC27833
Remote Similarity	0.5843	NPC53044
Remote Similarity	0.5833	NPC222029
Remote Similarity	0.5828	NPC136453
Remote Similarity	0.5818	NPC187231
Remote Similarity	0.5806	NPC476048
Remote Similarity	0.5802	NPC222466
Remote Similarity	0.5802	NPC22746
Remote Similarity	0.58	NPC106118
Remote Similarity	0.5793	NPC71933
Remote Similarity	0.5793	NPC89923
Remote Similarity	0.5793	NPC105114
Remote Similarity	0.5793	NPC239990
Remote Similarity	0.5793	NPC152850
Remote Similarity	0.5792	NPC113056
Remote Similarity	0.5792	NPC138293
Remote Similarity	0.5789	NPC153554
Remote Similarity	0.5787	NPC473002
Remote Similarity	0.5787	NPC117032
Remote Similarity	0.5784	NPC315388
Remote Similarity	0.5779	NPC471199
Remote Similarity	0.5771	NPC324445
Remote Similarity	0.5756	NPC161069
Remote Similarity	0.5756	NPC2823
Remote Similarity	0.5754	NPC469903
Remote Similarity	0.5754	NPC281094
Remote Similarity	0.5732	NPC119326
Remote Similarity	0.5731	NPC469560
Remote Similarity	0.5724	NPC55529
Remote Similarity	0.5714	NPC257490
Remote Similarity	0.5707	NPC223207
Remote Similarity	0.5699	NPC469904
Remote Similarity	0.5695	NPC167336
Remote Similarity	0.5686	NPC295548
Remote Similarity	0.5676	NPC471130
Remote Similarity	0.5676	NPC471771
Remote Similarity	0.5676	NPC290755
Remote Similarity	0.5676	NPC304074
Remote Similarity	0.5674	NPC233702
Remote Similarity	0.5668	NPC91895
Remote Similarity	0.5665	NPC470301
Remote Similarity	0.5665	NPC471574
Remote Similarity	0.5661	NPC317362
Remote Similarity	0.5661	NPC318930
Remote Similarity	0.5654	NPC474041
Remote Similarity	0.5654	NPC478007
Remote Similarity	0.5652	NPC161956
Remote Similarity	0.5652	NPC258531
Remote Similarity	0.5652	NPC88970
Remote Similarity	0.5652	NPC112373
Remote Similarity	0.5648	NPC161143
Remote Similarity	0.5644	NPC6975
Remote Similarity	0.5644	NPC474082
Remote Similarity	0.5644	NPC175726
Remote Similarity	0.5636	NPC477937
Remote Similarity	0.5633	NPC288232
Remote Similarity	0.5631	NPC225400
Remote Similarity	0.5629	NPC275467
Remote Similarity	0.5628	NPC469902
Remote Similarity	0.5625	NPC286994
Remote Similarity	0.5625	NPC138775
Remote Similarity	0.5607	NPC130251
Remote Similarity	0.5606	NPC276430
Remote Similarity	0.5605	NPC276949
Remote Similarity	0.5605	NPC35850
Remote Similarity	0.5604	NPC471155
Remote Similarity	0.5604	NPC470786
Remote Similarity	0.5604	NPC472538
Remote Similarity	0.5602	NPC473001
Remote Similarity	0.5602	NPC478008
Remote Similarity	0.56	NPC239854
Remote Similarity	0.56	NPC209509
Remote Similarity	0.56	NPC294693

Drug Structure

NPD8001 OpenBabel08211712032D 47 51 0 0 0 0 0 0 0 0999 V2000 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 1.6691 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 3.4641 -3.0000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 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 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 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 -3.4641 -0.0000 0.0000 C 0 0 0 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 3.4641 0.0000 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 0.8660 -0.5000 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 3.4641 -2.0000 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 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 -4.3301 -0.5000 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 -0.0000 1.0000 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 8.6603 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -5.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -6.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 2.5981 -0.5000 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 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 42 1 0 0 0 0 4 42 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 31 1 0 0 0 0 7 32 1 0 0 0 0 8 12 1 0 0 0 0 8 25 2 0 0 0 0 9 13 2 0 0 0 0 9 25 1 0 0 0 0 10 18 1 0 0 0 0 10 26 2 0 0 0 0 11 19 2 0 0 0 0 11 26 1 0 0 0 0 12 27 2 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 28 2 0 0 0 0 15 17 2 0 0 0 0 15 28 1 0 0 0 0 16 29 2 0 0 0 0 17 29 1 0 0 0 0 18 30 2 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 20 42 1 0 0 0 0 21 43 1 0 0 0 0 22 25 1 0 0 0 0 22 43 1 0 0 0 0 23 33 1 0 0 0 0 23 44 1 0 0 0 0 24 26 1 0 0 0 0 24 47 1 0 0 0 0 27 28 1 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 31 32 2 0 0 0 0 31 34 1 0 0 0 0 32 44 1 0 0 0 0 33 43 1 0 0 0 0 33 45 2 0 0 0 0 34 41 1 0 0 0 0 34 46 2 0 0 0 0 35 41 2 0 0 0 0 35 44 1 0 0 0 0 35 47 1 0 0 0 0 36 38 1 0 0 0 0 36 39 1 0 0 0 0 36 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000102
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9939609
ChEBI
CAS Number

Drug Properties

Molecular Weight	666.27
ALogP	1.2243
MLogP	4.21
XLogP	10.417
HDA	6
HBD	0
Rotatable Bonds	21
TPSA	81.52
RO5 Violation	2