NPASS drugs

Drug Information

Drug ID:	NPD8241
Drug Name:	Rilapladib
Molecular Formula:	C40H38F5N3O3S
Canonical SMILES:	COCCN1CCC(CC1)N(C(=O)Cn1c(SCc2cccc(c2F)F)cc(=O)c2c1cccc2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F
Standard InCHI:	InChI=1S/C40H38F5N3O3S/c1-51-22-21-46-19-17-32(18-20-46)47(24-27-9-11-28(12-10-27)29-13-15-31(16-14-29)40(43,44)45)37(50)25-48-35-8-3-2-6-33(35)36(49)23-38(48)52-26-30-5-4-7-34(41)39(30)42/h2-16,23,32H,17-22,24-26H2,1H3
Standard InCHIKey:	NNBGCSGCRSCFEA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8241

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	265
0.1-0.2	1931
0.2-0.3	9643
0.3-0.4	13385
0.4-0.5	4271
0.5-0.6	1252
0.6-0.7	143
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	0.6933	NPC257490
Remote Similarity	0.6871	NPC161956
Remote Similarity	0.6871	NPC258531
Remote Similarity	0.6871	NPC112373
Remote Similarity	0.681	NPC291962
Remote Similarity	0.681	NPC177684
Remote Similarity	0.678	NPC470822
Remote Similarity	0.6755	NPC475248
Remote Similarity	0.6755	NPC63047
Remote Similarity	0.6739	NPC104345
Remote Similarity	0.6705	NPC471164
Remote Similarity	0.6684	NPC138293
Remote Similarity	0.6684	NPC318183
Remote Similarity	0.6684	NPC113056
Remote Similarity	0.6649	NPC286994
Remote Similarity	0.6648	NPC66936
Remote Similarity	0.6648	NPC207554
Remote Similarity	0.6612	NPC117032
Remote Similarity	0.6609	NPC300299
Remote Similarity	0.6587	NPC39818
Remote Similarity	0.6576	NPC295021
Remote Similarity	0.6552	NPC162417
Remote Similarity	0.6552	NPC470787
Remote Similarity	0.6552	NPC472540
Remote Similarity	0.6552	NPC316104
Remote Similarity	0.6552	NPC472539
Remote Similarity	0.6545	NPC472118
Remote Similarity	0.6527	NPC103292
Remote Similarity	0.652	NPC472542
Remote Similarity	0.652	NPC472541
Remote Similarity	0.6517	NPC471574
Remote Similarity	0.6517	NPC470301
Remote Similarity	0.6497	NPC83214
Remote Similarity	0.6488	NPC268534
Remote Similarity	0.6477	NPC242269
Remote Similarity	0.6467	NPC279385
Remote Similarity	0.6467	NPC179605
Remote Similarity	0.6432	NPC133003
Remote Similarity	0.6429	NPC475094
Remote Similarity	0.6421	NPC328270
Remote Similarity	0.6409	NPC136002
Remote Similarity	0.6407	NPC226143
Remote Similarity	0.6386	NPC324091
Remote Similarity	0.6369	NPC130251
Remote Similarity	0.6368	NPC469741
Remote Similarity	0.6358	NPC209389
Remote Similarity	0.6354	NPC214960
Remote Similarity	0.6354	NPC279527
Remote Similarity	0.6349	NPC154478
Remote Similarity	0.6333	NPC186284
Remote Similarity	0.6333	NPC22082
Remote Similarity	0.633	NPC84317
Remote Similarity	0.6327	NPC471743
Remote Similarity	0.6305	NPC313293
Remote Similarity	0.63	NPC21429
Remote Similarity	0.6298	NPC106118
Remote Similarity	0.6296	NPC222029
Remote Similarity	0.6296	NPC113946
Remote Similarity	0.628	NPC471199
Remote Similarity	0.6276	NPC470548
Remote Similarity	0.6263	NPC474041
Remote Similarity	0.6263	NPC276085
Remote Similarity	0.6257	NPC254698
Remote Similarity	0.6256	NPC355
Remote Similarity	0.625	NPC324445
Remote Similarity	0.6238	NPC135601
Remote Similarity	0.6238	NPC141612
Remote Similarity	0.6238	NPC17273
Remote Similarity	0.6232	NPC472116
Remote Similarity	0.6229	NPC194562
Remote Similarity	0.6229	NPC179224
Remote Similarity	0.6224	NPC177261
Remote Similarity	0.6221	NPC192533
Remote Similarity	0.6203	NPC243756
Remote Similarity	0.6198	NPC472117
Remote Similarity	0.6196	NPC313850
Remote Similarity	0.6179	NPC295548
Remote Similarity	0.6176	NPC473666
Remote Similarity	0.6176	NPC255909
Remote Similarity	0.6173	NPC292265
Remote Similarity	0.6166	NPC189116
Remote Similarity	0.6162	NPC475607
Remote Similarity	0.6158	NPC207428
Remote Similarity	0.6158	NPC53044
Remote Similarity	0.6154	NPC2823
Remote Similarity	0.6154	NPC301760
Remote Similarity	0.6146	NPC471196
Remote Similarity	0.6146	NPC471195
Remote Similarity	0.6142	NPC473743
Remote Similarity	0.614	NPC470491
Remote Similarity	0.614	NPC285192
Remote Similarity	0.6136	NPC187231
Remote Similarity	0.6134	NPC471130
Remote Similarity	0.6134	NPC472106
Remote Similarity	0.6133	NPC469560
Remote Similarity	0.6131	NPC474081
Remote Similarity	0.6124	NPC162440
Remote Similarity	0.6121	NPC225400
Remote Similarity	0.6114	NPC472120
Remote Similarity	0.6114	NPC472101
Remote Similarity	0.6111	NPC475594
Remote Similarity	0.6098	NPC477998
Remote Similarity	0.6093	NPC471155
Remote Similarity	0.6093	NPC472538
Remote Similarity	0.6093	NPC470786
Remote Similarity	0.6092	NPC79698
Remote Similarity	0.6089	NPC470317
Remote Similarity	0.6087	NPC469537
Remote Similarity	0.6082	NPC302169
Remote Similarity	0.6077	NPC122553
Remote Similarity	0.6075	NPC329833
Remote Similarity	0.6071	NPC253987
Remote Similarity	0.607	NPC73994
Remote Similarity	0.6068	NPC128582
Remote Similarity	0.6067	NPC8761
Remote Similarity	0.6067	NPC44805
Remote Similarity	0.6065	NPC270241
Remote Similarity	0.6064	NPC144691
Remote Similarity	0.6063	NPC244425
Remote Similarity	0.6063	NPC15384
Remote Similarity	0.6063	NPC471197
Remote Similarity	0.6062	NPC225319
Remote Similarity	0.6061	NPC96901
Remote Similarity	0.6041	NPC471943
Remote Similarity	0.6039	NPC276430
Remote Similarity	0.6036	NPC471198
Remote Similarity	0.6032	NPC154602
Remote Similarity	0.6031	NPC88970
Remote Similarity	0.6029	NPC294693
Remote Similarity	0.6028	NPC317701
Remote Similarity	0.602	NPC472115
Remote Similarity	0.602	NPC475761
Remote Similarity	0.602	NPC472114
Remote Similarity	0.6019	NPC103119
Remote Similarity	0.6011	NPC315051
Remote Similarity	0.6011	NPC157311
Remote Similarity	0.601	NPC216550
Remote Similarity	0.601	NPC470205
Remote Similarity	0.6	NPC128244
Remote Similarity	0.6	NPC122106
Remote Similarity	0.6	NPC102592
Remote Similarity	0.6	NPC478040
Remote Similarity	0.6	NPC79356
Remote Similarity	0.599	NPC29285
Remote Similarity	0.599	NPC475685
Remote Similarity	0.5988	NPC316582
Remote Similarity	0.598	NPC285622
Remote Similarity	0.598	NPC307640
Remote Similarity	0.5979	NPC309531
Remote Similarity	0.5979	NPC472102
Remote Similarity	0.5979	NPC93653
Remote Similarity	0.5969	NPC281094
Remote Similarity	0.5964	NPC248601
Remote Similarity	0.5957	NPC254798
Remote Similarity	0.5955	NPC473417
Remote Similarity	0.5952	NPC198401
Remote Similarity	0.5951	NPC167336
Remote Similarity	0.5951	NPC473418
Remote Similarity	0.595	NPC469529
Remote Similarity	0.5949	NPC293458
Remote Similarity	0.5939	NPC182131
Remote Similarity	0.5934	NPC471123
Remote Similarity	0.5931	NPC477516
Remote Similarity	0.5931	NPC117027
Remote Similarity	0.5928	NPC471741
Remote Similarity	0.5926	NPC242000
Remote Similarity	0.5922	NPC126458
Remote Similarity	0.592	NPC151635
Remote Similarity	0.5915	NPC81535
Remote Similarity	0.5914	NPC308197
Remote Similarity	0.5911	NPC88110
Remote Similarity	0.5911	NPC11149
Remote Similarity	0.5909	NPC472244
Remote Similarity	0.5909	NPC473484
Remote Similarity	0.5909	NPC470343
Remote Similarity	0.5907	NPC469536
Remote Similarity	0.5904	NPC105717
Remote Similarity	0.59	NPC251212
Remote Similarity	0.59	NPC214626
Remote Similarity	0.59	NPC139085
Remote Similarity	0.5899	NPC150863
Remote Similarity	0.5899	NPC471191
Remote Similarity	0.5897	NPC27904
Remote Similarity	0.5897	NPC73644
Remote Similarity	0.5895	NPC473329
Remote Similarity	0.5894	NPC473815
Remote Similarity	0.5891	NPC14325
Remote Similarity	0.5891	NPC28848
Remote Similarity	0.5891	NPC14849
Remote Similarity	0.5891	NPC83774
Remote Similarity	0.5889	NPC473962
Remote Similarity	0.5888	NPC299582
Remote Similarity	0.5885	NPC478076
Remote Similarity	0.5885	NPC476460
Remote Similarity	0.5882	NPC6865
Remote Similarity	0.5882	NPC153980
Remote Similarity	0.5882	NPC471193
Remote Similarity	0.5882	NPC471194
Remote Similarity	0.5879	NPC91895
Remote Similarity	0.5879	NPC65080

Drug Structure

NPD8241 OpenBabel08211713002D 52 57 0 0 0 0 0 0 0 0999 V2000 -6.0622 -5.5000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 2.5981 -2.5000 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 4.3301 -1.5000 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 -2.5981 -4.5000 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 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 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 -3.0000 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 -2.5981 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 2.5981 -1.5000 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 -2.5981 1.5000 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 -1.7321 -3.0000 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 -3.4641 3.0000 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 -0.0000 2.0000 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 -0.8660 0.5000 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 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -0.0000 3.0000 0.0000 O 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 -5.1962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 51 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 30 1 0 0 0 0 6 33 2 0 0 0 0 7 34 2 0 0 0 0 8 35 2 0 0 0 0 9 11 1 0 0 0 0 9 27 2 0 0 0 0 10 12 2 0 0 0 0 10 27 1 0 0 0 0 11 28 2 0 0 0 0 12 28 1 0 0 0 0 13 15 1 0 0 0 0 13 29 2 0 0 0 0 14 16 2 0 0 0 0 14 29 1 0 0 0 0 15 31 2 0 0 0 0 16 31 1 0 0 0 0 17 19 1 0 0 0 0 17 32 1 0 0 0 0 18 20 1 0 0 0 0 18 32 1 0 0 0 0 19 46 1 0 0 0 0 20 46 1 0 0 0 0 21 22 1 0 0 0 0 21 46 1 0 0 0 0 22 51 1 0 0 0 0 23 36 1 0 0 0 0 23 38 2 0 0 0 0 24 27 1 0 0 0 0 24 47 1 0 0 0 0 25 37 1 0 0 0 0 25 48 1 0 0 0 0 26 30 1 0 0 0 0 26 52 1 0 0 0 0 28 29 1 0 0 0 0 30 39 2 0 0 0 0 31 40 1 0 0 0 0 32 47 1 0 0 0 0 33 35 1 0 0 0 0 33 36 1 0 0 0 0 34 39 1 0 0 0 0 34 41 1 0 0 0 0 35 48 1 0 0 0 0 36 49 2 0 0 0 0 37 47 1 0 0 0 0 37 50 2 0 0 0 0 38 48 1 0 0 0 0 38 52 1 0 0 0 0 39 42 1 0 0 0 0 40 43 1 0 0 0 0 40 44 1 0 0 0 0 40 45 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000022; DCL000625
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9918381
ChEBI
CAS Number

Drug Properties

Molecular Weight	735.26
ALogP	1.3359
MLogP	4.54
XLogP	11.751
HDA	6
HBD	0
Rotatable Bonds	20
TPSA	78.39
RO5 Violation	2