NPASS drugs

Drug Information

Drug ID:	NPD4863
Drug Name:	Idelalisib
Molecular Formula:	C22H18FN7O
Canonical SMILES:	CC[C@@H](c1nc2cccc(c2c(=O)n1c1ccccc1)F)Nc1ncnc2c1nc[nH]2
Standard InCHI:	InChI=1S/C22H18FN7O/c1-2-15(28-20-18-19(25-11-24-18)26-12-27-20)21-29-16-10-6-9-14(23)17(16)22(31)30(21)13-7-4-3-5-8-13/h3-12,15H,2H2,1H3,(H2,24,25,26,27,28)/t15-/m0/s1
Standard InCHIKey:	IFSDAJWBUCMOAH-HNNXBMFYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4863

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	605
0.1-0.2	8451
0.2-0.3	14352
0.3-0.4	3900
0.4-0.5	1582
0.5-0.6	1397
0.6-0.7	556
0.7-0.8	45
0.8-0.85	2
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	0.8048	NPC267811
Intermediate Similarity	0.801	NPC116555
Intermediate Similarity	0.7949	NPC21429
Intermediate Similarity	0.7778	NPC17273
Intermediate Similarity	0.7778	NPC135601
Intermediate Similarity	0.7778	NPC141612
Intermediate Similarity	0.7606	NPC6865
Intermediate Similarity	0.7606	NPC153980
Intermediate Similarity	0.7578	NPC267078
Intermediate Similarity	0.7578	NPC935
Intermediate Similarity	0.7559	NPC72956
Intermediate Similarity	0.7545	NPC474357
Intermediate Similarity	0.7488	NPC324091
Intermediate Similarity	0.7476	NPC317701
Intermediate Similarity	0.7455	NPC470323
Intermediate Similarity	0.7442	NPC471194
Intermediate Similarity	0.7442	NPC471193
Intermediate Similarity	0.7419	NPC471192
Intermediate Similarity	0.7376	NPC133003
Intermediate Similarity	0.735	NPC88110
Intermediate Similarity	0.7313	NPC191415
Intermediate Similarity	0.7299	NPC469308
Intermediate Similarity	0.7295	NPC326422
Intermediate Similarity	0.7291	NPC308931
Intermediate Similarity	0.7291	NPC99939
Intermediate Similarity	0.7291	NPC476341
Intermediate Similarity	0.7256	NPC71238
Intermediate Similarity	0.7243	NPC471191
Intermediate Similarity	0.7192	NPC102755
Intermediate Similarity	0.719	NPC167710
Intermediate Similarity	0.7156	NPC54981
Intermediate Similarity	0.715	NPC317054
Intermediate Similarity	0.7108	NPC470205
Intermediate Similarity	0.7104	NPC147983
Intermediate Similarity	0.7104	NPC177996
Intermediate Similarity	0.71	NPC252572
Intermediate Similarity	0.7092	NPC470203
Intermediate Similarity	0.7091	NPC282247
Intermediate Similarity	0.7056	NPC478184
Intermediate Similarity	0.7041	NPC470204
Intermediate Similarity	0.7041	NPC122141
Intermediate Similarity	0.7033	NPC476460
Intermediate Similarity	0.703	NPC151635
Intermediate Similarity	0.7016	NPC114209
Intermediate Similarity	0.701	NPC120070
Intermediate Similarity	0.701	NPC16659
Intermediate Similarity	0.7	NPC471943
Remote Similarity	0.6995	NPC117032
Remote Similarity	0.699	NPC477003
Remote Similarity	0.6972	NPC243850
Remote Similarity	0.697	NPC478182
Remote Similarity	0.6968	NPC471603
Remote Similarity	0.6968	NPC470702
Remote Similarity	0.6968	NPC473218
Remote Similarity	0.6961	NPC265710
Remote Similarity	0.6955	NPC63109
Remote Similarity	0.6937	NPC470703
Remote Similarity	0.6919	NPC478185
Remote Similarity	0.6919	NPC272458
Remote Similarity	0.6912	NPC284775
Remote Similarity	0.6912	NPC473380
Remote Similarity	0.6912	NPC240088
Remote Similarity	0.6908	NPC467063
Remote Similarity	0.6901	NPC79356
Remote Similarity	0.6901	NPC102592
Remote Similarity	0.6887	NPC304203
Remote Similarity	0.6884	NPC237414
Remote Similarity	0.6883	NPC69843
Remote Similarity	0.6878	NPC11126
Remote Similarity	0.6837	NPC476219
Remote Similarity	0.6827	NPC228835
Remote Similarity	0.6818	NPC293487
Remote Similarity	0.6818	NPC300238
Remote Similarity	0.6806	NPC201266
Remote Similarity	0.6806	NPC220797
Remote Similarity	0.6806	NPC474318
Remote Similarity	0.6806	NPC153123
Remote Similarity	0.6806	NPC268744
Remote Similarity	0.6806	NPC475914
Remote Similarity	0.68	NPC317105
Remote Similarity	0.6786	NPC325903
Remote Similarity	0.6777	NPC473666
Remote Similarity	0.6774	NPC269203
Remote Similarity	0.6774	NPC13456
Remote Similarity	0.6774	NPC166209
Remote Similarity	0.6774	NPC77241
Remote Similarity	0.6769	NPC220851
Remote Similarity	0.6765	NPC161861
Remote Similarity	0.6751	NPC476297
Remote Similarity	0.675	NPC225018
Remote Similarity	0.6736	NPC204141
Remote Similarity	0.6735	NPC469975
Remote Similarity	0.6733	NPC56233
Remote Similarity	0.6733	NPC478183
Remote Similarity	0.6732	NPC469529
Remote Similarity	0.6726	NPC322064
Remote Similarity	0.6724	NPC157931
Remote Similarity	0.6724	NPC257851
Remote Similarity	0.6721	NPC74619
Remote Similarity	0.6718	NPC282531
Remote Similarity	0.6716	NPC271797
Remote Similarity	0.6716	NPC21174
Remote Similarity	0.6699	NPC280852
Remote Similarity	0.6695	NPC471762
Remote Similarity	0.6695	NPC66777
Remote Similarity	0.6695	NPC156003
Remote Similarity	0.6683	NPC73994
Remote Similarity	0.6683	NPC42372
Remote Similarity	0.6682	NPC94752
Remote Similarity	0.6682	NPC474389
Remote Similarity	0.6682	NPC216550
Remote Similarity	0.6667	NPC128244
Remote Similarity	0.6667	NPC91895
Remote Similarity	0.6652	NPC470731
Remote Similarity	0.6652	NPC473376
Remote Similarity	0.6651	NPC307191
Remote Similarity	0.6651	NPC17059
Remote Similarity	0.665	NPC293216
Remote Similarity	0.6649	NPC2823
Remote Similarity	0.6649	NPC470440
Remote Similarity	0.6633	NPC321911
Remote Similarity	0.6623	NPC238945
Remote Similarity	0.6616	NPC295021
Remote Similarity	0.6615	NPC478186
Remote Similarity	0.6615	NPC284635
Remote Similarity	0.6609	NPC323969
Remote Similarity	0.6606	NPC474916
Remote Similarity	0.6603	NPC40530
Remote Similarity	0.6603	NPC314281
Remote Similarity	0.6602	NPC77101
Remote Similarity	0.6598	NPC295452
Remote Similarity	0.6598	NPC171393
Remote Similarity	0.6595	NPC130570
Remote Similarity	0.6591	NPC471944
Remote Similarity	0.6585	NPC32534
Remote Similarity	0.6582	NPC201380
Remote Similarity	0.6582	NPC469811
Remote Similarity	0.6582	NPC179787
Remote Similarity	0.6579	NPC216159
Remote Similarity	0.6579	NPC470732
Remote Similarity	0.6575	NPC477004
Remote Similarity	0.6575	NPC81535
Remote Similarity	0.6567	NPC475990
Remote Similarity	0.6562	NPC266249
Remote Similarity	0.6561	NPC300299
Remote Similarity	0.655	NPC27041
Remote Similarity	0.654	NPC117027
Remote Similarity	0.6531	NPC63545
Remote Similarity	0.6531	NPC143872
Remote Similarity	0.6528	NPC115611
Remote Similarity	0.6526	NPC476527
Remote Similarity	0.6525	NPC116622
Remote Similarity	0.6524	NPC91179
Remote Similarity	0.6524	NPC476817
Remote Similarity	0.6517	NPC18308
Remote Similarity	0.6517	NPC472832
Remote Similarity	0.6507	NPC83774
Remote Similarity	0.6504	NPC123839
Remote Similarity	0.6502	NPC194881
Remote Similarity	0.65	NPC106118
Remote Similarity	0.6498	NPC188821
Remote Similarity	0.6498	NPC474180
Remote Similarity	0.6493	NPC470677
Remote Similarity	0.6488	NPC114637
Remote Similarity	0.6482	NPC470233
Remote Similarity	0.6481	NPC210123
Remote Similarity	0.6476	NPC12649
Remote Similarity	0.6468	NPC294693
Remote Similarity	0.6468	NPC202812
Remote Similarity	0.6465	NPC103119
Remote Similarity	0.6458	NPC125746
Remote Similarity	0.6453	NPC229173
Remote Similarity	0.6453	NPC229893
Remote Similarity	0.645	NPC472833
Remote Similarity	0.645	NPC477714
Remote Similarity	0.6449	NPC62749
Remote Similarity	0.6445	NPC24864
Remote Similarity	0.6445	NPC61011
Remote Similarity	0.6444	NPC471155
Remote Similarity	0.6441	NPC187145
Remote Similarity	0.6436	NPC236711
Remote Similarity	0.6435	NPC62995
Remote Similarity	0.6432	NPC108011
Remote Similarity	0.6429	NPC157583
Remote Similarity	0.6422	NPC48317
Remote Similarity	0.6419	NPC54744
Remote Similarity	0.6417	NPC158055
Remote Similarity	0.6416	NPC270241
Remote Similarity	0.6409	NPC227582
Remote Similarity	0.6408	NPC49217
Remote Similarity	0.6407	NPC477715
Remote Similarity	0.6404	NPC221786
Remote Similarity	0.6404	NPC474880
Remote Similarity	0.6402	NPC15102
Remote Similarity	0.6402	NPC207428
Remote Similarity	0.64	NPC225400
Remote Similarity	0.6395	NPC272174
Remote Similarity	0.6393	NPC19692
Remote Similarity	0.6393	NPC220151
Remote Similarity	0.639	NPC477549

Drug Structure

NPD4863 OpenBabel08211706322D 33 37 0 0 1 0 0 0 0 0999 V2000 -2.5981 -1.5000 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 -0.0000 -3.0000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 0.8660 -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 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 1.5827 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 -0.0000 -1.0000 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 0.0000 0.0000 C 0 0 1 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 -4.3301 0.5000 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 -3.4641 0.0000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 0.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -0.8660 1.5000 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 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9174 0.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 16 2 0 0 0 0 11 24 2 0 0 0 0 11 25 1 0 0 0 0 12 26 2 0 0 0 0 12 27 1 0 0 0 0 13 30 1 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 2 1 6 0 0 0 15 21 1 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 16 29 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 22 30 1 0 0 0 0 22 31 2 0 0 0 0 25 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003461; DNCL002701
DrugBank	DB09054
ChEMBL	CHEMBL2216870
IUPHAR/BPS	6741
PharmaGKB
KEGG Drug	D10560
PubChem CID	11625818
ChEBI	82701
CAS Number	870281-82-6

Drug Properties

Molecular Weight	415.16
ALogP	-1.355
MLogP	2.89
XLogP	4.322
HDA	8
HBD	2
Rotatable Bonds	7
TPSA	99.16
RO5 Violation	0