NPASS drugs

Drug Information

Drug ID:	NPD5615
Drug Name:	Pictilisib
Molecular Formula:	C23H27N7O3S2
Canonical SMILES:	CS(=O)(=O)N1CCN(CC1)Cc1cc2c(s1)c(nc(n2)c1cccc2c1cn[nH]2)N1CCOCC1
Standard InCHI:	InChI=1S/C23H27N7O3S2/c1-35(31,32)30-7-5-28(6-8-30)15-16-13-20-21(34-16)23(29-9-11-33-12-10-29)26-22(25-20)17-3-2-4-19-18(17)14-24-27-19/h2-4,13-14H,5-12,15H2,1H3,(H,24,27)
Standard InCHIKey:	LHNIIDJUOCFXAP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5615

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	773
0.1-0.2	11425
0.2-0.3	13540
0.3-0.4	2437
0.4-0.5	1642
0.5-0.6	1031
0.6-0.7	41
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	0.7013	NPC469308
Remote Similarity	0.6712	NPC471579
Remote Similarity	0.652	NPC164228
Remote Similarity	0.6489	NPC317054
Remote Similarity	0.6478	NPC173344
Remote Similarity	0.6452	NPC149014
Remote Similarity	0.64	NPC77022
Remote Similarity	0.6398	NPC39092
Remote Similarity	0.6375	NPC216221
Remote Similarity	0.6316	NPC280852
Remote Similarity	0.6301	NPC147810
Remote Similarity	0.6289	NPC297862
Remote Similarity	0.626	NPC130570
Remote Similarity	0.624	NPC470731
Remote Similarity	0.6235	NPC19170
Remote Similarity	0.622	NPC253987
Remote Similarity	0.622	NPC66699
Remote Similarity	0.6161	NPC229173
Remote Similarity	0.6157	NPC312942
Remote Similarity	0.6157	NPC327095
Remote Similarity	0.6154	NPC116555
Remote Similarity	0.6151	NPC267811
Remote Similarity	0.6145	NPC124636
Remote Similarity	0.6133	NPC40455
Remote Similarity	0.6133	NPC470203
Remote Similarity	0.612	NPC193370
Remote Similarity	0.6113	NPC175916
Remote Similarity	0.6107	NPC158055
Remote Similarity	0.6106	NPC317105
Remote Similarity	0.6094	NPC16659
Remote Similarity	0.6089	NPC470204
Remote Similarity	0.6069	NPC180504
Remote Similarity	0.6062	NPC107160
Remote Similarity	0.6054	NPC476219
Remote Similarity	0.6053	NPC49217
Remote Similarity	0.6052	NPC265710
Remote Similarity	0.6047	NPC470732
Remote Similarity	0.6044	NPC221786
Remote Similarity	0.6044	NPC474880
Remote Similarity	0.6036	NPC150447
Remote Similarity	0.6008	NPC476817
Remote Similarity	0.6	NPC474897
Remote Similarity	0.5992	NPC31385
Remote Similarity	0.5992	NPC294693
Remote Similarity	0.5992	NPC110602
Remote Similarity	0.5992	NPC75726
Remote Similarity	0.5975	NPC163055
Remote Similarity	0.597	NPC165743
Remote Similarity	0.5958	NPC231536
Remote Similarity	0.5954	NPC477175
Remote Similarity	0.5954	NPC470730
Remote Similarity	0.5947	NPC122141
Remote Similarity	0.5947	NPC63279
Remote Similarity	0.5947	NPC44773
Remote Similarity	0.5947	NPC215584
Remote Similarity	0.594	NPC473380
Remote Similarity	0.594	NPC240088
Remote Similarity	0.594	NPC248454
Remote Similarity	0.594	NPC68354
Remote Similarity	0.5932	NPC475969
Remote Similarity	0.5932	NPC475859
Remote Similarity	0.5931	NPC91895
Remote Similarity	0.5929	NPC469897
Remote Similarity	0.5925	NPC297642
Remote Similarity	0.5922	NPC472027
Remote Similarity	0.5919	NPC40070
Remote Similarity	0.5911	NPC120070
Remote Similarity	0.5903	NPC475990
Remote Similarity	0.5903	NPC56765
Remote Similarity	0.59	NPC153467
Remote Similarity	0.5897	NPC315715
Remote Similarity	0.5893	NPC470233
Remote Similarity	0.5882	NPC204141
Remote Similarity	0.588	NPC314557
Remote Similarity	0.588	NPC472123
Remote Similarity	0.5871	NPC470323
Remote Similarity	0.5867	NPC325903
Remote Similarity	0.5866	NPC471603
Remote Similarity	0.5859	NPC316910
Remote Similarity	0.5859	NPC251936
Remote Similarity	0.5858	NPC15102
Remote Similarity	0.5856	NPC314954
Remote Similarity	0.5855	NPC37423
Remote Similarity	0.5855	NPC275305
Remote Similarity	0.5854	NPC265576
Remote Similarity	0.5851	NPC103119
Remote Similarity	0.5849	NPC267078
Remote Similarity	0.5849	NPC935
Remote Similarity	0.5848	NPC53947
Remote Similarity	0.5843	NPC473757
Remote Similarity	0.5841	NPC476297
Remote Similarity	0.584	NPC472108
Remote Similarity	0.584	NPC139291
Remote Similarity	0.5833	NPC135601
Remote Similarity	0.5833	NPC141612
Remote Similarity	0.5833	NPC300238
Remote Similarity	0.5833	NPC474791
Remote Similarity	0.5833	NPC92796
Remote Similarity	0.5833	NPC135141
Remote Similarity	0.5833	NPC17273
Remote Similarity	0.5833	NPC69843
Remote Similarity	0.583	NPC201380
Remote Similarity	0.583	NPC179787
Remote Similarity	0.5827	NPC474357
Remote Similarity	0.5822	NPC216713
Remote Similarity	0.5822	NPC470823
Remote Similarity	0.5817	NPC476492
Remote Similarity	0.5816	NPC284678
Remote Similarity	0.5808	NPC81229
Remote Similarity	0.5808	NPC255229
Remote Similarity	0.5808	NPC471506
Remote Similarity	0.5805	NPC59269
Remote Similarity	0.5804	NPC321911
Remote Similarity	0.5799	NPC30540
Remote Similarity	0.5799	NPC88097
Remote Similarity	0.5798	NPC307191
Remote Similarity	0.5796	NPC200214
Remote Similarity	0.5794	NPC166492
Remote Similarity	0.5794	NPC194411
Remote Similarity	0.5794	NPC473362
Remote Similarity	0.5792	NPC49051
Remote Similarity	0.5789	NPC216643
Remote Similarity	0.5787	NPC126066
Remote Similarity	0.5787	NPC297034
Remote Similarity	0.5785	NPC472289
Remote Similarity	0.5785	NPC288838
Remote Similarity	0.5785	NPC255909
Remote Similarity	0.5785	NPC63545
Remote Similarity	0.5783	NPC225018
Remote Similarity	0.5781	NPC215795
Remote Similarity	0.5781	NPC176199
Remote Similarity	0.5781	NPC54744
Remote Similarity	0.5781	NPC282247
Remote Similarity	0.5778	NPC148592
Remote Similarity	0.5774	NPC470729
Remote Similarity	0.5774	NPC477176
Remote Similarity	0.5769	NPC201634
Remote Similarity	0.5765	NPC54981
Remote Similarity	0.5764	NPC318065
Remote Similarity	0.5764	NPC206819
Remote Similarity	0.5761	NPC469501
Remote Similarity	0.5761	NPC469470
Remote Similarity	0.5759	NPC114209
Remote Similarity	0.5759	NPC471957
Remote Similarity	0.5759	NPC469811
Remote Similarity	0.5758	NPC90723
Remote Similarity	0.5758	NPC475258
Remote Similarity	0.5754	NPC475288
Remote Similarity	0.5752	NPC21461
Remote Similarity	0.5752	NPC477177
Remote Similarity	0.5752	NPC474877
Remote Similarity	0.5745	NPC161861
Remote Similarity	0.5732	NPC233936
Remote Similarity	0.5727	NPC161108
Remote Similarity	0.5726	NPC99939
Remote Similarity	0.5726	NPC308931
Remote Similarity	0.5725	NPC475422
Remote Similarity	0.5721	NPC286427
Remote Similarity	0.5721	NPC236711
Remote Similarity	0.572	NPC132631
Remote Similarity	0.572	NPC103687
Remote Similarity	0.5714	NPC12649
Remote Similarity	0.5714	NPC143872
Remote Similarity	0.5709	NPC87755
Remote Similarity	0.5708	NPC33421
Remote Similarity	0.5708	NPC472110
Remote Similarity	0.5708	NPC472109
Remote Similarity	0.5698	NPC250835
Remote Similarity	0.5697	NPC95783
Remote Similarity	0.5697	NPC193761
Remote Similarity	0.5696	NPC41257
Remote Similarity	0.5693	NPC160666
Remote Similarity	0.569	NPC311276
Remote Similarity	0.569	NPC21174
Remote Similarity	0.569	NPC478182
Remote Similarity	0.569	NPC271797
Remote Similarity	0.569	NPC478184
Remote Similarity	0.5689	NPC21605
Remote Similarity	0.5688	NPC198988
Remote Similarity	0.5685	NPC272483
Remote Similarity	0.5685	NPC108011
Remote Similarity	0.5685	NPC467063
Remote Similarity	0.5685	NPC472294
Remote Similarity	0.5685	NPC21429
Remote Similarity	0.5684	NPC317430
Remote Similarity	0.5681	NPC6865
Remote Similarity	0.5681	NPC153980
Remote Similarity	0.5678	NPC171393
Remote Similarity	0.5678	NPC295452
Remote Similarity	0.5677	NPC51054
Remote Similarity	0.5676	NPC471192
Remote Similarity	0.5673	NPC477418
Remote Similarity	0.5673	NPC477420
Remote Similarity	0.567	NPC86288
Remote Similarity	0.567	NPC314372
Remote Similarity	0.567	NPC285731
Remote Similarity	0.567	NPC250178
Remote Similarity	0.567	NPC470440
Remote Similarity	0.5665	NPC155444
Remote Similarity	0.5665	NPC2165

Drug Structure

NPD5615 OpenBabel08211708292D 36 41 0 0 0 0 0 0 0 0999 V2000 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1665 3.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3005 3.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1665 4.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1044 3.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9704 4.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2383 3.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1044 5.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6913 5.6178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4345 3.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4345 4.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3005 5.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7024 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8364 2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5685 3.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8364 3.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0981 6.5314 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5685 2.4487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7024 3.9487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0926 6.4268 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9704 3.9487 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 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2383 4.9487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0933 1.7796 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.7617 7.1700 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 35 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 19 2 0 0 0 0 5 7 1 0 0 0 0 5 28 1 0 0 0 0 6 8 1 0 0 0 0 6 28 1 0 0 0 0 7 30 1 0 0 0 0 8 30 1 0 0 0 0 9 11 1 0 0 0 0 9 29 1 0 0 0 0 10 12 1 0 0 0 0 10 29 1 0 0 0 0 11 33 1 0 0 0 0 12 33 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 14 24 2 0 0 0 0 15 16 1 0 0 0 0 15 28 1 0 0 0 0 16 34 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 19 27 1 0 0 0 0 20 21 2 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 21 34 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 23 26 2 0 0 0 0 23 29 1 0 0 0 0 24 27 1 0 0 0 0 27 36 1 0 0 0 0 30 35 1 0 0 0 0 31 35 2 0 0 0 0 32 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001088
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	17755052
ChEBI
CAS Number

Drug Properties

Molecular Weight	513.16
ALogP	-0.6873
MLogP	2.67
XLogP	1.313
HDA	10
HBD	1
Rotatable Bonds	6
TPSA	144.17
RO5 Violation	0