NPASS drugs

Drug Information

Drug ID:	NPD5645
Drug Name:	Copanlisib
Molecular Formula:	C23H28N8O4
Canonical SMILES:	COc1c(OCCCN2CCOCC2)ccc2c1nc(N=C(c1cnc(=N)[nH]c1)O)n1c2=NCC1
Standard InCHI:	InChI=1S/C23H28N8O4/c1-33-19-17(35-10-2-6-30-8-11-34-12-9-30)4-3-16-18(19)28-23(31-7-5-25-20(16)31)29-21(32)15-13-26-22(24)27-14-15/h3-4,13-14H,2,5-12H2,1H3,(H2,24,26,27)(H,28,29,32)
Standard InCHIKey:	PZBCKZWLPGJMAO-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5645

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	346
0.1-0.2	2421
0.2-0.3	10041
0.3-0.4	3728
0.4-0.5	10693
0.5-0.6	2954
0.6-0.7	702
0.7-0.8	5
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	0.707	NPC473422
Intermediate Similarity	0.7062	NPC272706
Intermediate Similarity	0.7045	NPC162530
Intermediate Similarity	0.7023	NPC473460
Intermediate Similarity	0.7004	NPC472068
Remote Similarity	0.6946	NPC472066
Remote Similarity	0.6946	NPC472067
Remote Similarity	0.6946	NPC472031
Remote Similarity	0.6943	NPC13397
Remote Similarity	0.692	NPC173080
Remote Similarity	0.6881	NPC158551
Remote Similarity	0.6872	NPC250960
Remote Similarity	0.6872	NPC71539
Remote Similarity	0.6856	NPC266994
Remote Similarity	0.6821	NPC476568
Remote Similarity	0.6797	NPC74216
Remote Similarity	0.6777	NPC56271
Remote Similarity	0.6771	NPC203168
Remote Similarity	0.6757	NPC219664
Remote Similarity	0.6744	NPC161804
Remote Similarity	0.6726	NPC473513
Remote Similarity	0.6726	NPC471532
Remote Similarity	0.6712	NPC471561
Remote Similarity	0.67	NPC92191
Remote Similarity	0.67	NPC59028
Remote Similarity	0.6684	NPC274026
Remote Similarity	0.6682	NPC163829
Remote Similarity	0.6667	NPC315257
Remote Similarity	0.6667	NPC66815
Remote Similarity	0.6651	NPC217294
Remote Similarity	0.6651	NPC477186
Remote Similarity	0.6651	NPC25897
Remote Similarity	0.6651	NPC127178
Remote Similarity	0.6634	NPC66573
Remote Similarity	0.6624	NPC470821
Remote Similarity	0.6616	NPC82285
Remote Similarity	0.6616	NPC133011
Remote Similarity	0.6608	NPC471531
Remote Similarity	0.6587	NPC287152
Remote Similarity	0.6562	NPC168250
Remote Similarity	0.6558	NPC79213
Remote Similarity	0.6552	NPC247251
Remote Similarity	0.6548	NPC60538
Remote Similarity	0.6548	NPC207824
Remote Similarity	0.6547	NPC16249
Remote Similarity	0.6542	NPC41501
Remote Similarity	0.6535	NPC216816
Remote Similarity	0.6533	NPC476651
Remote Similarity	0.6528	NPC78284
Remote Similarity	0.6522	NPC108826
Remote Similarity	0.652	NPC469592
Remote Similarity	0.652	NPC471080
Remote Similarity	0.6518	NPC205926
Remote Similarity	0.6518	NPC18348
Remote Similarity	0.6513	NPC130926
Remote Similarity	0.6507	NPC181905
Remote Similarity	0.6498	NPC85381
Remote Similarity	0.6493	NPC98197
Remote Similarity	0.649	NPC108434
Remote Similarity	0.649	NPC475215
Remote Similarity	0.6482	NPC76213
Remote Similarity	0.6482	NPC277669
Remote Similarity	0.6479	NPC262725
Remote Similarity	0.6478	NPC469594
Remote Similarity	0.6476	NPC316981
Remote Similarity	0.6471	NPC214368
Remote Similarity	0.6466	NPC46259
Remote Similarity	0.6458	NPC473183
Remote Similarity	0.645	NPC37957
Remote Similarity	0.645	NPC17565
Remote Similarity	0.6439	NPC475393
Remote Similarity	0.6439	NPC127362
Remote Similarity	0.6438	NPC280272
Remote Similarity	0.6438	NPC234318
Remote Similarity	0.6436	NPC37205
Remote Similarity	0.6436	NPC160931
Remote Similarity	0.6429	NPC316161
Remote Similarity	0.6429	NPC49353
Remote Similarity	0.6429	NPC185838
Remote Similarity	0.6422	NPC478007
Remote Similarity	0.6419	NPC316297
Remote Similarity	0.6419	NPC66191
Remote Similarity	0.6419	NPC314817
Remote Similarity	0.6418	NPC292003
Remote Similarity	0.6418	NPC477564
Remote Similarity	0.6418	NPC2295
Remote Similarity	0.6416	NPC475133
Remote Similarity	0.6416	NPC469589
Remote Similarity	0.6414	NPC428
Remote Similarity	0.6414	NPC476571
Remote Similarity	0.6414	NPC147390
Remote Similarity	0.6414	NPC24233
Remote Similarity	0.6414	NPC246587
Remote Similarity	0.6414	NPC135538
Remote Similarity	0.6411	NPC473432
Remote Similarity	0.641	NPC65277
Remote Similarity	0.6408	NPC4138
Remote Similarity	0.6408	NPC284183
Remote Similarity	0.6408	NPC121275
Remote Similarity	0.6406	NPC318805
Remote Similarity	0.6406	NPC41122
Remote Similarity	0.6406	NPC204970
Remote Similarity	0.6406	NPC294244
Remote Similarity	0.6404	NPC475326
Remote Similarity	0.6404	NPC202605
Remote Similarity	0.6404	NPC112206
Remote Similarity	0.6404	NPC119722
Remote Similarity	0.6404	NPC235628
Remote Similarity	0.6396	NPC31930
Remote Similarity	0.6389	NPC174629
Remote Similarity	0.6386	NPC127674
Remote Similarity	0.6386	NPC207757
Remote Similarity	0.6386	NPC189266
Remote Similarity	0.6386	NPC276588
Remote Similarity	0.6386	NPC54379
Remote Similarity	0.6386	NPC93593
Remote Similarity	0.6386	NPC5238
Remote Similarity	0.6386	NPC2413
Remote Similarity	0.6386	NPC184026
Remote Similarity	0.6386	NPC204828
Remote Similarity	0.6386	NPC172765
Remote Similarity	0.6386	NPC110416
Remote Similarity	0.6386	NPC193949
Remote Similarity	0.6386	NPC39701
Remote Similarity	0.6386	NPC249797
Remote Similarity	0.6386	NPC469817
Remote Similarity	0.6386	NPC295691
Remote Similarity	0.6386	NPC278799
Remote Similarity	0.6379	NPC308906
Remote Similarity	0.6379	NPC153923
Remote Similarity	0.6378	NPC294249
Remote Similarity	0.6377	NPC268503
Remote Similarity	0.6377	NPC250846
Remote Similarity	0.6377	NPC240841
Remote Similarity	0.6377	NPC317272
Remote Similarity	0.6377	NPC256012
Remote Similarity	0.6377	NPC42549
Remote Similarity	0.6376	NPC266931
Remote Similarity	0.6375	NPC473184
Remote Similarity	0.6372	NPC249996
Remote Similarity	0.6368	NPC478008
Remote Similarity	0.6364	NPC179825
Remote Similarity	0.6364	NPC321505
Remote Similarity	0.6364	NPC30540
Remote Similarity	0.6364	NPC476151
Remote Similarity	0.6364	NPC191376
Remote Similarity	0.6359	NPC233650
Remote Similarity	0.6356	NPC261388
Remote Similarity	0.6355	NPC147091
Remote Similarity	0.6355	NPC138083
Remote Similarity	0.6355	NPC476202
Remote Similarity	0.635	NPC88249
Remote Similarity	0.635	NPC192768
Remote Similarity	0.635	NPC220858
Remote Similarity	0.635	NPC151895
Remote Similarity	0.635	NPC97221
Remote Similarity	0.6346	NPC471604
Remote Similarity	0.6346	NPC310894
Remote Similarity	0.6344	NPC209769
Remote Similarity	0.6341	NPC205167
Remote Similarity	0.6332	NPC26679
Remote Similarity	0.6329	NPC134858
Remote Similarity	0.6327	NPC477796
Remote Similarity	0.6327	NPC477805
Remote Similarity	0.6327	NPC477806
Remote Similarity	0.6327	NPC477795
Remote Similarity	0.6326	NPC276674
Remote Similarity	0.6326	NPC33902
Remote Similarity	0.6321	NPC253429
Remote Similarity	0.6321	NPC287588
Remote Similarity	0.6321	NPC283999
Remote Similarity	0.632	NPC470799
Remote Similarity	0.632	NPC8022
Remote Similarity	0.6318	NPC162653
Remote Similarity	0.6316	NPC269449
Remote Similarity	0.6314	NPC19175
Remote Similarity	0.6313	NPC474904
Remote Similarity	0.6311	NPC476581
Remote Similarity	0.6311	NPC36229
Remote Similarity	0.6311	NPC24954
Remote Similarity	0.6311	NPC470930
Remote Similarity	0.6311	NPC475147
Remote Similarity	0.6311	NPC16452
Remote Similarity	0.6308	NPC328750
Remote Similarity	0.6308	NPC188163
Remote Similarity	0.6308	NPC179704
Remote Similarity	0.6308	NPC474915
Remote Similarity	0.6308	NPC213206
Remote Similarity	0.6308	NPC195538
Remote Similarity	0.6305	NPC187022
Remote Similarity	0.6305	NPC80129
Remote Similarity	0.6303	NPC2314
Remote Similarity	0.6302	NPC237227
Remote Similarity	0.63	NPC103379
Remote Similarity	0.63	NPC477565
Remote Similarity	0.6298	NPC81247
Remote Similarity	0.6298	NPC476573
Remote Similarity	0.6298	NPC35627
Remote Similarity	0.6295	NPC303374
Remote Similarity	0.6295	NPC311357

Drug Structure

NPD5645 OpenBabel08211708292D 38 42 0 0 0 0 0 0 0 0999 V2000 -0.8660 -4.5000 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 1.7321 -2.0000 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 1.2024 1.0827 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 0.2079 0.9781 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 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 4.3301 -1.5000 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 -1.7321 -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 0.8660 -1.5000 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 0.0000 -2.0000 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 -0.5000 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 -2.5981 -3.5000 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 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 6 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 7 1 0 0 0 0 5 25 1 0 0 0 0 6 30 1 0 0 0 0 7 31 1 0 0 0 0 8 11 1 0 0 0 0 8 30 1 0 0 0 0 9 12 1 0 0 0 0 9 30 1 0 0 0 0 10 35 1 0 0 0 0 11 34 1 0 0 0 0 12 34 1 0 0 0 0 13 15 2 0 0 0 0 13 26 1 0 0 0 0 14 15 1 0 0 0 0 14 27 2 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 19 2 0 0 0 0 17 35 1 0 0 0 0 18 19 1 0 0 0 0 18 28 1 0 0 0 0 19 33 1 0 0 0 0 20 25 2 0 0 0 0 20 31 1 0 0 0 0 21 29 2 3 0 0 0 21 32 1 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 23 31 1 0 0 0 0 24 36 1 0 0 0 0 26 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002440
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24989044
ChEBI
CAS Number

Drug Properties

Molecular Weight	480.22
ALogP	-2.3049
MLogP	2.67
XLogP	1.241
HDA	10
HBD	3
Rotatable Bonds	10
TPSA	139.72
RO5 Violation	0