NPASS drugs

Drug Information

Drug ID:	NPD5849
Drug Name:	Olaparib
Molecular Formula:	C24H23FN4O3
Canonical SMILES:	O=C(N1CCN(CC1)C(=O)c1cc(ccc1F)Cc1nnc(c2c1cccc2)O)C1CC1
Standard InCHI:	InChI=1S/C24H23FN4O3/c25-20-8-5-15(14-21-17-3-1-2-4-18(17)22(30)27-26-21)13-19(20)24(32)29-11-9-28(10-12-29)23(31)16-6-7-16/h1-5,8,13,16H,6-7,9-12,14H2,(H,27,30)
Standard InCHIKey:	FDLYAMZZIXQODN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5849

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	322
0.1-0.2	1636
0.2-0.3	7909
0.3-0.4	5541
0.4-0.5	11705
0.5-0.6	3543
0.6-0.7	234
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	0.6884	NPC183805
Remote Similarity	0.6753	NPC303225
Remote Similarity	0.6684	NPC133470
Remote Similarity	0.6684	NPC289776
Remote Similarity	0.6684	NPC191863
Remote Similarity	0.6667	NPC45850
Remote Similarity	0.6667	NPC322064
Remote Similarity	0.6667	NPC206186
Remote Similarity	0.6649	NPC477889
Remote Similarity	0.6604	NPC270918
Remote Similarity	0.6566	NPC164340
Remote Similarity	0.6561	NPC220851
Remote Similarity	0.6549	NPC477516
Remote Similarity	0.6541	NPC254798
Remote Similarity	0.6535	NPC194040
Remote Similarity	0.6533	NPC271792
Remote Similarity	0.6524	NPC471944
Remote Similarity	0.6502	NPC473449
Remote Similarity	0.6477	NPC189116
Remote Similarity	0.6473	NPC146724
Remote Similarity	0.6468	NPC243058
Remote Similarity	0.6468	NPC237740
Remote Similarity	0.6465	NPC471743
Remote Similarity	0.6463	NPC477549
Remote Similarity	0.6459	NPC474916
Remote Similarity	0.6449	NPC53344
Remote Similarity	0.6411	NPC90229
Remote Similarity	0.64	NPC232340
Remote Similarity	0.64	NPC67659
Remote Similarity	0.639	NPC44354
Remote Similarity	0.6386	NPC133306
Remote Similarity	0.6373	NPC90415
Remote Similarity	0.6364	NPC471294
Remote Similarity	0.6359	NPC124086
Remote Similarity	0.6359	NPC471195
Remote Similarity	0.6359	NPC471196
Remote Similarity	0.6355	NPC203635
Remote Similarity	0.6354	NPC477887
Remote Similarity	0.635	NPC219848
Remote Similarity	0.6345	NPC315893
Remote Similarity	0.6345	NPC316110
Remote Similarity	0.6345	NPC313587
Remote Similarity	0.634	NPC88970
Remote Similarity	0.6339	NPC478141
Remote Similarity	0.6338	NPC211813
Remote Similarity	0.6335	NPC27041
Remote Similarity	0.6335	NPC469727
Remote Similarity	0.6321	NPC84508
Remote Similarity	0.6318	NPC256268
Remote Similarity	0.6313	NPC257390
Remote Similarity	0.6311	NPC18890
Remote Similarity	0.6308	NPC200836
Remote Similarity	0.6305	NPC470205
Remote Similarity	0.63	NPC186351
Remote Similarity	0.6298	NPC75179
Remote Similarity	0.6298	NPC56170
Remote Similarity	0.6293	NPC478077
Remote Similarity	0.6288	NPC477112
Remote Similarity	0.6286	NPC472193
Remote Similarity	0.6284	NPC470020
Remote Similarity	0.6276	NPC471130
Remote Similarity	0.6273	NPC151781
Remote Similarity	0.6273	NPC74562
Remote Similarity	0.6273	NPC316181
Remote Similarity	0.6263	NPC477888
Remote Similarity	0.6256	NPC9894
Remote Similarity	0.625	NPC139763
Remote Similarity	0.625	NPC92803
Remote Similarity	0.6244	NPC239763
Remote Similarity	0.6244	NPC190401
Remote Similarity	0.6234	NPC329631
Remote Similarity	0.6233	NPC53144
Remote Similarity	0.6228	NPC157931
Remote Similarity	0.6224	NPC159319
Remote Similarity	0.622	NPC471448
Remote Similarity	0.6219	NPC84347
Remote Similarity	0.6216	NPC62995
Remote Similarity	0.6214	NPC17273
Remote Similarity	0.6214	NPC141612
Remote Similarity	0.6214	NPC135601
Remote Similarity	0.6211	NPC233702
Remote Similarity	0.621	NPC309845
Remote Similarity	0.6205	NPC315804
Remote Similarity	0.6205	NPC322644
Remote Similarity	0.6205	NPC313804
Remote Similarity	0.6204	NPC472259
Remote Similarity	0.6203	NPC477890
Remote Similarity	0.62	NPC259545
Remote Similarity	0.6199	NPC250448
Remote Similarity	0.6197	NPC280714
Remote Similarity	0.6195	NPC216612
Remote Similarity	0.6193	NPC471178
Remote Similarity	0.6188	NPC191088
Remote Similarity	0.6188	NPC13599
Remote Similarity	0.6188	NPC3214
Remote Similarity	0.6188	NPC246658
Remote Similarity	0.6188	NPC303384
Remote Similarity	0.6188	NPC298840
Remote Similarity	0.6188	NPC268393
Remote Similarity	0.6186	NPC328318
Remote Similarity	0.6186	NPC328596
Remote Similarity	0.6186	NPC72905
Remote Similarity	0.6181	NPC126481
Remote Similarity	0.6179	NPC473814
Remote Similarity	0.6179	NPC78767
Remote Similarity	0.6178	NPC323969
Remote Similarity	0.6178	NPC272174
Remote Similarity	0.6175	NPC175602
Remote Similarity	0.6174	NPC326363
Remote Similarity	0.6173	NPC315214
Remote Similarity	0.6173	NPC124542
Remote Similarity	0.6173	NPC471177
Remote Similarity	0.6173	NPC47298
Remote Similarity	0.6173	NPC199737
Remote Similarity	0.6173	NPC59779
Remote Similarity	0.617	NPC16188
Remote Similarity	0.6168	NPC249040
Remote Similarity	0.6167	NPC120251
Remote Similarity	0.6164	NPC61038
Remote Similarity	0.6161	NPC93390
Remote Similarity	0.6157	NPC257851
Remote Similarity	0.615	NPC472284
Remote Similarity	0.615	NPC102008
Remote Similarity	0.615	NPC474896
Remote Similarity	0.6143	NPC469928
Remote Similarity	0.6142	NPC32028
Remote Similarity	0.6142	NPC97367
Remote Similarity	0.6133	NPC269270
Remote Similarity	0.613	NPC471762
Remote Similarity	0.6129	NPC314648
Remote Similarity	0.6127	NPC471997
Remote Similarity	0.6126	NPC144691
Remote Similarity	0.6126	NPC236668
Remote Similarity	0.6123	NPC31097
Remote Similarity	0.612	NPC473360
Remote Similarity	0.6111	NPC57398
Remote Similarity	0.6108	NPC256935
Remote Similarity	0.6106	NPC14686
Remote Similarity	0.6104	NPC116622
Remote Similarity	0.6103	NPC74153
Remote Similarity	0.6103	NPC472542
Remote Similarity	0.6103	NPC472541
Remote Similarity	0.6101	NPC317373
Remote Similarity	0.6099	NPC146976
Remote Similarity	0.6096	NPC322482
Remote Similarity	0.6091	NPC476116
Remote Similarity	0.6089	NPC279871
Remote Similarity	0.6087	NPC476491
Remote Similarity	0.6087	NPC241025
Remote Similarity	0.6087	NPC133003
Remote Similarity	0.6081	NPC264176
Remote Similarity	0.608	NPC41717
Remote Similarity	0.6079	NPC121069
Remote Similarity	0.6075	NPC150712
Remote Similarity	0.6073	NPC193238
Remote Similarity	0.6071	NPC330009
Remote Similarity	0.6068	NPC253675
Remote Similarity	0.6068	NPC470317
Remote Similarity	0.6068	NPC325976
Remote Similarity	0.6066	NPC474473
Remote Similarity	0.6064	NPC60553
Remote Similarity	0.6063	NPC303951
Remote Similarity	0.6063	NPC85273
Remote Similarity	0.6061	NPC66777
Remote Similarity	0.6061	NPC204867
Remote Similarity	0.6059	NPC150048
Remote Similarity	0.6059	NPC203754
Remote Similarity	0.6059	NPC41679
Remote Similarity	0.6056	NPC472539
Remote Similarity	0.6056	NPC472540
Remote Similarity	0.6056	NPC470787
Remote Similarity	0.6055	NPC327592
Remote Similarity	0.6054	NPC207866
Remote Similarity	0.6054	NPC31700
Remote Similarity	0.6053	NPC210434
Remote Similarity	0.6052	NPC132329
Remote Similarity	0.6052	NPC207686
Remote Similarity	0.6049	NPC15840
Remote Similarity	0.6049	NPC39822
Remote Similarity	0.6048	NPC144381
Remote Similarity	0.6044	NPC293151
Remote Similarity	0.6043	NPC24370
Remote Similarity	0.6043	NPC214142
Remote Similarity	0.6043	NPC319232
Remote Similarity	0.6041	NPC27904
Remote Similarity	0.6039	NPC21429
Remote Similarity	0.6039	NPC258480
Remote Similarity	0.6039	NPC471742
Remote Similarity	0.6039	NPC207851
Remote Similarity	0.6039	NPC294951
Remote Similarity	0.6038	NPC473821
Remote Similarity	0.6038	NPC230403
Remote Similarity	0.6036	NPC220337
Remote Similarity	0.6036	NPC23294
Remote Similarity	0.6035	NPC472099
Remote Similarity	0.6027	NPC313796
Remote Similarity	0.6027	NPC471191
Remote Similarity	0.6027	NPC313345
Remote Similarity	0.6027	NPC314855
Remote Similarity	0.6027	NPC315638

Drug Structure

NPD5849 OpenBabel08211708292D 33 37 0 0 0 0 0 0 0 0999 V2000 -0.8660 -3.5000 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 -1.7321 -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 8.1603 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 1.8660 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 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -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 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 8.6603 1.0000 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 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 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 8.6603 -0.0000 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 5.1962 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -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 7.7942 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 9.5263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 18 2 0 0 0 0 5 8 2 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 7 16 1 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 12 29 1 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 2 0 0 0 0 22 27 2 0 0 0 0 22 30 1 0 0 0 0 23 28 1 0 0 0 0 23 31 2 0 0 0 0 24 29 1 0 0 0 0 24 32 2 0 0 0 0 26 27 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000145; DNC008974; DCL000583
DrugBank	DB09074
ChEMBL	CHEMBL521686
IUPHAR/BPS	7519
PharmaGKB
KEGG Drug	D09730
PubChem CID	23725625
ChEBI	83766
CAS Number	763113-22-0

Drug Properties

Molecular Weight	434.18
ALogP	-0.5161
MLogP	3.22
XLogP	3.398
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	86.63
RO5 Violation	0