NPASS drugs

Drug Information

Drug ID:	NPD4941
Drug Name:
Molecular Formula:	C22H22FN3O3
Canonical SMILES:	COC1CCN(CC1)C(=O)c1cc(ccc1F)Cc1nnc(c2c1cccc2)O
Standard InCHI:	InChI=1S/C22H22FN3O3/c1-29-15-8-10-26(11-9-15)22(28)18-12-14(6-7-19(18)23)13-20-16-4-2-3-5-17(16)21(27)25-24-20/h2-7,12,15H,8-11,13H2,1H3,(H,25,27)
Standard InCHIKey:	HYNBNUYQTQIHJK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4941

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	218
0.1-0.2	1138
0.2-0.3	5026
0.3-0.4	7701
0.4-0.5	10839
0.5-0.6	5483
0.6-0.7	485
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	0.685	NPC183805
Remote Similarity	0.6834	NPC194040
Remote Similarity	0.68	NPC206186
Remote Similarity	0.6791	NPC477889
Remote Similarity	0.6726	NPC477549
Remote Similarity	0.6718	NPC303225
Remote Similarity	0.6697	NPC473449
Remote Similarity	0.6683	NPC44354
Remote Similarity	0.6649	NPC477888
Remote Similarity	0.6636	NPC322064
Remote Similarity	0.6634	NPC45850
Remote Similarity	0.6619	NPC328596
Remote Similarity	0.6619	NPC328318
Remote Similarity	0.6616	NPC164340
Remote Similarity	0.6604	NPC317373
Remote Similarity	0.659	NPC237740
Remote Similarity	0.6583	NPC271792
Remote Similarity	0.6573	NPC53344
Remote Similarity	0.6562	NPC133470
Remote Similarity	0.6562	NPC289776
Remote Similarity	0.6562	NPC191863
Remote Similarity	0.6558	NPC470020
Remote Similarity	0.6557	NPC327592
Remote Similarity	0.6544	NPC316181
Remote Similarity	0.6544	NPC151781
Remote Similarity	0.6544	NPC74562
Remote Similarity	0.6538	NPC90229
Remote Similarity	0.6533	NPC67659
Remote Similarity	0.6532	NPC220851
Remote Similarity	0.6528	NPC9894
Remote Similarity	0.6522	NPC146724
Remote Similarity	0.652	NPC477516
Remote Similarity	0.6515	NPC84347
Remote Similarity	0.6507	NPC102008
Remote Similarity	0.6507	NPC472284
Remote Similarity	0.6505	NPC471448
Remote Similarity	0.6502	NPC90415
Remote Similarity	0.6495	NPC270918
Remote Similarity	0.6491	NPC329631
Remote Similarity	0.649	NPC472193
Remote Similarity	0.6489	NPC186351
Remote Similarity	0.6481	NPC75179
Remote Similarity	0.6476	NPC280714
Remote Similarity	0.6476	NPC477112
Remote Similarity	0.6458	NPC84508
Remote Similarity	0.6457	NPC478141
Remote Similarity	0.6457	NPC216612
Remote Similarity	0.6449	NPC472286
Remote Similarity	0.6449	NPC472287
Remote Similarity	0.6438	NPC72905
Remote Similarity	0.6437	NPC285394
Remote Similarity	0.6436	NPC243058
Remote Similarity	0.6432	NPC471743
Remote Similarity	0.6429	NPC322482
Remote Similarity	0.6425	NPC56170
Remote Similarity	0.6415	NPC471944
Remote Similarity	0.6409	NPC469928
Remote Similarity	0.6406	NPC303951
Remote Similarity	0.6406	NPC477887
Remote Similarity	0.6406	NPC124086
Remote Similarity	0.6404	NPC203635
Remote Similarity	0.6404	NPC207851
Remote Similarity	0.6402	NPC314648
Remote Similarity	0.6396	NPC313804
Remote Similarity	0.6396	NPC315804
Remote Similarity	0.6393	NPC236668
Remote Similarity	0.6393	NPC150712
Remote Similarity	0.6393	NPC317752
Remote Similarity	0.6382	NPC139763
Remote Similarity	0.6376	NPC23294
Remote Similarity	0.6368	NPC232340
Remote Similarity	0.6364	NPC146976
Remote Similarity	0.6355	NPC317572
Remote Similarity	0.6355	NPC133306
Remote Similarity	0.6354	NPC473360
Remote Similarity	0.6351	NPC474916
Remote Similarity	0.6347	NPC318299
Remote Similarity	0.6344	NPC157931
Remote Similarity	0.6343	NPC193238
Remote Similarity	0.6337	NPC471997
Remote Similarity	0.6335	NPC330009
Remote Similarity	0.6335	NPC62995
Remote Similarity	0.6332	NPC471294
Remote Similarity	0.6332	NPC316065
Remote Similarity	0.6332	NPC289905
Remote Similarity	0.633	NPC254798
Remote Similarity	0.633	NPC309845
Remote Similarity	0.6327	NPC471178
Remote Similarity	0.6323	NPC269270
Remote Similarity	0.6318	NPC313587
Remote Similarity	0.6318	NPC315893
Remote Similarity	0.6318	NPC316110
Remote Similarity	0.6316	NPC230403
Remote Similarity	0.6316	NPC471762
Remote Similarity	0.6313	NPC39679
Remote Similarity	0.6311	NPC210434
Remote Similarity	0.6308	NPC124542
Remote Similarity	0.6308	NPC199737
Remote Similarity	0.6308	NPC471177
Remote Similarity	0.6308	NPC59779
Remote Similarity	0.6306	NPC293151
Remote Similarity	0.6303	NPC473814
Remote Similarity	0.6303	NPC78767
Remote Similarity	0.6301	NPC220337
Remote Similarity	0.6298	NPC92803
Remote Similarity	0.6298	NPC266425
Remote Similarity	0.6296	NPC314855
Remote Similarity	0.6296	NPC313345
Remote Similarity	0.6296	NPC315638
Remote Similarity	0.6296	NPC313796
Remote Similarity	0.6295	NPC14686
Remote Similarity	0.6295	NPC323969
Remote Similarity	0.6293	NPC295158
Remote Similarity	0.6293	NPC241025
Remote Similarity	0.6291	NPC249040
Remote Similarity	0.629	NPC190401
Remote Similarity	0.629	NPC239763
Remote Similarity	0.6286	NPC93390
Remote Similarity	0.6284	NPC61038
Remote Similarity	0.628	NPC18890
Remote Similarity	0.6279	NPC200836
Remote Similarity	0.6278	NPC257390
Remote Similarity	0.6276	NPC189116
Remote Similarity	0.6276	NPC204867
Remote Similarity	0.6275	NPC99723
Remote Similarity	0.6273	NPC264176
Remote Similarity	0.6272	NPC257851
Remote Similarity	0.6271	NPC142385
Remote Similarity	0.6269	NPC203754
Remote Similarity	0.6269	NPC150048
Remote Similarity	0.6268	NPC280964
Remote Similarity	0.6268	NPC114335
Remote Similarity	0.6268	NPC141915
Remote Similarity	0.6267	NPC315545
Remote Similarity	0.6267	NPC314297
Remote Similarity	0.6263	NPC144691
Remote Similarity	0.6261	NPC38964
Remote Similarity	0.6256	NPC222524
Remote Similarity	0.625	NPC253675
Remote Similarity	0.625	NPC471196
Remote Similarity	0.625	NPC191310
Remote Similarity	0.625	NPC3715
Remote Similarity	0.625	NPC137353
Remote Similarity	0.625	NPC471316
Remote Similarity	0.625	NPC471195
Remote Similarity	0.625	NPC67401
Remote Similarity	0.6245	NPC66777
Remote Similarity	0.6245	NPC208522
Remote Similarity	0.6244	NPC320394
Remote Similarity	0.6244	NPC250448
Remote Similarity	0.6244	NPC232225
Remote Similarity	0.6244	NPC123395
Remote Similarity	0.6244	NPC258480
Remote Similarity	0.6244	NPC471130
Remote Similarity	0.6243	NPC161292
Remote Similarity	0.6239	NPC210828
Remote Similarity	0.6239	NPC86834
Remote Similarity	0.6238	NPC219848
Remote Similarity	0.6233	NPC3214
Remote Similarity	0.6233	NPC246658
Remote Similarity	0.6233	NPC303384
Remote Similarity	0.6233	NPC268393
Remote Similarity	0.6233	NPC298840
Remote Similarity	0.6233	NPC13599
Remote Similarity	0.6233	NPC211813
Remote Similarity	0.6233	NPC191088
Remote Similarity	0.6233	NPC27041
Remote Similarity	0.6231	NPC126481
Remote Similarity	0.6228	NPC470018
Remote Similarity	0.6228	NPC319232
Remote Similarity	0.6228	NPC24370
Remote Similarity	0.6226	NPC24228
Remote Similarity	0.6224	NPC88970
Remote Similarity	0.6223	NPC471598
Remote Similarity	0.6222	NPC150239
Remote Similarity	0.6222	NPC128115
Remote Similarity	0.6222	NPC469439
Remote Similarity	0.6222	NPC472099
Remote Similarity	0.6222	NPC120251
Remote Similarity	0.6221	NPC175602
Remote Similarity	0.622	NPC28510
Remote Similarity	0.6219	NPC279871
Remote Similarity	0.6217	NPC24019
Remote Similarity	0.6213	NPC41501
Remote Similarity	0.6207	NPC284888
Remote Similarity	0.6207	NPC256268
Remote Similarity	0.6205	NPC82056
Remote Similarity	0.6204	NPC53144
Remote Similarity	0.6203	NPC15406
Remote Similarity	0.6201	NPC17374
Remote Similarity	0.6201	NPC74575
Remote Similarity	0.6201	NPC261251
Remote Similarity	0.6201	NPC118559
Remote Similarity	0.6201	NPC34580
Remote Similarity	0.6201	NPC304307
Remote Similarity	0.6201	NPC124920
Remote Similarity	0.6199	NPC112206
Remote Similarity	0.6199	NPC202605
Remote Similarity	0.6198	NPC284348
Remote Similarity	0.6195	NPC159125

Drug Structure

NPD4941 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 7.7942 -5.5000 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 1.7321 -3.0000 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 -2.5000 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 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 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 0.5000 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 6.9282 -4.0000 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 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 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 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 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 29 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 16 2 0 0 0 0 5 17 2 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 26 1 0 0 0 0 11 26 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 26 1 0 0 0 0 22 28 2 0 0 0 0 24 25 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DND000017
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44199317
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.16
ALogP	-0.9492
MLogP	3.11
XLogP	4.113
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	75.55
RO5 Violation	0