NPASS drugs

Drug Information

Drug ID:	NPD3360
Drug Name:
Molecular Formula:	C19H20BrN3O3
Canonical SMILES:	O=C(c1ncn2c1[C@@H]1CCCN1C(=O)c1c2cccc1Br)OC(C)(C)C
Standard InCHI:	InChI=1S/C19H20BrN3O3/c1-19(2,3)26-18(25)15-16-13-8-5-9-22(13)17(24)14-11(20)6-4-7-12(14)23(16)10-21-15/h4,6-7,10,13H,5,8-9H2,1-3H3/t13-/m0/s1
Standard InCHIKey:	LWUDDYHYYNNIQI-ZDUSSCGKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3360

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	474
0.1-0.2	4316
0.2-0.3	11021
0.3-0.4	11048
0.4-0.5	1955
0.5-0.6	1714
0.6-0.7	359
0.7-0.8	3
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	NPC243850
Intermediate Similarity	0.7008	NPC267078
Intermediate Similarity	0.7008	NPC935
Remote Similarity	0.698	NPC474357
Remote Similarity	0.697	NPC82053
Remote Similarity	0.6967	NPC470323
Remote Similarity	0.6955	NPC156003
Remote Similarity	0.6923	NPC123839
Remote Similarity	0.691	NPC266249
Remote Similarity	0.6901	NPC474196
Remote Similarity	0.6875	NPC474195
Remote Similarity	0.6807	NPC477979
Remote Similarity	0.6779	NPC77101
Remote Similarity	0.6722	NPC475736
Remote Similarity	0.6705	NPC471536
Remote Similarity	0.6705	NPC74619
Remote Similarity	0.6696	NPC476341
Remote Similarity	0.6696	NPC282103
Remote Similarity	0.6695	NPC116555
Remote Similarity	0.6695	NPC285192
Remote Similarity	0.668	NPC15384
Remote Similarity	0.668	NPC471197
Remote Similarity	0.668	NPC244425
Remote Similarity	0.6667	NPC474389
Remote Similarity	0.6653	NPC248601
Remote Similarity	0.6653	NPC471198
Remote Similarity	0.6653	NPC473218
Remote Similarity	0.6653	NPC470702
Remote Similarity	0.6639	NPC147983
Remote Similarity	0.6639	NPC177996
Remote Similarity	0.6638	NPC477004
Remote Similarity	0.6625	NPC470703
Remote Similarity	0.6612	NPC267811
Remote Similarity	0.66	NPC196718
Remote Similarity	0.6595	NPC474916
Remote Similarity	0.6586	NPC69843
Remote Similarity	0.6583	NPC118940
Remote Similarity	0.658	NPC472116
Remote Similarity	0.6567	NPC237414
Remote Similarity	0.6556	NPC54744
Remote Similarity	0.6556	NPC282247
Remote Similarity	0.6555	NPC476525
Remote Similarity	0.6553	NPC57398
Remote Similarity	0.655	NPC138370
Remote Similarity	0.6534	NPC102593
Remote Similarity	0.6523	NPC295452
Remote Similarity	0.6523	NPC171393
Remote Similarity	0.6502	NPC62995
Remote Similarity	0.6498	NPC473376
Remote Similarity	0.6498	NPC132539
Remote Similarity	0.6494	NPC198673
Remote Similarity	0.6494	NPC474180
Remote Similarity	0.6494	NPC188821
Remote Similarity	0.6485	NPC71238
Remote Similarity	0.6454	NPC116622
Remote Similarity	0.6453	NPC168911
Remote Similarity	0.6452	NPC229893
Remote Similarity	0.6438	NPC472539
Remote Similarity	0.6438	NPC472540
Remote Similarity	0.6438	NPC470787
Remote Similarity	0.6434	NPC36405
Remote Similarity	0.6432	NPC203635
Remote Similarity	0.6429	NPC260434
Remote Similarity	0.6426	NPC81535
Remote Similarity	0.6424	NPC179896
Remote Similarity	0.6423	NPC168209
Remote Similarity	0.6417	NPC182222
Remote Similarity	0.6417	NPC476524
Remote Similarity	0.6417	NPC97902
Remote Similarity	0.6415	NPC63109
Remote Similarity	0.6411	NPC175150
Remote Similarity	0.6411	NPC243633
Remote Similarity	0.641	NPC472541
Remote Similarity	0.641	NPC472542
Remote Similarity	0.6405	NPC54981
Remote Similarity	0.6383	NPC239954
Remote Similarity	0.6382	NPC469717
Remote Similarity	0.6379	NPC471193
Remote Similarity	0.6379	NPC471194
Remote Similarity	0.6379	NPC153980
Remote Similarity	0.6379	NPC6865
Remote Similarity	0.6371	NPC471944
Remote Similarity	0.6368	NPC79356
Remote Similarity	0.6368	NPC102592
Remote Similarity	0.636	NPC472259
Remote Similarity	0.635	NPC321939
Remote Similarity	0.6344	NPC472861
Remote Similarity	0.6344	NPC184932
Remote Similarity	0.6341	NPC312645
Remote Similarity	0.6339	NPC328924
Remote Similarity	0.6339	NPC469529
Remote Similarity	0.6339	NPC89987
Remote Similarity	0.6337	NPC72956
Remote Similarity	0.6333	NPC471191
Remote Similarity	0.6331	NPC272174
Remote Similarity	0.6327	NPC50562
Remote Similarity	0.6325	NPC135950
Remote Similarity	0.6324	NPC115595
Remote Similarity	0.6318	NPC317701
Remote Similarity	0.6318	NPC295548
Remote Similarity	0.6316	NPC243058
Remote Similarity	0.6314	NPC220852
Remote Similarity	0.6314	NPC141053
Remote Similarity	0.631	NPC323244
Remote Similarity	0.6307	NPC471155
Remote Similarity	0.6307	NPC470786
Remote Similarity	0.6305	NPC474896
Remote Similarity	0.6303	NPC54537
Remote Similarity	0.6301	NPC471192
Remote Similarity	0.6301	NPC67658
Remote Similarity	0.6289	NPC245055
Remote Similarity	0.6287	NPC103361
Remote Similarity	0.6287	NPC293917
Remote Similarity	0.6281	NPC270241
Remote Similarity	0.628	NPC31097
Remote Similarity	0.6273	NPC242872
Remote Similarity	0.6273	NPC263117
Remote Similarity	0.6273	NPC125181
Remote Similarity	0.6271	NPC262898
Remote Similarity	0.6269	NPC17487
Remote Similarity	0.6269	NPC201831
Remote Similarity	0.6267	NPC469938
Remote Similarity	0.6266	NPC225400
Remote Similarity	0.6261	NPC114637
Remote Similarity	0.6255	NPC478158
Remote Similarity	0.6255	NPC64216
Remote Similarity	0.6245	NPC118559
Remote Similarity	0.6245	NPC477107
Remote Similarity	0.6245	NPC207020
Remote Similarity	0.6245	NPC124920
Remote Similarity	0.6245	NPC477109
Remote Similarity	0.6245	NPC34580
Remote Similarity	0.6245	NPC257851
Remote Similarity	0.6245	NPC477108
Remote Similarity	0.6245	NPC304307
Remote Similarity	0.6245	NPC476491
Remote Similarity	0.624	NPC472538
Remote Similarity	0.624	NPC285343
Remote Similarity	0.6235	NPC315062
Remote Similarity	0.6234	NPC90415
Remote Similarity	0.6231	NPC148889
Remote Similarity	0.6229	NPC179701
Remote Similarity	0.6228	NPC16659
Remote Similarity	0.6223	NPC469489
Remote Similarity	0.622	NPC100547
Remote Similarity	0.622	NPC194740
Remote Similarity	0.622	NPC89508
Remote Similarity	0.6218	NPC474318
Remote Similarity	0.6218	NPC268744
Remote Similarity	0.6218	NPC201266
Remote Similarity	0.6218	NPC475914
Remote Similarity	0.6218	NPC19696
Remote Similarity	0.6218	NPC220797
Remote Similarity	0.6218	NPC123395
Remote Similarity	0.6218	NPC153123
Remote Similarity	0.6218	NPC136957
Remote Similarity	0.6217	NPC46895
Remote Similarity	0.6217	NPC472119
Remote Similarity	0.6217	NPC477003
Remote Similarity	0.6216	NPC101350
Remote Similarity	0.6214	NPC287208
Remote Similarity	0.6213	NPC88315
Remote Similarity	0.6213	NPC192306
Remote Similarity	0.6211	NPC14325
Remote Similarity	0.6211	NPC28848
Remote Similarity	0.6211	NPC279189
Remote Similarity	0.6211	NPC219848
Remote Similarity	0.6211	NPC200553
Remote Similarity	0.621	NPC238945
Remote Similarity	0.6208	NPC216369
Remote Similarity	0.6208	NPC473761
Remote Similarity	0.6207	NPC278434
Remote Similarity	0.6204	NPC242923
Remote Similarity	0.6203	NPC174281
Remote Similarity	0.6203	NPC475286
Remote Similarity	0.62	NPC323969
Remote Similarity	0.6198	NPC277350
Remote Similarity	0.6197	NPC476460
Remote Similarity	0.6196	NPC322135
Remote Similarity	0.6196	NPC223409
Remote Similarity	0.6196	NPC95240
Remote Similarity	0.6195	NPC37268
Remote Similarity	0.6194	NPC53534
Remote Similarity	0.6192	NPC77241
Remote Similarity	0.6192	NPC13456
Remote Similarity	0.6192	NPC37152
Remote Similarity	0.6192	NPC269203
Remote Similarity	0.6192	NPC166209
Remote Similarity	0.619	NPC476423
Remote Similarity	0.6187	NPC284888
Remote Similarity	0.6184	NPC265710
Remote Similarity	0.6184	NPC256268
Remote Similarity	0.6181	NPC157931
Remote Similarity	0.6181	NPC261251
Remote Similarity	0.6181	NPC187145
Remote Similarity	0.618	NPC314882
Remote Similarity	0.6178	NPC235685
Remote Similarity	0.6176	NPC212213
Remote Similarity	0.6174	NPC161801
Remote Similarity	0.6174	NPC143533

Drug Structure

NPD3360 OpenBabel08211703112D 26 29 0 0 1 0 0 0 0 0999 V2000 -0.4463 4.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5359 3.8995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7740 5.3825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6034 -0.2172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4248 0.7667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7228 -0.6911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0646 3.0204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 -0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4339 0.9010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7568 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5129 2.6604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.8019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 -0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5089 2.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3536 4.4751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 -1.0990 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.1450 3.4135 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 0.9749 2.0245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1974 -1.1974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0845 1.9323 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9292 3.6574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 9 22 1 0 0 0 0 10 21 2 0 0 0 0 10 23 1 0 0 0 0 11 14 2 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 8 1 1 0 0 0 13 16 1 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 17 24 2 0 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014737
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	107926
ChEBI
CAS Number

Drug Properties

Molecular Weight	417.07
ALogP	0.5949
MLogP	2.78
XLogP	3.718
HDA	6
HBD	0
Rotatable Bonds	7
TPSA	63.91
RO5 Violation	0