NPASS drugs

Drug Information

Drug ID:	NPD2476
Drug Name:
Molecular Formula:	C17H19N4O2
Canonical SMILES:	OCCn1nc(c(c1CC)Oc1cc(C#N)cc(c1)[N+]#C)CC
Standard InCHI:	InChI=1S/C17H19N4O2/c1-4-15-17(16(5-2)21(20-15)6-7-22)23-14-9-12(11-18)8-13(10-14)19-3/h3,8-10,22H,4-7H2,1-2H3/q+1
Standard InCHIKey:	FDKFFEDNWJEELJ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2476

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	334
0.1-0.2	2836
0.2-0.3	9928
0.3-0.4	6182
0.4-0.5	8928
0.5-0.6	2308
0.6-0.7	372
0.7-0.8	2
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	0.7887	NPC194967
Intermediate Similarity	0.7437	NPC472193
Remote Similarity	0.6943	NPC477888
Remote Similarity	0.6938	NPC475774
Remote Similarity	0.6919	NPC118776
Remote Similarity	0.69	NPC42591
Remote Similarity	0.6889	NPC180504
Remote Similarity	0.6881	NPC110741
Remote Similarity	0.6854	NPC469589
Remote Similarity	0.6823	NPC118511
Remote Similarity	0.6792	NPC472111
Remote Similarity	0.6768	NPC283152
Remote Similarity	0.6763	NPC13880
Remote Similarity	0.6762	NPC470586
Remote Similarity	0.6746	NPC128823
Remote Similarity	0.6745	NPC470930
Remote Similarity	0.6729	NPC475910
Remote Similarity	0.6728	NPC162530
Remote Similarity	0.6697	NPC132642
Remote Similarity	0.6684	NPC177404
Remote Similarity	0.6683	NPC84478
Remote Similarity	0.6683	NPC251090
Remote Similarity	0.6683	NPC471593
Remote Similarity	0.6682	NPC203168
Remote Similarity	0.6682	NPC173080
Remote Similarity	0.6682	NPC26679
Remote Similarity	0.6667	NPC219664
Remote Similarity	0.6667	NPC473185
Remote Similarity	0.6667	NPC307963
Remote Similarity	0.6652	NPC475253
Remote Similarity	0.6651	NPC267928
Remote Similarity	0.6651	NPC471080
Remote Similarity	0.6651	NPC469592
Remote Similarity	0.6634	NPC242928
Remote Similarity	0.662	NPC476138
Remote Similarity	0.662	NPC245816
Remote Similarity	0.662	NPC209769
Remote Similarity	0.6606	NPC94157
Remote Similarity	0.66	NPC211997
Remote Similarity	0.6591	NPC170114
Remote Similarity	0.6591	NPC288349
Remote Similarity	0.659	NPC11464
Remote Similarity	0.6588	NPC18487
Remote Similarity	0.6587	NPC475190
Remote Similarity	0.6587	NPC279401
Remote Similarity	0.6587	NPC79293
Remote Similarity	0.6585	NPC66083
Remote Similarity	0.6584	NPC474798
Remote Similarity	0.6577	NPC473179
Remote Similarity	0.6575	NPC476287
Remote Similarity	0.6561	NPC473513
Remote Similarity	0.6558	NPC476106
Remote Similarity	0.6557	NPC315957
Remote Similarity	0.6557	NPC329747
Remote Similarity	0.6557	NPC121772
Remote Similarity	0.6552	NPC176127
Remote Similarity	0.655	NPC134586
Remote Similarity	0.655	NPC194724
Remote Similarity	0.6545	NPC26872
Remote Similarity	0.6545	NPC470549
Remote Similarity	0.6544	NPC185782
Remote Similarity	0.6542	NPC162484
Remote Similarity	0.654	NPC72211
Remote Similarity	0.6535	NPC70092
Remote Similarity	0.6532	NPC469594
Remote Similarity	0.653	NPC316981
Remote Similarity	0.653	NPC48353
Remote Similarity	0.6528	NPC193777
Remote Similarity	0.6522	NPC76748
Remote Similarity	0.652	NPC320394
Remote Similarity	0.6516	NPC470799
Remote Similarity	0.6516	NPC8022
Remote Similarity	0.6514	NPC199667
Remote Similarity	0.6502	NPC17565
Remote Similarity	0.65	NPC478074
Remote Similarity	0.6495	NPC475085
Remote Similarity	0.6495	NPC291535
Remote Similarity	0.6495	NPC475112
Remote Similarity	0.6495	NPC66815
Remote Similarity	0.6493	NPC243834
Remote Similarity	0.6493	NPC70956
Remote Similarity	0.6493	NPC472191
Remote Similarity	0.649	NPC469390
Remote Similarity	0.649	NPC92111
Remote Similarity	0.6484	NPC146418
Remote Similarity	0.6479	NPC19872
Remote Similarity	0.6477	NPC315257
Remote Similarity	0.6473	NPC296527
Remote Similarity	0.6468	NPC201697
Remote Similarity	0.6468	NPC473181
Remote Similarity	0.6468	NPC288943
Remote Similarity	0.6465	NPC1527
Remote Similarity	0.646	NPC65277
Remote Similarity	0.6456	NPC61350
Remote Similarity	0.6455	NPC264176
Remote Similarity	0.6455	NPC473180
Remote Similarity	0.6447	NPC70172
Remote Similarity	0.6445	NPC70259
Remote Similarity	0.6444	NPC472031
Remote Similarity	0.6444	NPC472066
Remote Similarity	0.6444	NPC472067
Remote Similarity	0.6443	NPC26850
Remote Similarity	0.6439	NPC62069
Remote Similarity	0.6438	NPC473183
Remote Similarity	0.6435	NPC47059
Remote Similarity	0.6435	NPC274291
Remote Similarity	0.6435	NPC264166
Remote Similarity	0.6435	NPC285558
Remote Similarity	0.6435	NPC118832
Remote Similarity	0.6435	NPC165349
Remote Similarity	0.6435	NPC329708
Remote Similarity	0.6429	NPC472068
Remote Similarity	0.6422	NPC473184
Remote Similarity	0.6422	NPC470931
Remote Similarity	0.6422	NPC476465
Remote Similarity	0.6419	NPC295898
Remote Similarity	0.641	NPC30540
Remote Similarity	0.6407	NPC469554
Remote Similarity	0.6406	NPC471736
Remote Similarity	0.6404	NPC472168
Remote Similarity	0.6402	NPC329793
Remote Similarity	0.6398	NPC131017
Remote Similarity	0.6398	NPC43787
Remote Similarity	0.6398	NPC205934
Remote Similarity	0.6396	NPC263439
Remote Similarity	0.6384	NPC303658
Remote Similarity	0.638	NPC472098
Remote Similarity	0.6379	NPC473182
Remote Similarity	0.6377	NPC314573
Remote Similarity	0.6377	NPC204385
Remote Similarity	0.6372	NPC232727
Remote Similarity	0.6359	NPC164374
Remote Similarity	0.6359	NPC137929
Remote Similarity	0.6355	NPC287437
Remote Similarity	0.6351	NPC84853
Remote Similarity	0.6347	NPC287208
Remote Similarity	0.6343	NPC199277
Remote Similarity	0.6343	NPC135887
Remote Similarity	0.6341	NPC219963
Remote Similarity	0.6338	NPC224928
Remote Similarity	0.6337	NPC312872
Remote Similarity	0.6336	NPC101543
Remote Similarity	0.6332	NPC227908
Remote Similarity	0.633	NPC472286
Remote Similarity	0.633	NPC304183
Remote Similarity	0.633	NPC472287
Remote Similarity	0.6327	NPC128115
Remote Similarity	0.6326	NPC11017
Remote Similarity	0.6318	NPC158129
Remote Similarity	0.6309	NPC329631
Remote Similarity	0.6308	NPC477889
Remote Similarity	0.6303	NPC141915
Remote Similarity	0.6303	NPC280964
Remote Similarity	0.6303	NPC195268
Remote Similarity	0.6303	NPC133140
Remote Similarity	0.6303	NPC114335
Remote Similarity	0.6296	NPC267423
Remote Similarity	0.6296	NPC98685
Remote Similarity	0.6293	NPC168486
Remote Similarity	0.6293	NPC222592
Remote Similarity	0.6287	NPC111624
Remote Similarity	0.6284	NPC473422
Remote Similarity	0.6283	NPC208084
Remote Similarity	0.628	NPC284559
Remote Similarity	0.6277	NPC476994
Remote Similarity	0.6277	NPC476997
Remote Similarity	0.6277	NPC314954
Remote Similarity	0.6277	NPC252251
Remote Similarity	0.6274	NPC226202
Remote Similarity	0.6273	NPC308392
Remote Similarity	0.6268	NPC469830
Remote Similarity	0.6261	NPC202503
Remote Similarity	0.6261	NPC200888
Remote Similarity	0.6261	NPC208284
Remote Similarity	0.6256	NPC470164
Remote Similarity	0.6256	NPC323345
Remote Similarity	0.6256	NPC225279
Remote Similarity	0.6256	NPC63562
Remote Similarity	0.6256	NPC477533
Remote Similarity	0.6256	NPC475841
Remote Similarity	0.6256	NPC86078
Remote Similarity	0.6256	NPC474145
Remote Similarity	0.625	NPC476998
Remote Similarity	0.625	NPC20249
Remote Similarity	0.625	NPC476996
Remote Similarity	0.625	NPC176538
Remote Similarity	0.6244	NPC174758
Remote Similarity	0.6244	NPC72980
Remote Similarity	0.6239	NPC469440
Remote Similarity	0.6239	NPC223427
Remote Similarity	0.6237	NPC153769
Remote Similarity	0.6237	NPC219383
Remote Similarity	0.6234	NPC110151
Remote Similarity	0.6229	NPC472061
Remote Similarity	0.6228	NPC310118
Remote Similarity	0.6225	NPC473432
Remote Similarity	0.6223	NPC477531
Remote Similarity	0.6221	NPC476044
Remote Similarity	0.6217	NPC179287
Remote Similarity	0.6216	NPC123976

Drug Structure

NPD2476 OpenBabel08211702172D 24 25 0 0 0 0 0 0 0 0999 V2000 0.9898 -2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5134 1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0388 -2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -1.7024 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 1.8080 1.9316 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -1.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8025 2.0361 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 19 3 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 21 1 0 0 0 0 7 22 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 14 2 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 12 1 0 0 0 0 11 18 3 0 0 0 0 13 19 1 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 20 2 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 20 21 1 0 0 0 0 22 24 1 0 0 0 0 M CHG 1 19 1 M END $$$$

External Identifiers

TTD	DNCL002997
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71296127
ChEBI
CAS Number

Drug Properties

Molecular Weight	311.15
ALogP	-2.028
MLogP	2.67
XLogP	2.15
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	75.43
RO5 Violation	0