NPASS drugs

Drug Information

Drug ID:	NPD2295
Drug Name:
Molecular Formula:	C17H11N5O
Canonical SMILES:	O=C(c1cnn2c1nccc2c1ccncc1)c1ccccn1
Standard InCHI:	InChI=1S/C17H11N5O/c23-16(14-3-1-2-7-19-14)13-11-21-22-15(6-10-20-17(13)22)12-4-8-18-9-5-12/h1-11H
Standard InCHIKey:	OQJFBUOFGHPMSR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2295

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	641
0.1-0.2	8612
0.2-0.3	14363
0.3-0.4	4194
0.4-0.5	1344
0.5-0.6	1505
0.6-0.7	218
0.7-0.8	13
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	0.7826	NPC116555
Intermediate Similarity	0.7783	NPC267811
Intermediate Similarity	0.7379	NPC128244
Intermediate Similarity	0.7366	NPC470323
Intermediate Similarity	0.7333	NPC935
Intermediate Similarity	0.7333	NPC267078
Intermediate Similarity	0.7301	NPC474357
Intermediate Similarity	0.7236	NPC157583
Intermediate Similarity	0.7236	NPC237188
Intermediate Similarity	0.7169	NPC62995
Intermediate Similarity	0.7115	NPC326422
Intermediate Similarity	0.705	NPC317054
Intermediate Similarity	0.7044	NPC191415
Remote Similarity	0.6986	NPC216550
Remote Similarity	0.698	NPC284775
Remote Similarity	0.6934	NPC167710
Remote Similarity	0.6923	NPC255909
Remote Similarity	0.6923	NPC103119
Remote Similarity	0.6912	NPC73994
Remote Similarity	0.6898	NPC317701
Remote Similarity	0.6881	NPC471579
Remote Similarity	0.6872	NPC304203
Remote Similarity	0.687	NPC116622
Remote Similarity	0.6869	NPC265100
Remote Similarity	0.6845	NPC102755
Remote Similarity	0.6822	NPC34837
Remote Similarity	0.6812	NPC467063
Remote Similarity	0.6812	NPC477003
Remote Similarity	0.6802	NPC473218
Remote Similarity	0.6802	NPC80681
Remote Similarity	0.6802	NPC470702
Remote Similarity	0.6777	NPC476460
Remote Similarity	0.6771	NPC470703
Remote Similarity	0.6766	NPC70949
Remote Similarity	0.6749	NPC252572
Remote Similarity	0.6746	NPC118084
Remote Similarity	0.6746	NPC141612
Remote Similarity	0.6746	NPC17273
Remote Similarity	0.6746	NPC135601
Remote Similarity	0.6735	NPC63109
Remote Similarity	0.6732	NPC83774
Remote Similarity	0.6731	NPC21429
Remote Similarity	0.6718	NPC217021
Remote Similarity	0.6718	NPC470679
Remote Similarity	0.6713	NPC81535
Remote Similarity	0.6682	NPC472289
Remote Similarity	0.6667	NPC61011
Remote Similarity	0.6667	NPC473878
Remote Similarity	0.665	NPC242116
Remote Similarity	0.6636	NPC237414
Remote Similarity	0.6633	NPC70406
Remote Similarity	0.6632	NPC467188
Remote Similarity	0.6619	NPC476341
Remote Similarity	0.6606	NPC121327
Remote Similarity	0.6599	NPC251391
Remote Similarity	0.6578	NPC471194
Remote Similarity	0.6578	NPC471193
Remote Similarity	0.6573	NPC74619
Remote Similarity	0.6573	NPC324091
Remote Similarity	0.6571	NPC285923
Remote Similarity	0.6571	NPC46895
Remote Similarity	0.6552	NPC56233
Remote Similarity	0.6552	NPC114637
Remote Similarity	0.655	NPC474492
Remote Similarity	0.6545	NPC143977
Remote Similarity	0.6545	NPC328596
Remote Similarity	0.6545	NPC328318
Remote Similarity	0.6532	NPC472065
Remote Similarity	0.652	NPC237740
Remote Similarity	0.6517	NPC100104
Remote Similarity	0.6517	NPC470680
Remote Similarity	0.6514	NPC474916
Remote Similarity	0.6512	NPC272458
Remote Similarity	0.6509	NPC130570
Remote Similarity	0.6507	NPC16659
Remote Similarity	0.6502	NPC42372
Remote Similarity	0.65	NPC469308
Remote Similarity	0.6497	NPC313889
Remote Similarity	0.6486	NPC327592
Remote Similarity	0.648	NPC105811
Remote Similarity	0.648	NPC100726
Remote Similarity	0.6478	NPC48317
Remote Similarity	0.6473	NPC469529
Remote Similarity	0.6471	NPC106757
Remote Similarity	0.6468	NPC293487
Remote Similarity	0.6468	NPC106824
Remote Similarity	0.6462	NPC133003
Remote Similarity	0.6462	NPC86288
Remote Similarity	0.646	NPC72956
Remote Similarity	0.6459	NPC265710
Remote Similarity	0.6457	NPC472064
Remote Similarity	0.6457	NPC317373
Remote Similarity	0.6453	NPC478182
Remote Similarity	0.6453	NPC478184
Remote Similarity	0.6447	NPC123906
Remote Similarity	0.6442	NPC151635
Remote Similarity	0.6432	NPC471603
Remote Similarity	0.6432	NPC153980
Remote Similarity	0.6432	NPC6865
Remote Similarity	0.6429	NPC243850
Remote Similarity	0.6429	NPC88110
Remote Similarity	0.6422	NPC472116
Remote Similarity	0.6414	NPC471655
Remote Similarity	0.6413	NPC88115
Remote Similarity	0.6411	NPC473380
Remote Similarity	0.6411	NPC240088
Remote Similarity	0.6409	NPC284338
Remote Similarity	0.6409	NPC477004
Remote Similarity	0.64	NPC120070
Remote Similarity	0.64	NPC209362
Remote Similarity	0.6396	NPC472062
Remote Similarity	0.6396	NPC472069
Remote Similarity	0.6396	NPC472063
Remote Similarity	0.6395	NPC77101
Remote Similarity	0.6394	NPC293216
Remote Similarity	0.6391	NPC27041
Remote Similarity	0.639	NPC478183
Remote Similarity	0.6382	NPC472260
Remote Similarity	0.635	NPC138842
Remote Similarity	0.6348	NPC471192
Remote Similarity	0.6347	NPC79356
Remote Similarity	0.6347	NPC102592
Remote Similarity	0.6339	NPC472259
Remote Similarity	0.6332	NPC40070
Remote Similarity	0.6332	NPC282247
Remote Similarity	0.6329	NPC471943
Remote Similarity	0.6324	NPC478185
Remote Similarity	0.6324	NPC470203
Remote Similarity	0.6298	NPC229893
Remote Similarity	0.6291	NPC117027
Remote Similarity	0.6288	NPC318299
Remote Similarity	0.6275	NPC470204
Remote Similarity	0.6262	NPC115232
Remote Similarity	0.6262	NPC233380
Remote Similarity	0.6261	NPC317752
Remote Similarity	0.6261	NPC474767
Remote Similarity	0.6256	NPC213914
Remote Similarity	0.625	NPC32534
Remote Similarity	0.6244	NPC470677
Remote Similarity	0.6244	NPC225018
Remote Similarity	0.6238	NPC229055
Remote Similarity	0.6238	NPC297034
Remote Similarity	0.6233	NPC99939
Remote Similarity	0.6233	NPC308931
Remote Similarity	0.6228	NPC472070
Remote Similarity	0.622	NPC262338
Remote Similarity	0.6219	NPC470233
Remote Similarity	0.6214	NPC317105
Remote Similarity	0.6214	NPC274981
Remote Similarity	0.6211	NPC69914
Remote Similarity	0.621	NPC47190
Remote Similarity	0.6207	NPC74357
Remote Similarity	0.6207	NPC177996
Remote Similarity	0.6207	NPC147983
Remote Similarity	0.6197	NPC477042
Remote Similarity	0.6195	NPC122141
Remote Similarity	0.6193	NPC154339
Remote Similarity	0.619	NPC313823
Remote Similarity	0.6188	NPC281094
Remote Similarity	0.6186	NPC65408
Remote Similarity	0.6184	NPC266249
Remote Similarity	0.6178	NPC57398
Remote Similarity	0.6172	NPC91895
Remote Similarity	0.6165	NPC194881
Remote Similarity	0.6158	NPC476131
Remote Similarity	0.6158	NPC476219
Remote Similarity	0.6157	NPC282103
Remote Similarity	0.615	NPC12649
Remote Similarity	0.6147	NPC473666
Remote Similarity	0.6135	NPC271797
Remote Similarity	0.6135	NPC21174
Remote Similarity	0.6132	NPC280852
Remote Similarity	0.613	NPC123839
Remote Similarity	0.6129	NPC476527
Remote Similarity	0.6122	NPC471574
Remote Similarity	0.6121	NPC40530
Remote Similarity	0.6121	NPC314281
Remote Similarity	0.6121	NPC24864
Remote Similarity	0.6119	NPC102664
Remote Similarity	0.6118	NPC216612
Remote Similarity	0.6116	NPC207686
Remote Similarity	0.6111	NPC110158
Remote Similarity	0.6109	NPC267343
Remote Similarity	0.6108	NPC325903
Remote Similarity	0.6105	NPC471589
Remote Similarity	0.6103	NPC251722
Remote Similarity	0.6103	NPC314102
Remote Similarity	0.61	NPC143872
Remote Similarity	0.6099	NPC227582
Remote Similarity	0.6096	NPC471191
Remote Similarity	0.6092	NPC322482
Remote Similarity	0.6092	NPC476817
Remote Similarity	0.6078	NPC477413
Remote Similarity	0.6077	NPC41717
Remote Similarity	0.6077	NPC49217
Remote Similarity	0.607	NPC470111
Remote Similarity	0.6065	NPC159125
Remote Similarity	0.605	NPC327095
Remote Similarity	0.605	NPC312942
Remote Similarity	0.6049	NPC200553

Drug Structure

NPD2295 OpenBabel08211702172D 23 26 0 0 0 0 0 0 0 0999 V2000 -4.1835 2.1488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5144 2.8920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8745 1.1977 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 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 -2.5362 2.6840 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 2.5981 -1.5000 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 -1.2024 -1.0827 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 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8963 0.9898 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 -2.5873 0.0388 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 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2272 1.7330 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 -0.2079 -0.9781 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 -3.2564 -0.7044 0.0000 O 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 7 1 0 0 0 0 3 14 2 0 0 0 0 4 8 1 0 0 0 0 4 12 2 0 0 0 0 5 9 2 0 0 0 0 5 12 1 0 0 0 0 6 10 1 0 0 0 0 6 15 2 0 0 0 0 7 19 2 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 11 13 1 0 0 0 0 11 21 2 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 13 17 2 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 23 2 0 0 0 0 17 20 1 0 0 0 0 17 22 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001116
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	216456
ChEBI
CAS Number

Drug Properties

Molecular Weight	301.10
ALogP	-0.2506
MLogP	2.67
XLogP	2.261
HDA	6
HBD	0
Rotatable Bonds	3
TPSA	73.04
RO5 Violation	0