NPASS drugs

Drug Information

Drug ID:	NPD1958
Drug Name:
Molecular Formula:	C16H15N5O
Canonical SMILES:	NC(=N)NC(=O)c1ccc2c(c1)cccc2c1cnn(c1)C
Standard InCHI:	InChI=1S/C16H15N5O/c1-21-9-12(8-19-21)13-4-2-3-10-7-11(5-6-14(10)13)15(22)20-16(17)18/h2-9H,1H3,(H4,17,18,20,22)
Standard InCHIKey:	WVROWPPEIMRGAB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1958

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	435
0.1-0.2	2892
0.2-0.3	11425
0.3-0.4	11813
0.4-0.5	2666
0.5-0.6	1472
0.6-0.7	187
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	0.6738	NPC284775
Remote Similarity	0.6738	NPC473380
Remote Similarity	0.6738	NPC237188
Remote Similarity	0.6738	NPC240088
Remote Similarity	0.6667	NPC16659
Remote Similarity	0.6649	NPC477003
Remote Similarity	0.6631	NPC293216
Remote Similarity	0.663	NPC80681
Remote Similarity	0.6614	NPC265710
Remote Similarity	0.658	NPC135601
Remote Similarity	0.658	NPC17273
Remote Similarity	0.658	NPC141612
Remote Similarity	0.6562	NPC21429
Remote Similarity	0.6541	NPC114637
Remote Similarity	0.6531	NPC476460
Remote Similarity	0.6524	NPC267811
Remote Similarity	0.6522	NPC265100
Remote Similarity	0.6512	NPC65408
Remote Similarity	0.6505	NPC70949
Remote Similarity	0.6492	NPC477042
Remote Similarity	0.649	NPC6865
Remote Similarity	0.649	NPC153980
Remote Similarity	0.6486	NPC42372
Remote Similarity	0.6486	NPC71132
Remote Similarity	0.6474	NPC157583
Remote Similarity	0.6467	NPC242116
Remote Similarity	0.6458	NPC470677
Remote Similarity	0.6458	NPC191415
Remote Similarity	0.6456	NPC116555
Remote Similarity	0.6443	NPC308931
Remote Similarity	0.6443	NPC99939
Remote Similarity	0.6442	NPC72956
Remote Similarity	0.6418	NPC34837
Remote Similarity	0.6411	NPC471193
Remote Similarity	0.6411	NPC471194
Remote Similarity	0.6406	NPC88110
Remote Similarity	0.6393	NPC477887
Remote Similarity	0.6389	NPC473878
Remote Similarity	0.6382	NPC304203
Remote Similarity	0.6369	NPC100726
Remote Similarity	0.6368	NPC139763
Remote Similarity	0.6368	NPC167710
Remote Similarity	0.6354	NPC70406
Remote Similarity	0.6349	NPC262338
Remote Similarity	0.6345	NPC103119
Remote Similarity	0.6343	NPC2823
Remote Similarity	0.6341	NPC317701
Remote Similarity	0.634	NPC470205
Remote Similarity	0.634	NPC102755
Remote Similarity	0.6337	NPC474389
Remote Similarity	0.6332	NPC47190
Remote Similarity	0.6332	NPC216550
Remote Similarity	0.6324	NPC470680
Remote Similarity	0.6324	NPC100104
Remote Similarity	0.6324	NPC44773
Remote Similarity	0.6324	NPC215584
Remote Similarity	0.6321	NPC471192
Remote Similarity	0.6316	NPC101165
Remote Similarity	0.6313	NPC143872
Remote Similarity	0.6308	NPC467063
Remote Similarity	0.6304	NPC76982
Remote Similarity	0.63	NPC474180
Remote Similarity	0.63	NPC188821
Remote Similarity	0.63	NPC326422
Remote Similarity	0.6298	NPC471655
Remote Similarity	0.629	NPC470203
Remote Similarity	0.6283	NPC469529
Remote Similarity	0.6283	NPC471579
Remote Similarity	0.6279	NPC330326
Remote Similarity	0.6276	NPC133003
Remote Similarity	0.627	NPC474492
Remote Similarity	0.6269	NPC213468
Remote Similarity	0.6264	NPC470679
Remote Similarity	0.6264	NPC117032
Remote Similarity	0.6264	NPC217021
Remote Similarity	0.6257	NPC478182
Remote Similarity	0.6257	NPC478184
Remote Similarity	0.6257	NPC467188
Remote Similarity	0.6256	NPC470702
Remote Similarity	0.6256	NPC473218
Remote Similarity	0.625	NPC272458
Remote Similarity	0.6243	NPC300299
Remote Similarity	0.6237	NPC470204
Remote Similarity	0.6226	NPC470703
Remote Similarity	0.6225	NPC477004
Remote Similarity	0.6214	NPC106757
Remote Similarity	0.619	NPC49217
Remote Similarity	0.619	NPC56233
Remote Similarity	0.6188	NPC157828
Remote Similarity	0.6188	NPC195239
Remote Similarity	0.6188	NPC105811
Remote Similarity	0.6186	NPC11126
Remote Similarity	0.6183	NPC293487
Remote Similarity	0.6181	NPC255909
Remote Similarity	0.6162	NPC94752
Remote Similarity	0.6162	NPC476527
Remote Similarity	0.6158	NPC11445
Remote Similarity	0.6154	NPC182940
Remote Similarity	0.6154	NPC473376
Remote Similarity	0.6154	NPC88115
Remote Similarity	0.6154	NPC73994
Remote Similarity	0.6154	NPC79777
Remote Similarity	0.6154	NPC102664
Remote Similarity	0.6145	NPC136002
Remote Similarity	0.6145	NPC190296
Remote Similarity	0.6143	NPC267078
Remote Similarity	0.6143	NPC935
Remote Similarity	0.6142	NPC228835
Remote Similarity	0.6141	NPC295021
Remote Similarity	0.6141	NPC251391
Remote Similarity	0.6129	NPC286427
Remote Similarity	0.6127	NPC471322
Remote Similarity	0.6117	NPC225018
Remote Similarity	0.6116	NPC474357
Remote Similarity	0.6105	NPC478183
Remote Similarity	0.6098	NPC131887
Remote Similarity	0.6096	NPC41257
Remote Similarity	0.6096	NPC56765
Remote Similarity	0.6096	NPC206819
Remote Similarity	0.6096	NPC318065
Remote Similarity	0.6087	NPC300183
Remote Similarity	0.6085	NPC90723
Remote Similarity	0.6078	NPC128244
Remote Similarity	0.6077	NPC314372
Remote Similarity	0.6075	NPC51054
Remote Similarity	0.6071	NPC471997
Remote Similarity	0.6071	NPC234403
Remote Similarity	0.6071	NPC40530
Remote Similarity	0.6071	NPC314281
Remote Similarity	0.607	NPC324091
Remote Similarity	0.6068	NPC220797
Remote Similarity	0.6068	NPC153123
Remote Similarity	0.6068	NPC474318
Remote Similarity	0.6068	NPC201266
Remote Similarity	0.6068	NPC268744
Remote Similarity	0.6068	NPC237414
Remote Similarity	0.6068	NPC475914
Remote Similarity	0.6067	NPC110126
Remote Similarity	0.6066	NPC123906
Remote Similarity	0.6064	NPC122141
Remote Similarity	0.6062	NPC252572
Remote Similarity	0.6061	NPC110158
Remote Similarity	0.6049	NPC227582
Remote Similarity	0.6048	NPC471191
Remote Similarity	0.6045	NPC105127
Remote Similarity	0.6045	NPC84911
Remote Similarity	0.6045	NPC83214
Remote Similarity	0.6044	NPC288838
Remote Similarity	0.6042	NPC471943
Remote Similarity	0.6042	NPC194411
Remote Similarity	0.604	NPC138370
Remote Similarity	0.6039	NPC13456
Remote Similarity	0.6039	NPC77241
Remote Similarity	0.6039	NPC166209
Remote Similarity	0.6039	NPC269203
Remote Similarity	0.6034	NPC469783
Remote Similarity	0.6034	NPC469761
Remote Similarity	0.6034	NPC469779
Remote Similarity	0.6034	NPC469784
Remote Similarity	0.6034	NPC469767
Remote Similarity	0.6034	NPC469780
Remote Similarity	0.6034	NPC469768
Remote Similarity	0.6033	NPC313889
Remote Similarity	0.6033	NPC105818
Remote Similarity	0.6033	NPC24678
Remote Similarity	0.6033	NPC53947
Remote Similarity	0.6032	NPC478185
Remote Similarity	0.6027	NPC470323
Remote Similarity	0.6024	NPC91958
Remote Similarity	0.6024	NPC143603
Remote Similarity	0.6022	NPC209362
Remote Similarity	0.602	NPC321708
Remote Similarity	0.602	NPC248462
Remote Similarity	0.6019	NPC243850
Remote Similarity	0.6019	NPC477044
Remote Similarity	0.6019	NPC62995
Remote Similarity	0.6019	NPC477041
Remote Similarity	0.6011	NPC135141
Remote Similarity	0.6011	NPC207554
Remote Similarity	0.6011	NPC92796
Remote Similarity	0.6	NPC267885
Remote Similarity	0.6	NPC274981
Remote Similarity	0.6	NPC469766
Remote Similarity	0.6	NPC194640
Remote Similarity	0.6	NPC472260
Remote Similarity	0.6	NPC151635
Remote Similarity	0.6	NPC27740
Remote Similarity	0.599	NPC477045
Remote Similarity	0.599	NPC268966
Remote Similarity	0.599	NPC83111
Remote Similarity	0.599	NPC271792
Remote Similarity	0.599	NPC74413
Remote Similarity	0.599	NPC154339
Remote Similarity	0.599	NPC78020
Remote Similarity	0.5989	NPC261195
Remote Similarity	0.5989	NPC29886
Remote Similarity	0.5989	NPC159856
Remote Similarity	0.5989	NPC96102
Remote Similarity	0.5981	NPC476073
Remote Similarity	0.598	NPC165495

Drug Structure

NPD1958 OpenBabel08211701392D 26 28 0 0 0 0 0 0 0 0999 V2000 -0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 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 2.8147 0.2024 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 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 3.6808 1.7024 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 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 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 5.4128 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -2.7976 0.0000 N 0 0 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 5.4128 -1.2976 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 6.2788 0.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.7976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -3.2976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -3.2976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -1.7976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 10 1 0 0 0 0 4 13 2 0 0 0 0 5 6 1 0 0 0 0 5 11 2 0 0 0 0 6 14 2 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 8 19 2 0 0 0 0 9 12 2 0 0 0 0 9 21 1 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001159
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	12004418
ChEBI
CAS Number

Drug Properties

Molecular Weight	293.13
ALogP	-0.4775
MLogP	2.56
XLogP	3.201
HDA	6
HBD	3
Rotatable Bonds	6
TPSA	96.79
RO5 Violation	0