NPASS drugs

Drug Information

Drug ID:	NPD2390
Drug Name:
Molecular Formula:	C17H16N4O
Canonical SMILES:	OC(=Nc1cccnc1)N1CCc2c1cc1ccn(c1c2)C
Standard InCHI:	InChI=1S/C17H16N4O/c1-20-7-4-12-10-16-13(9-15(12)20)5-8-21(16)17(22)19-14-3-2-6-18-11-14/h2-4,6-7,9-11H,5,8H2,1H3,(H,19,22)
Standard InCHIKey:	QJQORSLQNXDVGE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2390

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	550
0.1-0.2	6749
0.2-0.3	15422
0.3-0.4	4316
0.4-0.5	1521
0.5-0.6	1333
0.6-0.7	776
0.7-0.8	214
0.8-0.85	9
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	0.8354	NPC470111
Intermediate Similarity	0.8182	NPC470203
Intermediate Similarity	0.8137	NPC40070
Intermediate Similarity	0.8133	NPC478182
Intermediate Similarity	0.8121	NPC470204
Intermediate Similarity	0.8072	NPC225018
Intermediate Similarity	0.8012	NPC201380
Intermediate Similarity	0.8012	NPC179787
Intermediate Similarity	0.8012	NPC317054
Intermediate Similarity	0.7963	NPC321911
Intermediate Similarity	0.7952	NPC293487
Intermediate Similarity	0.795	NPC63545
Intermediate Similarity	0.7904	NPC122141
Intermediate Similarity	0.7901	NPC469811
Intermediate Similarity	0.7898	NPC150259
Intermediate Similarity	0.7898	NPC314102
Intermediate Similarity	0.7898	NPC251722
Intermediate Similarity	0.7861	NPC280852
Intermediate Similarity	0.7844	NPC92796
Intermediate Similarity	0.7844	NPC135141
Intermediate Similarity	0.7844	NPC477591
Intermediate Similarity	0.7824	NPC478183
Intermediate Similarity	0.7818	NPC325903
Intermediate Similarity	0.7811	NPC478184
Intermediate Similarity	0.7811	NPC317105
Intermediate Similarity	0.7805	NPC53947
Intermediate Similarity	0.7784	NPC129721
Intermediate Similarity	0.7784	NPC236711
Intermediate Similarity	0.7751	NPC478185
Intermediate Similarity	0.7733	NPC91895
Intermediate Similarity	0.773	NPC288838
Intermediate Similarity	0.7727	NPC16659
Intermediate Similarity	0.7725	NPC51054
Intermediate Similarity	0.7719	NPC49217
Intermediate Similarity	0.7719	NPC56233
Intermediate Similarity	0.7697	NPC108011
Intermediate Similarity	0.7692	NPC215584
Intermediate Similarity	0.7692	NPC44773
Intermediate Similarity	0.7688	NPC104483
Intermediate Similarity	0.767	NPC265710
Intermediate Similarity	0.7669	NPC314372
Intermediate Similarity	0.7665	NPC476297
Intermediate Similarity	0.7665	NPC476219
Intermediate Similarity	0.7654	NPC20144
Intermediate Similarity	0.7654	NPC190296
Intermediate Similarity	0.7633	NPC56765
Intermediate Similarity	0.7632	NPC46358
Intermediate Similarity	0.763	NPC32534
Intermediate Similarity	0.7602	NPC90723
Intermediate Similarity	0.76	NPC297034
Intermediate Similarity	0.759	NPC24678
Intermediate Similarity	0.759	NPC105818
Intermediate Similarity	0.7584	NPC307191
Intermediate Similarity	0.7578	NPC73767
Intermediate Similarity	0.7545	NPC470233
Intermediate Similarity	0.7531	NPC469761
Intermediate Similarity	0.7531	NPC469779
Intermediate Similarity	0.7531	NPC469780
Intermediate Similarity	0.7531	NPC469767
Intermediate Similarity	0.7531	NPC469783
Intermediate Similarity	0.7531	NPC469784
Intermediate Similarity	0.7531	NPC469768
Intermediate Similarity	0.7528	NPC24864
Intermediate Similarity	0.7516	NPC169433
Intermediate Similarity	0.7515	NPC143872
Intermediate Similarity	0.7514	NPC240088
Intermediate Similarity	0.7514	NPC473380
Intermediate Similarity	0.75	NPC73952
Intermediate Similarity	0.75	NPC469765
Intermediate Similarity	0.75	NPC469760
Intermediate Similarity	0.75	NPC469938
Intermediate Similarity	0.75	NPC259644
Intermediate Similarity	0.75	NPC469786
Intermediate Similarity	0.75	NPC25008
Intermediate Similarity	0.75	NPC469763
Intermediate Similarity	0.7486	NPC82331
Intermediate Similarity	0.7485	NPC469766
Intermediate Similarity	0.7472	NPC12649
Intermediate Similarity	0.7471	NPC216643
Intermediate Similarity	0.747	NPC471957
Intermediate Similarity	0.7469	NPC110126
Intermediate Similarity	0.7456	NPC75540
Intermediate Similarity	0.7456	NPC212376
Intermediate Similarity	0.7456	NPC211572
Intermediate Similarity	0.7456	NPC80597
Intermediate Similarity	0.7456	NPC70922
Intermediate Similarity	0.7455	NPC204141
Intermediate Similarity	0.7455	NPC159856
Intermediate Similarity	0.7453	NPC84911
Intermediate Similarity	0.7438	NPC198988
Intermediate Similarity	0.7429	NPC194411
Intermediate Similarity	0.7427	NPC318065
Intermediate Similarity	0.7427	NPC206819
Intermediate Similarity	0.7423	NPC115611
Intermediate Similarity	0.7416	NPC59269
Intermediate Similarity	0.741	NPC478186
Intermediate Similarity	0.7391	NPC261195
Intermediate Similarity	0.7391	NPC29886
Intermediate Similarity	0.7391	NPC231536
Intermediate Similarity	0.7391	NPC96102
Intermediate Similarity	0.7384	NPC229173
Intermediate Similarity	0.7368	NPC286427
Intermediate Similarity	0.7363	NPC15102
Intermediate Similarity	0.736	NPC474958
Intermediate Similarity	0.7358	NPC471322
Intermediate Similarity	0.7358	NPC256893
Intermediate Similarity	0.7356	NPC274229
Intermediate Similarity	0.7349	NPC285731
Intermediate Similarity	0.7346	NPC105127
Intermediate Similarity	0.733	NPC97343
Intermediate Similarity	0.7326	NPC475990
Intermediate Similarity	0.7326	NPC41257
Intermediate Similarity	0.7326	NPC221786
Intermediate Similarity	0.7326	NPC474880
Intermediate Similarity	0.731	NPC469785
Intermediate Similarity	0.7303	NPC471579
Intermediate Similarity	0.7303	NPC37423
Intermediate Similarity	0.7303	NPC275305
Intermediate Similarity	0.7294	NPC200214
Intermediate Similarity	0.7284	NPC325252
Intermediate Similarity	0.7278	NPC215795
Intermediate Similarity	0.7278	NPC176199
Intermediate Similarity	0.7273	NPC265605
Intermediate Similarity	0.7273	NPC182570
Intermediate Similarity	0.7273	NPC48564
Intermediate Similarity	0.7267	NPC469762
Intermediate Similarity	0.7256	NPC88097
Intermediate Similarity	0.7253	NPC48938
Intermediate Similarity	0.725	NPC82295
Intermediate Similarity	0.7246	NPC470440
Intermediate Similarity	0.7244	NPC476322
Intermediate Similarity	0.7237	NPC471402
Intermediate Similarity	0.7237	NPC240136
Intermediate Similarity	0.7237	NPC81561
Intermediate Similarity	0.7237	NPC297486
Intermediate Similarity	0.7235	NPC216713
Intermediate Similarity	0.7222	NPC68354
Intermediate Similarity	0.7222	NPC64436
Intermediate Similarity	0.7216	NPC160105
Intermediate Similarity	0.7216	NPC49954
Intermediate Similarity	0.7216	NPC474561
Intermediate Similarity	0.7212	NPC59084
Intermediate Similarity	0.7212	NPC279081
Intermediate Similarity	0.7212	NPC2949
Intermediate Similarity	0.72	NPC311276
Intermediate Similarity	0.7198	NPC191415
Intermediate Similarity	0.719	NPC91958
Intermediate Similarity	0.7188	NPC69914
Intermediate Similarity	0.7188	NPC282398
Intermediate Similarity	0.7184	NPC81229
Intermediate Similarity	0.7184	NPC255229
Intermediate Similarity	0.7182	NPC248462
Intermediate Similarity	0.7179	NPC290094
Intermediate Similarity	0.7176	NPC33421
Intermediate Similarity	0.7175	NPC63751
Intermediate Similarity	0.7174	NPC99939
Intermediate Similarity	0.7174	NPC308931
Intermediate Similarity	0.7171	NPC148140
Intermediate Similarity	0.7169	NPC473868
Intermediate Similarity	0.7169	NPC63157
Intermediate Similarity	0.7152	NPC32002
Intermediate Similarity	0.7152	NPC315348
Intermediate Similarity	0.7152	NPC316811
Intermediate Similarity	0.7151	NPC313791
Intermediate Similarity	0.7151	NPC213629
Intermediate Similarity	0.7151	NPC477611
Intermediate Similarity	0.7143	NPC282231
Intermediate Similarity	0.7143	NPC314919
Intermediate Similarity	0.7143	NPC86288
Intermediate Similarity	0.7135	NPC62749
Intermediate Similarity	0.7135	NPC474897
Intermediate Similarity	0.7135	NPC94752
Intermediate Similarity	0.7134	NPC125746
Intermediate Similarity	0.7128	NPC314058
Intermediate Similarity	0.7128	NPC316018
Intermediate Similarity	0.7126	NPC6436
Intermediate Similarity	0.7125	NPC476131
Intermediate Similarity	0.712	NPC284678
Intermediate Similarity	0.712	NPC265576
Intermediate Similarity	0.7112	NPC95783
Intermediate Similarity	0.7108	NPC284635
Intermediate Similarity	0.7108	NPC230002
Intermediate Similarity	0.7102	NPC194640
Intermediate Similarity	0.7102	NPC40779
Intermediate Similarity	0.7097	NPC17059
Intermediate Similarity	0.7092	NPC473362
Intermediate Similarity	0.7092	NPC166492
Intermediate Similarity	0.709	NPC326422
Intermediate Similarity	0.7088	NPC11126
Intermediate Similarity	0.7086	NPC279918
Intermediate Similarity	0.7079	NPC201700
Intermediate Similarity	0.7078	NPC54102
Intermediate Similarity	0.7078	NPC162689
Intermediate Similarity	0.7074	NPC117244
Intermediate Similarity	0.7074	NPC473763
Intermediate Similarity	0.7065	NPC102755
Intermediate Similarity	0.7062	NPC195507
Intermediate Similarity	0.7062	NPC2165
Intermediate Similarity	0.7059	NPC321708
Intermediate Similarity	0.7056	NPC314603

Drug Structure

NPD2390 OpenBabel08211702172D 23 26 0 0 0 0 0 0 0 0999 V2000 -4.1965 -2.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5525 -2.5258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5743 -2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -3.1473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2216 -1.7827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8116 -3.2518 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 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 -0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 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 2.2653 -1.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 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 3.9126 -0.8316 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 -1.1590 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2183 -2.3383 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 1.6473 0.5352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6254 0.3273 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 14 1 0 0 0 0 4 7 2 0 0 0 0 4 12 1 0 0 0 0 5 8 1 0 0 0 0 5 13 1 0 0 0 0 6 18 2 0 0 0 0 7 20 1 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 15 2 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 19 2 3 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001281
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5163
ChEBI
CAS Number

Drug Properties

Molecular Weight	292.13
ALogP	0.3082
MLogP	2.78
XLogP	3.669
HDA	5
HBD	1
Rotatable Bonds	4
TPSA	53.65
RO5 Violation	0