NPASS drugs

Drug Information

Drug ID:	NPD4614
Drug Name:
Molecular Formula:	C21H26N6O2
Canonical SMILES:	OCCNCCn1nc2c3c1ccc(c3c(=O)c1c2cncc1)NCCN(C)C
Standard InCHI:	InChI=1S/C21H26N6O2/c1-26(2)10-8-24-16-3-4-17-19-18(16)21(29)14-5-6-23-13-15(14)20(19)25-27(17)11-7-22-9-12-28/h3-6,13,22,24,28H,7-12H2,1-2H3
Standard InCHIKey:	ZHAKYGFJVGCOAE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4614

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	310
0.1-0.2	2546
0.2-0.3	12222
0.3-0.4	11587
0.4-0.5	1680
0.5-0.6	1439
0.6-0.7	992
0.7-0.8	114
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	0.796	NPC167710
Intermediate Similarity	0.7857	NPC467063
Intermediate Similarity	0.785	NPC272458
Intermediate Similarity	0.7772	NPC293216
Intermediate Similarity	0.7761	NPC216550
Intermediate Similarity	0.7723	NPC326422
Intermediate Similarity	0.7665	NPC191415
Intermediate Similarity	0.7644	NPC317701
Intermediate Similarity	0.7602	NPC284775
Intermediate Similarity	0.7602	NPC157583
Intermediate Similarity	0.7602	NPC237188
Intermediate Similarity	0.7588	NPC477003
Intermediate Similarity	0.7576	NPC470677
Intermediate Similarity	0.7549	NPC304203
Intermediate Similarity	0.7538	NPC102755
Intermediate Similarity	0.7537	NPC476460
Intermediate Similarity	0.75	NPC471192
Intermediate Similarity	0.7488	NPC34837
Intermediate Similarity	0.7476	NPC128244
Intermediate Similarity	0.7463	NPC133003
Intermediate Similarity	0.7461	NPC42372
Intermediate Similarity	0.7442	NPC153980
Intermediate Similarity	0.7442	NPC6865
Intermediate Similarity	0.7415	NPC47190
Intermediate Similarity	0.7402	NPC324091
Intermediate Similarity	0.7402	NPC154339
Intermediate Similarity	0.7395	NPC72956
Intermediate Similarity	0.7385	NPC70949
Intermediate Similarity	0.7379	NPC267343
Intermediate Similarity	0.7363	NPC470205
Intermediate Similarity	0.7358	NPC242116
Intermediate Similarity	0.7353	NPC255909
Intermediate Similarity	0.7353	NPC103119
Intermediate Similarity	0.735	NPC73994
Intermediate Similarity	0.7337	NPC68354
Intermediate Similarity	0.7333	NPC114637
Intermediate Similarity	0.732	NPC265100
Intermediate Similarity	0.7292	NPC213914
Intermediate Similarity	0.7281	NPC471194
Intermediate Similarity	0.7281	NPC471193
Intermediate Similarity	0.7277	NPC209362
Intermediate Similarity	0.7273	NPC252572
Intermediate Similarity	0.7264	NPC328318
Intermediate Similarity	0.7264	NPC328596
Intermediate Similarity	0.7255	NPC135601
Intermediate Similarity	0.7255	NPC17273
Intermediate Similarity	0.7255	NPC141612
Intermediate Similarity	0.725	NPC83774
Intermediate Similarity	0.7238	NPC474916
Intermediate Similarity	0.7236	NPC37423
Intermediate Similarity	0.7236	NPC275305
Intermediate Similarity	0.7214	NPC176199
Intermediate Similarity	0.7214	NPC215795
Intermediate Similarity	0.7214	NPC11126
Intermediate Similarity	0.7206	NPC308931
Intermediate Similarity	0.7206	NPC99939
Intermediate Similarity	0.7204	NPC237414
Intermediate Similarity	0.7204	NPC81535
Intermediate Similarity	0.719	NPC227582
Intermediate Similarity	0.7188	NPC229893
Intermediate Similarity	0.7178	NPC61011
Intermediate Similarity	0.7177	NPC195239
Intermediate Similarity	0.7177	NPC157828
Intermediate Similarity	0.7173	NPC70406
Intermediate Similarity	0.7171	NPC94752
Intermediate Similarity	0.7165	NPC56765
Intermediate Similarity	0.7157	NPC228835
Intermediate Similarity	0.7157	NPC21429
Intermediate Similarity	0.715	NPC471579
Intermediate Similarity	0.715	NPC95783
Intermediate Similarity	0.715	NPC98715
Intermediate Similarity	0.7143	NPC11445
Intermediate Similarity	0.7143	NPC102592
Intermediate Similarity	0.7143	NPC79356
Intermediate Similarity	0.7123	NPC477004
Intermediate Similarity	0.7116	NPC327592
Intermediate Similarity	0.7116	NPC88115
Intermediate Similarity	0.7114	NPC151635
Intermediate Similarity	0.7097	NPC116555
Intermediate Similarity	0.7095	NPC294693
Intermediate Similarity	0.7094	NPC88110
Intermediate Similarity	0.7089	NPC252338
Intermediate Similarity	0.7085	NPC194411
Intermediate Similarity	0.7083	NPC317373
Intermediate Similarity	0.7073	NPC46895
Intermediate Similarity	0.7072	NPC267811
Intermediate Similarity	0.7072	NPC27041
Intermediate Similarity	0.7072	NPC469727
Intermediate Similarity	0.7065	NPC469529
Intermediate Similarity	0.7056	NPC271797
Intermediate Similarity	0.7056	NPC478182
Intermediate Similarity	0.7056	NPC300183
Intermediate Similarity	0.7056	NPC478184
Intermediate Similarity	0.7056	NPC21174
Intermediate Similarity	0.7051	NPC225821
Intermediate Similarity	0.7051	NPC46225
Intermediate Similarity	0.7045	NPC473218
Intermediate Similarity	0.7045	NPC470702
Intermediate Similarity	0.7044	NPC213468
Intermediate Similarity	0.7042	NPC74413
Intermediate Similarity	0.7041	NPC44773
Intermediate Similarity	0.7041	NPC215584
Intermediate Similarity	0.7035	NPC476817
Intermediate Similarity	0.7033	NPC117244
Intermediate Similarity	0.7033	NPC473763
Intermediate Similarity	0.7032	NPC123839
Intermediate Similarity	0.7023	NPC106757
Intermediate Similarity	0.7018	NPC127677
Intermediate Similarity	0.7018	NPC266249
Intermediate Similarity	0.7018	NPC258062
Intermediate Similarity	0.7014	NPC470703
Intermediate Similarity	0.701	NPC24864
Intermediate Similarity	0.701	NPC477042
Intermediate Similarity	0.7005	NPC472064
Remote Similarity	0.699	NPC206819
Remote Similarity	0.699	NPC318065
Remote Similarity	0.699	NPC110158
Remote Similarity	0.6986	NPC271862
Remote Similarity	0.6986	NPC162860
Remote Similarity	0.6985	NPC56233
Remote Similarity	0.6981	NPC472116
Remote Similarity	0.6972	NPC54420
Remote Similarity	0.6971	NPC17059
Remote Similarity	0.6971	NPC278434
Remote Similarity	0.697	NPC49547
Remote Similarity	0.6964	NPC473310
Remote Similarity	0.6964	NPC281049
Remote Similarity	0.6961	NPC12649
Remote Similarity	0.6959	NPC251391
Remote Similarity	0.6954	NPC470680
Remote Similarity	0.6954	NPC100104
Remote Similarity	0.6952	NPC138370
Remote Similarity	0.6951	NPC470732
Remote Similarity	0.6951	NPC470731
Remote Similarity	0.6948	NPC229332
Remote Similarity	0.6944	NPC260900
Remote Similarity	0.6939	NPC286427
Remote Similarity	0.6938	NPC321708
Remote Similarity	0.6935	NPC115232
Remote Similarity	0.6934	NPC202812
Remote Similarity	0.693	NPC121327
Remote Similarity	0.6927	NPC105811
Remote Similarity	0.6923	NPC62749
Remote Similarity	0.6916	NPC312942
Remote Similarity	0.6916	NPC477041
Remote Similarity	0.6916	NPC327095
Remote Similarity	0.6916	NPC477044
Remote Similarity	0.6915	NPC471943
Remote Similarity	0.6912	NPC151939
Remote Similarity	0.6911	NPC467188
Remote Similarity	0.6909	NPC478158
Remote Similarity	0.6904	NPC293487
Remote Similarity	0.6904	NPC80681
Remote Similarity	0.6904	NPC41257
Remote Similarity	0.6904	NPC474492
Remote Similarity	0.6897	NPC469938
Remote Similarity	0.6893	NPC233936
Remote Similarity	0.6892	NPC87856
Remote Similarity	0.6892	NPC151976
Remote Similarity	0.6892	NPC318299
Remote Similarity	0.6891	NPC123906
Remote Similarity	0.6891	NPC208522
Remote Similarity	0.6888	NPC51054
Remote Similarity	0.6886	NPC40455
Remote Similarity	0.6884	NPC474767
Remote Similarity	0.6884	NPC317105
Remote Similarity	0.6884	NPC90723
Remote Similarity	0.688	NPC477549
Remote Similarity	0.6875	NPC204491
Remote Similarity	0.6875	NPC203614
Remote Similarity	0.6872	NPC325903
Remote Similarity	0.687	NPC476491
Remote Similarity	0.6866	NPC201700
Remote Similarity	0.6866	NPC472063
Remote Similarity	0.6866	NPC472069
Remote Similarity	0.6866	NPC472062
Remote Similarity	0.6866	NPC57398
Remote Similarity	0.6866	NPC476874
Remote Similarity	0.6866	NPC143977
Remote Similarity	0.6861	NPC267965
Remote Similarity	0.6861	NPC317752
Remote Similarity	0.686	NPC117027
Remote Similarity	0.6857	NPC473666
Remote Similarity	0.6856	NPC19170
Remote Similarity	0.6853	NPC469762
Remote Similarity	0.6849	NPC472065
Remote Similarity	0.6849	NPC471191
Remote Similarity	0.6845	NPC15840
Remote Similarity	0.6845	NPC471997
Remote Similarity	0.6845	NPC300688
Remote Similarity	0.6844	NPC472285
Remote Similarity	0.684	NPC56109
Remote Similarity	0.684	NPC191382
Remote Similarity	0.6837	NPC265576
Remote Similarity	0.683	NPC478157
Remote Similarity	0.6829	NPC145885
Remote Similarity	0.6829	NPC14113
Remote Similarity	0.6829	NPC84827
Remote Similarity	0.6824	NPC207686
Remote Similarity	0.6823	NPC314372

Drug Structure

NPD4614 OpenBabel08211705262D 32 35 0 0 0 0 0 0 0 0999 V2000 -2.7793 -4.0201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6105 -5.6251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8077 -2.3298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8075 -1.3980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2278 -2.7965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0349 -2.3307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0722 1.3831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9260 -3.8251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3264 2.3991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3049 -4.6764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6588 0.6590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6602 3.2691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2282 -0.9328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4209 -2.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4211 -1.3986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 -2.7959 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -0.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8065 -2.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8066 -1.3983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6139 -0.9322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6136 -2.7962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4060 2.2531 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0351 -1.3989 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -3.7277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6141 -0.0003 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2316 -4.7739 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 2.5805 3.4151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6134 -3.7481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1806 2.9772 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5484 -4.4814 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9143 4.2851 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 6 1 0 0 0 0 5 14 2 0 0 0 0 6 23 2 0 0 0 0 7 11 1 0 0 0 0 7 22 1 0 0 0 0 8 10 1 0 0 0 0 8 24 1 0 0 0 0 9 12 1 0 0 0 0 9 22 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 15 2 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 24 1 0 0 0 0 17 19 2 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 20 1 0 0 0 0 20 25 2 0 0 0 0 21 29 2 0 0 0 0 22 30 1 0 0 0 0 24 31 1 0 0 0 0 25 27 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009259; DIB004230
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.21
ALogP	-1.2643
MLogP	2.89
XLogP	-0.496
HDA	8
HBD	3
Rotatable Bonds	12
TPSA	95.31
RO5 Violation	0