NPASS drugs

Drug Information

Drug ID:	NPD3403
Drug Name:
Molecular Formula:	C19H20N4O
Canonical SMILES:	CN(Cc1ccc(cc1)c1nc2c3n1CCN=C(c3ccc2)O)C
Standard InCHI:	InChI=1S/C19H20N4O/c1-22(2)12-13-6-8-14(9-7-13)18-21-16-5-3-4-15-17(16)23(18)11-10-20-19(15)24/h3-9H,10-12H2,1-2H3,(H,20,24)
Standard InCHIKey:	SEKJSSBJKFLZIT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3403

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	470
0.1-0.2	4321
0.2-0.3	10653
0.3-0.4	10830
0.4-0.5	2389
0.5-0.6	1624
0.6-0.7	581
0.7-0.8	22
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	0.7614	NPC288445
Intermediate Similarity	0.7568	NPC105758
Intermediate Similarity	0.7568	NPC476686
Intermediate Similarity	0.7568	NPC476688
Intermediate Similarity	0.7566	NPC477891
Intermediate Similarity	0.7554	NPC278874
Intermediate Similarity	0.7527	NPC208060
Intermediate Similarity	0.7487	NPC317054
Intermediate Similarity	0.7343	NPC471603
Intermediate Similarity	0.7326	NPC164664
Intermediate Similarity	0.7292	NPC144114
Intermediate Similarity	0.7245	NPC472289
Intermediate Similarity	0.7243	NPC224632
Intermediate Similarity	0.7194	NPC254762
Intermediate Similarity	0.7167	NPC114209
Intermediate Similarity	0.7112	NPC476118
Intermediate Similarity	0.7092	NPC476341
Intermediate Similarity	0.7068	NPC313791
Intermediate Similarity	0.7065	NPC195314
Intermediate Similarity	0.7018	NPC2497
Intermediate Similarity	0.7005	NPC130570
Intermediate Similarity	0.7	NPC116622
Remote Similarity	0.699	NPC471609
Remote Similarity	0.699	NPC243058
Remote Similarity	0.6981	NPC282247
Remote Similarity	0.6973	NPC476297
Remote Similarity	0.6967	NPC242923
Remote Similarity	0.6954	NPC203635
Remote Similarity	0.6927	NPC158129
Remote Similarity	0.6915	NPC131718
Remote Similarity	0.6904	NPC48938
Remote Similarity	0.69	NPC230805
Remote Similarity	0.6898	NPC250178
Remote Similarity	0.6895	NPC98371
Remote Similarity	0.6895	NPC313884
Remote Similarity	0.6884	NPC90415
Remote Similarity	0.6882	NPC476219
Remote Similarity	0.6872	NPC219848
Remote Similarity	0.6865	NPC469975
Remote Similarity	0.6856	NPC469938
Remote Similarity	0.6842	NPC39092
Remote Similarity	0.6837	NPC256268
Remote Similarity	0.6833	NPC107160
Remote Similarity	0.6814	NPC280638
Remote Similarity	0.681	NPC472066
Remote Similarity	0.681	NPC472031
Remote Similarity	0.681	NPC472067
Remote Similarity	0.6796	NPC474916
Remote Similarity	0.6772	NPC300238
Remote Similarity	0.6759	NPC62995
Remote Similarity	0.6757	NPC187145
Remote Similarity	0.6755	NPC141353
Remote Similarity	0.6754	NPC102423
Remote Similarity	0.675	NPC476319
Remote Similarity	0.6748	NPC474188
Remote Similarity	0.6735	NPC134586
Remote Similarity	0.6716	NPC324149
Remote Similarity	0.6716	NPC314573
Remote Similarity	0.6715	NPC212213
Remote Similarity	0.6711	NPC30540
Remote Similarity	0.6704	NPC216159
Remote Similarity	0.6701	NPC326575
Remote Similarity	0.6701	NPC211997
Remote Similarity	0.67	NPC472294
Remote Similarity	0.6698	NPC243850
Remote Similarity	0.6684	NPC49217
Remote Similarity	0.6683	NPC314394
Remote Similarity	0.6682	NPC475070
Remote Similarity	0.6667	NPC160666
Remote Similarity	0.6667	NPC21461
Remote Similarity	0.6649	NPC255229
Remote Similarity	0.6649	NPC317430
Remote Similarity	0.6649	NPC81229
Remote Similarity	0.6632	NPC129721
Remote Similarity	0.6629	NPC184437
Remote Similarity	0.6623	NPC295452
Remote Similarity	0.6623	NPC171393
Remote Similarity	0.662	NPC294620
Remote Similarity	0.6619	NPC469308
Remote Similarity	0.6617	NPC284678
Remote Similarity	0.6615	NPC470203
Remote Similarity	0.6591	NPC308906
Remote Similarity	0.6589	NPC71238
Remote Similarity	0.6583	NPC133261
Remote Similarity	0.6581	NPC472068
Remote Similarity	0.6579	NPC94428
Remote Similarity	0.6579	NPC263937
Remote Similarity	0.6578	NPC282531
Remote Similarity	0.6578	NPC156003
Remote Similarity	0.6576	NPC42483
Remote Similarity	0.6569	NPC128751
Remote Similarity	0.6567	NPC19679
Remote Similarity	0.6566	NPC203754
Remote Similarity	0.6566	NPC150048
Remote Similarity	0.6566	NPC24594
Remote Similarity	0.6566	NPC472122
Remote Similarity	0.6566	NPC121903
Remote Similarity	0.6562	NPC470204
Remote Similarity	0.6562	NPC103687
Remote Similarity	0.6562	NPC132631
Remote Similarity	0.6561	NPC25008
Remote Similarity	0.6561	NPC469786
Remote Similarity	0.6561	NPC259644
Remote Similarity	0.6561	NPC73952
Remote Similarity	0.6561	NPC469765
Remote Similarity	0.6561	NPC469763
Remote Similarity	0.6561	NPC469760
Remote Similarity	0.6557	NPC200836
Remote Similarity	0.6555	NPC239954
Remote Similarity	0.6549	NPC69843
Remote Similarity	0.6548	NPC471294
Remote Similarity	0.6543	NPC40070
Remote Similarity	0.6538	NPC242209
Remote Similarity	0.6537	NPC469497
Remote Similarity	0.6537	NPC106833
Remote Similarity	0.6526	NPC80597
Remote Similarity	0.6526	NPC211572
Remote Similarity	0.6526	NPC70922
Remote Similarity	0.6526	NPC212376
Remote Similarity	0.6526	NPC75540
Remote Similarity	0.6524	NPC470111
Remote Similarity	0.6522	NPC198673
Remote Similarity	0.6522	NPC60553
Remote Similarity	0.6509	NPC211813
Remote Similarity	0.6509	NPC57398
Remote Similarity	0.6507	NPC158055
Remote Similarity	0.6505	NPC204141
Remote Similarity	0.6503	NPC104483
Remote Similarity	0.6502	NPC15102
Remote Similarity	0.65	NPC215795
Remote Similarity	0.65	NPC176199
Remote Similarity	0.6498	NPC54981
Remote Similarity	0.6497	NPC226662
Remote Similarity	0.6495	NPC162268
Remote Similarity	0.6495	NPC478182
Remote Similarity	0.6489	NPC37548
Remote Similarity	0.6486	NPC272174
Remote Similarity	0.6479	NPC53144
Remote Similarity	0.6477	NPC476950
Remote Similarity	0.6476	NPC102008
Remote Similarity	0.6476	NPC265576
Remote Similarity	0.6476	NPC168911
Remote Similarity	0.6474	NPC471132
Remote Similarity	0.6473	NPC99666
Remote Similarity	0.6471	NPC171171
Remote Similarity	0.6468	NPC187827
Remote Similarity	0.6468	NPC24864
Remote Similarity	0.6468	NPC472105
Remote Similarity	0.6468	NPC15840
Remote Similarity	0.6465	NPC474409
Remote Similarity	0.6465	NPC34508
Remote Similarity	0.6465	NPC472123
Remote Similarity	0.6462	NPC195507
Remote Similarity	0.6462	NPC2165
Remote Similarity	0.6462	NPC54537
Remote Similarity	0.6459	NPC205403
Remote Similarity	0.6457	NPC474896
Remote Similarity	0.6456	NPC95783
Remote Similarity	0.6455	NPC105818
Remote Similarity	0.6455	NPC24678
Remote Similarity	0.6452	NPC5145
Remote Similarity	0.6449	NPC470505
Remote Similarity	0.6449	NPC470500
Remote Similarity	0.6447	NPC194411
Remote Similarity	0.6445	NPC476167
Remote Similarity	0.6443	NPC225018
Remote Similarity	0.644	NPC120070
Remote Similarity	0.6436	NPC113626
Remote Similarity	0.6432	NPC189812
Remote Similarity	0.6432	NPC63109
Remote Similarity	0.6432	NPC329688
Remote Similarity	0.6429	NPC31097
Remote Similarity	0.6425	NPC304926
Remote Similarity	0.6425	NPC476689
Remote Similarity	0.6425	NPC135141
Remote Similarity	0.6425	NPC92796
Remote Similarity	0.6425	NPC476685
Remote Similarity	0.6425	NPC476041
Remote Similarity	0.6425	NPC476687
Remote Similarity	0.6419	NPC476124
Remote Similarity	0.6419	NPC476121
Remote Similarity	0.6419	NPC474145
Remote Similarity	0.6419	NPC475841
Remote Similarity	0.6418	NPC72980
Remote Similarity	0.6415	NPC249040
Remote Similarity	0.641	NPC472587
Remote Similarity	0.641	NPC311276
Remote Similarity	0.6408	NPC246700
Remote Similarity	0.6406	NPC469785
Remote Similarity	0.6406	NPC476116
Remote Similarity	0.6406	NPC285469
Remote Similarity	0.6404	NPC472109
Remote Similarity	0.6404	NPC472110
Remote Similarity	0.6402	NPC187951
Remote Similarity	0.6398	NPC20144
Remote Similarity	0.6398	NPC192315
Remote Similarity	0.6396	NPC63751
Remote Similarity	0.6392	NPC25899
Remote Similarity	0.639	NPC94752
Remote Similarity	0.6389	NPC53344

Drug Structure

NPD3403 OpenBabel08211703112D 25 28 0 0 0 0 0 0 0 0999 V2000 7.5215 2.3215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1202 3.3395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2396 2.8743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3442 1.8797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3261 3.2810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5379 2.6351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3569 0.9125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5434 2.7396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3623 1.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7568 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2919 0.5351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9392 1.6170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9446 1.7215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9556 1.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5351 1.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4829 2.6932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3784 1.6987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9611 2.0351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5351 0.5351 0.0000 C 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 1.4611 2.9011 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5270 2.4260 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2919 1.2919 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4590 0.1525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2524 0.7612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 16 2 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 20 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 22 1 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 24 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003453
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9840076
ChEBI
CAS Number

Drug Properties

Molecular Weight	320.16
ALogP	-0.04
MLogP	3
XLogP	3.093
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	53.65
RO5 Violation	0