NPASS drugs

Drug Information

Drug ID:	NPD4402
Drug Name:
Molecular Formula:	C21H21FN6O
Canonical SMILES:	CN1CCN(CC1)c1ccc2c(c1)[nH]/c(=C/1C(=O)N=c3c(=C1N)c(F)ccc3)/[nH]2
Standard InCHI:	InChI=1S/C21H21FN6O/c1-27-7-9-28(10-8-27)12-5-6-14-16(11-12)25-20(24-14)18-19(23)17-13(22)3-2-4-15(17)26-21(18)29/h2-6,11,24-25H,7-10,23H2,1H3/b20-18-
Standard InCHIKey:	KCOYQXZDFIIGCY-ZZEZOPTASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4402

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	368
0.1-0.2	7053
0.2-0.3	14757
0.3-0.4	4833
0.4-0.5	2470
0.5-0.6	1279
0.6-0.7	129
0.7-0.8	1
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	0.7595	NPC117032
Remote Similarity	0.6883	NPC53044
Remote Similarity	0.6872	NPC141612
Remote Similarity	0.6872	NPC135601
Remote Similarity	0.6872	NPC17273
Remote Similarity	0.6735	NPC313449
Remote Similarity	0.6728	NPC136002
Remote Similarity	0.669	NPC296163
Remote Similarity	0.6646	NPC2823
Remote Similarity	0.6622	NPC192209
Remote Similarity	0.6584	NPC130251
Remote Similarity	0.6575	NPC21429
Remote Similarity	0.6568	NPC476219
Remote Similarity	0.6566	NPC109787
Remote Similarity	0.6545	NPC470440
Remote Similarity	0.6543	NPC471574
Remote Similarity	0.6541	NPC300299
Remote Similarity	0.6516	NPC469949
Remote Similarity	0.6516	NPC476950
Remote Similarity	0.6512	NPC68650
Remote Similarity	0.6505	NPC272458
Remote Similarity	0.6471	NPC476297
Remote Similarity	0.6453	NPC276085
Remote Similarity	0.6437	NPC478184
Remote Similarity	0.6412	NPC295021
Remote Similarity	0.6395	NPC222029
Remote Similarity	0.6375	NPC316104
Remote Similarity	0.6375	NPC162417
Remote Similarity	0.6359	NPC307396
Remote Similarity	0.6359	NPC133003
Remote Similarity	0.6351	NPC187036
Remote Similarity	0.6351	NPC314141
Remote Similarity	0.6346	NPC252794
Remote Similarity	0.6343	NPC478182
Remote Similarity	0.6341	NPC301760
Remote Similarity	0.634	NPC475915
Remote Similarity	0.6331	NPC473329
Remote Similarity	0.6329	NPC9856
Remote Similarity	0.6319	NPC469560
Remote Similarity	0.6316	NPC281094
Remote Similarity	0.631	NPC478186
Remote Similarity	0.6296	NPC471123
Remote Similarity	0.6286	NPC478185
Remote Similarity	0.6268	NPC291610
Remote Similarity	0.6265	NPC469537
Remote Similarity	0.6264	NPC475990
Remote Similarity	0.625	NPC271797
Remote Similarity	0.625	NPC476685
Remote Similarity	0.625	NPC476689
Remote Similarity	0.625	NPC207428
Remote Similarity	0.625	NPC476687
Remote Similarity	0.625	NPC21174
Remote Similarity	0.6233	NPC302790
Remote Similarity	0.6222	NPC242269
Remote Similarity	0.6222	NPC161861
Remote Similarity	0.622	NPC83214
Remote Similarity	0.6218	NPC106118
Remote Similarity	0.6216	NPC467063
Remote Similarity	0.6209	NPC14325
Remote Similarity	0.6209	NPC28848
Remote Similarity	0.6205	NPC238499
Remote Similarity	0.6203	NPC145754
Remote Similarity	0.6199	NPC66936
Remote Similarity	0.6196	NPC198988
Remote Similarity	0.6193	NPC194881
Remote Similarity	0.6185	NPC120070
Remote Similarity	0.6182	NPC207554
Remote Similarity	0.6173	NPC184437
Remote Similarity	0.6171	NPC293487
Remote Similarity	0.617	NPC317642
Remote Similarity	0.6162	NPC471155
Remote Similarity	0.6159	NPC288232
Remote Similarity	0.6154	NPC204141
Remote Similarity	0.6149	NPC84317
Remote Similarity	0.6145	NPC186284
Remote Similarity	0.6145	NPC88097
Remote Similarity	0.6145	NPC22082
Remote Similarity	0.6145	NPC471164
Remote Similarity	0.6141	NPC16659
Remote Similarity	0.6138	NPC324091
Remote Similarity	0.6134	NPC192674
Remote Similarity	0.6131	NPC20144
Remote Similarity	0.6131	NPC270241
Remote Similarity	0.6111	NPC225400
Remote Similarity	0.6108	NPC59084
Remote Similarity	0.6105	NPC276430
Remote Similarity	0.6098	NPC325599
Remote Similarity	0.6089	NPC478183
Remote Similarity	0.6087	NPC265710
Remote Similarity	0.608	NPC470786
Remote Similarity	0.608	NPC221786
Remote Similarity	0.608	NPC474880
Remote Similarity	0.608	NPC472538
Remote Similarity	0.6077	NPC355
Remote Similarity	0.6075	NPC470205
Remote Similarity	0.6071	NPC63157
Remote Similarity	0.6071	NPC473868
Remote Similarity	0.6069	NPC470233
Remote Similarity	0.6066	NPC471743
Remote Similarity	0.6061	NPC325252
Remote Similarity	0.6054	NPC88110
Remote Similarity	0.6054	NPC20322
Remote Similarity	0.6045	NPC229173
Remote Similarity	0.6044	NPC252572
Remote Similarity	0.6034	NPC195507
Remote Similarity	0.6034	NPC2165
Remote Similarity	0.6034	NPC471130
Remote Similarity	0.6033	NPC240088
Remote Similarity	0.6033	NPC473380
Remote Similarity	0.6033	NPC14849
Remote Similarity	0.6031	NPC167710
Remote Similarity	0.6026	NPC257490
Remote Similarity	0.6024	NPC125746
Remote Similarity	0.6023	NPC299594
Remote Similarity	0.6023	NPC104345
Remote Similarity	0.6022	NPC91895
Remote Similarity	0.6022	NPC471943
Remote Similarity	0.6022	NPC65080
Remote Similarity	0.6014	NPC164802
Remote Similarity	0.6012	NPC115611
Remote Similarity	0.6012	NPC206592
Remote Similarity	0.6012	NPC2949
Remote Similarity	0.6012	NPC243756
Remote Similarity	0.6012	NPC154602
Remote Similarity	0.6012	NPC284635
Remote Similarity	0.6011	NPC99939
Remote Similarity	0.6011	NPC88970
Remote Similarity	0.6011	NPC469741
Remote Similarity	0.6011	NPC308931
Remote Similarity	0.6011	NPC476341
Remote Similarity	0.5989	NPC154478
Remote Similarity	0.5989	NPC318183
Remote Similarity	0.5988	NPC21605
Remote Similarity	0.5988	NPC114209
Remote Similarity	0.5986	NPC473498
Remote Similarity	0.5979	NPC472540
Remote Similarity	0.5979	NPC472539
Remote Similarity	0.5979	NPC470787
Remote Similarity	0.5979	NPC311858
Remote Similarity	0.5976	NPC277157
Remote Similarity	0.5968	NPC73994
Remote Similarity	0.5968	NPC91179
Remote Similarity	0.5965	NPC469735
Remote Similarity	0.5964	NPC216159
Remote Similarity	0.5962	NPC279385
Remote Similarity	0.5962	NPC179605
Remote Similarity	0.5959	NPC275467
Remote Similarity	0.5957	NPC470003
Remote Similarity	0.5955	NPC122141
Remote Similarity	0.5951	NPC22079
Remote Similarity	0.5949	NPC471199
Remote Similarity	0.5949	NPC472542
Remote Similarity	0.5949	NPC472541
Remote Similarity	0.5948	NPC143156
Remote Similarity	0.5935	NPC264580
Remote Similarity	0.5934	NPC32534
Remote Similarity	0.593	NPC469740
Remote Similarity	0.5924	NPC328611
Remote Similarity	0.5924	NPC248862
Remote Similarity	0.5924	NPC103292
Remote Similarity	0.5922	NPC470203
Remote Similarity	0.5922	NPC225018
Remote Similarity	0.592	NPC33421
Remote Similarity	0.5914	NPC131450
Remote Similarity	0.5914	NPC11126
Remote Similarity	0.5914	NPC182057
Remote Similarity	0.5914	NPC147298
Remote Similarity	0.5903	NPC75496
Remote Similarity	0.5901	NPC478079
Remote Similarity	0.5897	NPC291962
Remote Similarity	0.5897	NPC177684
Remote Similarity	0.5892	NPC151635
Remote Similarity	0.5889	NPC476118
Remote Similarity	0.5889	NPC271734
Remote Similarity	0.5886	NPC268534
Remote Similarity	0.5885	NPC472112
Remote Similarity	0.5879	NPC63047
Remote Similarity	0.5879	NPC475248
Remote Similarity	0.5873	NPC228835
Remote Similarity	0.5871	NPC471191
Remote Similarity	0.587	NPC472123
Remote Similarity	0.5866	NPC27904
Remote Similarity	0.5866	NPC470204
Remote Similarity	0.5864	NPC209389
Remote Similarity	0.5862	NPC326792
Remote Similarity	0.5862	NPC37548
Remote Similarity	0.586	NPC112373
Remote Similarity	0.586	NPC258531
Remote Similarity	0.586	NPC161956
Remote Similarity	0.5858	NPC104483
Remote Similarity	0.5855	NPC129909
Remote Similarity	0.5854	NPC6865
Remote Similarity	0.5854	NPC153980
Remote Similarity	0.5852	NPC325903
Remote Similarity	0.5852	NPC471132
Remote Similarity	0.5851	NPC191415
Remote Similarity	0.585	NPC317701
Remote Similarity	0.585	NPC295548
Remote Similarity	0.5848	NPC42483
Remote Similarity	0.5847	NPC474897

Drug Structure

NPD4402 OpenBabel08211705262D 33 37 0 0 0 0 0 0 0 0999 V2000 -9.9657 -1.5910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9474 1.6865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4605 2.5297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4605 0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5927 1.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7495 1.8169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2792 -1.5910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1224 -0.1304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4359 -1.1041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2792 0.3564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7495 -0.1304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5927 0.3564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4868 2.5297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9062 1.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4868 0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9062 0.3564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4605 0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9737 1.6865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4079 0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9737 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.3729 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.4605 2.5297 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9802 1.6310 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9802 0.0555 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 -9.1224 -1.1041 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.4359 -0.1304 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4605 -0.8432 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4342 2.5297 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9737 3.3729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6793 2.5570 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6793 -0.8705 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 13 2 0 0 0 0 4 15 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 27 1 0 0 0 0 8 10 1 0 0 0 0 8 27 1 0 0 0 0 9 28 1 0 0 0 0 10 28 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 28 1 0 0 0 0 13 17 1 0 0 0 0 13 22 1 0 0 0 0 14 16 2 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 26 2 0 0 0 0 16 25 1 0 0 0 0 17 19 2 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 21 29 2 0 0 0 0 23 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000248
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9886808
ChEBI
CAS Number

Drug Properties

Molecular Weight	392.18
ALogP	-1.7043
MLogP	2.89
XLogP	2.285
HDA	7
HBD	3
Rotatable Bonds	4
TPSA	85.99
RO5 Violation	0