NPASS drugs

Drug Information

Drug ID:	NPD3901
Drug Name:
Molecular Formula:	C20H21FN6O5
Canonical SMILES:	Fc1ccc(cc1)CN/C(=C1/N=C(N(C(=O)C1=O)C)C(NC(=O)c1nnc(o1)C)(C)C)/O
Standard InCHI:	InChI=1S/C20H21FN6O5/c1-10-25-26-17(32-10)16(30)24-20(2,3)19-23-13(14(28)18(31)27(19)4)15(29)22-9-11-5-7-12(21)8-6-11/h5-8,22,29H,9H2,1-4H3,(H,24,30)/b15-13-
Standard InCHIKey:	ZEJGORPKXHJSER-SQFISAMPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3901

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	186
0.1-0.2	2304
0.2-0.3	10588
0.3-0.4	13445
0.4-0.5	3550
0.5-0.6	764
0.6-0.7	53
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	0.645	NPC132636
Remote Similarity	0.6446	NPC325479
Remote Similarity	0.6444	NPC154478
Remote Similarity	0.6333	NPC84317
Remote Similarity	0.6264	NPC209509
Remote Similarity	0.6257	NPC178662
Remote Similarity	0.6257	NPC470884
Remote Similarity	0.6257	NPC98424
Remote Similarity	0.6257	NPC476133
Remote Similarity	0.6257	NPC92784
Remote Similarity	0.625	NPC324445
Remote Similarity	0.6235	NPC71684
Remote Similarity	0.6199	NPC471265
Remote Similarity	0.6199	NPC471264
Remote Similarity	0.6185	NPC269398
Remote Similarity	0.6185	NPC263493
Remote Similarity	0.6167	NPC473002
Remote Similarity	0.6154	NPC207428
Remote Similarity	0.6146	NPC472999
Remote Similarity	0.6141	NPC73655
Remote Similarity	0.6138	NPC475532
Remote Similarity	0.6133	NPC469903
Remote Similarity	0.6105	NPC165285
Remote Similarity	0.6082	NPC141050
Remote Similarity	0.6082	NPC248283
Remote Similarity	0.6075	NPC113056
Remote Similarity	0.6075	NPC138293
Remote Similarity	0.6067	NPC471820
Remote Similarity	0.6067	NPC471821
Remote Similarity	0.6064	NPC129486
Remote Similarity	0.6059	NPC106118
Remote Similarity	0.6058	NPC270241
Remote Similarity	0.6048	NPC477937
Remote Similarity	0.6044	NPC295021
Remote Similarity	0.6039	NPC225400
Remote Similarity	0.6034	NPC13470
Remote Similarity	0.6028	NPC248601
Remote Similarity	0.6025	NPC14672
Remote Similarity	0.6025	NPC285926
Remote Similarity	0.6025	NPC239357
Remote Similarity	0.6025	NPC315276
Remote Similarity	0.6025	NPC470544
Remote Similarity	0.6021	NPC17698
Remote Similarity	0.6011	NPC311658
Remote Similarity	0.601	NPC470786
Remote Similarity	0.601	NPC471155
Remote Similarity	0.601	NPC472538
Remote Similarity	0.6	NPC7817
Remote Similarity	0.6	NPC469902
Remote Similarity	0.6	NPC207554
Remote Similarity	0.6	NPC473003
Remote Similarity	0.6	NPC475168
Remote Similarity	0.6	NPC469243
Remote Similarity	0.5989	NPC5620
Remote Similarity	0.5988	NPC470545
Remote Similarity	0.5976	NPC473322
Remote Similarity	0.5976	NPC200964
Remote Similarity	0.5968	NPC68650
Remote Similarity	0.5966	NPC161069
Remote Similarity	0.5966	NPC468984
Remote Similarity	0.5964	NPC283130
Remote Similarity	0.5964	NPC328683
Remote Similarity	0.5951	NPC220698
Remote Similarity	0.5951	NPC470546
Remote Similarity	0.5946	NPC1390
Remote Similarity	0.5946	NPC62104
Remote Similarity	0.5946	NPC469898
Remote Similarity	0.5939	NPC202521
Remote Similarity	0.5928	NPC22746
Remote Similarity	0.592	NPC68865
Remote Similarity	0.5914	NPC469901
Remote Similarity	0.5914	NPC475544
Remote Similarity	0.5904	NPC252878
Remote Similarity	0.5904	NPC223207
Remote Similarity	0.5902	NPC470902
Remote Similarity	0.5892	NPC324850
Remote Similarity	0.5889	NPC240848
Remote Similarity	0.5882	NPC313722
Remote Similarity	0.588	NPC471198
Remote Similarity	0.5879	NPC476990
Remote Similarity	0.5876	NPC139326
Remote Similarity	0.5873	NPC304074
Remote Similarity	0.5873	NPC290755
Remote Similarity	0.5873	NPC471771
Remote Similarity	0.587	NPC473580
Remote Similarity	0.5868	NPC175726
Remote Similarity	0.5868	NPC46427
Remote Similarity	0.5868	NPC6975
Remote Similarity	0.5868	NPC474082
Remote Similarity	0.5866	NPC262077
Remote Similarity	0.5864	NPC65080
Remote Similarity	0.5856	NPC129666
Remote Similarity	0.5848	NPC200589
Remote Similarity	0.5843	NPC52748
Remote Similarity	0.5833	NPC225648
Remote Similarity	0.5833	NPC329761
Remote Similarity	0.5833	NPC138775
Remote Similarity	0.5833	NPC471197
Remote Similarity	0.582	NPC5719
Remote Similarity	0.582	NPC217804
Remote Similarity	0.582	NPC210377
Remote Similarity	0.582	NPC22883
Remote Similarity	0.5815	NPC469975
Remote Similarity	0.5814	NPC255447
Remote Similarity	0.5812	NPC469904
Remote Similarity	0.581	NPC315266
Remote Similarity	0.5806	NPC197743
Remote Similarity	0.5806	NPC297145
Remote Similarity	0.5801	NPC105717
Remote Similarity	0.5799	NPC101719
Remote Similarity	0.5795	NPC77992
Remote Similarity	0.5795	NPC14849
Remote Similarity	0.5789	NPC15068
Remote Similarity	0.5789	NPC111428
Remote Similarity	0.5787	NPC2823
Remote Similarity	0.5781	NPC274198
Remote Similarity	0.5781	NPC198254
Remote Similarity	0.5771	NPC300299
Remote Similarity	0.5769	NPC275467
Remote Similarity	0.5763	NPC46098
Remote Similarity	0.5763	NPC307357
Remote Similarity	0.5763	NPC268841
Remote Similarity	0.5762	NPC108339
Remote Similarity	0.5761	NPC122590
Remote Similarity	0.5759	NPC63040
Remote Similarity	0.5756	NPC179224
Remote Similarity	0.5755	NPC285192
Remote Similarity	0.5746	NPC145113
Remote Similarity	0.5743	NPC471196
Remote Similarity	0.5743	NPC471195
Remote Similarity	0.574	NPC222466
Remote Similarity	0.5739	NPC127741
Remote Similarity	0.5737	NPC189116
Remote Similarity	0.5736	NPC475685
Remote Similarity	0.5732	NPC143516
Remote Similarity	0.5729	NPC280022
Remote Similarity	0.5729	NPC473000
Remote Similarity	0.5729	NPC315388
Remote Similarity	0.5729	NPC21429
Remote Similarity	0.5724	NPC471319
Remote Similarity	0.5724	NPC471320
Remote Similarity	0.5723	NPC130309
Remote Similarity	0.5723	NPC164802
Remote Similarity	0.5721	NPC471194
Remote Similarity	0.5721	NPC471193
Remote Similarity	0.5721	NPC6865
Remote Similarity	0.5721	NPC153980
Remote Similarity	0.5714	NPC473001
Remote Similarity	0.5714	NPC295548
Remote Similarity	0.5707	NPC300443
Remote Similarity	0.5706	NPC33742
Remote Similarity	0.57	NPC307396
Remote Similarity	0.5699	NPC281094
Remote Similarity	0.5699	NPC276506
Remote Similarity	0.5699	NPC471132
Remote Similarity	0.5698	NPC77905
Remote Similarity	0.5696	NPC474973
Remote Similarity	0.5696	NPC474804
Remote Similarity	0.5696	NPC130898
Remote Similarity	0.5696	NPC473498
Remote Similarity	0.5692	NPC328611
Remote Similarity	0.5691	NPC314114
Remote Similarity	0.5691	NPC299594
Remote Similarity	0.569	NPC194857
Remote Similarity	0.569	NPC32858
Remote Similarity	0.5689	NPC27833
Remote Similarity	0.5686	NPC472258
Remote Similarity	0.5685	NPC147298
Remote Similarity	0.5685	NPC11126
Remote Similarity	0.5685	NPC131450
Remote Similarity	0.5685	NPC182057
Remote Similarity	0.5683	NPC2501
Remote Similarity	0.5676	NPC286551
Remote Similarity	0.5676	NPC473341
Remote Similarity	0.5674	NPC239762
Remote Similarity	0.5674	NPC72956
Remote Similarity	0.5674	NPC163392
Remote Similarity	0.5667	NPC476978
Remote Similarity	0.5667	NPC315283
Remote Similarity	0.5667	NPC314388
Remote Similarity	0.5665	NPC300315
Remote Similarity	0.5663	NPC196243
Remote Similarity	0.566	NPC471191
Remote Similarity	0.5657	NPC287401
Remote Similarity	0.5657	NPC91179
Remote Similarity	0.5652	NPC471199
Remote Similarity	0.565	NPC228835
Remote Similarity	0.5642	NPC476989
Remote Similarity	0.5642	NPC168113
Remote Similarity	0.564	NPC319766
Remote Similarity	0.5635	NPC316008
Remote Similarity	0.5635	NPC313867
Remote Similarity	0.5632	NPC157311
Remote Similarity	0.5625	NPC162417
Remote Similarity	0.5625	NPC316104
Remote Similarity	0.5625	NPC473676
Remote Similarity	0.5622	NPC133003
Remote Similarity	0.5622	NPC162104
Remote Similarity	0.5622	NPC299806
Remote Similarity	0.5618	NPC122553

Drug Structure

NPD3901 OpenBabel08211704332D 35 37 0 0 0 0 0 0 0 0999 V2000 -2.4727 -0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3366 -3.8605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3366 -3.8605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 2.0055 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 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 3.5686 -2.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -2.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.5055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 27 1 0 0 0 0 5 7 1 0 0 0 0 5 11 2 0 0 0 0 6 8 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 25 2 0 0 0 0 10 32 1 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 28 2 0 0 0 0 15 22 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 24 1 0 0 0 0 16 30 2 0 0 0 0 17 26 2 0 0 0 0 17 32 1 0 0 0 0 18 27 1 0 0 0 0 18 31 2 0 0 0 0 19 20 1 0 0 0 0 19 23 2 0 0 0 0 19 27 1 0 0 0 0 20 24 1 0 0 0 0 22 33 1 0 0 0 0 24 34 1 0 0 0 0 25 26 1 0 0 0 0 29 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001510
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11598201
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.16
ALogP	-0.9202
MLogP	2.34
XLogP	2.325
HDA	10
HBD	3
Rotatable Bonds	13
TPSA	150.02
RO5 Violation	0