NPASS drugs

Drug Information

Drug ID:	NPD3893
Drug Name:	S-34109
Molecular Formula:	C20H21F4N3O4
Canonical SMILES:	NC[C@@H]1CN(C[C@H]1C(F)(F)F)c1c(F)cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C20H21F4N3O4/c1-31-18-15-11(17(28)12(19(29)30)7-27(15)10-2-3-10)4-14(21)16(18)26-6-9(5-25)13(8-26)20(22,23)24/h4,7,9-10,13H,2-3,5-6,8,25H2,1H3,(H,29,30)/t9-,13-/m1/s1
Standard InCHIKey:	FNLVMYDBCGAHSS-NOZJJQNGSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3893

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	257
0.1-0.2	1562
0.2-0.3	6190
0.3-0.4	6700
0.4-0.5	11449
0.5-0.6	4258
0.6-0.7	443
0.7-0.8	29
0.8-0.85	0
0.85-0.9	2
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
High Similarity	0.8687	NPC330683
High Similarity	0.8687	NPC329567
Intermediate Similarity	0.7526	NPC292265
Intermediate Similarity	0.7524	NPC138615
Intermediate Similarity	0.7524	NPC265642
Intermediate Similarity	0.7524	NPC218733
Intermediate Similarity	0.7524	NPC195787
Intermediate Similarity	0.7524	NPC132874
Intermediate Similarity	0.7524	NPC246140
Intermediate Similarity	0.7488	NPC478075
Intermediate Similarity	0.7413	NPC316141
Intermediate Similarity	0.74	NPC314659
Intermediate Similarity	0.735	NPC197335
Intermediate Similarity	0.7291	NPC87391
Intermediate Similarity	0.7268	NPC5630
Intermediate Similarity	0.7251	NPC469732
Intermediate Similarity	0.7217	NPC1464
Intermediate Similarity	0.7178	NPC270301
Intermediate Similarity	0.715	NPC22476
Intermediate Similarity	0.7128	NPC257763
Intermediate Similarity	0.7085	NPC318183
Intermediate Similarity	0.7078	NPC119722
Intermediate Similarity	0.707	NPC87714
Intermediate Similarity	0.7067	NPC203628
Intermediate Similarity	0.704	NPC222046
Intermediate Similarity	0.7028	NPC112937
Intermediate Similarity	0.7027	NPC126556
Intermediate Similarity	0.7014	NPC303214
Intermediate Similarity	0.701	NPC116096
Intermediate Similarity	0.701	NPC472163
Intermediate Similarity	0.7009	NPC232600
Remote Similarity	0.6991	NPC475147
Remote Similarity	0.6986	NPC269449
Remote Similarity	0.6923	NPC470481
Remote Similarity	0.6923	NPC470482
Remote Similarity	0.6923	NPC127996
Remote Similarity	0.6909	NPC474366
Remote Similarity	0.6904	NPC93653
Remote Similarity	0.6886	NPC115588
Remote Similarity	0.6886	NPC19175
Remote Similarity	0.6869	NPC100863
Remote Similarity	0.6864	NPC475133
Remote Similarity	0.6857	NPC474059
Remote Similarity	0.6853	NPC301163
Remote Similarity	0.6849	NPC212123
Remote Similarity	0.6839	NPC241392
Remote Similarity	0.6822	NPC41488
Remote Similarity	0.6816	NPC30749
Remote Similarity	0.6814	NPC8467
Remote Similarity	0.6812	NPC122886
Remote Similarity	0.68	NPC195636
Remote Similarity	0.6794	NPC262725
Remote Similarity	0.678	NPC301501
Remote Similarity	0.678	NPC151171
Remote Similarity	0.677	NPC184408
Remote Similarity	0.677	NPC77777
Remote Similarity	0.6766	NPC291173
Remote Similarity	0.6756	NPC234772
Remote Similarity	0.6727	NPC477161
Remote Similarity	0.6715	NPC85613
Remote Similarity	0.6715	NPC5167
Remote Similarity	0.6711	NPC176113
Remote Similarity	0.6711	NPC476069
Remote Similarity	0.6709	NPC139373
Remote Similarity	0.67	NPC293458
Remote Similarity	0.6699	NPC97584
Remote Similarity	0.6696	NPC305542
Remote Similarity	0.6695	NPC223242
Remote Similarity	0.6695	NPC154922
Remote Similarity	0.6695	NPC469451
Remote Similarity	0.6682	NPC21425
Remote Similarity	0.6681	NPC128476
Remote Similarity	0.6681	NPC7560
Remote Similarity	0.6681	NPC471513
Remote Similarity	0.6681	NPC469450
Remote Similarity	0.6667	NPC114468
Remote Similarity	0.6667	NPC475609
Remote Similarity	0.6667	NPC316282
Remote Similarity	0.6667	NPC288110
Remote Similarity	0.6652	NPC274640
Remote Similarity	0.6639	NPC329932
Remote Similarity	0.6637	NPC189661
Remote Similarity	0.6637	NPC148391
Remote Similarity	0.6635	NPC283810
Remote Similarity	0.6634	NPC299582
Remote Similarity	0.6625	NPC469452
Remote Similarity	0.6624	NPC477397
Remote Similarity	0.6609	NPC13249
Remote Similarity	0.6609	NPC470480
Remote Similarity	0.6593	NPC39500
Remote Similarity	0.6589	NPC1820
Remote Similarity	0.6578	NPC218303
Remote Similarity	0.6567	NPC285254
Remote Similarity	0.6564	NPC2905
Remote Similarity	0.6556	NPC113455
Remote Similarity	0.655	NPC123241
Remote Similarity	0.655	NPC134702
Remote Similarity	0.655	NPC87560
Remote Similarity	0.6542	NPC45389
Remote Similarity	0.6537	NPC76478
Remote Similarity	0.6537	NPC118189
Remote Similarity	0.6533	NPC25961
Remote Similarity	0.6532	NPC163829
Remote Similarity	0.6532	NPC268077
Remote Similarity	0.6527	NPC131977
Remote Similarity	0.6526	NPC14994
Remote Similarity	0.6526	NPC473815
Remote Similarity	0.6513	NPC160113
Remote Similarity	0.6513	NPC476220
Remote Similarity	0.6509	NPC144452
Remote Similarity	0.6502	NPC208522
Remote Similarity	0.6498	NPC198401
Remote Similarity	0.6498	NPC469816
Remote Similarity	0.6498	NPC469815
Remote Similarity	0.6497	NPC144691
Remote Similarity	0.6491	NPC118228
Remote Similarity	0.6488	NPC477395
Remote Similarity	0.6488	NPC167724
Remote Similarity	0.6488	NPC224970
Remote Similarity	0.6488	NPC223595
Remote Similarity	0.6486	NPC41216
Remote Similarity	0.6486	NPC207971
Remote Similarity	0.6484	NPC71124
Remote Similarity	0.6478	NPC182853
Remote Similarity	0.6478	NPC195120
Remote Similarity	0.6476	NPC98416
Remote Similarity	0.6475	NPC120239
Remote Similarity	0.6468	NPC473458
Remote Similarity	0.6468	NPC170333
Remote Similarity	0.6465	NPC314223
Remote Similarity	0.6459	NPC127082
Remote Similarity	0.6459	NPC186669
Remote Similarity	0.6458	NPC314702
Remote Similarity	0.6452	NPC203972
Remote Similarity	0.6447	NPC268223
Remote Similarity	0.6444	NPC285192
Remote Similarity	0.6439	NPC472115
Remote Similarity	0.6439	NPC472114
Remote Similarity	0.6438	NPC161804
Remote Similarity	0.6436	NPC193410
Remote Similarity	0.6436	NPC36495
Remote Similarity	0.6435	NPC28510
Remote Similarity	0.6435	NPC25401
Remote Similarity	0.6429	NPC158551
Remote Similarity	0.6426	NPC476436
Remote Similarity	0.6425	NPC138830
Remote Similarity	0.6422	NPC230313
Remote Similarity	0.6422	NPC243626
Remote Similarity	0.6422	NPC118154
Remote Similarity	0.6422	NPC157983
Remote Similarity	0.642	NPC469722
Remote Similarity	0.6416	NPC477160
Remote Similarity	0.641	NPC51388
Remote Similarity	0.6408	NPC33507
Remote Similarity	0.6406	NPC319645
Remote Similarity	0.6405	NPC476258
Remote Similarity	0.6405	NPC304837
Remote Similarity	0.6404	NPC248117
Remote Similarity	0.64	NPC321428
Remote Similarity	0.6398	NPC166169
Remote Similarity	0.6398	NPC478078
Remote Similarity	0.6394	NPC73280
Remote Similarity	0.6393	NPC125924
Remote Similarity	0.6386	NPC61013
Remote Similarity	0.6385	NPC302235
Remote Similarity	0.6384	NPC133156
Remote Similarity	0.6383	NPC231924
Remote Similarity	0.638	NPC90358
Remote Similarity	0.638	NPC107828
Remote Similarity	0.6379	NPC475844
Remote Similarity	0.6376	NPC94499
Remote Similarity	0.6375	NPC39370
Remote Similarity	0.6371	NPC194740
Remote Similarity	0.6367	NPC477393
Remote Similarity	0.6364	NPC470021
Remote Similarity	0.6364	NPC471197
Remote Similarity	0.636	NPC49547
Remote Similarity	0.636	NPC185172
Remote Similarity	0.636	NPC187501
Remote Similarity	0.6359	NPC127362
Remote Similarity	0.6351	NPC99043
Remote Similarity	0.6351	NPC218594
Remote Similarity	0.6348	NPC314817
Remote Similarity	0.6348	NPC66191
Remote Similarity	0.6348	NPC316297
Remote Similarity	0.6343	NPC162694
Remote Similarity	0.634	NPC43477
Remote Similarity	0.6338	NPC159963
Remote Similarity	0.6336	NPC471198
Remote Similarity	0.633	NPC206109
Remote Similarity	0.633	NPC226708
Remote Similarity	0.633	NPC114039
Remote Similarity	0.6327	NPC198160
Remote Similarity	0.6327	NPC297322
Remote Similarity	0.6323	NPC136573
Remote Similarity	0.6323	NPC176371
Remote Similarity	0.6321	NPC70092
Remote Similarity	0.632	NPC476161
Remote Similarity	0.6318	NPC470023
Remote Similarity	0.6318	NPC474688

Drug Structure

NPD3893 OpenBabel08211704332D 34 37 0 0 1 0 0 0 0 0999 V2000 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2215 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3092 0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.2228 0.6386 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.4138 1.2264 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.7160 -0.6817 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.6337 2.9250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6392 2.8205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0404 3.8385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 4 14 1 0 0 0 0 5 25 1 0 0 0 0 6 9 1 0 0 0 0 6 26 1 0 0 0 0 7 12 2 0 0 0 0 7 27 1 0 0 0 0 8 13 1 0 0 0 0 8 26 1 0 0 0 0 9 5 1 6 0 0 0 9 13 1 0 0 0 0 10 27 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 1 0 0 0 14 16 2 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 26 1 0 0 0 0 17 28 2 0 0 0 0 18 31 1 0 0 0 0 19 29 2 0 0 0 0 19 30 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 25 32 1 0 0 0 0 25 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016865
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.15
ALogP	-1.1537
MLogP	2.45
XLogP	3.043
HDA	6
HBD	2
Rotatable Bonds	13
TPSA	96.1
RO5 Violation	0