NPASS drugs

Drug Information

Drug ID:	NPD4020
Drug Name:
Molecular Formula:	C20H24F4N4O3
Canonical SMILES:	Fc1ccc(c(c1)OCC(F)(F)F)N1CCN(CC1)CCCn1c(O)ncc(c1=O)C
Standard InCHI:	InChI=1S/C20H24F4N4O3/c1-14-12-25-19(30)28(18(14)29)6-2-5-26-7-9-27(10-8-26)16-4-3-15(21)11-17(16)31-13-20(22,23)24/h3-4,11-12H,2,5-10,13H2,1H3,(H,25,30)
Standard InCHIKey:	WEZFJPKJUIGDPS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4020

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	193
0.1-0.2	2517
0.2-0.3	9968
0.3-0.4	4213
0.4-0.5	11802
0.5-0.6	2061
0.6-0.7	132
0.7-0.8	4
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	0.7399	NPC315257
Intermediate Similarity	0.7118	NPC260601
Intermediate Similarity	0.7059	NPC168750
Intermediate Similarity	0.7	NPC476462
Remote Similarity	0.6988	NPC297584
Remote Similarity	0.6959	NPC198401
Remote Similarity	0.6927	NPC301163
Remote Similarity	0.6902	NPC471648
Remote Similarity	0.6824	NPC476475
Remote Similarity	0.6748	NPC315632
Remote Similarity	0.6726	NPC208022
Remote Similarity	0.6716	NPC330683
Remote Similarity	0.6716	NPC329567
Remote Similarity	0.6702	NPC314659
Remote Similarity	0.6684	NPC262725
Remote Similarity	0.6649	NPC314861
Remote Similarity	0.6649	NPC197335
Remote Similarity	0.6648	NPC9373
Remote Similarity	0.6647	NPC29650
Remote Similarity	0.6611	NPC471132
Remote Similarity	0.6608	NPC138365
Remote Similarity	0.6598	NPC87391
Remote Similarity	0.6579	NPC220560
Remote Similarity	0.6562	NPC270301
Remote Similarity	0.6562	NPC116096
Remote Similarity	0.6548	NPC92803
Remote Similarity	0.6531	NPC18890
Remote Similarity	0.6526	NPC290069
Remote Similarity	0.6522	NPC231862
Remote Similarity	0.6509	NPC231382
Remote Similarity	0.6509	NPC473987
Remote Similarity	0.6498	NPC257851
Remote Similarity	0.6477	NPC118776
Remote Similarity	0.6467	NPC250476
Remote Similarity	0.6447	NPC110741
Remote Similarity	0.6417	NPC254700
Remote Similarity	0.6408	NPC473422
Remote Similarity	0.6398	NPC57105
Remote Similarity	0.6346	NPC16249
Remote Similarity	0.6344	NPC93653
Remote Similarity	0.6341	NPC214368
Remote Similarity	0.6335	NPC73280
Remote Similarity	0.6311	NPC311357
Remote Similarity	0.6305	NPC314948
Remote Similarity	0.6292	NPC308197
Remote Similarity	0.6283	NPC85482
Remote Similarity	0.6275	NPC112937
Remote Similarity	0.625	NPC174629
Remote Similarity	0.6243	NPC299582
Remote Similarity	0.6238	NPC471825
Remote Similarity	0.6238	NPC287208
Remote Similarity	0.6226	NPC471532
Remote Similarity	0.6225	NPC478049
Remote Similarity	0.6215	NPC316297
Remote Similarity	0.6215	NPC314817
Remote Similarity	0.6215	NPC66191
Remote Similarity	0.6215	NPC47986
Remote Similarity	0.6211	NPC127362
Remote Similarity	0.6195	NPC100863
Remote Similarity	0.6188	NPC473769
Remote Similarity	0.6183	NPC112766
Remote Similarity	0.618	NPC189724
Remote Similarity	0.618	NPC212850
Remote Similarity	0.618	NPC83289
Remote Similarity	0.6178	NPC33507
Remote Similarity	0.6176	NPC472540
Remote Similarity	0.6176	NPC472539
Remote Similarity	0.6176	NPC470787
Remote Similarity	0.6173	NPC264782
Remote Similarity	0.617	NPC320064
Remote Similarity	0.6169	NPC473569
Remote Similarity	0.6158	NPC470485
Remote Similarity	0.6158	NPC471130
Remote Similarity	0.6149	NPC274732
Remote Similarity	0.6147	NPC128115
Remote Similarity	0.6146	NPC472541
Remote Similarity	0.6146	NPC472542
Remote Similarity	0.6146	NPC161804
Remote Similarity	0.614	NPC218323
Remote Similarity	0.6139	NPC470483
Remote Similarity	0.6138	NPC191863
Remote Similarity	0.6138	NPC289776
Remote Similarity	0.6138	NPC133470
Remote Similarity	0.6138	NPC88970
Remote Similarity	0.6135	NPC127178
Remote Similarity	0.6133	NPC247298
Remote Similarity	0.6131	NPC313886
Remote Similarity	0.6126	NPC157931
Remote Similarity	0.6124	NPC473460
Remote Similarity	0.6122	NPC287152
Remote Similarity	0.612	NPC242000
Remote Similarity	0.6114	NPC266425
Remote Similarity	0.6108	NPC473004
Remote Similarity	0.6099	NPC66777
Remote Similarity	0.6099	NPC471762
Remote Similarity	0.6099	NPC189908
Remote Similarity	0.6096	NPC471649
Remote Similarity	0.6095	NPC470484
Remote Similarity	0.6089	NPC45389
Remote Similarity	0.6087	NPC95977
Remote Similarity	0.6077	NPC295898
Remote Similarity	0.6073	NPC70172
Remote Similarity	0.6071	NPC315631
Remote Similarity	0.607	NPC471614
Remote Similarity	0.6069	NPC471306
Remote Similarity	0.6069	NPC471321
Remote Similarity	0.6066	NPC195787
Remote Similarity	0.6066	NPC245974
Remote Similarity	0.6066	NPC246140
Remote Similarity	0.6064	NPC70549
Remote Similarity	0.6048	NPC41216
Remote Similarity	0.6044	NPC473874
Remote Similarity	0.6042	NPC471652
Remote Similarity	0.6037	NPC471531
Remote Similarity	0.6034	NPC200555
Remote Similarity	0.6034	NPC196026
Remote Similarity	0.6032	NPC154478
Remote Similarity	0.6029	NPC204970
Remote Similarity	0.6027	NPC17565
Remote Similarity	0.602	NPC473432
Remote Similarity	0.6011	NPC471646
Remote Similarity	0.6011	NPC471647
Remote Similarity	0.6011	NPC307682
Remote Similarity	0.6011	NPC84317
Remote Similarity	0.601	NPC471651
Remote Similarity	0.601	NPC1527
Remote Similarity	0.601	NPC166169
Remote Similarity	0.601	NPC85613
Remote Similarity	0.601	NPC70092
Remote Similarity	0.6009	NPC244425
Remote Similarity	0.6009	NPC285192
Remote Similarity	0.6009	NPC15384
Remote Similarity	0.6	NPC314113
Remote Similarity	0.6	NPC144691
Remote Similarity	0.6	NPC325479
Remote Similarity	0.6	NPC469829
Remote Similarity	0.5991	NPC65277
Remote Similarity	0.5991	NPC141053
Remote Similarity	0.5991	NPC477161
Remote Similarity	0.599	NPC127082
Remote Similarity	0.5983	NPC314702
Remote Similarity	0.5981	NPC471561
Remote Similarity	0.5981	NPC138830
Remote Similarity	0.5981	NPC67904
Remote Similarity	0.598	NPC475411
Remote Similarity	0.5977	NPC283079
Remote Similarity	0.597	NPC473007
Remote Similarity	0.597	NPC315542
Remote Similarity	0.5969	NPC315498
Remote Similarity	0.5969	NPC230942
Remote Similarity	0.5962	NPC478075
Remote Similarity	0.5952	NPC470586
Remote Similarity	0.5949	NPC471604
Remote Similarity	0.5947	NPC57512
Remote Similarity	0.5945	NPC30749
Remote Similarity	0.5945	NPC151781
Remote Similarity	0.5945	NPC74562
Remote Similarity	0.5945	NPC316181
Remote Similarity	0.5944	NPC204156
Remote Similarity	0.5939	NPC475607
Remote Similarity	0.5939	NPC8467
Remote Similarity	0.5938	NPC472923
Remote Similarity	0.5938	NPC113056
Remote Similarity	0.5938	NPC118511
Remote Similarity	0.5938	NPC138293
Remote Similarity	0.5938	NPC292143
Remote Similarity	0.5938	NPC139506
Remote Similarity	0.5936	NPC471197
Remote Similarity	0.5935	NPC82548
Remote Similarity	0.5931	NPC471195
Remote Similarity	0.5931	NPC471196
Remote Similarity	0.593	NPC5167
Remote Similarity	0.5926	NPC242923
Remote Similarity	0.592	NPC302235
Remote Similarity	0.5913	NPC316282
Remote Similarity	0.5913	NPC472191
Remote Similarity	0.5911	NPC21425
Remote Similarity	0.5909	NPC471198
Remote Similarity	0.5909	NPC248601
Remote Similarity	0.5909	NPC77777
Remote Similarity	0.5909	NPC474081
Remote Similarity	0.5907	NPC174672
Remote Similarity	0.5907	NPC174758
Remote Similarity	0.5902	NPC28510
Remote Similarity	0.5902	NPC1820
Remote Similarity	0.5902	NPC22476
Remote Similarity	0.59	NPC472163
Remote Similarity	0.59	NPC288305
Remote Similarity	0.59	NPC219963
Remote Similarity	0.5897	NPC472434
Remote Similarity	0.5896	NPC207971
Remote Similarity	0.5895	NPC287757
Remote Similarity	0.5895	NPC319320
Remote Similarity	0.5894	NPC230313
Remote Similarity	0.5893	NPC122886
Remote Similarity	0.5891	NPC235194
Remote Similarity	0.5888	NPC475594
Remote Similarity	0.5888	NPC164608
Remote Similarity	0.5885	NPC71124
Remote Similarity	0.5885	NPC257763

Drug Structure

NPD4020 OpenBabel08211704332D 32 34 0 0 0 0 0 0 0 0999 V2000 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 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 5.1962 4.0000 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 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 5.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 5.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 F 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 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 2 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 26 1 0 0 0 0 6 28 1 0 0 0 0 7 9 1 0 0 0 0 7 26 1 0 0 0 0 8 10 1 0 0 0 0 8 26 1 0 0 0 0 9 27 1 0 0 0 0 10 27 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 25 1 0 0 0 0 13 20 1 0 0 0 0 13 31 1 0 0 0 0 14 18 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 16 27 1 0 0 0 0 17 31 1 0 0 0 0 18 28 1 0 0 0 0 18 29 2 0 0 0 0 19 25 2 0 0 0 0 19 28 1 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 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012560; DNC004935
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9872515
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.18
ALogP	0.8834
MLogP	2.45
XLogP	2.565
HDA	6
HBD	1
Rotatable Bonds	14
TPSA	68.61
RO5 Violation	0