NPASS drugs

Drug Information

Drug ID:	NPD5884
Drug Name:
Molecular Formula:	C24H25FN4O4
Canonical SMILES:	Fc1ccc(cc1)c1nc([nH]c1c1ccncc1)C1OCC(CO1)(C)C(=O)N1CCOCC1
Standard InCHI:	InChI=1S/C24H25FN4O4/c1-24(23(30)29-10-12-31-13-11-29)14-32-22(33-15-24)21-27-19(16-2-4-18(25)5-3-16)20(28-21)17-6-8-26-9-7-17/h2-9,22H,10-15H2,1H3,(H,27,28)
Standard InCHIKey:	YEQUJOKCSZTBFS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5884

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	410
0.1-0.2	4247
0.2-0.3	17395
0.3-0.4	5130
0.4-0.5	1589
0.5-0.6	1519
0.6-0.7	585
0.7-0.8	15
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	0.7376	NPC317054
Intermediate Similarity	0.7349	NPC469308
Intermediate Similarity	0.7309	NPC470731
Intermediate Similarity	0.7236	NPC470203
Intermediate Similarity	0.7186	NPC470204
Intermediate Similarity	0.7155	NPC69843
Intermediate Similarity	0.7087	NPC64216
Intermediate Similarity	0.708	NPC470732
Intermediate Similarity	0.7067	NPC16659
Intermediate Similarity	0.7067	NPC54744
Intermediate Similarity	0.7056	NPC470233
Intermediate Similarity	0.7054	NPC54981
Intermediate Similarity	0.7022	NPC471603
Intermediate Similarity	0.7019	NPC265710
Intermediate Similarity	0.7015	NPC122141
Remote Similarity	0.6996	NPC116555
Remote Similarity	0.6979	NPC475859
Remote Similarity	0.6979	NPC475969
Remote Similarity	0.6971	NPC473380
Remote Similarity	0.6971	NPC240088
Remote Similarity	0.697	NPC312942
Remote Similarity	0.697	NPC327095
Remote Similarity	0.694	NPC40455
Remote Similarity	0.6936	NPC477175
Remote Similarity	0.6936	NPC470730
Remote Similarity	0.6923	NPC280852
Remote Similarity	0.692	NPC71238
Remote Similarity	0.6889	NPC477548
Remote Similarity	0.6887	NPC284678
Remote Similarity	0.6878	NPC165743
Remote Similarity	0.6867	NPC476817
Remote Similarity	0.6863	NPC478182
Remote Similarity	0.6861	NPC473376
Remote Similarity	0.6857	NPC12649
Remote Similarity	0.6842	NPC282247
Remote Similarity	0.6838	NPC19170
Remote Similarity	0.6828	NPC320968
Remote Similarity	0.6826	NPC267811
Remote Similarity	0.6825	NPC24864
Remote Similarity	0.6822	NPC17273
Remote Similarity	0.6822	NPC94752
Remote Similarity	0.6822	NPC297862
Remote Similarity	0.6822	NPC135601
Remote Similarity	0.6822	NPC141612
Remote Similarity	0.6818	NPC179787
Remote Similarity	0.6818	NPC473640
Remote Similarity	0.6818	NPC201380
Remote Similarity	0.6818	NPC114209
Remote Similarity	0.6816	NPC476219
Remote Similarity	0.6814	NPC478185
Remote Similarity	0.6814	NPC478158
Remote Similarity	0.6797	NPC281049
Remote Similarity	0.6796	NPC56233
Remote Similarity	0.6792	NPC307191
Remote Similarity	0.6784	NPC321911
Remote Similarity	0.6783	NPC471192
Remote Similarity	0.678	NPC478184
Remote Similarity	0.6777	NPC11126
Remote Similarity	0.6768	NPC63545
Remote Similarity	0.6766	NPC325903
Remote Similarity	0.6765	NPC474877
Remote Similarity	0.6753	NPC238945
Remote Similarity	0.6752	NPC253987
Remote Similarity	0.6739	NPC478157
Remote Similarity	0.6734	NPC469811
Remote Similarity	0.6732	NPC225018
Remote Similarity	0.6729	NPC228835
Remote Similarity	0.6728	NPC469501
Remote Similarity	0.6728	NPC469470
Remote Similarity	0.6726	NPC475506
Remote Similarity	0.6725	NPC153980
Remote Similarity	0.6725	NPC6865
Remote Similarity	0.6723	NPC470729
Remote Similarity	0.6723	NPC477176
Remote Similarity	0.6717	NPC470440
Remote Similarity	0.6716	NPC293487
Remote Similarity	0.6715	NPC49217
Remote Similarity	0.6708	NPC63279
Remote Similarity	0.6696	NPC221100
Remote Similarity	0.6696	NPC155143
Remote Similarity	0.6696	NPC234078
Remote Similarity	0.6695	NPC477177
Remote Similarity	0.6682	NPC213629
Remote Similarity	0.6682	NPC48938
Remote Similarity	0.6682	NPC294693
Remote Similarity	0.6681	NPC72956
Remote Similarity	0.6681	NPC155444
Remote Similarity	0.668	NPC297642
Remote Similarity	0.6667	NPC317701
Remote Similarity	0.6667	NPC236711
Remote Similarity	0.6667	NPC265576
Remote Similarity	0.6667	NPC161861
Remote Similarity	0.6667	NPC89987
Remote Similarity	0.6652	NPC75634
Remote Similarity	0.6651	NPC21429
Remote Similarity	0.6639	NPC476491
Remote Similarity	0.6638	NPC177996
Remote Similarity	0.6638	NPC147983
Remote Similarity	0.6638	NPC123839
Remote Similarity	0.6638	NPC251936
Remote Similarity	0.6637	NPC313421
Remote Similarity	0.6636	NPC198673
Remote Similarity	0.6635	NPC478183
Remote Similarity	0.6634	NPC300238
Remote Similarity	0.6622	NPC193761
Remote Similarity	0.662	NPC308931
Remote Similarity	0.662	NPC99939
Remote Similarity	0.6611	NPC56109
Remote Similarity	0.6611	NPC191382
Remote Similarity	0.6607	NPC470497
Remote Similarity	0.6605	NPC102755
Remote Similarity	0.6592	NPC52557
Remote Similarity	0.6592	NPC168911
Remote Similarity	0.6585	NPC295452
Remote Similarity	0.6585	NPC171393
Remote Similarity	0.658	NPC471193
Remote Similarity	0.658	NPC471194
Remote Similarity	0.6579	NPC54420
Remote Similarity	0.6574	NPC108011
Remote Similarity	0.6573	NPC28848
Remote Similarity	0.6573	NPC14325
Remote Similarity	0.6571	NPC91895
Remote Similarity	0.6571	NPC32534
Remote Similarity	0.6569	NPC476297
Remote Similarity	0.6569	NPC475258
Remote Similarity	0.6569	NPC107160
Remote Similarity	0.6567	NPC472027
Remote Similarity	0.6562	NPC293917
Remote Similarity	0.6562	NPC100321
Remote Similarity	0.6561	NPC188821
Remote Similarity	0.6561	NPC474180
Remote Similarity	0.656	NPC17059
Remote Similarity	0.6558	NPC191415
Remote Similarity	0.6555	NPC474196
Remote Similarity	0.655	NPC204141
Remote Similarity	0.655	NPC266249
Remote Similarity	0.6543	NPC158055
Remote Similarity	0.6538	NPC317105
Remote Similarity	0.6535	NPC475288
Remote Similarity	0.6535	NPC282531
Remote Similarity	0.6533	NPC42483
Remote Similarity	0.653	NPC175474
Remote Similarity	0.6528	NPC139291
Remote Similarity	0.6528	NPC472108
Remote Similarity	0.6524	NPC477979
Remote Similarity	0.6522	NPC162860
Remote Similarity	0.6522	NPC107077
Remote Similarity	0.6522	NPC223791
Remote Similarity	0.652	NPC200214
Remote Similarity	0.6518	NPC239954
Remote Similarity	0.6518	NPC212213
Remote Similarity	0.6518	NPC474389
Remote Similarity	0.6517	NPC143872
Remote Similarity	0.6514	NPC62749
Remote Similarity	0.6511	NPC174788
Remote Similarity	0.6509	NPC118940
Remote Similarity	0.65	NPC231536
Remote Similarity	0.6491	NPC214827
Remote Similarity	0.6491	NPC314930
Remote Similarity	0.6488	NPC470323
Remote Similarity	0.6481	NPC473757
Remote Similarity	0.6476	NPC470509
Remote Similarity	0.6476	NPC476874
Remote Similarity	0.6473	NPC156003
Remote Similarity	0.6463	NPC277350
Remote Similarity	0.6462	NPC470498
Remote Similarity	0.6462	NPC82331
Remote Similarity	0.6461	NPC935
Remote Similarity	0.6461	NPC267078
Remote Similarity	0.6459	NPC21174
Remote Similarity	0.6459	NPC271797
Remote Similarity	0.6458	NPC475338
Remote Similarity	0.6458	NPC909
Remote Similarity	0.6456	NPC474195
Remote Similarity	0.6444	NPC470499
Remote Similarity	0.6444	NPC171317
Remote Similarity	0.6442	NPC229173
Remote Similarity	0.6441	NPC473310
Remote Similarity	0.6438	NPC311858
Remote Similarity	0.6435	NPC473362
Remote Similarity	0.6435	NPC166492
Remote Similarity	0.6434	NPC474357
Remote Similarity	0.6432	NPC472123
Remote Similarity	0.6432	NPC476492
Remote Similarity	0.6431	NPC477633
Remote Similarity	0.6429	NPC102592
Remote Similarity	0.6429	NPC79356
Remote Similarity	0.6429	NPC471506
Remote Similarity	0.6425	NPC324091
Remote Similarity	0.6422	NPC165495
Remote Similarity	0.6422	NPC40070
Remote Similarity	0.6419	NPC68354
Remote Similarity	0.6417	NPC314882
Remote Similarity	0.6411	NPC194881
Remote Similarity	0.6407	NPC475024
Remote Similarity	0.6405	NPC314954
Remote Similarity	0.6404	NPC470111
Remote Similarity	0.6402	NPC469938
Remote Similarity	0.6397	NPC478029
Remote Similarity	0.6396	NPC216159

Drug Structure

NPD5884 OpenBabel08211708292D 34 38 0 0 1 0 0 0 0 0999 V2000 -2.3660 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7433 1.2163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7614 -0.1850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5523 1.8041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5704 0.4028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7614 -1.5471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7433 -2.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5704 -2.1349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5523 -3.5361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0981 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2321 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9641 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0981 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8479 0.2218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8479 -1.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4659 1.3973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.3660 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.2749 1.9851 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.4659 -3.1294 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -0.0570 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -1.6750 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2321 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 -2.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9641 0.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7788 -2.6261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 4 1 0 0 0 0 2 16 2 0 0 0 0 3 5 2 0 0 0 0 3 16 1 0 0 0 0 4 18 2 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 26 2 0 0 0 0 9 26 1 0 0 0 0 10 12 1 0 0 0 0 10 29 1 0 0 0 0 11 13 1 0 0 0 0 11 29 1 0 0 0 0 12 31 1 0 0 0 0 13 31 1 0 0 0 0 14 24 1 0 0 0 0 14 32 1 0 0 0 0 15 24 1 0 0 0 0 15 33 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 22 32 1 0 0 0 0 22 33 1 0 0 0 0 23 24 1 0 0 0 0 23 29 1 0 0 0 0 23 30 2 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000284
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9828952
ChEBI
CAS Number

Drug Properties

Molecular Weight	452.19
ALogP	-0.5638
MLogP	3.11
XLogP	1.988
HDA	8
HBD	1
Rotatable Bonds	7
TPSA	89.57
RO5 Violation	0