NPASS drugs

Drug Information

Drug ID:	NPD4881
Drug Name:
Molecular Formula:	C22H19F3N4O2
Canonical SMILES:	OC(=Nc1ccc(nc1)Oc1cccnc1C)N1CCc2c1cc(c(c2)C)C(F)(F)F
Standard InCHI:	InChI=1S/C22H19F3N4O2/c1-13-10-15-7-9-29(18(15)11-17(13)22(23,24)25)21(30)28-16-5-6-20(27-12-16)31-19-4-3-8-26-14(19)2/h3-6,8,10-12H,7,9H2,1-2H3,(H,28,30)
Standard InCHIKey:	ZETBBVYSBABLHL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4881

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	541
0.1-0.2	3657
0.2-0.3	9067
0.3-0.4	10333
0.4-0.5	4296
0.5-0.6	2101
0.6-0.7	813
0.7-0.8	82
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	0.7874	NPC267928
Intermediate Similarity	0.7678	NPC19872
Intermediate Similarity	0.7674	NPC287208
Intermediate Similarity	0.765	NPC208284
Intermediate Similarity	0.758	NPC476287
Intermediate Similarity	0.757	NPC475774
Intermediate Similarity	0.757	NPC476138
Intermediate Similarity	0.757	NPC245816
Intermediate Similarity	0.7533	NPC314954
Intermediate Similarity	0.75	NPC30540
Intermediate Similarity	0.7455	NPC26679
Intermediate Similarity	0.7397	NPC185782
Intermediate Similarity	0.7359	NPC469554
Intermediate Similarity	0.7359	NPC101543
Intermediate Similarity	0.7354	NPC470799
Intermediate Similarity	0.7354	NPC8022
Intermediate Similarity	0.7328	NPC180504
Intermediate Similarity	0.7273	NPC82548
Intermediate Similarity	0.7269	NPC176538
Intermediate Similarity	0.7257	NPC213530
Intermediate Similarity	0.7257	NPC193267
Intermediate Similarity	0.724	NPC174672
Intermediate Similarity	0.7237	NPC216612
Intermediate Similarity	0.7225	NPC20249
Intermediate Similarity	0.7217	NPC132631
Intermediate Similarity	0.7217	NPC103687
Intermediate Similarity	0.7215	NPC329708
Intermediate Similarity	0.7215	NPC47059
Intermediate Similarity	0.7215	NPC264166
Intermediate Similarity	0.7215	NPC274291
Intermediate Similarity	0.7215	NPC165349
Intermediate Similarity	0.7215	NPC118832
Intermediate Similarity	0.7207	NPC123976
Intermediate Similarity	0.7207	NPC167860
Intermediate Similarity	0.7197	NPC472434
Intermediate Similarity	0.7179	NPC141053
Intermediate Similarity	0.7176	NPC239954
Intermediate Similarity	0.7163	NPC161887
Intermediate Similarity	0.7163	NPC219963
Intermediate Similarity	0.7163	NPC266551
Intermediate Similarity	0.7162	NPC174758
Intermediate Similarity	0.7156	NPC232727
Intermediate Similarity	0.715	NPC198673
Intermediate Similarity	0.7143	NPC473180
Intermediate Similarity	0.7143	NPC94157
Intermediate Similarity	0.7143	NPC476167
Intermediate Similarity	0.7137	NPC471891
Intermediate Similarity	0.713	NPC290689
Intermediate Similarity	0.7119	NPC295228
Intermediate Similarity	0.7117	NPC477111
Intermediate Similarity	0.7111	NPC271215
Intermediate Similarity	0.7111	NPC149471
Intermediate Similarity	0.7104	NPC472111
Intermediate Similarity	0.7097	NPC192315
Intermediate Similarity	0.7097	NPC168911
Intermediate Similarity	0.7094	NPC476451
Intermediate Similarity	0.7085	NPC469589
Intermediate Similarity	0.7078	NPC470586
Intermediate Similarity	0.7074	NPC132642
Intermediate Similarity	0.7073	NPC14651
Intermediate Similarity	0.7073	NPC121658
Intermediate Similarity	0.707	NPC226202
Intermediate Similarity	0.707	NPC307963
Intermediate Similarity	0.7067	NPC251160
Intermediate Similarity	0.7064	NPC476582
Intermediate Similarity	0.7064	NPC287437
Intermediate Similarity	0.7064	NPC476578
Intermediate Similarity	0.7064	NPC4071
Intermediate Similarity	0.7054	NPC199667
Intermediate Similarity	0.7054	NPC188420
Intermediate Similarity	0.7043	NPC310118
Intermediate Similarity	0.704	NPC470931
Intermediate Similarity	0.7033	NPC472435
Intermediate Similarity	0.7031	NPC292958
Intermediate Similarity	0.7031	NPC17565
Intermediate Similarity	0.7024	NPC476518
Intermediate Similarity	0.7023	NPC195268
Intermediate Similarity	0.7023	NPC133140
Intermediate Similarity	0.7009	NPC473181
Intermediate Similarity	0.7008	NPC472066
Intermediate Similarity	0.7008	NPC472031
Intermediate Similarity	0.7008	NPC472067
Remote Similarity	0.6996	NPC313189
Remote Similarity	0.6996	NPC472068
Remote Similarity	0.6996	NPC470018
Remote Similarity	0.6992	NPC49547
Remote Similarity	0.6987	NPC100079
Remote Similarity	0.6987	NPC23614
Remote Similarity	0.6987	NPC204446
Remote Similarity	0.6983	NPC65277
Remote Similarity	0.6982	NPC476581
Remote Similarity	0.6982	NPC285558
Remote Similarity	0.6982	NPC475070
Remote Similarity	0.6982	NPC16452
Remote Similarity	0.6982	NPC36229
Remote Similarity	0.6978	NPC5145
Remote Similarity	0.6977	NPC92111
Remote Similarity	0.6974	NPC274982
Remote Similarity	0.6966	NPC74575
Remote Similarity	0.6966	NPC6215
Remote Similarity	0.6962	NPC329631
Remote Similarity	0.6955	NPC315957
Remote Similarity	0.6955	NPC477019
Remote Similarity	0.6955	NPC11017
Remote Similarity	0.6955	NPC234197
Remote Similarity	0.6951	NPC323345
Remote Similarity	0.6951	NPC477113
Remote Similarity	0.6951	NPC470164
Remote Similarity	0.6948	NPC472436
Remote Similarity	0.6944	NPC324149
Remote Similarity	0.6941	NPC212213
Remote Similarity	0.6934	NPC284678
Remote Similarity	0.693	NPC76748
Remote Similarity	0.693	NPC235076
Remote Similarity	0.6916	NPC296482
Remote Similarity	0.6916	NPC53069
Remote Similarity	0.6916	NPC202605
Remote Similarity	0.6916	NPC202768
Remote Similarity	0.6916	NPC112206
Remote Similarity	0.6913	NPC173080
Remote Similarity	0.6912	NPC289786
Remote Similarity	0.6912	NPC84853
Remote Similarity	0.6906	NPC470500
Remote Similarity	0.6901	NPC72905
Remote Similarity	0.6897	NPC60621
Remote Similarity	0.6894	NPC110151
Remote Similarity	0.6894	NPC473185
Remote Similarity	0.6892	NPC211813
Remote Similarity	0.6889	NPC476465
Remote Similarity	0.6888	NPC477861
Remote Similarity	0.6886	NPC469592
Remote Similarity	0.6886	NPC162530
Remote Similarity	0.6886	NPC471080
Remote Similarity	0.6884	NPC242928
Remote Similarity	0.6884	NPC296527
Remote Similarity	0.6883	NPC46451
Remote Similarity	0.6878	NPC329793
Remote Similarity	0.6878	NPC475253
Remote Similarity	0.6875	NPC111624
Remote Similarity	0.6875	NPC304183
Remote Similarity	0.687	NPC476041
Remote Similarity	0.687	NPC26543
Remote Similarity	0.687	NPC304926
Remote Similarity	0.6867	NPC118121
Remote Similarity	0.6861	NPC223427
Remote Similarity	0.6861	NPC200836
Remote Similarity	0.686	NPC99891
Remote Similarity	0.686	NPC81175
Remote Similarity	0.6849	NPC251090
Remote Similarity	0.6847	NPC31930
Remote Similarity	0.6844	NPC135549
Remote Similarity	0.6844	NPC208522
Remote Similarity	0.6842	NPC48353
Remote Similarity	0.684	NPC118776
Remote Similarity	0.6833	NPC18487
Remote Similarity	0.6833	NPC187558
Remote Similarity	0.6833	NPC128823
Remote Similarity	0.6831	NPC473312
Remote Similarity	0.683	NPC472259
Remote Similarity	0.6828	NPC470020
Remote Similarity	0.6826	NPC288349
Remote Similarity	0.6826	NPC170114
Remote Similarity	0.6822	NPC186351
Remote Similarity	0.6814	NPC475910
Remote Similarity	0.6812	NPC478074
Remote Similarity	0.6806	NPC110741
Remote Similarity	0.6803	NPC142385
Remote Similarity	0.68	NPC53534
Remote Similarity	0.6798	NPC242923
Remote Similarity	0.6797	NPC473513
Remote Similarity	0.6796	NPC471178
Remote Similarity	0.6795	NPC122463
Remote Similarity	0.6792	NPC24802
Remote Similarity	0.6787	NPC265576
Remote Similarity	0.6786	NPC53144
Remote Similarity	0.6784	NPC201697
Remote Similarity	0.6783	NPC470549
Remote Similarity	0.678	NPC227908
Remote Similarity	0.678	NPC177404
Remote Similarity	0.6777	NPC211997
Remote Similarity	0.6774	NPC134079
Remote Similarity	0.6774	NPC137353
Remote Similarity	0.6769	NPC171409
Remote Similarity	0.6769	NPC471603
Remote Similarity	0.6769	NPC472098
Remote Similarity	0.6769	NPC96405
Remote Similarity	0.6767	NPC469594
Remote Similarity	0.6766	NPC322482
Remote Similarity	0.6763	NPC470017
Remote Similarity	0.6758	NPC475190
Remote Similarity	0.6756	NPC470930
Remote Similarity	0.6754	NPC11464
Remote Similarity	0.6753	NPC477110
Remote Similarity	0.675	NPC96584
Remote Similarity	0.675	NPC255800
Remote Similarity	0.6748	NPC118511
Remote Similarity	0.6741	NPC291535
Remote Similarity	0.6741	NPC475085
Remote Similarity	0.6741	NPC475112
Remote Similarity	0.6739	NPC473757

Drug Structure

NPD4881 OpenBabel08211706322D 32 35 0 0 0 0 0 0 0 0999 V2000 -5.3617 -4.3477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 1.7321 -0.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7218 -2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7655 -2.2377 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 -5.0527 -3.3966 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 -5.4128 -1.7024 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 -4.0745 -3.1887 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 1.7321 1.0000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4054 -3.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1975 -4.9100 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.1486 -4.6010 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.4273 -3.7240 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 19 1 0 0 0 0 5 6 2 0 0 0 0 5 16 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 26 2 0 0 0 0 9 29 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 16 2 0 0 0 0 12 27 1 0 0 0 0 13 17 1 0 0 0 0 14 19 2 0 0 0 0 14 26 1 0 0 0 0 15 18 2 0 0 0 0 16 28 1 0 0 0 0 17 22 1 0 0 0 0 18 29 1 0 0 0 0 19 31 1 0 0 0 0 20 27 2 0 0 0 0 20 31 1 0 0 0 0 21 28 2 3 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000589
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	443391
ChEBI
CAS Number

Drug Properties

Molecular Weight	428.15
ALogP	2.2182
MLogP	2.89
XLogP	6.913
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	70.84
RO5 Violation	1