NPASS drugs

Drug Information

Drug ID:	NPD1838
Drug Name:
Molecular Formula:	C15H8F6N2O2
Canonical SMILES:	Oc1ccc(cc1n1c(O)nc2c1ccc(c2)C(F)(F)F)C(F)(F)F
Standard InCHI:	InChI=1S/C15H8F6N2O2/c16-14(17,18)7-1-3-10-9(5-7)22-13(25)23(10)11-6-8(15(19,20)21)2-4-12(11)24/h1-6,24H,(H,22,25)
Standard InCHIKey:	YLFMCMWKHSDUCT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1838

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	527
0.1-0.2	7460
0.2-0.3	6131
0.3-0.4	11633
0.4-0.5	3394
0.5-0.6	1463
0.6-0.7	260
0.7-0.8	22
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	0.772	NPC314573
Intermediate Similarity	0.7604	NPC144114
Intermediate Similarity	0.7551	NPC230805
Intermediate Similarity	0.7381	NPC471603
Intermediate Similarity	0.738	NPC79911
Intermediate Similarity	0.7326	NPC120798
Intermediate Similarity	0.7292	NPC208060
Intermediate Similarity	0.7287	NPC224632
Intermediate Similarity	0.7245	NPC477891
Intermediate Similarity	0.7225	NPC278874
Intermediate Similarity	0.72	NPC30540
Intermediate Similarity	0.715	NPC105758
Intermediate Similarity	0.715	NPC476688
Intermediate Similarity	0.715	NPC476686
Intermediate Similarity	0.7114	NPC472289
Intermediate Similarity	0.7077	NPC95898
Intermediate Similarity	0.7069	NPC472031
Intermediate Similarity	0.7069	NPC472067
Intermediate Similarity	0.7069	NPC472066
Intermediate Similarity	0.7056	NPC472068
Intermediate Similarity	0.702	NPC478032
Intermediate Similarity	0.701	NPC164664
Remote Similarity	0.693	NPC242923
Remote Similarity	0.6923	NPC192315
Remote Similarity	0.6906	NPC103687
Remote Similarity	0.6906	NPC132631
Remote Similarity	0.6898	NPC288445
Remote Similarity	0.689	NPC476167
Remote Similarity	0.6863	NPC110741
Remote Similarity	0.686	NPC280638
Remote Similarity	0.681	NPC18487
Remote Similarity	0.6789	NPC36168
Remote Similarity	0.6789	NPC250448
Remote Similarity	0.6787	NPC250178
Remote Similarity	0.6755	NPC114209
Remote Similarity	0.6751	NPC473764
Remote Similarity	0.6751	NPC314940
Remote Similarity	0.6745	NPC470586
Remote Similarity	0.6732	NPC254762
Remote Similarity	0.6729	NPC472259
Remote Similarity	0.6727	NPC62995
Remote Similarity	0.6716	NPC476341
Remote Similarity	0.6701	NPC44161
Remote Similarity	0.6683	NPC478023
Remote Similarity	0.6683	NPC324149
Remote Similarity	0.6681	NPC2497
Remote Similarity	0.6667	NPC60553
Remote Similarity	0.6667	NPC294620
Remote Similarity	0.6652	NPC187145
Remote Similarity	0.6651	NPC470500
Remote Similarity	0.6618	NPC212535
Remote Similarity	0.6616	NPC1527
Remote Similarity	0.6573	NPC128823
Remote Similarity	0.6569	NPC118776
Remote Similarity	0.6553	NPC94943
Remote Similarity	0.6553	NPC42591
Remote Similarity	0.6552	NPC88363
Remote Similarity	0.655	NPC252590
Remote Similarity	0.6547	NPC293151
Remote Similarity	0.6528	NPC53144
Remote Similarity	0.6517	NPC474409
Remote Similarity	0.6514	NPC283117
Remote Similarity	0.6505	NPC190007
Remote Similarity	0.6489	NPC308906
Remote Similarity	0.6479	NPC153042
Remote Similarity	0.6479	NPC474188
Remote Similarity	0.6477	NPC153769
Remote Similarity	0.6473	NPC241025
Remote Similarity	0.6471	NPC72980
Remote Similarity	0.6465	NPC118511
Remote Similarity	0.6459	NPC242928
Remote Similarity	0.6459	NPC246700
Remote Similarity	0.6456	NPC295452
Remote Similarity	0.6456	NPC171393
Remote Similarity	0.6455	NPC470394
Remote Similarity	0.6455	NPC470403
Remote Similarity	0.6455	NPC470404
Remote Similarity	0.6452	NPC223427
Remote Similarity	0.6452	NPC475774
Remote Similarity	0.6447	NPC130570
Remote Similarity	0.6408	NPC314394
Remote Similarity	0.6406	NPC470678
Remote Similarity	0.6406	NPC211813
Remote Similarity	0.6402	NPC267928
Remote Similarity	0.6396	NPC300238
Remote Similarity	0.6396	NPC294375
Remote Similarity	0.6393	NPC471736
Remote Similarity	0.6387	NPC470395
Remote Similarity	0.6387	NPC39092
Remote Similarity	0.638	NPC209769
Remote Similarity	0.6376	NPC200836
Remote Similarity	0.6376	NPC51388
Remote Similarity	0.6368	NPC42483
Remote Similarity	0.6368	NPC99666
Remote Similarity	0.6364	NPC25899
Remote Similarity	0.6359	NPC249662
Remote Similarity	0.6356	NPC8022
Remote Similarity	0.6356	NPC470799
Remote Similarity	0.6355	NPC471294
Remote Similarity	0.6354	NPC161292
Remote Similarity	0.6352	NPC160666
Remote Similarity	0.6351	NPC199667
Remote Similarity	0.6351	NPC85273
Remote Similarity	0.6351	NPC5145
Remote Similarity	0.6351	NPC144381
Remote Similarity	0.6344	NPC48317
Remote Similarity	0.6344	NPC473179
Remote Similarity	0.6341	NPC219848
Remote Similarity	0.6338	NPC230403
Remote Similarity	0.6335	NPC477111
Remote Similarity	0.6332	NPC48192
Remote Similarity	0.6326	NPC70956
Remote Similarity	0.6326	NPC243834
Remote Similarity	0.6324	NPC317054
Remote Similarity	0.6321	NPC257142
Remote Similarity	0.6318	NPC477113
Remote Similarity	0.6311	NPC256268
Remote Similarity	0.6311	NPC118228
Remote Similarity	0.6306	NPC473181
Remote Similarity	0.6303	NPC128751
Remote Similarity	0.6301	NPC245816
Remote Similarity	0.6301	NPC476138
Remote Similarity	0.63	NPC159319
Remote Similarity	0.6294	NPC141353
Remote Similarity	0.6293	NPC323244
Remote Similarity	0.6293	NPC473185
Remote Similarity	0.6292	NPC477806
Remote Similarity	0.6292	NPC477795
Remote Similarity	0.6292	NPC477805
Remote Similarity	0.6292	NPC477796
Remote Similarity	0.6282	NPC476451
Remote Similarity	0.6274	NPC106833
Remote Similarity	0.6274	NPC469497
Remote Similarity	0.6273	NPC475070
Remote Similarity	0.6268	NPC203635
Remote Similarity	0.6262	NPC96890
Remote Similarity	0.6261	NPC287208
Remote Similarity	0.6256	NPC46580
Remote Similarity	0.625	NPC474798
Remote Similarity	0.6245	NPC132642
Remote Similarity	0.6239	NPC19872
Remote Similarity	0.6238	NPC295158
Remote Similarity	0.6233	NPC195314
Remote Similarity	0.6232	NPC42979
Remote Similarity	0.6224	NPC316756
Remote Similarity	0.6224	NPC284348
Remote Similarity	0.6223	NPC216159
Remote Similarity	0.6221	NPC212213
Remote Similarity	0.622	NPC48938
Remote Similarity	0.622	NPC243058
Remote Similarity	0.6219	NPC32028
Remote Similarity	0.6216	NPC193777
Remote Similarity	0.6214	NPC224764
Remote Similarity	0.6213	NPC474701
Remote Similarity	0.6212	NPC477889
Remote Similarity	0.621	NPC63109
Remote Similarity	0.6207	NPC179287
Remote Similarity	0.6204	NPC242209
Remote Similarity	0.6201	NPC136924
Remote Similarity	0.62	NPC285635
Remote Similarity	0.6197	NPC315822
Remote Similarity	0.619	NPC62069
Remote Similarity	0.619	NPC470501
Remote Similarity	0.619	NPC220851
Remote Similarity	0.6188	NPC470931
Remote Similarity	0.6186	NPC132329
Remote Similarity	0.6186	NPC328924
Remote Similarity	0.6185	NPC74619
Remote Similarity	0.6184	NPC314552
Remote Similarity	0.6182	NPC475112
Remote Similarity	0.6182	NPC475085
Remote Similarity	0.6182	NPC291535
Remote Similarity	0.6181	NPC26850
Remote Similarity	0.618	NPC202503
Remote Similarity	0.6176	NPC126481
Remote Similarity	0.6171	NPC476124
Remote Similarity	0.6171	NPC476121
Remote Similarity	0.6169	NPC47298
Remote Similarity	0.6169	NPC315214
Remote Similarity	0.6169	NPC177404
Remote Similarity	0.6167	NPC477861
Remote Similarity	0.6161	NPC469589
Remote Similarity	0.6161	NPC314002
Remote Similarity	0.616	NPC473182
Remote Similarity	0.615	NPC94157
Remote Similarity	0.615	NPC473180
Remote Similarity	0.6147	NPC470502
Remote Similarity	0.6147	NPC306376
Remote Similarity	0.6147	NPC472284
Remote Similarity	0.6147	NPC473317
Remote Similarity	0.6146	NPC158129
Remote Similarity	0.6143	NPC220765
Remote Similarity	0.614	NPC477110
Remote Similarity	0.614	NPC322064
Remote Similarity	0.6139	NPC476118
Remote Similarity	0.6135	NPC288943
Remote Similarity	0.6132	NPC90415
Remote Similarity	0.6132	NPC171171
Remote Similarity	0.613	NPC213530
Remote Similarity	0.613	NPC193267

Drug Structure

NPD1838 OpenBabel08211701082D 27 29 0 0 0 0 0 0 0 0999 V2000 2.2007 1.5657 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 1.2226 1.3578 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 2.5608 -0.1285 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 2.8698 0.8226 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 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 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 1.5000 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 3.8480 1.0305 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 4.7990 0.7215 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.0559 0.0523 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.1570 1.9815 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 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 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6386 -1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4307 -2.6418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 7 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 10 1 0 0 0 0 4 12 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 8 2 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 12 2 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 22 2 0 0 0 0 13 23 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 15 21 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002312
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4552
ChEBI
CAS Number

Drug Properties

Molecular Weight	362.05
ALogP	1.2888
MLogP	2.01
XLogP	5.061
HDA	2
HBD	2
Rotatable Bonds	11
TPSA	57.76
RO5 Violation	1