NPASS drugs

Drug Information

Drug ID:	NPD1912
Drug Name:	Voriconazole
Molecular Formula:	C16H14F3N5O
Canonical SMILES:	Fc1ccc(c(c1)F)[C@]([C@H](c1ncncc1F)C)(Cn1cncn1)O
Standard InCHI:	InChI=1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1
Standard InCHIKey:	BCEHBSKCWLPMDN-MGPLVRAMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1912

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	424
0.1-0.2	3003
0.2-0.3	10645
0.3-0.4	11985
0.4-0.5	2665
0.5-0.6	1708
0.6-0.7	449
0.7-0.8	11
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	0.7749	NPC472289
Intermediate Similarity	0.738	NPC164664
Intermediate Similarity	0.7308	NPC471603
Intermediate Similarity	0.7245	NPC254762
Intermediate Similarity	0.7209	NPC130570
Intermediate Similarity	0.7068	NPC105758
Intermediate Similarity	0.7068	NPC476686
Intermediate Similarity	0.7068	NPC476688
Intermediate Similarity	0.7053	NPC278874
Intermediate Similarity	0.7031	NPC208060
Intermediate Similarity	0.7021	NPC224632
Remote Similarity	0.699	NPC477891
Remote Similarity	0.6984	NPC97367
Remote Similarity	0.6907	NPC317054
Remote Similarity	0.6904	NPC144114
Remote Similarity	0.6884	NPC62995
Remote Similarity	0.6869	NPC48938
Remote Similarity	0.6833	NPC132631
Remote Similarity	0.6833	NPC103687
Remote Similarity	0.6791	NPC282247
Remote Similarity	0.6789	NPC131718
Remote Similarity	0.6786	NPC150048
Remote Similarity	0.6786	NPC203754
Remote Similarity	0.6782	NPC230805
Remote Similarity	0.6772	NPC129721
Remote Similarity	0.6771	NPC471178
Remote Similarity	0.6739	NPC295452
Remote Similarity	0.6739	NPC171393
Remote Similarity	0.6736	NPC49217
Remote Similarity	0.6718	NPC158129
Remote Similarity	0.6712	NPC250178
Remote Similarity	0.6698	NPC242923
Remote Similarity	0.6667	NPC242209
Remote Similarity	0.6667	NPC471177
Remote Similarity	0.6667	NPC124542
Remote Similarity	0.6667	NPC59779
Remote Similarity	0.6667	NPC39092
Remote Similarity	0.6652	NPC107160
Remote Similarity	0.665	NPC329541
Remote Similarity	0.6649	NPC98187
Remote Similarity	0.6632	NPC162268
Remote Similarity	0.6632	NPC102423
Remote Similarity	0.6609	NPC30540
Remote Similarity	0.6603	NPC212213
Remote Similarity	0.6591	NPC212125
Remote Similarity	0.6588	NPC54537
Remote Similarity	0.6584	NPC284678
Remote Similarity	0.6571	NPC476167
Remote Similarity	0.6564	NPC160666
Remote Similarity	0.6564	NPC49954
Remote Similarity	0.6564	NPC474561
Remote Similarity	0.6564	NPC160105
Remote Similarity	0.6552	NPC62510
Remote Similarity	0.6552	NPC15102
Remote Similarity	0.6546	NPC473057
Remote Similarity	0.6546	NPC194640
Remote Similarity	0.6543	NPC282531
Remote Similarity	0.6538	NPC133366
Remote Similarity	0.6536	NPC256893
Remote Similarity	0.6533	NPC134586
Remote Similarity	0.6524	NPC192315
Remote Similarity	0.6524	NPC265576
Remote Similarity	0.6522	NPC324149
Remote Similarity	0.6515	NPC314603
Remote Similarity	0.6515	NPC313791
Remote Similarity	0.6515	NPC471294
Remote Similarity	0.651	NPC212742
Remote Similarity	0.6502	NPC284559
Remote Similarity	0.6502	NPC207851
Remote Similarity	0.6502	NPC204717
Remote Similarity	0.65	NPC211997
Remote Similarity	0.6495	NPC282231
Remote Similarity	0.6495	NPC475070
Remote Similarity	0.6485	NPC233936
Remote Similarity	0.648	NPC108469
Remote Similarity	0.6479	NPC328596
Remote Similarity	0.6479	NPC328318
Remote Similarity	0.6479	NPC57398
Remote Similarity	0.6471	NPC314002
Remote Similarity	0.6468	NPC54981
Remote Similarity	0.6462	NPC476118
Remote Similarity	0.6458	NPC141353
Remote Similarity	0.6453	NPC220765
Remote Similarity	0.6447	NPC69843
Remote Similarity	0.6447	NPC63751
Remote Similarity	0.6445	NPC239954
Remote Similarity	0.6443	NPC279918
Remote Similarity	0.6442	NPC477166
Remote Similarity	0.6442	NPC304187
Remote Similarity	0.6442	NPC99666
Remote Similarity	0.644	NPC73952
Remote Similarity	0.644	NPC25008
Remote Similarity	0.644	NPC469786
Remote Similarity	0.644	NPC469763
Remote Similarity	0.644	NPC469760
Remote Similarity	0.644	NPC469765
Remote Similarity	0.644	NPC259644
Remote Similarity	0.6439	NPC171171
Remote Similarity	0.6435	NPC166492
Remote Similarity	0.6435	NPC473362
Remote Similarity	0.6429	NPC473317
Remote Similarity	0.6429	NPC472193
Remote Similarity	0.6425	NPC95783
Remote Similarity	0.6422	NPC5145
Remote Similarity	0.6419	NPC470505
Remote Similarity	0.6419	NPC470500
Remote Similarity	0.6418	NPC59269
Remote Similarity	0.6414	NPC314940
Remote Similarity	0.6414	NPC473764
Remote Similarity	0.6411	NPC198673
Remote Similarity	0.6411	NPC474177
Remote Similarity	0.6408	NPC46580
Remote Similarity	0.6406	NPC476465
Remote Similarity	0.6406	NPC63562
Remote Similarity	0.6406	NPC211572
Remote Similarity	0.6406	NPC212376
Remote Similarity	0.6406	NPC70922
Remote Similarity	0.6406	NPC75540
Remote Similarity	0.6406	NPC80597
Remote Similarity	0.6406	NPC120070
Remote Similarity	0.6404	NPC306397
Remote Similarity	0.6404	NPC471313
Remote Similarity	0.6404	NPC156003
Remote Similarity	0.6404	NPC471311
Remote Similarity	0.6402	NPC470678
Remote Similarity	0.64	NPC469938
Remote Similarity	0.6398	NPC77555
Remote Similarity	0.6394	NPC117244
Remote Similarity	0.6394	NPC473763
Remote Similarity	0.6393	NPC29702
Remote Similarity	0.6392	NPC230869
Remote Similarity	0.639	NPC163421
Remote Similarity	0.639	NPC188387
Remote Similarity	0.6389	NPC317373
Remote Similarity	0.6388	NPC2497
Remote Similarity	0.6387	NPC470233
Remote Similarity	0.6379	NPC74619
Remote Similarity	0.6378	NPC469813
Remote Similarity	0.6378	NPC311276
Remote Similarity	0.6378	NPC476446
Remote Similarity	0.6378	NPC78375
Remote Similarity	0.6376	NPC116622
Remote Similarity	0.6372	NPC200836
Remote Similarity	0.6372	NPC53144
Remote Similarity	0.6372	NPC475774
Remote Similarity	0.6368	NPC168911
Remote Similarity	0.6368	NPC474916
Remote Similarity	0.6364	NPC473342
Remote Similarity	0.6364	NPC477167
Remote Similarity	0.636	NPC472031
Remote Similarity	0.636	NPC472067
Remote Similarity	0.636	NPC472066
Remote Similarity	0.6359	NPC63338
Remote Similarity	0.6359	NPC474707
Remote Similarity	0.6359	NPC322976
Remote Similarity	0.6359	NPC324203
Remote Similarity	0.6354	NPC324611
Remote Similarity	0.6348	NPC21461
Remote Similarity	0.6346	NPC3715
Remote Similarity	0.6344	NPC125597
Remote Similarity	0.6343	NPC327592
Remote Similarity	0.6343	NPC472259
Remote Similarity	0.634	NPC269919
Remote Similarity	0.634	NPC132680
Remote Similarity	0.6339	NPC308906
Remote Similarity	0.6337	NPC63109
Remote Similarity	0.6337	NPC326575
Remote Similarity	0.6335	NPC24678
Remote Similarity	0.6335	NPC105818
Remote Similarity	0.633	NPC471323
Remote Similarity	0.633	NPC71238
Remote Similarity	0.633	NPC477111
Remote Similarity	0.633	NPC314957
Remote Similarity	0.6329	NPC317030
Remote Similarity	0.6329	NPC204565
Remote Similarity	0.6327	NPC470203
Remote Similarity	0.6326	NPC211813
Remote Similarity	0.6324	NPC314394
Remote Similarity	0.6321	NPC267928
Remote Similarity	0.6316	NPC470111
Remote Similarity	0.6313	NPC475288
Remote Similarity	0.6313	NPC477113
Remote Similarity	0.6313	NPC165370
Remote Similarity	0.6313	NPC54988
Remote Similarity	0.6313	NPC41717
Remote Similarity	0.6308	NPC92796
Remote Similarity	0.6308	NPC135141
Remote Similarity	0.6305	NPC248462
Remote Similarity	0.6304	NPC328029
Remote Similarity	0.63	NPC252590
Remote Similarity	0.6298	NPC65215
Remote Similarity	0.6298	NPC173028
Remote Similarity	0.6296	NPC159856
Remote Similarity	0.6296	NPC103388
Remote Similarity	0.6291	NPC102008
Remote Similarity	0.6289	NPC469785
Remote Similarity	0.6288	NPC323244
Remote Similarity	0.6279	NPC469308
Remote Similarity	0.6276	NPC25899
Remote Similarity	0.6276	NPC472068

Drug Structure

NPD1912 OpenBabel08211701392D 26 28 0 0 1 0 0 0 0 0999 V2000 -0.8660 -3.2321 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 -3.2321 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 2.1340 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -2.3660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1340 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6340 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.6340 -4.0981 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.6340 -2.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1340 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 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 -1.3660 -0.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 -0.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 11 2 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 5 20 1 0 0 0 0 6 24 1 0 0 0 0 7 20 2 0 0 0 0 7 22 1 0 0 0 0 8 21 1 0 0 0 0 8 23 2 0 0 0 0 9 21 2 0 0 0 0 9 24 1 0 0 0 0 10 1 1 6 0 0 0 10 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 15 22 2 0 0 0 0 16 6 1 1 0 0 0 16 25 1 0 0 0 0 23 24 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001271
DrugBank	DB00582
ChEMBL	CHEMBL638
IUPHAR/BPS
PharmaGKB	PA10233
KEGG Drug	D00578
PubChem CID	71616
ChEBI	10023
CAS Number	137234-62-9

Drug Properties

Molecular Weight	349.12
ALogP	0.8521
MLogP	2.23
XLogP	2.193
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	76.72
RO5 Violation	0