NPASS drugs

Drug Information

Drug ID:	NPD3899
Drug Name:
Molecular Formula:	C20H21FN2O5S
Canonical SMILES:	CNC(=O)c1c(oc2c1cc(OC(C)C)c(c2)NS(=O)(=O)C)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C20H21FN2O5S/c1-11(2)27-17-9-14-16(10-15(17)23-29(4,25)26)28-19(18(14)20(24)22-3)12-5-7-13(21)8-6-12/h5-11,23H,1-4H3,(H,22,24)
Standard InCHIKey:	VBRUONUESYTIDA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3899

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	335
0.1-0.2	1827
0.2-0.3	7159
0.3-0.4	5895
0.4-0.5	7705
0.5-0.6	7554
0.6-0.7	409
0.7-0.8	6
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	0.7397	NPC41216
Intermediate Similarity	0.7327	NPC112937
Intermediate Similarity	0.7105	NPC268223
Intermediate Similarity	0.7083	NPC45389
Intermediate Similarity	0.7033	NPC73280
Intermediate Similarity	0.7	NPC176113
Remote Similarity	0.6996	NPC157983
Remote Similarity	0.6996	NPC118154
Remote Similarity	0.6991	NPC198160
Remote Similarity	0.6974	NPC474366
Remote Similarity	0.6962	NPC13249
Remote Similarity	0.6957	NPC30749
Remote Similarity	0.6923	NPC471652
Remote Similarity	0.6923	NPC308895
Remote Similarity	0.6913	NPC116178
Remote Similarity	0.691	NPC195120
Remote Similarity	0.691	NPC87560
Remote Similarity	0.691	NPC134702
Remote Similarity	0.6906	NPC241263
Remote Similarity	0.6894	NPC118189
Remote Similarity	0.6883	NPC217903
Remote Similarity	0.6883	NPC321166
Remote Similarity	0.687	NPC218303
Remote Similarity	0.6853	NPC148391
Remote Similarity	0.6842	NPC212123
Remote Similarity	0.684	NPC305542
Remote Similarity	0.6822	NPC76478
Remote Similarity	0.6822	NPC7560
Remote Similarity	0.6818	NPC1820
Remote Similarity	0.6805	NPC227033
Remote Similarity	0.6798	NPC477161
Remote Similarity	0.6793	NPC251071
Remote Similarity	0.6786	NPC234933
Remote Similarity	0.6784	NPC185197
Remote Similarity	0.6766	NPC77777
Remote Similarity	0.6754	NPC301292
Remote Similarity	0.6754	NPC313112
Remote Similarity	0.6753	NPC25961
Remote Similarity	0.6738	NPC114468
Remote Similarity	0.6736	NPC122886
Remote Similarity	0.6711	NPC100863
Remote Similarity	0.6709	NPC2905
Remote Similarity	0.6708	NPC285254
Remote Similarity	0.6696	NPC478075
Remote Similarity	0.6695	NPC182853
Remote Similarity	0.6681	NPC329830
Remote Similarity	0.6667	NPC203373
Remote Similarity	0.6667	NPC288759
Remote Similarity	0.6626	NPC154922
Remote Similarity	0.6623	NPC222561
Remote Similarity	0.6609	NPC268077
Remote Similarity	0.6594	NPC15987
Remote Similarity	0.6591	NPC473007
Remote Similarity	0.6589	NPC471648
Remote Similarity	0.6581	NPC295479
Remote Similarity	0.6581	NPC220241
Remote Similarity	0.6578	NPC243626
Remote Similarity	0.6578	NPC230313
Remote Similarity	0.6575	NPC314659
Remote Similarity	0.6567	NPC477160
Remote Similarity	0.6565	NPC207971
Remote Similarity	0.6562	NPC206109
Remote Similarity	0.6562	NPC114039
Remote Similarity	0.6561	NPC87391
Remote Similarity	0.6552	NPC308943
Remote Similarity	0.6547	NPC473008
Remote Similarity	0.6542	NPC198503
Remote Similarity	0.653	NPC472163
Remote Similarity	0.653	NPC197335
Remote Similarity	0.6524	NPC330683
Remote Similarity	0.6524	NPC329567
Remote Similarity	0.6513	NPC313327
Remote Similarity	0.6509	NPC195787
Remote Similarity	0.6509	NPC246140
Remote Similarity	0.6506	NPC151171
Remote Similarity	0.6504	NPC139373
Remote Similarity	0.65	NPC476069
Remote Similarity	0.6498	NPC55470
Remote Similarity	0.6494	NPC166712
Remote Similarity	0.6494	NPC113455
Remote Similarity	0.6485	NPC46561
Remote Similarity	0.6479	NPC299582
Remote Similarity	0.6475	NPC140296
Remote Similarity	0.6473	NPC283207
Remote Similarity	0.6466	NPC87714
Remote Similarity	0.6466	NPC133156
Remote Similarity	0.6458	NPC298436
Remote Similarity	0.6458	NPC208084
Remote Similarity	0.6452	NPC34770
Remote Similarity	0.6444	NPC195636
Remote Similarity	0.6441	NPC49184
Remote Similarity	0.6434	NPC185172
Remote Similarity	0.6431	NPC270515
Remote Similarity	0.6429	NPC469451
Remote Similarity	0.6429	NPC298449
Remote Similarity	0.6423	NPC223242
Remote Similarity	0.6419	NPC71124
Remote Similarity	0.6419	NPC471651
Remote Similarity	0.6417	NPC131885
Remote Similarity	0.6417	NPC58209
Remote Similarity	0.6417	NPC120239
Remote Similarity	0.6414	NPC310211
Remote Similarity	0.6414	NPC10732
Remote Similarity	0.6414	NPC470482
Remote Similarity	0.6414	NPC308137
Remote Similarity	0.6414	NPC470481
Remote Similarity	0.6409	NPC120513
Remote Similarity	0.6404	NPC170333
Remote Similarity	0.64	NPC131977
Remote Similarity	0.64	NPC474059
Remote Similarity	0.6397	NPC474688
Remote Similarity	0.6393	NPC231924
Remote Similarity	0.6391	NPC5374
Remote Similarity	0.6388	NPC254957
Remote Similarity	0.6386	NPC476220
Remote Similarity	0.6386	NPC160113
Remote Similarity	0.6383	NPC100573
Remote Similarity	0.6383	NPC207873
Remote Similarity	0.638	NPC121400
Remote Similarity	0.6378	NPC329932
Remote Similarity	0.6375	NPC169402
Remote Similarity	0.6375	NPC301501
Remote Similarity	0.6367	NPC476436
Remote Similarity	0.6364	NPC469722
Remote Similarity	0.6364	NPC150239
Remote Similarity	0.636	NPC291173
Remote Similarity	0.6349	NPC469450
Remote Similarity	0.6348	NPC70290
Remote Similarity	0.6348	NPC14622
Remote Similarity	0.6348	NPC73020
Remote Similarity	0.6348	NPC215098
Remote Similarity	0.6348	NPC46744
Remote Similarity	0.6348	NPC124302
Remote Similarity	0.6345	NPC477827
Remote Similarity	0.6345	NPC477826
Remote Similarity	0.6344	NPC473004
Remote Similarity	0.6341	NPC470480
Remote Similarity	0.634	NPC470042
Remote Similarity	0.6339	NPC262725
Remote Similarity	0.6338	NPC93653
Remote Similarity	0.6335	NPC6786
Remote Similarity	0.6331	NPC217176
Remote Similarity	0.6327	NPC97746
Remote Similarity	0.6327	NPC115588
Remote Similarity	0.6326	NPC132385
Remote Similarity	0.6318	NPC67401
Remote Similarity	0.6318	NPC39500
Remote Similarity	0.6309	NPC119818
Remote Similarity	0.6309	NPC328700
Remote Similarity	0.6309	NPC2173
Remote Similarity	0.6309	NPC202771
Remote Similarity	0.6308	NPC257763
Remote Similarity	0.6307	NPC477828
Remote Similarity	0.6306	NPC270301
Remote Similarity	0.6303	NPC187501
Remote Similarity	0.6303	NPC186569
Remote Similarity	0.6303	NPC61731
Remote Similarity	0.6299	NPC469452
Remote Similarity	0.6295	NPC473187
Remote Similarity	0.6293	NPC314100
Remote Similarity	0.6293	NPC72788
Remote Similarity	0.6293	NPC226652
Remote Similarity	0.6293	NPC120671
Remote Similarity	0.6292	NPC16066
Remote Similarity	0.6292	NPC116238
Remote Similarity	0.6291	NPC133817
Remote Similarity	0.6291	NPC476443
Remote Similarity	0.6291	NPC301163
Remote Similarity	0.6288	NPC209981
Remote Similarity	0.6288	NPC230683
Remote Similarity	0.6287	NPC475133
Remote Similarity	0.6287	NPC477825
Remote Similarity	0.6285	NPC476258
Remote Similarity	0.6285	NPC304837
Remote Similarity	0.6283	NPC329790
Remote Similarity	0.6281	NPC247803
Remote Similarity	0.628	NPC316292
Remote Similarity	0.6279	NPC317567
Remote Similarity	0.6275	NPC208364
Remote Similarity	0.6275	NPC160100
Remote Similarity	0.6275	NPC188400
Remote Similarity	0.6274	NPC471649
Remote Similarity	0.6273	NPC472894
Remote Similarity	0.627	NPC314702
Remote Similarity	0.6266	NPC234772
Remote Similarity	0.6266	NPC478048
Remote Similarity	0.6265	NPC1608
Remote Similarity	0.6261	NPC477258
Remote Similarity	0.6261	NPC98416
Remote Similarity	0.6261	NPC222524
Remote Similarity	0.6261	NPC269367
Remote Similarity	0.626	NPC475844
Remote Similarity	0.626	NPC19175
Remote Similarity	0.626	NPC179287
Remote Similarity	0.6256	NPC208890
Remote Similarity	0.6255	NPC39370
Remote Similarity	0.6255	NPC473422
Remote Similarity	0.6255	NPC288987
Remote Similarity	0.6255	NPC473188
Remote Similarity	0.625	NPC227361

Drug Structure

NPD3899 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2109 4.2953 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 -5.6369 1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6369 2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6369 1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6369 2.8660 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1369 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1369 2.0000 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 -0.8660 1.5000 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8581 3.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1369 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.1890 4.5032 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8363 3.9680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.4980 5.4543 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 22 1 0 0 0 0 4 29 1 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 15 1 0 0 0 0 10 16 2 0 0 0 0 11 27 1 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 23 1 0 0 0 0 16 28 1 0 0 0 0 17 27 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 24 2 0 0 0 0 22 30 1 0 0 0 0 23 29 1 0 0 0 0 23 31 1 0 0 0 0 25 29 2 0 0 0 0 26 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012434
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10409873
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.12
ALogP	-1.143
MLogP	2.67
XLogP	3.163
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	106.02
RO5 Violation	0