NPASS drugs

Drug Information

Drug ID:	NPD4460
Drug Name:
Molecular Formula:	C21H23FN2O3S
Canonical SMILES:	Fc1ccc(cc1)CC1CCN(CC1)CCS(=O)c1ccc2c(c1)oc(n2)O
Standard InCHI:	InChI=1S/C21H23FN2O3S/c22-17-3-1-15(2-4-17)13-16-7-9-24(10-8-16)11-12-28(26)18-5-6-19-20(14-18)27-21(25)23-19/h1-6,14,16H,7-13H2,(H,23,25)
Standard InCHIKey:	FCBQJNCAKZSIAH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4460

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	394
0.1-0.2	3009
0.2-0.3	9647
0.3-0.4	6104
0.4-0.5	9198
0.5-0.6	2188
0.6-0.7	345
0.7-0.8	5
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	0.7621	NPC286195
Intermediate Similarity	0.7169	NPC469961
Intermediate Similarity	0.7056	NPC161801
Intermediate Similarity	0.7054	NPC220408
Intermediate Similarity	0.7004	NPC478141
Remote Similarity	0.6982	NPC230403
Remote Similarity	0.691	NPC474428
Remote Similarity	0.6849	NPC323969
Remote Similarity	0.6833	NPC314633
Remote Similarity	0.6802	NPC477589
Remote Similarity	0.6802	NPC477587
Remote Similarity	0.6792	NPC216612
Remote Similarity	0.6776	NPC477516
Remote Similarity	0.6776	NPC102593
Remote Similarity	0.6776	NPC196718
Remote Similarity	0.6766	NPC38237
Remote Similarity	0.6753	NPC473239
Remote Similarity	0.6749	NPC257851
Remote Similarity	0.6747	NPC477586
Remote Similarity	0.6747	NPC477590
Remote Similarity	0.6747	NPC477585
Remote Similarity	0.6747	NPC477588
Remote Similarity	0.6737	NPC324361
Remote Similarity	0.6723	NPC146418
Remote Similarity	0.6712	NPC222592
Remote Similarity	0.6712	NPC168486
Remote Similarity	0.6706	NPC313587
Remote Similarity	0.6706	NPC316110
Remote Similarity	0.6706	NPC315893
Remote Similarity	0.6695	NPC184408
Remote Similarity	0.668	NPC329631
Remote Similarity	0.6667	NPC39500
Remote Similarity	0.6667	NPC287208
Remote Similarity	0.664	NPC473186
Remote Similarity	0.6623	NPC98864
Remote Similarity	0.6622	NPC144381
Remote Similarity	0.6609	NPC472259
Remote Similarity	0.6605	NPC314222
Remote Similarity	0.6605	NPC196449
Remote Similarity	0.6598	NPC288987
Remote Similarity	0.6587	NPC148889
Remote Similarity	0.6586	NPC39370
Remote Similarity	0.6585	NPC194740
Remote Similarity	0.6585	NPC274640
Remote Similarity	0.6584	NPC144452
Remote Similarity	0.6582	NPC187501
Remote Similarity	0.6567	NPC475774
Remote Similarity	0.6556	NPC174576
Remote Similarity	0.6556	NPC131885
Remote Similarity	0.6553	NPC321428
Remote Similarity	0.6549	NPC72715
Remote Similarity	0.6542	NPC322064
Remote Similarity	0.6532	NPC474688
Remote Similarity	0.6518	NPC241025
Remote Similarity	0.6511	NPC472287
Remote Similarity	0.6511	NPC472286
Remote Similarity	0.6502	NPC225279
Remote Similarity	0.6494	NPC248782
Remote Similarity	0.649	NPC205372
Remote Similarity	0.648	NPC141053
Remote Similarity	0.6466	NPC260434
Remote Similarity	0.6458	NPC236668
Remote Similarity	0.6457	NPC475844
Remote Similarity	0.6453	NPC295898
Remote Similarity	0.644	NPC49547
Remote Similarity	0.6437	NPC470018
Remote Similarity	0.6435	NPC118511
Remote Similarity	0.6434	NPC54066
Remote Similarity	0.6432	NPC118228
Remote Similarity	0.6432	NPC146976
Remote Similarity	0.6431	NPC72905
Remote Similarity	0.6414	NPC193238
Remote Similarity	0.6412	NPC53534
Remote Similarity	0.6411	NPC74575
Remote Similarity	0.6411	NPC157931
Remote Similarity	0.6411	NPC186351
Remote Similarity	0.6411	NPC478078
Remote Similarity	0.641	NPC470586
Remote Similarity	0.6409	NPC165964
Remote Similarity	0.6406	NPC316224
Remote Similarity	0.6405	NPC152768
Remote Similarity	0.6405	NPC148183
Remote Similarity	0.6403	NPC240384
Remote Similarity	0.6402	NPC269367
Remote Similarity	0.6402	NPC471304
Remote Similarity	0.6402	NPC470020
Remote Similarity	0.6393	NPC208084
Remote Similarity	0.639	NPC250448
Remote Similarity	0.639	NPC315411
Remote Similarity	0.6389	NPC253675
Remote Similarity	0.6389	NPC182222
Remote Similarity	0.6386	NPC471762
Remote Similarity	0.6386	NPC66777
Remote Similarity	0.6377	NPC282346
Remote Similarity	0.6374	NPC472435
Remote Similarity	0.6367	NPC128115
Remote Similarity	0.6367	NPC472099
Remote Similarity	0.6367	NPC124300
Remote Similarity	0.6364	NPC477979
Remote Similarity	0.636	NPC278525
Remote Similarity	0.6356	NPC51388
Remote Similarity	0.6356	NPC322482
Remote Similarity	0.6353	NPC41501
Remote Similarity	0.6352	NPC473041
Remote Similarity	0.6352	NPC96321
Remote Similarity	0.6352	NPC472284
Remote Similarity	0.6349	NPC251036
Remote Similarity	0.6349	NPC264176
Remote Similarity	0.6349	NPC472098
Remote Similarity	0.6345	NPC140296
Remote Similarity	0.6344	NPC315061
Remote Similarity	0.6344	NPC194040
Remote Similarity	0.6343	NPC322644
Remote Similarity	0.6342	NPC291609
Remote Similarity	0.6342	NPC142385
Remote Similarity	0.6331	NPC179287
Remote Similarity	0.6327	NPC315804
Remote Similarity	0.6327	NPC313804
Remote Similarity	0.6326	NPC26850
Remote Similarity	0.6326	NPC258048
Remote Similarity	0.6322	NPC232225
Remote Similarity	0.6322	NPC137353
Remote Similarity	0.6322	NPC476287
Remote Similarity	0.632	NPC475190
Remote Similarity	0.6318	NPC472434
Remote Similarity	0.6318	NPC208522
Remote Similarity	0.6314	NPC101350
Remote Similarity	0.6313	NPC177404
Remote Similarity	0.6311	NPC206201
Remote Similarity	0.6311	NPC305984
Remote Similarity	0.6311	NPC27041
Remote Similarity	0.6309	NPC78767
Remote Similarity	0.6309	NPC267928
Remote Similarity	0.6309	NPC473814
Remote Similarity	0.6307	NPC87413
Remote Similarity	0.6303	NPC300156
Remote Similarity	0.6302	NPC472436
Remote Similarity	0.63	NPC42591
Remote Similarity	0.63	NPC295158
Remote Similarity	0.6296	NPC16066
Remote Similarity	0.6296	NPC50562
Remote Similarity	0.6293	NPC310618
Remote Similarity	0.6293	NPC93390
Remote Similarity	0.6292	NPC209981
Remote Similarity	0.629	NPC122436
Remote Similarity	0.6287	NPC317572
Remote Similarity	0.6286	NPC303658
Remote Similarity	0.6285	NPC22481
Remote Similarity	0.6284	NPC26543
Remote Similarity	0.6283	NPC470042
Remote Similarity	0.6281	NPC94157
Remote Similarity	0.6276	NPC270918
Remote Similarity	0.6276	NPC4687
Remote Similarity	0.6275	NPC15801
Remote Similarity	0.6275	NPC235685
Remote Similarity	0.6272	NPC204385
Remote Similarity	0.6271	NPC471944
Remote Similarity	0.627	NPC67658
Remote Similarity	0.627	NPC474701
Remote Similarity	0.6269	NPC152620
Remote Similarity	0.6266	NPC108847
Remote Similarity	0.6265	NPC210296
Remote Similarity	0.6261	NPC132539
Remote Similarity	0.626	NPC475635
Remote Similarity	0.626	NPC24802
Remote Similarity	0.6256	NPC320394
Remote Similarity	0.6255	NPC123395
Remote Similarity	0.625	NPC470280
Remote Similarity	0.625	NPC82548
Remote Similarity	0.6245	NPC57398
Remote Similarity	0.624	NPC220337
Remote Similarity	0.6239	NPC74153
Remote Similarity	0.6235	NPC470017
Remote Similarity	0.6235	NPC108342
Remote Similarity	0.6235	NPC132642
Remote Similarity	0.6233	NPC303225
Remote Similarity	0.6224	NPC174672
Remote Similarity	0.6224	NPC174758
Remote Similarity	0.6224	NPC475350
Remote Similarity	0.6224	NPC14877
Remote Similarity	0.6224	NPC145178
Remote Similarity	0.6218	NPC245816
Remote Similarity	0.6218	NPC476138
Remote Similarity	0.6217	NPC188104
Remote Similarity	0.6217	NPC242928
Remote Similarity	0.6213	NPC239954
Remote Similarity	0.6211	NPC470022
Remote Similarity	0.6211	NPC182907
Remote Similarity	0.6211	NPC189903
Remote Similarity	0.6211	NPC184680
Remote Similarity	0.6208	NPC283117
Remote Similarity	0.62	NPC97746
Remote Similarity	0.62	NPC21638
Remote Similarity	0.62	NPC473449
Remote Similarity	0.6199	NPC470894
Remote Similarity	0.6194	NPC298436
Remote Similarity	0.6194	NPC168209
Remote Similarity	0.619	NPC311906
Remote Similarity	0.6189	NPC316181
Remote Similarity	0.6189	NPC151781

Drug Structure

NPD4460 OpenBabel08211705262D 29 32 0 0 1 0 0 0 0 0999 V2000 8.0021 0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8682 0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0021 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 0.0219 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.8682 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7342 -1.4781 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -3.9781 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 1.9400 -2.9781 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 -2.4945 0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 15 2 0 0 0 0 2 4 2 0 0 0 0 2 15 1 0 0 0 0 3 17 2 0 0 0 0 4 17 1 0 0 0 0 5 6 2 0 0 0 0 5 18 1 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 24 1 0 0 0 0 10 24 1 0 0 0 0 11 12 1 0 0 0 0 11 24 1 0 0 0 0 12 28 1 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 17 22 1 0 0 0 0 18 28 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 27 1 0 0 0 0 21 23 2 0 0 0 0 21 25 1 0 0 0 0 21 27 1 0 0 0 0 25 29 1 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001104; DNC013120
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	156328
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.14
ALogP	-1.1572
MLogP	3
XLogP	3.299
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	85.78
RO5 Violation	0