NPASS drugs

Drug Information

Drug ID:	NPD5818
Drug Name:	S-3304
Molecular Formula:	C24H20N2O4S2
Canonical SMILES:	[O-]C(=O)[C@H](NS(=O)(=O)c1ccc(s1)C#Cc1ccc(cc1)C)Cc1c[nH]c2c1cccc2
Standard InCHI:	InChI=1S/C24H20N2O4S2/c1-16-6-8-17(9-7-16)10-11-19-12-13-23(31-19)32(29,30)26-22(24(27)28)14-18-15-25-21-5-3-2-4-20(18)21/h2-9,12-13,15,22,25-26H,14H2,1H3,(H,27,28)/p-1/t22-/m1/s1
Standard InCHIKey:	YWCLDDLVLSQGSZ-JOCHJYFZSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5818

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	387
0.1-0.2	2694
0.2-0.3	15173
0.3-0.4	8709
0.4-0.5	1670
0.5-0.6	1361
0.6-0.7	788
0.7-0.8	107
0.8-0.85	1
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	0.8223	NPC321708
Intermediate Similarity	0.7949	NPC145885
Intermediate Similarity	0.7949	NPC14113
Intermediate Similarity	0.7949	NPC84827
Intermediate Similarity	0.7941	NPC272483
Intermediate Similarity	0.7897	NPC267885
Intermediate Similarity	0.785	NPC235684
Intermediate Similarity	0.7846	NPC203468
Intermediate Similarity	0.7846	NPC149155
Intermediate Similarity	0.7846	NPC110500
Intermediate Similarity	0.7817	NPC126709
Intermediate Similarity	0.7817	NPC248041
Intermediate Similarity	0.7817	NPC283219
Intermediate Similarity	0.7757	NPC75726
Intermediate Similarity	0.7757	NPC110602
Intermediate Similarity	0.7757	NPC31385
Intermediate Similarity	0.7641	NPC78020
Intermediate Similarity	0.7588	NPC248454
Intermediate Similarity	0.755	NPC213468
Intermediate Similarity	0.7535	NPC478158
Intermediate Similarity	0.7524	NPC74413
Intermediate Similarity	0.7512	NPC227582
Intermediate Similarity	0.75	NPC476874
Intermediate Similarity	0.75	NPC59269
Intermediate Similarity	0.7476	NPC67288
Intermediate Similarity	0.7443	NPC478157
Intermediate Similarity	0.7442	NPC323927
Intermediate Similarity	0.7438	NPC163055
Intermediate Similarity	0.743	NPC473376
Intermediate Similarity	0.7418	NPC193761
Intermediate Similarity	0.7418	NPC260900
Intermediate Similarity	0.7409	NPC36405
Intermediate Similarity	0.7406	NPC252338
Intermediate Similarity	0.7385	NPC82370
Intermediate Similarity	0.7379	NPC17059
Intermediate Similarity	0.7376	NPC55772
Intermediate Similarity	0.7374	NPC63751
Intermediate Similarity	0.7352	NPC75634
Intermediate Similarity	0.7346	NPC262898
Intermediate Similarity	0.7343	NPC213629
Intermediate Similarity	0.734	NPC469896
Intermediate Similarity	0.733	NPC62749
Intermediate Similarity	0.7327	NPC111275
Intermediate Similarity	0.7323	NPC160105
Intermediate Similarity	0.7323	NPC49954
Intermediate Similarity	0.7323	NPC474561
Intermediate Similarity	0.7299	NPC179701
Intermediate Similarity	0.7291	NPC219336
Intermediate Similarity	0.7285	NPC474412
Intermediate Similarity	0.7281	NPC54420
Intermediate Similarity	0.7277	NPC293917
Intermediate Similarity	0.7273	NPC207020
Intermediate Similarity	0.7259	NPC282231
Intermediate Similarity	0.7251	NPC294693
Intermediate Similarity	0.7246	NPC94752
Intermediate Similarity	0.7241	NPC15573
Intermediate Similarity	0.7241	NPC183662
Intermediate Similarity	0.7241	NPC217372
Intermediate Similarity	0.7233	NPC228835
Intermediate Similarity	0.723	NPC171317
Intermediate Similarity	0.723	NPC131887
Intermediate Similarity	0.7215	NPC162860
Intermediate Similarity	0.7208	NPC279918
Intermediate Similarity	0.7198	NPC99939
Intermediate Similarity	0.7198	NPC308931
Intermediate Similarity	0.7178	NPC314603
Intermediate Similarity	0.7176	NPC476073
Intermediate Similarity	0.7171	NPC164228
Intermediate Similarity	0.7163	NPC315555
Intermediate Similarity	0.7162	NPC54744
Intermediate Similarity	0.7136	NPC194640
Intermediate Similarity	0.7122	NPC11126
Intermediate Similarity	0.7115	NPC15102
Intermediate Similarity	0.7113	NPC53947
Intermediate Similarity	0.7111	NPC281049
Intermediate Similarity	0.7109	NPC476460
Intermediate Similarity	0.7085	NPC229348
Intermediate Similarity	0.7083	NPC315491
Intermediate Similarity	0.7083	NPC45459
Intermediate Similarity	0.7073	NPC284775
Intermediate Similarity	0.7071	NPC92796
Intermediate Similarity	0.7071	NPC135141
Intermediate Similarity	0.7065	NPC54988
Intermediate Similarity	0.7059	NPC469938
Intermediate Similarity	0.7056	NPC11445
Intermediate Similarity	0.7054	NPC313640
Intermediate Similarity	0.7053	NPC71037
Intermediate Similarity	0.7047	NPC288838
Intermediate Similarity	0.7045	NPC477065
Intermediate Similarity	0.7043	NPC472762
Intermediate Similarity	0.7041	NPC469760
Intermediate Similarity	0.7041	NPC469763
Intermediate Similarity	0.7041	NPC73952
Intermediate Similarity	0.7041	NPC469765
Intermediate Similarity	0.7041	NPC259644
Intermediate Similarity	0.7041	NPC469786
Intermediate Similarity	0.7041	NPC25008
Intermediate Similarity	0.7035	NPC477714
Intermediate Similarity	0.7021	NPC478028
Intermediate Similarity	0.7009	NPC63279
Intermediate Similarity	0.7009	NPC195239
Intermediate Similarity	0.7009	NPC157828
Intermediate Similarity	0.7005	NPC212376
Intermediate Similarity	0.7005	NPC80597
Intermediate Similarity	0.7005	NPC75540
Intermediate Similarity	0.7005	NPC70922
Intermediate Similarity	0.7005	NPC91179
Intermediate Similarity	0.7005	NPC211572
Remote Similarity	0.6996	NPC267853
Remote Similarity	0.6991	NPC477715
Remote Similarity	0.6991	NPC473640
Remote Similarity	0.699	NPC470823
Remote Similarity	0.6986	NPC165495
Remote Similarity	0.6981	NPC329858
Remote Similarity	0.6979	NPC297642
Remote Similarity	0.6972	NPC475506
Remote Similarity	0.6966	NPC244897
Remote Similarity	0.6963	NPC304203
Remote Similarity	0.6963	NPC88315
Remote Similarity	0.6962	NPC478029
Remote Similarity	0.6959	NPC100321
Remote Similarity	0.6957	NPC229893
Remote Similarity	0.6941	NPC155143
Remote Similarity	0.694	NPC192712
Remote Similarity	0.6935	NPC469762
Remote Similarity	0.6923	NPC315062
Remote Similarity	0.6907	NPC316411
Remote Similarity	0.6904	NPC216713
Remote Similarity	0.6901	NPC314333
Remote Similarity	0.689	NPC233936
Remote Similarity	0.6889	NPC118940
Remote Similarity	0.6884	NPC469785
Remote Similarity	0.6884	NPC472210
Remote Similarity	0.6884	NPC247735
Remote Similarity	0.6884	NPC472295
Remote Similarity	0.6884	NPC269886
Remote Similarity	0.6884	NPC81802
Remote Similarity	0.6881	NPC311276
Remote Similarity	0.6872	NPC280290
Remote Similarity	0.687	NPC473317
Remote Similarity	0.6869	NPC200214
Remote Similarity	0.6863	NPC201700
Remote Similarity	0.6857	NPC469358
Remote Similarity	0.6854	NPC175474
Remote Similarity	0.6854	NPC111602
Remote Similarity	0.6854	NPC63199
Remote Similarity	0.6854	NPC102338
Remote Similarity	0.6854	NPC196251
Remote Similarity	0.6853	NPC476818
Remote Similarity	0.6851	NPC475969
Remote Similarity	0.6851	NPC475859
Remote Similarity	0.6851	NPC474877
Remote Similarity	0.685	NPC216643
Remote Similarity	0.6849	NPC214428
Remote Similarity	0.6849	NPC15801
Remote Similarity	0.684	NPC16352
Remote Similarity	0.6837	NPC471957
Remote Similarity	0.6837	NPC472292
Remote Similarity	0.6833	NPC317701
Remote Similarity	0.683	NPC271862
Remote Similarity	0.683	NPC107077
Remote Similarity	0.683	NPC223791
Remote Similarity	0.6824	NPC319232
Remote Similarity	0.6824	NPC24370
Remote Similarity	0.6822	NPC83111
Remote Similarity	0.6821	NPC314372
Remote Similarity	0.682	NPC472293
Remote Similarity	0.6818	NPC300183
Remote Similarity	0.6814	NPC6865
Remote Similarity	0.6814	NPC153980
Remote Similarity	0.6809	NPC470730
Remote Similarity	0.6809	NPC477175
Remote Similarity	0.6809	NPC470729
Remote Similarity	0.6809	NPC477176
Remote Similarity	0.6806	NPC326422
Remote Similarity	0.6804	NPC190296
Remote Similarity	0.68	NPC285469
Remote Similarity	0.6791	NPC117244
Remote Similarity	0.6791	NPC473763
Remote Similarity	0.6791	NPC138370
Remote Similarity	0.6789	NPC156704
Remote Similarity	0.6789	NPC153400
Remote Similarity	0.6788	NPC469768
Remote Similarity	0.6788	NPC469761
Remote Similarity	0.6788	NPC469783
Remote Similarity	0.6788	NPC469784
Remote Similarity	0.6788	NPC469767
Remote Similarity	0.6788	NPC469779
Remote Similarity	0.6788	NPC469780
Remote Similarity	0.6787	NPC474116
Remote Similarity	0.6786	NPC314957
Remote Similarity	0.6786	NPC266249
Remote Similarity	0.6786	NPC258062
Remote Similarity	0.6786	NPC127677
Remote Similarity	0.6784	NPC234078
Remote Similarity	0.6784	NPC221100
Remote Similarity	0.6781	NPC125597
Remote Similarity	0.678	NPC477177
Remote Similarity	0.6774	NPC19692
Remote Similarity	0.6774	NPC220151

Drug Structure

NPD5818 OpenBabel08211708292D 34 37 0 0 1 0 0 0 0 0999 V2000 7.3929 -4.0267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2556 5.6887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7226 5.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5646 4.7377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3917 5.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6885 -2.4444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6704 -3.8457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8794 -1.8566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8614 -3.2579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1569 -1.6756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3479 -1.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 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 0.9135 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5839 -3.4389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9659 -2.2634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 5 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 S 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 2.5772 3.2319 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 16 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 20 2 0 0 0 0 5 21 2 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 11 3 0 0 0 0 10 17 1 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 12 19 2 0 0 0 0 13 23 2 0 0 0 0 14 18 1 0 0 0 0 15 18 2 0 0 0 0 15 25 1 0 0 0 0 18 20 1 0 0 0 0 19 31 1 0 0 0 0 20 21 1 0 0 0 0 21 25 1 0 0 0 0 22 14 1 1 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 23 31 1 0 0 0 0 23 32 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 25 33 1 0 0 0 0 26 32 1 0 0 0 0 26 34 1 0 0 0 0 29 32 2 0 0 0 0 30 32 2 0 0 0 0 M CHG 1 28 -1 M END $$$$

External Identifiers

TTD	DIB014240
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.08
ALogP	-0.5462
MLogP	3.22
XLogP	6.097
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	138.71
RO5 Violation	1