NPASS drugs

Drug Information

Drug ID:	NPD2123
Drug Name:	Pyritinol
Molecular Formula:	C16H20N2O4S2
Canonical SMILES:	OCc1c(CSSCc2cnc(c(c2CO)O)C)cnc(c1O)C
Standard InCHI:	InChI=1S/C16H20N2O4S2/c1-9-15(21)13(5-19)11(3-17-9)7-23-24-8-12-4-18-10(2)16(22)14(12)6-20/h3-4,19-22H,5-8H2,1-2H3
Standard InCHIKey:	SIXLXDIJGIWWFU-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2123

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	212
0.1-0.2	2721
0.2-0.3	9934
0.3-0.4	10748
0.4-0.5	4848
0.5-0.6	1839
0.6-0.7	529
0.7-0.8	50
0.8-0.85	6
0.85-0.9	3
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
High Similarity	0.8688	NPC132680
High Similarity	0.8688	NPC269919
High Similarity	0.8562	NPC63562
Intermediate Similarity	0.8476	NPC263439
Intermediate Similarity	0.8466	NPC63338
Intermediate Similarity	0.8466	NPC322976
Intermediate Similarity	0.8466	NPC324203
Intermediate Similarity	0.8253	NPC211187
Intermediate Similarity	0.8166	NPC256828
Intermediate Similarity	0.7744	NPC220523
Intermediate Similarity	0.774	NPC52831
Intermediate Similarity	0.774	NPC325705
Intermediate Similarity	0.7692	NPC3715
Intermediate Similarity	0.75	NPC252590
Intermediate Similarity	0.7486	NPC36498
Intermediate Similarity	0.7443	NPC314940
Intermediate Similarity	0.7443	NPC473764
Intermediate Similarity	0.7371	NPC471178
Intermediate Similarity	0.7356	NPC471177
Intermediate Similarity	0.7356	NPC124542
Intermediate Similarity	0.7356	NPC59779
Intermediate Similarity	0.735	NPC314270
Intermediate Similarity	0.7349	NPC470394
Intermediate Similarity	0.7349	NPC470403
Intermediate Similarity	0.7349	NPC470404
Intermediate Similarity	0.7305	NPC471598
Intermediate Similarity	0.7299	NPC25899
Intermediate Similarity	0.7278	NPC203754
Intermediate Similarity	0.7278	NPC150048
Intermediate Similarity	0.7267	NPC174421
Intermediate Similarity	0.7262	NPC470395
Intermediate Similarity	0.7216	NPC473057
Intermediate Similarity	0.7213	NPC219963
Intermediate Similarity	0.7212	NPC471596
Intermediate Similarity	0.7194	NPC316403
Intermediate Similarity	0.7191	NPC44161
Intermediate Similarity	0.7169	NPC280853
Intermediate Similarity	0.7159	NPC48192
Intermediate Similarity	0.7157	NPC477111
Intermediate Similarity	0.7143	NPC313804
Intermediate Similarity	0.7143	NPC315804
Intermediate Similarity	0.7126	NPC318935
Intermediate Similarity	0.7126	NPC285016
Intermediate Similarity	0.7126	NPC245657
Intermediate Similarity	0.7092	NPC329708
Intermediate Similarity	0.7092	NPC165349
Intermediate Similarity	0.7092	NPC118832
Intermediate Similarity	0.7092	NPC47059
Intermediate Similarity	0.7092	NPC274291
Intermediate Similarity	0.7092	NPC264166
Intermediate Similarity	0.7088	NPC194724
Intermediate Similarity	0.7052	NPC284348
Intermediate Similarity	0.7039	NPC108469
Intermediate Similarity	0.7027	NPC266551
Intermediate Similarity	0.7027	NPC161887
Intermediate Similarity	0.7022	NPC97367
Intermediate Similarity	0.7016	NPC226202
Intermediate Similarity	0.701	NPC476167
Intermediate Similarity	0.7006	NPC471594
Remote Similarity	0.6995	NPC477110
Remote Similarity	0.697	NPC477113
Remote Similarity	0.6959	NPC192315
Remote Similarity	0.6954	NPC153769
Remote Similarity	0.6951	NPC256893
Remote Similarity	0.6927	NPC476446
Remote Similarity	0.6927	NPC469813
Remote Similarity	0.6927	NPC78375
Remote Similarity	0.6923	NPC253810
Remote Similarity	0.6919	NPC470500
Remote Similarity	0.6915	NPC5145
Remote Similarity	0.6905	NPC186351
Remote Similarity	0.6904	NPC470678
Remote Similarity	0.6886	NPC328029
Remote Similarity	0.6879	NPC257142
Remote Similarity	0.6854	NPC84508
Remote Similarity	0.6839	NPC329541
Remote Similarity	0.6834	NPC472259
Remote Similarity	0.6825	NPC20249
Remote Similarity	0.6821	NPC267928
Remote Similarity	0.6821	NPC161292
Remote Similarity	0.681	NPC165370
Remote Similarity	0.681	NPC212125
Remote Similarity	0.6798	NPC138018
Remote Similarity	0.6784	NPC475774
Remote Similarity	0.6772	NPC320394
Remote Similarity	0.6772	NPC284559
Remote Similarity	0.6755	NPC470474
Remote Similarity	0.6748	NPC470799
Remote Similarity	0.6748	NPC8022
Remote Similarity	0.6739	NPC14651
Remote Similarity	0.6739	NPC158129
Remote Similarity	0.6739	NPC121658
Remote Similarity	0.6738	NPC42979
Remote Similarity	0.6737	NPC314002
Remote Similarity	0.6735	NPC224928
Remote Similarity	0.672	NPC224764
Remote Similarity	0.672	NPC48938
Remote Similarity	0.6705	NPC471323
Remote Similarity	0.6702	NPC478032
Remote Similarity	0.6702	NPC171171
Remote Similarity	0.6701	NPC324149
Remote Similarity	0.6701	NPC99666
Remote Similarity	0.6698	NPC132631
Remote Similarity	0.6698	NPC103687
Remote Similarity	0.6687	NPC151489
Remote Similarity	0.6686	NPC29702
Remote Similarity	0.6685	NPC71079
Remote Similarity	0.6685	NPC476518
Remote Similarity	0.6684	NPC473053
Remote Similarity	0.6684	NPC204717
Remote Similarity	0.6667	NPC74382
Remote Similarity	0.6667	NPC206251
Remote Similarity	0.6667	NPC289786
Remote Similarity	0.6649	NPC114974
Remote Similarity	0.6649	NPC295158
Remote Similarity	0.6648	NPC474217
Remote Similarity	0.6633	NPC93390
Remote Similarity	0.6633	NPC19872
Remote Similarity	0.6632	NPC472289
Remote Similarity	0.6632	NPC220765
Remote Similarity	0.6615	NPC471448
Remote Similarity	0.6615	NPC195268
Remote Similarity	0.6615	NPC133140
Remote Similarity	0.6615	NPC314573
Remote Similarity	0.6615	NPC56170
Remote Similarity	0.6612	NPC85918
Remote Similarity	0.6606	NPC306397
Remote Similarity	0.6602	NPC26679
Remote Similarity	0.6602	NPC202605
Remote Similarity	0.6602	NPC112206
Remote Similarity	0.6597	NPC207851
Remote Similarity	0.6596	NPC283152
Remote Similarity	0.6593	NPC177404
Remote Similarity	0.6584	NPC475070
Remote Similarity	0.6583	NPC4071
Remote Similarity	0.6583	NPC476578
Remote Similarity	0.6583	NPC476582
Remote Similarity	0.658	NPC46580
Remote Similarity	0.6576	NPC127730
Remote Similarity	0.6576	NPC278366
Remote Similarity	0.6576	NPC41717
Remote Similarity	0.6569	NPC18348
Remote Similarity	0.6566	NPC473814
Remote Similarity	0.6566	NPC78767
Remote Similarity	0.6562	NPC42591
Remote Similarity	0.6562	NPC62510
Remote Similarity	0.6559	NPC470498
Remote Similarity	0.6557	NPC102423
Remote Similarity	0.6557	NPC478141
Remote Similarity	0.655	NPC249040
Remote Similarity	0.6545	NPC163055
Remote Similarity	0.6541	NPC319456
Remote Similarity	0.6526	NPC168486
Remote Similarity	0.6526	NPC271792
Remote Similarity	0.6526	NPC222592
Remote Similarity	0.6524	NPC313791
Remote Similarity	0.6524	NPC111624
Remote Similarity	0.6519	NPC116573
Remote Similarity	0.6517	NPC155792
Remote Similarity	0.6512	NPC244536
Remote Similarity	0.6508	NPC184964
Remote Similarity	0.6506	NPC471313
Remote Similarity	0.6506	NPC471311
Remote Similarity	0.6505	NPC126481
Remote Similarity	0.65	NPC313421
Remote Similarity	0.6498	NPC476451
Remote Similarity	0.6498	NPC477112
Remote Similarity	0.6497	NPC473821
Remote Similarity	0.6494	NPC60553
Remote Similarity	0.6488	NPC315320
Remote Similarity	0.6488	NPC287208
Remote Similarity	0.6485	NPC182507
Remote Similarity	0.6485	NPC211813
Remote Similarity	0.6482	NPC77555
Remote Similarity	0.6482	NPC74153
Remote Similarity	0.6482	NPC156704
Remote Similarity	0.6474	NPC232340
Remote Similarity	0.6474	NPC472168
Remote Similarity	0.6468	NPC477516
Remote Similarity	0.6462	NPC32771
Remote Similarity	0.6462	NPC75544
Remote Similarity	0.6462	NPC224327
Remote Similarity	0.6456	NPC185782
Remote Similarity	0.6456	NPC469589
Remote Similarity	0.6455	NPC134586
Remote Similarity	0.6453	NPC476138
Remote Similarity	0.6453	NPC200836
Remote Similarity	0.6453	NPC245816
Remote Similarity	0.645	NPC472284
Remote Similarity	0.645	NPC212213
Remote Similarity	0.6448	NPC131718
Remote Similarity	0.6445	NPC173080
Remote Similarity	0.644	NPC249662
Remote Similarity	0.6436	NPC471294
Remote Similarity	0.6436	NPC31930
Remote Similarity	0.6432	NPC251090
Remote Similarity	0.6432	NPC470502
Remote Similarity	0.6429	NPC288349
Remote Similarity	0.6429	NPC476161
Remote Similarity	0.6425	NPC290689

Drug Structure

NPD2123 OpenBabel08211701392D 28 29 0 0 0 0 0 0 0 0999 V2000 -4.3301 2.5000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -4.3301 -1.5000 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 -4.3301 1.5000 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 -4.3301 -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 -5.1962 0.0000 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 -3.4641 -2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 -6.0622 2.5000 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 9 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 3 17 2 0 0 0 0 4 12 1 0 0 0 0 4 18 2 0 0 0 0 5 13 1 0 0 0 0 5 19 1 0 0 0 0 6 14 1 0 0 0 0 6 20 1 0 0 0 0 7 11 1 0 0 0 0 7 23 1 0 0 0 0 8 12 1 0 0 0 0 8 24 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 13 2 0 0 0 0 12 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	368.09
ALogP	0.2654
MLogP	2.34
XLogP	1.08
HDA	4
HBD	4
Rotatable Bonds	13
TPSA	157.3
RO5 Violation	0