NPASS drugs

Drug Information

Drug ID:	NPD2414
Drug Name:
Molecular Formula:	C17H17N3O3S
Canonical SMILES:	CSCc1c(O)c2c(n1CC=O)ncc(c2)OCc1ccccn1
Standard InCHI:	InChI=1S/C17H17N3O3S/c1-24-11-15-16(22)14-8-13(9-19-17(14)20(15)6-7-21)23-10-12-4-2-3-5-18-12/h2-5,7-9,22H,6,10-11H2,1H3
Standard InCHIKey:	UNXIJIYZLRNWEC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2414

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	398
0.1-0.2	4876
0.2-0.3	8218
0.3-0.4	11701
0.4-0.5	3503
0.5-0.6	1698
0.6-0.7	483
0.7-0.8	13
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	0.7373	NPC472289
Intermediate Similarity	0.7336	NPC242923
Intermediate Similarity	0.7165	NPC150447
Intermediate Similarity	0.716	NPC472067
Intermediate Similarity	0.716	NPC472066
Intermediate Similarity	0.716	NPC472031
Intermediate Similarity	0.7107	NPC160666
Intermediate Similarity	0.7083	NPC103687
Intermediate Similarity	0.7083	NPC132631
Intermediate Similarity	0.7073	NPC30540
Intermediate Similarity	0.7031	NPC475774
Intermediate Similarity	0.7028	NPC316756
Intermediate Similarity	0.7012	NPC472068
Remote Similarity	0.6975	NPC308906
Remote Similarity	0.696	NPC477805
Remote Similarity	0.696	NPC477795
Remote Similarity	0.696	NPC477796
Remote Similarity	0.696	NPC477806
Remote Similarity	0.6936	NPC471603
Remote Similarity	0.692	NPC39092
Remote Similarity	0.6916	NPC267928
Remote Similarity	0.691	NPC287208
Remote Similarity	0.6904	NPC250178
Remote Similarity	0.6885	NPC315822
Remote Similarity	0.6864	NPC219963
Remote Similarity	0.6863	NPC56271
Remote Similarity	0.686	NPC130570
Remote Similarity	0.6849	NPC8022
Remote Similarity	0.6849	NPC470799
Remote Similarity	0.6816	NPC314954
Remote Similarity	0.6787	NPC161887
Remote Similarity	0.6787	NPC266551
Remote Similarity	0.6784	NPC226202
Remote Similarity	0.6776	NPC107160
Remote Similarity	0.6776	NPC263439
Remote Similarity	0.6763	NPC193267
Remote Similarity	0.6763	NPC213530
Remote Similarity	0.6761	NPC21461
Remote Similarity	0.6756	NPC230805
Remote Similarity	0.6753	NPC19872
Remote Similarity	0.6737	NPC469589
Remote Similarity	0.6732	NPC472434
Remote Similarity	0.6723	NPC26679
Remote Similarity	0.6723	NPC112206
Remote Similarity	0.6723	NPC202605
Remote Similarity	0.6722	NPC314270
Remote Similarity	0.6695	NPC476287
Remote Similarity	0.6681	NPC110741
Remote Similarity	0.6667	NPC469554
Remote Similarity	0.6667	NPC174672
Remote Similarity	0.6654	NPC295452
Remote Similarity	0.6654	NPC171393
Remote Similarity	0.6651	NPC63562
Remote Similarity	0.664	NPC187145
Remote Similarity	0.664	NPC141053
Remote Similarity	0.6639	NPC288349
Remote Similarity	0.6639	NPC290689
Remote Similarity	0.6638	NPC118832
Remote Similarity	0.6638	NPC165349
Remote Similarity	0.6638	NPC274291
Remote Similarity	0.6638	NPC264166
Remote Similarity	0.6638	NPC329708
Remote Similarity	0.6638	NPC47059
Remote Similarity	0.6637	NPC74382
Remote Similarity	0.6637	NPC206251
Remote Similarity	0.6626	NPC313804
Remote Similarity	0.6626	NPC315804
Remote Similarity	0.6622	NPC20249
Remote Similarity	0.6615	NPC161801
Remote Similarity	0.661	NPC472286
Remote Similarity	0.661	NPC472111
Remote Similarity	0.661	NPC472287
Remote Similarity	0.6609	NPC280638
Remote Similarity	0.6605	NPC63338
Remote Similarity	0.6605	NPC324203
Remote Similarity	0.6605	NPC322976
Remote Similarity	0.6597	NPC185782
Remote Similarity	0.6597	NPC174758
Remote Similarity	0.6596	NPC245816
Remote Similarity	0.6596	NPC476138
Remote Similarity	0.6592	NPC168486
Remote Similarity	0.6592	NPC222592
Remote Similarity	0.659	NPC472435
Remote Similarity	0.6589	NPC132680
Remote Similarity	0.6589	NPC269919
Remote Similarity	0.6582	NPC316403
Remote Similarity	0.6579	NPC314056
Remote Similarity	0.6577	NPC283152
Remote Similarity	0.6573	NPC186351
Remote Similarity	0.6573	NPC244536
Remote Similarity	0.6568	NPC36229
Remote Similarity	0.6568	NPC16452
Remote Similarity	0.6568	NPC472259
Remote Similarity	0.6568	NPC476581
Remote Similarity	0.6565	NPC289786
Remote Similarity	0.6559	NPC471615
Remote Similarity	0.6555	NPC82548
Remote Similarity	0.6549	NPC42591
Remote Similarity	0.6549	NPC99891
Remote Similarity	0.654	NPC258048
Remote Similarity	0.6534	NPC101543
Remote Similarity	0.6531	NPC478011
Remote Similarity	0.6531	NPC132642
Remote Similarity	0.6531	NPC478012
Remote Similarity	0.652	NPC115595
Remote Similarity	0.6516	NPC173080
Remote Similarity	0.6515	NPC296482
Remote Similarity	0.6515	NPC202768
Remote Similarity	0.6515	NPC53069
Remote Similarity	0.6515	NPC472436
Remote Similarity	0.6515	NPC264176
Remote Similarity	0.6514	NPC471178
Remote Similarity	0.651	NPC471614
Remote Similarity	0.6507	NPC314176
Remote Similarity	0.6507	NPC134079
Remote Similarity	0.6506	NPC478013
Remote Similarity	0.6504	NPC310118
Remote Similarity	0.65	NPC167860
Remote Similarity	0.65	NPC123976
Remote Similarity	0.65	NPC51854
Remote Similarity	0.65	NPC164664
Remote Similarity	0.6498	NPC285558
Remote Similarity	0.6496	NPC476578
Remote Similarity	0.6496	NPC4071
Remote Similarity	0.6496	NPC476582
Remote Similarity	0.6494	NPC201508
Remote Similarity	0.6489	NPC477891
Remote Similarity	0.6489	NPC144114
Remote Similarity	0.6488	NPC471080
Remote Similarity	0.6488	NPC469592
Remote Similarity	0.6475	NPC12100
Remote Similarity	0.6471	NPC105758
Remote Similarity	0.6471	NPC476686
Remote Similarity	0.6471	NPC121658
Remote Similarity	0.6471	NPC14651
Remote Similarity	0.6471	NPC476688
Remote Similarity	0.6468	NPC477019
Remote Similarity	0.6468	NPC211187
Remote Similarity	0.6466	NPC2497
Remote Similarity	0.6463	NPC224327
Remote Similarity	0.6462	NPC9729
Remote Similarity	0.6461	NPC50511
Remote Similarity	0.6456	NPC200836
Remote Similarity	0.6455	NPC278874
Remote Similarity	0.645	NPC195268
Remote Similarity	0.645	NPC133140
Remote Similarity	0.6449	NPC473822
Remote Similarity	0.6444	NPC325705
Remote Similarity	0.6444	NPC313189
Remote Similarity	0.6444	NPC52831
Remote Similarity	0.6443	NPC96584
Remote Similarity	0.6443	NPC180504
Remote Similarity	0.6443	NPC255800
Remote Similarity	0.6441	NPC232727
Remote Similarity	0.6441	NPC31930
Remote Similarity	0.644	NPC110151
Remote Similarity	0.644	NPC473185
Remote Similarity	0.6438	NPC251090
Remote Similarity	0.6438	NPC473053
Remote Similarity	0.6437	NPC26543
Remote Similarity	0.6437	NPC60621
Remote Similarity	0.6434	NPC274982
Remote Similarity	0.6434	NPC316224
Remote Similarity	0.6432	NPC11464
Remote Similarity	0.6432	NPC5145
Remote Similarity	0.6432	NPC284559
Remote Similarity	0.6432	NPC320394
Remote Similarity	0.6429	NPC211997
Remote Similarity	0.6426	NPC125597
Remote Similarity	0.6426	NPC476167
Remote Similarity	0.6426	NPC287437
Remote Similarity	0.6425	NPC256828
Remote Similarity	0.6425	NPC476518
Remote Similarity	0.6422	NPC177404
Remote Similarity	0.6422	NPC307963
Remote Similarity	0.6417	NPC182222
Remote Similarity	0.6416	NPC118776
Remote Similarity	0.6414	NPC476997
Remote Similarity	0.6411	NPC216612
Remote Similarity	0.641	NPC224928
Remote Similarity	0.6404	NPC241025
Remote Similarity	0.6398	NPC176538
Remote Similarity	0.6397	NPC54066
Remote Similarity	0.6391	NPC74619
Remote Similarity	0.6389	NPC476996
Remote Similarity	0.6389	NPC476998
Remote Similarity	0.6387	NPC53144
Remote Similarity	0.6384	NPC134586
Remote Similarity	0.6383	NPC472284
Remote Similarity	0.6383	NPC192315
Remote Similarity	0.6383	NPC239954
Remote Similarity	0.6382	NPC469594
Remote Similarity	0.6379	NPC171409
Remote Similarity	0.6379	NPC472098
Remote Similarity	0.6379	NPC96405
Remote Similarity	0.6371	NPC17305
Remote Similarity	0.6368	NPC208060
Remote Similarity	0.6367	NPC477110
Remote Similarity	0.6364	NPC300114
Remote Similarity	0.6364	NPC260434

Drug Structure

NPD2414 OpenBabel08211702172D 25 27 0 0 0 0 0 0 0 0999 V2000 -1.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 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 5.2812 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -2.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 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 0.0511 2.6453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -2.7770 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 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 12 2 0 0 0 0 5 18 2 0 0 0 0 6 7 1 0 0 0 0 6 20 1 0 0 0 0 7 21 2 0 0 0 0 8 13 2 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 11 15 1 0 0 0 0 11 24 1 0 0 0 0 12 18 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 17 2 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000039
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603666
ChEBI
CAS Number

Drug Properties

Molecular Weight	343.10
ALogP	-0.2793
MLogP	2.56
XLogP	2.345
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	102.54
RO5 Violation	0