NPASS drugs

Drug Information

Drug ID:	NPD4150
Drug Name:
Molecular Formula:	C20H27N3O3S2
Canonical SMILES:	CSCC[C@@H](C(=O)OC)N=C(c1cccc2c1ccc(c2)NC[C@H](CS)N)O
Standard InCHI:	InChI=1S/C20H27N3O3S2/c1-26-20(25)18(8-9-28-2)23-19(24)17-5-3-4-13-10-15(6-7-16(13)17)22-11-14(21)12-27/h3-7,10,14,18,22,27H,8-9,11-12,21H2,1-2H3,(H,23,24)/t14-,18+/m1/s1
Standard InCHIKey:	PXCDDWIKPOASGU-KDOFPFPSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4150

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	141
0.1-0.2	943
0.2-0.3	6378
0.3-0.4	10955
0.4-0.5	8707
0.5-0.6	3386
0.6-0.7	378
0.7-0.8	2
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	0.715	NPC471741
Intermediate Similarity	0.7091	NPC287358
Remote Similarity	0.6952	NPC471742
Remote Similarity	0.689	NPC476689
Remote Similarity	0.689	NPC476685
Remote Similarity	0.689	NPC476687
Remote Similarity	0.6833	NPC189116
Remote Similarity	0.6821	NPC13470
Remote Similarity	0.6821	NPC254798
Remote Similarity	0.6794	NPC478141
Remote Similarity	0.6725	NPC472241
Remote Similarity	0.672	NPC470317
Remote Similarity	0.6667	NPC472115
Remote Similarity	0.6667	NPC472114
Remote Similarity	0.6613	NPC34508
Remote Similarity	0.6609	NPC472242
Remote Similarity	0.6609	NPC470824
Remote Similarity	0.6607	NPC184437
Remote Similarity	0.6593	NPC476231
Remote Similarity	0.657	NPC468984
Remote Similarity	0.657	NPC43477
Remote Similarity	0.6543	NPC471743
Remote Similarity	0.6538	NPC27904
Remote Similarity	0.6526	NPC469896
Remote Similarity	0.6524	NPC4974
Remote Similarity	0.6513	NPC313293
Remote Similarity	0.6512	NPC472243
Remote Similarity	0.6509	NPC253476
Remote Similarity	0.6505	NPC280548
Remote Similarity	0.65	NPC32200
Remote Similarity	0.6486	NPC278887
Remote Similarity	0.6477	NPC478039
Remote Similarity	0.6474	NPC219336
Remote Similarity	0.6474	NPC270009
Remote Similarity	0.6452	NPC315388
Remote Similarity	0.6448	NPC68650
Remote Similarity	0.6444	NPC471132
Remote Similarity	0.6436	NPC472329
Remote Similarity	0.6436	NPC472330
Remote Similarity	0.6421	NPC217372
Remote Similarity	0.6421	NPC15573
Remote Similarity	0.6421	NPC248454
Remote Similarity	0.6421	NPC183662
Remote Similarity	0.6414	NPC45850
Remote Similarity	0.6413	NPC191863
Remote Similarity	0.6413	NPC133470
Remote Similarity	0.6413	NPC289776
Remote Similarity	0.6409	NPC38736
Remote Similarity	0.6406	NPC192270
Remote Similarity	0.6404	NPC300596
Remote Similarity	0.6404	NPC237649
Remote Similarity	0.6393	NPC36495
Remote Similarity	0.6387	NPC213468
Remote Similarity	0.6383	NPC6982
Remote Similarity	0.6378	NPC472587
Remote Similarity	0.6378	NPC46413
Remote Similarity	0.6374	NPC184476
Remote Similarity	0.6373	NPC163055
Remote Similarity	0.6373	NPC476098
Remote Similarity	0.6347	NPC199738
Remote Similarity	0.6347	NPC210950
Remote Similarity	0.6331	NPC314098
Remote Similarity	0.6324	NPC16667
Remote Similarity	0.6324	NPC85651
Remote Similarity	0.6322	NPC242933
Remote Similarity	0.6313	NPC475411
Remote Similarity	0.6307	NPC473922
Remote Similarity	0.63	NPC294693
Remote Similarity	0.63	NPC195314
Remote Similarity	0.6294	NPC175474
Remote Similarity	0.629	NPC271734
Remote Similarity	0.629	NPC476118
Remote Similarity	0.6289	NPC19679
Remote Similarity	0.6286	NPC75726
Remote Similarity	0.6286	NPC31385
Remote Similarity	0.6286	NPC110602
Remote Similarity	0.6284	NPC36836
Remote Similarity	0.6284	NPC141353
Remote Similarity	0.6284	NPC63370
Remote Similarity	0.6283	NPC267885
Remote Similarity	0.6283	NPC288785
Remote Similarity	0.628	NPC323927
Remote Similarity	0.6279	NPC173295
Remote Similarity	0.6276	NPC160381
Remote Similarity	0.6276	NPC94752
Remote Similarity	0.6276	NPC235684
Remote Similarity	0.6275	NPC471944
Remote Similarity	0.6271	NPC314186
Remote Similarity	0.627	NPC248117
Remote Similarity	0.6267	NPC98371
Remote Similarity	0.6267	NPC313884
Remote Similarity	0.6264	NPC319645
Remote Similarity	0.6263	NPC474059
Remote Similarity	0.6263	NPC83111
Remote Similarity	0.6263	NPC259545
Remote Similarity	0.6263	NPC329858
Remote Similarity	0.6263	NPC313791
Remote Similarity	0.6257	NPC471130
Remote Similarity	0.625	NPC68354
Remote Similarity	0.625	NPC476950
Remote Similarity	0.625	NPC14849
Remote Similarity	0.625	NPC123241
Remote Similarity	0.625	NPC61013
Remote Similarity	0.6243	NPC314223
Remote Similarity	0.6237	NPC282339
Remote Similarity	0.6237	NPC99632
Remote Similarity	0.6236	NPC477556
Remote Similarity	0.6236	NPC83790
Remote Similarity	0.6236	NPC128237
Remote Similarity	0.623	NPC110500
Remote Similarity	0.623	NPC95412
Remote Similarity	0.623	NPC328611
Remote Similarity	0.623	NPC149155
Remote Similarity	0.623	NPC469938
Remote Similarity	0.623	NPC158277
Remote Similarity	0.623	NPC203468
Remote Similarity	0.6225	NPC81654
Remote Similarity	0.6225	NPC49196
Remote Similarity	0.6225	NPC249150
Remote Similarity	0.6225	NPC195461
Remote Similarity	0.6225	NPC79129
Remote Similarity	0.6225	NPC313985
Remote Similarity	0.6224	NPC476319
Remote Similarity	0.6223	NPC182131
Remote Similarity	0.6219	NPC181502
Remote Similarity	0.6219	NPC85066
Remote Similarity	0.6218	NPC126709
Remote Similarity	0.6218	NPC248041
Remote Similarity	0.6218	NPC147298
Remote Similarity	0.6218	NPC131450
Remote Similarity	0.6218	NPC176199
Remote Similarity	0.6218	NPC215795
Remote Similarity	0.6218	NPC182057
Remote Similarity	0.6218	NPC232340
Remote Similarity	0.6216	NPC193410
Remote Similarity	0.6215	NPC478040
Remote Similarity	0.6213	NPC101372
Remote Similarity	0.6212	NPC321708
Remote Similarity	0.6212	NPC246700
Remote Similarity	0.6211	NPC83241
Remote Similarity	0.6207	NPC306376
Remote Similarity	0.6207	NPC473747
Remote Similarity	0.6205	NPC243058
Remote Similarity	0.6203	NPC319579
Remote Similarity	0.6201	NPC264589
Remote Similarity	0.6201	NPC105717
Remote Similarity	0.6199	NPC326966
Remote Similarity	0.6197	NPC330009
Remote Similarity	0.6197	NPC469928
Remote Similarity	0.6196	NPC93343
Remote Similarity	0.6195	NPC98864
Remote Similarity	0.6193	NPC90415
Remote Similarity	0.619	NPC234999
Remote Similarity	0.619	NPC315893
Remote Similarity	0.619	NPC313587
Remote Similarity	0.619	NPC316110
Remote Similarity	0.6188	NPC37548
Remote Similarity	0.6188	NPC124005
Remote Similarity	0.6188	NPC303214
Remote Similarity	0.6188	NPC187951
Remote Similarity	0.6186	NPC153554
Remote Similarity	0.6183	NPC473320
Remote Similarity	0.6183	NPC131718
Remote Similarity	0.6182	NPC273830
Remote Similarity	0.6182	NPC71684
Remote Similarity	0.6181	NPC95783
Remote Similarity	0.6181	NPC5630
Remote Similarity	0.6176	NPC472245
Remote Similarity	0.6176	NPC325651
Remote Similarity	0.6171	NPC477516
Remote Similarity	0.6166	NPC293472
Remote Similarity	0.6165	NPC474116
Remote Similarity	0.6165	NPC476874
Remote Similarity	0.6165	NPC193761
Remote Similarity	0.6164	NPC319232
Remote Similarity	0.6164	NPC24370
Remote Similarity	0.6162	NPC104345
Remote Similarity	0.6162	NPC153694
Remote Similarity	0.6162	NPC211525
Remote Similarity	0.6162	NPC181928
Remote Similarity	0.6158	NPC194411
Remote Similarity	0.6158	NPC272483
Remote Similarity	0.6158	NPC90967
Remote Similarity	0.6158	NPC141454
Remote Similarity	0.6154	NPC71037
Remote Similarity	0.615	NPC203628
Remote Similarity	0.615	NPC293458
Remote Similarity	0.615	NPC478157
Remote Similarity	0.615	NPC88970
Remote Similarity	0.6147	NPC51388
Remote Similarity	0.6146	NPC37423
Remote Similarity	0.6146	NPC315491
Remote Similarity	0.6146	NPC275305
Remote Similarity	0.6146	NPC45459
Remote Similarity	0.6146	NPC475151
Remote Similarity	0.6145	NPC311658
Remote Similarity	0.6143	NPC478158
Remote Similarity	0.6143	NPC284102
Remote Similarity	0.6142	NPC477391
Remote Similarity	0.6141	NPC470507

Drug Structure

NPD4150 OpenBabel08211704332D 33 34 0 0 1 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 4.3301 -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 -0.0000 2.0000 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 -2.5981 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 1.7321 -3.0000 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 -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 -6.0622 1.5000 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 2.0000 0.0000 C 0 0 2 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 0.5000 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 0.8660 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 17 2 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 9 1 0 0 0 0 9 28 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 16 1 0 0 0 0 14 11 1 6 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 17 19 1 0 0 0 0 18 8 1 1 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 24 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004236
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10432334
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.15
ALogP	-0.4975
MLogP	2.78
XLogP	3.95
HDA	6
HBD	3
Rotatable Bonds	16
TPSA	161.04
RO5 Violation	1