NPASS drugs

Drug Information

Drug ID:	NPD5553
Drug Name:
Molecular Formula:	C23H25IN2O5S
Canonical SMILES:	O[C@H](COc1ccc(cc1)O)CNCCc1ccc(cc1)NS(=O)(=O)c1ccc(cc1)I
Standard InCHI:	InChI=1S/C23H25IN2O5S/c24-18-3-11-23(12-4-18)32(29,30)26-19-5-1-17(2-6-19)13-14-25-15-21(28)16-31-22-9-7-20(27)8-10-22/h1-12,21,25-28H,13-16H2/t21-/m0/s1
Standard InCHIKey:	ZNTDIRUBXSTBGJ-NRFANRHFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5553

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	221
0.1-0.2	1473
0.2-0.3	8928
0.3-0.4	4016
0.4-0.5	9607
0.5-0.6	6379
0.6-0.7	264
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	0.7314	NPC206372
Intermediate Similarity	0.7314	NPC203424
Remote Similarity	0.6852	NPC318357
Remote Similarity	0.6848	NPC320242
Remote Similarity	0.6848	NPC141739
Remote Similarity	0.6848	NPC136112
Remote Similarity	0.6805	NPC247018
Remote Similarity	0.6805	NPC307123
Remote Similarity	0.6805	NPC97870
Remote Similarity	0.6802	NPC231163
Remote Similarity	0.6802	NPC318591
Remote Similarity	0.6685	NPC245974
Remote Similarity	0.6618	NPC311357
Remote Similarity	0.6597	NPC473432
Remote Similarity	0.6591	NPC204546
Remote Similarity	0.6573	NPC247298
Remote Similarity	0.6541	NPC160931
Remote Similarity	0.6541	NPC37205
Remote Similarity	0.6522	NPC315257
Remote Similarity	0.651	NPC108434
Remote Similarity	0.651	NPC475215
Remote Similarity	0.6488	NPC214368
Remote Similarity	0.6477	NPC328137
Remote Similarity	0.6477	NPC318984
Remote Similarity	0.6477	NPC318028
Remote Similarity	0.6477	NPC282087
Remote Similarity	0.6477	NPC259800
Remote Similarity	0.6477	NPC317741
Remote Similarity	0.6477	NPC241086
Remote Similarity	0.6441	NPC212850
Remote Similarity	0.6441	NPC189724
Remote Similarity	0.6441	NPC83289
Remote Similarity	0.6432	NPC10730
Remote Similarity	0.6432	NPC2295
Remote Similarity	0.6432	NPC10875
Remote Similarity	0.6432	NPC477564
Remote Similarity	0.6429	NPC328267
Remote Similarity	0.6425	NPC168153
Remote Similarity	0.6416	NPC208757
Remote Similarity	0.6413	NPC277669
Remote Similarity	0.6413	NPC76213
Remote Similarity	0.6393	NPC207824
Remote Similarity	0.6393	NPC60538
Remote Similarity	0.6393	NPC322283
Remote Similarity	0.6387	NPC195392
Remote Similarity	0.6384	NPC326860
Remote Similarity	0.6384	NPC197239
Remote Similarity	0.6373	NPC478049
Remote Similarity	0.6373	NPC314948
Remote Similarity	0.6364	NPC29647
Remote Similarity	0.6348	NPC314113
Remote Similarity	0.6346	NPC473460
Remote Similarity	0.6345	NPC469831
Remote Similarity	0.6339	NPC470935
Remote Similarity	0.6339	NPC471032
Remote Similarity	0.6332	NPC33902
Remote Similarity	0.6332	NPC276674
Remote Similarity	0.6316	NPC473422
Remote Similarity	0.6316	NPC314725
Remote Similarity	0.6316	NPC313375
Remote Similarity	0.6313	NPC469829
Remote Similarity	0.6307	NPC237227
Remote Similarity	0.63	NPC469830
Remote Similarity	0.6292	NPC36434
Remote Similarity	0.6287	NPC41801
Remote Similarity	0.6284	NPC115144
Remote Similarity	0.6284	NPC277857
Remote Similarity	0.6269	NPC320088
Remote Similarity	0.6269	NPC210140
Remote Similarity	0.6263	NPC292143
Remote Similarity	0.6263	NPC139506
Remote Similarity	0.6257	NPC56635
Remote Similarity	0.6257	NPC298821
Remote Similarity	0.625	NPC208280
Remote Similarity	0.625	NPC472330
Remote Similarity	0.625	NPC134858
Remote Similarity	0.625	NPC472329
Remote Similarity	0.6243	NPC79328
Remote Similarity	0.6238	NPC474059
Remote Similarity	0.6229	NPC471953
Remote Similarity	0.6224	NPC192135
Remote Similarity	0.6224	NPC477020
Remote Similarity	0.6224	NPC66341
Remote Similarity	0.6223	NPC150670
Remote Similarity	0.6222	NPC123761
Remote Similarity	0.6218	NPC42549
Remote Similarity	0.6218	NPC317272
Remote Similarity	0.6218	NPC476573
Remote Similarity	0.6218	NPC81247
Remote Similarity	0.6218	NPC250846
Remote Similarity	0.6218	NPC35627
Remote Similarity	0.6218	NPC268503
Remote Similarity	0.6218	NPC256012
Remote Similarity	0.6218	NPC240841
Remote Similarity	0.6211	NPC57105
Remote Similarity	0.6209	NPC97004
Remote Similarity	0.6209	NPC161155
Remote Similarity	0.6209	NPC136951
Remote Similarity	0.6207	NPC82457
Remote Similarity	0.6207	NPC175890
Remote Similarity	0.6207	NPC475411
Remote Similarity	0.6207	NPC48490
Remote Similarity	0.6207	NPC11296
Remote Similarity	0.6207	NPC274661
Remote Similarity	0.62	NPC313886
Remote Similarity	0.6198	NPC233650
Remote Similarity	0.6198	NPC475393
Remote Similarity	0.6198	NPC19555
Remote Similarity	0.6197	NPC477160
Remote Similarity	0.619	NPC263835
Remote Similarity	0.6188	NPC477186
Remote Similarity	0.6186	NPC310894
Remote Similarity	0.6176	NPC475754
Remote Similarity	0.6176	NPC191132
Remote Similarity	0.6176	NPC60295
Remote Similarity	0.6175	NPC97282
Remote Similarity	0.6171	NPC329595
Remote Similarity	0.6171	NPC326599
Remote Similarity	0.617	NPC233926
Remote Similarity	0.6169	NPC262725
Remote Similarity	0.6166	NPC4138
Remote Similarity	0.6166	NPC209377
Remote Similarity	0.6166	NPC284183
Remote Similarity	0.6166	NPC169743
Remote Similarity	0.6166	NPC121275
Remote Similarity	0.6162	NPC147390
Remote Similarity	0.6162	NPC135538
Remote Similarity	0.6162	NPC428
Remote Similarity	0.6162	NPC24233
Remote Similarity	0.6162	NPC476571
Remote Similarity	0.6162	NPC246587
Remote Similarity	0.6154	NPC63628
Remote Similarity	0.6154	NPC83279
Remote Similarity	0.6154	NPC73280
Remote Similarity	0.6154	NPC178466
Remote Similarity	0.6146	NPC78284
Remote Similarity	0.6145	NPC160607
Remote Similarity	0.6145	NPC193528
Remote Similarity	0.6145	NPC204848
Remote Similarity	0.6145	NPC312770
Remote Similarity	0.6145	NPC41473
Remote Similarity	0.6145	NPC14600
Remote Similarity	0.6142	NPC232386
Remote Similarity	0.6142	NPC152680
Remote Similarity	0.6142	NPC190783
Remote Similarity	0.614	NPC315632
Remote Similarity	0.6136	NPC274732
Remote Similarity	0.6134	NPC223077
Remote Similarity	0.6134	NPC56887
Remote Similarity	0.6134	NPC193853
Remote Similarity	0.6129	NPC477565
Remote Similarity	0.6129	NPC103379
Remote Similarity	0.6127	NPC218323
Remote Similarity	0.6126	NPC133470
Remote Similarity	0.6126	NPC92191
Remote Similarity	0.6126	NPC289776
Remote Similarity	0.6126	NPC59028
Remote Similarity	0.6126	NPC191863
Remote Similarity	0.6124	NPC25897
Remote Similarity	0.6122	NPC477562
Remote Similarity	0.6122	NPC26240
Remote Similarity	0.6122	NPC69712
Remote Similarity	0.6122	NPC109925
Remote Similarity	0.612	NPC294249
Remote Similarity	0.6117	NPC256124
Remote Similarity	0.6114	NPC124433
Remote Similarity	0.6114	NPC127362
Remote Similarity	0.6114	NPC293871
Remote Similarity	0.6111	NPC329969
Remote Similarity	0.6111	NPC316161
Remote Similarity	0.6108	NPC212237
Remote Similarity	0.6108	NPC476151
Remote Similarity	0.6108	NPC179825
Remote Similarity	0.6108	NPC321505
Remote Similarity	0.6108	NPC191376
Remote Similarity	0.6108	NPC116465
Remote Similarity	0.6108	NPC137096
Remote Similarity	0.6108	NPC323948
Remote Similarity	0.6105	NPC291359
Remote Similarity	0.6105	NPC62101
Remote Similarity	0.6105	NPC95733
Remote Similarity	0.6103	NPC150879
Remote Similarity	0.6101	NPC288349
Remote Similarity	0.6099	NPC100478
Remote Similarity	0.6099	NPC222039
Remote Similarity	0.6096	NPC184161
Remote Similarity	0.6096	NPC47672
Remote Similarity	0.6094	NPC158900
Remote Similarity	0.6089	NPC307682
Remote Similarity	0.6087	NPC185838
Remote Similarity	0.6085	NPC156311
Remote Similarity	0.6084	NPC10286
Remote Similarity	0.6084	NPC213
Remote Similarity	0.6077	NPC477838
Remote Similarity	0.6077	NPC477837
Remote Similarity	0.6077	NPC168861
Remote Similarity	0.6073	NPC235628
Remote Similarity	0.6073	NPC231862
Remote Similarity	0.6071	NPC225381
Remote Similarity	0.6069	NPC29477

Drug Structure

NPD5553 OpenBabel08211708292D 36 38 0 0 1 0 0 0 0 0999 V2000 1.7321 -3.0000 0.0000 C 0 0 0 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 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 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 -2.5981 -4.5000 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 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 -3.0000 -0.0000 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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 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 -4.0000 -0.0000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 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 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 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 2.5981 -5.5000 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 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 17 2 0 0 0 0 2 6 2 0 0 0 0 2 17 1 0 0 0 0 3 11 1 0 0 0 0 3 18 2 0 0 0 0 4 12 2 0 0 0 0 4 18 1 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 23 2 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 17 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 21 1 0 0 0 0 16 31 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 15 1 6 0 0 0 21 28 1 0 0 0 0 22 31 1 0 0 0 0 23 32 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 27 35 1 0 0 0 0 28 36 1 0 0 0 0 29 32 2 0 0 0 0 30 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000065
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16118894
ChEBI
CAS Number

Drug Properties

Molecular Weight	568.05
ALogP	-0.7715
MLogP	3
XLogP	4.404
HDA	5
HBD	4
Rotatable Bonds	14
TPSA	116.27
RO5 Violation	1