NPASS drugs

Drug Information

Drug ID:	NPD1163
Drug Name:	Ticrynafen
Molecular Formula:	C13H8Cl2O4S
Canonical SMILES:	OC(=O)COc1ccc(c(c1Cl)Cl)C(=O)c1cccs1
Standard InCHI:	InChI=1S/C13H8Cl2O4S/c14-11-7(13(18)9-2-1-5-20-9)3-4-8(12(11)15)19-6-10(16)17/h1-5H,6H2,(H,16,17)
Standard InCHIKey:	AGHANLSBXUWXTB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1163

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	322
0.1-0.2	1999
0.2-0.3	5846
0.3-0.4	8619
0.4-0.5	5171
0.5-0.6	8612
0.6-0.7	318
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
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	0.8614	NPC282294
Intermediate Similarity	0.711	NPC86087
Intermediate Similarity	0.7086	NPC182475
Remote Similarity	0.6531	NPC107283
Remote Similarity	0.6514	NPC11173
Remote Similarity	0.6495	NPC234053
Remote Similarity	0.6494	NPC66246
Remote Similarity	0.6494	NPC170546
Remote Similarity	0.6457	NPC183348
Remote Similarity	0.6457	NPC282230
Remote Similarity	0.6453	NPC52035
Remote Similarity	0.6429	NPC472032
Remote Similarity	0.642	NPC15083
Remote Similarity	0.642	NPC104854
Remote Similarity	0.642	NPC470977
Remote Similarity	0.642	NPC470976
Remote Similarity	0.642	NPC196979
Remote Similarity	0.6418	NPC149571
Remote Similarity	0.641	NPC68850
Remote Similarity	0.64	NPC108278
Remote Similarity	0.6374	NPC291189
Remote Similarity	0.6374	NPC69403
Remote Similarity	0.6369	NPC303217
Remote Similarity	0.6364	NPC313541
Remote Similarity	0.6364	NPC30390
Remote Similarity	0.6359	NPC39409
Remote Similarity	0.6354	NPC284409
Remote Similarity	0.6348	NPC66158
Remote Similarity	0.6347	NPC470860
Remote Similarity	0.6337	NPC141252
Remote Similarity	0.6337	NPC11799
Remote Similarity	0.6333	NPC64230
Remote Similarity	0.6333	NPC71638
Remote Similarity	0.6322	NPC475236
Remote Similarity	0.6311	NPC313386
Remote Similarity	0.6311	NPC471803
Remote Similarity	0.6307	NPC939
Remote Similarity	0.6304	NPC27220
Remote Similarity	0.6301	NPC221798
Remote Similarity	0.63	NPC470422
Remote Similarity	0.6296	NPC116822
Remote Similarity	0.6292	NPC76453
Remote Similarity	0.6287	NPC472606
Remote Similarity	0.628	NPC121100
Remote Similarity	0.6278	NPC204592
Remote Similarity	0.6269	NPC477568
Remote Similarity	0.6264	NPC470858
Remote Similarity	0.6264	NPC107571
Remote Similarity	0.6263	NPC98028
Remote Similarity	0.6256	NPC298401
Remote Similarity	0.625	NPC80489
Remote Similarity	0.625	NPC471807
Remote Similarity	0.625	NPC184053
Remote Similarity	0.625	NPC471810
Remote Similarity	0.625	NPC471806
Remote Similarity	0.625	NPC2596
Remote Similarity	0.625	NPC50583
Remote Similarity	0.6243	NPC477941
Remote Similarity	0.6243	NPC170604
Remote Similarity	0.6243	NPC473942
Remote Similarity	0.6243	NPC215109
Remote Similarity	0.6237	NPC213900
Remote Similarity	0.623	NPC473983
Remote Similarity	0.623	NPC201370
Remote Similarity	0.623	NPC60211
Remote Similarity	0.6224	NPC473696
Remote Similarity	0.6223	NPC129650
Remote Similarity	0.6218	NPC313922
Remote Similarity	0.6212	NPC474061
Remote Similarity	0.6202	NPC471813
Remote Similarity	0.6202	NPC471805
Remote Similarity	0.6202	NPC470100
Remote Similarity	0.6201	NPC470859
Remote Similarity	0.6193	NPC470081
Remote Similarity	0.619	NPC247104
Remote Similarity	0.6183	NPC471520
Remote Similarity	0.6183	NPC307346
Remote Similarity	0.6183	NPC267004
Remote Similarity	0.6183	NPC218712
Remote Similarity	0.6183	NPC261733
Remote Similarity	0.6183	NPC473090
Remote Similarity	0.6178	NPC295650
Remote Similarity	0.6178	NPC471613
Remote Similarity	0.6176	NPC204617
Remote Similarity	0.6176	NPC293424
Remote Similarity	0.6176	NPC471801
Remote Similarity	0.6176	NPC306240
Remote Similarity	0.6175	NPC254841
Remote Similarity	0.6173	NPC472405
Remote Similarity	0.6171	NPC88403
Remote Similarity	0.617	NPC148011
Remote Similarity	0.617	NPC229190
Remote Similarity	0.617	NPC1940
Remote Similarity	0.6166	NPC268008
Remote Similarity	0.6162	NPC58653
Remote Similarity	0.6162	NPC173352
Remote Similarity	0.6158	NPC45072
Remote Similarity	0.6154	NPC33320
Remote Similarity	0.6154	NPC294470
Remote Similarity	0.6154	NPC15764
Remote Similarity	0.6154	NPC471812
Remote Similarity	0.6154	NPC471804
Remote Similarity	0.6154	NPC316091
Remote Similarity	0.6149	NPC475691
Remote Similarity	0.6146	NPC226801
Remote Similarity	0.6145	NPC125153
Remote Similarity	0.6145	NPC23332
Remote Similarity	0.6143	NPC220369
Remote Similarity	0.6143	NPC221185
Remote Similarity	0.614	NPC61779
Remote Similarity	0.614	NPC264976
Remote Similarity	0.6138	NPC14875
Remote Similarity	0.6136	NPC474830
Remote Similarity	0.6134	NPC19860
Remote Similarity	0.6131	NPC252004
Remote Similarity	0.6131	NPC28669
Remote Similarity	0.6129	NPC150023
Remote Similarity	0.6129	NPC310128
Remote Similarity	0.6127	NPC471802
Remote Similarity	0.6127	NPC28160
Remote Similarity	0.6124	NPC473019
Remote Similarity	0.6124	NPC470099
Remote Similarity	0.6122	NPC306978
Remote Similarity	0.6122	NPC243509
Remote Similarity	0.6122	NPC139876
Remote Similarity	0.6122	NPC169
Remote Similarity	0.612	NPC472883
Remote Similarity	0.6119	NPC277865
Remote Similarity	0.6119	NPC51404
Remote Similarity	0.6118	NPC469954
Remote Similarity	0.6117	NPC306607
Remote Similarity	0.6117	NPC279417
Remote Similarity	0.6117	NPC316535
Remote Similarity	0.6117	NPC142731
Remote Similarity	0.6117	NPC4152
Remote Similarity	0.6117	NPC62290
Remote Similarity	0.6117	NPC49130
Remote Similarity	0.6117	NPC291153
Remote Similarity	0.6117	NPC208176
Remote Similarity	0.6117	NPC71210
Remote Similarity	0.6117	NPC326506
Remote Similarity	0.6114	NPC214901
Remote Similarity	0.6114	NPC474829
Remote Similarity	0.6114	NPC471559
Remote Similarity	0.6111	NPC15819
Remote Similarity	0.6108	NPC80098
Remote Similarity	0.6108	NPC326065
Remote Similarity	0.6108	NPC264922
Remote Similarity	0.6105	NPC280025
Remote Similarity	0.6105	NPC211811
Remote Similarity	0.6103	NPC294300
Remote Similarity	0.6103	NPC104380
Remote Similarity	0.6103	NPC217602
Remote Similarity	0.6103	NPC476404
Remote Similarity	0.6103	NPC473282
Remote Similarity	0.6103	NPC317900
Remote Similarity	0.6099	NPC139519
Remote Similarity	0.6096	NPC474692
Remote Similarity	0.6096	NPC200207
Remote Similarity	0.6095	NPC220540
Remote Similarity	0.6092	NPC475692
Remote Similarity	0.6092	NPC90577
Remote Similarity	0.6091	NPC99968
Remote Similarity	0.6091	NPC216092
Remote Similarity	0.6091	NPC309335
Remote Similarity	0.6091	NPC296540
Remote Similarity	0.6091	NPC14822
Remote Similarity	0.6089	NPC109778
Remote Similarity	0.6089	NPC188618
Remote Similarity	0.6085	NPC48822
Remote Similarity	0.6084	NPC183648
Remote Similarity	0.6082	NPC206007
Remote Similarity	0.608	NPC165556
Remote Similarity	0.6075	NPC470856
Remote Similarity	0.6073	NPC104172
Remote Similarity	0.6073	NPC228842
Remote Similarity	0.6073	NPC88886
Remote Similarity	0.6071	NPC228501
Remote Similarity	0.6067	NPC2401
Remote Similarity	0.6066	NPC163029
Remote Similarity	0.6066	NPC90431
Remote Similarity	0.6064	NPC470216
Remote Similarity	0.6062	NPC304954
Remote Similarity	0.6062	NPC282793
Remote Similarity	0.6061	NPC19948
Remote Similarity	0.6061	NPC151030
Remote Similarity	0.6061	NPC474096
Remote Similarity	0.6061	NPC269383
Remote Similarity	0.6057	NPC14141
Remote Similarity	0.6057	NPC472888
Remote Similarity	0.6056	NPC324488
Remote Similarity	0.6054	NPC282973
Remote Similarity	0.6053	NPC211466
Remote Similarity	0.6053	NPC3779
Remote Similarity	0.6053	NPC86847
Remote Similarity	0.6053	NPC472969
Remote Similarity	0.6053	NPC44721
Remote Similarity	0.6053	NPC176869
Remote Similarity	0.6053	NPC140840
Remote Similarity	0.6053	NPC476182

Drug Structure

NPD1163 OpenBabel08201723592D 21 22 0 0 0 0 0 0 0 0999 V2000 4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.9067 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -0.2976 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 0.8660 -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 2.5981 -1.5000 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 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -0.5055 0.0000 S 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 1 2 1 0 0 0 0 1 5 2 0 0 0 0 2 9 2 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 20 1 0 0 0 0 6 10 1 0 0 0 0 6 19 1 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 19 1 0 0 0 0 9 13 1 0 0 0 0 9 20 1 0 0 0 0 10 16 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 18 2 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003501
DrugBank	DB04831
ChEMBL	CHEMBL267744
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02386
PubChem CID
ChEBI	9590
CAS Number	40180-04-9

Drug Properties

Molecular Weight	329.95
ALogP	1.2197
MLogP	2.12
XLogP	2.864
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	91.84
RO5 Violation	0