NPASS drugs

Drug Information

Drug ID:	NPD3264
Drug Name:	Zibotentan
Molecular Formula:	C19H16N6O4S
Canonical SMILES:	COc1nc(C)c[nH]c1=NS(=O)(=O)c1cccnc1c1ccc(cc1)c1nnco1
Standard InCHI:	InChI=1S/C19H16N6O4S/c1-12-10-21-17(19(23-12)28-2)25-30(26,27)15-4-3-9-20-16(15)13-5-7-14(8-6-13)18-24-22-11-29-18/h3-11H,1-2H3,(H,21,25)
Standard InCHIKey:	FJHHZXWJVIEFGJ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3264

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	485
0.1-0.2	3475
0.2-0.3	9297
0.3-0.4	10032
0.4-0.5	5113
0.5-0.6	1886
0.6-0.7	598
0.7-0.8	4
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	0.7102	NPC196718
Intermediate Similarity	0.7082	NPC287208
Intermediate Similarity	0.7033	NPC102593
Intermediate Similarity	0.7008	NPC257851
Remote Similarity	0.6983	NPC216612
Remote Similarity	0.6964	NPC49547
Remote Similarity	0.696	NPC198673
Remote Similarity	0.6939	NPC157931
Remote Similarity	0.6923	NPC260434
Remote Similarity	0.6913	NPC168911
Remote Similarity	0.6911	NPC471762
Remote Similarity	0.6878	NPC470020
Remote Similarity	0.6864	NPC82548
Remote Similarity	0.6864	NPC266249
Remote Similarity	0.684	NPC239954
Remote Similarity	0.6835	NPC174758
Remote Similarity	0.6829	NPC470018
Remote Similarity	0.6825	NPC101350
Remote Similarity	0.682	NPC118940
Remote Similarity	0.6816	NPC122436
Remote Similarity	0.6807	NPC123839
Remote Similarity	0.6805	NPC36405
Remote Similarity	0.6802	NPC74575
Remote Similarity	0.68	NPC180504
Remote Similarity	0.6786	NPC235685
Remote Similarity	0.6786	NPC240384
Remote Similarity	0.6784	NPC142385
Remote Similarity	0.6774	NPC66777
Remote Similarity	0.6772	NPC148889
Remote Similarity	0.6765	NPC174672
Remote Similarity	0.6763	NPC477979
Remote Similarity	0.6762	NPC323969
Remote Similarity	0.6758	NPC208522
Remote Similarity	0.6737	NPC285558
Remote Similarity	0.6733	NPC141053
Remote Similarity	0.6722	NPC236668
Remote Similarity	0.6709	NPC19872
Remote Similarity	0.6705	NPC161801
Remote Similarity	0.6695	NPC476138
Remote Similarity	0.6695	NPC245816
Remote Similarity	0.6694	NPC146976
Remote Similarity	0.6693	NPC473186
Remote Similarity	0.6681	NPC193238
Remote Similarity	0.668	NPC322482
Remote Similarity	0.6667	NPC274982
Remote Similarity	0.6654	NPC26543
Remote Similarity	0.6654	NPC15801
Remote Similarity	0.6654	NPC53534
Remote Similarity	0.6653	NPC476465
Remote Similarity	0.6652	NPC138370
Remote Similarity	0.6652	NPC267928
Remote Similarity	0.664	NPC39370
Remote Similarity	0.6624	NPC212213
Remote Similarity	0.6615	NPC72905
Remote Similarity	0.6612	NPC153980
Remote Similarity	0.6612	NPC474428
Remote Similarity	0.6612	NPC6865
Remote Similarity	0.6598	NPC471192
Remote Similarity	0.6598	NPC269367
Remote Similarity	0.6584	NPC476287
Remote Similarity	0.6575	NPC182222
Remote Similarity	0.6574	NPC194740
Remote Similarity	0.657	NPC72956
Remote Similarity	0.657	NPC187501
Remote Similarity	0.657	NPC208284
Remote Similarity	0.6567	NPC152620
Remote Similarity	0.6555	NPC475774
Remote Similarity	0.6549	NPC470017
Remote Similarity	0.6543	NPC26679
Remote Similarity	0.6537	NPC76748
Remote Similarity	0.6535	NPC284678
Remote Similarity	0.6532	NPC60621
Remote Similarity	0.6527	NPC473239
Remote Similarity	0.6525	NPC316224
Remote Similarity	0.6525	NPC75179
Remote Similarity	0.6525	NPC103361
Remote Similarity	0.6524	NPC307963
Remote Similarity	0.6523	NPC470022
Remote Similarity	0.651	NPC253675
Remote Similarity	0.6509	NPC92111
Remote Similarity	0.6507	NPC282103
Remote Similarity	0.6504	NPC258048
Remote Similarity	0.6502	NPC137353
Remote Similarity	0.6498	NPC176538
Remote Similarity	0.6496	NPC135950
Remote Similarity	0.6494	NPC296527
Remote Similarity	0.6492	NPC472099
Remote Similarity	0.6492	NPC225279
Remote Similarity	0.649	NPC16066
Remote Similarity	0.6489	NPC270515
Remote Similarity	0.6488	NPC185782
Remote Similarity	0.6484	NPC477549
Remote Similarity	0.6478	NPC131885
Remote Similarity	0.6475	NPC314222
Remote Similarity	0.6475	NPC471193
Remote Similarity	0.6475	NPC471194
Remote Similarity	0.6475	NPC264176
Remote Similarity	0.6475	NPC196449
Remote Similarity	0.6471	NPC232727
Remote Similarity	0.6468	NPC194967
Remote Similarity	0.6457	NPC267853
Remote Similarity	0.6456	NPC74413
Remote Similarity	0.6456	NPC123395
Remote Similarity	0.6456	NPC81535
Remote Similarity	0.6452	NPC168209
Remote Similarity	0.6449	NPC324361
Remote Similarity	0.6449	NPC39500
Remote Similarity	0.6444	NPC57398
Remote Similarity	0.6441	NPC473814
Remote Similarity	0.6441	NPC78767
Remote Similarity	0.644	NPC210434
Remote Similarity	0.6437	NPC27041
Remote Similarity	0.6432	NPC45190
Remote Similarity	0.6431	NPC244897
Remote Similarity	0.6429	NPC472435
Remote Similarity	0.6429	NPC303374
Remote Similarity	0.6426	NPC91868
Remote Similarity	0.6426	NPC93390
Remote Similarity	0.6426	NPC63971
Remote Similarity	0.6417	NPC24019
Remote Similarity	0.6411	NPC303658
Remote Similarity	0.641	NPC478013
Remote Similarity	0.6406	NPC22481
Remote Similarity	0.6405	NPC249583
Remote Similarity	0.6405	NPC243850
Remote Similarity	0.6404	NPC222592
Remote Similarity	0.6404	NPC168486
Remote Similarity	0.6403	NPC192712
Remote Similarity	0.6397	NPC148183
Remote Similarity	0.6397	NPC152768
Remote Similarity	0.6395	NPC134079
Remote Similarity	0.6393	NPC167860
Remote Similarity	0.6393	NPC123976
Remote Similarity	0.6393	NPC471304
Remote Similarity	0.6392	NPC315062
Remote Similarity	0.639	NPC472259
Remote Similarity	0.639	NPC327592
Remote Similarity	0.6386	NPC74360
Remote Similarity	0.6386	NPC298436
Remote Similarity	0.6386	NPC208084
Remote Similarity	0.6386	NPC288987
Remote Similarity	0.6384	NPC132385
Remote Similarity	0.6381	NPC316411
Remote Similarity	0.6378	NPC314954
Remote Similarity	0.6375	NPC175150
Remote Similarity	0.6375	NPC260900
Remote Similarity	0.6375	NPC16352
Remote Similarity	0.6375	NPC478141
Remote Similarity	0.6375	NPC295898
Remote Similarity	0.6375	NPC243633
Remote Similarity	0.6375	NPC144452
Remote Similarity	0.6374	NPC78609
Remote Similarity	0.6374	NPC472434
Remote Similarity	0.6371	NPC74153
Remote Similarity	0.6371	NPC472285
Remote Similarity	0.6371	NPC305984
Remote Similarity	0.6371	NPC469727
Remote Similarity	0.6367	NPC469554
Remote Similarity	0.6367	NPC101543
Remote Similarity	0.6367	NPC82370
Remote Similarity	0.6367	NPC146418
Remote Similarity	0.6364	NPC319232
Remote Similarity	0.6364	NPC317373
Remote Similarity	0.6364	NPC300156
Remote Similarity	0.6364	NPC175602
Remote Similarity	0.6364	NPC24370
Remote Similarity	0.636	NPC54066
Remote Similarity	0.636	NPC276657
Remote Similarity	0.6357	NPC108342
Remote Similarity	0.6357	NPC472436
Remote Similarity	0.6353	NPC278525
Remote Similarity	0.6352	NPC61038
Remote Similarity	0.6345	NPC474916
Remote Similarity	0.6345	NPC184408
Remote Similarity	0.6342	NPC329631
Remote Similarity	0.634	NPC195268
Remote Similarity	0.634	NPC133140
Remote Similarity	0.6339	NPC478078
Remote Similarity	0.6339	NPC140296
Remote Similarity	0.6337	NPC4687
Remote Similarity	0.6337	NPC321428
Remote Similarity	0.6335	NPC198503
Remote Similarity	0.6332	NPC472061
Remote Similarity	0.6332	NPC182907
Remote Similarity	0.6332	NPC189903
Remote Similarity	0.6332	NPC477589
Remote Similarity	0.6332	NPC477587
Remote Similarity	0.6331	NPC170114
Remote Similarity	0.6331	NPC8022
Remote Similarity	0.6331	NPC62995
Remote Similarity	0.6331	NPC470799
Remote Similarity	0.633	NPC314882
Remote Similarity	0.6329	NPC251090
Remote Similarity	0.6328	NPC474688
Remote Similarity	0.6325	NPC469489
Remote Similarity	0.6324	NPC21638
Remote Similarity	0.6324	NPC125597
Remote Similarity	0.6322	NPC132539
Remote Similarity	0.632	NPC46895
Remote Similarity	0.6318	NPC24802

Drug Structure

NPD3264 OpenBabel08211703112D 31 34 0 0 0 0 0 0 0 0999 V2000 -3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 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 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 1.7321 -0.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 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 -0.0000 0.0000 C 0 0 0 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 0.8660 -1.5000 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 4.3301 0.5000 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 0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 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 -3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.4945 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 -0.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 20 2 0 0 0 0 10 12 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 11 29 1 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 16 2 0 0 0 0 15 30 1 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 17 25 2 3 0 0 0 18 24 2 0 0 0 0 18 29 1 0 0 0 0 19 23 2 0 0 0 0 19 28 1 0 0 0 0 21 31 1 0 0 0 0 22 24 1 0 0 0 0 25 30 1 0 0 0 0 26 30 2 0 0 0 0 27 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000665
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9910224
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.10
ALogP	-1.5932
MLogP	2.34
XLogP	3.766
HDA	9
HBD	1
Rotatable Bonds	7
TPSA	140.31
RO5 Violation	0