NPASS drugs

Drug Information

Drug ID:	NPD3874
Drug Name:	patamostat
Molecular Formula:	C20H20N4O4S
Canonical SMILES:	NC(=N)Nc1ccc(cc1)C(=O)Oc1ccc(cc1)SCCN1C(=O)CCC1=O
Standard InCHI:	InChI=1S/C20H20N4O4S/c21-20(22)23-14-3-1-13(2-4-14)19(27)28-15-5-7-16(8-6-15)29-12-11-24-17(25)9-10-18(24)26/h1-8H,9-12H2,(H4,21,22,23)
Standard InCHIKey:	ILRQPCQIFIURTG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3874

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	306
0.1-0.2	2802
0.2-0.3	9449
0.3-0.4	3469
0.4-0.5	12532
0.5-0.6	2160
0.6-0.7	170
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	0.7214	NPC288305
Intermediate Similarity	0.7192	NPC235194
Remote Similarity	0.6743	NPC207971
Remote Similarity	0.6716	NPC471652
Remote Similarity	0.6697	NPC285192
Remote Similarity	0.6667	NPC73280
Remote Similarity	0.6667	NPC100863
Remote Similarity	0.6651	NPC45389
Remote Similarity	0.6636	NPC268077
Remote Similarity	0.662	NPC22476
Remote Similarity	0.6605	NPC198401
Remote Similarity	0.6591	NPC41216
Remote Similarity	0.6537	NPC471648
Remote Similarity	0.6518	NPC475133
Remote Similarity	0.6514	NPC71124
Remote Similarity	0.6496	NPC187145
Remote Similarity	0.6484	NPC5374
Remote Similarity	0.6463	NPC471197
Remote Similarity	0.6445	NPC314659
Remote Similarity	0.644	NPC319645
Remote Similarity	0.6435	NPC471198
Remote Similarity	0.6422	NPC108847
Remote Similarity	0.641	NPC115588
Remote Similarity	0.6406	NPC471825
Remote Similarity	0.6406	NPC242933
Remote Similarity	0.6406	NPC254957
Remote Similarity	0.6402	NPC21425
Remote Similarity	0.6398	NPC197335
Remote Similarity	0.6389	NPC475411
Remote Similarity	0.6384	NPC477161
Remote Similarity	0.6376	NPC230313
Remote Similarity	0.6376	NPC243626
Remote Similarity	0.6364	NPC112937
Remote Similarity	0.6364	NPC77777
Remote Similarity	0.6343	NPC473569
Remote Similarity	0.6341	NPC299582
Remote Similarity	0.6339	NPC87714
Remote Similarity	0.6339	NPC475147
Remote Similarity	0.632	NPC126556
Remote Similarity	0.6316	NPC266425
Remote Similarity	0.6311	NPC300156
Remote Similarity	0.6308	NPC473007
Remote Similarity	0.6287	NPC157931
Remote Similarity	0.6284	NPC473004
Remote Similarity	0.6283	NPC4687
Remote Similarity	0.6283	NPC478075
Remote Similarity	0.6282	NPC280799
Remote Similarity	0.6279	NPC87391
Remote Similarity	0.6275	NPC93653
Remote Similarity	0.6274	NPC153554
Remote Similarity	0.6274	NPC283810
Remote Similarity	0.6267	NPC474059
Remote Similarity	0.6267	NPC473008
Remote Similarity	0.6267	NPC5630
Remote Similarity	0.6261	NPC471762
Remote Similarity	0.6244	NPC257763
Remote Similarity	0.6239	NPC203628
Remote Similarity	0.6234	NPC55470
Remote Similarity	0.6225	NPC301163
Remote Similarity	0.622	NPC85482
Remote Similarity	0.6213	NPC99724
Remote Similarity	0.6211	NPC222561
Remote Similarity	0.6211	NPC308943
Remote Similarity	0.621	NPC79213
Remote Similarity	0.6205	NPC232600
Remote Similarity	0.6203	NPC122886
Remote Similarity	0.6202	NPC470971
Remote Similarity	0.6199	NPC303214
Remote Similarity	0.6197	NPC5167
Remote Similarity	0.6197	NPC85613
Remote Similarity	0.6192	NPC66777
Remote Similarity	0.619	NPC473006
Remote Similarity	0.619	NPC471741
Remote Similarity	0.619	NPC177261
Remote Similarity	0.6186	NPC148124
Remote Similarity	0.6184	NPC207873
Remote Similarity	0.6184	NPC100573
Remote Similarity	0.618	NPC15384
Remote Similarity	0.618	NPC244425
Remote Similarity	0.618	NPC169402
Remote Similarity	0.6179	NPC14849
Remote Similarity	0.6175	NPC473815
Remote Similarity	0.6174	NPC87413
Remote Similarity	0.6173	NPC154922
Remote Similarity	0.6165	NPC199737
Remote Similarity	0.6161	NPC67904
Remote Similarity	0.6161	NPC328611
Remote Similarity	0.6161	NPC248862
Remote Similarity	0.6161	NPC138830
Remote Similarity	0.6158	NPC314098
Remote Similarity	0.6158	NPC320751
Remote Similarity	0.6157	NPC322621
Remote Similarity	0.6154	NPC248601
Remote Similarity	0.615	NPC147298
Remote Similarity	0.615	NPC131450
Remote Similarity	0.615	NPC182057
Remote Similarity	0.6147	NPC119722
Remote Similarity	0.6142	NPC308197
Remote Similarity	0.614	NPC16249
Remote Similarity	0.6137	NPC152768
Remote Similarity	0.6137	NPC148183
Remote Similarity	0.6131	NPC189908
Remote Similarity	0.6128	NPC475609
Remote Similarity	0.6126	NPC477258
Remote Similarity	0.6125	NPC311906
Remote Similarity	0.6125	NPC194740
Remote Similarity	0.6122	NPC151171
Remote Similarity	0.6121	NPC39500
Remote Similarity	0.6119	NPC473329
Remote Similarity	0.6109	NPC26928
Remote Similarity	0.6102	NPC472099
Remote Similarity	0.6102	NPC476069
Remote Similarity	0.6101	NPC329731
Remote Similarity	0.6096	NPC195787
Remote Similarity	0.6096	NPC246140
Remote Similarity	0.6096	NPC45190
Remote Similarity	0.6096	NPC225400
Remote Similarity	0.6095	NPC471778
Remote Similarity	0.6094	NPC116238
Remote Similarity	0.6094	NPC189661
Remote Similarity	0.6093	NPC270301
Remote Similarity	0.6085	NPC470548
Remote Similarity	0.6083	NPC248903
Remote Similarity	0.6076	NPC198503
Remote Similarity	0.607	NPC470786
Remote Similarity	0.607	NPC249583
Remote Similarity	0.607	NPC471155
Remote Similarity	0.607	NPC472538
Remote Similarity	0.6061	NPC269449
Remote Similarity	0.6059	NPC219397
Remote Similarity	0.6059	NPC13397
Remote Similarity	0.6055	NPC150308
Remote Similarity	0.6051	NPC307682
Remote Similarity	0.605	NPC144452
Remote Similarity	0.605	NPC478141
Remote Similarity	0.6049	NPC139373
Remote Similarity	0.6048	NPC66490
Remote Similarity	0.6048	NPC113455
Remote Similarity	0.6047	NPC70092
Remote Similarity	0.6045	NPC283207
Remote Similarity	0.6044	NPC241263
Remote Similarity	0.6043	NPC270241
Remote Similarity	0.6037	NPC302235
Remote Similarity	0.6034	NPC478007
Remote Similarity	0.6034	NPC323969
Remote Similarity	0.6034	NPC174760
Remote Similarity	0.6033	NPC223242
Remote Similarity	0.6031	NPC173295
Remote Similarity	0.6028	NPC127082
Remote Similarity	0.6027	NPC4910
Remote Similarity	0.6026	NPC298449
Remote Similarity	0.6026	NPC50562
Remote Similarity	0.6019	NPC123241
Remote Similarity	0.6019	NPC28368
Remote Similarity	0.6019	NPC61013
Remote Similarity	0.6018	NPC1820
Remote Similarity	0.6018	NPC25897
Remote Similarity	0.6017	NPC477160
Remote Similarity	0.6017	NPC473041
Remote Similarity	0.6017	NPC96321
Remote Similarity	0.6017	NPC184408
Remote Similarity	0.6017	NPC257851
Remote Similarity	0.601	NPC230942
Remote Similarity	0.601	NPC293458
Remote Similarity	0.601	NPC315498
Remote Similarity	0.601	NPC314223
Remote Similarity	0.6009	NPC473460
Remote Similarity	0.6009	NPC470481
Remote Similarity	0.6009	NPC470482
Remote Similarity	0.6	NPC321428
Remote Similarity	0.6	NPC67658
Remote Similarity	0.6	NPC234933
Remote Similarity	0.5993	NPC472789
Remote Similarity	0.5992	NPC274640
Remote Similarity	0.5991	NPC112336
Remote Similarity	0.5991	NPC204970
Remote Similarity	0.5991	NPC474814
Remote Similarity	0.599	NPC193410
Remote Similarity	0.599	NPC242000
Remote Similarity	0.5984	NPC469722
Remote Similarity	0.5983	NPC478008
Remote Similarity	0.5983	NPC313112
Remote Similarity	0.5983	NPC257511
Remote Similarity	0.5983	NPC473422
Remote Similarity	0.5983	NPC301292
Remote Similarity	0.5982	NPC472540
Remote Similarity	0.5982	NPC472539
Remote Similarity	0.5982	NPC470787
Remote Similarity	0.5976	NPC120239
Remote Similarity	0.5975	NPC305984
Remote Similarity	0.5975	NPC195636
Remote Similarity	0.5975	NPC476436
Remote Similarity	0.5975	NPC313327
Remote Similarity	0.5974	NPC478005
Remote Similarity	0.5974	NPC39679
Remote Similarity	0.5974	NPC329567
Remote Similarity	0.5974	NPC90185
Remote Similarity	0.5974	NPC330683
Remote Similarity	0.5973	NPC174629
Remote Similarity	0.5971	NPC471649

Drug Structure

NPD3874 OpenBabel08211704332D 33 35 0 0 0 0 0 0 0 0999 V2000 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -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 5.1962 -0.0000 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 4.3301 -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 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 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 6.0622 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 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 -1.1215 -1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6386 1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 13 2 0 0 0 0 2 4 2 0 0 0 0 2 13 1 0 0 0 0 3 14 2 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 24 1 0 0 0 0 12 29 1 0 0 0 0 13 19 1 0 0 0 0 14 23 1 0 0 0 0 15 28 1 0 0 0 0 16 29 1 0 0 0 0 17 24 1 0 0 0 0 17 25 2 0 0 0 0 18 24 1 0 0 0 0 18 26 2 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015873
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	412.12
ALogP	-0.6355
MLogP	2.67
XLogP	3.303
HDA	7
HBD	3
Rotatable Bonds	10
TPSA	150.88
RO5 Violation	0