NPASS drugs

Drug Information

Drug ID:	NPD3964
Drug Name:	camostat
Molecular Formula:	C20H22N4O5
Canonical SMILES:	CN(C(=O)COC(=O)Cc1ccc(cc1)OC(=O)c1ccc(cc1)NC(=N)N)C
Standard InCHI:	InChI=1S/C20H22N4O5/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22/h3-10H,11-12H2,1-2H3,(H4,21,22,23)
Standard InCHIKey:	XASIMHXSUQUHLV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3964

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	242
0.1-0.2	1633
0.2-0.3	7168
0.3-0.4	5165
0.4-0.5	8043
0.5-0.6	8031
0.6-0.7	597
0.7-0.8	11
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	0.7737	NPC235194
Intermediate Similarity	0.754	NPC73280
Intermediate Similarity	0.7487	NPC288305
Intermediate Similarity	0.7257	NPC319645
Intermediate Similarity	0.7183	NPC77777
Intermediate Similarity	0.7136	NPC207971
Intermediate Similarity	0.7101	NPC268077
Intermediate Similarity	0.709	NPC299582
Intermediate Similarity	0.703	NPC471825
Intermediate Similarity	0.7015	NPC22476
Intermediate Similarity	0.7	NPC285192
Remote Similarity	0.6976	NPC100863
Remote Similarity	0.6932	NPC266425
Remote Similarity	0.6931	NPC475411
Remote Similarity	0.6898	NPC471197
Remote Similarity	0.6893	NPC71124
Remote Similarity	0.689	NPC41216
Remote Similarity	0.6887	NPC475133
Remote Similarity	0.6881	NPC45389
Remote Similarity	0.6875	NPC471652
Remote Similarity	0.6866	NPC471198
Remote Similarity	0.6863	NPC254957
Remote Similarity	0.6842	NPC93653
Remote Similarity	0.6839	NPC470971
Remote Similarity	0.6812	NPC112937
Remote Similarity	0.6784	NPC472163
Remote Similarity	0.6779	NPC5374
Remote Similarity	0.6777	NPC87714
Remote Similarity	0.6757	NPC122886
Remote Similarity	0.6757	NPC115588
Remote Similarity	0.6753	NPC66490
Remote Similarity	0.675	NPC314659
Remote Similarity	0.6734	NPC85613
Remote Similarity	0.6734	NPC283810
Remote Similarity	0.6734	NPC5167
Remote Similarity	0.6732	NPC79213
Remote Similarity	0.6727	NPC476069
Remote Similarity	0.6719	NPC257763
Remote Similarity	0.6714	NPC308943
Remote Similarity	0.6714	NPC4687
Remote Similarity	0.6714	NPC222561
Remote Similarity	0.6711	NPC154922
Remote Similarity	0.6702	NPC13397
Remote Similarity	0.6702	NPC301163
Remote Similarity	0.67	NPC197335
Remote Similarity	0.6699	NPC241263
Remote Similarity	0.6698	NPC475147
Remote Similarity	0.6698	NPC473422
Remote Similarity	0.6682	NPC330683
Remote Similarity	0.6682	NPC329567
Remote Similarity	0.6667	NPC314098
Remote Similarity	0.6667	NPC148124
Remote Similarity	0.6667	NPC198401
Remote Similarity	0.6667	NPC230313
Remote Similarity	0.6667	NPC243626
Remote Similarity	0.6667	NPC144452
Remote Similarity	0.6667	NPC477161
Remote Similarity	0.6651	NPC473460
Remote Similarity	0.6651	NPC234933
Remote Similarity	0.665	NPC87391
Remote Similarity	0.6648	NPC242933
Remote Similarity	0.6636	NPC478075
Remote Similarity	0.6635	NPC232600
Remote Similarity	0.6622	NPC99724
Remote Similarity	0.6611	NPC173295
Remote Similarity	0.6608	NPC474688
Remote Similarity	0.6606	NPC39500
Remote Similarity	0.6603	NPC314948
Remote Similarity	0.6602	NPC1820
Remote Similarity	0.6602	NPC203628
Remote Similarity	0.6601	NPC473007
Remote Similarity	0.6601	NPC315542
Remote Similarity	0.6599	NPC471648
Remote Similarity	0.6599	NPC471604
Remote Similarity	0.6596	NPC144691
Remote Similarity	0.6593	NPC274640
Remote Similarity	0.6593	NPC476475
Remote Similarity	0.6591	NPC244425
Remote Similarity	0.6591	NPC15384
Remote Similarity	0.6591	NPC169402
Remote Similarity	0.6591	NPC195636
Remote Similarity	0.6591	NPC126556
Remote Similarity	0.659	NPC87413
Remote Similarity	0.6589	NPC195787
Remote Similarity	0.6589	NPC246140
Remote Similarity	0.6589	NPC300156
Remote Similarity	0.6576	NPC472241
Remote Similarity	0.6575	NPC55470
Remote Similarity	0.657	NPC473004
Remote Similarity	0.6567	NPC469722
Remote Similarity	0.6567	NPC113455
Remote Similarity	0.6566	NPC177261
Remote Similarity	0.6565	NPC291173
Remote Similarity	0.6561	NPC314223
Remote Similarity	0.656	NPC127996
Remote Similarity	0.6559	NPC472242
Remote Similarity	0.6558	NPC249583
Remote Similarity	0.6558	NPC257266
Remote Similarity	0.6557	NPC472243
Remote Similarity	0.6555	NPC303214
Remote Similarity	0.6553	NPC474059
Remote Similarity	0.6553	NPC473008
Remote Similarity	0.6553	NPC473569
Remote Similarity	0.6549	NPC248903
Remote Similarity	0.6549	NPC187145
Remote Similarity	0.6547	NPC280799
Remote Similarity	0.6547	NPC198503
Remote Similarity	0.6544	NPC25961
Remote Similarity	0.6542	NPC301292
Remote Similarity	0.6542	NPC313112
Remote Similarity	0.6541	NPC308197
Remote Similarity	0.6537	NPC21425
Remote Similarity	0.6532	NPC219397
Remote Similarity	0.6531	NPC314861
Remote Similarity	0.6528	NPC257728
Remote Similarity	0.6524	NPC17760
Remote Similarity	0.6524	NPC478049
Remote Similarity	0.652	NPC194740
Remote Similarity	0.652	NPC471762
Remote Similarity	0.6509	NPC25897
Remote Similarity	0.6509	NPC67904
Remote Similarity	0.6509	NPC151171
Remote Similarity	0.6504	NPC26928
Remote Similarity	0.6502	NPC225279
Remote Similarity	0.65	NPC189661
Remote Similarity	0.65	NPC298449
Remote Similarity	0.65	NPC116238
Remote Similarity	0.6498	NPC153365
Remote Similarity	0.6491	NPC223242
Remote Similarity	0.6486	NPC184408
Remote Similarity	0.6484	NPC237227
Remote Similarity	0.6484	NPC119722
Remote Similarity	0.6483	NPC120239
Remote Similarity	0.6482	NPC285622
Remote Similarity	0.6481	NPC198160
Remote Similarity	0.6476	NPC477258
Remote Similarity	0.6473	NPC5630
Remote Similarity	0.6468	NPC315631
Remote Similarity	0.6468	NPC14849
Remote Similarity	0.6468	NPC9475
Remote Similarity	0.6468	NPC127082
Remote Similarity	0.6465	NPC198254
Remote Similarity	0.6465	NPC274198
Remote Similarity	0.6457	NPC208084
Remote Similarity	0.6456	NPC473815
Remote Similarity	0.6455	NPC473006
Remote Similarity	0.6453	NPC475844
Remote Similarity	0.6453	NPC28368
Remote Similarity	0.6452	NPC100573
Remote Similarity	0.6452	NPC207873
Remote Similarity	0.645	NPC476220
Remote Similarity	0.645	NPC160113
Remote Similarity	0.6449	NPC15987
Remote Similarity	0.6449	NPC288759
Remote Similarity	0.6447	NPC66777
Remote Similarity	0.6439	NPC49184
Remote Similarity	0.6439	NPC322621
Remote Similarity	0.6438	NPC187501
Remote Similarity	0.6436	NPC182057
Remote Similarity	0.6436	NPC131450
Remote Similarity	0.6436	NPC147298
Remote Similarity	0.6435	NPC45190
Remote Similarity	0.6435	NPC261388
Remote Similarity	0.6435	NPC139373
Remote Similarity	0.6429	NPC174760
Remote Similarity	0.6422	NPC477160
Remote Similarity	0.6421	NPC214239
Remote Similarity	0.6413	NPC248601
Remote Similarity	0.6411	NPC206109
Remote Similarity	0.6411	NPC114039
Remote Similarity	0.6409	NPC310211
Remote Similarity	0.6409	NPC308137
Remote Similarity	0.6409	NPC116178
Remote Similarity	0.6408	NPC262725
Remote Similarity	0.6406	NPC321428
Remote Similarity	0.6404	NPC157931
Remote Similarity	0.6396	NPC148183
Remote Similarity	0.6396	NPC254700
Remote Similarity	0.6396	NPC152768
Remote Similarity	0.6395	NPC131977
Remote Similarity	0.6394	NPC283207
Remote Similarity	0.6394	NPC240130
Remote Similarity	0.6394	NPC61332
Remote Similarity	0.6393	NPC196708
Remote Similarity	0.6393	NPC269449
Remote Similarity	0.6388	NPC231924
Remote Similarity	0.6388	NPC19175
Remote Similarity	0.6382	NPC276506
Remote Similarity	0.638	NPC321166
Remote Similarity	0.638	NPC217903
Remote Similarity	0.638	NPC30749
Remote Similarity	0.6379	NPC39370
Remote Similarity	0.6377	NPC94862
Remote Similarity	0.6376	NPC39679
Remote Similarity	0.6373	NPC270301
Remote Similarity	0.6368	NPC328611
Remote Similarity	0.6368	NPC248862
Remote Similarity	0.6368	NPC242000
Remote Similarity	0.6364	NPC473502
Remote Similarity	0.6364	NPC473186

Drug Structure

NPD3964 OpenBabel08211704332D 33 34 0 0 0 0 0 0 0 0999 V2000 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 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 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 -1.7321 0.0000 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 -2.5981 0.5000 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 -0.8660 0.5000 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 1.7321 5.0000 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 -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 -0.0000 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 0.8660 3.5000 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 -4.3301 1.5000 0.0000 C 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 -5.1962 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 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 -0.8660 -2.5000 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 9 1 0 0 0 0 3 13 2 0 0 0 0 4 10 2 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 28 1 0 0 0 0 14 19 1 0 0 0 0 15 23 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 26 2 0 0 0 0 18 28 1 0 0 0 0 19 27 2 0 0 0 0 19 29 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	DNC000384
DrugBank
ChEMBL
IUPHAR/BPS	6432
PharmaGKB
KEGG Drug
PubChem CID	2536
ChEBI
CAS Number

Drug Properties

Molecular Weight	398.16
ALogP	-1.2489
MLogP	2.67
XLogP	2.903
HDA	8
HBD	3
Rotatable Bonds	14
TPSA	134.81
RO5 Violation	1