NPASS drugs

Drug Information

Drug ID:	NPD5638
Drug Name:	Temocapril
Molecular Formula:	C23H28N2O5S2
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H]1CS[C@@H](CN(C1=O)CC(=O)O)c1cccs1)CCc1ccccc1
Standard InCHI:	InChI=1S/C23H28N2O5S2/c1-2-30-23(29)17(11-10-16-7-4-3-5-8-16)24-18-15-32-20(19-9-6-12-31-19)13-25(22(18)28)14-21(26)27/h3-9,12,17-18,20,24H,2,10-11,13-15H2,1H3,(H,26,27)/t17-,18-,20-/m0/s1
Standard InCHIKey:	FIQOFIRCTOWDOW-BJLQDIEVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5638

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	86
0.1-0.2	782
0.2-0.3	4418
0.3-0.4	16468
0.4-0.5	8002
0.5-0.6	889
0.6-0.7	241
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	0.7308	NPC468984
Intermediate Similarity	0.7296	NPC105717
Intermediate Similarity	0.7117	NPC286551
Intermediate Similarity	0.7	NPC322878
Remote Similarity	0.6981	NPC161069
Remote Similarity	0.6959	NPC302169
Remote Similarity	0.6954	NPC317362
Remote Similarity	0.6954	NPC318930
Remote Similarity	0.6954	NPC317725
Remote Similarity	0.6954	NPC326407
Remote Similarity	0.6933	NPC283783
Remote Similarity	0.6918	NPC263493
Remote Similarity	0.6918	NPC269398
Remote Similarity	0.6913	NPC71684
Remote Similarity	0.6908	NPC136453
Remote Similarity	0.6899	NPC132636
Remote Similarity	0.6894	NPC209509
Remote Similarity	0.6883	NPC300315
Remote Similarity	0.6863	NPC152850
Remote Similarity	0.6863	NPC239990
Remote Similarity	0.6863	NPC89923
Remote Similarity	0.6863	NPC71933
Remote Similarity	0.6863	NPC105114
Remote Similarity	0.6857	NPC67043
Remote Similarity	0.681	NPC138775
Remote Similarity	0.6793	NPC165538
Remote Similarity	0.6792	NPC98424
Remote Similarity	0.6792	NPC92784
Remote Similarity	0.6792	NPC178662
Remote Similarity	0.6792	NPC476133
Remote Similarity	0.6792	NPC470884
Remote Similarity	0.679	NPC315266
Remote Similarity	0.679	NPC471680
Remote Similarity	0.679	NPC5620
Remote Similarity	0.6776	NPC122427
Remote Similarity	0.6731	NPC157311
Remote Similarity	0.673	NPC471264
Remote Similarity	0.673	NPC471265
Remote Similarity	0.6728	NPC52748
Remote Similarity	0.6728	NPC476978
Remote Similarity	0.6727	NPC2501
Remote Similarity	0.6727	NPC13470
Remote Similarity	0.6707	NPC122590
Remote Similarity	0.6688	NPC44805
Remote Similarity	0.6688	NPC8761
Remote Similarity	0.6687	NPC7817
Remote Similarity	0.6687	NPC475168
Remote Similarity	0.6687	NPC89489
Remote Similarity	0.6685	NPC329961
Remote Similarity	0.6667	NPC139326
Remote Similarity	0.6667	NPC471821
Remote Similarity	0.6667	NPC222466
Remote Similarity	0.6667	NPC471820
Remote Similarity	0.6646	NPC262077
Remote Similarity	0.663	NPC161143
Remote Similarity	0.6627	NPC129666
Remote Similarity	0.6626	NPC315283
Remote Similarity	0.6626	NPC314388
Remote Similarity	0.6625	NPC68865
Remote Similarity	0.6625	NPC127741
Remote Similarity	0.6623	NPC101719
Remote Similarity	0.6606	NPC145113
Remote Similarity	0.6606	NPC329761
Remote Similarity	0.6606	NPC225648
Remote Similarity	0.6603	NPC473322
Remote Similarity	0.6601	NPC6975
Remote Similarity	0.6585	NPC316008
Remote Similarity	0.6585	NPC313867
Remote Similarity	0.657	NPC471527
Remote Similarity	0.6568	NPC470902
Remote Similarity	0.6564	NPC57976
Remote Similarity	0.655	NPC197743
Remote Similarity	0.655	NPC297145
Remote Similarity	0.6547	NPC322598
Remote Similarity	0.6545	NPC314358
Remote Similarity	0.6543	NPC239762
Remote Similarity	0.6543	NPC163392
Remote Similarity	0.6533	NPC470545
Remote Similarity	0.6529	NPC469903
Remote Similarity	0.6513	NPC200964
Remote Similarity	0.651	NPC197470
Remote Similarity	0.6509	NPC473341
Remote Similarity	0.65	NPC248283
Remote Similarity	0.6497	NPC111428
Remote Similarity	0.649	NPC470546
Remote Similarity	0.6486	NPC276949
Remote Similarity	0.6486	NPC35850
Remote Similarity	0.6478	NPC246079
Remote Similarity	0.6474	NPC477937
Remote Similarity	0.6471	NPC202521
Remote Similarity	0.6467	NPC470544
Remote Similarity	0.6463	NPC197682
Remote Similarity	0.6455	NPC106235
Remote Similarity	0.6455	NPC239660
Remote Similarity	0.6442	NPC46098
Remote Similarity	0.6442	NPC268841
Remote Similarity	0.6442	NPC307357
Remote Similarity	0.6429	NPC153554
Remote Similarity	0.642	NPC15068
Remote Similarity	0.6419	NPC474584
Remote Similarity	0.6416	NPC62104
Remote Similarity	0.6416	NPC1390
Remote Similarity	0.6415	NPC255447
Remote Similarity	0.6415	NPC130309
Remote Similarity	0.6407	NPC135121
Remote Similarity	0.6405	NPC476990
Remote Similarity	0.6402	NPC469426
Remote Similarity	0.6402	NPC168113
Remote Similarity	0.6402	NPC469427
Remote Similarity	0.6398	NPC329731
Remote Similarity	0.6398	NPC4910
Remote Similarity	0.6395	NPC319579
Remote Similarity	0.6389	NPC473418
Remote Similarity	0.6387	NPC35996
Remote Similarity	0.6386	NPC477217
Remote Similarity	0.6386	NPC201244
Remote Similarity	0.6384	NPC63040
Remote Similarity	0.6379	NPC469902
Remote Similarity	0.6369	NPC189908
Remote Similarity	0.6369	NPC240848
Remote Similarity	0.6364	NPC77905
Remote Similarity	0.6364	NPC145178
Remote Similarity	0.6364	NPC22883
Remote Similarity	0.6364	NPC5719
Remote Similarity	0.6364	NPC475350
Remote Similarity	0.6364	NPC176226
Remote Similarity	0.6364	NPC210377
Remote Similarity	0.6364	NPC217804
Remote Similarity	0.6364	NPC14877
Remote Similarity	0.6358	NPC324850
Remote Similarity	0.6358	NPC14672
Remote Similarity	0.6358	NPC285926
Remote Similarity	0.6358	NPC315276
Remote Similarity	0.6357	NPC122493
Remote Similarity	0.6357	NPC293628
Remote Similarity	0.6357	NPC10781
Remote Similarity	0.6357	NPC324569
Remote Similarity	0.6353	NPC162104
Remote Similarity	0.6346	NPC22746
Remote Similarity	0.6333	NPC33742
Remote Similarity	0.6323	NPC252878
Remote Similarity	0.6316	NPC169328
Remote Similarity	0.631	NPC311658
Remote Similarity	0.6306	NPC474847
Remote Similarity	0.6296	NPC141050
Remote Similarity	0.6286	NPC469901
Remote Similarity	0.6282	NPC175726
Remote Similarity	0.6282	NPC46427
Remote Similarity	0.6282	NPC474082
Remote Similarity	0.6275	NPC310467
Remote Similarity	0.6275	NPC314992
Remote Similarity	0.6271	NPC63931
Remote Similarity	0.6269	NPC251036
Remote Similarity	0.6258	NPC314835
Remote Similarity	0.625	NPC200589
Remote Similarity	0.625	NPC164859
Remote Similarity	0.6242	NPC329011
Remote Similarity	0.6242	NPC476259
Remote Similarity	0.6233	NPC327481
Remote Similarity	0.6231	NPC478005
Remote Similarity	0.6226	NPC319766
Remote Similarity	0.6215	NPC471053
Remote Similarity	0.6215	NPC471051
Remote Similarity	0.6215	NPC471052
Remote Similarity	0.6211	NPC477526
Remote Similarity	0.6209	NPC477462
Remote Similarity	0.6203	NPC299806
Remote Similarity	0.6198	NPC184933
Remote Similarity	0.6198	NPC59827
Remote Similarity	0.6196	NPC474473
Remote Similarity	0.6193	NPC475544
Remote Similarity	0.6193	NPC469243
Remote Similarity	0.6182	NPC77992
Remote Similarity	0.6169	NPC220698
Remote Similarity	0.6167	NPC469904
Remote Similarity	0.6167	NPC315388
Remote Similarity	0.6164	NPC476198
Remote Similarity	0.6154	NPC314114
Remote Similarity	0.6154	NPC81026
Remote Similarity	0.615	NPC475196
Remote Similarity	0.6149	NPC69496
Remote Similarity	0.6149	NPC473580
Remote Similarity	0.6145	NPC304074
Remote Similarity	0.6145	NPC290755
Remote Similarity	0.6145	NPC471771
Remote Similarity	0.6144	NPC2265
Remote Similarity	0.6144	NPC239357
Remote Similarity	0.6135	NPC245836
Remote Similarity	0.6135	NPC287401
Remote Similarity	0.6135	NPC233910
Remote Similarity	0.6117	NPC96016
Remote Similarity	0.6115	NPC291027
Remote Similarity	0.6115	NPC169485
Remote Similarity	0.6115	NPC213126
Remote Similarity	0.6115	NPC84281
Remote Similarity	0.6115	NPC317474
Remote Similarity	0.6103	NPC477527
Remote Similarity	0.6102	NPC473003
Remote Similarity	0.6101	NPC4974
Remote Similarity	0.6099	NPC89831

Drug Structure

NPD5638 OpenBabel08211708292D 34 36 0 0 1 0 0 0 0 0999 V2000 4.9884 3.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1224 3.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2564 -2.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3904 -2.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1224 -2.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0579 1.3239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3904 -1.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1224 -1.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1326 1.7032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2564 0.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3904 0.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9832 0.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9888 0.1490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2948 -0.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1679 2.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2564 -0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3904 1.6774 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6583 1.6774 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4860 0.9403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4888 1.0151 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3854 -1.6886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2564 2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5243 2.1774 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 -1.3603 -1.4661 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0907 -2.6442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6639 0.3148 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1224 1.6774 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2564 3.1774 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0117 0.0897 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.1235 1.9459 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.5243 3.1774 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7708 -3.3772 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 30 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 1 0 0 0 0 6 12 2 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 19 2 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 12 31 1 0 0 0 0 13 20 1 0 0 0 0 13 25 1 0 0 0 0 14 21 1 0 0 0 0 14 25 1 0 0 0 0 15 18 1 0 0 0 0 15 32 1 0 0 0 0 17 11 1 6 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 18 22 1 0 0 0 0 18 24 1 6 0 0 0 19 31 1 0 0 0 0 20 19 1 1 0 0 0 20 32 1 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 25 1 0 0 0 0 22 28 2 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 24 33 1 0 0 0 0 27 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001417
DrugBank	DB08836
ChEMBL	CHEMBL2110627
IUPHAR/BPS
PharmaGKB
KEGG Drug	D08566
PubChem CID	443873
ChEBI	135771
CAS Number	111902-57-9

Drug Properties

Molecular Weight	476.14
ALogP	-0.621
MLogP	3
XLogP	5.771
HDA	7
HBD	2
Rotatable Bonds	13
TPSA	149.48
RO5 Violation	2