NPASS drugs

Drug Information

Drug ID:	NPD5725
Drug Name:	Ramipril
Molecular Formula:	C23H32N2O5
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1
Standard InCHIKey:	HDACQVRGBOVJII-JBDAPHQKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5725

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	83
0.1-0.2	570
0.2-0.3	1884
0.3-0.4	11227
0.4-0.5	14364
0.5-0.6	2222
0.6-0.7	401
0.7-0.8	138
0.8-0.85	1
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	0.8182	NPC315266
Intermediate Similarity	0.7986	NPC52748
Intermediate Similarity	0.7986	NPC476978
Intermediate Similarity	0.7972	NPC269398
Intermediate Similarity	0.7972	NPC263493
Intermediate Similarity	0.7959	NPC2501
Intermediate Similarity	0.7958	NPC98424
Intermediate Similarity	0.7958	NPC470884
Intermediate Similarity	0.7958	NPC476133
Intermediate Similarity	0.7958	NPC178662
Intermediate Similarity	0.7958	NPC92784
Intermediate Similarity	0.7931	NPC5620
Intermediate Similarity	0.7931	NPC209509
Intermediate Similarity	0.7931	NPC313867
Intermediate Similarity	0.7931	NPC316008
Intermediate Similarity	0.7917	NPC161069
Intermediate Similarity	0.7891	NPC471821
Intermediate Similarity	0.7891	NPC471820
Intermediate Similarity	0.7887	NPC471265
Intermediate Similarity	0.7887	NPC471264
Intermediate Similarity	0.7877	NPC314358
Intermediate Similarity	0.7877	NPC262077
Intermediate Similarity	0.7862	NPC314388
Intermediate Similarity	0.7862	NPC315283
Intermediate Similarity	0.78	NPC122590
Intermediate Similarity	0.7794	NPC6975
Intermediate Similarity	0.7786	NPC130309
Intermediate Similarity	0.7785	NPC7817
Intermediate Similarity	0.7785	NPC475168
Intermediate Similarity	0.777	NPC240848
Intermediate Similarity	0.7718	NPC129666
Intermediate Similarity	0.7712	NPC297145
Intermediate Similarity	0.7712	NPC197743
Intermediate Similarity	0.7704	NPC200964
Intermediate Similarity	0.7703	NPC225648
Intermediate Similarity	0.7703	NPC145113
Intermediate Similarity	0.7703	NPC329761
Intermediate Similarity	0.7703	NPC138775
Intermediate Similarity	0.7655	NPC239762
Intermediate Similarity	0.7655	NPC163392
Intermediate Similarity	0.7647	NPC71684
Intermediate Similarity	0.7647	NPC202521
Intermediate Similarity	0.7632	NPC470902
Intermediate Similarity	0.7586	NPC132636
Intermediate Similarity	0.7582	NPC469903
Intermediate Similarity	0.7574	NPC476990
Intermediate Similarity	0.7566	NPC473341
Intermediate Similarity	0.7551	NPC77905
Intermediate Similarity	0.7518	NPC473322
Intermediate Similarity	0.75	NPC162104
Intermediate Similarity	0.75	NPC469902
Intermediate Similarity	0.75	NPC67043
Intermediate Similarity	0.75	NPC141050
Intermediate Similarity	0.75	NPC469901
Intermediate Similarity	0.75	NPC248283
Intermediate Similarity	0.7482	NPC222466
Intermediate Similarity	0.7467	NPC311658
Intermediate Similarity	0.7464	NPC252878
Intermediate Similarity	0.7447	NPC239990
Intermediate Similarity	0.7447	NPC152850
Intermediate Similarity	0.7447	NPC105114
Intermediate Similarity	0.7447	NPC71933
Intermediate Similarity	0.7447	NPC89923
Intermediate Similarity	0.7436	NPC1390
Intermediate Similarity	0.7436	NPC62104
Intermediate Similarity	0.7432	NPC139326
Intermediate Similarity	0.7429	NPC101719
Intermediate Similarity	0.7413	NPC255447
Intermediate Similarity	0.741	NPC46427
Intermediate Similarity	0.7397	NPC68865
Intermediate Similarity	0.7397	NPC127741
Intermediate Similarity	0.7389	NPC471527
Intermediate Similarity	0.7376	NPC136453
Intermediate Similarity	0.7372	NPC324850
Intermediate Similarity	0.7361	NPC246079
Intermediate Similarity	0.7343	NPC200589
Intermediate Similarity	0.7329	NPC314835
Intermediate Similarity	0.7317	NPC469900
Intermediate Similarity	0.7315	NPC57976
Intermediate Similarity	0.731	NPC287401
Intermediate Similarity	0.7292	NPC157311
Intermediate Similarity	0.7279	NPC285926
Intermediate Similarity	0.7279	NPC315276
Intermediate Similarity	0.7279	NPC14672
Intermediate Similarity	0.7273	NPC111428
Intermediate Similarity	0.7256	NPC477462
Intermediate Similarity	0.725	NPC210377
Intermediate Similarity	0.725	NPC5719
Intermediate Similarity	0.725	NPC22883
Intermediate Similarity	0.725	NPC217804
Intermediate Similarity	0.7241	NPC8761
Intermediate Similarity	0.7241	NPC44805
Intermediate Similarity	0.7239	NPC474584
Intermediate Similarity	0.7226	NPC470545
Intermediate Similarity	0.7222	NPC473000
Intermediate Similarity	0.7222	NPC469904
Intermediate Similarity	0.7219	NPC322878
Intermediate Similarity	0.7215	NPC469898
Intermediate Similarity	0.7205	NPC15068
Intermediate Similarity	0.72	NPC197682
Intermediate Similarity	0.7181	NPC307357
Intermediate Similarity	0.7181	NPC268841
Intermediate Similarity	0.7181	NPC46098
Intermediate Similarity	0.7179	NPC473002
Intermediate Similarity	0.7174	NPC470546
Intermediate Similarity	0.717	NPC473003
Intermediate Similarity	0.7163	NPC474082
Intermediate Similarity	0.7163	NPC175726
Intermediate Similarity	0.716	NPC63040
Intermediate Similarity	0.7153	NPC470544
Intermediate Similarity	0.7143	NPC283783
Intermediate Similarity	0.7143	NPC63931
Intermediate Similarity	0.7133	NPC477937
Intermediate Similarity	0.7133	NPC469427
Intermediate Similarity	0.7133	NPC469426
Intermediate Similarity	0.7133	NPC168113
Intermediate Similarity	0.7132	NPC33742
Intermediate Similarity	0.7124	NPC135121
Intermediate Similarity	0.7113	NPC22746
Intermediate Similarity	0.7105	NPC477217
Intermediate Similarity	0.7105	NPC201244
Intermediate Similarity	0.7103	NPC300315
Intermediate Similarity	0.7101	NPC169328
Intermediate Similarity	0.7087	NPC324569
Intermediate Similarity	0.7086	NPC176226
Intermediate Similarity	0.708	NPC197470
Intermediate Similarity	0.7078	NPC105717
Intermediate Similarity	0.7073	NPC475123
Intermediate Similarity	0.7073	NPC475204
Intermediate Similarity	0.7063	NPC474847
Intermediate Similarity	0.7059	NPC35850
Intermediate Similarity	0.7059	NPC276949
Intermediate Similarity	0.7051	NPC300443
Intermediate Similarity	0.705	NPC310467
Intermediate Similarity	0.7031	NPC322598
Intermediate Similarity	0.703	NPC89831
Intermediate Similarity	0.7029	NPC239357
Intermediate Similarity	0.7018	NPC299806
Intermediate Similarity	0.7	NPC89489
Remote Similarity	0.6988	NPC137627
Remote Similarity	0.6988	NPC285622
Remote Similarity	0.6986	NPC69496
Remote Similarity	0.6975	NPC471051
Remote Similarity	0.6975	NPC471052
Remote Similarity	0.6975	NPC471053
Remote Similarity	0.6974	NPC468984
Remote Similarity	0.6972	NPC169485
Remote Similarity	0.6972	NPC317474
Remote Similarity	0.6972	NPC291027
Remote Similarity	0.6972	NPC213126
Remote Similarity	0.6972	NPC84281
Remote Similarity	0.697	NPC46009
Remote Similarity	0.6966	NPC319766
Remote Similarity	0.6964	NPC473001
Remote Similarity	0.6959	NPC245836
Remote Similarity	0.6959	NPC233910
Remote Similarity	0.6954	NPC476259
Remote Similarity	0.6953	NPC122493
Remote Similarity	0.6953	NPC10781
Remote Similarity	0.6953	NPC293628
Remote Similarity	0.6948	NPC314114
Remote Similarity	0.6946	NPC26108
Remote Similarity	0.6933	NPC472923
Remote Similarity	0.6929	NPC314992
Remote Similarity	0.6923	NPC35996
Remote Similarity	0.6918	NPC473580
Remote Similarity	0.6917	NPC327481
Remote Similarity	0.6899	NPC286551
Remote Similarity	0.6899	NPC262166
Remote Similarity	0.6894	NPC24617
Remote Similarity	0.6886	NPC306804
Remote Similarity	0.6883	NPC471680
Remote Similarity	0.6867	NPC9687
Remote Similarity	0.6867	NPC49577
Remote Similarity	0.6867	NPC118099
Remote Similarity	0.6867	NPC475598
Remote Similarity	0.6867	NPC260045
Remote Similarity	0.6867	NPC273907
Remote Similarity	0.6867	NPC474787
Remote Similarity	0.6867	NPC276506
Remote Similarity	0.6867	NPC76785
Remote Similarity	0.6867	NPC474811
Remote Similarity	0.6867	NPC151706
Remote Similarity	0.6867	NPC476102
Remote Similarity	0.6867	NPC90194
Remote Similarity	0.6867	NPC79465
Remote Similarity	0.6867	NPC475318
Remote Similarity	0.6867	NPC474855
Remote Similarity	0.6867	NPC293377
Remote Similarity	0.6852	NPC114806
Remote Similarity	0.6852	NPC475544
Remote Similarity	0.6845	NPC318930
Remote Similarity	0.6845	NPC317362
Remote Similarity	0.6845	NPC317725
Remote Similarity	0.6845	NPC326407
Remote Similarity	0.6839	NPC81026
Remote Similarity	0.6839	NPC94862
Remote Similarity	0.6838	NPC319579
Remote Similarity	0.6831	NPC190663
Remote Similarity	0.6818	NPC164859

Drug Structure

NPD5725 OpenBabel08211708292D 32 34 0 0 1 0 0 0 0 0999 V2000 4.5679 0.3285 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 4.0679 -0.5375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0679 4.6586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4321 3.7926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0679 4.6586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9709 0.7145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0679 2.9266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5679 3.7926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5587 -0.0945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0199 0.4055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5679 2.0605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0679 1.1945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9709 -1.9036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0679 2.9266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9709 -0.9036 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0199 -0.5945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0199 -2.2126 0.0000 C 0 0 1 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 -1.7109 -3.1636 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 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4321 -1.4036 0.0000 N 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 -0.7327 -3.3715 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3800 -3.9068 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0710 -4.8578 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 30 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 2 1 6 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 17 10 1 6 0 0 0 17 19 1 0 0 0 0 18 13 1 1 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 11 1 6 0 0 0 19 25 1 0 0 0 0 20 22 1 6 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000581
DrugBank	DB00178
ChEMBL	CHEMBL1168
IUPHAR/BPS	6339
PharmaGKB	PA451223
KEGG Drug	D00421
PubChem CID	5362129
ChEBI	8774
CAS Number	87333-19-5

Drug Properties

Molecular Weight	416.23
ALogP	-2.1003
MLogP	3.22
XLogP	4.916
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	95.94
RO5 Violation	1