NPASS drugs

Drug Information

Drug ID:	NPD4177
Drug Name:	Enalapril
Molecular Formula:	C20H28N2O5
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1
Standard InCHIKey:	GBXSMTUPTTWBMN-XIRDDKMYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4177

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	77
0.1-0.2	490
0.2-0.3	1912
0.3-0.4	9976
0.4-0.5	15188
0.5-0.6	2629
0.6-0.7	429
0.7-0.8	169
0.8-0.85	20
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	0.8201	NPC315266
Intermediate Similarity	0.8129	NPC52748
Intermediate Similarity	0.8116	NPC263493
Intermediate Similarity	0.8116	NPC269398
Intermediate Similarity	0.8102	NPC470884
Intermediate Similarity	0.8102	NPC98424
Intermediate Similarity	0.8102	NPC178662
Intermediate Similarity	0.8102	NPC476133
Intermediate Similarity	0.8102	NPC92784
Intermediate Similarity	0.8099	NPC2501
Intermediate Similarity	0.8071	NPC209509
Intermediate Similarity	0.8071	NPC5620
Intermediate Similarity	0.8058	NPC161069
Intermediate Similarity	0.8029	NPC471264
Intermediate Similarity	0.8029	NPC471265
Intermediate Similarity	0.8028	NPC471821
Intermediate Similarity	0.8028	NPC471820
Intermediate Similarity	0.8	NPC476978
Intermediate Similarity	0.8	NPC315283
Intermediate Similarity	0.8	NPC314388
Intermediate Similarity	0.7943	NPC313867
Intermediate Similarity	0.7943	NPC316008
Intermediate Similarity	0.7939	NPC6975
Intermediate Similarity	0.7934	NPC67043
Intermediate Similarity	0.7931	NPC122590
Intermediate Similarity	0.7917	NPC475168
Intermediate Similarity	0.7917	NPC7817
Intermediate Similarity	0.7887	NPC314358
Intermediate Similarity	0.7887	NPC262077
Intermediate Similarity	0.7847	NPC129666
Intermediate Similarity	0.7846	NPC200964
Intermediate Similarity	0.7838	NPC297145
Intermediate Similarity	0.7838	NPC197743
Intermediate Similarity	0.7832	NPC329761
Intermediate Similarity	0.7832	NPC225648
Intermediate Similarity	0.7832	NPC145113
Intermediate Similarity	0.7832	NPC138775
Intermediate Similarity	0.7794	NPC130309
Intermediate Similarity	0.7786	NPC163392
Intermediate Similarity	0.7786	NPC71684
Intermediate Similarity	0.7786	NPC239762
Intermediate Similarity	0.7786	NPC202521
Intermediate Similarity	0.7778	NPC240848
Intermediate Similarity	0.7755	NPC470902
Intermediate Similarity	0.7754	NPC248283
Intermediate Similarity	0.7714	NPC132636
Intermediate Similarity	0.771	NPC476990
Intermediate Similarity	0.7687	NPC473341
Intermediate Similarity	0.7674	NPC315276
Intermediate Similarity	0.7674	NPC285926
Intermediate Similarity	0.7674	NPC14672
Intermediate Similarity	0.7647	NPC473322
Intermediate Similarity	0.763	NPC136453
Intermediate Similarity	0.7619	NPC162104
Intermediate Similarity	0.7612	NPC222466
Intermediate Similarity	0.7594	NPC252878
Intermediate Similarity	0.7586	NPC311658
Intermediate Similarity	0.7584	NPC469903
Intermediate Similarity	0.7574	NPC239990
Intermediate Similarity	0.7574	NPC152850
Intermediate Similarity	0.7574	NPC89923
Intermediate Similarity	0.7574	NPC105114
Intermediate Similarity	0.7574	NPC71933
Intermediate Similarity	0.7556	NPC101719
Intermediate Similarity	0.7552	NPC139326
Intermediate Similarity	0.7552	NPC77905
Intermediate Similarity	0.755	NPC1390
Intermediate Similarity	0.755	NPC62104
Intermediate Similarity	0.7537	NPC175726
Intermediate Similarity	0.7537	NPC46427
Intermediate Similarity	0.7537	NPC474082
Intermediate Similarity	0.7536	NPC255447
Intermediate Similarity	0.7518	NPC127741
Intermediate Similarity	0.7518	NPC68865
Intermediate Similarity	0.7518	NPC111428
Intermediate Similarity	0.75	NPC141050
Intermediate Similarity	0.75	NPC469902
Intermediate Similarity	0.75	NPC471527
Intermediate Similarity	0.75	NPC324569
Intermediate Similarity	0.75	NPC469901
Intermediate Similarity	0.7483	NPC324850
Intermediate Similarity	0.7482	NPC246079
Intermediate Similarity	0.7462	NPC197470
Intermediate Similarity	0.7447	NPC314835
Intermediate Similarity	0.7438	NPC322598
Intermediate Similarity	0.7426	NPC474847
Intermediate Similarity	0.741	NPC157311
Intermediate Similarity	0.7385	NPC33742
Intermediate Similarity	0.7364	NPC474584
Intermediate Similarity	0.7357	NPC8761
Intermediate Similarity	0.7357	NPC44805
Intermediate Similarity	0.7355	NPC22883
Intermediate Similarity	0.7355	NPC5719
Intermediate Similarity	0.7355	NPC210377
Intermediate Similarity	0.7355	NPC217804
Intermediate Similarity	0.7355	NPC122493
Intermediate Similarity	0.7355	NPC293628
Intermediate Similarity	0.7355	NPC10781
Intermediate Similarity	0.7348	NPC470545
Intermediate Similarity	0.7338	NPC200589
Intermediate Similarity	0.7329	NPC322878
Intermediate Similarity	0.731	NPC57976
Intermediate Similarity	0.731	NPC197682
Intermediate Similarity	0.731	NPC468984
Intermediate Similarity	0.7308	NPC35850
Intermediate Similarity	0.7308	NPC276949
Intermediate Similarity	0.7308	NPC15068
Intermediate Similarity	0.7305	NPC287401
Intermediate Similarity	0.7293	NPC470546
Intermediate Similarity	0.7292	NPC268841
Intermediate Similarity	0.7292	NPC46098
Intermediate Similarity	0.7292	NPC307357
Intermediate Similarity	0.7273	NPC470544
Intermediate Similarity	0.7261	NPC63040
Intermediate Similarity	0.7246	NPC477937
Intermediate Similarity	0.7244	NPC63931
Intermediate Similarity	0.7241	NPC469426
Intermediate Similarity	0.7241	NPC168113
Intermediate Similarity	0.7241	NPC469427
Intermediate Similarity	0.723	NPC135121
Intermediate Similarity	0.7226	NPC22746
Intermediate Similarity	0.7218	NPC169328
Intermediate Similarity	0.7215	NPC473000
Intermediate Similarity	0.7215	NPC469904
Intermediate Similarity	0.7214	NPC300315
Intermediate Similarity	0.7214	NPC69496
Intermediate Similarity	0.7211	NPC477217
Intermediate Similarity	0.7211	NPC201244
Intermediate Similarity	0.7209	NPC319579
Intermediate Similarity	0.7208	NPC469898
Intermediate Similarity	0.7206	NPC317474
Intermediate Similarity	0.7206	NPC213126
Intermediate Similarity	0.7206	NPC291027
Intermediate Similarity	0.7206	NPC169485
Intermediate Similarity	0.7206	NPC84281
Intermediate Similarity	0.7205	NPC469900
Intermediate Similarity	0.72	NPC164859
Intermediate Similarity	0.7192	NPC176226
Intermediate Similarity	0.7183	NPC245836
Intermediate Similarity	0.7183	NPC233910
Intermediate Similarity	0.7181	NPC105717
Intermediate Similarity	0.7171	NPC473002
Intermediate Similarity	0.717	NPC475123
Intermediate Similarity	0.717	NPC475204
Intermediate Similarity	0.7165	NPC327481
Intermediate Similarity	0.7164	NPC314992
Intermediate Similarity	0.7164	NPC310467
Intermediate Similarity	0.7161	NPC473003
Intermediate Similarity	0.7154	NPC329011
Intermediate Similarity	0.7153	NPC35996
Intermediate Similarity	0.7152	NPC300443
Intermediate Similarity	0.7143	NPC477462
Intermediate Similarity	0.7143	NPC239357
Intermediate Similarity	0.7133	NPC283783
Intermediate Similarity	0.7108	NPC299806
Intermediate Similarity	0.7095	NPC471680
Intermediate Similarity	0.7087	NPC473418
Intermediate Similarity	0.7083	NPC90194
Intermediate Similarity	0.7083	NPC476102
Intermediate Similarity	0.7083	NPC76785
Intermediate Similarity	0.7083	NPC273907
Intermediate Similarity	0.7083	NPC151706
Intermediate Similarity	0.7083	NPC9687
Intermediate Similarity	0.7083	NPC474787
Intermediate Similarity	0.7083	NPC260045
Intermediate Similarity	0.7083	NPC118099
Intermediate Similarity	0.7083	NPC475598
Intermediate Similarity	0.7083	NPC474811
Intermediate Similarity	0.7083	NPC474855
Intermediate Similarity	0.7083	NPC293377
Intermediate Similarity	0.7083	NPC475318
Intermediate Similarity	0.7083	NPC79465
Intermediate Similarity	0.7083	NPC49577
Intermediate Similarity	0.7081	NPC285622
Intermediate Similarity	0.7081	NPC137627
Intermediate Similarity	0.7071	NPC319766
Intermediate Similarity	0.707	NPC471051
Intermediate Similarity	0.707	NPC471052
Intermediate Similarity	0.707	NPC471053
Intermediate Similarity	0.7063	NPC46009
Intermediate Similarity	0.7055	NPC476259
Intermediate Similarity	0.7047	NPC314114
Intermediate Similarity	0.7037	NPC26108
Intermediate Similarity	0.7021	NPC469666
Intermediate Similarity	0.7021	NPC311753
Intermediate Similarity	0.7019	NPC89831
Intermediate Similarity	0.7015	NPC2265
Intermediate Similarity	0.7013	NPC473580
Intermediate Similarity	0.7	NPC65310
Remote Similarity	0.6993	NPC286551
Remote Similarity	0.6987	NPC24617
Remote Similarity	0.6986	NPC89489
Remote Similarity	0.6975	NPC306804
Remote Similarity	0.696	NPC12730
Remote Similarity	0.6957	NPC276506
Remote Similarity	0.6953	NPC476198
Remote Similarity	0.6951	NPC473001
Remote Similarity	0.6943	NPC475544
Remote Similarity	0.6943	NPC114806
Remote Similarity	0.694	NPC101139

Drug Structure

NPD4177 OpenBabel08211704332D 29 30 0 0 1 0 0 0 0 0999 V2000 -0.8660 4.5000 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 0.0000 4.0000 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 1 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 -1.7601 -0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 0.6994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 -0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4543 -0.6389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 27 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 13 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 13 22 1 0 0 0 0 14 2 1 1 0 0 0 14 18 1 0 0 0 0 14 21 1 0 0 0 0 16 12 1 6 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 1 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001374; DAP000585
DrugBank	DB00584
ChEMBL	CHEMBL578
IUPHAR/BPS	6322
PharmaGKB	PA449456
KEGG Drug
PubChem CID	5388962
ChEBI	4784
CAS Number	75847-73-3

Drug Properties

Molecular Weight	376.20
ALogP	-2.2434
MLogP	2.89
XLogP	4.141
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	95.94
RO5 Violation	1