NPASS drugs

Drug Information

Drug ID:	NPD4153
Drug Name:	Imidapril
Molecular Formula:	C20H27N3O6
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N1C(=O)N(C[C@H]1C(=O)O)C)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1
Standard InCHIKey:	KLZWOWYOHUKJIG-BPUTZDHNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4153

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	80
0.1-0.2	548
0.2-0.3	2342
0.3-0.4	12026
0.4-0.5	13561
0.5-0.6	1868
0.6-0.7	335
0.7-0.8	130
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	0.7958	NPC263493
Intermediate Similarity	0.7958	NPC269398
Intermediate Similarity	0.7817	NPC470884
Intermediate Similarity	0.7817	NPC178662
Intermediate Similarity	0.7817	NPC98424
Intermediate Similarity	0.7817	NPC476133
Intermediate Similarity	0.7817	NPC92784
Intermediate Similarity	0.7793	NPC209509
Intermediate Similarity	0.7746	NPC471264
Intermediate Similarity	0.7746	NPC471265
Intermediate Similarity	0.7671	NPC315266
Intermediate Similarity	0.7655	NPC161069
Intermediate Similarity	0.7619	NPC67043
Intermediate Similarity	0.7569	NPC132636
Intermediate Similarity	0.7551	NPC5620
Intermediate Similarity	0.7534	NPC139326
Intermediate Similarity	0.75	NPC71684
Intermediate Similarity	0.7483	NPC314388
Intermediate Similarity	0.7483	NPC476978
Intermediate Similarity	0.7483	NPC315283
Intermediate Similarity	0.7483	NPC52748
Intermediate Similarity	0.7467	NPC2501
Intermediate Similarity	0.745	NPC225648
Intermediate Similarity	0.745	NPC311658
Intermediate Similarity	0.745	NPC138775
Intermediate Similarity	0.745	NPC145113
Intermediate Similarity	0.745	NPC329761
Intermediate Similarity	0.7444	NPC197470
Intermediate Similarity	0.7432	NPC316008
Intermediate Similarity	0.7432	NPC313867
Intermediate Similarity	0.7417	NPC7817
Intermediate Similarity	0.7417	NPC475168
Intermediate Similarity	0.74	NPC471821
Intermediate Similarity	0.74	NPC471820
Intermediate Similarity	0.74	NPC240848
Intermediate Similarity	0.7391	NPC6975
Intermediate Similarity	0.7383	NPC314358
Intermediate Similarity	0.7357	NPC136453
Intermediate Similarity	0.7355	NPC324850
Intermediate Similarity	0.7355	NPC197743
Intermediate Similarity	0.7355	NPC297145
Intermediate Similarity	0.7351	NPC129666
Intermediate Similarity	0.7338	NPC222466
Intermediate Similarity	0.732	NPC122590
Intermediate Similarity	0.7308	NPC1390
Intermediate Similarity	0.7308	NPC62104
Intermediate Similarity	0.7305	NPC89923
Intermediate Similarity	0.7305	NPC239990
Intermediate Similarity	0.7305	NPC71933
Intermediate Similarity	0.7305	NPC152850
Intermediate Similarity	0.7305	NPC105114
Intermediate Similarity	0.7299	NPC200964
Intermediate Similarity	0.7297	NPC57976
Intermediate Similarity	0.7297	NPC197682
Intermediate Similarity	0.7286	NPC474847
Intermediate Similarity	0.7286	NPC101719
Intermediate Similarity	0.7273	NPC470902
Intermediate Similarity	0.7267	NPC262077
Intermediate Similarity	0.726	NPC68865
Intermediate Similarity	0.726	NPC127741
Intermediate Similarity	0.7255	NPC162104
Intermediate Similarity	0.7254	NPC473322
Intermediate Similarity	0.7246	NPC202521
Intermediate Similarity	0.7241	NPC248283
Intermediate Similarity	0.723	NPC168113
Intermediate Similarity	0.7222	NPC246079
Intermediate Similarity	0.72	NPC324569
Intermediate Similarity	0.7192	NPC314835
Intermediate Similarity	0.7181	NPC468984
Intermediate Similarity	0.7181	NPC176226
Intermediate Similarity	0.7174	NPC476990
Intermediate Similarity	0.7171	NPC105717
Intermediate Similarity	0.7162	NPC239762
Intermediate Similarity	0.7162	NPC163392
Intermediate Similarity	0.7153	NPC157311
Intermediate Similarity	0.7153	NPC130309
Intermediate Similarity	0.7152	NPC314114
Intermediate Similarity	0.7143	NPC175726
Intermediate Similarity	0.7143	NPC474082
Intermediate Similarity	0.7143	NPC329011
Intermediate Similarity	0.7143	NPC322598
Intermediate Similarity	0.7143	NPC300443
Intermediate Similarity	0.7132	NPC315276
Intermediate Similarity	0.7132	NPC285926
Intermediate Similarity	0.7132	NPC14672
Intermediate Similarity	0.7125	NPC22883
Intermediate Similarity	0.7125	NPC210377
Intermediate Similarity	0.7125	NPC217804
Intermediate Similarity	0.7125	NPC5719
Intermediate Similarity	0.7115	NPC469903
Intermediate Similarity	0.7114	NPC469426
Intermediate Similarity	0.7114	NPC469427
Intermediate Similarity	0.7113	NPC477937
Intermediate Similarity	0.7103	NPC44805
Intermediate Similarity	0.7103	NPC8761
Intermediate Similarity	0.7097	NPC473341
Intermediate Similarity	0.709	NPC474584
Intermediate Similarity	0.7086	NPC322878
Intermediate Similarity	0.7083	NPC69496
Intermediate Similarity	0.7081	NPC15068
Intermediate Similarity	0.708	NPC470545
Intermediate Similarity	0.7073	NPC285622
Intermediate Similarity	0.7071	NPC213126
Intermediate Similarity	0.7071	NPC317474
Intermediate Similarity	0.7071	NPC84281
Intermediate Similarity	0.7071	NPC291027
Intermediate Similarity	0.7071	NPC169485
Intermediate Similarity	0.7071	NPC252878
Intermediate Similarity	0.7067	NPC77905
Intermediate Similarity	0.7063	NPC122493
Intermediate Similarity	0.7063	NPC10781
Intermediate Similarity	0.7063	NPC293628
Intermediate Similarity	0.7055	NPC233910
Intermediate Similarity	0.7055	NPC245836
Intermediate Similarity	0.7047	NPC307357
Intermediate Similarity	0.7047	NPC476259
Intermediate Similarity	0.7047	NPC46098
Intermediate Similarity	0.7047	NPC268841
Intermediate Similarity	0.7044	NPC469901
Intermediate Similarity	0.7037	NPC276949
Intermediate Similarity	0.7037	NPC35850
Intermediate Similarity	0.7037	NPC63040
Intermediate Similarity	0.7034	NPC255447
Intermediate Similarity	0.7029	NPC314992
Intermediate Similarity	0.7029	NPC470546
Intermediate Similarity	0.7021	NPC46427
Intermediate Similarity	0.7021	NPC35996
Intermediate Similarity	0.7014	NPC111428
Intermediate Similarity	0.7007	NPC470544
Intermediate Similarity	0.7007	NPC141050
Remote Similarity	0.6993	NPC135121
Remote Similarity	0.6987	NPC286551
Remote Similarity	0.6985	NPC33742
Remote Similarity	0.6974	NPC201244
Remote Similarity	0.6974	NPC477217
Remote Similarity	0.6972	NPC22746
Remote Similarity	0.6957	NPC169328
Remote Similarity	0.6944	NPC319766
Remote Similarity	0.694	NPC319579
Remote Similarity	0.6939	NPC287401
Remote Similarity	0.6937	NPC469902
Remote Similarity	0.6937	NPC471527
Remote Similarity	0.6923	NPC164859
Remote Similarity	0.6914	NPC63931
Remote Similarity	0.6906	NPC310467
Remote Similarity	0.6899	NPC473580
Remote Similarity	0.6894	NPC327481
Remote Similarity	0.6884	NPC239357
Remote Similarity	0.6884	NPC2265
Remote Similarity	0.6875	NPC24617
Remote Similarity	0.6875	NPC65310
Remote Similarity	0.6849	NPC200589
Remote Similarity	0.6832	NPC475544
Remote Similarity	0.6832	NPC114806
Remote Similarity	0.6826	NPC477462
Remote Similarity	0.6821	NPC94862
Remote Similarity	0.6818	NPC473418
Remote Similarity	0.6812	NPC101139
Remote Similarity	0.6809	NPC302169
Remote Similarity	0.6802	NPC299806
Remote Similarity	0.6788	NPC280022
Remote Similarity	0.6788	NPC473000
Remote Similarity	0.6786	NPC469900
Remote Similarity	0.6781	NPC311753
Remote Similarity	0.6781	NPC469666
Remote Similarity	0.6779	NPC474473
Remote Similarity	0.677	NPC469898
Remote Similarity	0.6747	NPC475123
Remote Similarity	0.6747	NPC475204
Remote Similarity	0.6747	NPC276506
Remote Similarity	0.6743	NPC240130
Remote Similarity	0.6743	NPC61332
Remote Similarity	0.6735	NPC300315
Remote Similarity	0.6733	NPC474811
Remote Similarity	0.6733	NPC475318
Remote Similarity	0.6733	NPC49577
Remote Similarity	0.6733	NPC273907
Remote Similarity	0.6733	NPC90194
Remote Similarity	0.6733	NPC475598
Remote Similarity	0.6733	NPC9687
Remote Similarity	0.6733	NPC260045
Remote Similarity	0.6733	NPC293377
Remote Similarity	0.6733	NPC118099
Remote Similarity	0.6733	NPC76785
Remote Similarity	0.6733	NPC474787
Remote Similarity	0.6733	NPC151706
Remote Similarity	0.6733	NPC79465
Remote Similarity	0.6733	NPC476102
Remote Similarity	0.6733	NPC474855
Remote Similarity	0.6728	NPC469243
Remote Similarity	0.6726	NPC317362
Remote Similarity	0.6726	NPC317725
Remote Similarity	0.6726	NPC318930
Remote Similarity	0.6726	NPC326407
Remote Similarity	0.671	NPC81026
Remote Similarity	0.6707	NPC89831
Remote Similarity	0.6692	NPC12730
Remote Similarity	0.6692	NPC476198
Remote Similarity	0.669	NPC190663
Remote Similarity	0.669	NPC80150

Drug Structure

NPD4153 OpenBabel08211704332D 31 32 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 1.0878 -2.3479 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 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 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 -0.5000 -1.5388 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 0.8090 -0.5878 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 0.5000 -1.5388 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 1.7601 -0.2788 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 4 1 0 0 0 0 3 22 1 0 0 0 0 4 29 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 14 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 0 0 0 0 13 2 1 1 0 0 0 13 17 1 0 0 0 0 13 21 1 0 0 0 0 15 11 1 6 0 0 0 15 19 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 1 0 0 0 16 23 1 0 0 0 0 17 23 1 0 0 0 0 17 24 2 0 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 19 27 2 0 0 0 0 19 29 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 20 28 2 0 0 0 0 21 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6377
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.19
ALogP	-1.6815
MLogP	2.67
XLogP	3.077
HDA	9
HBD	2
Rotatable Bonds	15
TPSA	116.25
RO5 Violation	1