NPASS drugs

Drug Information

Drug ID:	NPD6073
Drug Name:	Trandolapril
Molecular Formula:	C24H34N2O5
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21-/m0/s1
Standard InCHIKey:	VXFJYXUZANRPDJ-WTNASJBWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6073

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	558
0.2-0.3	1840
0.3-0.4	9315
0.4-0.5	15720
0.5-0.6	2737
0.6-0.7	456
0.7-0.8	176
0.8-0.85	5
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	NPC209509
Intermediate Similarity	0.8169	NPC161069
Intermediate Similarity	0.8056	NPC315266
Intermediate Similarity	0.8041	NPC122590
Intermediate Similarity	0.8	NPC262077
Intermediate Similarity	0.7986	NPC52748
Intermediate Similarity	0.7972	NPC269398
Intermediate Similarity	0.7972	NPC263493
Intermediate Similarity	0.7959	NPC2501
Intermediate Similarity	0.7958	NPC92784
Intermediate Similarity	0.7958	NPC470884
Intermediate Similarity	0.7958	NPC178662
Intermediate Similarity	0.7958	NPC476133
Intermediate Similarity	0.7958	NPC98424
Intermediate Similarity	0.7945	NPC138775
Intermediate Similarity	0.7931	NPC5620
Intermediate Similarity	0.791	NPC71684
Intermediate Similarity	0.7891	NPC471821
Intermediate Similarity	0.7891	NPC471820
Intermediate Similarity	0.7887	NPC471265
Intermediate Similarity	0.7887	NPC471264
Intermediate Similarity	0.7862	NPC476978
Intermediate Similarity	0.7832	NPC132636
Intermediate Similarity	0.7808	NPC313867
Intermediate Similarity	0.7808	NPC316008
Intermediate Similarity	0.7794	NPC6975
Intermediate Similarity	0.7785	NPC7817
Intermediate Similarity	0.7785	NPC475168
Intermediate Similarity	0.7778	NPC239762
Intermediate Similarity	0.7778	NPC163392
Intermediate Similarity	0.777	NPC473322
Intermediate Similarity	0.7755	NPC314358
Intermediate Similarity	0.774	NPC314388
Intermediate Similarity	0.774	NPC315283
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	NPC329761
Intermediate Similarity	0.7703	NPC145113
Intermediate Similarity	0.7698	NPC239990
Intermediate Similarity	0.7698	NPC89923
Intermediate Similarity	0.7698	NPC152850
Intermediate Similarity	0.7698	NPC71933
Intermediate Similarity	0.7698	NPC105114
Intermediate Similarity	0.7697	NPC469903
Intermediate Similarity	0.7682	NPC473341
Intermediate Similarity	0.766	NPC255447
Intermediate Similarity	0.766	NPC130309
Intermediate Similarity	0.7651	NPC240848
Intermediate Similarity	0.7647	NPC202521
Intermediate Similarity	0.7639	NPC127741
Intermediate Similarity	0.7632	NPC470902
Intermediate Similarity	0.7626	NPC136453
Intermediate Similarity	0.7613	NPC471527
Intermediate Similarity	0.7613	NPC469902
Intermediate Similarity	0.7574	NPC476990
Intermediate Similarity	0.7548	NPC1390
Intermediate Similarity	0.7548	NPC62104
Intermediate Similarity	0.7535	NPC157311
Intermediate Similarity	0.7518	NPC111428
Intermediate Similarity	0.75	NPC162104
Intermediate Similarity	0.75	NPC67043
Intermediate Similarity	0.75	NPC248283
Intermediate Similarity	0.7484	NPC324850
Intermediate Similarity	0.7483	NPC44805
Intermediate Similarity	0.7483	NPC8761
Intermediate Similarity	0.7482	NPC222466
Intermediate Similarity	0.7481	NPC470545
Intermediate Similarity	0.7467	NPC311658
Intermediate Similarity	0.7465	NPC200589
Intermediate Similarity	0.7464	NPC252878
Intermediate Similarity	0.7432	NPC139326
Intermediate Similarity	0.7432	NPC77905
Intermediate Similarity	0.7429	NPC101719
Intermediate Similarity	0.7426	NPC470546
Intermediate Similarity	0.741	NPC46427
Intermediate Similarity	0.7407	NPC315276
Intermediate Similarity	0.7407	NPC470544
Intermediate Similarity	0.7407	NPC285926
Intermediate Similarity	0.7407	NPC14672
Intermediate Similarity	0.7397	NPC68865
Intermediate Similarity	0.7389	NPC469901
Intermediate Similarity	0.7379	NPC141050
Intermediate Similarity	0.7376	NPC477937
Intermediate Similarity	0.7362	NPC477462
Intermediate Similarity	0.7361	NPC246079
Intermediate Similarity	0.7358	NPC22883
Intermediate Similarity	0.7358	NPC63931
Intermediate Similarity	0.7358	NPC5719
Intermediate Similarity	0.7358	NPC210377
Intermediate Similarity	0.7358	NPC217804
Intermediate Similarity	0.7346	NPC89831
Intermediate Similarity	0.7329	NPC314835
Intermediate Similarity	0.7329	NPC469904
Intermediate Similarity	0.7312	NPC15068
Intermediate Similarity	0.7303	NPC105717
Intermediate Similarity	0.729	NPC473002
Intermediate Similarity	0.7286	NPC175726
Intermediate Similarity	0.7286	NPC474082
Intermediate Similarity	0.7278	NPC473003
Intermediate Similarity	0.7267	NPC63040
Intermediate Similarity	0.7259	NPC33742
Intermediate Similarity	0.7239	NPC474584
Intermediate Similarity	0.7219	NPC322878
Intermediate Similarity	0.72	NPC197682
Intermediate Similarity	0.7195	NPC137627
Intermediate Similarity	0.7192	NPC287401
Intermediate Similarity	0.7188	NPC471053
Intermediate Similarity	0.7188	NPC471052
Intermediate Similarity	0.7188	NPC471051
Intermediate Similarity	0.7183	NPC474847
Intermediate Similarity	0.7181	NPC307357
Intermediate Similarity	0.7181	NPC268841
Intermediate Similarity	0.7181	NPC46098
Intermediate Similarity	0.7178	NPC475204
Intermediate Similarity	0.7178	NPC475123
Intermediate Similarity	0.7171	NPC314114
Intermediate Similarity	0.7163	NPC35996
Intermediate Similarity	0.7152	NPC26108
Intermediate Similarity	0.7135	NPC94862
Intermediate Similarity	0.7134	NPC476268
Intermediate Similarity	0.7133	NPC469427
Intermediate Similarity	0.7133	NPC469426
Intermediate Similarity	0.7133	NPC168113
Intermediate Similarity	0.7124	NPC135121
Intermediate Similarity	0.7117	NPC473000
Intermediate Similarity	0.7115	NPC286551
Intermediate Similarity	0.7113	NPC22746
Intermediate Similarity	0.7108	NPC469900
Intermediate Similarity	0.7107	NPC469898
Intermediate Similarity	0.7105	NPC477217
Intermediate Similarity	0.7105	NPC201244
Intermediate Similarity	0.7103	NPC300315
Intermediate Similarity	0.7103	NPC69496
Intermediate Similarity	0.7101	NPC169328
Intermediate Similarity	0.7095	NPC90194
Intermediate Similarity	0.7095	NPC293377
Intermediate Similarity	0.7095	NPC476102
Intermediate Similarity	0.7095	NPC79465
Intermediate Similarity	0.7095	NPC474787
Intermediate Similarity	0.7095	NPC273907
Intermediate Similarity	0.7095	NPC475318
Intermediate Similarity	0.7095	NPC49577
Intermediate Similarity	0.7095	NPC151706
Intermediate Similarity	0.7095	NPC9687
Intermediate Similarity	0.7095	NPC260045
Intermediate Similarity	0.7095	NPC76785
Intermediate Similarity	0.7095	NPC474855
Intermediate Similarity	0.7095	NPC118099
Intermediate Similarity	0.7095	NPC475598
Intermediate Similarity	0.7095	NPC474811
Intermediate Similarity	0.7092	NPC291027
Intermediate Similarity	0.7092	NPC84281
Intermediate Similarity	0.7092	NPC169485
Intermediate Similarity	0.7092	NPC317474
Intermediate Similarity	0.7092	NPC213126
Intermediate Similarity	0.7091	NPC306804
Intermediate Similarity	0.7091	NPC285622
Intermediate Similarity	0.709	NPC319579
Intermediate Similarity	0.7087	NPC324569
Intermediate Similarity	0.7086	NPC176226
Intermediate Similarity	0.7086	NPC57976
Intermediate Similarity	0.708	NPC197470
Intermediate Similarity	0.7075	NPC245836
Intermediate Similarity	0.7075	NPC233910
Intermediate Similarity	0.7073	NPC46009
Intermediate Similarity	0.7073	NPC276506
Intermediate Similarity	0.7066	NPC473001
Intermediate Similarity	0.7063	NPC475544
Intermediate Similarity	0.7059	NPC35850
Intermediate Similarity	0.7059	NPC276949
Intermediate Similarity	0.7051	NPC300443
Intermediate Similarity	0.705	NPC310467
Intermediate Similarity	0.7032	NPC283783
Intermediate Similarity	0.7031	NPC322598
Intermediate Similarity	0.7029	NPC239357
Intermediate Similarity	0.7018	NPC299806
Intermediate Similarity	0.7013	NPC16188
Intermediate Similarity	0.7012	NPC280022
Remote Similarity	0.6993	NPC471680
Remote Similarity	0.6974	NPC468984
Remote Similarity	0.697	NPC473418
Remote Similarity	0.697	NPC274198
Remote Similarity	0.697	NPC198254
Remote Similarity	0.6966	NPC319766
Remote Similarity	0.6957	NPC469243
Remote Similarity	0.6954	NPC476259
Remote Similarity	0.6953	NPC122493
Remote Similarity	0.6953	NPC10781
Remote Similarity	0.6953	NPC293628
Remote Similarity	0.6946	NPC471165
Remote Similarity	0.6946	NPC318930
Remote Similarity	0.6946	NPC326407
Remote Similarity	0.6946	NPC476227
Remote Similarity	0.6946	NPC317725
Remote Similarity	0.6946	NPC317362
Remote Similarity	0.6929	NPC314992
Remote Similarity	0.6923	NPC194671

Drug Structure

NPD6073 OpenBabel08211708292D 33 35 0 0 1 0 0 0 0 0999 V2000 5.3019 3.2999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3238 3.5078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5088 -2.9417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5306 -2.7338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1779 -2.1985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2216 -1.7827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8689 -1.2475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5817 -0.0885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6036 0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 0.5352 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8907 -1.0396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2946 1.0705 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9637 1.8136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3164 1.2784 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 0.3601 1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9418 1.6057 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6547 2.7647 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0074 2.2294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 0.1045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 31 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 13 14 1 0 0 0 0 13 17 1 0 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 16 2 1 1 0 0 0 16 22 1 0 0 0 0 16 25 1 0 0 0 0 18 11 1 6 0 0 0 18 20 1 0 0 0 0 19 14 1 6 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 20 12 1 1 0 0 0 20 26 1 0 0 0 0 21 23 1 1 0 0 0 21 26 1 0 0 0 0 22 26 1 0 0 0 0 22 27 2 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 24 30 2 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000583
DrugBank	DB00519
ChEMBL	CHEMBL1519
IUPHAR/BPS	6453
PharmaGKB	PA451737
KEGG Drug	D00383
PubChem CID	5484727
ChEBI	9649
CAS Number	87679-37-6

Drug Properties

Molecular Weight	430.25
ALogP	-2.3883
MLogP	3.33
XLogP	5.485
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	95.94
RO5 Violation	2