NPASS drugs

Drug Information

Drug ID:	NPD5263
Drug Name:	trandolaprilat
Molecular Formula:	C22H30N2O5
Canonical SMILES:	C[C@@H](C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(=O)O)N[C@H](C(=O)O)CCc1ccccc1
Standard InCHI:	InChI=1S/C22H30N2O5/c1-14(23-17(21(26)27)12-11-15-7-3-2-4-8-15)20(25)24-18-10-6-5-9-16(18)13-19(24)22(28)29/h2-4,7-8,14,16-19,23H,5-6,9-13H2,1H3,(H,26,27)(H,28,29)/t14-,16+,17-,18-,19-/m0/s1
Standard InCHIKey:	AHYHTSYNOHNUSH-HXFGRODQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5263

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	91
0.1-0.2	612
0.2-0.3	2327
0.3-0.4	11793
0.4-0.5	13244
0.5-0.6	2209
0.6-0.7	462
0.7-0.8	149
0.8-0.85	3
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	0.814	NPC71684
Intermediate Similarity	0.8043	NPC132636
Intermediate Similarity	0.8014	NPC315266
Intermediate Similarity	0.7985	NPC473322
Intermediate Similarity	0.7923	NPC200964
Intermediate Similarity	0.7891	NPC469903
Intermediate Similarity	0.7869	NPC67043
Intermediate Similarity	0.7868	NPC255447
Intermediate Similarity	0.78	NPC469902
Intermediate Similarity	0.7762	NPC209509
Intermediate Similarity	0.7755	NPC122590
Intermediate Similarity	0.7752	NPC285926
Intermediate Similarity	0.7752	NPC315276
Intermediate Similarity	0.7752	NPC14672
Intermediate Similarity	0.7746	NPC161069
Intermediate Similarity	0.7744	NPC6975
Intermediate Similarity	0.7721	NPC111428
Intermediate Similarity	0.7692	NPC52748
Intermediate Similarity	0.7692	NPC470545
Intermediate Similarity	0.7687	NPC222466
Intermediate Similarity	0.7671	NPC2501
Intermediate Similarity	0.7664	NPC200589
Intermediate Similarity	0.7655	NPC311658
Intermediate Similarity	0.7634	NPC470546
Intermediate Similarity	0.763	NPC101719
Intermediate Similarity	0.7615	NPC470544
Intermediate Similarity	0.7609	NPC130309
Intermediate Similarity	0.7594	NPC202521
Intermediate Similarity	0.7586	NPC262077
Intermediate Similarity	0.7574	NPC477937
Intermediate Similarity	0.7552	NPC263493
Intermediate Similarity	0.7552	NPC269398
Intermediate Similarity	0.7535	NPC98424
Intermediate Similarity	0.7535	NPC178662
Intermediate Similarity	0.7535	NPC470884
Intermediate Similarity	0.7535	NPC476133
Intermediate Similarity	0.7535	NPC92784
Intermediate Similarity	0.7534	NPC138775
Intermediate Similarity	0.7519	NPC476990
Intermediate Similarity	0.7517	NPC5620
Intermediate Similarity	0.75	NPC469904
Intermediate Similarity	0.7483	NPC471821
Intermediate Similarity	0.7483	NPC471820
Intermediate Similarity	0.7467	NPC473002
Intermediate Similarity	0.7465	NPC471264
Intermediate Similarity	0.7465	NPC471265
Intermediate Similarity	0.7462	NPC33742
Intermediate Similarity	0.7451	NPC473003
Intermediate Similarity	0.7448	NPC476978
Intermediate Similarity	0.7442	NPC474584
Intermediate Similarity	0.7438	NPC324569
Intermediate Similarity	0.7434	NPC324850
Intermediate Similarity	0.7422	NPC319579
Intermediate Similarity	0.7407	NPC252878
Intermediate Similarity	0.7397	NPC313867
Intermediate Similarity	0.7397	NPC316008
Intermediate Similarity	0.7383	NPC7817
Intermediate Similarity	0.7383	NPC475168
Intermediate Similarity	0.7379	NPC77905
Intermediate Similarity	0.7377	NPC322598
Intermediate Similarity	0.7361	NPC163392
Intermediate Similarity	0.7361	NPC239762
Intermediate Similarity	0.7353	NPC175726
Intermediate Similarity	0.7353	NPC46427
Intermediate Similarity	0.7353	NPC474082
Intermediate Similarity	0.7347	NPC314358
Intermediate Similarity	0.7338	NPC469901
Intermediate Similarity	0.7329	NPC315283
Intermediate Similarity	0.7329	NPC314388
Intermediate Similarity	0.7324	NPC141050
Intermediate Similarity	0.7324	NPC248283
Intermediate Similarity	0.732	NPC197743
Intermediate Similarity	0.732	NPC297145
Intermediate Similarity	0.7315	NPC129666
Intermediate Similarity	0.7308	NPC63931
Intermediate Similarity	0.7302	NPC473418
Intermediate Similarity	0.7299	NPC22746
Intermediate Similarity	0.7297	NPC225648
Intermediate Similarity	0.7297	NPC329761
Intermediate Similarity	0.7297	NPC145113
Intermediate Similarity	0.7295	NPC122493
Intermediate Similarity	0.7295	NPC293628
Intermediate Similarity	0.7295	NPC10781
Intermediate Similarity	0.7286	NPC300315
Intermediate Similarity	0.7285	NPC473341
Intermediate Similarity	0.7273	NPC314835
Intermediate Similarity	0.7266	NPC105114
Intermediate Similarity	0.7266	NPC89923
Intermediate Similarity	0.7266	NPC152850
Intermediate Similarity	0.7266	NPC239990
Intermediate Similarity	0.7266	NPC71933
Intermediate Similarity	0.726	NPC468984
Intermediate Similarity	0.7252	NPC35850
Intermediate Similarity	0.7252	NPC276949
Intermediate Similarity	0.7248	NPC240848
Intermediate Similarity	0.7244	NPC327481
Intermediate Similarity	0.7237	NPC470902
Intermediate Similarity	0.7233	NPC276506
Intermediate Similarity	0.7226	NPC471527
Intermediate Similarity	0.7226	NPC35996
Intermediate Similarity	0.7226	NPC475544
Intermediate Similarity	0.7222	NPC127741
Intermediate Similarity	0.7222	NPC473001
Intermediate Similarity	0.7218	NPC239357
Intermediate Similarity	0.7194	NPC136453
Intermediate Similarity	0.7181	NPC16188
Intermediate Similarity	0.7162	NPC322878
Intermediate Similarity	0.7161	NPC62104
Intermediate Similarity	0.7161	NPC1390
Intermediate Similarity	0.7153	NPC293377
Intermediate Similarity	0.7153	NPC79465
Intermediate Similarity	0.7153	NPC476102
Intermediate Similarity	0.7153	NPC474787
Intermediate Similarity	0.7153	NPC260045
Intermediate Similarity	0.7153	NPC151706
Intermediate Similarity	0.7153	NPC76785
Intermediate Similarity	0.7153	NPC474855
Intermediate Similarity	0.7153	NPC9687
Intermediate Similarity	0.7153	NPC475598
Intermediate Similarity	0.7153	NPC273907
Intermediate Similarity	0.7153	NPC475318
Intermediate Similarity	0.7153	NPC49577
Intermediate Similarity	0.7153	NPC474811
Intermediate Similarity	0.7153	NPC90194
Intermediate Similarity	0.7153	NPC118099
Intermediate Similarity	0.7143	NPC164859
Intermediate Similarity	0.7133	NPC287401
Intermediate Similarity	0.7125	NPC274198
Intermediate Similarity	0.7125	NPC198254
Intermediate Similarity	0.7115	NPC469243
Intermediate Similarity	0.7114	NPC314114
Intermediate Similarity	0.7113	NPC157311
Intermediate Similarity	0.7105	NPC162104
Intermediate Similarity	0.7099	NPC329011
Intermediate Similarity	0.7083	NPC474473
Intermediate Similarity	0.7081	NPC89831
Intermediate Similarity	0.7078	NPC473580
Intermediate Similarity	0.7078	NPC476268
Intermediate Similarity	0.7063	NPC473000
Intermediate Similarity	0.7063	NPC44805
Intermediate Similarity	0.7063	NPC8761
Intermediate Similarity	0.7055	NPC196243
Intermediate Similarity	0.7055	NPC89489
Intermediate Similarity	0.7055	NPC469900
Intermediate Similarity	0.7051	NPC469898
Intermediate Similarity	0.7047	NPC471680
Intermediate Similarity	0.7044	NPC471771
Intermediate Similarity	0.7044	NPC304074
Intermediate Similarity	0.7044	NPC290755
Intermediate Similarity	0.7027	NPC139326
Intermediate Similarity	0.7015	NPC197470
Intermediate Similarity	0.7	NPC474847
Remote Similarity	0.6994	NPC477462
Remote Similarity	0.6993	NPC233702
Remote Similarity	0.6986	NPC68865
Remote Similarity	0.6985	NPC220698
Remote Similarity	0.6985	NPC314992
Remote Similarity	0.6981	NPC217804
Remote Similarity	0.6981	NPC210377
Remote Similarity	0.6981	NPC5719
Remote Similarity	0.6981	NPC22883
Remote Similarity	0.6981	NPC223207
Remote Similarity	0.6957	NPC280022
Remote Similarity	0.6948	NPC202198
Remote Similarity	0.6944	NPC257390
Remote Similarity	0.6944	NPC246079
Remote Similarity	0.6939	NPC242159
Remote Similarity	0.6939	NPC313694
Remote Similarity	0.6937	NPC61004
Remote Similarity	0.6937	NPC15068
Remote Similarity	0.6933	NPC475532
Remote Similarity	0.6923	NPC69496
Remote Similarity	0.6913	NPC57976
Remote Similarity	0.6913	NPC197682
Remote Similarity	0.6908	NPC105717
Remote Similarity	0.6906	NPC291027
Remote Similarity	0.6906	NPC213126
Remote Similarity	0.6906	NPC169485
Remote Similarity	0.6906	NPC317474
Remote Similarity	0.6906	NPC84281
Remote Similarity	0.6905	NPC12730
Remote Similarity	0.6901	NPC319766
Remote Similarity	0.6899	NPC476198
Remote Similarity	0.6894	NPC63040
Remote Similarity	0.6894	NPC328649
Remote Similarity	0.6892	NPC476259
Remote Similarity	0.689	NPC165285
Remote Similarity	0.6883	NPC300443
Remote Similarity	0.6882	NPC94862
Remote Similarity	0.6875	NPC189116
Remote Similarity	0.6855	NPC68650
Remote Similarity	0.6855	NPC241794
Remote Similarity	0.6853	NPC469666
Remote Similarity	0.6852	NPC129486
Remote Similarity	0.6846	NPC168113
Remote Similarity	0.6846	NPC476989
Remote Similarity	0.6838	NPC2265
Remote Similarity	0.6829	NPC137627
Remote Similarity	0.6829	NPC285622
Remote Similarity	0.6813	NPC471051

Drug Structure

NPD5263 OpenBabel08211706322D 32 34 0 0 1 0 0 0 0 0999 V2000 1.9563 -0.4158 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 3.9637 1.8136 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 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 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 -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 2.0074 2.2294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3238 3.5078 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 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 1 1 1 0 0 0 14 20 1 0 0 0 0 14 23 1 0 0 0 0 16 9 1 6 0 0 0 16 18 1 0 0 0 0 17 12 1 6 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 18 10 1 1 0 0 0 18 24 1 0 0 0 0 19 22 1 1 0 0 0 19 24 1 0 0 0 0 20 24 1 0 0 0 0 20 25 2 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 27 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6455
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.22
ALogP	-2.8897
MLogP	3.11
XLogP	4.741
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	106.94
RO5 Violation	0