NPASS drugs

Drug Information

Drug ID:	NPD4126
Drug Name:	spiraprilat
Molecular Formula:	C20H26N2O5S2
Canonical SMILES:	C[C@@H](C(=O)N1CC2(C[C@H]1C(=O)O)SCCS2)N[C@H](C(=O)O)CCc1ccccc1
Standard InCHI:	InChI=1S/C20H26N2O5S2/c1-13(21-15(18(24)25)8-7-14-5-3-2-4-6-14)17(23)22-12-20(28-9-10-29-20)11-16(22)19(26)27/h2-6,13,15-16,21H,7-12H2,1H3,(H,24,25)(H,26,27)/t13-,15-,16-/m0/s1
Standard InCHIKey:	FMMDBLMCSDRUPA-BPUTZDHNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4126

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	87
0.1-0.2	716
0.2-0.3	3937
0.3-0.4	16210
0.4-0.5	8376
0.5-0.6	1223
0.6-0.7	273
0.7-0.8	68
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	0.7986	NPC468984
Intermediate Similarity	0.7902	NPC89489
Intermediate Similarity	0.7786	NPC300315
Intermediate Similarity	0.7755	NPC315266
Intermediate Similarity	0.7635	NPC322878
Intermediate Similarity	0.7442	NPC67043
Intermediate Similarity	0.7419	NPC469903
Intermediate Similarity	0.74	NPC471680
Intermediate Similarity	0.7391	NPC200964
Intermediate Similarity	0.7361	NPC130309
Intermediate Similarity	0.7342	NPC469902
Intermediate Similarity	0.7338	NPC71684
Intermediate Similarity	0.732	NPC283783
Intermediate Similarity	0.7297	NPC132636
Intermediate Similarity	0.7266	NPC302169
Intermediate Similarity	0.7234	NPC6975
Intermediate Similarity	0.7226	NPC315276
Intermediate Similarity	0.7226	NPC285926
Intermediate Similarity	0.7226	NPC14672
Intermediate Similarity	0.7222	NPC473322
Intermediate Similarity	0.7219	NPC52748
Intermediate Similarity	0.7219	NPC314388
Intermediate Similarity	0.7219	NPC315283
Intermediate Similarity	0.7219	NPC476978
Intermediate Similarity	0.7208	NPC13470
Intermediate Similarity	0.7208	NPC2501
Intermediate Similarity	0.719	NPC311658
Intermediate Similarity	0.7183	NPC222466
Intermediate Similarity	0.7172	NPC200589
Intermediate Similarity	0.7171	NPC316008
Intermediate Similarity	0.7171	NPC313867
Intermediate Similarity	0.7152	NPC77905
Intermediate Similarity	0.7143	NPC105717
Intermediate Similarity	0.7133	NPC101719
Intermediate Similarity	0.7125	NPC469901
Intermediate Similarity	0.7124	NPC262077
Intermediate Similarity	0.7124	NPC314358
Intermediate Similarity	0.7123	NPC255447
Intermediate Similarity	0.7108	NPC318930
Intermediate Similarity	0.7108	NPC317362
Intermediate Similarity	0.7108	NPC317725
Intermediate Similarity	0.7108	NPC326407
Intermediate Similarity	0.7107	NPC324850
Intermediate Similarity	0.7103	NPC111428
Intermediate Similarity	0.7095	NPC141050
Intermediate Similarity	0.7092	NPC202521
Intermediate Similarity	0.7086	NPC263493
Intermediate Similarity	0.7086	NPC269398
Intermediate Similarity	0.7073	NPC469904
Intermediate Similarity	0.707	NPC122590
Intermediate Similarity	0.7067	NPC178662
Intermediate Similarity	0.7067	NPC92784
Intermediate Similarity	0.7067	NPC476133
Intermediate Similarity	0.7067	NPC98424
Intermediate Similarity	0.7067	NPC470884
Intermediate Similarity	0.7059	NPC5620
Intermediate Similarity	0.7059	NPC209509
Intermediate Similarity	0.7041	NPC153554
Intermediate Similarity	0.7039	NPC161069
Intermediate Similarity	0.7032	NPC471821
Intermediate Similarity	0.7032	NPC240848
Intermediate Similarity	0.7032	NPC471820
Intermediate Similarity	0.7031	NPC324569
Intermediate Similarity	0.7025	NPC473002
Intermediate Similarity	0.7021	NPC476990
Intermediate Similarity	0.7019	NPC473003
Intermediate Similarity	0.7	NPC471264
Intermediate Similarity	0.7	NPC471265
Remote Similarity	0.698	NPC248283
Remote Similarity	0.6977	NPC322598
Remote Similarity	0.6962	NPC286551
Remote Similarity	0.6957	NPC33742
Remote Similarity	0.6943	NPC7817
Remote Similarity	0.6943	NPC475168
Remote Similarity	0.6934	NPC474584
Remote Similarity	0.6929	NPC470545
Remote Similarity	0.6923	NPC252878
Remote Similarity	0.6913	NPC287401
Remote Similarity	0.6899	NPC122493
Remote Similarity	0.6899	NPC293628
Remote Similarity	0.6899	NPC10781
Remote Similarity	0.6894	NPC297145
Remote Similarity	0.6894	NPC197743
Remote Similarity	0.6884	NPC276949
Remote Similarity	0.6884	NPC35850
Remote Similarity	0.6879	NPC470546
Remote Similarity	0.6879	NPC129666
Remote Similarity	0.6875	NPC46427
Remote Similarity	0.6875	NPC474082
Remote Similarity	0.6875	NPC175726
Remote Similarity	0.6867	NPC473000
Remote Similarity	0.6864	NPC469900
Remote Similarity	0.6859	NPC138775
Remote Similarity	0.6859	NPC329761
Remote Similarity	0.6859	NPC145113
Remote Similarity	0.6859	NPC225648
Remote Similarity	0.6857	NPC470544
Remote Similarity	0.6852	NPC469898
Remote Similarity	0.6849	NPC477937
Remote Similarity	0.6828	NPC22746
Remote Similarity	0.6824	NPC473001
Remote Similarity	0.6821	NPC314835
Remote Similarity	0.6813	NPC470902
Remote Similarity	0.68	NPC329731
Remote Similarity	0.68	NPC4910
Remote Similarity	0.6797	NPC239762
Remote Similarity	0.6797	NPC163392
Remote Similarity	0.679	NPC323336
Remote Similarity	0.679	NPC326349
Remote Similarity	0.6788	NPC319579
Remote Similarity	0.6767	NPC164859
Remote Similarity	0.6752	NPC128237
Remote Similarity	0.6752	NPC83790
Remote Similarity	0.675	NPC473341
Remote Similarity	0.6741	NPC327481
Remote Similarity	0.6739	NPC329011
Remote Similarity	0.6738	NPC239357
Remote Similarity	0.6707	NPC471527
Remote Similarity	0.6687	NPC162104
Remote Similarity	0.6687	NPC63931
Remote Similarity	0.6667	NPC473418
Remote Similarity	0.6667	NPC315388
Remote Similarity	0.6667	NPC473580
Remote Similarity	0.6667	NPC197470
Remote Similarity	0.6647	NPC15068
Remote Similarity	0.6646	NPC62104
Remote Similarity	0.6646	NPC1390
Remote Similarity	0.6627	NPC276506
Remote Similarity	0.6622	NPC136453
Remote Similarity	0.6607	NPC63040
Remote Similarity	0.6606	NPC475544
Remote Similarity	0.6603	NPC57976
Remote Similarity	0.6603	NPC139326
Remote Similarity	0.6587	NPC22883
Remote Similarity	0.6587	NPC217804
Remote Similarity	0.6587	NPC5719
Remote Similarity	0.6587	NPC210377
Remote Similarity	0.6577	NPC71933
Remote Similarity	0.6577	NPC105114
Remote Similarity	0.6577	NPC152850
Remote Similarity	0.6577	NPC239990
Remote Similarity	0.6577	NPC89923
Remote Similarity	0.6575	NPC59827
Remote Similarity	0.6575	NPC184933
Remote Similarity	0.6558	NPC127741
Remote Similarity	0.6558	NPC68865
Remote Similarity	0.6554	NPC474847
Remote Similarity	0.6544	NPC476198
Remote Similarity	0.6543	NPC202198
Remote Similarity	0.6543	NPC5194
Remote Similarity	0.6543	NPC262166
Remote Similarity	0.6543	NPC261934
Remote Similarity	0.6543	NPC56685
Remote Similarity	0.6541	NPC16188
Remote Similarity	0.6541	NPC12730
Remote Similarity	0.6536	NPC474473
Remote Similarity	0.6531	NPC35996
Remote Similarity	0.6529	NPC198254
Remote Similarity	0.6529	NPC274198
Remote Similarity	0.6528	NPC314992
Remote Similarity	0.6516	NPC313694
Remote Similarity	0.6516	NPC242159
Remote Similarity	0.6513	NPC246079
Remote Similarity	0.6512	NPC477462
Remote Similarity	0.6506	NPC469243
Remote Similarity	0.6497	NPC197682
Remote Similarity	0.6494	NPC76785
Remote Similarity	0.6494	NPC475598
Remote Similarity	0.6494	NPC475318
Remote Similarity	0.6494	NPC90194
Remote Similarity	0.6494	NPC474855
Remote Similarity	0.6494	NPC49577
Remote Similarity	0.6494	NPC260045
Remote Similarity	0.6494	NPC476102
Remote Similarity	0.6494	NPC9687
Remote Similarity	0.6494	NPC79465
Remote Similarity	0.6494	NPC118099
Remote Similarity	0.6494	NPC273907
Remote Similarity	0.6494	NPC474811
Remote Similarity	0.6494	NPC293377
Remote Similarity	0.6494	NPC151706
Remote Similarity	0.6494	NPC474787
Remote Similarity	0.6484	NPC477638
Remote Similarity	0.6484	NPC477632
Remote Similarity	0.6481	NPC300443
Remote Similarity	0.6478	NPC314114
Remote Similarity	0.6474	NPC196243
Remote Similarity	0.6474	NPC476259
Remote Similarity	0.6471	NPC129486
Remote Similarity	0.6467	NPC319766
Remote Similarity	0.6467	NPC477527
Remote Similarity	0.6467	NPC68650
Remote Similarity	0.6467	NPC241794
Remote Similarity	0.6453	NPC285622
Remote Similarity	0.645	NPC290755
Remote Similarity	0.645	NPC304074
Remote Similarity	0.645	NPC471771
Remote Similarity	0.6448	NPC477639
Remote Similarity	0.6447	NPC157311
Remote Similarity	0.6444	NPC477636

Drug Structure

NPD4126 OpenBabel08211704332D 32 34 0 0 1 0 0 0 0 0999 V2000 3.7929 0.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3910 -3.0897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5249 -2.5897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2570 -2.5897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5249 -1.5897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2570 -1.5897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3910 -0.0897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5249 0.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4781 1.0739 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 3.7929 1.4103 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.3910 -1.0897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5249 1.4103 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1473 1.8171 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9268 1.9103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3910 1.9103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9394 2.7952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6589 1.9103 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0608 1.4103 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9268 2.9103 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2570 1.4103 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3910 2.9103 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6825 3.4644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0117 3.1042 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.6589 2.9103 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2570 3.4103 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2196 4.0824 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 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 9 10 1 0 0 0 0 9 28 1 0 0 0 0 10 29 1 0 0 0 0 11 16 1 0 0 0 0 11 20 1 0 0 0 0 12 20 1 0 0 0 0 12 22 1 0 0 0 0 13 1 1 1 0 0 0 13 17 1 0 0 0 0 13 21 1 0 0 0 0 15 8 1 6 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 1 0 0 0 16 22 1 0 0 0 0 17 22 1 0 0 0 0 17 23 2 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 25 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6576
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	438.13
ALogP	-1.2324
MLogP	2.67
XLogP	4.259
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	157.54
RO5 Violation	0