NPASS drugs

Drug Information

Drug ID:	NPD4761
Drug Name:	Lisinopril Hydrate
Molecular Formula:	C21H31N3O5.H2O
Canonical SMILES:	NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@H](C(=O)O)CCc1ccccc1.O
Standard InCHI:	InChI=1S/C21H31N3O5.H2O/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15;/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29);1H2/t16-,17-,18-;/m0./s1
Standard InCHIKey:	BAVDEDVBIHTHJQ-UVJOBNTFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4761

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	97
0.1-0.2	578
0.2-0.3	2849
0.3-0.4	13016
0.4-0.5	11832
0.5-0.6	1948
0.6-0.7	418
0.7-0.8	145
0.8-0.85	7
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	0.819	NPC67043
Intermediate Similarity	0.8162	NPC315266
Intermediate Similarity	0.808	NPC200964
Intermediate Similarity	0.8049	NPC285926
Intermediate Similarity	0.8049	NPC315276
Intermediate Similarity	0.8049	NPC14672
Intermediate Similarity	0.8016	NPC71684
Intermediate Similarity	0.7926	NPC132636
Intermediate Similarity	0.7895	NPC324569
Intermediate Similarity	0.7891	NPC6975
Intermediate Similarity	0.7863	NPC473322
Intermediate Similarity	0.7829	NPC222466
Intermediate Similarity	0.7826	NPC52748
Intermediate Similarity	0.7801	NPC2501
Intermediate Similarity	0.7786	NPC311658
Intermediate Similarity	0.7778	NPC469903
Intermediate Similarity	0.7769	NPC101719
Intermediate Similarity	0.7744	NPC255447
Intermediate Similarity	0.7744	NPC130309
Intermediate Similarity	0.7739	NPC10781
Intermediate Similarity	0.7739	NPC293628
Intermediate Similarity	0.7739	NPC122493
Intermediate Similarity	0.7734	NPC202521
Intermediate Similarity	0.7727	NPC111428
Intermediate Similarity	0.7687	NPC469902
Intermediate Similarity	0.7681	NPC269398
Intermediate Similarity	0.7681	NPC263493
Intermediate Similarity	0.7672	NPC322598
Intermediate Similarity	0.7664	NPC178662
Intermediate Similarity	0.7664	NPC476133
Intermediate Similarity	0.7664	NPC470884
Intermediate Similarity	0.7664	NPC98424
Intermediate Similarity	0.7664	NPC92784
Intermediate Similarity	0.7656	NPC476990
Intermediate Similarity	0.7643	NPC5620
Intermediate Similarity	0.7643	NPC209509
Intermediate Similarity	0.7639	NPC122590
Intermediate Similarity	0.7626	NPC161069
Intermediate Similarity	0.7615	NPC175726
Intermediate Similarity	0.7615	NPC474082
Intermediate Similarity	0.7606	NPC471820
Intermediate Similarity	0.7606	NPC471821
Intermediate Similarity	0.76	NPC33742
Intermediate Similarity	0.7591	NPC471264
Intermediate Similarity	0.7591	NPC471265
Intermediate Similarity	0.7581	NPC474584
Intermediate Similarity	0.7574	NPC248283
Intermediate Similarity	0.7571	NPC315283
Intermediate Similarity	0.7571	NPC314388
Intermediate Similarity	0.7571	NPC476978
Intermediate Similarity	0.7563	NPC164859
Intermediate Similarity	0.7561	NPC319579
Intermediate Similarity	0.7559	NPC470545
Intermediate Similarity	0.7551	NPC324850
Intermediate Similarity	0.7538	NPC252878
Intermediate Similarity	0.7537	NPC200589
Intermediate Similarity	0.752	NPC276949
Intermediate Similarity	0.752	NPC35850
Intermediate Similarity	0.7518	NPC313867
Intermediate Similarity	0.7518	NPC316008
Intermediate Similarity	0.75	NPC468984
Intermediate Similarity	0.75	NPC329011
Intermediate Similarity	0.75	NPC77905
Intermediate Similarity	0.75	NPC7817
Intermediate Similarity	0.75	NPC475168
Intermediate Similarity	0.75	NPC470546
Intermediate Similarity	0.7481	NPC46427
Intermediate Similarity	0.748	NPC470544
Intermediate Similarity	0.7465	NPC262077
Intermediate Similarity	0.7465	NPC314358
Intermediate Similarity	0.745	NPC469901
Intermediate Similarity	0.7445	NPC141050
Intermediate Similarity	0.7444	NPC477937
Intermediate Similarity	0.7432	NPC297145
Intermediate Similarity	0.7432	NPC197743
Intermediate Similarity	0.7431	NPC129666
Intermediate Similarity	0.7424	NPC22746
Intermediate Similarity	0.7413	NPC329761
Intermediate Similarity	0.7413	NPC138775
Intermediate Similarity	0.7413	NPC145113
Intermediate Similarity	0.7413	NPC225648
Intermediate Similarity	0.7407	NPC300315
Intermediate Similarity	0.7391	NPC314835
Intermediate Similarity	0.7386	NPC469904
Intermediate Similarity	0.7377	NPC327481
Intermediate Similarity	0.7361	NPC240848
Intermediate Similarity	0.7357	NPC239762
Intermediate Similarity	0.7357	NPC163392
Intermediate Similarity	0.7347	NPC473002
Intermediate Similarity	0.7347	NPC470902
Intermediate Similarity	0.7344	NPC239357
Intermediate Similarity	0.7333	NPC473003
Intermediate Similarity	0.7295	NPC473418
Intermediate Similarity	0.7279	NPC473341
Intermediate Similarity	0.7273	NPC322878
Intermediate Similarity	0.7266	NPC197470
Intermediate Similarity	0.7246	NPC287401
Intermediate Similarity	0.7211	NPC162104
Intermediate Similarity	0.7194	NPC474473
Intermediate Similarity	0.719	NPC63931
Intermediate Similarity	0.7185	NPC136453
Intermediate Similarity	0.7181	NPC473580
Intermediate Similarity	0.7167	NPC12730
Intermediate Similarity	0.7163	NPC313694
Intermediate Similarity	0.7163	NPC89489
Intermediate Similarity	0.7163	NPC242159
Intermediate Similarity	0.7161	NPC473000
Intermediate Similarity	0.7154	NPC476198
Intermediate Similarity	0.7152	NPC469900
Intermediate Similarity	0.7152	NPC1390
Intermediate Similarity	0.7152	NPC62104
Intermediate Similarity	0.7152	NPC469898
Intermediate Similarity	0.7133	NPC139326
Intermediate Similarity	0.7133	NPC57976
Intermediate Similarity	0.7132	NPC105114
Intermediate Similarity	0.7132	NPC239990
Intermediate Similarity	0.7132	NPC89923
Intermediate Similarity	0.7132	NPC152850
Intermediate Similarity	0.7132	NPC71933
Intermediate Similarity	0.7115	NPC276506
Intermediate Similarity	0.7111	NPC474847
Intermediate Similarity	0.7107	NPC473001
Intermediate Similarity	0.7105	NPC475544
Intermediate Similarity	0.7105	NPC471527
Intermediate Similarity	0.7099	NPC314992
Intermediate Similarity	0.7092	NPC68865
Intermediate Similarity	0.7092	NPC127741
Intermediate Similarity	0.709	NPC35996
Intermediate Similarity	0.7055	NPC16188
Intermediate Similarity	0.705	NPC246079
Intermediate Similarity	0.7034	NPC471680
Intermediate Similarity	0.7021	NPC476102
Intermediate Similarity	0.7021	NPC293377
Intermediate Similarity	0.7021	NPC260045
Intermediate Similarity	0.7021	NPC273907
Intermediate Similarity	0.7021	NPC9687
Intermediate Similarity	0.7021	NPC475598
Intermediate Similarity	0.7021	NPC49577
Intermediate Similarity	0.7021	NPC475318
Intermediate Similarity	0.7021	NPC474855
Intermediate Similarity	0.7021	NPC118099
Intermediate Similarity	0.7021	NPC151706
Intermediate Similarity	0.7021	NPC474811
Intermediate Similarity	0.7021	NPC90194
Intermediate Similarity	0.7021	NPC76785
Intermediate Similarity	0.7021	NPC79465
Intermediate Similarity	0.7021	NPC474787
Intermediate Similarity	0.7014	NPC197682
Intermediate Similarity	0.7007	NPC319766
Intermediate Similarity	0.7006	NPC198254
Intermediate Similarity	0.7006	NPC274198
Intermediate Similarity	0.7	NPC101139
Remote Similarity	0.6993	NPC476259
Remote Similarity	0.6993	NPC469243
Remote Similarity	0.6986	NPC314114
Remote Similarity	0.698	NPC300443
Remote Similarity	0.6978	NPC157311
Remote Similarity	0.697	NPC220698
Remote Similarity	0.6968	NPC217804
Remote Similarity	0.6968	NPC22883
Remote Similarity	0.6968	NPC5719
Remote Similarity	0.6968	NPC210377
Remote Similarity	0.6957	NPC469666
Remote Similarity	0.6957	NPC311753
Remote Similarity	0.6947	NPC2265
Remote Similarity	0.6944	NPC168113
Remote Similarity	0.6943	NPC129486
Remote Similarity	0.6937	NPC196243
Remote Similarity	0.6934	NPC322433
Remote Similarity	0.6929	NPC8761
Remote Similarity	0.6929	NPC44805
Remote Similarity	0.6929	NPC257390
Remote Similarity	0.6923	NPC304074
Remote Similarity	0.6923	NPC15068
Remote Similarity	0.6923	NPC290755
Remote Similarity	0.6923	NPC471771
Remote Similarity	0.6906	NPC69496
Remote Similarity	0.6897	NPC176226
Remote Similarity	0.6889	NPC291027
Remote Similarity	0.6889	NPC317474
Remote Similarity	0.6889	NPC213126
Remote Similarity	0.6889	NPC169485
Remote Similarity	0.6889	NPC84281
Remote Similarity	0.6879	NPC63040
Remote Similarity	0.6875	NPC307357
Remote Similarity	0.6875	NPC268841
Remote Similarity	0.6875	NPC46098
Remote Similarity	0.6867	NPC233702
Remote Similarity	0.6866	NPC302169
Remote Similarity	0.6866	NPC27833
Remote Similarity	0.6859	NPC223207
Remote Similarity	0.6853	NPC109580
Remote Similarity	0.6835	NPC280022
Remote Similarity	0.6828	NPC469427
Remote Similarity	0.6828	NPC469426
Remote Similarity	0.6824	NPC135121
Remote Similarity	0.6821	NPC5194
Remote Similarity	0.6821	NPC261934
Remote Similarity	0.6821	NPC262166
Remote Similarity	0.6821	NPC202198

Drug Structure

NPD4761 OpenBabel08211705272D 37 37 0 0 1 0 0 0 0 0999 V2000 10.0165 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1504 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0165 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5524 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4184 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4543 -6.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2844 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1504 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6863 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 -6.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4184 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5524 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4184 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7633 -5.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2844 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8203 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6863 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1453 -5.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9543 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6863 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1942 -5.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2844 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8203 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9543 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0882 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5524 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8203 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9863 -4.3006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4511 -5.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8825 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1504 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2844 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9543 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9543 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.6389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7485 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0165 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 13 1 0 0 0 0 6 10 1 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 10 18 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 24 1 0 0 0 0 16 9 1 1 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 12 1 6 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 1 0 0 0 18 24 1 0 0 0 0 19 24 1 0 0 0 0 19 25 2 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 27 34 1 0 0 0 0 29 35 1 0 0 0 0 30 36 1 0 0 0 0 30 37 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	405.23
ALogP	-4.3984
MLogP	2.89
XLogP	1.106
HDA	8
HBD	4
Rotatable Bonds	16
TPSA	132.96
RO5 Violation	1