NPASS drugs

Drug Information

Drug ID:	NPD6295
Drug Name:	Quinapril
Molecular Formula:	C25H30N2O5
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2ccccc2C[C@H]1C(=O)O)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C25H30N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30/h4-12,17,21-22,26H,3,13-16H2,1-2H3,(H,29,30)/t17-,21-,22-/m0/s1
Standard InCHIKey:	JSDRRTOADPPCHY-HSQYWUDLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6295

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	579
0.2-0.3	2018
0.3-0.4	8892
0.4-0.5	15338
0.5-0.6	3359
0.6-0.7	516
0.7-0.8	101
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	0.7852	NPC71684
Intermediate Similarity	0.7826	NPC136453
Intermediate Similarity	0.7778	NPC132636
Intermediate Similarity	0.777	NPC105114
Intermediate Similarity	0.777	NPC89923
Intermediate Similarity	0.777	NPC71933
Intermediate Similarity	0.777	NPC239990
Intermediate Similarity	0.777	NPC152850
Intermediate Similarity	0.7619	NPC161069
Intermediate Similarity	0.7606	NPC157311
Intermediate Similarity	0.7578	NPC67043
Intermediate Similarity	0.7578	NPC473418
Intermediate Similarity	0.7564	NPC471527
Intermediate Similarity	0.7552	NPC44805
Intermediate Similarity	0.7552	NPC8761
Intermediate Similarity	0.7517	NPC209509
Intermediate Similarity	0.7516	NPC473341
Intermediate Similarity	0.7483	NPC163392
Intermediate Similarity	0.7483	NPC239762
Intermediate Similarity	0.7466	NPC127741
Intermediate Similarity	0.7465	NPC111428
Intermediate Similarity	0.7448	NPC474473
Intermediate Similarity	0.7426	NPC470545
Intermediate Similarity	0.7417	NPC138775
Intermediate Similarity	0.7372	NPC470546
Intermediate Similarity	0.7353	NPC470544
Intermediate Similarity	0.7343	NPC473322
Intermediate Similarity	0.7324	NPC477937
Intermediate Similarity	0.7315	NPC263493
Intermediate Similarity	0.7315	NPC269398
Intermediate Similarity	0.7305	NPC222466
Intermediate Similarity	0.7293	NPC319579
Intermediate Similarity	0.729	NPC122590
Intermediate Similarity	0.7278	NPC62104
Intermediate Similarity	0.7278	NPC1390
Intermediate Similarity	0.7267	NPC139326
Intermediate Similarity	0.7255	NPC105717
Intermediate Similarity	0.7254	NPC101719
Intermediate Similarity	0.7237	NPC314114
Intermediate Similarity	0.7237	NPC262077
Intermediate Similarity	0.7234	NPC35996
Intermediate Similarity	0.723	NPC68865
Intermediate Similarity	0.7214	NPC314192
Intermediate Similarity	0.7197	NPC469903
Intermediate Similarity	0.7192	NPC257390
Intermediate Similarity	0.7188	NPC73644
Intermediate Similarity	0.7181	NPC476133
Intermediate Similarity	0.7181	NPC77992
Intermediate Similarity	0.7181	NPC92784
Intermediate Similarity	0.7181	NPC98424
Intermediate Similarity	0.7181	NPC178662
Intermediate Similarity	0.7181	NPC470884
Intermediate Similarity	0.7176	NPC476198
Intermediate Similarity	0.7171	NPC5620
Intermediate Similarity	0.7171	NPC315266
Intermediate Similarity	0.7153	NPC197470
Intermediate Similarity	0.7143	NPC471052
Intermediate Similarity	0.7143	NPC471053
Intermediate Similarity	0.7143	NPC471051
Intermediate Similarity	0.7123	NPC255447
Intermediate Similarity	0.7114	NPC471264
Intermediate Similarity	0.7114	NPC478140
Intermediate Similarity	0.7114	NPC471265
Intermediate Similarity	0.7109	NPC322598
Intermediate Similarity	0.7105	NPC52748
Intermediate Similarity	0.7105	NPC476978
Intermediate Similarity	0.7099	NPC210377
Intermediate Similarity	0.7099	NPC5719
Intermediate Similarity	0.7099	NPC22883
Intermediate Similarity	0.7099	NPC217804
Intermediate Similarity	0.7097	NPC2501
Intermediate Similarity	0.708	NPC33742
Intermediate Similarity	0.7075	NPC246079
Intermediate Similarity	0.7075	NPC246913
Intermediate Similarity	0.707	NPC286551
Intermediate Similarity	0.7063	NPC22746
Intermediate Similarity	0.7059	NPC474584
Intermediate Similarity	0.7055	NPC15068
Intermediate Similarity	0.7051	NPC7817
Intermediate Similarity	0.7051	NPC475168
Intermediate Similarity	0.7048	NPC285622
Intermediate Similarity	0.7048	NPC306804
Intermediate Similarity	0.7039	NPC468984
Intermediate Similarity	0.7039	NPC197682
Intermediate Similarity	0.7032	NPC471820
Intermediate Similarity	0.7032	NPC471821
Intermediate Similarity	0.7031	NPC10781
Intermediate Similarity	0.7031	NPC122493
Intermediate Similarity	0.7031	NPC293628
Intermediate Similarity	0.7031	NPC324569
Intermediate Similarity	0.7021	NPC302169
Intermediate Similarity	0.702	NPC46098
Intermediate Similarity	0.702	NPC268841
Intermediate Similarity	0.702	NPC307357
Intermediate Similarity	0.7019	NPC469902
Intermediate Similarity	0.7014	NPC474847
Intermediate Similarity	0.7014	NPC4974
Intermediate Similarity	0.7012	NPC63040
Intermediate Similarity	0.7007	NPC276949
Intermediate Similarity	0.7007	NPC35850
Intermediate Similarity	0.7	NPC220698
Remote Similarity	0.6993	NPC314388
Remote Similarity	0.6993	NPC315283
Remote Similarity	0.6993	NPC6975
Remote Similarity	0.6987	NPC129666
Remote Similarity	0.6986	NPC469666
Remote Similarity	0.6974	NPC469426
Remote Similarity	0.6974	NPC469427
Remote Similarity	0.6974	NPC168113
Remote Similarity	0.6968	NPC145113
Remote Similarity	0.6968	NPC225648
Remote Similarity	0.6968	NPC135121
Remote Similarity	0.6968	NPC329761
Remote Similarity	0.6954	NPC287358
Remote Similarity	0.6951	NPC304074
Remote Similarity	0.6951	NPC471771
Remote Similarity	0.6951	NPC290755
Remote Similarity	0.6948	NPC316008
Remote Similarity	0.6948	NPC201244
Remote Similarity	0.6948	NPC477217
Remote Similarity	0.6948	NPC313867
Remote Similarity	0.6939	NPC69496
Remote Similarity	0.6929	NPC169328
Remote Similarity	0.6928	NPC176226
Remote Similarity	0.6928	NPC57976
Remote Similarity	0.6923	NPC213126
Remote Similarity	0.6923	NPC169485
Remote Similarity	0.6923	NPC84281
Remote Similarity	0.6923	NPC317474
Remote Similarity	0.6923	NPC291027
Remote Similarity	0.6918	NPC470902
Remote Similarity	0.6914	NPC469243
Remote Similarity	0.6914	NPC475544
Remote Similarity	0.6913	NPC245836
Remote Similarity	0.6913	NPC233910
Remote Similarity	0.6903	NPC314358
Remote Similarity	0.6901	NPC200964
Remote Similarity	0.6894	NPC297145
Remote Similarity	0.6894	NPC324850
Remote Similarity	0.6894	NPC164859
Remote Similarity	0.6894	NPC197743
Remote Similarity	0.689	NPC189116
Remote Similarity	0.689	NPC223207
Remote Similarity	0.6882	NPC269750
Remote Similarity	0.6882	NPC194671
Remote Similarity	0.6879	NPC314992
Remote Similarity	0.6879	NPC310467
Remote Similarity	0.6867	NPC248283
Remote Similarity	0.6867	NPC469904
Remote Similarity	0.6866	NPC327481
Remote Similarity	0.6864	NPC475427
Remote Similarity	0.6861	NPC329011
Remote Similarity	0.6857	NPC14672
Remote Similarity	0.6857	NPC285926
Remote Similarity	0.6857	NPC315276
Remote Similarity	0.6857	NPC239357
Remote Similarity	0.6853	NPC202521
Remote Similarity	0.6845	NPC137627
Remote Similarity	0.6845	NPC273755
Remote Similarity	0.6838	NPC158854
Remote Similarity	0.6826	NPC46009
Remote Similarity	0.6824	NPC200589
Remote Similarity	0.6821	NPC314835
Remote Similarity	0.6818	NPC240130
Remote Similarity	0.6818	NPC61332
Remote Similarity	0.681	NPC473003
Remote Similarity	0.6807	NPC107938
Remote Similarity	0.6807	NPC294516
Remote Similarity	0.6805	NPC159767
Remote Similarity	0.6805	NPC155506
Remote Similarity	0.6805	NPC476227
Remote Similarity	0.6805	NPC279871
Remote Similarity	0.6803	NPC210950
Remote Similarity	0.6803	NPC319766
Remote Similarity	0.6803	NPC199738
Remote Similarity	0.6797	NPC476259
Remote Similarity	0.679	NPC63370
Remote Similarity	0.679	NPC36836
Remote Similarity	0.6788	NPC63931
Remote Similarity	0.6786	NPC101139
Remote Similarity	0.6783	NPC476990
Remote Similarity	0.6783	NPC80150
Remote Similarity	0.6779	NPC130309
Remote Similarity	0.6772	NPC13470
Remote Similarity	0.6765	NPC50016
Remote Similarity	0.6759	NPC474082
Remote Similarity	0.6759	NPC175726
Remote Similarity	0.6752	NPC311658
Remote Similarity	0.6744	NPC329430
Remote Similarity	0.6738	NPC2265
Remote Similarity	0.6735	NPC322433
Remote Similarity	0.6726	NPC40234
Remote Similarity	0.6723	NPC473298
Remote Similarity	0.6711	NPC151706
Remote Similarity	0.6711	NPC474811
Remote Similarity	0.6711	NPC90194
Remote Similarity	0.6711	NPC79465
Remote Similarity	0.6711	NPC76785
Remote Similarity	0.6711	NPC475318
Remote Similarity	0.6711	NPC49577

Drug Structure

NPD6295 OpenBabel08211709092D 34 36 0 0 1 0 0 0 0 0999 V2000 -6.9282 0.0000 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 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 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 2.5981 -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 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 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 -1.7321 -0.0000 0.0000 C 0 0 1 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 32 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 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 12 20 2 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 15 19 1 0 0 0 0 15 22 1 0 0 0 0 16 20 1 0 0 0 0 16 27 1 0 0 0 0 17 2 1 6 0 0 0 17 23 1 0 0 0 0 17 26 1 0 0 0 0 19 20 1 0 0 0 0 21 14 1 1 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 24 1 6 0 0 0 22 27 1 0 0 0 0 23 27 1 0 0 0 0 23 28 2 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 25 31 2 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000588
DrugBank	DB00881
ChEMBL	CHEMBL1592
IUPHAR/BPS	6350
PharmaGKB	PA451205
KEGG Drug	D03752
PubChem CID	54892
ChEBI	8713
CAS Number	85441-61-8

Drug Properties

Molecular Weight	438.22
ALogP	-1.605
MLogP	3.44
XLogP	6.38
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	95.94
RO5 Violation	2