NPASS drugs

Drug Information

Drug ID:	NPD5942
Drug Name:	Benazepril
Molecular Formula:	C24H28N2O5
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H]1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1
Standard InCHI:	InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1
Standard InCHIKey:	XPCFTKFZXHTYIP-PMACEKPBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5942

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	106
0.1-0.2	756
0.2-0.3	3940
0.3-0.4	14317
0.4-0.5	8732
0.5-0.6	2190
0.6-0.7	806
0.7-0.8	43
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	0.7758	NPC285622
Intermediate Similarity	0.7733	NPC287358
Intermediate Similarity	0.75	NPC189116
Intermediate Similarity	0.7417	NPC162417
Intermediate Similarity	0.7417	NPC316104
Intermediate Similarity	0.7326	NPC11149
Intermediate Similarity	0.7297	NPC322433
Intermediate Similarity	0.7273	NPC472102
Intermediate Similarity	0.7273	NPC309531
Intermediate Similarity	0.7273	NPC68650
Intermediate Similarity	0.7273	NPC474058
Intermediate Similarity	0.7244	NPC43477
Intermediate Similarity	0.7232	NPC284706
Intermediate Similarity	0.7229	NPC286871
Intermediate Similarity	0.7202	NPC472115
Intermediate Similarity	0.7202	NPC472114
Intermediate Similarity	0.7192	NPC71684
Intermediate Similarity	0.7191	NPC473298
Intermediate Similarity	0.7181	NPC136453
Intermediate Similarity	0.7168	NPC475094
Intermediate Similarity	0.7161	NPC132636
Intermediate Similarity	0.7143	NPC477159
Intermediate Similarity	0.7134	NPC470301
Intermediate Similarity	0.7133	NPC239990
Intermediate Similarity	0.7133	NPC152850
Intermediate Similarity	0.7133	NPC71933
Intermediate Similarity	0.7133	NPC89923
Intermediate Similarity	0.7133	NPC105114
Intermediate Similarity	0.7126	NPC176983
Intermediate Similarity	0.7091	NPC63370
Intermediate Similarity	0.7091	NPC36836
Intermediate Similarity	0.709	NPC478158
Intermediate Similarity	0.7081	NPC254798
Intermediate Similarity	0.7062	NPC259626
Intermediate Similarity	0.7055	NPC314223
Intermediate Similarity	0.7029	NPC469896
Intermediate Similarity	0.7025	NPC161069
Intermediate Similarity	0.7011	NPC14849
Intermediate Similarity	0.7006	NPC2933
Intermediate Similarity	0.7006	NPC276085
Intermediate Similarity	0.7	NPC279527
Intermediate Similarity	0.7	NPC182131
Intermediate Similarity	0.7	NPC214960
Remote Similarity	0.6994	NPC473329
Remote Similarity	0.6993	NPC157311
Remote Similarity	0.6988	NPC29285
Remote Similarity	0.6971	NPC182057
Remote Similarity	0.6971	NPC147298
Remote Similarity	0.6971	NPC131450
Remote Similarity	0.697	NPC469903
Remote Similarity	0.6966	NPC307396
Remote Similarity	0.6949	NPC256288
Remote Similarity	0.6948	NPC8761
Remote Similarity	0.6948	NPC44805
Remote Similarity	0.6946	NPC104345
Remote Similarity	0.6946	NPC222029
Remote Similarity	0.6937	NPC209509
Remote Similarity	0.6923	NPC99632
Remote Similarity	0.6923	NPC282339
Remote Similarity	0.6919	NPC472118
Remote Similarity	0.6908	NPC72473
Remote Similarity	0.6908	NPC307437
Remote Similarity	0.6908	NPC58827
Remote Similarity	0.6907	NPC478157
Remote Similarity	0.6906	NPC67043
Remote Similarity	0.6897	NPC328611
Remote Similarity	0.6892	NPC316582
Remote Similarity	0.6889	NPC181928
Remote Similarity	0.6888	NPC281049
Remote Similarity	0.6882	NPC138293
Remote Similarity	0.6882	NPC113056
Remote Similarity	0.6879	NPC127741
Remote Similarity	0.6875	NPC219336
Remote Similarity	0.6868	NPC276430
Remote Similarity	0.6867	NPC478076
Remote Similarity	0.6865	NPC90967
Remote Similarity	0.6864	NPC225319
Remote Similarity	0.6859	NPC253476
Remote Similarity	0.6859	NPC285192
Remote Similarity	0.6855	NPC315051
Remote Similarity	0.6852	NPC138775
Remote Similarity	0.6845	NPC123241
Remote Similarity	0.6845	NPC61013
Remote Similarity	0.6845	NPC113946
Remote Similarity	0.6842	NPC472106
Remote Similarity	0.6842	NPC477173
Remote Similarity	0.6839	NPC177261
Remote Similarity	0.6833	NPC94752
Remote Similarity	0.6833	NPC473615
Remote Similarity	0.6829	NPC7817
Remote Similarity	0.6829	NPC475168
Remote Similarity	0.6824	NPC472101
Remote Similarity	0.6824	NPC472120
Remote Similarity	0.6818	NPC15573
Remote Similarity	0.6818	NPC217372
Remote Similarity	0.6818	NPC183662
Remote Similarity	0.6818	NPC194562
Remote Similarity	0.6815	NPC173295
Remote Similarity	0.6813	NPC471164
Remote Similarity	0.6806	NPC470488
Remote Similarity	0.6805	NPC193410
Remote Similarity	0.6805	NPC36495
Remote Similarity	0.6805	NPC469902
Remote Similarity	0.6803	NPC470545
Remote Similarity	0.6796	NPC229484
Remote Similarity	0.6792	NPC319645
Remote Similarity	0.6782	NPC355
Remote Similarity	0.6769	NPC54744
Remote Similarity	0.6765	NPC248117
Remote Similarity	0.6765	NPC201424
Remote Similarity	0.676	NPC314659
Remote Similarity	0.676	NPC159963
Remote Similarity	0.6758	NPC292675
Remote Similarity	0.6757	NPC470546
Remote Similarity	0.6757	NPC34717
Remote Similarity	0.6757	NPC220698
Remote Similarity	0.6753	NPC111428
Remote Similarity	0.6752	NPC474473
Remote Similarity	0.6751	NPC471197
Remote Similarity	0.675	NPC269398
Remote Similarity	0.675	NPC263493
Remote Similarity	0.6747	NPC122590
Remote Similarity	0.6747	NPC66936
Remote Similarity	0.6743	NPC242269
Remote Similarity	0.6742	NPC91179
Remote Similarity	0.6735	NPC470544
Remote Similarity	0.6732	NPC477937
Remote Similarity	0.6728	NPC308197
Remote Similarity	0.6725	NPC293458
Remote Similarity	0.6725	NPC472117
Remote Similarity	0.6723	NPC186669
Remote Similarity	0.6722	NPC228835
Remote Similarity	0.6721	NPC128582
Remote Similarity	0.6717	NPC248601
Remote Similarity	0.6717	NPC471198
Remote Similarity	0.6711	NPC222466
Remote Similarity	0.6708	NPC139326
Remote Similarity	0.6707	NPC105717
Remote Similarity	0.6707	NPC470902
Remote Similarity	0.6706	NPC471527
Remote Similarity	0.6705	NPC13367
Remote Similarity	0.6705	NPC248862
Remote Similarity	0.6704	NPC197335
Remote Similarity	0.6703	NPC14994
Remote Similarity	0.6687	NPC163392
Remote Similarity	0.6687	NPC262077
Remote Similarity	0.6687	NPC239762
Remote Similarity	0.6685	NPC321211
Remote Similarity	0.6685	NPC322621
Remote Similarity	0.6685	NPC52262
Remote Similarity	0.6667	NPC212799
Remote Similarity	0.6667	NPC68865
Remote Similarity	0.6667	NPC143457
Remote Similarity	0.6667	NPC129624
Remote Similarity	0.6667	NPC101719
Remote Similarity	0.6667	NPC473418
Remote Similarity	0.6667	NPC476198
Remote Similarity	0.6667	NPC319579
Remote Similarity	0.6649	NPC477179
Remote Similarity	0.6648	NPC96901
Remote Similarity	0.6648	NPC476425
Remote Similarity	0.6647	NPC473341
Remote Similarity	0.6645	NPC209389
Remote Similarity	0.6645	NPC473322
Remote Similarity	0.6645	NPC35996
Remote Similarity	0.6644	NPC228515
Remote Similarity	0.6633	NPC75634
Remote Similarity	0.663	NPC97584
Remote Similarity	0.6629	NPC14113
Remote Similarity	0.6629	NPC145885
Remote Similarity	0.6629	NPC84827
Remote Similarity	0.6628	NPC191863
Remote Similarity	0.6628	NPC471052
Remote Similarity	0.6628	NPC471053
Remote Similarity	0.6628	NPC289776
Remote Similarity	0.6628	NPC85651
Remote Similarity	0.6628	NPC133470
Remote Similarity	0.6628	NPC471051
Remote Similarity	0.6627	NPC109787
Remote Similarity	0.6627	NPC242000
Remote Similarity	0.6626	NPC315266
Remote Similarity	0.6626	NPC5620
Remote Similarity	0.6625	NPC178662
Remote Similarity	0.6625	NPC98424
Remote Similarity	0.6625	NPC92784
Remote Similarity	0.6625	NPC476133
Remote Similarity	0.6625	NPC77992
Remote Similarity	0.6625	NPC470884
Remote Similarity	0.6615	NPC477178
Remote Similarity	0.6615	NPC473376
Remote Similarity	0.6615	NPC477181
Remote Similarity	0.6615	NPC254850
Remote Similarity	0.6615	NPC477180
Remote Similarity	0.6614	NPC106118
Remote Similarity	0.661	NPC469938
Remote Similarity	0.6608	NPC154478
Remote Similarity	0.6606	NPC264589
Remote Similarity	0.6597	NPC476874
Remote Similarity	0.6596	NPC316282
Remote Similarity	0.6594	NPC322598

Drug Structure

NPD5942 OpenBabel08211708292D 33 35 0 0 1 0 0 0 0 0999 V2000 -6.1774 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1774 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6774 -2.8058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1774 -1.9398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6774 -2.8058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1490 -2.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7170 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6774 -1.0737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1774 -1.9398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0151 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7170 -1.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1774 -0.2077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9459 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6774 0.6583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2407 -0.1679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6774 -1.0737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0151 -1.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6774 0.6583 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1774 1.5243 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1490 -0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6886 -0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6802 0.7331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6774 2.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1774 1.5243 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 1.4661 -1.3603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6442 -0.0907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3148 1.6639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1774 3.2564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6774 2.3904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6774 2.3904 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3772 -0.7708 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 21 2 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 15 19 1 0 0 0 0 16 22 1 0 0 0 0 16 26 1 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 19 25 1 6 0 0 0 20 14 1 1 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 23 26 1 0 0 0 0 23 29 2 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 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000584
DrugBank	DB00542
ChEMBL	CHEMBL838
IUPHAR/BPS	6374
PharmaGKB	PA448561
KEGG Drug
PubChem CID	5362124
ChEBI	3011
CAS Number	86541-75-5

Drug Properties

Molecular Weight	424.20
ALogP	-2.0006
MLogP	3.33
XLogP	6.276
HDA	7
HBD	2
Rotatable Bonds	12
TPSA	95.94
RO5 Violation	1