NPASS drugs

Drug Information

Drug ID:	NPD5024
Drug Name:	benazeprilat
Molecular Formula:	C22H24N2O5
Canonical SMILES:	OC(=O)CN1C(=O)[C@H](CCc2c1cccc2)N[C@H](C(=O)O)CCc1ccccc1
Standard InCHI:	InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1
Standard InCHIKey:	MADRIHWFJGRSBP-ROUUACIJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5024

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	133
0.1-0.2	889
0.2-0.3	5482
0.3-0.4	14780
0.4-0.5	6738
0.5-0.6	2078
0.6-0.7	740
0.7-0.8	50
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	0.7736	NPC189116
Intermediate Similarity	0.7635	NPC287358
Intermediate Similarity	0.76	NPC43477
Intermediate Similarity	0.7552	NPC322433
Intermediate Similarity	0.7551	NPC162417
Intermediate Similarity	0.7551	NPC316104
Intermediate Similarity	0.75	NPC68650
Intermediate Similarity	0.7447	NPC71684
Intermediate Similarity	0.74	NPC132636
Intermediate Similarity	0.7349	NPC285622
Intermediate Similarity	0.7308	NPC254798
Intermediate Similarity	0.7284	NPC472102
Intermediate Similarity	0.7284	NPC309531
Intermediate Similarity	0.726	NPC72473
Intermediate Similarity	0.726	NPC58827
Intermediate Similarity	0.726	NPC307437
Intermediate Similarity	0.7219	NPC14849
Intermediate Similarity	0.7202	NPC328611
Intermediate Similarity	0.7188	NPC469903
Intermediate Similarity	0.7176	NPC147298
Intermediate Similarity	0.7176	NPC182057
Intermediate Similarity	0.7176	NPC131450
Intermediate Similarity	0.7168	NPC307396
Intermediate Similarity	0.7164	NPC67043
Intermediate Similarity	0.7159	NPC276430
Intermediate Similarity	0.7143	NPC470301
Intermediate Similarity	0.7118	NPC15573
Intermediate Similarity	0.7118	NPC217372
Intermediate Similarity	0.7118	NPC183662
Intermediate Similarity	0.7117	NPC276085
Intermediate Similarity	0.7108	NPC472115
Intermediate Similarity	0.7108	NPC472114
Intermediate Similarity	0.7108	NPC182131
Intermediate Similarity	0.7086	NPC253476
Intermediate Similarity	0.7086	NPC474473
Intermediate Similarity	0.7078	NPC315051
Intermediate Similarity	0.7076	NPC219336
Intermediate Similarity	0.7076	NPC475094
Intermediate Similarity	0.7073	NPC474058
Intermediate Similarity	0.7055	NPC104345
Intermediate Similarity	0.7055	NPC222029
Intermediate Similarity	0.7047	NPC194562
Intermediate Similarity	0.7045	NPC284706
Intermediate Similarity	0.7042	NPC470545
Intermediate Similarity	0.7032	NPC471164
Intermediate Similarity	0.7029	NPC319579
Intermediate Similarity	0.7029	NPC94752
Intermediate Similarity	0.7012	NPC469902
Intermediate Similarity	0.7012	NPC36495
Intermediate Similarity	0.7	NPC248862
Remote Similarity	0.6993	NPC470546
Remote Similarity	0.6988	NPC138293
Remote Similarity	0.6988	NPC113056
Remote Similarity	0.6982	NPC355
Remote Similarity	0.698	NPC111428
Remote Similarity	0.6972	NPC470544
Remote Similarity	0.6959	NPC477937
Remote Similarity	0.6954	NPC477159
Remote Similarity	0.6939	NPC222466
Remote Similarity	0.6936	NPC91179
Remote Similarity	0.6936	NPC11149
Remote Similarity	0.6928	NPC286871
Remote Similarity	0.6923	NPC472118
Remote Similarity	0.6914	NPC228835
Remote Similarity	0.6894	NPC473329
Remote Similarity	0.6892	NPC101719
Remote Similarity	0.6879	NPC283219
Remote Similarity	0.6875	NPC220698
Remote Similarity	0.6867	NPC209389
Remote Similarity	0.6867	NPC473322
Remote Similarity	0.6859	NPC242933
Remote Similarity	0.6845	NPC477173
Remote Similarity	0.6842	NPC242269
Remote Similarity	0.6839	NPC122553
Remote Similarity	0.6839	NPC469896
Remote Similarity	0.6832	NPC300596
Remote Similarity	0.6832	NPC237649
Remote Similarity	0.6826	NPC99632
Remote Similarity	0.6826	NPC176983
Remote Similarity	0.6826	NPC282339
Remote Similarity	0.6826	NPC191863
Remote Similarity	0.6826	NPC133470
Remote Similarity	0.6826	NPC289776
Remote Similarity	0.6825	NPC478158
Remote Similarity	0.6816	NPC473298
Remote Similarity	0.6809	NPC470488
Remote Similarity	0.6807	NPC154478
Remote Similarity	0.6805	NPC214960
Remote Similarity	0.6805	NPC279527
Remote Similarity	0.6802	NPC469938
Remote Similarity	0.6798	NPC17059
Remote Similarity	0.6793	NPC106118
Remote Similarity	0.6791	NPC473376
Remote Similarity	0.6788	NPC473418
Remote Similarity	0.6788	NPC84317
Remote Similarity	0.6788	NPC476198
Remote Similarity	0.6784	NPC292265
Remote Similarity	0.6782	NPC248041
Remote Similarity	0.6782	NPC11126
Remote Similarity	0.6782	NPC126709
Remote Similarity	0.6768	NPC478076
Remote Similarity	0.6767	NPC293628
Remote Similarity	0.6767	NPC122493
Remote Similarity	0.6767	NPC10781
Remote Similarity	0.6767	NPC324569
Remote Similarity	0.6766	NPC225319
Remote Similarity	0.6765	NPC469904
Remote Similarity	0.6761	NPC35850
Remote Similarity	0.6761	NPC276949
Remote Similarity	0.676	NPC213629
Remote Similarity	0.6757	NPC254698
Remote Similarity	0.6755	NPC225400
Remote Similarity	0.6748	NPC66936
Remote Similarity	0.6747	NPC123241
Remote Similarity	0.6747	NPC61013
Remote Similarity	0.6735	NPC475915
Remote Similarity	0.6733	NPC136453
Remote Similarity	0.6728	NPC109787
Remote Similarity	0.6726	NPC472120
Remote Similarity	0.6726	NPC472117
Remote Similarity	0.6726	NPC472101
Remote Similarity	0.6724	NPC84827
Remote Similarity	0.6724	NPC14113
Remote Similarity	0.6724	NPC145885
Remote Similarity	0.6722	NPC128582
Remote Similarity	0.672	NPC471155
Remote Similarity	0.672	NPC472538
Remote Similarity	0.672	NPC470786
Remote Similarity	0.6716	NPC322598
Remote Similarity	0.6713	NPC33742
Remote Similarity	0.6711	NPC22746
Remote Similarity	0.6711	NPC192533
Remote Similarity	0.671	NPC173295
Remote Similarity	0.6709	NPC468984
Remote Similarity	0.6709	NPC161069
Remote Similarity	0.6708	NPC478039
Remote Similarity	0.6707	NPC193410
Remote Similarity	0.6707	NPC473002
Remote Similarity	0.6707	NPC473003
Remote Similarity	0.6707	NPC471122
Remote Similarity	0.6705	NPC149155
Remote Similarity	0.6705	NPC203468
Remote Similarity	0.6705	NPC110500
Remote Similarity	0.6703	NPC293917
Remote Similarity	0.669	NPC474584
Remote Similarity	0.6689	NPC152850
Remote Similarity	0.6689	NPC239990
Remote Similarity	0.6689	NPC89923
Remote Similarity	0.6689	NPC71933
Remote Similarity	0.6689	NPC105114
Remote Similarity	0.6687	NPC63370
Remote Similarity	0.6687	NPC36836
Remote Similarity	0.6687	NPC29285
Remote Similarity	0.6685	NPC259626
Remote Similarity	0.6684	NPC270241
Remote Similarity	0.6684	NPC471436
Remote Similarity	0.6684	NPC285192
Remote Similarity	0.6667	NPC472241
Remote Similarity	0.6667	NPC212799
Remote Similarity	0.6667	NPC474926
Remote Similarity	0.6667	NPC470317
Remote Similarity	0.6667	NPC321708
Remote Similarity	0.6667	NPC201424
Remote Similarity	0.6667	NPC255447
Remote Similarity	0.6667	NPC267885
Remote Similarity	0.6667	NPC248117
Remote Similarity	0.6667	NPC13470
Remote Similarity	0.6667	NPC279385
Remote Similarity	0.6667	NPC179605
Remote Similarity	0.6649	NPC171317
Remote Similarity	0.6649	NPC477179
Remote Similarity	0.6649	NPC478157
Remote Similarity	0.6648	NPC235684
Remote Similarity	0.6647	NPC471124
Remote Similarity	0.6647	NPC472106
Remote Similarity	0.6647	NPC471130
Remote Similarity	0.6646	NPC314223
Remote Similarity	0.6646	NPC472242
Remote Similarity	0.6644	NPC35996
Remote Similarity	0.6642	NPC164859
Remote Similarity	0.6633	NPC248601
Remote Similarity	0.6633	NPC281049
Remote Similarity	0.6632	NPC75634
Remote Similarity	0.6629	NPC2933
Remote Similarity	0.6627	NPC88970
Remote Similarity	0.6627	NPC293458
Remote Similarity	0.6625	NPC315266
Remote Similarity	0.6625	NPC209509
Remote Similarity	0.6625	NPC308197
Remote Similarity	0.6622	NPC103292
Remote Similarity	0.6622	NPC257490
Remote Similarity	0.6621	NPC315276
Remote Similarity	0.6621	NPC285926
Remote Similarity	0.6621	NPC14672
Remote Similarity	0.6621	NPC313673
Remote Similarity	0.662	NPC329011
Remote Similarity	0.6614	NPC477178
Remote Similarity	0.6614	NPC254850
Remote Similarity	0.6614	NPC477181
Remote Similarity	0.6614	NPC477180

Drug Structure

NPD5024 OpenBabel08211706322D 32 34 0 0 1 0 0 0 0 0999 V2000 -7.4088 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9088 1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9088 0.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9088 1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9088 0.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4088 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9088 1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 -0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4088 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 1.1235 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9088 1.9895 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7818 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1781 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4088 2.8555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4088 1.1235 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 1.9111 -0.5895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4006 -2.2446 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5984 -0.5593 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9088 3.7216 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 2.8555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9088 0.2575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3562 -2.5394 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9088 3.7216 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 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 19 2 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 13 17 1 0 0 0 0 14 20 1 0 0 0 0 14 24 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 17 23 1 1 0 0 0 18 12 1 1 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 24 1 0 0 0 0 21 27 2 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 26 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6375
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.17
ALogP	-2.502
MLogP	3.11
XLogP	5.532
HDA	7
HBD	3
Rotatable Bonds	10
TPSA	106.94
RO5 Violation	1