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.


  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

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