Drug Information

Drug ID:  NPD5265
Drug Name:  Spirapril
Molecular Formula:  C22H30N2O5S2
Canonical SMILES:  CCOC(=O)[C@@H](N[C@H](C(=O)N1CC2(C[C@H]1C(=O)O)SCCS2)C)CCc1ccccc1
Standard InCHI:  InChI=1S/C22H30N2O5S2/c1-3-29-21(28)17(10-9-16-7-5-4-6-8-16)23-15(2)19(25)24-14-22(30-11-12-31-22)13-18(24)20(26)27/h4-8,15,17-18,23H,3,9-14H2,1-2H3,(H,26,27)/t15-,17-,18-/m0/s1
Standard InCHIKey:  HRWCVUIFMSZDJS-SZMVWBNQSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD5265

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 0.7733 NPC315266
Intermediate Similarity 0.7718 NPC468984
Intermediate Similarity 0.7647 NPC283783
Intermediate Similarity 0.7635 NPC89489
Intermediate Similarity 0.7616 NPC322878
Intermediate Similarity 0.755 NPC314388
Intermediate Similarity 0.755 NPC315283
Intermediate Similarity 0.755 NPC476978
Intermediate Similarity 0.7517 NPC300315
Intermediate Similarity 0.75 NPC313867
Intermediate Similarity 0.75 NPC316008
Intermediate Similarity 0.7468 NPC105717
Intermediate Similarity 0.7451 NPC314358
Intermediate Similarity 0.7451 NPC262077
Intermediate Similarity 0.7434 NPC52748
Intermediate Similarity 0.7419 NPC2501
Intermediate Similarity 0.7417 NPC263493
Intermediate Similarity 0.7417 NPC269398
Intermediate Similarity 0.741 NPC318930
Intermediate Similarity 0.741 NPC326407
Intermediate Similarity 0.741 NPC317725
Intermediate Similarity 0.741 NPC317362
Intermediate Similarity 0.74 NPC92784
Intermediate Similarity 0.74 NPC178662
Intermediate Similarity 0.74 NPC470884
Intermediate Similarity 0.74 NPC476133
Intermediate Similarity 0.74 NPC98424
Intermediate Similarity 0.7386 NPC209509
Intermediate Similarity 0.7386 NPC5620
Intermediate Similarity 0.7386 NPC471680
Intermediate Similarity 0.7368 NPC161069
Intermediate Similarity 0.7355 NPC240848
Intermediate Similarity 0.7355 NPC471820
Intermediate Similarity 0.7355 NPC471821
Intermediate Similarity 0.7347 NPC130309
Intermediate Similarity 0.7333 NPC471264
Intermediate Similarity 0.7333 NPC471265
Intermediate Similarity 0.7278 NPC122590
Intermediate Similarity 0.7278 NPC286551
Intermediate Similarity 0.7261 NPC7817
Intermediate Similarity 0.7261 NPC475168
Intermediate Similarity 0.7254 NPC302169
Intermediate Similarity 0.7222 NPC6975
Intermediate Similarity 0.7205 NPC297145
Intermediate Similarity 0.7205 NPC197743
Intermediate Similarity 0.7197 NPC129666
Intermediate Similarity 0.7188 NPC469903
Intermediate Similarity 0.7179 NPC138775
Intermediate Similarity 0.7179 NPC329761
Intermediate Similarity 0.7179 NPC225648
Intermediate Similarity 0.7179 NPC145113
Intermediate Similarity 0.7164 NPC67043
Intermediate Similarity 0.7143 NPC77905
Intermediate Similarity 0.7133 NPC200964
Intermediate Similarity 0.7125 NPC470902
Intermediate Similarity 0.7124 NPC239762
Intermediate Similarity 0.7124 NPC163392
Intermediate Similarity 0.7117 NPC469902
Intermediate Similarity 0.7117 NPC469901
Intermediate Similarity 0.7099 NPC324850
Intermediate Similarity 0.7086 NPC4910
Intermediate Similarity 0.7086 NPC248283
Intermediate Similarity 0.7086 NPC141050
Intermediate Similarity 0.7086 NPC329731
Intermediate Similarity 0.7083 NPC71684
Intermediate Similarity 0.7083 NPC202521
Intermediate Similarity 0.7063 NPC473341
Intermediate Similarity 0.7059 NPC132636
Intermediate Similarity 0.7014 NPC476990
Intermediate Similarity 0.7012 NPC471527
Intermediate Similarity 0.7 NPC162104
Remote Similarity 0.6981 NPC13470
Remote Similarity 0.698 NPC473322
Remote Similarity 0.6972 NPC315276
Remote Similarity 0.6972 NPC285926
Remote Similarity 0.6972 NPC14672
Remote Similarity 0.6962 NPC311658
Remote Similarity 0.6959 NPC136453
Remote Similarity 0.6951 NPC1390
Remote Similarity 0.6951 NPC62104
Remote Similarity 0.6946 NPC15068
Remote Similarity 0.6939 NPC222466
Remote Similarity 0.6933 NPC200589
Remote Similarity 0.6923 NPC139326
Remote Similarity 0.6918 NPC252878
Remote Similarity 0.6913 NPC152850
Remote Similarity 0.6913 NPC89923
Remote Similarity 0.6913 NPC71933
Remote Similarity 0.6913 NPC239990
Remote Similarity 0.6913 NPC105114
Remote Similarity 0.6908 NPC287401
Remote Similarity 0.6905 NPC63040
Remote Similarity 0.6892 NPC101719
Remote Similarity 0.6887 NPC255447
Remote Similarity 0.6886 NPC5719
Remote Similarity 0.6886 NPC22883
Remote Similarity 0.6886 NPC217804
Remote Similarity 0.6886 NPC210377
Remote Similarity 0.6883 NPC68865
Remote Similarity 0.6883 NPC127741
Remote Similarity 0.6871 NPC46427
Remote Similarity 0.6871 NPC474082
Remote Similarity 0.6871 NPC175726
Remote Similarity 0.6867 NPC111428
Remote Similarity 0.6864 NPC473000
Remote Similarity 0.6864 NPC469904
Remote Similarity 0.686 NPC469900
Remote Similarity 0.6851 NPC59827
Remote Similarity 0.6851 NPC184933
Remote Similarity 0.6848 NPC469898
Remote Similarity 0.6842 NPC246079
Remote Similarity 0.6839 NPC153554
Remote Similarity 0.6818 NPC314835
Remote Similarity 0.6815 NPC57976
Remote Similarity 0.681 NPC473002
Remote Similarity 0.6807 NPC473003
Remote Similarity 0.6802 NPC477462
Remote Similarity 0.6783 NPC197470
Remote Similarity 0.6779 NPC474847
Remote Similarity 0.6776 NPC157311
Remote Similarity 0.6767 NPC324569
Remote Similarity 0.6744 NPC285622
Remote Similarity 0.6739 NPC477527
Remote Similarity 0.6732 NPC8761
Remote Similarity 0.6732 NPC44805
Remote Similarity 0.6716 NPC322598
Remote Similarity 0.6713 NPC33742
Remote Similarity 0.6709 NPC197682
Remote Similarity 0.669 NPC474584
Remote Similarity 0.669 NPC470545
Remote Similarity 0.6688 NPC46098
Remote Similarity 0.6688 NPC307357
Remote Similarity 0.6688 NPC268841
Remote Similarity 0.6686 NPC63931
Remote Similarity 0.6646 NPC135121
Remote Similarity 0.6646 NPC469427
Remote Similarity 0.6646 NPC469426
Remote Similarity 0.6646 NPC168113
Remote Similarity 0.6644 NPC470546
Remote Similarity 0.6643 NPC35850
Remote Similarity 0.6643 NPC276949
Remote Similarity 0.6642 NPC122493
Remote Similarity 0.6642 NPC10781
Remote Similarity 0.6642 NPC293628
Remote Similarity 0.6629 NPC473001
Remote Similarity 0.6628 NPC475123
Remote Similarity 0.6628 NPC475204
Remote Similarity 0.6627 NPC471051
Remote Similarity 0.6627 NPC471053
Remote Similarity 0.6627 NPC471052
Remote Similarity 0.6625 NPC477217
Remote Similarity 0.6625 NPC201244
Remote Similarity 0.6623 NPC477937
Remote Similarity 0.6621 NPC470544
Remote Similarity 0.6604 NPC176226
Remote Similarity 0.6601 NPC69496
Remote Similarity 0.66 NPC22746
Remote Similarity 0.6592 NPC299806
Remote Similarity 0.6588 NPC472923
Remote Similarity 0.6587 NPC326349
Remote Similarity 0.6587 NPC323336
Remote Similarity 0.6585 NPC300443
Remote Similarity 0.6581 NPC245836
Remote Similarity 0.6581 NPC233910
Remote Similarity 0.6577 NPC169485
Remote Similarity 0.6577 NPC291027
Remote Similarity 0.6577 NPC317474
Remote Similarity 0.6577 NPC213126
Remote Similarity 0.6577 NPC84281
Remote Similarity 0.6575 NPC169328
Remote Similarity 0.6552 NPC137627
Remote Similarity 0.6549 NPC319579
Remote Similarity 0.6545 NPC262166
Remote Similarity 0.6543 NPC83790
Remote Similarity 0.6543 NPC128237
Remote Similarity 0.6533 NPC35996
Remote Similarity 0.6532 NPC46009
Remote Similarity 0.6531 NPC314992
Remote Similarity 0.6531 NPC310467
Remote Similarity 0.6522 NPC164859
Remote Similarity 0.6514 NPC26108
Remote Similarity 0.6507 NPC239357
Remote Similarity 0.6503 NPC329011
Remote Similarity 0.6503 NPC189908
Remote Similarity 0.65 NPC327481
Remote Similarity 0.6497 NPC475318
Remote Similarity 0.6497 NPC90194
Remote Similarity 0.6497 NPC76785
Remote Similarity 0.6497 NPC49577
Remote Similarity 0.6497 NPC260045
Remote Similarity 0.6497 NPC476102
Remote Similarity 0.6497 NPC9687
Remote Similarity 0.6497 NPC474855
Remote Similarity 0.6497 NPC79465
Remote Similarity 0.6497 NPC293377
Remote Similarity 0.6497 NPC474787
Remote Similarity 0.6497 NPC118099
Remote Similarity 0.6497 NPC273907
Remote Similarity 0.6497 NPC474811
Remote Similarity 0.6497 NPC151706

Drug Structure

External Identifiers

TTD   DAP000911
DrugBank   DB01348
ChEMBL   CHEMBL431
IUPHAR/BPS   6575
PharmaGKB   PA164776913
KEGG Drug  
PubChem CID   5311447
ChEBI   135756
CAS Number  83647-97-6

Drug Properties

Molecular Weight  466.16
ALogP  -0.731
MLogP  2.89
XLogP  5.003
HDA  7
HBD  2
Rotatable Bonds  14
TPSA  146.54
RO5 Violation  2