Drug Information

Drug ID:  NPD5445
Drug Name:  Bentiromide
Molecular Formula:  C23H20N2O5
Canonical SMILES:  O=C([C@@H](N=C(c1ccccc1)O)Cc1ccc(cc1)O)Nc1ccc(cc1)C(=O)O
Standard InCHI:  InChI=1S/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1
Standard InCHIKey:  SPPTWHFVYKCNNK-FQEVSTJZSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5445

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 0.7791 NPC242933
Intermediate Similarity 0.7701 NPC191863
Intermediate Similarity 0.7701 NPC133470
Intermediate Similarity 0.7701 NPC289776
Intermediate Similarity 0.75 NPC199737
Intermediate Similarity 0.7485 NPC144691
Intermediate Similarity 0.7458 NPC189116
Intermediate Similarity 0.7301 NPC314098
Intermediate Similarity 0.7291 NPC322064
Intermediate Similarity 0.7286 NPC39679
Intermediate Similarity 0.7278 NPC472241
Intermediate Similarity 0.7267 NPC315829
Intermediate Similarity 0.7253 NPC474814
Intermediate Similarity 0.7253 NPC112336
Intermediate Similarity 0.7251 NPC472242
Intermediate Similarity 0.7243 NPC474815
Intermediate Similarity 0.7239 NPC325651
Intermediate Similarity 0.7236 NPC270918
Intermediate Similarity 0.7225 NPC203628
Intermediate Similarity 0.7225 NPC92803
Intermediate Similarity 0.7219 NPC470317
Intermediate Similarity 0.7211 NPC18890
Intermediate Similarity 0.7202 NPC238412
Intermediate Similarity 0.7198 NPC471778
Intermediate Similarity 0.7181 NPC471742
Intermediate Similarity 0.7179 NPC306376
Intermediate Similarity 0.7174 NPC328611
Intermediate Similarity 0.7167 NPC223207
Intermediate Similarity 0.7165 NPC303214
Intermediate Similarity 0.716 NPC472243
Intermediate Similarity 0.7143 NPC287358
Intermediate Similarity 0.7135 NPC196243
Intermediate Similarity 0.7127 NPC290755
Intermediate Similarity 0.7127 NPC471771
Intermediate Similarity 0.7127 NPC304074
Intermediate Similarity 0.7127 NPC471130
Intermediate Similarity 0.7126 NPC237649
Intermediate Similarity 0.7126 NPC300596
Intermediate Similarity 0.7111 NPC88970
Intermediate Similarity 0.711 NPC478039
Intermediate Similarity 0.7108 NPC244866
Intermediate Similarity 0.7108 NPC250448
Intermediate Similarity 0.7105 NPC150308
Intermediate Similarity 0.7099 NPC205946
Intermediate Similarity 0.7097 NPC14849
Intermediate Similarity 0.7094 NPC87413
Intermediate Similarity 0.7094 NPC23294
Intermediate Similarity 0.7083 NPC313293
Intermediate Similarity 0.7083 NPC5630
Intermediate Similarity 0.7076 NPC301702
Intermediate Similarity 0.7071 NPC471944
Intermediate Similarity 0.7071 NPC232600
Intermediate Similarity 0.7069 NPC254798
Intermediate Similarity 0.7059 NPC194671
Intermediate Similarity 0.7059 NPC147298
Intermediate Similarity 0.7059 NPC182057
Intermediate Similarity 0.7059 NPC131450
Intermediate Similarity 0.7059 NPC269750
Intermediate Similarity 0.7049 NPC66490
Intermediate Similarity 0.7044 NPC303951
Intermediate Similarity 0.7043 NPC471743
Intermediate Similarity 0.7039 NPC3207
Intermediate Similarity 0.703 NPC210828
Intermediate Similarity 0.703 NPC86834
Intermediate Similarity 0.7027 NPC73280
Intermediate Similarity 0.7021 NPC39822
Intermediate Similarity 0.7018 NPC43477
Intermediate Similarity 0.7017 NPC475983
Intermediate Similarity 0.7011 NPC146370
Intermediate Similarity 0.7011 NPC198254
Intermediate Similarity 0.7011 NPC274198
Intermediate Similarity 0.7005 NPC472284
Intermediate Similarity 0.7 NPC220851
Intermediate Similarity 0.7 NPC150323
Intermediate Similarity 0.7 NPC103250
Intermediate Similarity 0.7 NPC476098
Intermediate Similarity 0.7 NPC469243
Remote Similarity 0.699 NPC298449
Remote Similarity 0.6989 NPC279871
Remote Similarity 0.6989 NPC233702
Remote Similarity 0.6989 NPC248862
Remote Similarity 0.6981 NPC24370
Remote Similarity 0.6981 NPC319232
Remote Similarity 0.6981 NPC214142
Remote Similarity 0.6978 NPC204867
Remote Similarity 0.6977 NPC132329
Remote Similarity 0.6974 NPC45850
Remote Similarity 0.6973 NPC89831
Remote Similarity 0.6967 NPC51388
Remote Similarity 0.6963 NPC235194
Remote Similarity 0.6963 NPC241025
Remote Similarity 0.6961 NPC27904
Remote Similarity 0.6957 NPC330009
Remote Similarity 0.6954 NPC119569
Remote Similarity 0.6954 NPC16188
Remote Similarity 0.6948 NPC304307
Remote Similarity 0.6948 NPC118559
Remote Similarity 0.6948 NPC261251
Remote Similarity 0.6948 NPC34580
Remote Similarity 0.6948 NPC124920
Remote Similarity 0.6946 NPC326966
Remote Similarity 0.6946 NPC257390
Remote Similarity 0.6944 NPC284888
Remote Similarity 0.6942 NPC471741
Remote Similarity 0.6927 NPC9894
Remote Similarity 0.6919 NPC276506
Remote Similarity 0.6919 NPC478141
Remote Similarity 0.6916 NPC100547
Remote Similarity 0.6916 NPC194740
Remote Similarity 0.6915 NPC9475
Remote Similarity 0.6911 NPC294951
Remote Similarity 0.6908 NPC118228
Remote Similarity 0.6906 NPC475544
Remote Similarity 0.6905 NPC174760
Remote Similarity 0.6902 NPC182131
Remote Similarity 0.6902 NPC328649
Remote Similarity 0.6898 NPC303225
Remote Similarity 0.6897 NPC473804
Remote Similarity 0.6897 NPC4687
Remote Similarity 0.6895 NPC288305
Remote Similarity 0.6893 NPC241392
Remote Similarity 0.6891 NPC473815
Remote Similarity 0.6886 NPC120251
Remote Similarity 0.6884 NPC223409
Remote Similarity 0.6884 NPC95240
Remote Similarity 0.6884 NPC322135
Remote Similarity 0.6882 NPC292265
Remote Similarity 0.6879 NPC13696
Remote Similarity 0.6869 NPC74153
Remote Similarity 0.6869 NPC473814
Remote Similarity 0.6869 NPC78767
Remote Similarity 0.6865 NPC315388
Remote Similarity 0.6864 NPC474473
Remote Similarity 0.6864 NPC253476
Remote Similarity 0.6853 NPC276517
Remote Similarity 0.6852 NPC14288
Remote Similarity 0.6845 NPC306804
Remote Similarity 0.6842 NPC293151
Remote Similarity 0.6842 NPC313694
Remote Similarity 0.6842 NPC242159
Remote Similarity 0.6842 NPC271792
Remote Similarity 0.6842 NPC27041
Remote Similarity 0.6832 NPC473460
Remote Similarity 0.6829 NPC325297
Remote Similarity 0.6826 NPC472245
Remote Similarity 0.6825 NPC150239
Remote Similarity 0.6824 NPC473360
Remote Similarity 0.682 NPC54803
Remote Similarity 0.682 NPC321592
Remote Similarity 0.6814 NPC222561
Remote Similarity 0.6814 NPC283117
Remote Similarity 0.6814 NPC471155
Remote Similarity 0.681 NPC264285
Remote Similarity 0.681 NPC27581
Remote Similarity 0.6809 NPC159767
Remote Similarity 0.6809 NPC158277
Remote Similarity 0.6809 NPC155506
Remote Similarity 0.6809 NPC165285
Remote Similarity 0.6804 NPC206186
Remote Similarity 0.6802 NPC48202
Remote Similarity 0.68 NPC314186
Remote Similarity 0.68 NPC323798
Remote Similarity 0.6798 NPC473422
Remote Similarity 0.6796 NPC309845
Remote Similarity 0.6794 NPC74969
Remote Similarity 0.6794 NPC469928
Remote Similarity 0.6793 NPC139506
Remote Similarity 0.6793 NPC292143
Remote Similarity 0.6793 NPC63931
Remote Similarity 0.6791 NPC318183
Remote Similarity 0.6791 NPC469671
Remote Similarity 0.6791 NPC126676
Remote Similarity 0.6789 NPC323198
Remote Similarity 0.6789 NPC474041
Remote Similarity 0.6789 NPC323752
Remote Similarity 0.6786 NPC22476
Remote Similarity 0.6784 NPC6913
Remote Similarity 0.6784 NPC141454
Remote Similarity 0.678 NPC270241
Remote Similarity 0.6778 NPC473580
Remote Similarity 0.6774 NPC470971
Remote Similarity 0.6774 NPC474701
Remote Similarity 0.6771 NPC471785
Remote Similarity 0.6769 NPC183805
Remote Similarity 0.6768 NPC93390
Remote Similarity 0.6768 NPC146724
Remote Similarity 0.6766 NPC150863
Remote Similarity 0.6765 NPC225400
Remote Similarity 0.6765 NPC472287
Remote Similarity 0.6765 NPC300156
Remote Similarity 0.6765 NPC472286
Remote Similarity 0.6763 NPC314252
Remote Similarity 0.6763 NPC294375
Remote Similarity 0.6763 NPC47986
Remote Similarity 0.6762 NPC169402
Remote Similarity 0.6762 NPC126556
Remote Similarity 0.676 NPC202198
Remote Similarity 0.6759 NPC274640
Remote Similarity 0.6758 NPC33064
Remote Similarity 0.6758 NPC245055

Drug Structure

External Identifiers

TTD   DIB013892
DrugBank   DB00522
ChEMBL   CHEMBL1200368
IUPHAR/BPS  
PharmaGKB   PA164750572
KEGG Drug   D01346
PubChem CID  
ChEBI   31263
CAS Number  37106-97-1

Drug Properties

Molecular Weight  404.14
ALogP  -1.5112
MLogP  3.22
XLogP  5.15
HDA  6
HBD  4
Rotatable Bonds  11
TPSA  119.22
RO5 Violation  1