Drug Information

Drug ID:  NPD21
Drug Name:  Benzathine benzylpenicillin
Molecular Formula:  2C16H18N2O4S.C16H20N2
Canonical SMILES:  N(Cc1ccccc1)CCNCc1ccccc1.OC(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)Cc1ccccc1.OC(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)Cc1ccccc1
Standard InCHI:  InChI=1S/2C16H18N2O4S.C16H20N2/c2*1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t2*11-,12+,14-;/m11./s1
Standard InCHIKey:  BVGLIYRKPOITBQ-ANPZCEIESA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD21

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
High Similarity 0.9313 NPC468984
Intermediate Similarity 0.8369 NPC13470
Intermediate Similarity 0.8271 NPC300315
Intermediate Similarity 0.8085 NPC322878
Intermediate Similarity 0.7857 NPC89489
Intermediate Similarity 0.7564 NPC315388
Intermediate Similarity 0.7557 NPC470544
Intermediate Similarity 0.7556 NPC6975
Intermediate Similarity 0.7551 NPC105717
Intermediate Similarity 0.7537 NPC202521
Intermediate Similarity 0.75 NPC470545
Intermediate Similarity 0.7483 NPC83790
Intermediate Similarity 0.7483 NPC128237
Intermediate Similarity 0.7466 NPC471680
Intermediate Similarity 0.7463 NPC476990
Intermediate Similarity 0.7463 NPC200964
Intermediate Similarity 0.7444 NPC470546
Intermediate Similarity 0.7413 NPC471264
Intermediate Similarity 0.7413 NPC471265
Intermediate Similarity 0.741 NPC473322
Intermediate Similarity 0.7379 NPC269398
Intermediate Similarity 0.7379 NPC263493
Intermediate Similarity 0.7375 NPC317362
Intermediate Similarity 0.7375 NPC326407
Intermediate Similarity 0.7375 NPC318930
Intermediate Similarity 0.7375 NPC317725
Intermediate Similarity 0.7353 NPC252878
Intermediate Similarity 0.7351 NPC286551
Intermediate Similarity 0.7305 NPC130309
Intermediate Similarity 0.7299 NPC46427
Intermediate Similarity 0.7293 NPC14672
Intermediate Similarity 0.7293 NPC285926
Intermediate Similarity 0.7293 NPC315276
Intermediate Similarity 0.7293 NPC239357
Intermediate Similarity 0.7292 NPC127741
Intermediate Similarity 0.7279 NPC71684
Intermediate Similarity 0.7267 NPC283783
Intermediate Similarity 0.7248 NPC329761
Intermediate Similarity 0.7248 NPC145113
Intermediate Similarity 0.7248 NPC225648
Intermediate Similarity 0.7241 NPC178662
Intermediate Similarity 0.7241 NPC92784
Intermediate Similarity 0.7241 NPC98424
Intermediate Similarity 0.7241 NPC476133
Intermediate Similarity 0.7241 NPC470884
Intermediate Similarity 0.723 NPC209509
Intermediate Similarity 0.7211 NPC161069
Intermediate Similarity 0.7197 NPC276949
Intermediate Similarity 0.7197 NPC35850
Intermediate Similarity 0.7194 NPC101719
Intermediate Similarity 0.7183 NPC255447
Intermediate Similarity 0.7162 NPC315283
Intermediate Similarity 0.7162 NPC314388
Intermediate Similarity 0.7143 NPC33742
Intermediate Similarity 0.7133 NPC246079
Intermediate Similarity 0.7122 NPC22746
Intermediate Similarity 0.7122 NPC222466
Intermediate Similarity 0.7114 NPC5620
Intermediate Similarity 0.7114 NPC315266
Intermediate Similarity 0.7114 NPC313867
Intermediate Similarity 0.7114 NPC316008
Intermediate Similarity 0.7092 NPC319766
Intermediate Similarity 0.7083 NPC287401
Intermediate Similarity 0.7075 NPC476259
Intermediate Similarity 0.7067 NPC314358
Intermediate Similarity 0.7055 NPC68865
Intermediate Similarity 0.7047 NPC476978
Intermediate Similarity 0.7034 NPC248283
Intermediate Similarity 0.7027 NPC168113
Intermediate Similarity 0.702 NPC311658
Intermediate Similarity 0.702 NPC138775
Intermediate Similarity 0.7007 NPC132636
Remote Similarity 0.6993 NPC200589
Remote Similarity 0.698 NPC139326
Remote Similarity 0.698 NPC197682
Remote Similarity 0.698 NPC176226
Remote Similarity 0.6959 NPC163392
Remote Similarity 0.6959 NPC239762
Remote Similarity 0.6957 NPC302169
Remote Similarity 0.6948 NPC162104
Remote Similarity 0.6933 NPC52748
Remote Similarity 0.6929 NPC175726
Remote Similarity 0.6929 NPC474082
Remote Similarity 0.6928 NPC2501
Remote Similarity 0.6928 NPC129666
Remote Similarity 0.6923 NPC111428
Remote Similarity 0.6923 NPC469666
Remote Similarity 0.6913 NPC469427
Remote Similarity 0.6913 NPC469426
Remote Similarity 0.6885 NPC258627
Remote Similarity 0.6863 NPC240848
Remote Similarity 0.6842 NPC262077
Remote Similarity 0.6842 NPC81026
Remote Similarity 0.6842 NPC4910
Remote Similarity 0.6835 NPC323336
Remote Similarity 0.6835 NPC326349
Remote Similarity 0.68 NPC476989
Remote Similarity 0.6797 NPC16188
Remote Similarity 0.6795 NPC122590
Remote Similarity 0.6794 NPC327481
Remote Similarity 0.6791 NPC475013
Remote Similarity 0.6779 NPC313694
Remote Similarity 0.6779 NPC242159
Remote Similarity 0.6776 NPC266741
Remote Similarity 0.6774 NPC475168
Remote Similarity 0.6774 NPC7817
Remote Similarity 0.6763 NPC329961
Remote Similarity 0.6763 NPC122427
Remote Similarity 0.6753 NPC471821
Remote Similarity 0.6753 NPC471820
Remote Similarity 0.6744 NPC329731
Remote Similarity 0.6741 NPC474584
Remote Similarity 0.6739 NPC254088
Remote Similarity 0.6731 NPC233702
Remote Similarity 0.6721 NPC325441
Remote Similarity 0.6719 NPC12730
Remote Similarity 0.6709 NPC469903
Remote Similarity 0.6691 NPC476048
Remote Similarity 0.6689 NPC141050
Remote Similarity 0.6688 NPC261934
Remote Similarity 0.6688 NPC135121
Remote Similarity 0.6688 NPC262166
Remote Similarity 0.6688 NPC5194
Remote Similarity 0.6686 NPC153554
Remote Similarity 0.6667 NPC130898
Remote Similarity 0.6667 NPC329011
Remote Similarity 0.6667 NPC474973
Remote Similarity 0.6667 NPC477217
Remote Similarity 0.6667 NPC474804
Remote Similarity 0.6667 NPC201244
Remote Similarity 0.6646 NPC470902
Remote Similarity 0.6645 NPC77905
Remote Similarity 0.6641 NPC322598
Remote Similarity 0.6626 NPC63931
Remote Similarity 0.6626 NPC472923
Remote Similarity 0.6625 NPC297145
Remote Similarity 0.6625 NPC197743
Remote Similarity 0.6623 NPC307357
Remote Similarity 0.6623 NPC268841
Remote Similarity 0.6623 NPC46098
Remote Similarity 0.661 NPC184933
Remote Similarity 0.661 NPC59827
Remote Similarity 0.6604 NPC473580
Remote Similarity 0.6594 NPC197470
Remote Similarity 0.6593 NPC319579
Remote Similarity 0.6591 NPC165538
Remote Similarity 0.6591 NPC143516
Remote Similarity 0.6585 NPC61004
Remote Similarity 0.6582 NPC56685
Remote Similarity 0.6582 NPC202198
Remote Similarity 0.6565 NPC164859
Remote Similarity 0.6561 NPC473491
Remote Similarity 0.6552 NPC477937
Remote Similarity 0.6543 NPC469902
Remote Similarity 0.6541 NPC39431
Remote Similarity 0.6534 NPC477526
Remote Similarity 0.6522 NPC324850
Remote Similarity 0.65 NPC476268
Remote Similarity 0.65 NPC477527
Remote Similarity 0.65 NPC169328
Remote Similarity 0.6484 NPC25565
Remote Similarity 0.6483 NPC474847
Remote Similarity 0.6483 NPC47667
Remote Similarity 0.6479 NPC476183
Remote Similarity 0.6478 NPC473341
Remote Similarity 0.6467 NPC475204
Remote Similarity 0.6467 NPC475123
Remote Similarity 0.6466 NPC476198
Remote Similarity 0.6466 NPC67043
Remote Similarity 0.6456 NPC324081
Remote Similarity 0.6454 NPC314992
Remote Similarity 0.6454 NPC237420
Remote Similarity 0.6454 NPC310467
Remote Similarity 0.6454 NPC220698
Remote Similarity 0.6443 NPC325479
Remote Similarity 0.6442 NPC475544
Remote Similarity 0.6442 NPC469243
Remote Similarity 0.6434 NPC476184
Remote Similarity 0.6434 NPC475439
Remote Similarity 0.6434 NPC473501
Remote Similarity 0.6434 NPC476281
Remote Similarity 0.6429 NPC2265
Remote Similarity 0.6416 NPC161143
Remote Similarity 0.6415 NPC300443
Remote Similarity 0.6398 NPC244509
Remote Similarity 0.6392 NPC254798
Remote Similarity 0.6391 NPC137627
Remote Similarity 0.6377 NPC273814
Remote Similarity 0.637 NPC4974
Remote Similarity 0.6364 NPC27833
Remote Similarity 0.6364 NPC318154
Remote Similarity 0.6358 NPC477637
Remote Similarity 0.6357 NPC3371
Remote Similarity 0.6357 NPC235421
Remote Similarity 0.6353 NPC26108
Remote Similarity 0.6349 NPC172128
Remote Similarity 0.6345 NPC476278
Remote Similarity 0.6343 NPC473418
Remote Similarity 0.6343 NPC96016
Remote Similarity 0.6341 NPC469901

Drug Structure

External Identifiers

TTD  
DrugBank   DB09323
ChEMBL   CHEMBL3182097
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI   51352
CAS Number  1538-09-6

Drug Properties

Molecular Weight  334.10
ALogP  0.0813
MLogP  2.45
XLogP  2.874
HDA  6
HBD  2
Rotatable Bonds  8
TPSA  115.5
RO5 Violation  0