Drug Information

Drug ID:  NPD2852
Drug Name:  Cefamandole
Molecular Formula:  C18H18N6O5S2
Canonical SMILES:  O[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)O)c1ccccc1
Standard InCHI:  InChI=1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1
Standard InCHIKey:  OLVCFLKTBJRLHI-AXAPSJFSSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD2852

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 0.7529 NPC13470
Intermediate Similarity 0.7198 NPC315388
Intermediate Similarity 0.7076 NPC468984
Remote Similarity 0.6897 NPC471680
Remote Similarity 0.6684 NPC317362
Remote Similarity 0.6684 NPC318930
Remote Similarity 0.6629 NPC128237
Remote Similarity 0.6629 NPC83790
Remote Similarity 0.6616 NPC329961
Remote Similarity 0.6616 NPC122427
Remote Similarity 0.6597 NPC317725
Remote Similarity 0.6597 NPC326407
Remote Similarity 0.6587 NPC478005
Remote Similarity 0.6578 NPC63931
Remote Similarity 0.6552 NPC127741
Remote Similarity 0.65 NPC105717
Remote Similarity 0.6474 NPC280022
Remote Similarity 0.6468 NPC165538
Remote Similarity 0.6462 NPC153554
Remote Similarity 0.6425 NPC322878
Remote Similarity 0.6398 NPC14877
Remote Similarity 0.6398 NPC145178
Remote Similarity 0.6398 NPC475350
Remote Similarity 0.6395 NPC300315
Remote Similarity 0.6385 NPC251036
Remote Similarity 0.6373 NPC248670
Remote Similarity 0.6359 NPC286551
Remote Similarity 0.6354 NPC135121
Remote Similarity 0.6354 NPC311658
Remote Similarity 0.634 NPC26108
Remote Similarity 0.6337 NPC469666
Remote Similarity 0.6333 NPC315266
Remote Similarity 0.6333 NPC477217
Remote Similarity 0.6333 NPC201244
Remote Similarity 0.6324 NPC477632
Remote Similarity 0.6324 NPC477638
Remote Similarity 0.6316 NPC143325
Remote Similarity 0.6292 NPC476259
Remote Similarity 0.629 NPC476268
Remote Similarity 0.6284 NPC283783
Remote Similarity 0.6272 NPC252878
Remote Similarity 0.627 NPC122590
Remote Similarity 0.6269 NPC94862
Remote Similarity 0.6269 NPC329731
Remote Similarity 0.6269 NPC4910
Remote Similarity 0.6256 NPC478007
Remote Similarity 0.6256 NPC471165
Remote Similarity 0.6256 NPC477526
Remote Similarity 0.625 NPC475168
Remote Similarity 0.625 NPC7817
Remote Similarity 0.625 NPC473491
Remote Similarity 0.6244 NPC59827
Remote Similarity 0.6244 NPC184933
Remote Similarity 0.6243 NPC209509
Remote Similarity 0.6237 NPC89831
Remote Similarity 0.6236 NPC89489
Remote Similarity 0.6235 NPC46427
Remote Similarity 0.6222 NPC161069
Remote Similarity 0.6213 NPC202521
Remote Similarity 0.6209 NPC262077
Remote Similarity 0.6199 NPC478008
Remote Similarity 0.6196 NPC2501
Remote Similarity 0.6188 NPC52748
Remote Similarity 0.618 NPC68865
Remote Similarity 0.618 NPC471265
Remote Similarity 0.618 NPC471264
Remote Similarity 0.6178 NPC471051
Remote Similarity 0.6178 NPC471052
Remote Similarity 0.6178 NPC471053
Remote Similarity 0.6173 NPC477462
Remote Similarity 0.6167 NPC476989
Remote Similarity 0.6167 NPC168113
Remote Similarity 0.6167 NPC269398
Remote Similarity 0.6167 NPC263493
Remote Similarity 0.6162 NPC97526
Remote Similarity 0.6162 NPC119652
Remote Similarity 0.6158 NPC475544
Remote Similarity 0.6158 NPC469243
Remote Similarity 0.6154 NPC476990
Remote Similarity 0.6154 NPC266741
Remote Similarity 0.6154 NPC477527
Remote Similarity 0.615 NPC470902
Remote Similarity 0.6146 NPC477631
Remote Similarity 0.614 NPC6975
Remote Similarity 0.6138 NPC323336
Remote Similarity 0.6138 NPC326349
Remote Similarity 0.6136 NPC246079
Remote Similarity 0.6133 NPC176226
Remote Similarity 0.6133 NPC197682
Remote Similarity 0.6127 NPC477636
Remote Similarity 0.6127 NPC60516
Remote Similarity 0.6122 NPC273755
Remote Similarity 0.6122 NPC137627
Remote Similarity 0.612 NPC314358
Remote Similarity 0.612 NPC81026
Remote Similarity 0.6119 NPC471050
Remote Similarity 0.6119 NPC471049
Remote Similarity 0.6119 NPC471048
Remote Similarity 0.6117 NPC473580
Remote Similarity 0.6105 NPC62104
Remote Similarity 0.6105 NPC1390
Remote Similarity 0.6103 NPC475123
Remote Similarity 0.6103 NPC475204
Remote Similarity 0.61 NPC477637
Remote Similarity 0.6099 NPC314388
Remote Similarity 0.6099 NPC315283
Remote Similarity 0.6096 NPC262166
Remote Similarity 0.6091 NPC473354
Remote Similarity 0.6087 NPC225648
Remote Similarity 0.6087 NPC329761
Remote Similarity 0.6087 NPC16188
Remote Similarity 0.6087 NPC138775
Remote Similarity 0.6087 NPC145113
Remote Similarity 0.6082 NPC63040
Remote Similarity 0.6078 NPC102959
Remote Similarity 0.607 NPC161143
Remote Similarity 0.6066 NPC313867
Remote Similarity 0.6066 NPC316008
Remote Similarity 0.6062 NPC5719
Remote Similarity 0.6062 NPC22883
Remote Similarity 0.6062 NPC217804
Remote Similarity 0.6062 NPC223207
Remote Similarity 0.6062 NPC210377
Remote Similarity 0.6061 NPC50016
Remote Similarity 0.6058 NPC329295
Remote Similarity 0.6056 NPC313694
Remote Similarity 0.6056 NPC92784
Remote Similarity 0.6056 NPC476133
Remote Similarity 0.6056 NPC132636
Remote Similarity 0.6056 NPC242159
Remote Similarity 0.6056 NPC470884
Remote Similarity 0.6056 NPC98424
Remote Similarity 0.6056 NPC178662
Remote Similarity 0.6047 NPC474082
Remote Similarity 0.6047 NPC175726
Remote Similarity 0.6045 NPC325479
Remote Similarity 0.6043 NPC233702
Remote Similarity 0.6043 NPC162104
Remote Similarity 0.604 NPC294951
Remote Similarity 0.6039 NPC302715
Remote Similarity 0.6031 NPC290755
Remote Similarity 0.6031 NPC304074
Remote Similarity 0.6031 NPC15068
Remote Similarity 0.6031 NPC471771
Remote Similarity 0.6022 NPC163392
Remote Similarity 0.6022 NPC239762
Remote Similarity 0.6021 NPC244336
Remote Similarity 0.602 NPC40234
Remote Similarity 0.602 NPC476321
Remote Similarity 0.602 NPC274198
Remote Similarity 0.602 NPC198254
Remote Similarity 0.602 NPC276506
Remote Similarity 0.6012 NPC470544
Remote Similarity 0.6011 NPC287401
Remote Similarity 0.6011 NPC476978
Remote Similarity 0.601 NPC279871
Remote Similarity 0.601 NPC96016
Remote Similarity 0.601 NPC17698
Remote Similarity 0.6009 NPC75498
Remote Similarity 0.6 NPC209463
Remote Similarity 0.6 NPC294516
Remote Similarity 0.6 NPC302597
Remote Similarity 0.6 NPC319766
Remote Similarity 0.6 NPC107938
Remote Similarity 0.6 NPC45037
Remote Similarity 0.599 NPC114806
Remote Similarity 0.599 NPC471526
Remote Similarity 0.5989 NPC130309
Remote Similarity 0.5981 NPC477639
Remote Similarity 0.5979 NPC472923
Remote Similarity 0.5979 NPC189116
Remote Similarity 0.5979 NPC39431
Remote Similarity 0.5978 NPC5620
Remote Similarity 0.5977 NPC474479
Remote Similarity 0.5976 NPC470545
Remote Similarity 0.5971 NPC163961
Remote Similarity 0.5971 NPC471196
Remote Similarity 0.5971 NPC473305
Remote Similarity 0.5971 NPC471195
Remote Similarity 0.5969 NPC197743
Remote Similarity 0.5969 NPC324850
Remote Similarity 0.5969 NPC186617
Remote Similarity 0.5969 NPC297145
Remote Similarity 0.5968 NPC471820
Remote Similarity 0.5968 NPC471821
Remote Similarity 0.5967 NPC77992
Remote Similarity 0.5966 NPC473322
Remote Similarity 0.5965 NPC476183
Remote Similarity 0.596 NPC475532
Remote Similarity 0.5959 NPC73655
Remote Similarity 0.5951 NPC96275
Remote Similarity 0.5949 NPC61004
Remote Similarity 0.5947 NPC244509
Remote Similarity 0.5941 NPC473404
Remote Similarity 0.5941 NPC470546
Remote Similarity 0.5939 NPC473693
Remote Similarity 0.5939 NPC471568
Remote Similarity 0.5938 NPC24617
Remote Similarity 0.5934 NPC46098
Remote Similarity 0.5934 NPC307357

Drug Structure

External Identifiers

TTD   DAP000448
DrugBank   DB01326
ChEMBL   CHEMBL1146
IUPHAR/BPS  
PharmaGKB   PA448837
KEGG Drug   D02344
PubChem CID   456255
ChEBI   3480
CAS Number  34444-01-4

Drug Properties

Molecular Weight  462.08
ALogP  -0.4532
MLogP  2.01
XLogP  0.942
HDA  11
HBD  3
Rotatable Bonds  11
TPSA  204.63
RO5 Violation  1