Index Ligand Name Ligand ID Canonical SMILES #Protein-Ligand Complex(es) 1 (1S,5R)-2-{[4-(methylamino)butyl]carbamoyl}-7-oxo-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid COVPDB196 CNCCCCNC(=O)N1CC[C@@H]2[C@H]1C(=O)N2S(O)(=O)=O 1 2 (1S,5R)-2-{[(4R)-azepan-4-yl]carbamoyl}-7-oxo-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid COVPDB1510 OS(=O)(=O)N1[C@@H]2CCN([C@@H]2C1=O)C(=O)N[C@@H]1CCCNCC1 1 3 (1S,5R)-2-{[(4S)-1-(2-aminoethyl)azepan-4-yl]carbamoyl}-7-oxo-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid COVPDB1294 NCCN1CCC[C@@H](CC1)NC(=O)N1CC[C@@H]2[C@H]1C(=O)N2S(O)(=O)=O 1 4 (1S,5R)-2-{[(4S)-azepan-4-yl]carbamoyl}-7-oxo-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid COVPDB1509 OS(=O)(=O)N1[C@@H]2CCN([C@@H]2C1=O)C(=O)N[C@H]1CCCNCC1 1 5 2-[(E)-[1-(2-Amino-1,3-thiazol-4-yl)-2-[[(2S,3S)-2-[[3-(1,5-dihydroxy-4-oxopyridin-2-yl)-1,2-oxazole-5-carbonyl]oxymethyl]-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid COVPDB48 CC(C)(O\N=C(\C(=O)N[C@H]1[C@@H](COC(=O)c2cc(no2)-c2cc(=O)c(O)cn2[O-])N(C1=O)S(O)(=O)=O)c1csc(N)n1)C(O)=O 1 6 (2S,5R,6R)-6-[(6S)-6-(2-aminoacetamido)-6-carboxyhexanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid COVPDB901 CC1(C)S[C@@H]2[C@H](NC(=O)CCCC[C@H](NC(=O)CN)C(O)=O)C(=O)N2[C@H]1C(O)=O 1 7 (2S,5R,6R)-6-[(6S)-6-amino-6-carboxyhexanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid COVPDB907 CC1(C)S[C@@H]2[C@H](NC(=O)CCCC[C@H](N)C(O)=O)C(=O)N2[C@H]1C([O-])=O 1 8 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoic acid COVPDB1221 CC(C)(O\N=C(/C(=O)N[C@H]1[C@@H](CNC(=O)NCc2cc(=O)c(O)cn2[O-])N(C1=O)S(O)(=O)=O)c1csc(N)n1)C(O)=O 1 9 3,3-dimethyl-7-oxo-6-[2-(2-oxo-imidazolidin-1-ylamino)-2-phenyl-acetylamino]-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid COVPDB805 CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](NN3CCNC3=O)c3ccccc3)C(=O)N2[C@@H]1C(O)=O 1 10 (3S,4R)-1-TOSYL-3-ETHYL-AZETIDIN-2-ONE-4-CARBOXYLIC ACID COVPDB127 CC[C@H]1[C@@H](N(C1=O)S(=O)(=O)c1ccc(C)cc1)C(O)=O 1 11 (5R)-(6Z)-6-(5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazin-2-ylmethylene)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-3-carboxylic acid COVPDB1458 OC(=O)C1=CN2[C@H](S1)\C(=C/c1cn3CCOCc3n1)C2=O 2 12 (5S,6R)-6-acetyl-3-({[(aminomethyl)amino]methyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid COVPDB202 CC(=O)[C@H]1[C@@H]2CC(SCNCN)=C(N2C1=O)C(O)=O 1 13 6-[2-(4-ethyl-2,3-dioxo-piperazin-1-ylamino)-2-phenyl-acetylamino]-3,3,-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid COVPDB646 CCN1CCN(N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)c2ccccc2)C(=O)C1=O 1 14 6alpha-(hydroxymethyl)penicillanic acid COVPDB497 [O-]C(=O)[C@H]1C(C)(C)S[C@@H](N12)[C@H](C2=O)CO 1 15 6ALPHA-(HYDROXYPROPYL)PENICILLANATE COVPDB500 CC(C)(O)[C@@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O 1 16 6-aminopenicillian COVPDB1461 CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O 1 17 6beta-(1-hydroxy-1-methylethyl) penicillanic acid COVPDB915 CC(C)(O)[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O 1 18 6-beta-Iodopenicillanate COVPDB564 CC1(C)S[C@@H]2[C@H](I)C(=O)N2[C@H]1C(O)=O 2 19 (6R,7R)-3-[(3S)-3-[(4R)-4-carboxy-4-acetamidobutanamido]-3-{[(1R)-1-{[(1R)-1-carboxyethyl]carbamoyl}ethyl]carbamoyl}propyl]-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid COVPDB633 C[C@@H](NC(=O)[C@@H](C)NC(=O)[C@H](CCC1=C(N2[C@H](SC1)[C@H](NC(=O)Cc1ccccc1)C2=O)C(O)=O)NC(=O)CC[C@@H](NC(C)=O)C(O)=O)C(O)=O 1 20 (6R,7R)-3-[(acetyloxy)methyl]-7-[(6S)-6-amino-6-carboxyhexanamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid COVPDB906 CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CCCC[C@H](N)C(O)=O)C2=O)C(O)=O 1 21 (6R,7R)-3-[(ACETYLOXY)METHYL]-7-{[(6S)-6-(GLYCYLAMINO)-7-OXIDO-7-OXOHEPTANOYL]AMINO}-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCTANE-2-CARBOXYLATE COVPDB886 CC(=O)OC[C@H]1CS[C@@H]2[C@H](NC(=O)CCCC[C@H](NC(=O)CN)C(O)=O)C(=O)N2[C@@H]1C(O)=O 1 22 (8R,9R)-10(S)-[1(R)-Hydroxyethyl]-4(R)-butoxy-11-oxo-1-azatricyclo[7.2.0 .03,8]undec-2-enecarboxylic acid COVPDB1067 CCCCO[C@@H]1CCC[C@H]2[C@H]3[C@@H](CC)C(=O)N3C(C(O)=O)=C12 1 23 (8S,9R)-10(E)-Ethylidene-4(S)-methoxy-11-oxo-1-azatricyclo[7.2.0.03,8]undec -2-enecarboxylic acid COVPDB1068 CO[C@@H]1CCC[C@H]2[C@@H]3N(C(=O)\C3=C\C)C(C(O)=O)=C12 1 24 Amoxicillin COVPDB516 CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C(=O)N2[C@H]1C(O)=O 3 25 AMPICILLIN COVPDB493 CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(O)=O 8 26 ATMO-penicillin COVPDB1219 CO\N=C(/C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O)c1csc(N)n1 1 27 AZLOCILLIN COVPDB254 CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](NC(=O)N3CCNC3=O)c3ccccc3)C(=O)N2[C@H]1C(O)=O 1 28 Aztreonam COVPDB520 C[C@H]1[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\c2csc(N)n2)C(=O)N1S(O)(=O)=O 6 29 BAL30072 COVPDB155 CC1(C)[C@H](NC(=O)C(=N/OCc2cc(=O)c(O)cn2[O-])\c2csc(N)n2)C(=O)N1OS(O)(=O)=O 1 30 biapenem COVPDB1517 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(SC3CN4C=NC=[N+]4C3)=C(N2C1=O)C(O)=O 1 31 BIAPENEM COVPDB251 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(S[C@H]3Cn4cnc[n+]4C3)=C(N2C1=O)C(O)=O 2 32 BMS-262084 COVPDB66 CC(C)(C)NC(=O)N1CCN(CC1)C(=O)N1[C@@H]([C@@H](CCCNC(N)=N)C1=O)C(O)=O 1 33 BRL42715 COVPDB787 Cn1cc(\C=C2\[C@H]3SC=C(N3C2=O)C(O)=O)nn1 1 34 Carbapenem T206 COVPDB303 CCCOC(=O)CSC1=C(N2[C@@H]([C@@H]([C@@H](C)O)C2=O)[C@H]1C)C(O)=O 2 35 carbapenem T208 COVPDB1366 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(SCC(=O)OC3CCCCC3)=C(N2C1=O)C(O)=O 1 36 Carbapenem T210 COVPDB304 CSC1=C(N2[C@@H]([C@@H]([C@@H](C)O)C2=O)[C@H]1C)C(O)=O 1 37 Carbapenem T224 COVPDB323 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(Sc3c[nH]c4ccccc34)=C(N2C1=O)C(O)=O 1 38 carbenicillin COVPDB626 CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](C(O)=O)c3ccccc3)C(=O)N2[C@H]1C(O)=O 3 39 CBAP COVPDB576 CC1(C)S[C@@H]2[C@H](NC(=O)c3ccccc3-c3ccccc3C(O)=O)C(=O)N2[C@H]1C(O)=O 1 40 Cefamandole COVPDB1462 Cn1nnnc1SCC1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](O)c1ccccc1)C2=O)C(O)=O 1 41 cefapirin COVPDB640 CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CSc1ccncc1)C2=O)C(O)=O 1 42 cefixime COVPDB1158 Nc1nc(cs1)C(=N\OCC(O)=O)\C(=O)N[C@H]1[C@H]2SCC(C=C)=C(N2C1=O)C(O)=O 1 43 CEFOPERAZONE COVPDB253 CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SCC(CSc4nnnn4C)=C(N3C2=O)C(O)=O)c2ccc(O)cc2)C(=O)C1=O 1 44 cefotaxime COVPDB632 CO\N=C(\C(=O)N[C@H]1[C@H]2SCC(COC(C)=O)=C(N2C1=O)C(O)=O)c1csc(N)n1 21 45 cefoxitin COVPDB85 CO[C@]1(NC(=O)Cc2cccs2)[C@H]2SCC(COC(N)=O)=C(N2C1=O)C(O)=O 6 46 Ceftaroline COVPDB491 CCO\N=C(/C(=O)N[C@H]1[C@H]2SCC(Sc3nc(cs3)-c3cc[n+](C)cc3)=C(N2C1=O)C(O)=O)c1nsc(N)n1 3 47 ceftazidime COVPDB624 CC(C)(O\N=C(/C(=O)N[C@H]1[C@H]2SCC(C[n+]3ccccc3)=C(N2C1=O)C(O)=O)c1csc(N)n1)C(O)=O 9 48 Ceftriaxone COVPDB821 Nc1nc(cs1)/C(=N/OC)C(=O)N[C@H](C2=O)[C@H](N23)SCC(=C3C([O-])=O)CSc4nc(=O)c(=O)[n-]n4C 3 49 Cefuroxime COVPDB635 CO\N=C(\C(=O)N[C@H]1[C@H]2SCC(COC(N)=O)=C(N2C1=O)C(O)=O)c1ccco1 3 50 CENTA COVPDB293 O=[N+]([O-])c1ccc(cc1C(=O)[O-])SCC(CS2)=C(C(=O)[O-])N([C@H]23)C(=O)[C@H]3NC(=O)Cc4cccs4 2 51 cephaloridine COVPDB631 OC(=O)C1=C(C[n+]2ccccc2)CS[C@@H]2[C@H](NC(=O)Cc3cccs3)C(=O)N12 7 52 cephalosporin C COVPDB32 CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CCC[C@@H](N)C(O)=O)C2=O)C(O)=O 1 53 Cephalotin COVPDB435 CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)Cc1cccs1)C2=O)C(O)=O 9 54 CLAVULANATE COVPDB634 OC\C=C1/O[C@@H]2CC(=O)N2[C@H]1C(O)=O 11 55 cloxacillin COVPDB664 Cc1onc(c1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O)-c1ccccc1Cl 3 56 DCM-1-10 COVPDB84 CC(=O)OCC1=C(N2[C@@H](\C(=C/C(=O)OC(C)(C)C)C2=O)S(=O)(=O)C1)C(O)=O 1 57 dicloxacillin COVPDB727 Cc1onc(c1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O)-c1c(Cl)cccc1Cl 1 58 doripenem COVPDB230 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(S[C@@H]3CN[C@H](CNS(N)(=O)=O)C3)=C(N2C1=O)C(O)=O 10 59 DVR-II-41S COVPDB717 NC(=O)\C=C\C1=C(N2[C@@H](\C(=C/c3ccccn3)C2=O)S(=O)(=O)C1)C(O)=O 1 60 Ertapenem COVPDB89 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(S[C@@H]3CN[C@@H](C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N2C1=O)C(O)=O 6 61 Faropenem COVPDB268 C[C@@H](O)[C@@H]1[C@H]2SC([C@H]3CCCO3)=C(N2C1=O)C(O)=O 6 62 FLOMOX COVPDB820 Nc1nc(cs1)/C(=C/CC)C(=O)N[C@H](C2=O)[C@H](N23)SCC(COC(=O)N)=C3C(=O)OCOC(=O)C(C)(C)C 1 63 Imipenem COVPDB942 C[C@@H](O)[C@@H]1[C@H]2CC(SCCNC=N)=C(N2C1=O)C(O)=O 23 64 JM102 COVPDB225 CCC1(CC)C(=O)N(C1=O)c2ccc(C)nc2 1 65 LN-1-255 COVPDB1070 C[C@]1(COC(=O)Cc2ccc(O)c(O)c2)[C@@H](N2[C@@H](\C(=C/c3ccccn3)C2=O)S1(=O)=O)C(O)=O 1 66 LORACARBEF COVPDB1073 N[C@@H](C(=O)N[C@H]1[C@H]2CCC(Cl)=C(N2C1=O)C(O)=O)c1ccccc1 1 67 MC-1 COVPDB1412 CC(C)(O\N=C(/C(=O)N[C@H]1CN(C(=O)NS(=O)(=O)n2nc(-c3cc(=O)c(O)c[nH]3)n(C[C@@H](O)CO)c2=O)C1=O)c1csc(N)n1)C(O)=O 1 68 Mecillinam COVPDB693 CC1(C)S[C@@H]2[C@H](\N=C\N3CCCCCC3)C(=O)N2[C@H]1C(O)=O 1 69 meropenem COVPDB724 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)=C(N2C1=O)C(O)=O 19 70 Methicillin COVPDB352 COc1cccc(OC)c1C(=O)N[C@H](C2=O)[C@H](N23)SC(C)(C)[C@@H]3C([O-])=O 1 71 monobactam L29 COVPDB1050 c1ccccc1OC(=O)N2[C@H](CC2=O)c3ccccc3 2 72 monobactam L61 COVPDB1047 CC(C)COC(=O)N1[C@H](CC1=O)c2ccccc2 1 73 monobactam L62 COVPDB1048 C1CCCC1OC(=O)N2[C@H](CC2=O)c3ccccc3 1 74 Moxalactam COVPDB191 CO[C@]1(NC(=O)[C@@H](C(O)=O)c2ccc(O)cc2)[C@H]2OCC(CSc3nnnn3C)=C(N2C1=O)C(O)=O 4 75 MPC-1 COVPDB1245 CC1(C)S[C@@H]2[C@@H]([C@H](O)CCc3cccs3)C(=O)N2[C@H]1C(O)=O 1 76 MXG COVPDB1115 C[C@H](NC(C)=O)C(=O)N[C@H](CCC(=O)N[C@@H](CCCCN)C(=O)N[C@H]1[C@H]2SCC(OC(C)=O)=C(N2C1=O)C(O)=O)C(O)=O 1 77 Nafcillin COVPDB1142 CCOc1ccc2ccccc2c1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O 3 78 N-Benzylcarbamoyl-4-phenylsulfonylazetidin-2-one COVPDB971 c1ccccc1CNC(=O)N2[C@H](CC2=O)S(=O)(=O)c3ccccc3 1 79 N-Formyl 7-Aminocephalosporanic Acid COVPDB153 CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC=O)C2=O)C(O)=O 1 80 NITROCEFIN COVPDB1139 OC(=O)C1=C(CS[C@@H]2[C@H](NC(=O)Cc3cccs3)C(=O)N12)\C=C\c1ccc(cc1[N+]([O-])=O)[N+]([O-])=O 2 81 Oxacillin COVPDB90 Cc1onc(c1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O)-c1ccccc1 4 82 panipenem COVPDB733 C[C@@H](O)[C@@H]1[C@H]2CC(S[C@H]3CCN(C3)C(C)=N)=C(N2C1=O)C(O)=O 1 83 penem 1 COVPDB68 OC(=O)C1=CS[C@H]2N1C(=O)\C2=C\c1cc2CSCn2n1 1 84 PENICILLIN G COVPDB1232 CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(O)=O 10 85 penicillin V COVPDB176 CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C(O)=O 2 86 piperacillin COVPDB994 CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)c2ccccc2)C(=O)C1=O 4 87 PSR3-226 COVPDB1324 C[C@@]1([C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O)C(=O)OCC(N)=O 1 88 PSR-3-283A COVPDB188 CC1(C)[C@@H](N2[C@@H]([C@H](CO)C2=O)S1(=O)=O)C(O)=O 1 89 PSR-4-157 COVPDB126 C[C@]1(COC(=O)CCCCC(O)=O)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O 1 90 Ruthenocenyl-7-Aminocephalosporanic Acid COVPDB1382 [Ru]123456789[C]%10[C]1[C]2[C]3[C]4%10.CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CCC(=O)C51[C]6[C]7[C]8[C]91)C2=O)C(O)=O 1 91 Ruthenocenyl-7-Aminodesacetoxycephalosporanic Acid COVPDB396 [Ru]123456789C%10(C(CCC(N[C@H]%11[C@@H]%12N(C(=C(CS%12)C)C(O)=O)C%11=O)=O)=O)[C]1[C]2[C]3[C]4%10.[C]51[C]6[C]7[C]8[C]91 1 92 SA1-204 COVPDB67 C[C@]1(COC(=O)Cc2ccccc2)[C@@H](N2[C@@H](\C(=C/c3ccccn3)C2=O)S1(=O)=O)C(O)=O 1 93 SA2-13 COVPDB1298 C[C@]1(COC(=O)CCCC(O)=O)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O 4 94 SA3-53 COVPDB1114 C[C@]1(COC(=O)NCCN)[C@@H](N2[C@@H](\C(=C/c3ccccn3)C2=O)S1(=O)=O)C(O)=O 2 95 SA4-17 COVPDB1113 C[C@]1(COC(N)=O)[C@@H](N2[C@@H](\C(=C/c3cc(ccn3)C(N)=O)C2=O)S1(=O)=O)C(O)=O 1 96 SA4-44 COVPDB1116 COC(=O)Nc1ccnc(\C=C2/[C@@H]3N([C@@H](C(O)=O)C(C)(C)S3(=O)=O)C2=O)c1 1 97 SULBACTAM COVPDB1398 CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O 4 98 TAZOBACTAM COVPDB1377 O=C(C1)N([C@@H]12)[C@@H](C([O-])=O)[C@](S2(=O)=O)(C)Cn3ccnn3 6 99 Tebipenem COVPDB1383 CC(C)(C)C(=O)OCOC(=O)C1=C([C@H](C)[C@@H](N12)[C@H](C2=O)[C@@H](C)O)SC3CN(C3)C4=NCCS4 1 100 temocillin COVPDB1388 CO[C@]1(NC(=O)C(C(O)=O)C2=CSC=C2)[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O 2 101 ticarcillin COVPDB1471 CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](C(O)=O)c3ccsc3)C(=O)N2[C@H]1C(O)=O 1 102 WAY185229 COVPDB1457 OC(=O)C1=CS[C@H]2N1C(=O)\C2=C\c1cn2c3CCCc3sc2n1 2