CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04918_p0_t0 (5267)

Formula C₂₀H₂₂N₈O₆S₂

MW 534.56

InChIKey VOAZJEPQLGBXGO-OFHJXSCGNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 62

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 14

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -1.1

logP -0.2655

PSA 256.98

MR 139.112

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -47.22704

PM7_Total_Energy_ev -6364.42297

PM7_Electronic_Energy_ev -56119.63823

PM7_Dipole_Debye 4.98392

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.998

PM7_LUMO_Energy_ev -1.218

PM7_COSMO_Area_square_ang 477.29

PM7_COSMO_Volue_cubic_ang 575.87

PM7_Electron_Affinity_ev 1.218

PM7_Ionization_Energy_ev 8.998

PM7_Energy_Gap_ev 7.78

PM7_Global_Hardness_ev 3.89

PM7_Global_Softness_ev 0.2570694087403599

PM7_Chemical_Potential_ev -5.108

PM7_Electronigativity_ev 5.108

PM7_Back_Donation_Energy_ev -0.9725

PM7_Electrophilicity_ev 3.3536843187660668

OPENEYE_Name (6~{R},7~{R})-7-[[(2~{Z})-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-hydroxyimino-acetyl]amino]-8-oxo-3-[(~{E})-[2-oxo-1-[(3~{R})-pyrrolidin-3-yl]pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1(nc(sn1)N)C(=NO)C(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)C=C4C(=O)N(CC4)C5CCNC5

Canonical_SMILES O/N=C(/c1nsc(n1)N)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)/C=C/1CCN(C1=O)[C@H]1CNCC1

InChI 1/C20H22N8O6S2/c21-20-24-14(26-36-20)11(25-34)15(29)23-12-17(31)28-13(19(32)33)9(7-35-18(12)28)5-8-2-4-27(16(8)30)10-1-3-22-6-10/h5,10,12,18,22,34H,1-4,6-7H2,(H,23,29)(H,32,33)(H2,21,24,26)/f/h23,32H,21H2

InChI_3D 1S/C20H22N8O6S2/c21-20-24-14(26-36-20)11(25-34)15(29)23-12-17(31)28-13(19(32)33)9(7-35-18(12)28)5-8-2-4-27(16(8)30)10-1-3-22-6-10/h5,10,12,18,22,34H,1-4,6-7H2,(H,23,29)(H,32,33)(H2,21,24,26)/b8-5+,25-11-/t10-,12-,18-/m1/s1

AuxInfo 1/1/N:14,13,16,15,8,17,12,5,3,19,9,18,4,1,11,6,7,20,10,2,27,24,28,21,23,22,26,25,32,29,30,31,33,34,36,35/E:(32,33)/F:14,13,16,15,8,17,12,5,3,19,9,18,4,1,11,6,7,20,10,2,27,24,28,21,23,22,26,25,32,29,30,33,31,34,36,35/rA:58cCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOSSHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;;s5;;s3w5;s1;s4;s9;s3;s5;;s13;s14;;s7;s14s17;s18;s1d2;d1;w9;s16s17;s4s7s20;s6s15s19;s2;s11s18;d6;d7;d10;d11;s10;s23;s2s22;s12s20;s8;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s24;s27;s27;s28;s33;s34;/rC:-5.7429,2.7379,0;-6.9455,3.8197,0;;-.8716,-.4998,0;2.381,-.3786,0;2.4883,.6155,0;-2.7429,.0003,0;1.5142,-.8773,0;-5.2429,1.8718,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;3.2958,-.7862,0;4.7648,3.2364,0;3.968,-.0436,0;4.1751,4.044,0;3.2227,2.7338,0;-2.7429,1.0058,0;4.1759,2.4263,0;-1.7374,1.0058,0;-6.739,2.8413,0;-5.3344,3.6523,0;-5.7429,1.0058,0;3.2226,3.7384,0;-1.7375,.0003,0;3.4662,.8267,0;-7.8598,4.225,0;-3.7429,1.0058,0;1.7451,1.2845,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-.0079,-2.0011,0;-5.2429,.1398,0;-6.0815,4.3239,0;-.8713,1.5112,0;1.5134,-1.3773,0;.1718,1.4751,0;.4924,.9183,0;3.6998,-1.0808,0;3.0454,-1.2189,0;5.1365,2.902,0;5.1359,3.5715,0;4.3728,.2498,0;4.3018,-.4158,0;4.6081,4.2941,0;3.9726,4.5011,0;2.7254,2.7857,0;3.1194,2.2446,0;-2.7429,1.5058,0;4.609,2.1766,0;-1.8679,1.4885,0;2.8186,4.033,0;-7.9128,4.7221,0;-8.2638,3.9304,0;-3.9929,.5728,0;-.0087,-2.5011,0;-5.4929,-.2932,0;

Duplicates DB04918_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04918_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04918_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04918_p0_t0.sdf

Formula	C₂₀H₂₂N₈O₆S₂
MW	534.56
InChIKey	VOAZJEPQLGBXGO-OFHJXSCGNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	62
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	14
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-1.1
logP	-0.2655
PSA	256.98
MR	139.112
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-47.22704
PM7_Total_Energy_ev	-6364.42297
PM7_Electronic_Energy_ev	-56119.63823
PM7_Dipole_Debye	4.98392
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.998
PM7_LUMO_Energy_ev	-1.218
PM7_COSMO_Area_square_ang	477.29
PM7_COSMO_Volue_cubic_ang	575.87
PM7_Electron_Affinity_ev	1.218
PM7_Ionization_Energy_ev	8.998
PM7_Energy_Gap_ev	7.78
PM7_Global_Hardness_ev	3.89
PM7_Global_Softness_ev	0.2570694087403599
PM7_Chemical_Potential_ev	-5.108
PM7_Electronigativity_ev	5.108
PM7_Back_Donation_Energy_ev	-0.9725
PM7_Electrophilicity_ev	3.3536843187660668
OPENEYE_Name	(6~{R},7~{R})-7-[[(2~{Z})-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-hydroxyimino-acetyl]amino]-8-oxo-3-[(~{E})-[2-oxo-1-[(3~{R})-pyrrolidin-3-yl]pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1(nc(sn1)N)C(=NO)C(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)C=C4C(=O)N(CC4)C5CCNC5
Canonical_SMILES	O/N=C(/c1nsc(n1)N)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)/C=C/1CCN(C1=O)[C@H]1CNCC1
InChI	1/C20H22N8O6S2/c21-20-24-14(26-36-20)11(25-34)15(29)23-12-17(31)28-13(19(32)33)9(7-35-18(12)28)5-8-2-4-27(16(8)30)10-1-3-22-6-10/h5,10,12,18,22,34H,1-4,6-7H2,(H,23,29)(H,32,33)(H2,21,24,26)/f/h23,32H,21H2
InChI_3D	1S/C20H22N8O6S2/c21-20-24-14(26-36-20)11(25-34)15(29)23-12-17(31)28-13(19(32)33)9(7-35-18(12)28)5-8-2-4-27(16(8)30)10-1-3-22-6-10/h5,10,12,18,22,34H,1-4,6-7H2,(H,23,29)(H,32,33)(H2,21,24,26)/b8-5+,25-11-/t10-,12-,18-/m1/s1
AuxInfo	1/1/N:14,13,16,15,8,17,12,5,3,19,9,18,4,1,11,6,7,20,10,2,27,24,28,21,23,22,26,25,32,29,30,31,33,34,36,35/E:(32,33)/F:14,13,16,15,8,17,12,5,3,19,9,18,4,1,11,6,7,20,10,2,27,24,28,21,23,22,26,25,32,29,30,33,31,34,36,35/rA:58cCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOSSHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;;s5;;s3w5;s1;s4;s9;s3;s5;;s13;s14;;s7;s14s17;s18;s1d2;d1;w9;s16s17;s4s7s20;s6s15s19;s2;s11s18;d6;d7;d10;d11;s10;s23;s2s22;s12s20;s8;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s24;s27;s27;s28;s33;s34;/rC:-5.7429,2.7379,0;-6.9455,3.8197,0;;-.8716,-.4998,0;2.381,-.3786,0;2.4883,.6155,0;-2.7429,.0003,0;1.5142,-.8773,0;-5.2429,1.8718,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;3.2958,-.7862,0;4.7648,3.2364,0;3.968,-.0436,0;4.1751,4.044,0;3.2227,2.7338,0;-2.7429,1.0058,0;4.1759,2.4263,0;-1.7374,1.0058,0;-6.739,2.8413,0;-5.3344,3.6523,0;-5.7429,1.0058,0;3.2226,3.7384,0;-1.7375,.0003,0;3.4662,.8267,0;-7.8598,4.225,0;-3.7429,1.0058,0;1.7451,1.2845,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-.0079,-2.0011,0;-5.2429,.1398,0;-6.0815,4.3239,0;-.8713,1.5112,0;1.5134,-1.3773,0;.1718,1.4751,0;.4924,.9183,0;3.6998,-1.0808,0;3.0454,-1.2189,0;5.1365,2.902,0;5.1359,3.5715,0;4.3728,.2498,0;4.3018,-.4158,0;4.6081,4.2941,0;3.9726,4.5011,0;2.7254,2.7857,0;3.1194,2.2446,0;-2.7429,1.5058,0;4.609,2.1766,0;-1.8679,1.4885,0;2.8186,4.033,0;-7.9128,4.7221,0;-8.2638,3.9304,0;-3.9929,.5728,0;-.0087,-2.5011,0;-5.4929,-.2932,0;
Duplicates	DB04918_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04918_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04918_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04918_p0_t0.sdf