CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13470_t0 (11221)

Formula C₂₀H₂₀N₆O₇S₄

MW 584.65

InChIKey XDZKBRJLTGRPSS-CWTKIPARNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 13

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 13

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP 0.59

logP 1.9087

PSA 304.48

MR 142.423

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -107.56197

PM7_Total_Energy_ev -6614.82508

PM7_Electronic_Energy_ev -56725.73212

PM7_Dipole_Debye 3.44836

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.515

PM7_LUMO_Energy_ev -0.952

PM7_COSMO_Area_square_ang 523.54

PM7_COSMO_Volue_cubic_ang 616.03

PM7_Electron_Affinity_ev 0.952

PM7_Ionization_Energy_ev 8.515

PM7_Energy_Gap_ev 7.563

PM7_Global_Hardness_ev 3.7815

PM7_Global_Softness_ev 0.2644453259288642

PM7_Chemical_Potential_ev -4.7335

PM7_Electronigativity_ev 4.7335

PM7_Back_Donation_Energy_ev -0.945375

PM7_Electrophilicity_ev 2.9625839283353166

OPENEYE_Name (6~{R},7~{R})-7-[[(2~{Z})-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1c(nc(s1)N)C(=NOC)C(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)CSc4nc(c(s4)CC(=O)O)C

Canonical_SMILES CO/N=C(/c1csc(n1)N)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nc(c(s1)CC(=O)O)C

InChI 1/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/f/h24,27,31H,21H2

InChI_3D 1S/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/b25-12-/t13-,17-/m1/s1

AuxInfo 1/1/N:17,18,19,14,20,1,3,8,2,4,13,10,15,7,12,9,16,11,5,6,25,22,21,26,23,24,30,32,29,27,28,31,33,36,34,37,35/E:(27,28)(31,32)/F:17,18,19,14,20,1,3,8,2,4,13,10,15,7,12,9,16,11,5,6,25,22,21,26,23,24,32,30,29,27,31,28,33,36,34,37,35/rA:57cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOSSSSHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;d7;;s2;s7;s10;;s8;s9;s15;s3;;s4s13;s8;s2d5;s3d6;w10;s7s9s16;s5;s12s15;d9;d11;d12;d13;s11;s13;s18s23;s1s5;s4s6;s14s16;s6s20;s1;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s25;s25;s26;s31;s32;/rC:-6.7373,2.8437,0;-5.7429,2.7379,0;2.2282,-3.5457,0;1.2282,-3.5429,0;-6.0805,4.3242,0;1.729,-2.0026,0;-.8716,-.4998,0;;-2.7429,.0003,0;-5.2429,1.8718,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.053,-5.1611,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;2.8148,-4.3556,0;-7.2429,.1398,0;.6406,-4.352,0;.8653,-.5013,0;-5.3368,3.6532,0;2.5379,-2.5934,0;-5.7429,1.0058,0;-1.7375,.0003,0;-5.976,5.3187,0;-3.7429,1.0058,0;-3.45,-.7068,0;-.0079,-2.0011,0;-3.7429,2.7379,0;-.9416,-5.0568,0;-1.7399,-1.9985,0;.4599,-6.0746,0;-6.7429,1.0058,0;-6.9499,3.8211,0;.9161,-2.5926,0;-.8713,1.5112,0;1.7305,-1.0026,0;-7.0712,2.4716,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;3.2198,-4.0624,0;2.4098,-4.6489,0;3.1081,-4.7606,0;-7.6759,.3898,0;-6.8099,-.1102,0;-7.4929,-.2932,0;1.0452,-4.6458,0;.236,-4.0582,0;1.1159,-.0687,0;.6146,-.9339,0;-6.3805,5.6126,0;-5.5192,5.522,0;-3.9929,.5728,0;-1.7407,-2.4985,0;.1661,-6.4792,0;

Duplicates DB13470_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t0.sdf

Formula	C₂₀H₂₀N₆O₇S₄
MW	584.65
InChIKey	XDZKBRJLTGRPSS-CWTKIPARNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	13
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	13
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	0.59
logP	1.9087
PSA	304.48
MR	142.423
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-107.56197
PM7_Total_Energy_ev	-6614.82508
PM7_Electronic_Energy_ev	-56725.73212
PM7_Dipole_Debye	3.44836
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.515
PM7_LUMO_Energy_ev	-0.952
PM7_COSMO_Area_square_ang	523.54
PM7_COSMO_Volue_cubic_ang	616.03
PM7_Electron_Affinity_ev	0.952
PM7_Ionization_Energy_ev	8.515
PM7_Energy_Gap_ev	7.563
PM7_Global_Hardness_ev	3.7815
PM7_Global_Softness_ev	0.2644453259288642
PM7_Chemical_Potential_ev	-4.7335
PM7_Electronigativity_ev	4.7335
PM7_Back_Donation_Energy_ev	-0.945375
PM7_Electrophilicity_ev	2.9625839283353166
OPENEYE_Name	(6~{R},7~{R})-7-[[(2~{Z})-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1c(nc(s1)N)C(=NOC)C(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)CSc4nc(c(s4)CC(=O)O)C
Canonical_SMILES	CO/N=C(/c1csc(n1)N)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nc(c(s1)CC(=O)O)C
InChI	1/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/f/h24,27,31H,21H2
InChI_3D	1S/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/b25-12-/t13-,17-/m1/s1
AuxInfo	1/1/N:17,18,19,14,20,1,3,8,2,4,13,10,15,7,12,9,16,11,5,6,25,22,21,26,23,24,30,32,29,27,28,31,33,36,34,37,35/E:(27,28)(31,32)/F:17,18,19,14,20,1,3,8,2,4,13,10,15,7,12,9,16,11,5,6,25,22,21,26,23,24,32,30,29,27,31,28,33,36,34,37,35/rA:57cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOSSSSHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;d7;;s2;s7;s10;;s8;s9;s15;s3;;s4s13;s8;s2d5;s3d6;w10;s7s9s16;s5;s12s15;d9;d11;d12;d13;s11;s13;s18s23;s1s5;s4s6;s14s16;s6s20;s1;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s25;s25;s26;s31;s32;/rC:-6.7373,2.8437,0;-5.7429,2.7379,0;2.2282,-3.5457,0;1.2282,-3.5429,0;-6.0805,4.3242,0;1.729,-2.0026,0;-.8716,-.4998,0;;-2.7429,.0003,0;-5.2429,1.8718,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.053,-5.1611,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;2.8148,-4.3556,0;-7.2429,.1398,0;.6406,-4.352,0;.8653,-.5013,0;-5.3368,3.6532,0;2.5379,-2.5934,0;-5.7429,1.0058,0;-1.7375,.0003,0;-5.976,5.3187,0;-3.7429,1.0058,0;-3.45,-.7068,0;-.0079,-2.0011,0;-3.7429,2.7379,0;-.9416,-5.0568,0;-1.7399,-1.9985,0;.4599,-6.0746,0;-6.7429,1.0058,0;-6.9499,3.8211,0;.9161,-2.5926,0;-.8713,1.5112,0;1.7305,-1.0026,0;-7.0712,2.4716,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;3.2198,-4.0624,0;2.4098,-4.6489,0;3.1081,-4.7606,0;-7.6759,.3898,0;-6.8099,-.1102,0;-7.4929,-.2932,0;1.0452,-4.6458,0;.236,-4.0582,0;1.1159,-.0687,0;.6146,-.9339,0;-6.3805,5.6126,0;-5.5192,5.522,0;-3.9929,.5728,0;-1.7407,-2.4985,0;.1661,-6.4792,0;
Duplicates	DB13470_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t0.sdf