CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13470_t1 (11222)

Formula C₂₀H₁₈N₆O₇S₄

MW 582.64

InChIKey IPEGSSGXFLHHBC-GURSPRGINA-L

Entry_Date 2023-09-01

Net_Charge -2

Number_Atoms 57

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 13

HB_Donor 3

HB_Acceptor 8

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP 1.81

logP 1.7313

PSA 304.81

MR 143.78

ABS 0.11

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -146.21735

PM7_Total_Energy_ev -6589.4974

PM7_Electronic_Energy_ev -61124.16546

PM7_Dipole_Debye 10.69798

PM7_Point_Group C1

PM7_HOMO_Energy_ev -3.522

PM7_LUMO_Energy_ev 3.413

PM7_COSMO_Area_square_ang 454.81

PM7_COSMO_Volue_cubic_ang 613.72

PM7_Electron_Affinity_ev -3.413

PM7_Ionization_Energy_ev 3.522

PM7_Energy_Gap_ev 6.935

PM7_Global_Hardness_ev 3.4675

PM7_Global_Softness_ev 0.2883922134102379

PM7_Chemical_Potential_ev -0.0545

PM7_Electronigativity_ev 0.0545

PM7_Back_Donation_Energy_ev -0.866875

PM7_Electrophilicity_ev 0.0004282984859408796

OPENEYE_Name (2~{S},3~{S},6~{R},7~{Z})-7-[(2~{Z})-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]imino-3-[[5-(carboxylatomethyl)-4-methyl-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate

SMILES c1c(nc(s1)N)C(=NOC)C(=O)N=C2C(=O)N3C2SCC(C3C(=O)[O-])CSc4nc(c(s4)CC(=O)[O-])C

Canonical_SMILES CO/N=C(/c1csc(n1)N)C(=O)/N=C1/C(=O)N2[C@@H]1SC[C@H]([C@H]2C(=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/h6,8,14,17H,3-5H2,1-2H3,(H2,21,23)(H,27,28)(H,31,32)/p-2/fC20H18N6O7S4/h21H2/q-2

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/h6,8,14,17H,3-5H2,1-2H3,(H2,21,23)(H,27,28)(H,31,32)/b24-13-,25-12-/t8-,14-,17+/m0/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:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOO-O-OSSSSHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;s7;;s2;s7;s10;;s8;s9;s15;s3;;s4s13;s8;s2d5;s3d6;w10;s7s9s16;s5;s12w15;d9;d11;d12;d13;s11;s13;s18s23;s1s5;s4s6;s14s16;s6s20;s1;s7;s8;s14;s14;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s25;s25;/rC:-4.2678,5.1299,0;-3.6395,4.3519,0;3.9563,-1.7966,0;4.7222,-1.1535,0;-2.7565,5.7123,0;3.3507,-.292,0;-.8716,-.4998,0;;-2.7429,.0003,0;-3.8983,3.3859,0;-1.5152,-1.2651,0;-3.1912,2.6788,0;6.6614,-1.6427,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;4.025,-2.7942,0;-6.089,1.9024,0;5.6918,-1.3981,0;1.7237,.3021,0;-2.7051,4.712,0;3.1083,-1.2639,0;-4.8642,3.1271,0;-1.7375,.0003,0;-1.3965,6.8136,0;-3.45,1.7129,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-2.2253,2.9377,0;7.3581,-.9253,0;-1.1742,-2.2052,0;6.9344,-2.6048,0;-5.123,2.1612,0;-3.727,5.9713,0;4.3528,-.224,0;-.8713,1.5112,0;2.7087,.4747,0;-4.767,5.1028,0;-.551,-.8835,0;.1701,-.4702,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;4.5238,-2.7598,0;3.5262,-2.8286,0;4.0593,-3.293,0;-5.9596,1.4194,0;-6.2184,2.3853,0;-6.5719,1.773,0;5.5695,-1.883,0;5.8141,-.9133,0;1.6374,.7946,0;1.81,-.1904,0;-1.4747,7.3074,0;-.9297,6.6344,0;

Duplicates DB13470_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t1.sdf

Formula	C₂₀H₁₈N₆O₇S₄
MW	582.64
InChIKey	IPEGSSGXFLHHBC-GURSPRGINA-L
Entry_Date	2023-09-01
Net_Charge	-2
Number_Atoms	57
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	13
HB_Donor	3
HB_Acceptor	8
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	1.81
logP	1.7313
PSA	304.81
MR	143.78
ABS	0.11
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-146.21735
PM7_Total_Energy_ev	-6589.4974
PM7_Electronic_Energy_ev	-61124.16546
PM7_Dipole_Debye	10.69798
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-3.522
PM7_LUMO_Energy_ev	3.413
PM7_COSMO_Area_square_ang	454.81
PM7_COSMO_Volue_cubic_ang	613.72
PM7_Electron_Affinity_ev	-3.413
PM7_Ionization_Energy_ev	3.522
PM7_Energy_Gap_ev	6.935
PM7_Global_Hardness_ev	3.4675
PM7_Global_Softness_ev	0.2883922134102379
PM7_Chemical_Potential_ev	-0.0545
PM7_Electronigativity_ev	0.0545
PM7_Back_Donation_Energy_ev	-0.866875
PM7_Electrophilicity_ev	0.0004282984859408796
OPENEYE_Name	(2~{S},3~{S},6~{R},7~{Z})-7-[(2~{Z})-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]imino-3-[[5-(carboxylatomethyl)-4-methyl-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate
SMILES	c1c(nc(s1)N)C(=NOC)C(=O)N=C2C(=O)N3C2SCC(C3C(=O)[O-])CSc4nc(c(s4)CC(=O)[O-])C
Canonical_SMILES	CO/N=C(/c1csc(n1)N)C(=O)/N=C1/C(=O)N2[C@@H]1SC[C@H]([C@H]2C(=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/h6,8,14,17H,3-5H2,1-2H3,(H2,21,23)(H,27,28)(H,31,32)/p-2/fC20H18N6O7S4/h21H2/q-2
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/h6,8,14,17H,3-5H2,1-2H3,(H2,21,23)(H,27,28)(H,31,32)/b24-13-,25-12-/t8-,14-,17+/m0/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:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOO-O-OSSSSHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;s7;;s2;s7;s10;;s8;s9;s15;s3;;s4s13;s8;s2d5;s3d6;w10;s7s9s16;s5;s12w15;d9;d11;d12;d13;s11;s13;s18s23;s1s5;s4s6;s14s16;s6s20;s1;s7;s8;s14;s14;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s25;s25;/rC:-4.2678,5.1299,0;-3.6395,4.3519,0;3.9563,-1.7966,0;4.7222,-1.1535,0;-2.7565,5.7123,0;3.3507,-.292,0;-.8716,-.4998,0;;-2.7429,.0003,0;-3.8983,3.3859,0;-1.5152,-1.2651,0;-3.1912,2.6788,0;6.6614,-1.6427,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;4.025,-2.7942,0;-6.089,1.9024,0;5.6918,-1.3981,0;1.7237,.3021,0;-2.7051,4.712,0;3.1083,-1.2639,0;-4.8642,3.1271,0;-1.7375,.0003,0;-1.3965,6.8136,0;-3.45,1.7129,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-2.2253,2.9377,0;7.3581,-.9253,0;-1.1742,-2.2052,0;6.9344,-2.6048,0;-5.123,2.1612,0;-3.727,5.9713,0;4.3528,-.224,0;-.8713,1.5112,0;2.7087,.4747,0;-4.767,5.1028,0;-.551,-.8835,0;.1701,-.4702,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;4.5238,-2.7598,0;3.5262,-2.8286,0;4.0593,-3.293,0;-5.9596,1.4194,0;-6.2184,2.3853,0;-6.5719,1.773,0;5.5695,-1.883,0;5.8141,-.9133,0;1.6374,.7946,0;1.81,-.1904,0;-1.4747,7.3074,0;-.9297,6.6344,0;
Duplicates	DB13470_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13470_t1.sdf