CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03124 (3404)

Formula C₂₀H₂₀N₂O₉S

MW 464.45

InChIKey LBAHOXPDTNUYCX-BUCBFVGZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.56

logP 2.5936

PSA 195.55

MR 110.003

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -326.07588

PM7_Total_Energy_ev -5934.03055

PM7_Electronic_Energy_ev -45249.99856

PM7_Dipole_Debye 6.27919

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.055

PM7_LUMO_Energy_ev -1.193

PM7_COSMO_Area_square_ang 445.59

PM7_COSMO_Volue_cubic_ang 512.29

PM7_Electron_Affinity_ev 1.193

PM7_Ionization_Energy_ev 10.055

PM7_Energy_Gap_ev 8.862

PM7_Global_Hardness_ev 4.431

PM7_Global_Softness_ev 0.22568269013766645

PM7_Chemical_Potential_ev -5.624

PM7_Electronigativity_ev 5.624

PM7_Back_Donation_Energy_ev -1.10775

PM7_Electrophilicity_ev 3.5691013315278717

OPENEYE_Name 5-[[4-[[(1~{S})-1-(carboxymethyl)-2-oxo-propyl]carbamoyl]phenyl]methylsulfamoyl]-2-hydroxy-benzoic acid

SMILES c1cc(ccc1C(=O)NC(C(=O)C)CC(=O)O)CNS(=O)(=O)c2ccc(c(c2)C(=O)O)O

Canonical_SMILES OC(=O)C[C@@H](C(=O)C)NC(=O)c1ccc(cc1)CNS(=O)(=O)c1ccc(c(c1)C(=O)O)O

InChI 1/C20H20N2O9S/c1-11(23)16(9-18(25)26)22-19(27)13-4-2-12(3-5-13)10-21-32(30,31)14-6-7-17(24)15(8-14)20(28)29/h2-8,16,21,24H,9-10H2,1H3,(H,22,27)(H,25,26)(H,28,29)/f/h22,25,28H

InChI_3D 1S/C20H20N2O9S/c1-11(23)16(9-18(25)26)22-19(27)13-4-2-12(3-5-13)10-21-32(30,31)14-6-7-17(24)15(8-14)20(28)29/h2-8,16,21,24H,9-10H2,1H3,(H,22,27)(H,25,26)(H,28,29)/t16-/m0/s1

AuxInfo 1/1/N:17,3,4,1,2,6,5,7,19,18,15,10,8,12,9,20,11,16,13,14,22,21,25,29,26,31,23,24,30,27,28,32/E:(2,3)(4,5)(25,26)(28,29)(30,31)/F:17,3,4,1,2,6,5,7,19,18,15,10,8,12,9,20,11,16,13,14,22,21,25,29,31,26,23,30,24,27,28,32/E:(2,3)(4,5)(30,31)/CRV:32.6/rA:52cCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;s1d2;s7;s3d4;s5d9;s6d7;s8;s9;;;s15;s10;s16;s15s19;s13s20;s18;d13;d14;d15;d16;;;s11;s14;s16;s12s22d27d28;s1;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s29;s30;s31;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6085,6.5181,0;-1.738,6.0155,0;-2.6055,4.513,0;;-3.476,5.0156,0;0,2.0104,0;-3.4731,6.0156,0;-1.7321,5.0104,0;0,-1,0;-4.3428,4.5168,0;.866,-3.5,0;2.866,-2.5,0;0,-4,0;0,3.0104,0;1.866,-2.5,0;.866,-2.5,0;.866,-1.5,0;0,4.0104,0;-.866,-1.5,0;-5.2081,5.0181,0;1.7321,-4,0;3.366,-1.634,0;-.366,5.3764,0;-1.366,3.6444,0;-4.3391,6.5156,0;-4.3442,3.5168,0;3.366,-3.366,0;-.866,4.5104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.6092,7.0181,0;-1.3057,6.2668,0;-2.607,4.013,0;.25,-4.433,0;-.25,-3.567,0;-.433,-4.25,0;-.5,3.0104,0;.5,3.0104,0;1.866,-2,0;1.866,-3,0;.366,-2.5,0;1.299,-1.25,0;.433,4.2604,0;-4.7721,6.2656,0;-4.7776,3.2675,0;3.866,-3.366,0;

Duplicates DB03124

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03124.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03124.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03124.sdf

Formula	C₂₀H₂₀N₂O₉S
MW	464.45
InChIKey	LBAHOXPDTNUYCX-BUCBFVGZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.56
logP	2.5936
PSA	195.55
MR	110.003
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-326.07588
PM7_Total_Energy_ev	-5934.03055
PM7_Electronic_Energy_ev	-45249.99856
PM7_Dipole_Debye	6.27919
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.055
PM7_LUMO_Energy_ev	-1.193
PM7_COSMO_Area_square_ang	445.59
PM7_COSMO_Volue_cubic_ang	512.29
PM7_Electron_Affinity_ev	1.193
PM7_Ionization_Energy_ev	10.055
PM7_Energy_Gap_ev	8.862
PM7_Global_Hardness_ev	4.431
PM7_Global_Softness_ev	0.22568269013766645
PM7_Chemical_Potential_ev	-5.624
PM7_Electronigativity_ev	5.624
PM7_Back_Donation_Energy_ev	-1.10775
PM7_Electrophilicity_ev	3.5691013315278717
OPENEYE_Name	5-[[4-[[(1~{S})-1-(carboxymethyl)-2-oxo-propyl]carbamoyl]phenyl]methylsulfamoyl]-2-hydroxy-benzoic acid
SMILES	c1cc(ccc1C(=O)NC(C(=O)C)CC(=O)O)CNS(=O)(=O)c2ccc(c(c2)C(=O)O)O
Canonical_SMILES	OC(=O)C[C@@H](C(=O)C)NC(=O)c1ccc(cc1)CNS(=O)(=O)c1ccc(c(c1)C(=O)O)O
InChI	1/C20H20N2O9S/c1-11(23)16(9-18(25)26)22-19(27)13-4-2-12(3-5-13)10-21-32(30,31)14-6-7-17(24)15(8-14)20(28)29/h2-8,16,21,24H,9-10H2,1H3,(H,22,27)(H,25,26)(H,28,29)/f/h22,25,28H
InChI_3D	1S/C20H20N2O9S/c1-11(23)16(9-18(25)26)22-19(27)13-4-2-12(3-5-13)10-21-32(30,31)14-6-7-17(24)15(8-14)20(28)29/h2-8,16,21,24H,9-10H2,1H3,(H,22,27)(H,25,26)(H,28,29)/t16-/m0/s1
AuxInfo	1/1/N:17,3,4,1,2,6,5,7,19,18,15,10,8,12,9,20,11,16,13,14,22,21,25,29,26,31,23,24,30,27,28,32/E:(2,3)(4,5)(25,26)(28,29)(30,31)/F:17,3,4,1,2,6,5,7,19,18,15,10,8,12,9,20,11,16,13,14,22,21,25,29,31,26,23,30,24,27,28,32/E:(2,3)(4,5)(30,31)/CRV:32.6/rA:52cCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;s1d2;s7;s3d4;s5d9;s6d7;s8;s9;;;s15;s10;s16;s15s19;s13s20;s18;d13;d14;d15;d16;;;s11;s14;s16;s12s22d27d28;s1;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s29;s30;s31;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6085,6.5181,0;-1.738,6.0155,0;-2.6055,4.513,0;;-3.476,5.0156,0;0,2.0104,0;-3.4731,6.0156,0;-1.7321,5.0104,0;0,-1,0;-4.3428,4.5168,0;.866,-3.5,0;2.866,-2.5,0;0,-4,0;0,3.0104,0;1.866,-2.5,0;.866,-2.5,0;.866,-1.5,0;0,4.0104,0;-.866,-1.5,0;-5.2081,5.0181,0;1.7321,-4,0;3.366,-1.634,0;-.366,5.3764,0;-1.366,3.6444,0;-4.3391,6.5156,0;-4.3442,3.5168,0;3.366,-3.366,0;-.866,4.5104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.6092,7.0181,0;-1.3057,6.2668,0;-2.607,4.013,0;.25,-4.433,0;-.25,-3.567,0;-.433,-4.25,0;-.5,3.0104,0;.5,3.0104,0;1.866,-2,0;1.866,-3,0;.366,-2.5,0;1.299,-1.25,0;.433,4.2604,0;-4.7721,6.2656,0;-4.7776,3.2675,0;3.866,-3.366,0;
Duplicates	DB03124
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03124.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03124.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03124.sdf