CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03450_p7_t0 (3732)

Formula C₁₆H₁₈N₂O₆S₂

MW 398.45

InChIKey UUWFGEKEQSCSMB-JLGFQASFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 46

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -1.81

logP 1.4725

PSA 179.92

MR 101.103

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -157.4873

PM7_Total_Energy_ev -4704.06942

PM7_Electronic_Energy_ev -37349.72441

PM7_Dipole_Debye 8.54062

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.255

PM7_LUMO_Energy_ev -1.629

PM7_COSMO_Area_square_ang 352.2

PM7_COSMO_Volue_cubic_ang 441.17

PM7_Electron_Affinity_ev 1.629

PM7_Ionization_Energy_ev 9.255

PM7_Energy_Gap_ev 7.626

PM7_Global_Hardness_ev 3.813

PM7_Global_Softness_ev 0.26226068712300027

PM7_Chemical_Potential_ev -5.442

PM7_Electronigativity_ev 5.442

PM7_Back_Donation_Energy_ev -0.95325

PM7_Electrophilicity_ev 3.8834728560188827

OPENEYE_Name (2~{R})-5-(2-methoxy-2-oxo-ethyl)-2-[(1~{R})-2-oxo-1-[[2-(2-thienyl)acetyl]amino]ethyl]-3,6-dihydro-2~{H}-1,3-thiazin-3-ium-4-carboxylate

SMILES c1cc(sc1)CC(=O)NC(C=O)C2[NH2+]C(=C(CS2)CC(=O)OC)C(=O)[O-]

Canonical_SMILES COC(=O)CC1=C([NH2+][C@H](SC1)[C@H](NC(=O)Cc1cccs1)C=O)C(=O)O

InChI 1/C16H18N2O6S2/c1-24-13(21)5-9-8-26-15(18-14(9)16(22)23)11(7-19)17-12(20)6-10-3-2-4-25-10/h2-4,7,11,15,18H,5-6,8H2,1H3,(H,17,20)(H,22,23)/f/h17-18H

InChI_3D 1S/C16H18N2O6S2/c1-24-13(21)5-9-8-26-15(18-14(9)16(22)23)11(7-19)17-12(20)6-10-3-2-4-25-10/h2-4,7,11,15,18H,5-6,8H2,1H3,(H,17,20)(H,22,23)/p+1/t11-,15-/m1/s1

AuxInfo 1/1/N:13,1,2,3,15,14,7,11,6,4,16,9,10,5,12,8,18,17,19,21,22,20,23,24,25,26/E:(22,23)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCN+NOOOOO-OSSHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;d5;;s5;;;s6;;;s4s9;s6s10;s7s12;s5s12;s9s16;d7;d8;d9;d10;s8;s10s13;s3s4;s11s12;s1;s2;s3;s7;s11;s11;s12;s13;s13;s13;s14;s14;s15;s15;s16;s17;s18;s17;/rC:2.8,7.8516,0;2.1814,7.064,0;3.7379,7.5048,0;2.7374,6.2309,0;.8675,-.4975,0;;3.2783,2.3016,0;.8675,-1.4975,0;2.0459,4.3542,0;-1.7306,-1.0025,0;0,1.0052,0;1.735,1.0052,0;-2.5944,-2.5038,0;2.3917,5.2925,0;-.8653,-.5013,0;2.34,2.6473,0;1.735,0,0;2.6857,3.5856,0;3.4481,1.3161,0;.0015,-1.9975,0;1.0605,4.1844,0;-2.5973,-.5038,0;1.7335,-1.9975,0;-1.7291,-2.0025,0;3.7039,6.505,0;.8675,1.5129,0;2.664,8.3328,0;1.6818,7.0833,0;4.153,7.7835,0;3.6626,2.6215,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;-2.3438,-2.9364,0;-2.8451,-2.0711,0;-3.0271,-2.7544,0;2.8608,5.1197,0;1.9225,5.4654,0;-.6147,-.9339,0;-1.1159,-.0686,0;1.8708,2.8202,0;2.2275,.0863,0;3.1785,3.6705,0;1.9051,-.4702,0;

Duplicates DB03450_p7_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03450_p7_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03450_p7_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03450_p7_t0.sdf

Formula	C₁₆H₁₈N₂O₆S₂
MW	398.45
InChIKey	UUWFGEKEQSCSMB-JLGFQASFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	46
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-1.81
logP	1.4725
PSA	179.92
MR	101.103
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-157.4873
PM7_Total_Energy_ev	-4704.06942
PM7_Electronic_Energy_ev	-37349.72441
PM7_Dipole_Debye	8.54062
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.255
PM7_LUMO_Energy_ev	-1.629
PM7_COSMO_Area_square_ang	352.2
PM7_COSMO_Volue_cubic_ang	441.17
PM7_Electron_Affinity_ev	1.629
PM7_Ionization_Energy_ev	9.255
PM7_Energy_Gap_ev	7.626
PM7_Global_Hardness_ev	3.813
PM7_Global_Softness_ev	0.26226068712300027
PM7_Chemical_Potential_ev	-5.442
PM7_Electronigativity_ev	5.442
PM7_Back_Donation_Energy_ev	-0.95325
PM7_Electrophilicity_ev	3.8834728560188827
OPENEYE_Name	(2~{R})-5-(2-methoxy-2-oxo-ethyl)-2-[(1~{R})-2-oxo-1-[[2-(2-thienyl)acetyl]amino]ethyl]-3,6-dihydro-2~{H}-1,3-thiazin-3-ium-4-carboxylate
SMILES	c1cc(sc1)CC(=O)NC(C=O)C2[NH2+]C(=C(CS2)CC(=O)OC)C(=O)[O-]
Canonical_SMILES	COC(=O)CC1=C([NH2+][C@H](SC1)[C@H](NC(=O)Cc1cccs1)C=O)C(=O)O
InChI	1/C16H18N2O6S2/c1-24-13(21)5-9-8-26-15(18-14(9)16(22)23)11(7-19)17-12(20)6-10-3-2-4-25-10/h2-4,7,11,15,18H,5-6,8H2,1H3,(H,17,20)(H,22,23)/f/h17-18H
InChI_3D	1S/C16H18N2O6S2/c1-24-13(21)5-9-8-26-15(18-14(9)16(22)23)11(7-19)17-12(20)6-10-3-2-4-25-10/h2-4,7,11,15,18H,5-6,8H2,1H3,(H,17,20)(H,22,23)/p+1/t11-,15-/m1/s1
AuxInfo	1/1/N:13,1,2,3,15,14,7,11,6,4,16,9,10,5,12,8,18,17,19,21,22,20,23,24,25,26/E:(22,23)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCN+NOOOOO-OSSHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;d5;;s5;;;s6;;;s4s9;s6s10;s7s12;s5s12;s9s16;d7;d8;d9;d10;s8;s10s13;s3s4;s11s12;s1;s2;s3;s7;s11;s11;s12;s13;s13;s13;s14;s14;s15;s15;s16;s17;s18;s17;/rC:2.8,7.8516,0;2.1814,7.064,0;3.7379,7.5048,0;2.7374,6.2309,0;.8675,-.4975,0;;3.2783,2.3016,0;.8675,-1.4975,0;2.0459,4.3542,0;-1.7306,-1.0025,0;0,1.0052,0;1.735,1.0052,0;-2.5944,-2.5038,0;2.3917,5.2925,0;-.8653,-.5013,0;2.34,2.6473,0;1.735,0,0;2.6857,3.5856,0;3.4481,1.3161,0;.0015,-1.9975,0;1.0605,4.1844,0;-2.5973,-.5038,0;1.7335,-1.9975,0;-1.7291,-2.0025,0;3.7039,6.505,0;.8675,1.5129,0;2.664,8.3328,0;1.6818,7.0833,0;4.153,7.7835,0;3.6626,2.6215,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;-2.3438,-2.9364,0;-2.8451,-2.0711,0;-3.0271,-2.7544,0;2.8608,5.1197,0;1.9225,5.4654,0;-.6147,-.9339,0;-1.1159,-.0686,0;1.8708,2.8202,0;2.2275,.0863,0;3.1785,3.6705,0;1.9051,-.4702,0;
Duplicates	DB03450_p7_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03450_p7_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03450_p7_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03450_p7_t0.sdf