CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13739 (11523)

Formula C₁₉H₂₂N₂O₆S

MW 406.45

InChIKey NLOOMWLTUVBWAW-UYBDAZJANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.3

logP 1.1688

PSA 127.31

MR 105.076

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -195.26032

PM7_Total_Energy_ev -4951.34647

PM7_Electronic_Energy_ev -40566.05522

PM7_Dipole_Debye 3.62477

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.183

PM7_LUMO_Energy_ev -0.649

PM7_COSMO_Area_square_ang 387.58

PM7_COSMO_Volue_cubic_ang 477.85

PM7_Electron_Affinity_ev 0.649

PM7_Ionization_Energy_ev 9.183

PM7_Energy_Gap_ev 8.534

PM7_Global_Hardness_ev 4.267

PM7_Global_Softness_ev 0.23435669088352473

PM7_Chemical_Potential_ev -4.916

PM7_Electronigativity_ev 4.916

PM7_Back_Donation_Energy_ev -1.06675

PM7_Electrophilicity_ev 2.8318556362784157

OPENEYE_Name acetoxymethyl (2~{S},5~{R},6~{R})-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

SMILES c1ccc(cc1)CC(=O)NC2C(=O)N3C2SC(C3C(=O)OCOC(=O)C)(C)C

Canonical_SMILES CC(=O)OCOC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)Cc1ccccc1

InChI 1/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/f/h20H

InChI_3D 1S/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/t14-,15+,17-/m1/s1

AuxInfo 1/1/N:15,16,17,1,2,3,4,5,18,19,10,6,9,11,12,7,13,8,14,21,20,25,24,22,23,27,26,28/E:(2,3)(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s7;s8;s11;s12;s10;s14;s14;s6s9;;s7s12s13;s9s11;d7;d8;d9;d10;s8s19;s10s19;s13s14;s1;s2;s3;s4;s5;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s21;/rC:-5.5104,.866,0;-5.0129,-.0015,0;-5.0129,1.7335,0;-4.0077,-.0015,0;-4.0077,1.7335,0;-3.5,.866,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;.3235,-4.9632,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;-.0834,-5.8767,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,.866,0;1.7249,-3.9454,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;.5497,-2.3271,0;-1,1.7321,0;-.2641,-4.1541,0;2.1318,-3.0319,0;1.3181,-4.8588,0;1.9514,.3089,0;-6.0104,.866,0;-5.2635,-.4341,0;-5.2635,2.1662,0;-3.759,-.4352,0;-3.759,2.1673,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;.3733,-6.0801,0;-.5401,-5.6732,0;-.2868,-6.3334,0;4.1743,.2991,0;3.5053,1.0423,0;4.2114,1.0052,0;3.6169,-.7979,0;2.9476,-1.541,0;3.6538,-1.5041,0;-2.5,.366,0;-2.5,1.366,0;1.2682,-3.7419,0;2.1817,-4.1488,0;-1.25,-.433,0;

Duplicates DB13739

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13739.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13739.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13739.sdf

Formula	C₁₉H₂₂N₂O₆S
MW	406.45
InChIKey	NLOOMWLTUVBWAW-UYBDAZJANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.3
logP	1.1688
PSA	127.31
MR	105.076
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-195.26032
PM7_Total_Energy_ev	-4951.34647
PM7_Electronic_Energy_ev	-40566.05522
PM7_Dipole_Debye	3.62477
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.183
PM7_LUMO_Energy_ev	-0.649
PM7_COSMO_Area_square_ang	387.58
PM7_COSMO_Volue_cubic_ang	477.85
PM7_Electron_Affinity_ev	0.649
PM7_Ionization_Energy_ev	9.183
PM7_Energy_Gap_ev	8.534
PM7_Global_Hardness_ev	4.267
PM7_Global_Softness_ev	0.23435669088352473
PM7_Chemical_Potential_ev	-4.916
PM7_Electronigativity_ev	4.916
PM7_Back_Donation_Energy_ev	-1.06675
PM7_Electrophilicity_ev	2.8318556362784157
OPENEYE_Name	acetoxymethyl (2~{S},5~{R},6~{R})-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES	c1ccc(cc1)CC(=O)NC2C(=O)N3C2SC(C3C(=O)OCOC(=O)C)(C)C
Canonical_SMILES	CC(=O)OCOC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)Cc1ccccc1
InChI	1/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/f/h20H
InChI_3D	1S/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/t14-,15+,17-/m1/s1
AuxInfo	1/1/N:15,16,17,1,2,3,4,5,18,19,10,6,9,11,12,7,13,8,14,21,20,25,24,22,23,27,26,28/E:(2,3)(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s7;s8;s11;s12;s10;s14;s14;s6s9;;s7s12s13;s9s11;d7;d8;d9;d10;s8s19;s10s19;s13s14;s1;s2;s3;s4;s5;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s21;/rC:-5.5104,.866,0;-5.0129,-.0015,0;-5.0129,1.7335,0;-4.0077,-.0015,0;-4.0077,1.7335,0;-3.5,.866,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;.3235,-4.9632,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;-.0834,-5.8767,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,.866,0;1.7249,-3.9454,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;.5497,-2.3271,0;-1,1.7321,0;-.2641,-4.1541,0;2.1318,-3.0319,0;1.3181,-4.8588,0;1.9514,.3089,0;-6.0104,.866,0;-5.2635,-.4341,0;-5.2635,2.1662,0;-3.759,-.4352,0;-3.759,2.1673,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;.3733,-6.0801,0;-.5401,-5.6732,0;-.2868,-6.3334,0;4.1743,.2991,0;3.5053,1.0423,0;4.2114,1.0052,0;3.6169,-.7979,0;2.9476,-1.541,0;3.6538,-1.5041,0;-2.5,.366,0;-2.5,1.366,0;1.2682,-3.7419,0;2.1817,-4.1488,0;-1.25,-.433,0;
Duplicates	DB13739
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13739.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13739.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13739.sdf