CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01053 (1228)

Formula C₁₆H₁₈N₂O₄S

MW 334.39

InChIKey JGSARLDLIJGVTE-CMNYYERHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 23

Number_Rings 3

Number_Bonds 43

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.49

logP 1.1896

PSA 112.01

MR 89.8565

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -112.10972

PM7_Total_Energy_ev -3938.21881

PM7_Electronic_Energy_ev -29749.95482

PM7_Dipole_Debye 4.48052

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.286

PM7_LUMO_Energy_ev -0.751

PM7_COSMO_Area_square_ang 323.06

PM7_COSMO_Volue_cubic_ang 392.48

PM7_Electron_Affinity_ev 0.751

PM7_Ionization_Energy_ev 9.286

PM7_Energy_Gap_ev 8.535

PM7_Global_Hardness_ev 4.2675

PM7_Global_Softness_ev 0.23432923257176333

PM7_Chemical_Potential_ev -5.0185

PM7_Electronigativity_ev 5.0185

PM7_Back_Donation_Energy_ev -1.066875

PM7_Electrophilicity_ev 2.9508309607498537

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

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

Canonical_SMILES O=C(Cc1ccccc1)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C

InChI 1/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/f/h17,21H

InChI_3D 1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1

AuxInfo 1/1/N:14,15,1,2,3,4,5,16,6,9,10,11,7,12,8,13,18,17,21,19,20,22,23/E:(1,2)(4,5)(6,7)(21,22)/F:14,15,1,2,3,4,5,16,6,9,10,11,7,12,8,13,18,17,21,19,22,20,23/E:(1,2)(4,5)(6,7)/rA:41cCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;s8;s10;s11;s13;s13;s6s9;s7s11s12;s9s10;d7;d8;d9;s8;s12s13;s1;s2;s3;s4;s5;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s18;s22;/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;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,.866,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;.5497,-2.3271,0;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;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;-1.25,-.433,0;.3462,-2.7839,0;

Duplicates DB01053;DB09320_m1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01053.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01053.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01053.sdf

Formula	C₁₆H₁₈N₂O₄S
MW	334.39
InChIKey	JGSARLDLIJGVTE-CMNYYERHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	23
Number_Rings	3
Number_Bonds	43
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.49
logP	1.1896
PSA	112.01
MR	89.8565
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-112.10972
PM7_Total_Energy_ev	-3938.21881
PM7_Electronic_Energy_ev	-29749.95482
PM7_Dipole_Debye	4.48052
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.286
PM7_LUMO_Energy_ev	-0.751
PM7_COSMO_Area_square_ang	323.06
PM7_COSMO_Volue_cubic_ang	392.48
PM7_Electron_Affinity_ev	0.751
PM7_Ionization_Energy_ev	9.286
PM7_Energy_Gap_ev	8.535
PM7_Global_Hardness_ev	4.2675
PM7_Global_Softness_ev	0.23432923257176333
PM7_Chemical_Potential_ev	-5.0185
PM7_Electronigativity_ev	5.0185
PM7_Back_Donation_Energy_ev	-1.066875
PM7_Electrophilicity_ev	2.9508309607498537
OPENEYE_Name	(2~{S},5~{R},6~{R})-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1ccc(cc1)CC(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C
Canonical_SMILES	O=C(Cc1ccccc1)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI	1/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/f/h17,21H
InChI_3D	1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
AuxInfo	1/1/N:14,15,1,2,3,4,5,16,6,9,10,11,7,12,8,13,18,17,21,19,20,22,23/E:(1,2)(4,5)(6,7)(21,22)/F:14,15,1,2,3,4,5,16,6,9,10,11,7,12,8,13,18,17,21,19,22,20,23/E:(1,2)(4,5)(6,7)/rA:41cCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;s8;s10;s11;s13;s13;s6s9;s7s11s12;s9s10;d7;d8;d9;s8;s12s13;s1;s2;s3;s4;s5;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s18;s22;/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;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,.866,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;.5497,-2.3271,0;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;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;-1.25,-.433,0;.3462,-2.7839,0;
Duplicates	DB01053;DB09320_m1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01053.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01053.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01053.sdf