CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13660_s0 (11432)

Formula C₁₈H₂₂N₂O₅S

MW 378.44

InChIKey HOCWPKXKMNXINF-BNKWAMQHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.12

logP 1.8045

PSA 121.24

MR 100.997

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -146.79593

PM7_Total_Energy_ev -4532.71926

PM7_Electronic_Energy_ev -36217.0784

PM7_Dipole_Debye 2.37942

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.286

PM7_LUMO_Energy_ev -0.753

PM7_COSMO_Area_square_ang 374.46

PM7_COSMO_Volue_cubic_ang 442.51

PM7_Electron_Affinity_ev 0.753

PM7_Ionization_Energy_ev 9.286

PM7_Energy_Gap_ev 8.533

PM7_Global_Hardness_ev 4.2665

PM7_Global_Softness_ev 0.23438415563107934

PM7_Chemical_Potential_ev -5.0195

PM7_Electronigativity_ev 5.0195

PM7_Back_Donation_Energy_ev -1.066625

PM7_Electrophilicity_ev 2.9526989628501115

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

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

Canonical_SMILES CC[C@@H](C(=O)N[C@@H]1C(=O)N2[C@H]1SC([C@@H]2C(=O)O)(C)C)Oc1ccccc1

InChI 1/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/f/h19,23H

InChI_3D 1S/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/t11-,12+,13-,16-/m0/s1

AuxInfo 1/1/N:16,14,15,17,1,2,3,4,5,6,18,10,11,9,7,12,8,13,20,19,23,21,22,24,25,26/E:(2,3)(6,7)(8,9)(23,24)/F:16,14,15,17,1,2,3,4,5,6,18,10,11,9,7,12,8,13,20,19,23,21,24,22,25,26/E:(2,3)(6,7)(8,9)/rA:48cCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;s8;s10;s11;s13;s13;;s16;s9s17;s7s11s12;s9s10;d7;d8;d9;s8;s6s18;s12s13;s1;s2;s3;s4;s5;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s20;s24;/rC:-5.1071,-1.6392,0;-5.11,-.6391,0;-4.2425,-2.1417,0;-4.2395,-.1365,0;-3.372,-1.6391,0;-3.366,-.634,0;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;-2.5,2.866,0;-2.5,1.866,0;-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;-2.5,-.134,0;1.9514,.3089,0;-5.5401,-1.8892,0;-5.5434,-.3898,0;-4.2432,-2.6417,0;-4.2409,.3635,0;-2.9397,-1.8904,0;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;-3,2.866,0;-2,2.866,0;-2.5,3.366,0;-3,1.866,0;-2,1.866,0;-3,.866,0;-1.25,-.433,0;.3462,-2.7839,0;

Duplicates DB13660_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13660_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13660_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13660_s0.sdf

Formula	C₁₈H₂₂N₂O₅S
MW	378.44
InChIKey	HOCWPKXKMNXINF-BNKWAMQHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.12
logP	1.8045
PSA	121.24
MR	100.997
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-146.79593
PM7_Total_Energy_ev	-4532.71926
PM7_Electronic_Energy_ev	-36217.0784
PM7_Dipole_Debye	2.37942
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.286
PM7_LUMO_Energy_ev	-0.753
PM7_COSMO_Area_square_ang	374.46
PM7_COSMO_Volue_cubic_ang	442.51
PM7_Electron_Affinity_ev	0.753
PM7_Ionization_Energy_ev	9.286
PM7_Energy_Gap_ev	8.533
PM7_Global_Hardness_ev	4.2665
PM7_Global_Softness_ev	0.23438415563107934
PM7_Chemical_Potential_ev	-5.0195
PM7_Electronigativity_ev	5.0195
PM7_Back_Donation_Energy_ev	-1.066625
PM7_Electrophilicity_ev	2.9526989628501115
OPENEYE_Name	(2~{S},5~{S},6~{R})-3,3-dimethyl-7-oxo-6-[[(2~{S})-2-phenoxybutanoyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1ccc(cc1)OC(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)CC
Canonical_SMILES	CC[C@@H](C(=O)N[C@@H]1C(=O)N2[C@H]1SC([C@@H]2C(=O)O)(C)C)Oc1ccccc1
InChI	1/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/f/h19,23H
InChI_3D	1S/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/t11-,12+,13-,16-/m0/s1
AuxInfo	1/1/N:16,14,15,17,1,2,3,4,5,6,18,10,11,9,7,12,8,13,20,19,23,21,22,24,25,26/E:(2,3)(6,7)(8,9)(23,24)/F:16,14,15,17,1,2,3,4,5,6,18,10,11,9,7,12,8,13,20,19,23,21,24,22,25,26/E:(2,3)(6,7)(8,9)/rA:48cCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;s8;s10;s11;s13;s13;;s16;s9s17;s7s11s12;s9s10;d7;d8;d9;s8;s6s18;s12s13;s1;s2;s3;s4;s5;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s20;s24;/rC:-5.1071,-1.6392,0;-5.11,-.6391,0;-4.2425,-2.1417,0;-4.2395,-.1365,0;-3.372,-1.6391,0;-3.366,-.634,0;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;-2.5,2.866,0;-2.5,1.866,0;-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;-2.5,-.134,0;1.9514,.3089,0;-5.5401,-1.8892,0;-5.5434,-.3898,0;-4.2432,-2.6417,0;-4.2409,.3635,0;-2.9397,-1.8904,0;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;-3,2.866,0;-2,2.866,0;-2.5,3.366,0;-3,1.866,0;-2,1.866,0;-3,.866,0;-1.25,-.433,0;.3462,-2.7839,0;
Duplicates	DB13660_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13660_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13660_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13660_s0.sdf