CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194556 (2537172)

Formula C₂₁H₂₃N₃O₈S

MW 477.49

InChIKey JNHQLRBQNVREGU-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 1

HB_Acceptor 6

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.41

logP 1.7435

PSA 153.49

MR 116.59

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -181.80149

PM7_Total_Energy_ev -5983.90169

PM7_Electronic_Energy_ev -50231.84577

PM7_Dipole_Debye 5.02095

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.183

PM7_LUMO_Energy_ev -0.703

PM7_COSMO_Area_square_ang 454.92

PM7_COSMO_Volue_cubic_ang 530.97

PM7_Electron_Affinity_ev 0.703

PM7_Ionization_Energy_ev 9.183

PM7_Energy_Gap_ev 8.48

PM7_Global_Hardness_ev 4.24

PM7_Global_Softness_ev 0.2358490566037736

PM7_Chemical_Potential_ev -4.943

PM7_Electronigativity_ev 4.943

PM7_Back_Donation_Energy_ev -1.06

PM7_Electrophilicity_ev 2.8812793632075473

OPENEYE_Name (3-methylisoxazol-5-yl)methyl (2~{S},5~{R},6~{R})-3,3-dimethyl-4,4,7-trioxo-6-[(2-phenoxyacetyl)amino]-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

SMILES c1ccc(cc1)OCC(=O)NC2C(=O)N3C2S(=O)(=O)C(C3C(=O)OCc4cc(no4)C)(C)C

Canonical_SMILES O=C(N[C@@H]1C(=O)N2[C@@H]1S(=O)(=O)C([C@@H]2C(=O)OCc1onc(c1)C)(C)C)COc1ccccc1

InChI 1/C21H23N3O8S/c1-12-9-14(32-23-12)10-31-20(27)17-21(2,3)33(28,29)19-16(18(26)24(17)19)22-15(25)11-30-13-7-5-4-6-8-13/h4-9,16-17,19H,10-11H2,1-3H3,(H,22,25)/f/h22H

InChI_3D 1S/C21H23N3O8S/c1-12-9-14(32-23-12)10-31-20(27)17-21(2,3)33(28,29)19-16(18(26)24(17)19)22-15(25)11-30-13-7-5-4-6-8-13/h4-9,16-17,19H,10-11H2,1-3H3,(H,22,25)/t16-,17+,19-/m1/s1

AuxInfo 1/1/N:17,18,19,1,2,3,4,5,6,20,21,8,7,9,12,13,14,10,15,11,16,24,22,23,27,25,26,28,29,31,32,30,33/E:(2,3)(5,6)(7,8)(28,29)/F:m/E:m/CRV:33.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;s6;d6;;;;s10;s11;s13;s14;s8;s16;s16;s9;s12;d8;s10s14s15;s12s13;d10;d11;d12;;;s9s22;s7s21;s11s20;s15s16d28d29;s1;s2;s3;s4;s5;s6;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s24;/rC:-5.0052,-1.7411,0;-4.0052,-1.744,0;-5.5077,-.8765,0;-3.5026,-.8734,0;-5.0051,-.0059,0;.3393,-5.0636,0;-4,0,0;.234,-6.0595,0;1.3181,-4.8588,0;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;-.6329,-6.558,0;3.8398,.6707,0;3.2822,-1.1694,0;1.7249,-3.9454,0;-2.5,.866,0;1.1478,-6.4697,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;.5497,-2.3271,0;-1,1.7321,0;1.5448,1.2225,0;2.8175,.8088,0;1.8207,-5.7238,0;-3.5,.866,0;2.1318,-3.0319,0;1.9514,.3089,0;-5.2552,-2.1741,0;-3.7558,-2.1773,0;-6.0077,-.8772,0;-3.0026,-.8749,0;-5.2564,.4263,0;-.0316,-4.7283,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;-.8821,-6.1245,0;-.3837,-6.9915,0;-1.0663,-6.8072,0;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;1.2682,-3.7419,0;2.1817,-4.1488,0;-2.5,1.366,0;-2.5,.366,0;-1.25,-.433,0;

Duplicates CHEMBL5194556

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194556.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194556.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194556.sdf

Formula	C₂₁H₂₃N₃O₈S
MW	477.49
InChIKey	JNHQLRBQNVREGU-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	1
HB_Acceptor	6
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.41
logP	1.7435
PSA	153.49
MR	116.59
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-181.80149
PM7_Total_Energy_ev	-5983.90169
PM7_Electronic_Energy_ev	-50231.84577
PM7_Dipole_Debye	5.02095
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.183
PM7_LUMO_Energy_ev	-0.703
PM7_COSMO_Area_square_ang	454.92
PM7_COSMO_Volue_cubic_ang	530.97
PM7_Electron_Affinity_ev	0.703
PM7_Ionization_Energy_ev	9.183
PM7_Energy_Gap_ev	8.48
PM7_Global_Hardness_ev	4.24
PM7_Global_Softness_ev	0.2358490566037736
PM7_Chemical_Potential_ev	-4.943
PM7_Electronigativity_ev	4.943
PM7_Back_Donation_Energy_ev	-1.06
PM7_Electrophilicity_ev	2.8812793632075473
OPENEYE_Name	(3-methylisoxazol-5-yl)methyl (2~{S},5~{R},6~{R})-3,3-dimethyl-4,4,7-trioxo-6-[(2-phenoxyacetyl)amino]-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES	c1ccc(cc1)OCC(=O)NC2C(=O)N3C2S(=O)(=O)C(C3C(=O)OCc4cc(no4)C)(C)C
Canonical_SMILES	O=C(N[C@@H]1C(=O)N2[C@@H]1S(=O)(=O)C([C@@H]2C(=O)OCc1onc(c1)C)(C)C)COc1ccccc1
InChI	1/C21H23N3O8S/c1-12-9-14(32-23-12)10-31-20(27)17-21(2,3)33(28,29)19-16(18(26)24(17)19)22-15(25)11-30-13-7-5-4-6-8-13/h4-9,16-17,19H,10-11H2,1-3H3,(H,22,25)/f/h22H
InChI_3D	1S/C21H23N3O8S/c1-12-9-14(32-23-12)10-31-20(27)17-21(2,3)33(28,29)19-16(18(26)24(17)19)22-15(25)11-30-13-7-5-4-6-8-13/h4-9,16-17,19H,10-11H2,1-3H3,(H,22,25)/t16-,17+,19-/m1/s1
AuxInfo	1/1/N:17,18,19,1,2,3,4,5,6,20,21,8,7,9,12,13,14,10,15,11,16,24,22,23,27,25,26,28,29,31,32,30,33/E:(2,3)(5,6)(7,8)(28,29)/F:m/E:m/CRV:33.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;s6;d6;;;;s10;s11;s13;s14;s8;s16;s16;s9;s12;d8;s10s14s15;s12s13;d10;d11;d12;;;s9s22;s7s21;s11s20;s15s16d28d29;s1;s2;s3;s4;s5;s6;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s24;/rC:-5.0052,-1.7411,0;-4.0052,-1.744,0;-5.5077,-.8765,0;-3.5026,-.8734,0;-5.0051,-.0059,0;.3393,-5.0636,0;-4,0,0;.234,-6.0595,0;1.3181,-4.8588,0;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;-.6329,-6.558,0;3.8398,.6707,0;3.2822,-1.1694,0;1.7249,-3.9454,0;-2.5,.866,0;1.1478,-6.4697,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;.5497,-2.3271,0;-1,1.7321,0;1.5448,1.2225,0;2.8175,.8088,0;1.8207,-5.7238,0;-3.5,.866,0;2.1318,-3.0319,0;1.9514,.3089,0;-5.2552,-2.1741,0;-3.7558,-2.1773,0;-6.0077,-.8772,0;-3.0026,-.8749,0;-5.2564,.4263,0;-.0316,-4.7283,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;-.8821,-6.1245,0;-.3837,-6.9915,0;-1.0663,-6.8072,0;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;1.2682,-3.7419,0;2.1817,-4.1488,0;-2.5,1.366,0;-2.5,.366,0;-1.25,-.433,0;
Duplicates	CHEMBL5194556
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194556.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194556.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194556.sdf