CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194789 (2537428)

Formula C₂₅H₂₇N₃O₈S

MW 529.56

InChIKey IYGSXKPOMYQBNS-PJQSKVNONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.79

logP 2.6854

PSA 156.56

MR 134.126

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -233.87652

PM7_Total_Energy_ev -6531.57006

PM7_Electronic_Energy_ev -62479.04315

PM7_Dipole_Debye 4.40767

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.699

PM7_LUMO_Energy_ev -0.338

PM7_COSMO_Area_square_ang 475.06

PM7_COSMO_Volue_cubic_ang 607.04

PM7_Electron_Affinity_ev 0.338

PM7_Ionization_Energy_ev 9.699

PM7_Energy_Gap_ev 9.361

PM7_Global_Hardness_ev 4.6805

PM7_Global_Softness_ev 0.21365238756543103

PM7_Chemical_Potential_ev -5.0185

PM7_Electronigativity_ev 5.0185

PM7_Back_Donation_Energy_ev -1.170125

PM7_Electrophilicity_ev 2.6904542516825125

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

SMILES c1ccc(cc1)COC(=O)C2C(S(=O)(=O)C3N2C(=O)C3NC(=O)CNC(=O)OCc4ccccc4)(C)C

Canonical_SMILES O=C(NCC(=O)N[C@@H]1C(=O)N2[C@@H]1S(=O)(=O)C([C@@H]2C(=O)OCc1ccccc1)(C)C)OCc1ccccc1

InChI 1/C25H27N3O8S/c1-25(2)20(23(31)35-14-16-9-5-3-6-10-16)28-21(30)19(22(28)37(25,33)34)27-18(29)13-26-24(32)36-15-17-11-7-4-8-12-17/h3-12,19-20,22H,13-15H2,1-2H3,(H,26,32)(H,27,29)/f/h26-27H

InChI_3D 1S/C25H27N3O8S/c1-25(2)20(23(31)35-14-16-9-5-3-6-10-16)28-21(30)19(22(28)37(25,33)34)27-18(29)13-26-24(32)36-15-17-11-7-4-8-12-17/h3-12,19-20,22H,13-15H2,1-2H3,(H,26,32)(H,27,29)/t19-,20+,22-/m1/s1

AuxInfo 1/1/N:21,22,1,2,3,4,5,6,7,8,9,10,25,23,24,11,12,15,17,18,13,19,14,16,20,28,27,26,31,29,30,32,33,34,35,36,37/E:(1,2)(5,6)(7,8)(9,10)(11,12)(33,34)/F:m/E:m/CRV:37.6/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s13;s14;s17;s18;s20;s20;s11;s12;s15;s13s18s19;s15s17;s16s25;d13;d14;d15;d16;;;s14s23;s16s24;s19s20d33d34;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s27;s28;/rC:-1.0822,-5.9905,0;-7.0052,-3.4731,0;-.0873,-5.8891,0;-1.6722,-5.1831,0;-6.0052,-3.476,0;-7.5077,-2.6085,0;.3217,-4.9708,0;-1.2632,-4.2649,0;-5.5026,-2.6055,0;-7.0051,-1.738,0;-.2641,-4.1541,0;-6,-1.732,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;-4,0,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;.1428,-3.2406,0;-5.5,-.866,0;-2.5,.866,0;1,-1.0001,0;-1,0,0;-3.5,.866,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;-3.5,-.866,0;1.5448,1.2225,0;2.8175,.8088,0;.5497,-2.3271,0;-5,0,0;1.9514,.3089,0;-1.2856,-6.4473,0;-7.2552,-3.9061,0;.2059,-6.294,0;-2.1694,-5.236,0;-5.7558,-3.9094,0;-8.0077,-2.6092,0;.8191,-4.9201,0;-1.5582,-3.8612,0;-5.0026,-2.607,0;-7.2564,-1.3057,0;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;.5995,-3.4441,0;-.314,-3.0372,0;-5.067,-1.116,0;-5.933,-.616,0;-2.5,1.366,0;-2.5,.366,0;-1.25,-.433,0;-3.75,1.299,0;

Duplicates CHEMBL5194789

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194789.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194789.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194789.sdf

Formula	C₂₅H₂₇N₃O₈S
MW	529.56
InChIKey	IYGSXKPOMYQBNS-PJQSKVNONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.79
logP	2.6854
PSA	156.56
MR	134.126
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-233.87652
PM7_Total_Energy_ev	-6531.57006
PM7_Electronic_Energy_ev	-62479.04315
PM7_Dipole_Debye	4.40767
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.699
PM7_LUMO_Energy_ev	-0.338
PM7_COSMO_Area_square_ang	475.06
PM7_COSMO_Volue_cubic_ang	607.04
PM7_Electron_Affinity_ev	0.338
PM7_Ionization_Energy_ev	9.699
PM7_Energy_Gap_ev	9.361
PM7_Global_Hardness_ev	4.6805
PM7_Global_Softness_ev	0.21365238756543103
PM7_Chemical_Potential_ev	-5.0185
PM7_Electronigativity_ev	5.0185
PM7_Back_Donation_Energy_ev	-1.170125
PM7_Electrophilicity_ev	2.6904542516825125
OPENEYE_Name	benzyl (2~{S},5~{R},6~{R})-6-[[2-(benzyloxycarbonylamino)acetyl]amino]-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES	c1ccc(cc1)COC(=O)C2C(S(=O)(=O)C3N2C(=O)C3NC(=O)CNC(=O)OCc4ccccc4)(C)C
Canonical_SMILES	O=C(NCC(=O)N[C@@H]1C(=O)N2[C@@H]1S(=O)(=O)C([C@@H]2C(=O)OCc1ccccc1)(C)C)OCc1ccccc1
InChI	1/C25H27N3O8S/c1-25(2)20(23(31)35-14-16-9-5-3-6-10-16)28-21(30)19(22(28)37(25,33)34)27-18(29)13-26-24(32)36-15-17-11-7-4-8-12-17/h3-12,19-20,22H,13-15H2,1-2H3,(H,26,32)(H,27,29)/f/h26-27H
InChI_3D	1S/C25H27N3O8S/c1-25(2)20(23(31)35-14-16-9-5-3-6-10-16)28-21(30)19(22(28)37(25,33)34)27-18(29)13-26-24(32)36-15-17-11-7-4-8-12-17/h3-12,19-20,22H,13-15H2,1-2H3,(H,26,32)(H,27,29)/t19-,20+,22-/m1/s1
AuxInfo	1/1/N:21,22,1,2,3,4,5,6,7,8,9,10,25,23,24,11,12,15,17,18,13,19,14,16,20,28,27,26,31,29,30,32,33,34,35,36,37/E:(1,2)(5,6)(7,8)(9,10)(11,12)(33,34)/F:m/E:m/CRV:37.6/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s13;s14;s17;s18;s20;s20;s11;s12;s15;s13s18s19;s15s17;s16s25;d13;d14;d15;d16;;;s14s23;s16s24;s19s20d33d34;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s27;s28;/rC:-1.0822,-5.9905,0;-7.0052,-3.4731,0;-.0873,-5.8891,0;-1.6722,-5.1831,0;-6.0052,-3.476,0;-7.5077,-2.6085,0;.3217,-4.9708,0;-1.2632,-4.2649,0;-5.5026,-2.6055,0;-7.0051,-1.738,0;-.2641,-4.1541,0;-6,-1.732,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;-4,0,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;.1428,-3.2406,0;-5.5,-.866,0;-2.5,.866,0;1,-1.0001,0;-1,0,0;-3.5,.866,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;-3.5,-.866,0;1.5448,1.2225,0;2.8175,.8088,0;.5497,-2.3271,0;-5,0,0;1.9514,.3089,0;-1.2856,-6.4473,0;-7.2552,-3.9061,0;.2059,-6.294,0;-2.1694,-5.236,0;-5.7558,-3.9094,0;-8.0077,-2.6092,0;.8191,-4.9201,0;-1.5582,-3.8612,0;-5.0026,-2.607,0;-7.2564,-1.3057,0;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;.5995,-3.4441,0;-.314,-3.0372,0;-5.067,-1.116,0;-5.933,-.616,0;-2.5,1.366,0;-2.5,.366,0;-1.25,-.433,0;-3.75,1.299,0;
Duplicates	CHEMBL5194789
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194789.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194789.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194789.sdf