CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185416_t0 (2527196)

Formula C₂₃H₂₀N₂O₅S₂

MW 468.54

InChIKey CDUAHFYFMGMJNE-XRXRYMQXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.26

logP 2.8701

PSA 154.38

MR 126.651

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -88.33213

PM7_Total_Energy_ev -5295.99403

PM7_Electronic_Energy_ev -43633.09627

PM7_Dipole_Debye 2.07667

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.086

PM7_LUMO_Energy_ev -0.916

PM7_COSMO_Area_square_ang 447.82

PM7_COSMO_Volue_cubic_ang 528.36

PM7_Electron_Affinity_ev 0.916

PM7_Ionization_Energy_ev 9.086

PM7_Energy_Gap_ev 8.17

PM7_Global_Hardness_ev 4.085

PM7_Global_Softness_ev 0.24479804161566707

PM7_Chemical_Potential_ev -5.001

PM7_Electronigativity_ev 5.001

PM7_Back_Donation_Energy_ev -1.02125

PM7_Electrophilicity_ev 3.0611996328029374

OPENEYE_Name (6~{R},7~{S})-3-(benzoylsulfanylmethyl)-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1ccc(cc1)C(=O)SCC2=C(N3C(=O)C(C3SC2)NC(=O)Cc4ccccc4)C(=O)O

Canonical_SMILES O=C(N[C@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSC(=O)c1ccccc1)Cc1ccccc1

InChI 1/C23H20N2O5S2/c26-17(11-14-7-3-1-4-8-14)24-18-20(27)25-19(22(28)29)16(12-31-21(18)25)13-32-23(30)15-9-5-2-6-10-15/h1-10,18,21H,11-13H2,(H,24,26)(H,28,29)/f/h24,28H

InChI_3D 1S/C23H20N2O5S2/c26-17(11-14-7-3-1-4-8-14)24-18-20(27)25-19(22(28)29)16(12-31-21(18)25)13-32-23(30)15-9-5-2-6-10-15/h1-10,18,21H,11-13H2,(H,24,26)(H,28,29)/t18-,21+/m0/s1

AuxInfo 1/1/N:2,1,5,6,3,4,9,10,7,8,22,19,23,12,11,14,18,20,13,15,21,17,16,25,24,29,26,28,30,27,31,32/E:(3,4)(5,6)(7,8)(9,10)(28,29)/F:2,1,5,6,3,4,9,10,7,8,22,19,23,12,11,14,18,20,13,15,21,17,16,25,24,29,26,30,28,27,31,32/E:(3,4)(5,6)(7,8)(9,10)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;d13;;s11;s13;;s14;s15;s20;s12s18;s14;s13s15s21;s18s20;d15;d16;d17;d18;s17;s19s21;s16s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s21;s22;s22;s23;s23;s25;s30;/rC:5.2021,-2.0131,0;-8.2533,1.8718,0;4.3367,-2.5143,0;5.2065,-1.0131,0;-7.7558,1.0043,0;-7.7558,2.7393,0;3.467,-2.0104,0;4.3368,-.5092,0;-6.7506,1.0043,0;-6.7506,2.7393,0;3.4626,-1.0053,0;-6.2429,1.8718,0;-.8716,-.4998,0;;-2.7429,.0003,0;2.5973,-.504,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;-5.2429,1.8718,0;.8653,-.5013,0;-1.7375,.0003,0;-3.7429,1.0058,0;-3.45,-.7068,0;2.5988,.496,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-.0079,-2.0011,0;-.8713,1.5112,0;1.7305,-1.0026,0;5.6347,-2.2638,0;-8.7533,1.8718,0;4.3367,-3.0143,0;5.6403,-.7644,0;-8.0064,.5717,0;-8.0064,3.172,0;3.0343,-2.261,0;4.339,-.0092,0;-6.5019,.5706,0;-6.5019,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;-5.2429,1.3718,0;-5.2429,2.3718,0;1.1159,-.0687,0;.6146,-.9339,0;-3.9929,.5728,0;-.0087,-2.5011,0;

Duplicates CHEMBL5185416_t0;CHEMBL5187720_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185416_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185416_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185416_t0.sdf

Formula	C₂₃H₂₀N₂O₅S₂
MW	468.54
InChIKey	CDUAHFYFMGMJNE-XRXRYMQXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.26
logP	2.8701
PSA	154.38
MR	126.651
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-88.33213
PM7_Total_Energy_ev	-5295.99403
PM7_Electronic_Energy_ev	-43633.09627
PM7_Dipole_Debye	2.07667
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.086
PM7_LUMO_Energy_ev	-0.916
PM7_COSMO_Area_square_ang	447.82
PM7_COSMO_Volue_cubic_ang	528.36
PM7_Electron_Affinity_ev	0.916
PM7_Ionization_Energy_ev	9.086
PM7_Energy_Gap_ev	8.17
PM7_Global_Hardness_ev	4.085
PM7_Global_Softness_ev	0.24479804161566707
PM7_Chemical_Potential_ev	-5.001
PM7_Electronigativity_ev	5.001
PM7_Back_Donation_Energy_ev	-1.02125
PM7_Electrophilicity_ev	3.0611996328029374
OPENEYE_Name	(6~{R},7~{S})-3-(benzoylsulfanylmethyl)-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1ccc(cc1)C(=O)SCC2=C(N3C(=O)C(C3SC2)NC(=O)Cc4ccccc4)C(=O)O
Canonical_SMILES	O=C(N[C@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSC(=O)c1ccccc1)Cc1ccccc1
InChI	1/C23H20N2O5S2/c26-17(11-14-7-3-1-4-8-14)24-18-20(27)25-19(22(28)29)16(12-31-21(18)25)13-32-23(30)15-9-5-2-6-10-15/h1-10,18,21H,11-13H2,(H,24,26)(H,28,29)/f/h24,28H
InChI_3D	1S/C23H20N2O5S2/c26-17(11-14-7-3-1-4-8-14)24-18-20(27)25-19(22(28)29)16(12-31-21(18)25)13-32-23(30)15-9-5-2-6-10-15/h1-10,18,21H,11-13H2,(H,24,26)(H,28,29)/t18-,21+/m0/s1
AuxInfo	1/1/N:2,1,5,6,3,4,9,10,7,8,22,19,23,12,11,14,18,20,13,15,21,17,16,25,24,29,26,28,30,27,31,32/E:(3,4)(5,6)(7,8)(9,10)(28,29)/F:2,1,5,6,3,4,9,10,7,8,22,19,23,12,11,14,18,20,13,15,21,17,16,25,24,29,26,30,28,27,31,32/E:(3,4)(5,6)(7,8)(9,10)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;d13;;s11;s13;;s14;s15;s20;s12s18;s14;s13s15s21;s18s20;d15;d16;d17;d18;s17;s19s21;s16s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s21;s22;s22;s23;s23;s25;s30;/rC:5.2021,-2.0131,0;-8.2533,1.8718,0;4.3367,-2.5143,0;5.2065,-1.0131,0;-7.7558,1.0043,0;-7.7558,2.7393,0;3.467,-2.0104,0;4.3368,-.5092,0;-6.7506,1.0043,0;-6.7506,2.7393,0;3.4626,-1.0053,0;-6.2429,1.8718,0;-.8716,-.4998,0;;-2.7429,.0003,0;2.5973,-.504,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;-5.2429,1.8718,0;.8653,-.5013,0;-1.7375,.0003,0;-3.7429,1.0058,0;-3.45,-.7068,0;2.5988,.496,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-.0079,-2.0011,0;-.8713,1.5112,0;1.7305,-1.0026,0;5.6347,-2.2638,0;-8.7533,1.8718,0;4.3367,-3.0143,0;5.6403,-.7644,0;-8.0064,.5717,0;-8.0064,3.172,0;3.0343,-2.261,0;4.339,-.0092,0;-6.5019,.5706,0;-6.5019,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;-5.2429,1.3718,0;-5.2429,2.3718,0;1.1159,-.0687,0;.6146,-.9339,0;-3.9929,.5728,0;-.0087,-2.5011,0;
Duplicates	CHEMBL5185416_t0;CHEMBL5187720_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185416_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185416_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185416_t0.sdf