CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108195 (8757)

Formula C₂₅H₂₆Cl₂N₂O₈

MW 553.4

InChIKey ISZXHKGBLCZAQE-HUHUVBGUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 37

Number_Rings 2

Number_Bonds 64

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 3.43

logP 4.4116

PSA 148.1

MR 134.555

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -310.90431

PM7_Total_Energy_ev -6691.1383

PM7_Electronic_Energy_ev -59034.64611

PM7_Dipole_Debye 2.96088

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.761

PM7_LUMO_Energy_ev -1.017

PM7_COSMO_Area_square_ang 528.4

PM7_COSMO_Volue_cubic_ang 633.67

PM7_Electron_Affinity_ev 1.017

PM7_Ionization_Energy_ev 9.761

PM7_Energy_Gap_ev 8.744

PM7_Global_Hardness_ev 4.372

PM7_Global_Softness_ev 0.22872827081427263

PM7_Chemical_Potential_ev -5.389

PM7_Electronigativity_ev 5.389

PM7_Back_Donation_Energy_ev -1.093

PM7_Electrophilicity_ev 3.3212855672461115

OPENEYE_Name (3~{S})-3-[[(2~{S})-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-5-(2,6-dichlorobenzoyl)oxy-4-oxo-pentanoic acid

SMILES c1ccc(cc1)COC(=O)NC(C(=O)NC(C(=O)COC(=O)c2c(cccc2Cl)Cl)CC(=O)O)C(C)C

Canonical_SMILES OC(=O)C[C@@H](C(=O)COC(=O)c1c(Cl)cccc1Cl)NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1

InChI 1/C25H26Cl2N2O8/c1-14(2)22(29-25(35)37-12-15-7-4-3-5-8-15)23(33)28-18(11-20(31)32)19(30)13-36-24(34)21-16(26)9-6-10-17(21)27/h3-10,14,18,22H,11-13H2,1-2H3,(H,28,33)(H,29,35)(H,31,32)/f/h28-29,31H

InChI_3D 1S/C25H26Cl2N2O8/c1-14(2)22(29-25(35)37-12-15-7-4-3-5-8-15)23(33)28-18(11-20(31)32)19(30)13-36-24(34)21-16(26)9-6-10-17(21)27/h3-10,14,18,22H,11-13H2,1-2H3,(H,28,33)(H,29,35)(H,31,32)/t18-,22-/m0/s1

AuxInfo 1/1/N:18,19,1,2,3,4,5,6,7,8,22,20,21,25,10,11,12,23,14,16,9,24,15,13,17,36,37,26,27,29,31,33,30,28,32,34,35/E:(1,2)(4,5)(7,8)(9,10)(16,17)(26,27)(31,32)/F:18,19,1,2,3,4,5,6,7,8,22,20,21,25,10,11,12,23,14,16,9,24,15,13,17,36,37,26,27,29,33,31,30,28,32,34,35/E:(1,2)(4,5)(7,8)(9,10)(16,17)(26,27)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;s9;;;;;;;s10;s14;s16;s14s22;s15;s18s19s24;s15s23;s17s24;d13;d14;d15;d16;d17;s16;s13s21;s17s20;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s27;s33;/rC:;-.8675,.4975,0;.8675,.4975,0;-3.0878,-3.2838,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5928,-2.4148,0;-4.093,-3.2868,0;-4.0981,-1.5518,0;0,2.0104,0;-3.0929,-1.5488,0;-4.6032,-2.4208,0;-4.5981,-.6858,0;-5.0981,1.9123,0;-3.0981,3.6444,0;-6.3301,3.7783,0;-.866,4.5104,0;-2.9641,5.8764,0;-1.5981,6.2425,0;0,3.0104,0;-4.5981,1.0463,0;-5.4641,3.2783,0;-4.5981,2.7783,0;-2.5981,4.5104,0;-2.0981,5.3764,0;-4.0981,3.6444,0;-1.7321,4.0104,0;-5.5981,-.6858,0;-6.0981,1.9123,0;-2.5981,2.7783,0;-7.1962,3.2783,0;-.866,5.5104,0;-6.3301,4.7783,0;-4.0981,.1803,0;0,4.0104,0;-2.5942,-.682,0;-5.6032,-2.4237,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-2.8359,-3.7157,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.0928,-2.4134,0;-4.3404,-3.7213,0;-3.2141,5.4434,0;-2.7141,6.3094,0;-3.3971,6.1264,0;-2.0311,6.4925,0;-1.1651,5.9925,0;-1.3481,6.6755,0;-.5,3.0104,0;.5,3.0104,0;-5.0311,.7963,0;-4.1651,1.2963,0;-5.7141,2.8453,0;-5.2141,3.7114,0;-4.1651,2.5283,0;-3.0311,4.7604,0;-1.6651,5.1264,0;-4.3481,4.0774,0;-1.7321,3.5104,0;-6.7631,5.0283,0;

Duplicates CHEMBL108195;CHEMBL359299_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108195.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108195.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108195.sdf

Formula	C₂₅H₂₆Cl₂N₂O₈
MW	553.4
InChIKey	ISZXHKGBLCZAQE-HUHUVBGUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	37
Number_Rings	2
Number_Bonds	64
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	3.43
logP	4.4116
PSA	148.1
MR	134.555
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-310.90431
PM7_Total_Energy_ev	-6691.1383
PM7_Electronic_Energy_ev	-59034.64611
PM7_Dipole_Debye	2.96088
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.761
PM7_LUMO_Energy_ev	-1.017
PM7_COSMO_Area_square_ang	528.4
PM7_COSMO_Volue_cubic_ang	633.67
PM7_Electron_Affinity_ev	1.017
PM7_Ionization_Energy_ev	9.761
PM7_Energy_Gap_ev	8.744
PM7_Global_Hardness_ev	4.372
PM7_Global_Softness_ev	0.22872827081427263
PM7_Chemical_Potential_ev	-5.389
PM7_Electronigativity_ev	5.389
PM7_Back_Donation_Energy_ev	-1.093
PM7_Electrophilicity_ev	3.3212855672461115
OPENEYE_Name	(3~{S})-3-[[(2~{S})-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-5-(2,6-dichlorobenzoyl)oxy-4-oxo-pentanoic acid
SMILES	c1ccc(cc1)COC(=O)NC(C(=O)NC(C(=O)COC(=O)c2c(cccc2Cl)Cl)CC(=O)O)C(C)C
Canonical_SMILES	OC(=O)C[C@@H](C(=O)COC(=O)c1c(Cl)cccc1Cl)NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1
InChI	1/C25H26Cl2N2O8/c1-14(2)22(29-25(35)37-12-15-7-4-3-5-8-15)23(33)28-18(11-20(31)32)19(30)13-36-24(34)21-16(26)9-6-10-17(21)27/h3-10,14,18,22H,11-13H2,1-2H3,(H,28,33)(H,29,35)(H,31,32)/f/h28-29,31H
InChI_3D	1S/C25H26Cl2N2O8/c1-14(2)22(29-25(35)37-12-15-7-4-3-5-8-15)23(33)28-18(11-20(31)32)19(30)13-36-24(34)21-16(26)9-6-10-17(21)27/h3-10,14,18,22H,11-13H2,1-2H3,(H,28,33)(H,29,35)(H,31,32)/t18-,22-/m0/s1
AuxInfo	1/1/N:18,19,1,2,3,4,5,6,7,8,22,20,21,25,10,11,12,23,14,16,9,24,15,13,17,36,37,26,27,29,31,33,30,28,32,34,35/E:(1,2)(4,5)(7,8)(9,10)(16,17)(26,27)(31,32)/F:18,19,1,2,3,4,5,6,7,8,22,20,21,25,10,11,12,23,14,16,9,24,15,13,17,36,37,26,27,29,33,31,30,28,32,34,35/E:(1,2)(4,5)(7,8)(9,10)(16,17)(26,27)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;s9;;;;;;;s10;s14;s16;s14s22;s15;s18s19s24;s15s23;s17s24;d13;d14;d15;d16;d17;s16;s13s21;s17s20;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s27;s33;/rC:;-.8675,.4975,0;.8675,.4975,0;-3.0878,-3.2838,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5928,-2.4148,0;-4.093,-3.2868,0;-4.0981,-1.5518,0;0,2.0104,0;-3.0929,-1.5488,0;-4.6032,-2.4208,0;-4.5981,-.6858,0;-5.0981,1.9123,0;-3.0981,3.6444,0;-6.3301,3.7783,0;-.866,4.5104,0;-2.9641,5.8764,0;-1.5981,6.2425,0;0,3.0104,0;-4.5981,1.0463,0;-5.4641,3.2783,0;-4.5981,2.7783,0;-2.5981,4.5104,0;-2.0981,5.3764,0;-4.0981,3.6444,0;-1.7321,4.0104,0;-5.5981,-.6858,0;-6.0981,1.9123,0;-2.5981,2.7783,0;-7.1962,3.2783,0;-.866,5.5104,0;-6.3301,4.7783,0;-4.0981,.1803,0;0,4.0104,0;-2.5942,-.682,0;-5.6032,-2.4237,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-2.8359,-3.7157,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.0928,-2.4134,0;-4.3404,-3.7213,0;-3.2141,5.4434,0;-2.7141,6.3094,0;-3.3971,6.1264,0;-2.0311,6.4925,0;-1.1651,5.9925,0;-1.3481,6.6755,0;-.5,3.0104,0;.5,3.0104,0;-5.0311,.7963,0;-4.1651,1.2963,0;-5.7141,2.8453,0;-5.2141,3.7114,0;-4.1651,2.5283,0;-3.0311,4.7604,0;-1.6651,5.1264,0;-4.3481,4.0774,0;-1.7321,3.5104,0;-6.7631,5.0283,0;
Duplicates	CHEMBL108195;CHEMBL359299_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108195.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108195.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108195.sdf