CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108524 (9119)

Formula C₂₇H₃₈N₂O₈S

MW 550.67

InChIKey LLMXRJOVADRZIQ-LKHHGCNMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 76

Number_Heavy_Atoms 38

Number_Rings 2

Number_Bonds 77

Rotat_Bonds 18

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 10

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 4.22

logP 4.3274

PSA 162.4

MR 143.91

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -351.96814

PM7_Total_Energy_ev -6742.47374

PM7_Electronic_Energy_ev -72943.27363

PM7_Dipole_Debye 6.82088

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.207

PM7_LUMO_Energy_ev -0.714

PM7_COSMO_Area_square_ang 464.53

PM7_COSMO_Volue_cubic_ang 677.61

PM7_Electron_Affinity_ev 0.714

PM7_Ionization_Energy_ev 9.207

PM7_Energy_Gap_ev 8.493

PM7_Global_Hardness_ev 4.2465

PM7_Global_Softness_ev 0.23548804898151418

PM7_Chemical_Potential_ev -4.9605

PM7_Electronigativity_ev 4.9605

PM7_Back_Donation_Energy_ev -1.061625

PM7_Electrophilicity_ev 2.89727543270929

OPENEYE_Name ethyl (2~{S})-2-[[1-[[(2~{R})-2-acetylsulfanyl-3-methyl-butanoyl]amino]cyclopentanecarbonyl]amino]-3-(4-ethoxycarbonyloxyphenyl)propanoate

SMILES c1cc(ccc1CC(C(=O)OCC)NC(=O)C2(CCCC2)NC(=O)C(C(C)C)SC(=O)C)OC(=O)OCC

Canonical_SMILES CCOC(=O)[C@@H](NC(=O)C1(CCCC1)NC(=O)[C@@H](C(C)C)SC(=O)C)Cc1ccc(cc1)OC(=O)OCC

InChI 1/C27H38N2O8S/c1-6-35-24(32)21(16-19-10-12-20(13-11-19)37-26(34)36-7-2)28-25(33)27(14-8-9-15-27)29-23(31)22(17(3)4)38-18(5)30/h10-13,17,21-22H,6-9,14-16H2,1-5H3,(H,28,33)(H,29,31)/f/h28-29H

InChI_3D 1S/C27H38N2O8S/c1-6-35-24(32)21(16-19-10-12-20(13-11-19)37-26(34)36-7-2)28-25(33)27(14-8-9-15-27)29-23(31)22(17(3)4)38-18(5)30/h10-13,17,21-22H,6-9,14-16H2,1-5H3,(H,28,33)(H,29,31)/t21-,22+/m0/s1

AuxInfo 1/1/N:18,19,20,21,17,23,24,12,13,1,2,3,4,14,15,22,27,10,5,6,26,25,8,9,7,11,16,28,29,33,31,32,30,34,36,37,35,38/E:(3,4)(8,9)(10,11)(12,13)(14,15)/F:m/E:m/rA:76cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;;;s12;s12;s13;s7s14s15;s10;;;;;s5;s18;s19;s8;s9s22;s20s21s25;s7s26;s8s16;d7;d8;d9;d10;d11;s6s11;s9s23;s11s24;s10s25;s1;s2;s3;s4;s12;s12;s13;s13;s14;s14;s15;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s29;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.5,-2.866,0;-3.9513,-4.4498,0;0,-3,0;-4.546,-7.0278,0;-.866,3.5104,0;-4.0585,-1.465,0;-4.73,-2.2082,0;-3.1435,-1.8717,0;-4.2275,-3.078,0;-3.25,-2.866,0;-4.4395,-8.0221,0;2.5981,-2.5,0;-2.5981,5.5104,0;-2.7439,-6.3318,0;-1.8561,-5.231,0;0,-1,0;1.7321,-3,0;-1.7321,5.0104,0;-3.8447,-5.4441,0;0,-2,0;-2.8504,-5.3375,0;-1,-2,0;-3.1435,-3.8603,0;-1,-3.7321,0;-4.8656,-4.0449,0;-.866,-3.5,0;-5.4604,-6.6229,0;-1.7321,3.0104,0;0,3.0104,0;.866,-3.5,0;-.866,4.5104,0;-3.7382,-6.4384,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.4628,-1.1707,0;-3.8085,-1.032,0;-5.1346,-2.5019,0;-5.0642,-1.8363,0;-2.9888,-1.3962,0;-2.6545,-1.9762,0;-4.0717,-3.553,0;-4.684,-3.282,0;-4.9366,-8.0754,0;-3.9423,-7.9688,0;-4.3862,-8.5193,0;2.8481,-2.933,0;2.3481,-2.067,0;3.0311,-2.25,0;-2.3481,5.9434,0;-2.8481,5.0774,0;-3.0311,5.7604,0;-2.2467,-6.2786,0;-3.241,-6.3851,0;-2.6906,-6.829,0;-1.9094,-4.7338,0;-1.359,-5.1777,0;-1.8028,-5.7281,0;.5,-1,0;-.5,-1,0;1.4821,-2.567,0;1.9821,-3.433,0;-1.9821,4.5774,0;-1.4821,5.4434,0;-4.3419,-5.4973,0;.5,-2,0;-2.9037,-4.8404,0;-1.25,-1.567,0;-2.6863,-4.0628,0;

Duplicates CHEMBL108524

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108524.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108524.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108524.sdf

Formula	C₂₇H₃₈N₂O₈S
MW	550.67
InChIKey	LLMXRJOVADRZIQ-LKHHGCNMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	76
Number_Heavy_Atoms	38
Number_Rings	2
Number_Bonds	77
Rotat_Bonds	18
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	10
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	4.22
logP	4.3274
PSA	162.4
MR	143.91
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-351.96814
PM7_Total_Energy_ev	-6742.47374
PM7_Electronic_Energy_ev	-72943.27363
PM7_Dipole_Debye	6.82088
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.207
PM7_LUMO_Energy_ev	-0.714
PM7_COSMO_Area_square_ang	464.53
PM7_COSMO_Volue_cubic_ang	677.61
PM7_Electron_Affinity_ev	0.714
PM7_Ionization_Energy_ev	9.207
PM7_Energy_Gap_ev	8.493
PM7_Global_Hardness_ev	4.2465
PM7_Global_Softness_ev	0.23548804898151418
PM7_Chemical_Potential_ev	-4.9605
PM7_Electronigativity_ev	4.9605
PM7_Back_Donation_Energy_ev	-1.061625
PM7_Electrophilicity_ev	2.89727543270929
OPENEYE_Name	ethyl (2~{S})-2-[[1-[[(2~{R})-2-acetylsulfanyl-3-methyl-butanoyl]amino]cyclopentanecarbonyl]amino]-3-(4-ethoxycarbonyloxyphenyl)propanoate
SMILES	c1cc(ccc1CC(C(=O)OCC)NC(=O)C2(CCCC2)NC(=O)C(C(C)C)SC(=O)C)OC(=O)OCC
Canonical_SMILES	CCOC(=O)[C@@H](NC(=O)C1(CCCC1)NC(=O)[C@@H](C(C)C)SC(=O)C)Cc1ccc(cc1)OC(=O)OCC
InChI	1/C27H38N2O8S/c1-6-35-24(32)21(16-19-10-12-20(13-11-19)37-26(34)36-7-2)28-25(33)27(14-8-9-15-27)29-23(31)22(17(3)4)38-18(5)30/h10-13,17,21-22H,6-9,14-16H2,1-5H3,(H,28,33)(H,29,31)/f/h28-29H
InChI_3D	1S/C27H38N2O8S/c1-6-35-24(32)21(16-19-10-12-20(13-11-19)37-26(34)36-7-2)28-25(33)27(14-8-9-15-27)29-23(31)22(17(3)4)38-18(5)30/h10-13,17,21-22H,6-9,14-16H2,1-5H3,(H,28,33)(H,29,31)/t21-,22+/m0/s1
AuxInfo	1/1/N:18,19,20,21,17,23,24,12,13,1,2,3,4,14,15,22,27,10,5,6,26,25,8,9,7,11,16,28,29,33,31,32,30,34,36,37,35,38/E:(3,4)(8,9)(10,11)(12,13)(14,15)/F:m/E:m/rA:76cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;;;s12;s12;s13;s7s14s15;s10;;;;;s5;s18;s19;s8;s9s22;s20s21s25;s7s26;s8s16;d7;d8;d9;d10;d11;s6s11;s9s23;s11s24;s10s25;s1;s2;s3;s4;s12;s12;s13;s13;s14;s14;s15;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s29;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.5,-2.866,0;-3.9513,-4.4498,0;0,-3,0;-4.546,-7.0278,0;-.866,3.5104,0;-4.0585,-1.465,0;-4.73,-2.2082,0;-3.1435,-1.8717,0;-4.2275,-3.078,0;-3.25,-2.866,0;-4.4395,-8.0221,0;2.5981,-2.5,0;-2.5981,5.5104,0;-2.7439,-6.3318,0;-1.8561,-5.231,0;0,-1,0;1.7321,-3,0;-1.7321,5.0104,0;-3.8447,-5.4441,0;0,-2,0;-2.8504,-5.3375,0;-1,-2,0;-3.1435,-3.8603,0;-1,-3.7321,0;-4.8656,-4.0449,0;-.866,-3.5,0;-5.4604,-6.6229,0;-1.7321,3.0104,0;0,3.0104,0;.866,-3.5,0;-.866,4.5104,0;-3.7382,-6.4384,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.4628,-1.1707,0;-3.8085,-1.032,0;-5.1346,-2.5019,0;-5.0642,-1.8363,0;-2.9888,-1.3962,0;-2.6545,-1.9762,0;-4.0717,-3.553,0;-4.684,-3.282,0;-4.9366,-8.0754,0;-3.9423,-7.9688,0;-4.3862,-8.5193,0;2.8481,-2.933,0;2.3481,-2.067,0;3.0311,-2.25,0;-2.3481,5.9434,0;-2.8481,5.0774,0;-3.0311,5.7604,0;-2.2467,-6.2786,0;-3.241,-6.3851,0;-2.6906,-6.829,0;-1.9094,-4.7338,0;-1.359,-5.1777,0;-1.8028,-5.7281,0;.5,-1,0;-.5,-1,0;1.4821,-2.567,0;1.9821,-3.433,0;-1.9821,4.5774,0;-1.4821,5.4434,0;-4.3419,-5.4973,0;.5,-2,0;-2.9037,-4.8404,0;-1.25,-1.567,0;-2.6863,-4.0628,0;
Duplicates	CHEMBL108524
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108524.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108524.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108524.sdf