CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199325_t0 (2542282)

Formula C₂₇H₃₁N₃O₈S

MW 557.62

InChIKey RLXNMMXQQSGOCI-LBOYIXSDNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 73

Rotat_Bonds 15

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 11

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.15

logP 4.9412

PSA 185.21

MR 145.535

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -197.67332

PM7_Total_Energy_ev -6829.32245

PM7_Electronic_Energy_ev -66751.52741

PM7_Dipole_Debye 4.80547

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.413

PM7_LUMO_Energy_ev -1.917

PM7_COSMO_Area_square_ang 520.07

PM7_COSMO_Volue_cubic_ang 644.75

PM7_Electron_Affinity_ev 1.917

PM7_Ionization_Energy_ev 9.413

PM7_Energy_Gap_ev 7.496

PM7_Global_Hardness_ev 3.748

PM7_Global_Softness_ev 0.26680896478121663

PM7_Chemical_Potential_ev -5.665

PM7_Electronigativity_ev 5.665

PM7_Back_Donation_Energy_ev -0.937

PM7_Electrophilicity_ev 4.281246664887941

OPENEYE_Name ~{N}-[(1~{S},2~{R})-1-benzyl-2-hydroxy-3-[isobutyl-(4-nitrophenyl)sulfonyl-amino]propyl]-3,4-dihydroxy-benzamide

SMILES c1ccc(cc1)CC(C(CN(CC(C)C)S(=O)(=O)c2ccc(cc2)[N+](=O)[O-])O)NC(=O)c3ccc(c(c3)O)O

Canonical_SMILES CC(CN(S(=O)(=O)c1ccc(cc1)[N](=O)O)C[C@H]([C@@H](NC(=O)c1ccc(c(c1)O)O)Cc1ccccc1)O)C

InChI 1/C27H31N3O8S/c1-18(2)16-29(39(37,38)22-11-9-21(10-12-22)30(35)36)17-26(33)23(14-19-6-4-3-5-7-19)28-27(34)20-8-13-24(31)25(32)15-20/h3-13,15,18,23,26,31-33H,14,16-17H2,1-2H3,(H,28,34)/f/h28H

InChI_3D 1S/C27H32N3O8S/c1-18(2)16-29(39(37,38)22-11-9-21(10-12-22)30(35)36)17-26(33)23(14-19-6-4-3-5-7-19)28-27(34)20-8-13-24(31)25(32)15-20/h3-13,15,18,23,26,31-33H,14,16-17H2,1-2H3,(H,28,34)(H,35,36)/t23-,26+/m0/s1

AuxInfo 1/1/N:20,21,1,2,3,5,6,4,7,8,10,11,9,22,12,23,24,25,14,13,15,18,26,16,17,27,19,28,29,30,36,37,38,32,31,33,34,35,39/E:(1,2)(4,5)(6,7)(9,10)(11,12)(35,36)(37,38)/F:m/E:m/CRV:30.5,39.6/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;;;d4;d7;s8;;s4d12;d5s6;s7d8;s9;s12d16;s10d11;s13;;;s14;;;s20s21s23;s22;s24s26;s19s26;s23s24;s15;s30;d19;d30;;;s16;s17;s27;s18s29d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s36;s37;s38;/rC:;-.8675,.4975,0;.8675,.4975,0;3.0013,3.029,0;-.8675,1.5027,0;.8675,1.5027,0;2.6085,10.2681,0;3.476,8.7656,0;4.0013,3.0247,0;1.738,9.7655,0;2.6055,8.263,0;3.0039,4.7642,0;2.5,3.8944,0;0,2.0104,0;3.4731,9.7656,0;4.5052,3.8945,0;4.009,4.7686,0;1.732,8.7604,0;1.5,3.8944,0;-1.2321,9.6264,0;-2.5981,9.2604,0;0,3.7604,0;-.866,8.2604,0;0,6.7604,0;-1.7321,8.7604,0;0,4.7604,0;0,5.7604,0;1,4.7604,0;0,7.7604,0;4.3391,10.2656,0;5.2052,9.7656,0;1,3.0283,0;4.3391,11.2656,0;.366,9.1264,0;1.366,7.3944,0;5.5051,3.8901,0;4.5103,5.6339,0;-1,5.7604,0;.866,8.2604,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;2.7506,2.5964,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6092,10.7681,0;3.9094,8.5162,0;4.25,2.591,0;1.3057,10.0168,0;2.607,7.763,0;2.7532,5.1968,0;-1.6651,9.8764,0;-.799,9.3764,0;-.9821,10.0594,0;-2.3481,9.6934,0;-2.8481,8.8274,0;-3.0311,9.5104,0;.5,3.7604,0;-.5,3.7604,0;-1.116,7.8274,0;-.616,8.6934,0;.5,6.7604,0;-.5,6.7604,0;-1.9821,8.3274,0;-.5,4.7604,0;.5,5.7604,0;1.25,5.1934,0;5.7532,3.456,0;5.0103,5.6332,0;-1.25,6.1934,0;

Duplicates CHEMBL5199325_t0;CHEMBL5199325_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199325_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199325_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199325_t0.sdf

Formula	C₂₇H₃₁N₃O₈S
MW	557.62
InChIKey	RLXNMMXQQSGOCI-LBOYIXSDNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	73
Rotat_Bonds	15
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	11
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.15
logP	4.9412
PSA	185.21
MR	145.535
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-197.67332
PM7_Total_Energy_ev	-6829.32245
PM7_Electronic_Energy_ev	-66751.52741
PM7_Dipole_Debye	4.80547
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.413
PM7_LUMO_Energy_ev	-1.917
PM7_COSMO_Area_square_ang	520.07
PM7_COSMO_Volue_cubic_ang	644.75
PM7_Electron_Affinity_ev	1.917
PM7_Ionization_Energy_ev	9.413
PM7_Energy_Gap_ev	7.496
PM7_Global_Hardness_ev	3.748
PM7_Global_Softness_ev	0.26680896478121663
PM7_Chemical_Potential_ev	-5.665
PM7_Electronigativity_ev	5.665
PM7_Back_Donation_Energy_ev	-0.937
PM7_Electrophilicity_ev	4.281246664887941
OPENEYE_Name	~{N}-[(1~{S},2~{R})-1-benzyl-2-hydroxy-3-[isobutyl-(4-nitrophenyl)sulfonyl-amino]propyl]-3,4-dihydroxy-benzamide
SMILES	c1ccc(cc1)CC(C(CN(CC(C)C)S(=O)(=O)c2ccc(cc2)[N+](=O)[O-])O)NC(=O)c3ccc(c(c3)O)O
Canonical_SMILES	CC(CN(S(=O)(=O)c1ccc(cc1)[N](=O)O)C[C@H]([C@@H](NC(=O)c1ccc(c(c1)O)O)Cc1ccccc1)O)C
InChI	1/C27H31N3O8S/c1-18(2)16-29(39(37,38)22-11-9-21(10-12-22)30(35)36)17-26(33)23(14-19-6-4-3-5-7-19)28-27(34)20-8-13-24(31)25(32)15-20/h3-13,15,18,23,26,31-33H,14,16-17H2,1-2H3,(H,28,34)/f/h28H
InChI_3D	1S/C27H32N3O8S/c1-18(2)16-29(39(37,38)22-11-9-21(10-12-22)30(35)36)17-26(33)23(14-19-6-4-3-5-7-19)28-27(34)20-8-13-24(31)25(32)15-20/h3-13,15,18,23,26,31-33H,14,16-17H2,1-2H3,(H,28,34)(H,35,36)/t23-,26+/m0/s1
AuxInfo	1/1/N:20,21,1,2,3,5,6,4,7,8,10,11,9,22,12,23,24,25,14,13,15,18,26,16,17,27,19,28,29,30,36,37,38,32,31,33,34,35,39/E:(1,2)(4,5)(6,7)(9,10)(11,12)(35,36)(37,38)/F:m/E:m/CRV:30.5,39.6/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;;;d4;d7;s8;;s4d12;d5s6;s7d8;s9;s12d16;s10d11;s13;;;s14;;;s20s21s23;s22;s24s26;s19s26;s23s24;s15;s30;d19;d30;;;s16;s17;s27;s18s29d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s36;s37;s38;/rC:;-.8675,.4975,0;.8675,.4975,0;3.0013,3.029,0;-.8675,1.5027,0;.8675,1.5027,0;2.6085,10.2681,0;3.476,8.7656,0;4.0013,3.0247,0;1.738,9.7655,0;2.6055,8.263,0;3.0039,4.7642,0;2.5,3.8944,0;0,2.0104,0;3.4731,9.7656,0;4.5052,3.8945,0;4.009,4.7686,0;1.732,8.7604,0;1.5,3.8944,0;-1.2321,9.6264,0;-2.5981,9.2604,0;0,3.7604,0;-.866,8.2604,0;0,6.7604,0;-1.7321,8.7604,0;0,4.7604,0;0,5.7604,0;1,4.7604,0;0,7.7604,0;4.3391,10.2656,0;5.2052,9.7656,0;1,3.0283,0;4.3391,11.2656,0;.366,9.1264,0;1.366,7.3944,0;5.5051,3.8901,0;4.5103,5.6339,0;-1,5.7604,0;.866,8.2604,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;2.7506,2.5964,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6092,10.7681,0;3.9094,8.5162,0;4.25,2.591,0;1.3057,10.0168,0;2.607,7.763,0;2.7532,5.1968,0;-1.6651,9.8764,0;-.799,9.3764,0;-.9821,10.0594,0;-2.3481,9.6934,0;-2.8481,8.8274,0;-3.0311,9.5104,0;.5,3.7604,0;-.5,3.7604,0;-1.116,7.8274,0;-.616,8.6934,0;.5,6.7604,0;-.5,6.7604,0;-1.9821,8.3274,0;-.5,4.7604,0;.5,5.7604,0;1.25,5.1934,0;5.7532,3.456,0;5.0103,5.6332,0;-1.25,6.1934,0;
Duplicates	CHEMBL5199325_t0;CHEMBL5199325_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199325_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199325_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199325_t0.sdf