CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185869_s0 (2527681)

Formula C₂₀H₂₄BrNO₆

MW 454.32

InChIKey YNGHVXSMGAQMMP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.52

logP 3.7432

PSA 77.46

MR 110.811

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -177.46562

PM7_Total_Energy_ev -4959.08858

PM7_Electronic_Energy_ev -41188.20139

PM7_Dipole_Debye 4.55801

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.523

PM7_LUMO_Energy_ev -0.406

PM7_COSMO_Area_square_ang 406.94

PM7_COSMO_Volue_cubic_ang 483.59

PM7_Electron_Affinity_ev 0.406

PM7_Ionization_Energy_ev 8.523

PM7_Energy_Gap_ev 8.117

PM7_Global_Hardness_ev 4.0585

PM7_Global_Softness_ev 0.24639645189109277

PM7_Chemical_Potential_ev -4.4645

PM7_Electronigativity_ev 4.4645

PM7_Back_Donation_Energy_ev -1.014625

PM7_Electrophilicity_ev 2.4555575027719603

OPENEYE_Name (2~{S})-2-bromo-~{N}-[(3-hydroxy-4-methoxy-phenyl)methyl]-~{N}-(3,4,5-trimethoxyphenyl)propanamide

SMILES c1cc(c(cc1CN(c2cc(c(c(c2)OC)OC)OC)C(=O)C(C)Br)O)OC

Canonical_SMILES COc1cc(cc(c1OC)OC)N(C(=O)[C@@H](Br)C)Cc1ccc(c(c1)O)OC

InChI 1/C20H24BrNO6/c1-12(21)20(24)22(11-13-6-7-16(25-2)15(23)8-13)14-9-17(26-3)19(28-5)18(10-14)27-4/h6-10,12,23H,11H2,1-5H3

InChI_3D 1S/C20H24BrNO6/c1-12(21)20(24)22(11-13-6-7-16(25-2)15(23)8-13)14-9-17(26-3)19(28-5)18(10-14)27-4/h6-10,12,23H,11H2,1-5H3/t12-/m0/s1

AuxInfo 1/0/N:14,15,16,17,18,1,2,3,4,5,19,20,6,7,9,8,10,11,12,13,28,21,23,22,24,25,26,27/E:(3,4)(9,10)(17,18)(26,27)/rA:52cCCCCCCCCCCCCCCCCCCCCNOOOOOOBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s2;s3d8;s4;d5;d10s11;;;;;;;s6;s13s14;s7s13s19;d13;s9;s8s15;s10s16;s11s17;s12s18;s20;s1;s2;s3;s4;s5;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s23;/rC:;-.8675,.4975,0;.8675,1.5027,0;3.4634,-2.0038,0;1.7284,-2.0013,0;.8675,.4975,0;2.5966,-1.505,0;-.8675,1.5027,0;0,2.0104,0;3.462,-3.009,0;1.727,-3.0065,0;2.5937,-3.5154,0;3.4648,-.0063,0;3.4677,1.9937,0;-2.3886,3.3732,0;5.194,-3.0064,0;.8544,-4.5026,0;3.4576,-5.0167,0;1.7328,-.0038,0;3.4663,.9937,0;2.5981,-.505,0;4.3301,-.5075,0;0,3.0104,0;-2.3856,2.3732,0;4.3287,-3.5077,0;.8588,-3.5026,0;2.5923,-4.5154,0;4.4663,.9923,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;3.8964,-1.7538,0;1.2961,-1.75,0;2.9677,1.9945,0;3.9677,1.993,0;3.4685,2.4937,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;4.9434,-2.5737,0;5.4447,-3.439,0;5.6267,-2.7557,0;1.3543,-4.5048,0;.3544,-4.5004,0;.8522,-5.0026,0;3.7082,-4.584,0;3.207,-5.4493,0;3.8902,-5.2673,0;1.9834,.4289,0;1.4822,-.4364,0;2.9663,.9945,0;.433,3.2604,0;

Duplicates CHEMBL5185869_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185869_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185869_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185869_s0.sdf

Formula	C₂₀H₂₄BrNO₆
MW	454.32
InChIKey	YNGHVXSMGAQMMP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.52
logP	3.7432
PSA	77.46
MR	110.811
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-177.46562
PM7_Total_Energy_ev	-4959.08858
PM7_Electronic_Energy_ev	-41188.20139
PM7_Dipole_Debye	4.55801
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.523
PM7_LUMO_Energy_ev	-0.406
PM7_COSMO_Area_square_ang	406.94
PM7_COSMO_Volue_cubic_ang	483.59
PM7_Electron_Affinity_ev	0.406
PM7_Ionization_Energy_ev	8.523
PM7_Energy_Gap_ev	8.117
PM7_Global_Hardness_ev	4.0585
PM7_Global_Softness_ev	0.24639645189109277
PM7_Chemical_Potential_ev	-4.4645
PM7_Electronigativity_ev	4.4645
PM7_Back_Donation_Energy_ev	-1.014625
PM7_Electrophilicity_ev	2.4555575027719603
OPENEYE_Name	(2~{S})-2-bromo-~{N}-[(3-hydroxy-4-methoxy-phenyl)methyl]-~{N}-(3,4,5-trimethoxyphenyl)propanamide
SMILES	c1cc(c(cc1CN(c2cc(c(c(c2)OC)OC)OC)C(=O)C(C)Br)O)OC
Canonical_SMILES	COc1cc(cc(c1OC)OC)N(C(=O)[C@@H](Br)C)Cc1ccc(c(c1)O)OC
InChI	1/C20H24BrNO6/c1-12(21)20(24)22(11-13-6-7-16(25-2)15(23)8-13)14-9-17(26-3)19(28-5)18(10-14)27-4/h6-10,12,23H,11H2,1-5H3
InChI_3D	1S/C20H24BrNO6/c1-12(21)20(24)22(11-13-6-7-16(25-2)15(23)8-13)14-9-17(26-3)19(28-5)18(10-14)27-4/h6-10,12,23H,11H2,1-5H3/t12-/m0/s1
AuxInfo	1/0/N:14,15,16,17,18,1,2,3,4,5,19,20,6,7,9,8,10,11,12,13,28,21,23,22,24,25,26,27/E:(3,4)(9,10)(17,18)(26,27)/rA:52cCCCCCCCCCCCCCCCCCCCCNOOOOOOBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s2;s3d8;s4;d5;d10s11;;;;;;;s6;s13s14;s7s13s19;d13;s9;s8s15;s10s16;s11s17;s12s18;s20;s1;s2;s3;s4;s5;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s23;/rC:;-.8675,.4975,0;.8675,1.5027,0;3.4634,-2.0038,0;1.7284,-2.0013,0;.8675,.4975,0;2.5966,-1.505,0;-.8675,1.5027,0;0,2.0104,0;3.462,-3.009,0;1.727,-3.0065,0;2.5937,-3.5154,0;3.4648,-.0063,0;3.4677,1.9937,0;-2.3886,3.3732,0;5.194,-3.0064,0;.8544,-4.5026,0;3.4576,-5.0167,0;1.7328,-.0038,0;3.4663,.9937,0;2.5981,-.505,0;4.3301,-.5075,0;0,3.0104,0;-2.3856,2.3732,0;4.3287,-3.5077,0;.8588,-3.5026,0;2.5923,-4.5154,0;4.4663,.9923,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;3.8964,-1.7538,0;1.2961,-1.75,0;2.9677,1.9945,0;3.9677,1.993,0;3.4685,2.4937,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;4.9434,-2.5737,0;5.4447,-3.439,0;5.6267,-2.7557,0;1.3543,-4.5048,0;.3544,-4.5004,0;.8522,-5.0026,0;3.7082,-4.584,0;3.207,-5.4493,0;3.8902,-5.2673,0;1.9834,.4289,0;1.4822,-.4364,0;2.9663,.9945,0;.433,3.2604,0;
Duplicates	CHEMBL5185869_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185869_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185869_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185869_s0.sdf