CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191558_t0 (2533895)

Formula C₂₅H₂₁BrN₂O₅

MW 509.36

InChIKey XNUYSOJXKGKBOB-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 4.68

logP 6.624

PSA 97.22

MR 133.326

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -17.14685

PM7_Total_Energy_ev -5420.80014

PM7_Electronic_Energy_ev -42862.01045

PM7_Dipole_Debye 10.53456

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.964

PM7_LUMO_Energy_ev -1.101

PM7_COSMO_Area_square_ang 487.51

PM7_COSMO_Volue_cubic_ang 545.18

PM7_Electron_Affinity_ev 1.101

PM7_Ionization_Energy_ev 8.964

PM7_Energy_Gap_ev 7.863

PM7_Global_Hardness_ev 3.9315

PM7_Global_Softness_ev 0.2543558438255119

PM7_Chemical_Potential_ev -5.0325

PM7_Electronigativity_ev 5.0325

PM7_Back_Donation_Energy_ev -0.982875

PM7_Electrophilicity_ev 3.2209152041205646

OPENEYE_Name 3-bromo-~{N}-[4-[(~{E})-2-[3,5-dimethoxy-2-[(~{E})-2-nitrovinyl]phenyl]vinyl]phenyl]benzamide

SMILES c1cc(cc(c1)Br)C(=O)Nc2ccc(cc2)C=Cc3cc(cc(c3C=C[N+](=O)[O-])OC)OC

Canonical_SMILES COc1cc(/C=C/c2ccc(cc2)NC(=O)c2cccc(c2)Br)c(c(c1)OC)/C=C/[N](=O)O

InChI 1/C25H21BrN2O5/c1-32-22-15-18(23(12-13-28(30)31)24(16-22)33-2)9-6-17-7-10-21(11-8-17)27-25(29)19-4-3-5-20(26)14-19/h3-16H,1-2H3,(H,27,29)/f/h27H

InChI_3D 1S/C25H22BrN2O5/c1-32-22-15-18(23(12-13-28(30)31)24(16-22)33-2)9-6-17-7-10-21(11-8-17)27-25(29)19-4-3-5-20(26)14-19/h3-16H,1-2H3,(H,27,29)(H,30,31)/b9-6+,13-12+

AuxInfo 1/1/N:24,25,1,2,7,19,3,4,20,5,6,21,22,9,8,10,11,13,12,18,15,16,14,17,23,33,26,27,29,28,30,31,32/E:(7,8)(10,11)(30,31)/F:m/E:m/CRV:28.5/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;;;s3d4;s2d9;d8;s13;s5d6;s8d10;s10d14;d7s9;s11;s13w19;s14;w21;s12;;;s15s23;s22;s27;d23;d27;s16s24;s17s25;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s21;s22;s24;s24;s24;s25;s25;s25;s26;/rC:-.8675,.4975,0;;4.3391,-1.5153,0;5.2088,-.014,0;3.4693,-1.0114,0;4.339,.4899,0;-.8675,1.5027,0;7.8018,-2.5178,0;.8675,1.5027,0;9.5369,-2.5228,0;5.2044,-1.014,0;.8675,.4975,0;7.8018,-1.5178,0;8.6738,-1.0177,0;3.4648,-.0063,0;8.6649,-3.0228,0;9.5458,-1.5176,0;0,2.0104,0;6.0697,-1.5152,0;6.9365,-1.0165,0;8.6737,.7323,0;7.8076,1.2323,0;1.7328,-.0038,0;9.5244,-4.5266,0;10.4161,-.0202,0;2.5995,.495,0;7.8076,2.2323,0;6.9415,2.7322,0;1.7313,-1.0038,0;8.6736,2.7323,0;8.6606,-4.0228,0;10.4132,-1.0202,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;4.3391,-2.0153,0;5.6425,.2348,0;3.0367,-1.2621,0;4.3412,.9899,0;-1.3012,1.7514,0;7.3681,-2.7665,0;1.3012,1.7514,0;9.9685,-2.7753,0;6.069,-2.0152,0;6.9372,-.5165,0;9.1067,.9823,0;7.3746,.9822,0;9.7763,-4.0947,0;9.2725,-4.9585,0;9.9563,-4.7785,0;9.9161,-.0187,0;10.9161,-.0216,0;10.4176,.4798,0;2.6003,.995,0;

Duplicates CHEMBL5191558_t0;CHEMBL5191558_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191558_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191558_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191558_t0.sdf

Formula	C₂₅H₂₁BrN₂O₅
MW	509.36
InChIKey	XNUYSOJXKGKBOB-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	4.68
logP	6.624
PSA	97.22
MR	133.326
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-17.14685
PM7_Total_Energy_ev	-5420.80014
PM7_Electronic_Energy_ev	-42862.01045
PM7_Dipole_Debye	10.53456
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.964
PM7_LUMO_Energy_ev	-1.101
PM7_COSMO_Area_square_ang	487.51
PM7_COSMO_Volue_cubic_ang	545.18
PM7_Electron_Affinity_ev	1.101
PM7_Ionization_Energy_ev	8.964
PM7_Energy_Gap_ev	7.863
PM7_Global_Hardness_ev	3.9315
PM7_Global_Softness_ev	0.2543558438255119
PM7_Chemical_Potential_ev	-5.0325
PM7_Electronigativity_ev	5.0325
PM7_Back_Donation_Energy_ev	-0.982875
PM7_Electrophilicity_ev	3.2209152041205646
OPENEYE_Name	3-bromo-~{N}-[4-[(~{E})-2-[3,5-dimethoxy-2-[(~{E})-2-nitrovinyl]phenyl]vinyl]phenyl]benzamide
SMILES	c1cc(cc(c1)Br)C(=O)Nc2ccc(cc2)C=Cc3cc(cc(c3C=C[N+](=O)[O-])OC)OC
Canonical_SMILES	COc1cc(/C=C/c2ccc(cc2)NC(=O)c2cccc(c2)Br)c(c(c1)OC)/C=C/[N](=O)O
InChI	1/C25H21BrN2O5/c1-32-22-15-18(23(12-13-28(30)31)24(16-22)33-2)9-6-17-7-10-21(11-8-17)27-25(29)19-4-3-5-20(26)14-19/h3-16H,1-2H3,(H,27,29)/f/h27H
InChI_3D	1S/C25H22BrN2O5/c1-32-22-15-18(23(12-13-28(30)31)24(16-22)33-2)9-6-17-7-10-21(11-8-17)27-25(29)19-4-3-5-20(26)14-19/h3-16H,1-2H3,(H,27,29)(H,30,31)/b9-6+,13-12+
AuxInfo	1/1/N:24,25,1,2,7,19,3,4,20,5,6,21,22,9,8,10,11,13,12,18,15,16,14,17,23,33,26,27,29,28,30,31,32/E:(7,8)(10,11)(30,31)/F:m/E:m/CRV:28.5/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;;;s3d4;s2d9;d8;s13;s5d6;s8d10;s10d14;d7s9;s11;s13w19;s14;w21;s12;;;s15s23;s22;s27;d23;d27;s16s24;s17s25;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s21;s22;s24;s24;s24;s25;s25;s25;s26;/rC:-.8675,.4975,0;;4.3391,-1.5153,0;5.2088,-.014,0;3.4693,-1.0114,0;4.339,.4899,0;-.8675,1.5027,0;7.8018,-2.5178,0;.8675,1.5027,0;9.5369,-2.5228,0;5.2044,-1.014,0;.8675,.4975,0;7.8018,-1.5178,0;8.6738,-1.0177,0;3.4648,-.0063,0;8.6649,-3.0228,0;9.5458,-1.5176,0;0,2.0104,0;6.0697,-1.5152,0;6.9365,-1.0165,0;8.6737,.7323,0;7.8076,1.2323,0;1.7328,-.0038,0;9.5244,-4.5266,0;10.4161,-.0202,0;2.5995,.495,0;7.8076,2.2323,0;6.9415,2.7322,0;1.7313,-1.0038,0;8.6736,2.7323,0;8.6606,-4.0228,0;10.4132,-1.0202,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;4.3391,-2.0153,0;5.6425,.2348,0;3.0367,-1.2621,0;4.3412,.9899,0;-1.3012,1.7514,0;7.3681,-2.7665,0;1.3012,1.7514,0;9.9685,-2.7753,0;6.069,-2.0152,0;6.9372,-.5165,0;9.1067,.9823,0;7.3746,.9822,0;9.7763,-4.0947,0;9.2725,-4.9585,0;9.9563,-4.7785,0;9.9161,-.0187,0;10.9161,-.0216,0;10.4176,.4798,0;2.6003,.995,0;
Duplicates	CHEMBL5191558_t0;CHEMBL5191558_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191558_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191558_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191558_t0.sdf