CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189560 (2531651)

Formula C₃₃H₂₆N₂O₆

MW 546.58

InChIKey GKKDSSKWRBOFMW-YNDYHMGXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 2

XLogP3 0

XLogP 5.66

logP 6.4132

PSA 106.87

MR 160.823

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -95.05955

PM7_Total_Energy_ev -6546.63193

PM7_Electronic_Energy_ev -54071.10263

PM7_Dipole_Debye 7.28637

PM7_Point_Group C2

PM7_HOMO_Energy_ev -8.608

PM7_LUMO_Energy_ev -1.019

PM7_COSMO_Area_square_ang 573.49

PM7_COSMO_Volue_cubic_ang 628.86

PM7_Electron_Affinity_ev 1.019

PM7_Ionization_Energy_ev 8.608

PM7_Energy_Gap_ev 7.589

PM7_Global_Hardness_ev 3.7945

PM7_Global_Softness_ev 0.2635393332454869

PM7_Chemical_Potential_ev -4.8135

PM7_Electronigativity_ev 4.8135

PM7_Back_Donation_Energy_ev -0.948625

PM7_Electrophilicity_ev 3.0530744828040586

OPENEYE_Name (~{E})-3-(4-methoxyphenyl)-~{N}-[7-[[(~{E})-3-(4-methoxyphenyl)prop-2-enoyl]amino]-9-oxo-xanthen-2-yl]prop-2-enamide

SMILES c1cc(ccc1C=CC(=O)Nc2ccc3c(c2)c(=O)c4cc(ccc4o3)NC(=O)C=Cc5ccc(cc5)OC)OC

Canonical_SMILES COc1ccc(cc1)/C=C/C(=O)Nc1ccc2c(c1)c(=O)c1c(o2)ccc(c1)NC(=O)/C=C/c1ccc(cc1)OC

InChI 1/C33H26N2O6/c1-39-25-11-3-21(4-12-25)7-17-31(36)34-23-9-15-29-27(19-23)33(38)28-20-24(10-16-30(28)41-29)35-32(37)18-8-22-5-13-26(40-2)14-6-22/h3-20H,1-2H3,(H,34,36)(H,35,37)/f/h34-35H

InChI_3D 1S/C33H26N2O6/c1-39-25-11-3-21(4-12-25)7-17-31(36)34-23-9-15-29-27(19-23)33(38)28-20-24(10-16-30(28)41-29)35-32(37)18-8-22-5-13-26(40-2)14-6-22/h3-20H,1-2H3,(H,34,36)(H,35,37)/b17-7+,18-8+

AuxInfo 1/1/N:32,33,1,2,3,4,26,27,5,6,9,10,11,12,7,8,28,29,13,14,17,18,19,20,23,24,15,16,21,22,30,31,25,34,35,37,38,36,40,41,39/E:(1,2)(3,4,5,6)(7,8)(9,10)(11,12,13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(34,35)(36,37)(39,40)/gE:(1,2)/F:m/E:m/rA:67nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d5;d6;d1;s2;d3;s4;;;s13;s14;s1d2;s3d4;s5d13;s6d14;s7d15;s8d16;s9d10;s11d12;s15s16;s17;s18;w26;w27;s28;s29;;;s19s30;s20s31;d25;d30;d31;s21s22;s23s32;s24s33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s26;s27;s28;s29;s32;s32;s32;s33;s33;s33;s34;s35;/rC:-5.1947,-.0178,0;-4.3316,1.4873,0;7.8136,4.5011,0;8.6801,2.9979,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;-6.0667,.4823,0;-5.2036,1.9874,0;8.6845,5.0031,0;9.551,3.4999,0;.8679,.5079,0;4.3415,.5094,0;1.7358,0,0;3.4735,.0022,0;-4.3316,.4873,0;7.8159,3.501,0;;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;-6.0756,1.4874,0;9.5576,4.505,0;2.6012,.5067,0;-3.4641,-.0102,0;6.9495,3.0016,0;-2.5995,.4924,0;6.9488,2.0016,0;-1.732,-.0051,0;6.0824,1.5022,0;-7.8076,1.4823,0;10.4247,6.0045,0;-.8675,.4975,0;6.0818,.5022,0;2.5985,1.5067,0;-1.7291,-1.0051,0;5.2168,2.0028,0;2.6038,-1.5046,0;-6.9431,1.9848,0;10.424,5.0045,0;-5.1925,-.5178,0;-3.899,1.738,0;7.3804,4.7507,0;8.6791,2.4979,0;-.4326,-1.2564,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;-6.4982,.2297,0;-5.2036,2.4874,0;8.6834,5.5031,0;9.9831,3.2483,0;.8679,1.0079,0;4.3406,1.0094,0;-3.4626,-.5102,0;6.5167,3.2519,0;-2.601,.9924,0;7.3817,1.7513,0;-7.5564,1.05,0;-8.0589,1.9146,0;-8.2399,1.231,0;9.9247,6.0048,0;10.9247,6.0041,0;10.425,6.5045,0;-.869,.9975,0;6.5146,.2519,0;

Duplicates CHEMBL5189560

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189560.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189560.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189560.sdf

Formula	C₃₃H₂₆N₂O₆
MW	546.58
InChIKey	GKKDSSKWRBOFMW-YNDYHMGXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	2
XLogP3	0
XLogP	5.66
logP	6.4132
PSA	106.87
MR	160.823
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-95.05955
PM7_Total_Energy_ev	-6546.63193
PM7_Electronic_Energy_ev	-54071.10263
PM7_Dipole_Debye	7.28637
PM7_Point_Group	C2
PM7_HOMO_Energy_ev	-8.608
PM7_LUMO_Energy_ev	-1.019
PM7_COSMO_Area_square_ang	573.49
PM7_COSMO_Volue_cubic_ang	628.86
PM7_Electron_Affinity_ev	1.019
PM7_Ionization_Energy_ev	8.608
PM7_Energy_Gap_ev	7.589
PM7_Global_Hardness_ev	3.7945
PM7_Global_Softness_ev	0.2635393332454869
PM7_Chemical_Potential_ev	-4.8135
PM7_Electronigativity_ev	4.8135
PM7_Back_Donation_Energy_ev	-0.948625
PM7_Electrophilicity_ev	3.0530744828040586
OPENEYE_Name	(~{E})-3-(4-methoxyphenyl)-~{N}-[7-[[(~{E})-3-(4-methoxyphenyl)prop-2-enoyl]amino]-9-oxo-xanthen-2-yl]prop-2-enamide
SMILES	c1cc(ccc1C=CC(=O)Nc2ccc3c(c2)c(=O)c4cc(ccc4o3)NC(=O)C=Cc5ccc(cc5)OC)OC
Canonical_SMILES	COc1ccc(cc1)/C=C/C(=O)Nc1ccc2c(c1)c(=O)c1c(o2)ccc(c1)NC(=O)/C=C/c1ccc(cc1)OC
InChI	1/C33H26N2O6/c1-39-25-11-3-21(4-12-25)7-17-31(36)34-23-9-15-29-27(19-23)33(38)28-20-24(10-16-30(28)41-29)35-32(37)18-8-22-5-13-26(40-2)14-6-22/h3-20H,1-2H3,(H,34,36)(H,35,37)/f/h34-35H
InChI_3D	1S/C33H26N2O6/c1-39-25-11-3-21(4-12-25)7-17-31(36)34-23-9-15-29-27(19-23)33(38)28-20-24(10-16-30(28)41-29)35-32(37)18-8-22-5-13-26(40-2)14-6-22/h3-20H,1-2H3,(H,34,36)(H,35,37)/b17-7+,18-8+
AuxInfo	1/1/N:32,33,1,2,3,4,26,27,5,6,9,10,11,12,7,8,28,29,13,14,17,18,19,20,23,24,15,16,21,22,30,31,25,34,35,37,38,36,40,41,39/E:(1,2)(3,4,5,6)(7,8)(9,10)(11,12,13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(34,35)(36,37)(39,40)/gE:(1,2)/F:m/E:m/rA:67nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d5;d6;d1;s2;d3;s4;;;s13;s14;s1d2;s3d4;s5d13;s6d14;s7d15;s8d16;s9d10;s11d12;s15s16;s17;s18;w26;w27;s28;s29;;;s19s30;s20s31;d25;d30;d31;s21s22;s23s32;s24s33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s26;s27;s28;s29;s32;s32;s32;s33;s33;s33;s34;s35;/rC:-5.1947,-.0178,0;-4.3316,1.4873,0;7.8136,4.5011,0;8.6801,2.9979,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;-6.0667,.4823,0;-5.2036,1.9874,0;8.6845,5.0031,0;9.551,3.4999,0;.8679,.5079,0;4.3415,.5094,0;1.7358,0,0;3.4735,.0022,0;-4.3316,.4873,0;7.8159,3.501,0;;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;-6.0756,1.4874,0;9.5576,4.505,0;2.6012,.5067,0;-3.4641,-.0102,0;6.9495,3.0016,0;-2.5995,.4924,0;6.9488,2.0016,0;-1.732,-.0051,0;6.0824,1.5022,0;-7.8076,1.4823,0;10.4247,6.0045,0;-.8675,.4975,0;6.0818,.5022,0;2.5985,1.5067,0;-1.7291,-1.0051,0;5.2168,2.0028,0;2.6038,-1.5046,0;-6.9431,1.9848,0;10.424,5.0045,0;-5.1925,-.5178,0;-3.899,1.738,0;7.3804,4.7507,0;8.6791,2.4979,0;-.4326,-1.2564,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;-6.4982,.2297,0;-5.2036,2.4874,0;8.6834,5.5031,0;9.9831,3.2483,0;.8679,1.0079,0;4.3406,1.0094,0;-3.4626,-.5102,0;6.5167,3.2519,0;-2.601,.9924,0;7.3817,1.7513,0;-7.5564,1.05,0;-8.0589,1.9146,0;-8.2399,1.231,0;9.9247,6.0048,0;10.9247,6.0041,0;10.425,6.5045,0;-.869,.9975,0;6.5146,.2519,0;
Duplicates	CHEMBL5189560
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189560.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189560.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189560.sdf