CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189712_s0_t0 (2531822)

Formula C₂₇H₂₈N₂O₉

MW 524.53

InChIKey SDFJLOCNDFWVEO-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.6

logP 5.2006

PSA 134.14

MR 138.615

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -190.26751

PM7_Total_Energy_ev -6719.32044

PM7_Electronic_Energy_ev -57089.48868

PM7_Dipole_Debye 9.88565

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.995

PM7_LUMO_Energy_ev -1.373

PM7_COSMO_Area_square_ang 533.88

PM7_COSMO_Volue_cubic_ang 590.9

PM7_Electron_Affinity_ev 1.373

PM7_Ionization_Energy_ev 8.995

PM7_Energy_Gap_ev 7.622

PM7_Global_Hardness_ev 3.811

PM7_Global_Softness_ev 0.26239832065074786

PM7_Chemical_Potential_ev -5.184

PM7_Electronigativity_ev 5.184

PM7_Back_Donation_Energy_ev -0.95275

PM7_Electrophilicity_ev 3.525827341905012

OPENEYE_Name 2-[(2~{R})-5-methoxy-2-(3,4,5-trimethoxyphenyl)chroman-7-yl]oxy-~{N}-(4-nitrophenyl)acetamide

SMILES c1cc(ccc1NC(=O)COc2cc3c(c(c2)OC)CCC(O3)c4cc(c(c(c4)OC)OC)OC)[N+](=O)[O-]

Canonical_SMILES COc1cc(OCC(=O)Nc2ccc(cc2)[N](=O)O)cc2c1CC[C@@H](O2)c1cc(OC)c(c(c1)OC)OC

InChI 1/C27H28N2O9/c1-33-22-13-19(37-15-26(30)28-17-5-7-18(8-6-17)29(31)32)14-23-20(22)9-10-21(38-23)16-11-24(34-2)27(36-4)25(12-16)35-3/h5-8,11-14,21H,9-10,15H2,1-4H3,(H,28,30)/f/h28H

InChI_3D 1S/C27H29N2O9/c1-33-22-13-19(37-15-26(30)28-17-5-7-18(8-6-17)29(31)32)14-23-20(22)9-10-21(38-23)16-11-24(34-2)27(36-4)25(12-16)35-3/h5-8,11-14,21H,9-10,15H2,1-4H3,(H,28,30)(H,31,32)/t21-/m1/s1

AuxInfo 1/1/N:25,23,24,26,1,2,3,4,20,21,5,6,8,7,27,9,11,12,16,10,22,17,13,14,15,19,18,28,29,31,30,32,36,34,35,37,38,33/E:(2,3)(5,6)(7,8)(11,12)(24,25)(31,32)(34,35)/F:m/E:m/CRV:29.5/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;;d5s6;;s1d2;s3d4;d7s10;s5;d6;s7d8;s8d10;d14s15;;s10;s20;s9s21;;;;;s19;s11s19;s12;s29;d19;d29;s13s22;s14s23;s15s24;s17s25;s18s26;s16s27;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;/rC:-3.4522,-2.0047,0;-4.3242,-.5047,0;-4.3212,-2.5099,0;-5.1932,-1.0099,0;3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;-3.4581,-1.0047,0;-5.1961,-2.0151,0;1.7374,1.0057,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;-2.5966,.4979,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;1.8975,4.2437,0;6.4871,4.1598,0;1.7329,-2.7483,0;4.2184,5.536,0;-1.732,1.0005,0;-2.5936,-.5021,0;-6.0607,-2.5177,0;-6.0577,-3.5177,0;-3.4641,.9953,0;-6.9282,-2.0203,0;2.6052,1.5109,0;2.8823,4.4176,0;6.1398,3.2221,0;.8671,-2.2478,0;4.8591,4.7683,0;-.8675,1.5031,0;-3.0181,-2.2528,0;-4.325,-.0047,0;-4.3182,-3.0099,0;-5.6262,-.76,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;1.9845,3.7513,0;1.8106,4.7361,0;1.4052,4.1568,0;6.0183,4.3335,0;6.956,3.9862,0;6.6608,4.6287,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;3.8345,5.2157,0;4.6023,5.8564,0;3.898,5.9199,0;-1.9833,1.4328,0;-1.4807,.5682,0;-2.1598,-.7508,0;

Duplicates CHEMBL5189712_s0_t0;CHEMBL5189712_s0_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189712_s0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189712_s0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189712_s0_t0.sdf

Formula	C₂₇H₂₈N₂O₉
MW	524.53
InChIKey	SDFJLOCNDFWVEO-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.6
logP	5.2006
PSA	134.14
MR	138.615
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-190.26751
PM7_Total_Energy_ev	-6719.32044
PM7_Electronic_Energy_ev	-57089.48868
PM7_Dipole_Debye	9.88565
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.995
PM7_LUMO_Energy_ev	-1.373
PM7_COSMO_Area_square_ang	533.88
PM7_COSMO_Volue_cubic_ang	590.9
PM7_Electron_Affinity_ev	1.373
PM7_Ionization_Energy_ev	8.995
PM7_Energy_Gap_ev	7.622
PM7_Global_Hardness_ev	3.811
PM7_Global_Softness_ev	0.26239832065074786
PM7_Chemical_Potential_ev	-5.184
PM7_Electronigativity_ev	5.184
PM7_Back_Donation_Energy_ev	-0.95275
PM7_Electrophilicity_ev	3.525827341905012
OPENEYE_Name	2-[(2~{R})-5-methoxy-2-(3,4,5-trimethoxyphenyl)chroman-7-yl]oxy-~{N}-(4-nitrophenyl)acetamide
SMILES	c1cc(ccc1NC(=O)COc2cc3c(c(c2)OC)CCC(O3)c4cc(c(c(c4)OC)OC)OC)[N+](=O)[O-]
Canonical_SMILES	COc1cc(OCC(=O)Nc2ccc(cc2)[N](=O)O)cc2c1CC[C@@H](O2)c1cc(OC)c(c(c1)OC)OC
InChI	1/C27H28N2O9/c1-33-22-13-19(37-15-26(30)28-17-5-7-18(8-6-17)29(31)32)14-23-20(22)9-10-21(38-23)16-11-24(34-2)27(36-4)25(12-16)35-3/h5-8,11-14,21H,9-10,15H2,1-4H3,(H,28,30)/f/h28H
InChI_3D	1S/C27H29N2O9/c1-33-22-13-19(37-15-26(30)28-17-5-7-18(8-6-17)29(31)32)14-23-20(22)9-10-21(38-23)16-11-24(34-2)27(36-4)25(12-16)35-3/h5-8,11-14,21H,9-10,15H2,1-4H3,(H,28,30)(H,31,32)/t21-/m1/s1
AuxInfo	1/1/N:25,23,24,26,1,2,3,4,20,21,5,6,8,7,27,9,11,12,16,10,22,17,13,14,15,19,18,28,29,31,30,32,36,34,35,37,38,33/E:(2,3)(5,6)(7,8)(11,12)(24,25)(31,32)(34,35)/F:m/E:m/CRV:29.5/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;;d5s6;;s1d2;s3d4;d7s10;s5;d6;s7d8;s8d10;d14s15;;s10;s20;s9s21;;;;;s19;s11s19;s12;s29;d19;d29;s13s22;s14s23;s15s24;s17s25;s18s26;s16s27;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;/rC:-3.4522,-2.0047,0;-4.3242,-.5047,0;-4.3212,-2.5099,0;-5.1932,-1.0099,0;3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;-3.4581,-1.0047,0;-5.1961,-2.0151,0;1.7374,1.0057,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;-2.5966,.4979,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;1.8975,4.2437,0;6.4871,4.1598,0;1.7329,-2.7483,0;4.2184,5.536,0;-1.732,1.0005,0;-2.5936,-.5021,0;-6.0607,-2.5177,0;-6.0577,-3.5177,0;-3.4641,.9953,0;-6.9282,-2.0203,0;2.6052,1.5109,0;2.8823,4.4176,0;6.1398,3.2221,0;.8671,-2.2478,0;4.8591,4.7683,0;-.8675,1.5031,0;-3.0181,-2.2528,0;-4.325,-.0047,0;-4.3182,-3.0099,0;-5.6262,-.76,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;1.9845,3.7513,0;1.8106,4.7361,0;1.4052,4.1568,0;6.0183,4.3335,0;6.956,3.9862,0;6.6608,4.6287,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;3.8345,5.2157,0;4.6023,5.8564,0;3.898,5.9199,0;-1.9833,1.4328,0;-1.4807,.5682,0;-2.1598,-.7508,0;
Duplicates	CHEMBL5189712_s0_t0;CHEMBL5189712_s0_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189712_s0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189712_s0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189712_s0_t0.sdf