CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06133 (5659)

Formula C₂₃H₂₄O₆

MW 396.44

InChIKey ZMGUKFHHNQMKJI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.98

logP 4.4586

PSA 74.22

MR 112.639

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -143.96634

PM7_Total_Energy_ev -4918.00434

PM7_Electronic_Energy_ev -36014.46934

PM7_Dipole_Debye 2.32694

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.54

PM7_LUMO_Energy_ev -0.936

PM7_COSMO_Area_square_ang 446.82

PM7_COSMO_Volue_cubic_ang 473.49

PM7_Electron_Affinity_ev 0.936

PM7_Ionization_Energy_ev 8.54

PM7_Energy_Gap_ev 7.604

PM7_Global_Hardness_ev 3.802

PM7_Global_Softness_ev 0.2630194634402946

PM7_Chemical_Potential_ev -4.738

PM7_Electronigativity_ev 4.738

PM7_Back_Donation_Energy_ev -0.9505

PM7_Electrophilicity_ev 2.952215149921094

OPENEYE_Name (1~{E},4~{Z},6~{E})-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxy-hepta-1,4,6-trien-3-one

SMILES c1cc(c(cc1C=CC(=CC(=O)C=Cc2ccc(c(c2)OC)OC)O)OC)OC

Canonical_SMILES COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)OC)/O)ccc1OC

InChI 1/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-15,24H,1-4H3

InChI_3D 1S/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-15,24H,1-4H3/b9-5+,10-6+,18-15-

AuxInfo 1/0/N:20,21,22,23,13,14,1,2,15,16,3,4,5,6,17,7,8,18,19,9,10,11,12,25,24,26,27,28,29/rA:53nCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;;s15w17;s16s17;;;;;d19;s18;s9s20;s10s21;s11s22;s12s23;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;/rC:;6.0557,-4.5113,0;-.8675,.4975,0;6.0586,-5.5113,0;.8675,1.5027,0;4.3206,-4.5114,0;.8675,.4975,0;5.1911,-4.0088,0;-.8675,1.5027,0;5.1881,-6.0139,0;0,2.0104,0;4.3146,-5.5165,0;1.7328,-.0038,0;5.1925,-3.0088,0;2.5995,.495,0;4.3272,-2.5075,0;3.4634,-1.0063,0;3.4648,-.0063,0;4.3287,-1.5075,0;-2.3886,3.3732,0;6.0585,-7.5114,0;.866,3.5104,0;3.4486,-7.0165,0;5.1954,-1.0088,0;4.3316,.4925,0;-2.3856,2.3732,0;5.191,-7.0139,0;0,3.0104,0;3.4486,-6.0165,0;0,-.5,0;6.4887,-4.2613,0;-1.3001,.2469,0;6.492,-5.7607,0;1.3012,1.7514,0;3.8883,-4.2601,0;1.7321,-.5038,0;5.6259,-2.7594,0;2.6003,.995,0;3.8939,-2.7569,0;3.03,-1.2556,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;6.3072,-7.0776,0;5.8098,-7.9451,0;6.4923,-7.7601,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;3.9486,-7.0165,0;2.9486,-7.0165,0;3.4486,-7.5165,0;4.7642,.2418,0;

Duplicates DB06133

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06133.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06133.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06133.sdf

Formula	C₂₃H₂₄O₆
MW	396.44
InChIKey	ZMGUKFHHNQMKJI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.98
logP	4.4586
PSA	74.22
MR	112.639
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-143.96634
PM7_Total_Energy_ev	-4918.00434
PM7_Electronic_Energy_ev	-36014.46934
PM7_Dipole_Debye	2.32694
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.54
PM7_LUMO_Energy_ev	-0.936
PM7_COSMO_Area_square_ang	446.82
PM7_COSMO_Volue_cubic_ang	473.49
PM7_Electron_Affinity_ev	0.936
PM7_Ionization_Energy_ev	8.54
PM7_Energy_Gap_ev	7.604
PM7_Global_Hardness_ev	3.802
PM7_Global_Softness_ev	0.2630194634402946
PM7_Chemical_Potential_ev	-4.738
PM7_Electronigativity_ev	4.738
PM7_Back_Donation_Energy_ev	-0.9505
PM7_Electrophilicity_ev	2.952215149921094
OPENEYE_Name	(1~{E},4~{Z},6~{E})-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxy-hepta-1,4,6-trien-3-one
SMILES	c1cc(c(cc1C=CC(=CC(=O)C=Cc2ccc(c(c2)OC)OC)O)OC)OC
Canonical_SMILES	COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)OC)/O)ccc1OC
InChI	1/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-15,24H,1-4H3
InChI_3D	1S/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-15,24H,1-4H3/b9-5+,10-6+,18-15-
AuxInfo	1/0/N:20,21,22,23,13,14,1,2,15,16,3,4,5,6,17,7,8,18,19,9,10,11,12,25,24,26,27,28,29/rA:53nCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;;s15w17;s16s17;;;;;d19;s18;s9s20;s10s21;s11s22;s12s23;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;/rC:;6.0557,-4.5113,0;-.8675,.4975,0;6.0586,-5.5113,0;.8675,1.5027,0;4.3206,-4.5114,0;.8675,.4975,0;5.1911,-4.0088,0;-.8675,1.5027,0;5.1881,-6.0139,0;0,2.0104,0;4.3146,-5.5165,0;1.7328,-.0038,0;5.1925,-3.0088,0;2.5995,.495,0;4.3272,-2.5075,0;3.4634,-1.0063,0;3.4648,-.0063,0;4.3287,-1.5075,0;-2.3886,3.3732,0;6.0585,-7.5114,0;.866,3.5104,0;3.4486,-7.0165,0;5.1954,-1.0088,0;4.3316,.4925,0;-2.3856,2.3732,0;5.191,-7.0139,0;0,3.0104,0;3.4486,-6.0165,0;0,-.5,0;6.4887,-4.2613,0;-1.3001,.2469,0;6.492,-5.7607,0;1.3012,1.7514,0;3.8883,-4.2601,0;1.7321,-.5038,0;5.6259,-2.7594,0;2.6003,.995,0;3.8939,-2.7569,0;3.03,-1.2556,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;6.3072,-7.0776,0;5.8098,-7.9451,0;6.4923,-7.7601,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;3.9486,-7.0165,0;2.9486,-7.0165,0;3.4486,-7.5165,0;4.7642,.2418,0;
Duplicates	DB06133
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06133.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06133.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06133.sdf