CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187269 (101705)

Formula C₂₂H₂₆O₆

MW 386.44

InChIKey MNZXVIWLGZEPEU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.97

logP 3.7972

PSA 88.38

MR 106.392

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -202.28153

PM7_Total_Energy_ev -4823.88647

PM7_Electronic_Energy_ev -42236.44438

PM7_Dipole_Debye 5.05997

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.954

PM7_LUMO_Energy_ev -0.221

PM7_COSMO_Area_square_ang 376.59

PM7_COSMO_Volue_cubic_ang 474.93

PM7_Electron_Affinity_ev 0.221

PM7_Ionization_Energy_ev 8.954

PM7_Energy_Gap_ev 8.733

PM7_Global_Hardness_ev 4.3665

PM7_Global_Softness_ev 0.22901637467078897

PM7_Chemical_Potential_ev -4.5875

PM7_Electronigativity_ev 4.5875

PM7_Back_Donation_Energy_ev -1.091625

PM7_Electrophilicity_ev 2.409842694377648

OPENEYE_Name (2~{R},3~{S},4~{S})-2-(4-hydroxyphenyl)-4,5-dimethoxy-8-(3-methylbut-2-enyl)chromane-3,7-diol

SMILES c1cc(ccc1C2C(C(c3c(c(c(cc3OC)O)CC=C(C)C)O2)OC)O)O

Canonical_SMILES CO[C@@H]1[C@H](O)[C@H](Oc2c1c(OC)cc(c2CC=C(C)C)O)c1ccc(cc1)O

InChI 1/C22H26O6/c1-12(2)5-10-15-16(24)11-17(26-3)18-21(15)28-20(19(25)22(18)27-4)13-6-8-14(23)9-7-13/h5-9,11,19-20,22-25H,10H2,1-4H3

InChI_3D 1S/C22H26O6/c1-12(2)5-10-15-16(24)11-17(26-3)18-21(15)28-20(19(25)22(18)27-4)13-6-8-14(23)9-7-13/h5-9,11,19-20,22-25H,10H2,1-4H3/t19-,20-,22+/m1/s1

AuxInfo 1/0/N:18,19,20,21,13,1,2,3,4,22,5,14,6,10,8,12,11,7,17,15,9,16,24,25,26,27,28,23/E:(1,2)(6,7)(8,9)/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;d13;s6;s7;s15s16;s14;s14;;;s8s13;s9s15;s10;s12;s17;s11s20;s16s21;s1;s2;s3;s4;s5;s13;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s24;s25;s26;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;;3.8219,1.9422,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;4.5146,3.8295,0;.868,-.4978,0;0,1.0057,0;.8673,3.5138,0;.0011,4.0135,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-.8648,3.5132,0;.0007,5.0135,0;1.7329,-2.7483,0;4.3635,-2.6154,0;.8676,2.5138,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;5.2002,.2965,0;.8671,-2.2478,0;3.7232,-1.8474,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;-.4327,-.2506,0;1.3002,3.764,0;3.9696,.9156,0;2.2803,-.8855,0;3.6456,-.474,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;4.7476,-2.2953,0;3.9795,-2.9356,0;4.6837,-2.9995,0;1.3676,2.514,0;.3676,2.5136,0;4.5388,5.1521,0;-1.2998,1.2518,0;5.5207,-.0873,0;

Duplicates ChEBI187269

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187269.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187269.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187269.sdf

Formula	C₂₂H₂₆O₆
MW	386.44
InChIKey	MNZXVIWLGZEPEU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.97
logP	3.7972
PSA	88.38
MR	106.392
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-202.28153
PM7_Total_Energy_ev	-4823.88647
PM7_Electronic_Energy_ev	-42236.44438
PM7_Dipole_Debye	5.05997
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.954
PM7_LUMO_Energy_ev	-0.221
PM7_COSMO_Area_square_ang	376.59
PM7_COSMO_Volue_cubic_ang	474.93
PM7_Electron_Affinity_ev	0.221
PM7_Ionization_Energy_ev	8.954
PM7_Energy_Gap_ev	8.733
PM7_Global_Hardness_ev	4.3665
PM7_Global_Softness_ev	0.22901637467078897
PM7_Chemical_Potential_ev	-4.5875
PM7_Electronigativity_ev	4.5875
PM7_Back_Donation_Energy_ev	-1.091625
PM7_Electrophilicity_ev	2.409842694377648
OPENEYE_Name	(2~{R},3~{S},4~{S})-2-(4-hydroxyphenyl)-4,5-dimethoxy-8-(3-methylbut-2-enyl)chromane-3,7-diol
SMILES	c1cc(ccc1C2C(C(c3c(c(c(cc3OC)O)CC=C(C)C)O2)OC)O)O
Canonical_SMILES	CO[C@@H]1[C@H](O)[C@H](Oc2c1c(OC)cc(c2CC=C(C)C)O)c1ccc(cc1)O
InChI	1/C22H26O6/c1-12(2)5-10-15-16(24)11-17(26-3)18-21(15)28-20(19(25)22(18)27-4)13-6-8-14(23)9-7-13/h5-9,11,19-20,22-25H,10H2,1-4H3
InChI_3D	1S/C22H26O6/c1-12(2)5-10-15-16(24)11-17(26-3)18-21(15)28-20(19(25)22(18)27-4)13-6-8-14(23)9-7-13/h5-9,11,19-20,22-25H,10H2,1-4H3/t19-,20-,22+/m1/s1
AuxInfo	1/0/N:18,19,20,21,13,1,2,3,4,22,5,14,6,10,8,12,11,7,17,15,9,16,24,25,26,27,28,23/E:(1,2)(6,7)(8,9)/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;d13;s6;s7;s15s16;s14;s14;;;s8s13;s9s15;s10;s12;s17;s11s20;s16s21;s1;s2;s3;s4;s5;s13;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s24;s25;s26;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;;3.8219,1.9422,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;4.5146,3.8295,0;.868,-.4978,0;0,1.0057,0;.8673,3.5138,0;.0011,4.0135,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-.8648,3.5132,0;.0007,5.0135,0;1.7329,-2.7483,0;4.3635,-2.6154,0;.8676,2.5138,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;5.2002,.2965,0;.8671,-2.2478,0;3.7232,-1.8474,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;-.4327,-.2506,0;1.3002,3.764,0;3.9696,.9156,0;2.2803,-.8855,0;3.6456,-.474,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;4.7476,-2.2953,0;3.9795,-2.9356,0;4.6837,-2.9995,0;1.3676,2.514,0;.3676,2.5136,0;4.5388,5.1521,0;-1.2998,1.2518,0;5.5207,-.0873,0;
Duplicates	ChEBI187269
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187269.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187269.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187269.sdf