CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28183 (8075)

Formula C₂₁H₂₂O₁₁

MW 450.4

InChIKey QSWUCBJNTODEKO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.67

logP -0.6951

PSA 186.37

MR 105.116

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -400.37437

PM7_Total_Energy_ev -6123.51084

PM7_Electronic_Energy_ev -53456.13832

PM7_Dipole_Debye 1.88353

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.129

PM7_LUMO_Energy_ev -0.648

PM7_COSMO_Area_square_ang 386.55

PM7_COSMO_Volue_cubic_ang 491.66

PM7_Electron_Affinity_ev 0.648

PM7_Ionization_Energy_ev 9.129

PM7_Energy_Gap_ev 8.481

PM7_Global_Hardness_ev 4.2405

PM7_Global_Softness_ev 0.23582124749439926

PM7_Chemical_Potential_ev -4.8885

PM7_Electronigativity_ev 4.8885

PM7_Back_Donation_Energy_ev -1.060125

PM7_Electrophilicity_ev 2.817761142553944

OPENEYE_Name (2~{R},3~{S})-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one

SMILES c1cc(cc2c1C(=O)C(C(O2)c3ccc(c(c3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@H]2[C@H](Oc3c(C2=O)ccc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)O

InChI 1/C21H22O11/c22-7-14-16(27)17(28)18(29)21(31-14)32-20-15(26)10-3-2-9(23)6-13(10)30-19(20)8-1-4-11(24)12(25)5-8/h1-6,14,16-25,27-29H,7H2

InChI_3D 1S/C21H22O11/c22-7-14-16(27)17(28)18(29)21(31-14)32-20-15(26)10-3-2-9(23)6-13(10)30-19(20)8-1-4-11(24)12(25)5-8/h1-6,14,16-25,27-29H,7H2/t14-,16+,17+,18-,19-,20-,21+/m1/s1

AuxInfo 1/0/N:2,3,1,4,5,6,21,8,10,7,11,12,9,19,13,17,16,18,14,15,20,31,25,26,27,22,29,28,30,23,24,32/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2d5;s6d7;s3d6;s4;s5d11;s7;s8;s13s14;;s16;s16;s17;s18;s19;d13;s9s14;s19s20;s10;s11;s12;s16;s17;s18;s21;s15s20;s1;s2;s3;s4;s5;s6;s14;s15;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:.868,-.4978,0;3.1823,2.7109,0;;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;0,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;5.0111,-3.3939,0;5.8821,-2.9026,0;4.1471,-2.8903,0;5.8892,-1.8974,0;4.1542,-1.8851,0;6.5058,-.2596,0;2.5999,-1.5032,0;2.6052,1.5109,0;5.0253,-1.3836,0;-.8675,1.5031,0;4.8533,4.7648,0;6.1476,3.23,0;3.8781,-4.7276,0;6.4658,-4.5523,0;2.4256,-2.5759,0;6.8581,.6763,0;3.8152,-.9444,0;.8677,-.9978,0;2.6898,2.6247,0;-.4327,-.2506,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;3.9696,.9156,0;3.9687,.0821,0;5.3294,-3.7795,0;6.3752,-2.8197,0;3.9737,-3.3593,0;6.3808,-1.9887,0;3.6614,-1.9694,0;6.9737,-.4358,0;6.0379,-.0834,0;-1.2998,1.2518,0;4.5313,5.1473,0;6.3192,3.6996,0;4.0462,-5.1985,0;6.9574,-4.6436,0;2.1019,-2.957,0;7.3515,.7577,0;

Duplicates ChEBI28183

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28183.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28183.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28183.sdf

Formula	C₂₁H₂₂O₁₁
MW	450.4
InChIKey	QSWUCBJNTODEKO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.67
logP	-0.6951
PSA	186.37
MR	105.116
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-400.37437
PM7_Total_Energy_ev	-6123.51084
PM7_Electronic_Energy_ev	-53456.13832
PM7_Dipole_Debye	1.88353
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.129
PM7_LUMO_Energy_ev	-0.648
PM7_COSMO_Area_square_ang	386.55
PM7_COSMO_Volue_cubic_ang	491.66
PM7_Electron_Affinity_ev	0.648
PM7_Ionization_Energy_ev	9.129
PM7_Energy_Gap_ev	8.481
PM7_Global_Hardness_ev	4.2405
PM7_Global_Softness_ev	0.23582124749439926
PM7_Chemical_Potential_ev	-4.8885
PM7_Electronigativity_ev	4.8885
PM7_Back_Donation_Energy_ev	-1.060125
PM7_Electrophilicity_ev	2.817761142553944
OPENEYE_Name	(2~{R},3~{S})-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one
SMILES	c1cc(cc2c1C(=O)C(C(O2)c3ccc(c(c3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@H]2[C@H](Oc3c(C2=O)ccc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C21H22O11/c22-7-14-16(27)17(28)18(29)21(31-14)32-20-15(26)10-3-2-9(23)6-13(10)30-19(20)8-1-4-11(24)12(25)5-8/h1-6,14,16-25,27-29H,7H2
InChI_3D	1S/C21H22O11/c22-7-14-16(27)17(28)18(29)21(31-14)32-20-15(26)10-3-2-9(23)6-13(10)30-19(20)8-1-4-11(24)12(25)5-8/h1-6,14,16-25,27-29H,7H2/t14-,16+,17+,18-,19-,20-,21+/m1/s1
AuxInfo	1/0/N:2,3,1,4,5,6,21,8,10,7,11,12,9,19,13,17,16,18,14,15,20,31,25,26,27,22,29,28,30,23,24,32/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2d5;s6d7;s3d6;s4;s5d11;s7;s8;s13s14;;s16;s16;s17;s18;s19;d13;s9s14;s19s20;s10;s11;s12;s16;s17;s18;s21;s15s20;s1;s2;s3;s4;s5;s6;s14;s15;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:.868,-.4978,0;3.1823,2.7109,0;;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;0,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;5.0111,-3.3939,0;5.8821,-2.9026,0;4.1471,-2.8903,0;5.8892,-1.8974,0;4.1542,-1.8851,0;6.5058,-.2596,0;2.5999,-1.5032,0;2.6052,1.5109,0;5.0253,-1.3836,0;-.8675,1.5031,0;4.8533,4.7648,0;6.1476,3.23,0;3.8781,-4.7276,0;6.4658,-4.5523,0;2.4256,-2.5759,0;6.8581,.6763,0;3.8152,-.9444,0;.8677,-.9978,0;2.6898,2.6247,0;-.4327,-.2506,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;3.9696,.9156,0;3.9687,.0821,0;5.3294,-3.7795,0;6.3752,-2.8197,0;3.9737,-3.3593,0;6.3808,-1.9887,0;3.6614,-1.9694,0;6.9737,-.4358,0;6.0379,-.0834,0;-1.2998,1.2518,0;4.5313,5.1473,0;6.3192,3.6996,0;4.0462,-5.1985,0;6.9574,-4.6436,0;2.1019,-2.957,0;7.3515,.7577,0;
Duplicates	ChEBI28183
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28183.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28183.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28183.sdf