CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI177953_s0 (94159)

Formula C₂₁H₂₂O₁₁

MW 450.4

InChIKey WHHPSXNFOADHEK-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 6

ONatoms 11

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -0.83

logP -0.0474

PSA 175.37

MR 105.639

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -403.2813

PM7_Total_Energy_ev -6123.59933

PM7_Electronic_Energy_ev -52312.90192

PM7_Dipole_Debye 5.4664

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.998

PM7_LUMO_Energy_ev -0.814

PM7_COSMO_Area_square_ang 409.85

PM7_COSMO_Volue_cubic_ang 481.25

PM7_Electron_Affinity_ev 0.814

PM7_Ionization_Energy_ev 8.998

PM7_Energy_Gap_ev 8.184

PM7_Global_Hardness_ev 4.092

PM7_Global_Softness_ev 0.24437927663734116

PM7_Chemical_Potential_ev -4.906

PM7_Electronigativity_ev 4.906

PM7_Back_Donation_Energy_ev -1.023

PM7_Electrophilicity_ev 2.940962365591398

OPENEYE_Name (2~{S},3~{S})-3-[(2~{R},3~{S},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chroman-4-one

SMILES c1cc(c(cc1C2C(C(=O)c3c(cc(cc3O)O)O2)OC4C(C(C(O4)CO)O)O)OC)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@H]([C@@H]1O)O)O[C@H]1[C@@H](Oc2c(C1=O)c(O)cc(c2)O)c1ccc(c(c1)OC)O

InChI 1/C21H22O11/c1-29-12-4-8(2-3-10(12)24)19-20(32-21-18(28)16(26)14(7-22)31-21)17(27)15-11(25)5-9(23)6-13(15)30-19/h2-6,14,16,18-26,28H,7H2,1H3

InChI_3D 1S/C21H22O11/c1-29-12-4-8(2-3-10(12)24)19-20(32-21-18(28)16(26)14(7-22)31-21)17(27)15-11(25)5-9(23)6-13(15)30-19/h2-6,14,16,18-26,28H,7H2,1H3/t14-,16-,18+,19+,20-,21-/m1/s1

AuxInfo 1/0/N:20,1,2,3,5,4,21,7,11,9,12,10,8,18,6,16,13,17,14,15,19,30,26,25,27,28,22,29,31,23,24,32/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s6;s2;s3d9;s4d5;s5d6;s6;s7;s13s14;;s16;s16;s17;;s18;d13;s8s14;s18s19;s9;s11;s12;s16;s17;s21;s10s20;s15s19;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC: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;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;7.7582,.0719,0;7.1153,.8398,0;7.2251,-.7741,0;6.1854,.4679,0;6.4908,4.1693,0;6.627,-2.4187,0;2.5998,-1.5032,0;2.6052,1.5109,0;6.2539,-.5343,0;4.8533,4.7648,0;-.8675,1.5031,0;.8675,-1.4978,0;8.9764,1.3283,0;6.6483,1.7241,0;6.2853,-3.3585,0;6.1476,3.23,0;5.2002,.2965,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;3.9696,.9156,0;3.6456,-.474,0;8.1513,-.2371,0;7.5304,1.1186,0;7.6741,-.9941,0;6.0489,.949,0;6.0212,4.3408,0;6.9604,3.9977,0;6.6624,4.6389,0;7.0969,-2.5896,0;6.1572,-2.2478,0;4.5313,5.1473,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.4613,1.2063,0;6.9144,2.1473,0;6.6068,-3.7414,0;

Duplicates ChEBI177953_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177953_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177953_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177953_s0.sdf

Formula	C₂₁H₂₂O₁₁
MW	450.4
InChIKey	WHHPSXNFOADHEK-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	6
ONatoms	11
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-0.83
logP	-0.0474
PSA	175.37
MR	105.639
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-403.2813
PM7_Total_Energy_ev	-6123.59933
PM7_Electronic_Energy_ev	-52312.90192
PM7_Dipole_Debye	5.4664
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.998
PM7_LUMO_Energy_ev	-0.814
PM7_COSMO_Area_square_ang	409.85
PM7_COSMO_Volue_cubic_ang	481.25
PM7_Electron_Affinity_ev	0.814
PM7_Ionization_Energy_ev	8.998
PM7_Energy_Gap_ev	8.184
PM7_Global_Hardness_ev	4.092
PM7_Global_Softness_ev	0.24437927663734116
PM7_Chemical_Potential_ev	-4.906
PM7_Electronigativity_ev	4.906
PM7_Back_Donation_Energy_ev	-1.023
PM7_Electrophilicity_ev	2.940962365591398
OPENEYE_Name	(2~{S},3~{S})-3-[(2~{R},3~{S},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chroman-4-one
SMILES	c1cc(c(cc1C2C(C(=O)c3c(cc(cc3O)O)O2)OC4C(C(C(O4)CO)O)O)OC)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@H]([C@@H]1O)O)O[C@H]1[C@@H](Oc2c(C1=O)c(O)cc(c2)O)c1ccc(c(c1)OC)O
InChI	1/C21H22O11/c1-29-12-4-8(2-3-10(12)24)19-20(32-21-18(28)16(26)14(7-22)31-21)17(27)15-11(25)5-9(23)6-13(15)30-19/h2-6,14,16,18-26,28H,7H2,1H3
InChI_3D	1S/C21H22O11/c1-29-12-4-8(2-3-10(12)24)19-20(32-21-18(28)16(26)14(7-22)31-21)17(27)15-11(25)5-9(23)6-13(15)30-19/h2-6,14,16,18-26,28H,7H2,1H3/t14-,16-,18+,19+,20-,21-/m1/s1
AuxInfo	1/0/N:20,1,2,3,5,4,21,7,11,9,12,10,8,18,6,16,13,17,14,15,19,30,26,25,27,28,22,29,31,23,24,32/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s6;s2;s3d9;s4d5;s5d6;s6;s7;s13s14;;s16;s16;s17;;s18;d13;s8s14;s18s19;s9;s11;s12;s16;s17;s21;s10s20;s15s19;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC: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;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;7.7582,.0719,0;7.1153,.8398,0;7.2251,-.7741,0;6.1854,.4679,0;6.4908,4.1693,0;6.627,-2.4187,0;2.5998,-1.5032,0;2.6052,1.5109,0;6.2539,-.5343,0;4.8533,4.7648,0;-.8675,1.5031,0;.8675,-1.4978,0;8.9764,1.3283,0;6.6483,1.7241,0;6.2853,-3.3585,0;6.1476,3.23,0;5.2002,.2965,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;3.9696,.9156,0;3.6456,-.474,0;8.1513,-.2371,0;7.5304,1.1186,0;7.6741,-.9941,0;6.0489,.949,0;6.0212,4.3408,0;6.9604,3.9977,0;6.6624,4.6389,0;7.0969,-2.5896,0;6.1572,-2.2478,0;4.5313,5.1473,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.4613,1.2063,0;6.9144,2.1473,0;6.6068,-3.7414,0;
Duplicates	ChEBI177953_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177953_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177953_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177953_s0.sdf