CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191648_s0 (105423)

Formula C₂₁H₂₀O₁₂

MW 464.38

InChIKey VGWBNVOKYXNHPW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -2.89

logP -0.4971

PSA 221.51

MR 110.654

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -443.24344

PM7_Total_Energy_ev -6392.19582

PM7_Electronic_Energy_ev -52356.97317

PM7_Dipole_Debye 7.4479

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.291

PM7_LUMO_Energy_ev -1.272

PM7_COSMO_Area_square_ang 412.9

PM7_COSMO_Volue_cubic_ang 480.4

PM7_Electron_Affinity_ev 1.272

PM7_Ionization_Energy_ev 9.291

PM7_Energy_Gap_ev 8.019

PM7_Global_Hardness_ev 4.0095

PM7_Global_Softness_ev 0.24940765681506422

PM7_Chemical_Potential_ev -5.2815

PM7_Electronigativity_ev 5.2815

PM7_Back_Donation_Energy_ev -1.002375

PM7_Electrophilicity_ev 3.4785187991021322

OPENEYE_Name 5,7-dihydroxy-6-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-2-(2,4,5-trihydroxyphenyl)chromen-4-one

SMILES c1c(c(cc(c1O)O)O)c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(C(O4)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1cc(O)c(cc1O)O

InChI 1/C21H20O12/c22-5-14-17(28)19(30)20(31)21(33-14)16-11(27)4-13-15(18(16)29)10(26)3-12(32-13)6-1-8(24)9(25)2-7(6)23/h1-4,14,17,19-25,27-31H,5H2

InChI_3D 1S/C21H20O12/c22-5-14-17(28)19(30)20(31)21(33-14)16-11(27)4-13-15(18(16)29)10(26)3-12(32-13)6-1-8(24)9(25)2-7(6)23/h1-4,14,17,19-25,27-31H,5H2/t14-,17-,19-,20+,21-/m1/s1

AuxInfo 1/0/N:1,3,13,2,21,4,10,8,11,15,9,14,7,20,5,6,19,12,18,17,16,33,27,25,28,22,26,32,29,31,30,23,24/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;;d2s5;s1;s2d6;d3s4;s3d8;d5s6;;s4d13;s5s13;s6;s16;s17;s18;s19;s20;d15;s7s14;s16s20;s8;s9;s10;s11;s12;s17;s18;s19;s21;s1;s2;s3;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;s33;/rC:4.344,2.5014,0;.868,1.5138,0;6.0797,1.4974,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;5.2157,3.002,0;0,1.0057,0;5.208,.9968,0;6.088,2.5025,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.5143,-.8772,0;-.8655,-1.645,0;-1.2071,-2.5849,0;-2.1908,-2.7648,0;-2.8396,-1.997,0;-4.3615,-1.1331,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.5046,-1.0493,0;5.2151,4.002,0;-.8675,1.5031,0;5.2042,-.0032,0;6.9552,3.0005,0;.8675,-1.4978,0;.6513,-2.5178,0;-1.1994,-4.3349,0;-3.7025,-3.6464,0;-5.2312,-.6395,0;3.9112,2.7518,0;.8678,2.0138,0;6.5114,1.2451,0;3.9084,-.2548,0;-1.685,-.4073,0;-.5451,-1.2612,0;-.7145,-2.6705,0;-2.0173,-3.2337,0;-3.1589,-2.3817,0;-4.1147,-.6983,0;-4.6083,-1.568,0;4.7819,4.2517,0;-1.2998,1.2518,0;5.6363,-.2548,0;6.9563,3.5005,0;1.3004,-1.748,0;.6521,-3.0178,0;-.7653,-4.583,0;-3.7003,-4.1464,0;-5.2348,-.1395,0;

Duplicates ChEBI191648_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191648_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191648_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191648_s0.sdf

Formula	C₂₁H₂₀O₁₂
MW	464.38
InChIKey	VGWBNVOKYXNHPW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-2.89
logP	-0.4971
PSA	221.51
MR	110.654
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-443.24344
PM7_Total_Energy_ev	-6392.19582
PM7_Electronic_Energy_ev	-52356.97317
PM7_Dipole_Debye	7.4479
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.291
PM7_LUMO_Energy_ev	-1.272
PM7_COSMO_Area_square_ang	412.9
PM7_COSMO_Volue_cubic_ang	480.4
PM7_Electron_Affinity_ev	1.272
PM7_Ionization_Energy_ev	9.291
PM7_Energy_Gap_ev	8.019
PM7_Global_Hardness_ev	4.0095
PM7_Global_Softness_ev	0.24940765681506422
PM7_Chemical_Potential_ev	-5.2815
PM7_Electronigativity_ev	5.2815
PM7_Back_Donation_Energy_ev	-1.002375
PM7_Electrophilicity_ev	3.4785187991021322
OPENEYE_Name	5,7-dihydroxy-6-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-2-(2,4,5-trihydroxyphenyl)chromen-4-one
SMILES	c1c(c(cc(c1O)O)O)c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(C(O4)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1cc(O)c(cc1O)O
InChI	1/C21H20O12/c22-5-14-17(28)19(30)20(31)21(33-14)16-11(27)4-13-15(18(16)29)10(26)3-12(32-13)6-1-8(24)9(25)2-7(6)23/h1-4,14,17,19-25,27-31H,5H2
InChI_3D	1S/C21H20O12/c22-5-14-17(28)19(30)20(31)21(33-14)16-11(27)4-13-15(18(16)29)10(26)3-12(32-13)6-1-8(24)9(25)2-7(6)23/h1-4,14,17,19-25,27-31H,5H2/t14-,17-,19-,20+,21-/m1/s1
AuxInfo	1/0/N:1,3,13,2,21,4,10,8,11,15,9,14,7,20,5,6,19,12,18,17,16,33,27,25,28,22,26,32,29,31,30,23,24/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;;d2s5;s1;s2d6;d3s4;s3d8;d5s6;;s4d13;s5s13;s6;s16;s17;s18;s19;s20;d15;s7s14;s16s20;s8;s9;s10;s11;s12;s17;s18;s19;s21;s1;s2;s3;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;s33;/rC:4.344,2.5014,0;.868,1.5138,0;6.0797,1.4974,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;5.2157,3.002,0;0,1.0057,0;5.208,.9968,0;6.088,2.5025,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.5143,-.8772,0;-.8655,-1.645,0;-1.2071,-2.5849,0;-2.1908,-2.7648,0;-2.8396,-1.997,0;-4.3615,-1.1331,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.5046,-1.0493,0;5.2151,4.002,0;-.8675,1.5031,0;5.2042,-.0032,0;6.9552,3.0005,0;.8675,-1.4978,0;.6513,-2.5178,0;-1.1994,-4.3349,0;-3.7025,-3.6464,0;-5.2312,-.6395,0;3.9112,2.7518,0;.8678,2.0138,0;6.5114,1.2451,0;3.9084,-.2548,0;-1.685,-.4073,0;-.5451,-1.2612,0;-.7145,-2.6705,0;-2.0173,-3.2337,0;-3.1589,-2.3817,0;-4.1147,-.6983,0;-4.6083,-1.568,0;4.7819,4.2517,0;-1.2998,1.2518,0;5.6363,-.2548,0;6.9563,3.5005,0;1.3004,-1.748,0;.6521,-3.0178,0;-.7653,-4.583,0;-3.7003,-4.1464,0;-5.2348,-.1395,0;
Duplicates	ChEBI191648_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191648_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191648_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191648_s0.sdf