CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI18174 (6876)

Formula C₂₁H₂₀O₈

MW 400.38

InChIKey CHVBPFQVSIWBOU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.92

logP 0.6387

PSA 129.59

MR 102.065

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -251.04054

PM7_Total_Energy_ev -5210.20708

PM7_Electronic_Energy_ev -39984.29294

PM7_Dipole_Debye 5.68138

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.177

PM7_LUMO_Energy_ev -0.618

PM7_COSMO_Area_square_ang 392.02

PM7_COSMO_Volue_cubic_ang 445.47

PM7_Electron_Affinity_ev 0.618

PM7_Ionization_Energy_ev 9.177

PM7_Energy_Gap_ev 8.559

PM7_Global_Hardness_ev 4.2795

PM7_Global_Softness_ev 0.23367215796237878

PM7_Chemical_Potential_ev -4.8975

PM7_Electronigativity_ev 4.8975

PM7_Back_Donation_Energy_ev -1.069875

PM7_Electrophilicity_ev 2.802372502628812

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

SMILES c1ccc(cc1)c2coc3cc(ccc3c2=O)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O8/c22-9-16-18(24)19(25)20(26)21(29-16)28-12-6-7-13-15(8-12)27-10-14(17(13)23)11-4-2-1-3-5-11/h1-8,10,16,18-22,24-26H,9H2

InChI_3D 1S/C21H20O8/c22-9-16-18(24)19(25)20(26)21(29-16)28-12-6-7-13-15(8-12)27-10-14(17(13)23)11-4-2-1-3-5-11/h1-8,10,16,18-22,24-26H,9H2/t16-,18-,19+,20-,21-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,7,6,8,21,13,9,12,10,14,11,19,15,17,16,18,20,28,22,26,25,27,23,29,24/E:(2,3)(4,5)/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s8d10;s7d8;;s9d13;s10s14;;s16;s16;s17;s18;s19;d15;s11s13;s19s20;s16;s17;s18;s21;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;/rC:6.0791,-1.5158,0;5.2132,-2.016,0;6.0847,-.5157,0;4.344,-1.5111,0;5.2155,-.0108,0;.868,-.4978,0;;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-3.3584,.3957,0;-3.7096,1.332,0;-2.3728,.226,0;-3.0688,2.1065,0;-1.732,1.0005,0;-2.4882,3.7574,0;2.5999,-1.5032,0;2.6052,1.5109,0;-2.0768,1.9447,0;-3.3479,-1.3543,0;-5.2173,.4436,0;-1.5038,-.2688,0;-2.1564,4.7007,0;-.8675,1.5031,0;6.5115,-1.7669,0;5.2126,-2.516,0;6.5188,-.2675,0;3.9111,-1.7612,0;5.2184,.4892,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;3.911,1.2524,0;-3.8501,.305,0;-4.034,1.7125,0;-2.5415,-.2447,0;-3.504,2.3526,0;-1.4088,.6191,0;-2.9599,3.9233,0;-2.0165,3.5915,0;-3.7794,-1.6068,0;-5.6525,.6898,0;-1.5008,-.7688,0;-2.4819,5.0802,0;

Duplicates ChEBI18174

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18174.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18174.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18174.sdf

Formula	C₂₁H₂₀O₈
MW	400.38
InChIKey	CHVBPFQVSIWBOU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.92
logP	0.6387
PSA	129.59
MR	102.065
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-251.04054
PM7_Total_Energy_ev	-5210.20708
PM7_Electronic_Energy_ev	-39984.29294
PM7_Dipole_Debye	5.68138
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.177
PM7_LUMO_Energy_ev	-0.618
PM7_COSMO_Area_square_ang	392.02
PM7_COSMO_Volue_cubic_ang	445.47
PM7_Electron_Affinity_ev	0.618
PM7_Ionization_Energy_ev	9.177
PM7_Energy_Gap_ev	8.559
PM7_Global_Hardness_ev	4.2795
PM7_Global_Softness_ev	0.23367215796237878
PM7_Chemical_Potential_ev	-4.8975
PM7_Electronigativity_ev	4.8975
PM7_Back_Donation_Energy_ev	-1.069875
PM7_Electrophilicity_ev	2.802372502628812
OPENEYE_Name	3-phenyl-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
SMILES	c1ccc(cc1)c2coc3cc(ccc3c2=O)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O8/c22-9-16-18(24)19(25)20(26)21(29-16)28-12-6-7-13-15(8-12)27-10-14(17(13)23)11-4-2-1-3-5-11/h1-8,10,16,18-22,24-26H,9H2
InChI_3D	1S/C21H20O8/c22-9-16-18(24)19(25)20(26)21(29-16)28-12-6-7-13-15(8-12)27-10-14(17(13)23)11-4-2-1-3-5-11/h1-8,10,16,18-22,24-26H,9H2/t16-,18-,19+,20-,21-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,7,6,8,21,13,9,12,10,14,11,19,15,17,16,18,20,28,22,26,25,27,23,29,24/E:(2,3)(4,5)/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s8d10;s7d8;;s9d13;s10s14;;s16;s16;s17;s18;s19;d15;s11s13;s19s20;s16;s17;s18;s21;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;/rC:6.0791,-1.5158,0;5.2132,-2.016,0;6.0847,-.5157,0;4.344,-1.5111,0;5.2155,-.0108,0;.868,-.4978,0;;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-3.3584,.3957,0;-3.7096,1.332,0;-2.3728,.226,0;-3.0688,2.1065,0;-1.732,1.0005,0;-2.4882,3.7574,0;2.5999,-1.5032,0;2.6052,1.5109,0;-2.0768,1.9447,0;-3.3479,-1.3543,0;-5.2173,.4436,0;-1.5038,-.2688,0;-2.1564,4.7007,0;-.8675,1.5031,0;6.5115,-1.7669,0;5.2126,-2.516,0;6.5188,-.2675,0;3.9111,-1.7612,0;5.2184,.4892,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;3.911,1.2524,0;-3.8501,.305,0;-4.034,1.7125,0;-2.5415,-.2447,0;-3.504,2.3526,0;-1.4088,.6191,0;-2.9599,3.9233,0;-2.0165,3.5915,0;-3.7794,-1.6068,0;-5.6525,.6898,0;-1.5008,-.7688,0;-2.4819,5.0802,0;
Duplicates	ChEBI18174
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18174.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18174.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18174.sdf