CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189815_s0 (103957)

Formula C₂₁H₂₂O₈

MW 402.4

InChIKey CQMSSODSJYBGIQ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.9

logP 1.305

PSA 125.68

MR 100.508

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -290.09776

PM7_Total_Energy_ev -5238.37183

PM7_Electronic_Energy_ev -42091.4343

PM7_Dipole_Debye 6.44823

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.407

PM7_LUMO_Energy_ev -0.637

PM7_COSMO_Area_square_ang 391.45

PM7_COSMO_Volue_cubic_ang 448.31

PM7_Electron_Affinity_ev 0.637

PM7_Ionization_Energy_ev 9.407

PM7_Energy_Gap_ev 8.77

PM7_Global_Hardness_ev 4.385

PM7_Global_Softness_ev 0.22805017103762829

PM7_Chemical_Potential_ev -5.022

PM7_Electronigativity_ev 5.022

PM7_Back_Donation_Energy_ev -1.09625

PM7_Electrophilicity_ev 2.8757678449258837

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

SMILES c1ccc(cc1)C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)C)O)O)O)O2

Canonical_SMILES O[C@@H]1[C@@H](O[C@@H]([C@@H]([C@@H]1O)O)C)Oc1cc2O[C@H](CC(=O)c2c(c1)O)c1ccccc1

InChI 1/C21H22O8/c1-10-18(24)19(25)20(26)21(27-10)28-12-7-13(22)17-14(23)9-15(29-16(17)8-12)11-5-3-2-4-6-11/h2-8,10,15,18-22,24-26H,9H2,1H3

InChI_3D 1S/C21H22O8/c1-10-18(24)19(25)20(26)21(27-10)28-12-7-13(22)17-14(23)9-15(29-16(17)8-12)11-5-3-2-4-6-11/h2-8,10,15,18-22,24-26H,9H2,1H3/t10-,15-,18+,19+,20+,21+/m1/s1

AuxInfo 1/0/N:21,1,2,3,4,5,7,6,14,19,9,11,12,13,15,10,8,17,16,18,20,25,22,27,26,28,24,29,23/E:(3,4)(5,6)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d6s8;s6d7;s7d8;s8;s13;s9s14;;s16;s16;s17;s18;s19;d13;s10s15;s19s20;s12;s16;s17;s18;s11s20;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;s28;/rC:4.5146,3.8295,0;5.1576,3.0636,0;3.5288,3.6613,0;4.8112,2.1199,0;3.1825,2.7177,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-1.1701,4.2122,0;-2.1556,4.0423,0;-.5258,3.4474,0;-2.5003,3.098,0;-.8705,2.5031,0;-3.6317,1.763,0;2.5998,-1.5032,0;2.6052,1.5109,0;-1.8595,2.3236,0;.8675,-1.4978,0;.3454,5.0872,0;-2.1506,5.7923,0;.3402,2.9474,0;-.8675,1.5031,0;4.6869,4.2989,0;5.6501,3.1498,0;3.209,4.0457,0;5.1327,1.737,0;2.6896,2.6336,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-1.3403,4.6823,0;-2.6479,4.1301,0;-.2048,3.8307,0;-2.9326,3.3493,0;-.378,2.4168,0;-4.0132,2.0862,0;-3.2503,1.4397,0;-3.955,1.3815,0;1.3004,-1.748,0;.3454,5.5872,0;-2.5829,6.0435,0;.7732,3.1974,0;

Duplicates ChEBI189815_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189815_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189815_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189815_s0.sdf

Formula	C₂₁H₂₂O₈
MW	402.4
InChIKey	CQMSSODSJYBGIQ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.9
logP	1.305
PSA	125.68
MR	100.508
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-290.09776
PM7_Total_Energy_ev	-5238.37183
PM7_Electronic_Energy_ev	-42091.4343
PM7_Dipole_Debye	6.44823
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.407
PM7_LUMO_Energy_ev	-0.637
PM7_COSMO_Area_square_ang	391.45
PM7_COSMO_Volue_cubic_ang	448.31
PM7_Electron_Affinity_ev	0.637
PM7_Ionization_Energy_ev	9.407
PM7_Energy_Gap_ev	8.77
PM7_Global_Hardness_ev	4.385
PM7_Global_Softness_ev	0.22805017103762829
PM7_Chemical_Potential_ev	-5.022
PM7_Electronigativity_ev	5.022
PM7_Back_Donation_Energy_ev	-1.09625
PM7_Electrophilicity_ev	2.8757678449258837
OPENEYE_Name	(2~{R})-5-hydroxy-2-phenyl-7-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chroman-4-one
SMILES	c1ccc(cc1)C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)C)O)O)O)O2
Canonical_SMILES	O[C@@H]1[C@@H](O[C@@H]([C@@H]([C@@H]1O)O)C)Oc1cc2O[C@H](CC(=O)c2c(c1)O)c1ccccc1
InChI	1/C21H22O8/c1-10-18(24)19(25)20(26)21(27-10)28-12-7-13(22)17-14(23)9-15(29-16(17)8-12)11-5-3-2-4-6-11/h2-8,10,15,18-22,24-26H,9H2,1H3
InChI_3D	1S/C21H22O8/c1-10-18(24)19(25)20(26)21(27-10)28-12-7-13(22)17-14(23)9-15(29-16(17)8-12)11-5-3-2-4-6-11/h2-8,10,15,18-22,24-26H,9H2,1H3/t10-,15-,18+,19+,20+,21+/m1/s1
AuxInfo	1/0/N:21,1,2,3,4,5,7,6,14,19,9,11,12,13,15,10,8,17,16,18,20,25,22,27,26,28,24,29,23/E:(3,4)(5,6)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d6s8;s6d7;s7d8;s8;s13;s9s14;;s16;s16;s17;s18;s19;d13;s10s15;s19s20;s12;s16;s17;s18;s11s20;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;s28;/rC:4.5146,3.8295,0;5.1576,3.0636,0;3.5288,3.6613,0;4.8112,2.1199,0;3.1825,2.7177,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-1.1701,4.2122,0;-2.1556,4.0423,0;-.5258,3.4474,0;-2.5003,3.098,0;-.8705,2.5031,0;-3.6317,1.763,0;2.5998,-1.5032,0;2.6052,1.5109,0;-1.8595,2.3236,0;.8675,-1.4978,0;.3454,5.0872,0;-2.1506,5.7923,0;.3402,2.9474,0;-.8675,1.5031,0;4.6869,4.2989,0;5.6501,3.1498,0;3.209,4.0457,0;5.1327,1.737,0;2.6896,2.6336,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-1.3403,4.6823,0;-2.6479,4.1301,0;-.2048,3.8307,0;-2.9326,3.3493,0;-.378,2.4168,0;-4.0132,2.0862,0;-3.2503,1.4397,0;-3.955,1.3815,0;1.3004,-1.748,0;.3454,5.5872,0;-2.5829,6.0435,0;.7732,3.1974,0;
Duplicates	ChEBI189815_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189815_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189815_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189815_s0.sdf