CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184978_s0 (99664)

Formula C₂₃H₂₂O₁₂

MW 490.42

InChIKey FAWDUWSALXIKNE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP 0.31

logP 0.2392

PSA 185.35

MR 117.533

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -411.07778

PM7_Total_Energy_ev -6663.78028

PM7_Electronic_Energy_ev -56473.10322

PM7_Dipole_Debye 3.44063

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.137

PM7_LUMO_Energy_ev -1.252

PM7_COSMO_Area_square_ang 457.39

PM7_COSMO_Volue_cubic_ang 523.24

PM7_Electron_Affinity_ev 1.252

PM7_Ionization_Energy_ev 9.137

PM7_Energy_Gap_ev 7.885

PM7_Global_Hardness_ev 3.9425

PM7_Global_Softness_ev 0.2536461636017755

PM7_Chemical_Potential_ev -5.1945

PM7_Electronigativity_ev 5.1945

PM7_Back_Donation_Energy_ev -0.985625

PM7_Electrophilicity_ev 3.422045688015219

OPENEYE_Name methyl (2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylate

SMILES c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)OC)OC4C(C(C(C(O4)C(=O)OC)O)O)O)O

Canonical_SMILES COC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2OC)O)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H22O12/c1-31-20-14(34-23-19(29)17(27)18(28)21(35-23)22(30)32-2)8-13-15(16(20)26)11(25)7-12(33-13)9-3-5-10(24)6-4-9/h3-8,17-19,21,23-24,26-29H,1-2H3

InChI_3D 1S/C23H22O12/c1-31-20-14(34-23-19(29)17(27)18(28)21(35-23)22(30)32-2)8-13-15(16(20)26)11(25)7-12(33-13)9-3-5-10(24)6-4-9/h3-8,17-19,21,23-24,26-29H,1-2H3/t17-,18-,19-,21-,23+/m0/s1

AuxInfo 1/0/N:22,23,1,2,3,4,13,5,6,9,15,14,8,10,7,11,19,18,20,12,17,16,21,28,24,29,31,30,32,25,34,35,26,33,27/E:(3,4)(5,6)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s3d4;s5;d7;d10s11;;s6d13;s7s13;;s16;s17;s18;s19;s20;;;d15;d16;s8s14;s17s21;s9;s11;s18;s19;s20;s10s21;s12s22;s16s23;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.3649,3.6005,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-.8639,-1.5013,0;-5.0969,3.6056,0;2.5998,-1.5032,0;-3.362,4.6005,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9552,3.0005,0;.8675,-1.4978,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-.8653,-.5013,0;-4.2324,3.1031,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-2.8236,2.7166,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;-5.3482,3.1733,0;-4.8457,4.0379,0;-5.5292,3.8568,0;6.9563,3.5005,0;1.3004,-1.748,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;

Duplicates ChEBI184978_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184978_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184978_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184978_s0.sdf

Formula	C₂₃H₂₂O₁₂
MW	490.42
InChIKey	FAWDUWSALXIKNE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	0.31
logP	0.2392
PSA	185.35
MR	117.533
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-411.07778
PM7_Total_Energy_ev	-6663.78028
PM7_Electronic_Energy_ev	-56473.10322
PM7_Dipole_Debye	3.44063
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.137
PM7_LUMO_Energy_ev	-1.252
PM7_COSMO_Area_square_ang	457.39
PM7_COSMO_Volue_cubic_ang	523.24
PM7_Electron_Affinity_ev	1.252
PM7_Ionization_Energy_ev	9.137
PM7_Energy_Gap_ev	7.885
PM7_Global_Hardness_ev	3.9425
PM7_Global_Softness_ev	0.2536461636017755
PM7_Chemical_Potential_ev	-5.1945
PM7_Electronigativity_ev	5.1945
PM7_Back_Donation_Energy_ev	-0.985625
PM7_Electrophilicity_ev	3.422045688015219
OPENEYE_Name	methyl (2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylate
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)OC)OC4C(C(C(C(O4)C(=O)OC)O)O)O)O
Canonical_SMILES	COC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2OC)O)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H22O12/c1-31-20-14(34-23-19(29)17(27)18(28)21(35-23)22(30)32-2)8-13-15(16(20)26)11(25)7-12(33-13)9-3-5-10(24)6-4-9/h3-8,17-19,21,23-24,26-29H,1-2H3
InChI_3D	1S/C23H22O12/c1-31-20-14(34-23-19(29)17(27)18(28)21(35-23)22(30)32-2)8-13-15(16(20)26)11(25)7-12(33-13)9-3-5-10(24)6-4-9/h3-8,17-19,21,23-24,26-29H,1-2H3/t17-,18-,19-,21-,23+/m0/s1
AuxInfo	1/0/N:22,23,1,2,3,4,13,5,6,9,15,14,8,10,7,11,19,18,20,12,17,16,21,28,24,29,31,30,32,25,34,35,26,33,27/E:(3,4)(5,6)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s3d4;s5;d7;d10s11;;s6d13;s7s13;;s16;s17;s18;s19;s20;;;d15;d16;s8s14;s17s21;s9;s11;s18;s19;s20;s10s21;s12s22;s16s23;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.3649,3.6005,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-.8639,-1.5013,0;-5.0969,3.6056,0;2.5998,-1.5032,0;-3.362,4.6005,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9552,3.0005,0;.8675,-1.4978,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-.8653,-.5013,0;-4.2324,3.1031,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-2.8236,2.7166,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;-5.3482,3.1733,0;-4.8457,4.0379,0;-5.5292,3.8568,0;6.9563,3.5005,0;1.3004,-1.748,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;
Duplicates	ChEBI184978_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184978_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184978_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184978_s0.sdf