CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190900_s0 (104784)

Formula C₂₃H₂₄O₁₄

MW 524.43

InChIKey MCZGKWVVNABJDO-OKPOJWAQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 63

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 14

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.02

logP -0.9139

PSA 229.74

MR 119.939

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -516.40478

PM7_Total_Energy_ev -7281.50406

PM7_Electronic_Energy_ev -67935.89978

PM7_Dipole_Debye 3.72154

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.08

PM7_LUMO_Energy_ev -0.893

PM7_COSMO_Area_square_ang 427.44

PM7_COSMO_Volue_cubic_ang 566.52

PM7_Electron_Affinity_ev 0.893

PM7_Ionization_Energy_ev 9.08

PM7_Energy_Gap_ev 8.187

PM7_Global_Hardness_ev 4.0935

PM7_Global_Softness_ev 0.2442897276169537

PM7_Chemical_Potential_ev -4.9865

PM7_Electronigativity_ev 4.9865

PM7_Back_Donation_Energy_ev -1.023375

PM7_Electrophilicity_ev 3.037154299499206

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[4-[2,3-dioxo-3-(2,4,6-trihydroxy-3-methoxy-phenyl)propyl]-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1CC(=O)C(=O)c2c(cc(c(c2O)OC)O)O)OC)OC3C(C(C(C(O3)C(=O)O)O)O)O

Canonical_SMILES COc1cc(ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CC(=O)C(=O)c1c(O)cc(c(c1O)OC)O

InChI 1/C23H24O14/c1-34-13-6-8(5-10(25)15(27)14-9(24)7-11(26)20(35-2)16(14)28)3-4-12(13)36-23-19(31)17(29)18(30)21(37-23)22(32)33/h3-4,6-7,17-19,21,23-24,26,28-31H,5H2,1-2H3,(H,32,33)/f/h32H

InChI_3D 1S/C23H24O14/c1-34-13-6-8(5-10(25)15(27)14-9(24)7-11(26)20(35-2)16(14)28)3-4-12(13)36-23-19(31)17(29)18(30)21(37-23)22(32)33/h3-4,6-7,17-19,21,23-24,26,28-31H,5H2,1-2H3,(H,32,33)/t17-,18-,19-,21-,23+/m0/s1

AuxInfo 1/1/N:21,22,1,2,23,3,4,6,9,14,10,7,8,5,13,11,18,17,19,12,16,15,20,28,25,29,24,30,33,32,34,26,31,36,37,35,27/E:(32,33)/F:21,22,1,2,23,3,4,6,9,14,10,7,8,5,13,11,18,17,19,12,16,15,20,28,25,29,24,30,33,32,34,31,26,36,37,35,27/rA:61cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;s2;s3d7;d4s5;s4;d5;d10s11;s5;s13;;s15;s16;s17;s18;s19;;;s6s14;d13;d14;d15;s16s20;s9;s10;s11;s15;s17;s18;s19;s7s20;s8s21;s12s22;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;s34;/rC:3.825,2.0061,0;2.8395,1.8364,0;3.5354,3.7169,0;9.3958,2.058,0;7.7713,2.6673,0;4.1762,2.9424,0;2.1987,2.6108,0;2.5434,3.555,0;8.4088,1.8969,0;9.7488,2.9992,0;8.1243,3.6085,0;9.1149,3.7792,0;6.7851,2.5019,0;6.1487,3.2733,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.9199,4.1586,0;10.4525,4.8795,0;5.1625,3.1078,0;6.4352,1.5651,0;6.4985,4.2101,0;-.5734,3.2096,0;0,2.0104,0;8.0576,.9606,0;10.7357,3.1603,0;7.4868,4.3789,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9059,4.3255,0;9.4661,4.7155,0;4.1438,1.6209,0;2.666,1.3674,0;3.7111,4.185,0;9.7128,1.6714,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;10.5345,4.3863,0;10.9457,4.9615,0;10.3705,5.3727,0;5.2452,2.6147,0;5.0797,3.601,0;7.5644,.8786,0;11.0522,2.7732,0;7.661,4.8476,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI190900_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190900_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190900_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190900_s0.sdf

Formula	C₂₃H₂₄O₁₄
MW	524.43
InChIKey	MCZGKWVVNABJDO-OKPOJWAQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	63
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	14
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.02
logP	-0.9139
PSA	229.74
MR	119.939
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-516.40478
PM7_Total_Energy_ev	-7281.50406
PM7_Electronic_Energy_ev	-67935.89978
PM7_Dipole_Debye	3.72154
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.08
PM7_LUMO_Energy_ev	-0.893
PM7_COSMO_Area_square_ang	427.44
PM7_COSMO_Volue_cubic_ang	566.52
PM7_Electron_Affinity_ev	0.893
PM7_Ionization_Energy_ev	9.08
PM7_Energy_Gap_ev	8.187
PM7_Global_Hardness_ev	4.0935
PM7_Global_Softness_ev	0.2442897276169537
PM7_Chemical_Potential_ev	-4.9865
PM7_Electronigativity_ev	4.9865
PM7_Back_Donation_Energy_ev	-1.023375
PM7_Electrophilicity_ev	3.037154299499206
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[4-[2,3-dioxo-3-(2,4,6-trihydroxy-3-methoxy-phenyl)propyl]-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1CC(=O)C(=O)c2c(cc(c(c2O)OC)O)O)OC)OC3C(C(C(C(O3)C(=O)O)O)O)O
Canonical_SMILES	COc1cc(ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CC(=O)C(=O)c1c(O)cc(c(c1O)OC)O
InChI	1/C23H24O14/c1-34-13-6-8(5-10(25)15(27)14-9(24)7-11(26)20(35-2)16(14)28)3-4-12(13)36-23-19(31)17(29)18(30)21(37-23)22(32)33/h3-4,6-7,17-19,21,23-24,26,28-31H,5H2,1-2H3,(H,32,33)/f/h32H
InChI_3D	1S/C23H24O14/c1-34-13-6-8(5-10(25)15(27)14-9(24)7-11(26)20(35-2)16(14)28)3-4-12(13)36-23-19(31)17(29)18(30)21(37-23)22(32)33/h3-4,6-7,17-19,21,23-24,26,28-31H,5H2,1-2H3,(H,32,33)/t17-,18-,19-,21-,23+/m0/s1
AuxInfo	1/1/N:21,22,1,2,23,3,4,6,9,14,10,7,8,5,13,11,18,17,19,12,16,15,20,28,25,29,24,30,33,32,34,26,31,36,37,35,27/E:(32,33)/F:21,22,1,2,23,3,4,6,9,14,10,7,8,5,13,11,18,17,19,12,16,15,20,28,25,29,24,30,33,32,34,31,26,36,37,35,27/rA:61cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;s2;s3d7;d4s5;s4;d5;d10s11;s5;s13;;s15;s16;s17;s18;s19;;;s6s14;d13;d14;d15;s16s20;s9;s10;s11;s15;s17;s18;s19;s7s20;s8s21;s12s22;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;s34;/rC:3.825,2.0061,0;2.8395,1.8364,0;3.5354,3.7169,0;9.3958,2.058,0;7.7713,2.6673,0;4.1762,2.9424,0;2.1987,2.6108,0;2.5434,3.555,0;8.4088,1.8969,0;9.7488,2.9992,0;8.1243,3.6085,0;9.1149,3.7792,0;6.7851,2.5019,0;6.1487,3.2733,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.9199,4.1586,0;10.4525,4.8795,0;5.1625,3.1078,0;6.4352,1.5651,0;6.4985,4.2101,0;-.5734,3.2096,0;0,2.0104,0;8.0576,.9606,0;10.7357,3.1603,0;7.4868,4.3789,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9059,4.3255,0;9.4661,4.7155,0;4.1438,1.6209,0;2.666,1.3674,0;3.7111,4.185,0;9.7128,1.6714,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;10.5345,4.3863,0;10.9457,4.9615,0;10.3705,5.3727,0;5.2452,2.6147,0;5.0797,3.601,0;7.5644,.8786,0;11.0522,2.7732,0;7.661,4.8476,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI190900_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190900_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190900_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190900_s0.sdf