CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185975_s0 (100552)

Formula C₂₄H₂₄O₁₃

MW 520.45

InChIKey KZPKMAPNPUSXJQ-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 64

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -0.15

logP -0.382

PSA 191.42

MR 122.137

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -415.74513

PM7_Total_Energy_ev -7107.14442

PM7_Electronic_Energy_ev -64438.06285

PM7_Dipole_Debye 2.43254

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.365

PM7_LUMO_Energy_ev -1.28

PM7_COSMO_Area_square_ang 460.48

PM7_COSMO_Volue_cubic_ang 562.83

PM7_Electron_Affinity_ev 1.28

PM7_Ionization_Energy_ev 9.365

PM7_Energy_Gap_ev 8.085

PM7_Global_Hardness_ev 4.0425

PM7_Global_Softness_ev 0.24737167594310452

PM7_Chemical_Potential_ev -5.3225

PM7_Electronigativity_ev 5.3225

PM7_Back_Donation_Energy_ev -1.010625

PM7_Electrophilicity_ev 3.503896876932591

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[4-oxo-1-(5,6,7-trimethoxy-4-oxo-chromen-2-yl)cyclohexa-2,5-dien-1-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1c2c(c(c(c1OC)OC)OC)c(=O)cc(o2)C3(C=CC(=O)C=C3)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES COc1cc2oc(cc(=O)c2c(c1OC)OC)[C@@]1(C=CC(=O)C=C1)O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C24H24O13/c1-32-13-9-12-15(20(34-3)19(13)33-2)11(26)8-14(35-12)24(6-4-10(25)5-7-24)37-23-18(29)16(27)17(28)21(36-23)22(30)31/h4-9,16-18,21,23,27-29H,1-3H3,(H,30,31)/f/h30H

InChI_3D 1S/C24H24O13/c1-32-13-9-12-15(20(34-3)19(13)33-2)11(26)8-14(35-12)24(6-4-10(25)5-7-24)37-23-18(29)16(27)17(28)21(36-23)22(30)31/h4-9,16-18,21,23,27-29H,1-3H3,(H,30,31)/t16-,17+,18+,21+,23-/m1/s1

AuxInfo 1/1/N:22,24,23,7,8,10,11,9,1,14,12,3,4,13,2,18,17,19,6,5,16,15,20,21,26,25,32,31,33,27,30,34,36,35,28,29,37/E:(4,5)(6,7)(30,31)/F:22,24,23,7,8,10,11,9,1,14,12,3,4,13,2,18,17,19,6,5,16,15,20,21,26,25,32,31,33,30,27,34,36,35,28,29,37/E:(4,5)(6,7)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;;;d7;d8;s2s9;d9;s7s8;;s15;s16;s17;s18;s19;s10s11s13;;;;d12;d14;d15;s3s13;s16s20;s15;s17;s18;s19;s4s22;s5s23;s6s24;s20s21;s1;s7;s8;s9;s10;s11;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s30;s31;s32;s33;/rC:.868,1.5138,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;;6.6245,2.471,0;6.3259,.7617,0;3.4761,-.0036,0;5.6399,2.6459,0;5.3347,.9289,0;2.6026,-.5032,0;3.4774,1.0034,0;6.9708,1.5328,0;5.1615,6.5608,0;4.5721,4.9131,0;3.6998,5.4126,0;2.837,4.9069,0;2.8377,3.9069,0;3.71,3.4074,0;4.995,1.8749,0;-1.732,1.0005,0;1.7329,-2.7483,0;-.8639,-1.5013,0;2.5998,-1.5032,0;7.9561,1.3622,0;6.1454,6.7399,0;2.6052,1.5109,0;4.5816,3.908,0;4.5145,7.3233,0;2.5676,6.7469,0;1.1144,4.5986,0;2.4981,2.9663,0;-.8675,1.5031,0;.8671,-2.2478,0;-.8653,-.5013,0;4.3525,2.6411,0;.8678,2.0138,0;6.9453,2.8545,0;6.499,.2927,0;3.9084,-.2548,0;5.4688,3.1157,0;5.0139,.5453,0;5.0651,4.8299,0;4.0194,5.797,0;2.6639,5.376,0;2.3451,3.9929,0;3.3892,3.0239,0;-1.4807,.5682,0;-1.9833,1.4328,0;-2.1643,.7492,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;4.6829,7.7941,0;2.736,7.2177,0;.792,4.9808,0;2.8205,2.5841,0;

Duplicates ChEBI185975_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185975_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185975_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185975_s0.sdf

Formula	C₂₄H₂₄O₁₃
MW	520.45
InChIKey	KZPKMAPNPUSXJQ-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	64
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-0.15
logP	-0.382
PSA	191.42
MR	122.137
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-415.74513
PM7_Total_Energy_ev	-7107.14442
PM7_Electronic_Energy_ev	-64438.06285
PM7_Dipole_Debye	2.43254
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.365
PM7_LUMO_Energy_ev	-1.28
PM7_COSMO_Area_square_ang	460.48
PM7_COSMO_Volue_cubic_ang	562.83
PM7_Electron_Affinity_ev	1.28
PM7_Ionization_Energy_ev	9.365
PM7_Energy_Gap_ev	8.085
PM7_Global_Hardness_ev	4.0425
PM7_Global_Softness_ev	0.24737167594310452
PM7_Chemical_Potential_ev	-5.3225
PM7_Electronigativity_ev	5.3225
PM7_Back_Donation_Energy_ev	-1.010625
PM7_Electrophilicity_ev	3.503896876932591
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[4-oxo-1-(5,6,7-trimethoxy-4-oxo-chromen-2-yl)cyclohexa-2,5-dien-1-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c2c(c(c(c1OC)OC)OC)c(=O)cc(o2)C3(C=CC(=O)C=C3)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	COc1cc2oc(cc(=O)c2c(c1OC)OC)[C@@]1(C=CC(=O)C=C1)O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C24H24O13/c1-32-13-9-12-15(20(34-3)19(13)33-2)11(26)8-14(35-12)24(6-4-10(25)5-7-24)37-23-18(29)16(27)17(28)21(36-23)22(30)31/h4-9,16-18,21,23,27-29H,1-3H3,(H,30,31)/f/h30H
InChI_3D	1S/C24H24O13/c1-32-13-9-12-15(20(34-3)19(13)33-2)11(26)8-14(35-12)24(6-4-10(25)5-7-24)37-23-18(29)16(27)17(28)21(36-23)22(30)31/h4-9,16-18,21,23,27-29H,1-3H3,(H,30,31)/t16-,17+,18+,21+,23-/m1/s1
AuxInfo	1/1/N:22,24,23,7,8,10,11,9,1,14,12,3,4,13,2,18,17,19,6,5,16,15,20,21,26,25,32,31,33,27,30,34,36,35,28,29,37/E:(4,5)(6,7)(30,31)/F:22,24,23,7,8,10,11,9,1,14,12,3,4,13,2,18,17,19,6,5,16,15,20,21,26,25,32,31,33,30,27,34,36,35,28,29,37/E:(4,5)(6,7)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;;;d7;d8;s2s9;d9;s7s8;;s15;s16;s17;s18;s19;s10s11s13;;;;d12;d14;d15;s3s13;s16s20;s15;s17;s18;s19;s4s22;s5s23;s6s24;s20s21;s1;s7;s8;s9;s10;s11;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s30;s31;s32;s33;/rC:.868,1.5138,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;;6.6245,2.471,0;6.3259,.7617,0;3.4761,-.0036,0;5.6399,2.6459,0;5.3347,.9289,0;2.6026,-.5032,0;3.4774,1.0034,0;6.9708,1.5328,0;5.1615,6.5608,0;4.5721,4.9131,0;3.6998,5.4126,0;2.837,4.9069,0;2.8377,3.9069,0;3.71,3.4074,0;4.995,1.8749,0;-1.732,1.0005,0;1.7329,-2.7483,0;-.8639,-1.5013,0;2.5998,-1.5032,0;7.9561,1.3622,0;6.1454,6.7399,0;2.6052,1.5109,0;4.5816,3.908,0;4.5145,7.3233,0;2.5676,6.7469,0;1.1144,4.5986,0;2.4981,2.9663,0;-.8675,1.5031,0;.8671,-2.2478,0;-.8653,-.5013,0;4.3525,2.6411,0;.8678,2.0138,0;6.9453,2.8545,0;6.499,.2927,0;3.9084,-.2548,0;5.4688,3.1157,0;5.0139,.5453,0;5.0651,4.8299,0;4.0194,5.797,0;2.6639,5.376,0;2.3451,3.9929,0;3.3892,3.0239,0;-1.4807,.5682,0;-1.9833,1.4328,0;-2.1643,.7492,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;4.6829,7.7941,0;2.736,7.2177,0;.792,4.9808,0;2.8205,2.5841,0;
Duplicates	ChEBI185975_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185975_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185975_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185975_s0.sdf