CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185747_s0 (100346)

Formula C₂₄H₂₂O₁₃

MW 518.43

InChIKey RIEOGMJFSBPALR-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 13

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -0.06

logP 0.0739

PSA 213.42

MR 122.427

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -477.72388

PM7_Total_Energy_ev -7083.08147

PM7_Electronic_Energy_ev -63549.77963

PM7_Dipole_Debye 6.41973

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.41

PM7_LUMO_Energy_ev -1.026

PM7_COSMO_Area_square_ang 449.7

PM7_COSMO_Volue_cubic_ang 559.56

PM7_Electron_Affinity_ev 1.026

PM7_Ionization_Energy_ev 9.41

PM7_Energy_Gap_ev 8.384

PM7_Global_Hardness_ev 4.192

PM7_Global_Softness_ev 0.2385496183206107

PM7_Chemical_Potential_ev -5.218

PM7_Electronigativity_ev 5.218

PM7_Back_Donation_Energy_ev -1.048

PM7_Electrophilicity_ev 3.2475577290076334

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-[(1~{S})-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-1-methyl-2-oxo-ethoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1c2cc(=O)c3c(o2)cc(cc3O)OC(=O)C(C)OC4C(C(C(C(O4)C(=O)O)O)O)O)O

Canonical_SMILES O=C([C@@H](O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)C)Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(cc1)O

InChI 1/C24H22O13/c1-9(34-24-20(30)18(28)19(29)21(37-24)22(31)32)23(33)35-12-6-13(26)17-14(27)8-15(36-16(17)7-12)10-2-4-11(25)5-3-10/h2-9,18-21,24-26,28-30H,1H3,(H,31,32)/f/h31H

InChI_3D 1S/C24H22O13/c1-9(34-24-20(30)18(28)19(29)21(37-24)22(31)32)23(33)35-12-6-13(26)17-14(27)8-15(36-16(17)7-12)10-2-4-11(25)5-3-10/h2-9,18-21,24-26,28-30H,1H3,(H,31,32)/t9-,18+,19-,20-,21-,24-/m0/s1

AuxInfo 1/1/N:23,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,20,19,21,18,16,17,22,30,31,25,34,33,35,26,32,27,37,36,28,29/E:(2,3)(4,5)(31,32)/F:23,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,20,19,21,18,16,17,22,30,31,25,34,33,35,32,26,27,37,36,28,29/E:(2,3)(4,5)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;;s16;s18;s19;s20;s21;;s17s23;d15;d16;d17;s9s14;s18s22;s10;s12;s16;s19;s20;s21;s11s17;s22s24;s1;s2;s3;s4;s5;s6;s13;s18;s19;s20;s21;s22;s23;s23;s23;s24;s30;s31;s32;s33;s34;s35;/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;-2.7986,5.7282,0;-.8705,2.5031,0;-1.8572,6.0657,0;-1.0866,6.7111,0;-.1482,6.3654,0;.0274,5.3809,0;-.7432,4.7355,0;-2.6056,3.4979,0;-1.738,3.0005,0;2.5998,-1.5032,0;-2.977,4.7443,0;-.006,3.0057,0;2.6052,1.5109,0;-1.6895,5.0746,0;6.9552,3.0005,0;.8675,-1.4978,0;-3.5615,6.3747,0;-.2072,8.2241,0;1.6018,6.3655,0;.9024,3.8654,0;-.8675,1.5031,0;-1.2406,3.868,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;-2.106,6.4994,0;-1.469,7.0332,0;-.0604,6.8577,0;.4971,5.5524,0;-.3599,4.4145,0;-2.3569,3.9317,0;-2.8543,3.0641,0;-3.0393,3.7466,0;-1.9867,2.5667,0;6.9563,3.5005,0;1.3004,-1.748,0;-4.0321,6.206,0;-.456,8.6578,0;1.8518,6.7985,0;1.4024,3.8654,0;

Duplicates ChEBI185747_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185747_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185747_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185747_s0.sdf

Formula	C₂₄H₂₂O₁₃
MW	518.43
InChIKey	RIEOGMJFSBPALR-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	13
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-0.06
logP	0.0739
PSA	213.42
MR	122.427
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-477.72388
PM7_Total_Energy_ev	-7083.08147
PM7_Electronic_Energy_ev	-63549.77963
PM7_Dipole_Debye	6.41973
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.41
PM7_LUMO_Energy_ev	-1.026
PM7_COSMO_Area_square_ang	449.7
PM7_COSMO_Volue_cubic_ang	559.56
PM7_Electron_Affinity_ev	1.026
PM7_Ionization_Energy_ev	9.41
PM7_Energy_Gap_ev	8.384
PM7_Global_Hardness_ev	4.192
PM7_Global_Softness_ev	0.2385496183206107
PM7_Chemical_Potential_ev	-5.218
PM7_Electronigativity_ev	5.218
PM7_Back_Donation_Energy_ev	-1.048
PM7_Electrophilicity_ev	3.2475577290076334
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-[(1~{S})-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-1-methyl-2-oxo-ethoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)cc(cc3O)OC(=O)C(C)OC4C(C(C(C(O4)C(=O)O)O)O)O)O
Canonical_SMILES	O=C([C@@H](O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)C)Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(cc1)O
InChI	1/C24H22O13/c1-9(34-24-20(30)18(28)19(29)21(37-24)22(31)32)23(33)35-12-6-13(26)17-14(27)8-15(36-16(17)7-12)10-2-4-11(25)5-3-10/h2-9,18-21,24-26,28-30H,1H3,(H,31,32)/f/h31H
InChI_3D	1S/C24H22O13/c1-9(34-24-20(30)18(28)19(29)21(37-24)22(31)32)23(33)35-12-6-13(26)17-14(27)8-15(36-16(17)7-12)10-2-4-11(25)5-3-10/h2-9,18-21,24-26,28-30H,1H3,(H,31,32)/t9-,18+,19-,20-,21-,24-/m0/s1
AuxInfo	1/1/N:23,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,20,19,21,18,16,17,22,30,31,25,34,33,35,26,32,27,37,36,28,29/E:(2,3)(4,5)(31,32)/F:23,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,20,19,21,18,16,17,22,30,31,25,34,33,35,32,26,27,37,36,28,29/E:(2,3)(4,5)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;;s16;s18;s19;s20;s21;;s17s23;d15;d16;d17;s9s14;s18s22;s10;s12;s16;s19;s20;s21;s11s17;s22s24;s1;s2;s3;s4;s5;s6;s13;s18;s19;s20;s21;s22;s23;s23;s23;s24;s30;s31;s32;s33;s34;s35;/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;-2.7986,5.7282,0;-.8705,2.5031,0;-1.8572,6.0657,0;-1.0866,6.7111,0;-.1482,6.3654,0;.0274,5.3809,0;-.7432,4.7355,0;-2.6056,3.4979,0;-1.738,3.0005,0;2.5998,-1.5032,0;-2.977,4.7443,0;-.006,3.0057,0;2.6052,1.5109,0;-1.6895,5.0746,0;6.9552,3.0005,0;.8675,-1.4978,0;-3.5615,6.3747,0;-.2072,8.2241,0;1.6018,6.3655,0;.9024,3.8654,0;-.8675,1.5031,0;-1.2406,3.868,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;-2.106,6.4994,0;-1.469,7.0332,0;-.0604,6.8577,0;.4971,5.5524,0;-.3599,4.4145,0;-2.3569,3.9317,0;-2.8543,3.0641,0;-3.0393,3.7466,0;-1.9867,2.5667,0;6.9563,3.5005,0;1.3004,-1.748,0;-4.0321,6.206,0;-.456,8.6578,0;1.8518,6.7985,0;1.4024,3.8654,0;
Duplicates	ChEBI185747_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185747_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185747_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185747_s0.sdf