CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185024_s0 (99702)

Formula C₂₃H₂₂O₁₂

MW 490.42

InChIKey OQYSDFZSKXKZQF-PKRZOPRNNA-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 0.42

logP 0.4538

PSA 185.35

MR 117.682

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -409.75889

PM7_Total_Energy_ev -6663.61574

PM7_Electronic_Energy_ev -56769.72369

PM7_Dipole_Debye 6.52057

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.226

PM7_LUMO_Energy_ev -0.893

PM7_COSMO_Area_square_ang 446.08

PM7_COSMO_Volue_cubic_ang 518.01

PM7_Electron_Affinity_ev 0.893

PM7_Ionization_Energy_ev 9.226

PM7_Energy_Gap_ev 8.333

PM7_Global_Hardness_ev 4.1665

PM7_Global_Softness_ev 0.24000960038401536

PM7_Chemical_Potential_ev -5.0595

PM7_Electronigativity_ev 5.0595

PM7_Back_Donation_Energy_ev -1.041625

PM7_Electrophilicity_ev 3.071947707908316

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-8-methoxy-2-(2-methoxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1ccc(c(c1)c2cc(=O)c3c(o2)c(c(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)OC

Canonical_SMILES COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)cc(c2c1oc(cc2=O)c1ccccc1OC)O

InChI 1/C23H22O12/c1-31-12-6-4-3-5-9(12)13-7-10(24)15-11(25)8-14(19(32-2)20(15)33-13)34-23-18(28)16(26)17(27)21(35-23)22(29)30/h3-8,16-18,21,23,25-28H,1-2H3,(H,29,30)/f/h29H

InChI_3D 1S/C23H22O12/c1-31-12-6-4-3-5-9(12)13-7-10(24)15-11(25)8-14(19(32-2)20(15)33-13)34-23-18(28)16(26)17(27)21(35-23)22(29)30/h3-8,16-18,21,23,25-28H,1-2H3,(H,29,30)/t16-,17-,18-,21-,23+/m0/s1

AuxInfo 1/1/N:22,23,1,2,3,4,13,5,6,15,10,9,14,11,7,19,18,20,12,8,17,16,21,24,28,31,30,32,25,29,34,35,26,33,27/E:(29,30)/F:22,23,1,2,3,4,13,5,6,15,10,9,14,11,7,19,18,20,12,8,17,16,21,24,28,31,30,32,29,25,34,35,26,33,27/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;;d7;d4s6;d5s7;s5;s8d11;;s6d13;s7s13;;s16;s17;s18;s19;s20;;;d15;d16;s8s14;s17s21;s10;s16;s18;s19;s20;s11s21;s9s22;s12s23;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;/rC:5.2112,3.0046,0;6.079,2.5076,0;4.344,2.5066,0;6.0796,1.5024,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2124,.9942,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;6.0794,-.5053,0;.0014,3.0135,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;5.213,-.0058,0;.8676,2.5138,0;5.2109,3.5046,0;6.5115,2.7585,0;3.9112,2.7569,0;6.5135,1.254,0;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;6.3291,-.0721,0;5.8296,-.9384,0;6.5125,-.755,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI185024_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185024_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185024_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185024_s0.sdf

Formula	C₂₃H₂₂O₁₂
MW	490.42
InChIKey	OQYSDFZSKXKZQF-PKRZOPRNNA-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	0.42
logP	0.4538
PSA	185.35
MR	117.682
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-409.75889
PM7_Total_Energy_ev	-6663.61574
PM7_Electronic_Energy_ev	-56769.72369
PM7_Dipole_Debye	6.52057
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.226
PM7_LUMO_Energy_ev	-0.893
PM7_COSMO_Area_square_ang	446.08
PM7_COSMO_Volue_cubic_ang	518.01
PM7_Electron_Affinity_ev	0.893
PM7_Ionization_Energy_ev	9.226
PM7_Energy_Gap_ev	8.333
PM7_Global_Hardness_ev	4.1665
PM7_Global_Softness_ev	0.24000960038401536
PM7_Chemical_Potential_ev	-5.0595
PM7_Electronigativity_ev	5.0595
PM7_Back_Donation_Energy_ev	-1.041625
PM7_Electrophilicity_ev	3.071947707908316
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-8-methoxy-2-(2-methoxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(c(c1)c2cc(=O)c3c(o2)c(c(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)OC
Canonical_SMILES	COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)cc(c2c1oc(cc2=O)c1ccccc1OC)O
InChI	1/C23H22O12/c1-31-12-6-4-3-5-9(12)13-7-10(24)15-11(25)8-14(19(32-2)20(15)33-13)34-23-18(28)16(26)17(27)21(35-23)22(29)30/h3-8,16-18,21,23,25-28H,1-2H3,(H,29,30)/f/h29H
InChI_3D	1S/C23H22O12/c1-31-12-6-4-3-5-9(12)13-7-10(24)15-11(25)8-14(19(32-2)20(15)33-13)34-23-18(28)16(26)17(27)21(35-23)22(29)30/h3-8,16-18,21,23,25-28H,1-2H3,(H,29,30)/t16-,17-,18-,21-,23+/m0/s1
AuxInfo	1/1/N:22,23,1,2,3,4,13,5,6,15,10,9,14,11,7,19,18,20,12,8,17,16,21,24,28,31,30,32,25,29,34,35,26,33,27/E:(29,30)/F:22,23,1,2,3,4,13,5,6,15,10,9,14,11,7,19,18,20,12,8,17,16,21,24,28,31,30,32,29,25,34,35,26,33,27/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;;d7;d4s6;d5s7;s5;s8d11;;s6d13;s7s13;;s16;s17;s18;s19;s20;;;d15;d16;s8s14;s17s21;s10;s16;s18;s19;s20;s11s21;s9s22;s12s23;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;/rC:5.2112,3.0046,0;6.079,2.5076,0;4.344,2.5066,0;6.0796,1.5024,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2124,.9942,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;6.0794,-.5053,0;.0014,3.0135,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;5.213,-.0058,0;.8676,2.5138,0;5.2109,3.5046,0;6.5115,2.7585,0;3.9112,2.7569,0;6.5135,1.254,0;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;6.3291,-.0721,0;5.8296,-.9384,0;6.5125,-.755,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI185024_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185024_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185024_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185024_s0.sdf