CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191491 (105287)

Formula C₂₂H₂₄O₁₂

MW 480.42

InChIKey MZJSKSYVZZIYPF-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.11

logP -0.5855

PSA 195.6

MR 111.535

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -439.21442

PM7_Total_Energy_ev -6568.70097

PM7_Electronic_Energy_ev -55509.50256

PM7_Dipole_Debye 2.87451

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.652

PM7_LUMO_Energy_ev -0.201

PM7_COSMO_Area_square_ang 450.94

PM7_COSMO_Volue_cubic_ang 516.21

PM7_Electron_Affinity_ev 0.201

PM7_Ionization_Energy_ev 8.652

PM7_Energy_Gap_ev 8.451

PM7_Global_Hardness_ev 4.2255

PM7_Global_Softness_ev 0.23665838362323985

PM7_Chemical_Potential_ev -4.4265

PM7_Electronigativity_ev 4.4265

PM7_Back_Donation_Energy_ev -1.056375

PM7_Electrophilicity_ev 2.3185306176783813

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[(2~{R},3~{R})-3,5-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chroman-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C2C(Cc3c(cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O2)O)OC)O

Canonical_SMILES COc1cc(ccc1O)[C@H]1Oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@H]3O)O)O)cc(c2C[C@H]1O)O

InChI 1/C22H24O12/c1-31-15-4-8(2-3-11(15)23)19-13(25)7-10-12(24)5-9(6-14(10)33-19)32-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,13,16-20,22-28H,7H2,1H3,(H,29,30)/f/h29H

InChI_3D 1S/C22H24O12/c1-31-15-4-8(2-3-11(15)23)19-13(25)7-10-12(24)5-9(6-14(10)33-19)32-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,13,16-20,22-28H,7H2,1H3,(H,29,30)/t13-,16+,17+,18-,19-,20+,22-/m1/s1

AuxInfo 1/1/N:22,1,2,3,5,4,14,6,11,7,9,12,17,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,23,28,34,33,24,25/E:(29,30)/F:22,1,2,3,5,4,14,6,11,7,9,12,17,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,28,23,34,33,24,25/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;;s7;s6;s13;s14s15;s16;s18;s19;s20;;d13;s8s15;s16s21;s9;s12;s13;s17;s18;s19;s20;s11s21;s10s22;s1;s2;s3;s4;s5;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;-2.737,3.0499,0;2.6026,-.5032,0;3.4774,1.0034,0;-3.0688,2.1065,0;3.4761,-.0036,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;6.4908,4.1693,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;4.8533,4.7648,0;.8675,-1.4978,0;-3.3881,3.8089,0;5.2002,.2965,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.1476,3.23,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;-3.504,2.3526,0;3.6456,-.474,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;6.0212,4.3408,0;6.9604,3.9977,0;6.6624,4.6389,0;4.5313,5.1473,0;1.3004,-1.748,0;-3.2222,4.2806,0;5.5207,-.0873,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI191491

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191491.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191491.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191491.sdf

Formula	C₂₂H₂₄O₁₂
MW	480.42
InChIKey	MZJSKSYVZZIYPF-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.11
logP	-0.5855
PSA	195.6
MR	111.535
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-439.21442
PM7_Total_Energy_ev	-6568.70097
PM7_Electronic_Energy_ev	-55509.50256
PM7_Dipole_Debye	2.87451
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.652
PM7_LUMO_Energy_ev	-0.201
PM7_COSMO_Area_square_ang	450.94
PM7_COSMO_Volue_cubic_ang	516.21
PM7_Electron_Affinity_ev	0.201
PM7_Ionization_Energy_ev	8.652
PM7_Energy_Gap_ev	8.451
PM7_Global_Hardness_ev	4.2255
PM7_Global_Softness_ev	0.23665838362323985
PM7_Chemical_Potential_ev	-4.4265
PM7_Electronigativity_ev	4.4265
PM7_Back_Donation_Energy_ev	-1.056375
PM7_Electrophilicity_ev	2.3185306176783813
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[(2~{R},3~{R})-3,5-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chroman-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C2C(Cc3c(cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O2)O)OC)O
Canonical_SMILES	COc1cc(ccc1O)[C@H]1Oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@H]3O)O)O)cc(c2C[C@H]1O)O
InChI	1/C22H24O12/c1-31-15-4-8(2-3-11(15)23)19-13(25)7-10-12(24)5-9(6-14(10)33-19)32-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,13,16-20,22-28H,7H2,1H3,(H,29,30)/f/h29H
InChI_3D	1S/C22H24O12/c1-31-15-4-8(2-3-11(15)23)19-13(25)7-10-12(24)5-9(6-14(10)33-19)32-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,13,16-20,22-28H,7H2,1H3,(H,29,30)/t13-,16+,17+,18-,19-,20+,22-/m1/s1
AuxInfo	1/1/N:22,1,2,3,5,4,14,6,11,7,9,12,17,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,23,28,34,33,24,25/E:(29,30)/F:22,1,2,3,5,4,14,6,11,7,9,12,17,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,28,23,34,33,24,25/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;;s7;s6;s13;s14s15;s16;s18;s19;s20;;d13;s8s15;s16s21;s9;s12;s13;s17;s18;s19;s20;s11s21;s10s22;s1;s2;s3;s4;s5;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;-2.737,3.0499,0;2.6026,-.5032,0;3.4774,1.0034,0;-3.0688,2.1065,0;3.4761,-.0036,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;6.4908,4.1693,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;4.8533,4.7648,0;.8675,-1.4978,0;-3.3881,3.8089,0;5.2002,.2965,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.1476,3.23,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;-3.504,2.3526,0;3.6456,-.474,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;6.0212,4.3408,0;6.9604,3.9977,0;6.6624,4.6389,0;4.5313,5.1473,0;1.3004,-1.748,0;-3.2222,4.2806,0;5.5207,-.0873,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI191491
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191491.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191491.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191491.sdf