CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191500 (105296)

Formula C₂₇H₃₂O₁₄

MW 580.54

InChIKey UCUBMAVPVJYHIR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 77

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 14

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.68

logP -2.2495

PSA 225.06

MR 133.792

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -517.39589

PM7_Total_Energy_ev -7881.10262

PM7_Electronic_Energy_ev -71881.2262

PM7_Dipole_Debye 5.83866

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.154

PM7_LUMO_Energy_ev -0.354

PM7_COSMO_Area_square_ang 546.57

PM7_COSMO_Volue_cubic_ang 643.57

PM7_Electron_Affinity_ev 0.354

PM7_Ionization_Energy_ev 9.154

PM7_Energy_Gap_ev 8.8

PM7_Global_Hardness_ev 4.4

PM7_Global_Softness_ev 0.22727272727272727

PM7_Chemical_Potential_ev -4.754

PM7_Electronigativity_ev 4.754

PM7_Back_Donation_Energy_ev -1.1

PM7_Electrophilicity_ev 2.5682404545454545

OPENEYE_Name (2~{S})-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]chroman-4-one

SMILES c1cc(cc2c1C(=O)CC(O2)c3ccc(cc3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(cc2)[C@@H]2CC(=O)c3c(O2)cc(cc3)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H32O14/c28-9-18-20(31)22(33)24(35)26(40-18)37-12-3-1-11(2-4-12)16-8-15(30)14-6-5-13(7-17(14)39-16)38-27-25(36)23(34)21(32)19(10-29)41-27/h1-7,16,18-29,31-36H,8-10H2

InChI_3D 1S/C27H32O14/c28-9-18-20(31)22(33)24(35)26(40-18)37-12-3-1-11(2-4-12)16-8-15(30)14-6-5-13(7-17(14)39-16)38-27-25(36)23(34)21(32)19(10-29)41-27/h1-7,16,18-29,31-36H,8-10H2/t16-,18+,19+,20+,21+,22-,23-,24+,25+,26+,27+/m0/s1

AuxInfo 1/0/N:2,3,5,6,4,1,7,14,26,27,9,11,12,8,13,15,10,22,23,18,19,16,17,20,21,24,25,38,39,28,34,35,32,33,36,37,40,41,29,30,31/E:(1,2)(3,4)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;s1;s2d3;s7d8;s5d6;s4d7;s8;s13;s9s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d13;s10s15;s22s24;s23s25;s16;s17;s18;s19;s20;s21;s26;s27;s11s24;s12s25;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:.868,-.4978,0;3.179,2.7081,0;4.8077,2.1103,0;;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.3489,7.0376,0;-3.3584,.3957,0;4.2129,7.5412,0;-3.7096,1.332,0;3.3472,6.0375,0;-2.3728,.226,0;5.084,7.0397,0;-3.0688,2.1065,0;4.2184,5.536,0;-1.732,1.0005,0;6.809,6.7447,0;-2.4882,3.7574,0;2.5999,-1.5032,0;2.6052,1.5109,0;5.0912,6.0345,0;-2.0768,1.9447,0;1.6256,6.7332,0;-3.3479,-1.3543,0;3.0837,8.8782,0;-5.2173,.4436,0;3.0055,5.0977,0;-1.5038,-.2688,0;7.7947,6.5762,0;-2.1564,4.7007,0;4.8591,4.7683,0;-.8675,1.5031,0;.8677,-.9978,0;2.6865,2.6219,0;5.1275,1.726,0;-.4327,-.2506,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;3.1768,7.507,0;-3.8501,.305,0;4.5334,7.9249,0;-4.034,1.7125,0;2.8549,6.1247,0;-2.5415,-.2447,0;5.2535,7.5101,0;-3.504,2.3526,0;3.8967,5.1532,0;-1.4088,.6191,0;6.8933,7.2376,0;6.7247,6.2519,0;-2.9599,3.9233,0;-2.0165,3.5915,0;1.3041,7.1161,0;-3.7794,-1.6068,0;3.2532,9.3485,0;-5.6525,.6898,0;2.5131,5.0108,0;-1.5008,-.7688,0;8.1141,6.9609,0;-2.4819,5.0802,0;

Duplicates ChEBI191500

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191500.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191500.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191500.sdf

Formula	C₂₇H₃₂O₁₄
MW	580.54
InChIKey	UCUBMAVPVJYHIR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	77
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	14
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.68
logP	-2.2495
PSA	225.06
MR	133.792
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-517.39589
PM7_Total_Energy_ev	-7881.10262
PM7_Electronic_Energy_ev	-71881.2262
PM7_Dipole_Debye	5.83866
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.154
PM7_LUMO_Energy_ev	-0.354
PM7_COSMO_Area_square_ang	546.57
PM7_COSMO_Volue_cubic_ang	643.57
PM7_Electron_Affinity_ev	0.354
PM7_Ionization_Energy_ev	9.154
PM7_Energy_Gap_ev	8.8
PM7_Global_Hardness_ev	4.4
PM7_Global_Softness_ev	0.22727272727272727
PM7_Chemical_Potential_ev	-4.754
PM7_Electronigativity_ev	4.754
PM7_Back_Donation_Energy_ev	-1.1
PM7_Electrophilicity_ev	2.5682404545454545
OPENEYE_Name	(2~{S})-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]chroman-4-one
SMILES	c1cc(cc2c1C(=O)CC(O2)c3ccc(cc3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(cc2)[C@@H]2CC(=O)c3c(O2)cc(cc3)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H32O14/c28-9-18-20(31)22(33)24(35)26(40-18)37-12-3-1-11(2-4-12)16-8-15(30)14-6-5-13(7-17(14)39-16)38-27-25(36)23(34)21(32)19(10-29)41-27/h1-7,16,18-29,31-36H,8-10H2
InChI_3D	1S/C27H32O14/c28-9-18-20(31)22(33)24(35)26(40-18)37-12-3-1-11(2-4-12)16-8-15(30)14-6-5-13(7-17(14)39-16)38-27-25(36)23(34)21(32)19(10-29)41-27/h1-7,16,18-29,31-36H,8-10H2/t16-,18+,19+,20+,21+,22-,23-,24+,25+,26+,27+/m0/s1
AuxInfo	1/0/N:2,3,5,6,4,1,7,14,26,27,9,11,12,8,13,15,10,22,23,18,19,16,17,20,21,24,25,38,39,28,34,35,32,33,36,37,40,41,29,30,31/E:(1,2)(3,4)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;s1;s2d3;s7d8;s5d6;s4d7;s8;s13;s9s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d13;s10s15;s22s24;s23s25;s16;s17;s18;s19;s20;s21;s26;s27;s11s24;s12s25;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:.868,-.4978,0;3.179,2.7081,0;4.8077,2.1103,0;;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.3489,7.0376,0;-3.3584,.3957,0;4.2129,7.5412,0;-3.7096,1.332,0;3.3472,6.0375,0;-2.3728,.226,0;5.084,7.0397,0;-3.0688,2.1065,0;4.2184,5.536,0;-1.732,1.0005,0;6.809,6.7447,0;-2.4882,3.7574,0;2.5999,-1.5032,0;2.6052,1.5109,0;5.0912,6.0345,0;-2.0768,1.9447,0;1.6256,6.7332,0;-3.3479,-1.3543,0;3.0837,8.8782,0;-5.2173,.4436,0;3.0055,5.0977,0;-1.5038,-.2688,0;7.7947,6.5762,0;-2.1564,4.7007,0;4.8591,4.7683,0;-.8675,1.5031,0;.8677,-.9978,0;2.6865,2.6219,0;5.1275,1.726,0;-.4327,-.2506,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;3.1768,7.507,0;-3.8501,.305,0;4.5334,7.9249,0;-4.034,1.7125,0;2.8549,6.1247,0;-2.5415,-.2447,0;5.2535,7.5101,0;-3.504,2.3526,0;3.8967,5.1532,0;-1.4088,.6191,0;6.8933,7.2376,0;6.7247,6.2519,0;-2.9599,3.9233,0;-2.0165,3.5915,0;1.3041,7.1161,0;-3.7794,-1.6068,0;3.2532,9.3485,0;-5.6525,.6898,0;2.5131,5.0108,0;-1.5008,-.7688,0;8.1141,6.9609,0;-2.4819,5.0802,0;
Duplicates	ChEBI191500
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191500.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191500.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191500.sdf