CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186229_s0 (100776)

Formula C₂₂H₂₄O₁₁

MW 464.42

InChIKey NKUZBSSFPNODMD-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.05

logP -0.1132

PSA 186.37

MR 112.955

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -384.70482

PM7_Total_Energy_ev -6272.68406

PM7_Electronic_Energy_ev -50820.17267

PM7_Dipole_Debye 2.89269

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.075

PM7_LUMO_Energy_ev -1.236

PM7_COSMO_Area_square_ang 449.19

PM7_COSMO_Volue_cubic_ang 513.07

PM7_Electron_Affinity_ev 1.236

PM7_Ionization_Energy_ev 9.075

PM7_Energy_Gap_ev 7.839

PM7_Global_Hardness_ev 3.9195

PM7_Global_Softness_ev 0.25513458349279244

PM7_Chemical_Potential_ev -5.1555

PM7_Electronigativity_ev 5.1555

PM7_Back_Donation_Energy_ev -0.979875

PM7_Electrophilicity_ev 3.3906340413318024

OPENEYE_Name (~{E})-3-(3,4-dihydroxyphenyl)-1-[2-hydroxy-3-methoxy-4-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-en-1-one

SMILES c1cc(c(cc1C=CC(=O)c2ccc(c(c2O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(c(c2OC)O)C(=O)/C=C/c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H24O11/c1-31-21-15(32-22-20(30)19(29)18(28)16(9-23)33-22)7-4-11(17(21)27)12(24)5-2-10-3-6-13(25)14(26)8-10/h2-8,16,18-20,22-23,25-30H,9H2,1H3

InChI_3D 1S/C22H24O11/c1-31-21-15(32-22-20(30)19(29)18(28)16(9-23)33-22)7-4-11(17(21)27)12(24)5-2-10-3-6-13(25)14(26)8-10/h2-8,16,18-20,22-23,25-30H,9H2,1H3/b5-2+/t16-,18-,19+,20+,22-/m1/s1

AuxInfo 1/0/N:21,13,1,2,14,3,4,5,22,6,7,15,8,10,9,19,11,17,16,18,12,20,31,23,25,26,27,29,28,30,33,32,24/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1d5;s2;s3;s4;s5d8;d7;d9s11;s6;w13;s7s14;;s16;s16;s17;s18;;s19;d15;s19s20;s8;s10;s11;s16;s17;s18;s22;s9s20;s12s21;s1;s2;s3;s4;s5;s13;s14;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s25;s26;s27;s28;s29;s30;s31;/rC:-5.0961,7.2695,0;-1.5363,4.381,0;-6.0816,7.0997,0;-.8965,3.6125,0;-4.7966,5.5604,0;-4.4518,6.5047,0;-1.1961,5.3214,0;-6.4263,6.1554,0;.0936,3.786,0;-5.7856,5.381,0;-.206,5.495,0;.4439,4.7282,0;-3.4671,6.6788,0;-2.824,5.913,0;-1.8392,6.0871,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.0709,4.1342,0;-2.5903,1.1954,0;-1.4976,7.027,0;0,2.0104,0;-7.4118,5.9857,0;-6.1285,4.4417,0;.1342,6.4353,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;1.2132,2.441,0;1.4289,4.9009,0;-4.9246,7.7392,0;-2.0288,4.2947,0;-6.4021,7.4835,0;-1.0686,3.143,0;-4.4744,5.178,0;-3.2963,7.1487,0;-2.9947,5.4431,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.6876,3.8132,0;2.4542,4.4552,0;2.3919,3.7508,0;-2.5025,.7032,0;-2.6781,1.6877,0;-7.7317,6.3699,0;-6.621,4.3553,0;.6264,6.5231,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;

Duplicates ChEBI186229_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186229_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186229_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186229_s0.sdf

Formula	C₂₂H₂₄O₁₁
MW	464.42
InChIKey	NKUZBSSFPNODMD-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.05
logP	-0.1132
PSA	186.37
MR	112.955
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-384.70482
PM7_Total_Energy_ev	-6272.68406
PM7_Electronic_Energy_ev	-50820.17267
PM7_Dipole_Debye	2.89269
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.075
PM7_LUMO_Energy_ev	-1.236
PM7_COSMO_Area_square_ang	449.19
PM7_COSMO_Volue_cubic_ang	513.07
PM7_Electron_Affinity_ev	1.236
PM7_Ionization_Energy_ev	9.075
PM7_Energy_Gap_ev	7.839
PM7_Global_Hardness_ev	3.9195
PM7_Global_Softness_ev	0.25513458349279244
PM7_Chemical_Potential_ev	-5.1555
PM7_Electronigativity_ev	5.1555
PM7_Back_Donation_Energy_ev	-0.979875
PM7_Electrophilicity_ev	3.3906340413318024
OPENEYE_Name	(~{E})-3-(3,4-dihydroxyphenyl)-1-[2-hydroxy-3-methoxy-4-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-en-1-one
SMILES	c1cc(c(cc1C=CC(=O)c2ccc(c(c2O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(c(c2OC)O)C(=O)/C=C/c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H24O11/c1-31-21-15(32-22-20(30)19(29)18(28)16(9-23)33-22)7-4-11(17(21)27)12(24)5-2-10-3-6-13(25)14(26)8-10/h2-8,16,18-20,22-23,25-30H,9H2,1H3
InChI_3D	1S/C22H24O11/c1-31-21-15(32-22-20(30)19(29)18(28)16(9-23)33-22)7-4-11(17(21)27)12(24)5-2-10-3-6-13(25)14(26)8-10/h2-8,16,18-20,22-23,25-30H,9H2,1H3/b5-2+/t16-,18-,19+,20+,22-/m1/s1
AuxInfo	1/0/N:21,13,1,2,14,3,4,5,22,6,7,15,8,10,9,19,11,17,16,18,12,20,31,23,25,26,27,29,28,30,33,32,24/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1d5;s2;s3;s4;s5d8;d7;d9s11;s6;w13;s7s14;;s16;s16;s17;s18;;s19;d15;s19s20;s8;s10;s11;s16;s17;s18;s22;s9s20;s12s21;s1;s2;s3;s4;s5;s13;s14;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s25;s26;s27;s28;s29;s30;s31;/rC:-5.0961,7.2695,0;-1.5363,4.381,0;-6.0816,7.0997,0;-.8965,3.6125,0;-4.7966,5.5604,0;-4.4518,6.5047,0;-1.1961,5.3214,0;-6.4263,6.1554,0;.0936,3.786,0;-5.7856,5.381,0;-.206,5.495,0;.4439,4.7282,0;-3.4671,6.6788,0;-2.824,5.913,0;-1.8392,6.0871,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.0709,4.1342,0;-2.5903,1.1954,0;-1.4976,7.027,0;0,2.0104,0;-7.4118,5.9857,0;-6.1285,4.4417,0;.1342,6.4353,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;1.2132,2.441,0;1.4289,4.9009,0;-4.9246,7.7392,0;-2.0288,4.2947,0;-6.4021,7.4835,0;-1.0686,3.143,0;-4.4744,5.178,0;-3.2963,7.1487,0;-2.9947,5.4431,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.6876,3.8132,0;2.4542,4.4552,0;2.3919,3.7508,0;-2.5025,.7032,0;-2.6781,1.6877,0;-7.7317,6.3699,0;-6.621,4.3553,0;.6264,6.5231,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;
Duplicates	ChEBI186229_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186229_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186229_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186229_s0.sdf