CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191619 (105399)

Formula C₂₂H₂₂O₁₁

MW 462.41

InChIKey NXOKVARAWXQHGX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.04

logP -0.0987

PSA 175.37

MR 110.503

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -349.1811

PM7_Total_Energy_ev -6244.61636

PM7_Electronic_Energy_ev -51869.56553

PM7_Dipole_Debye 4.22083

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.799

PM7_LUMO_Energy_ev -1.325

PM7_COSMO_Area_square_ang 426.76

PM7_COSMO_Volue_cubic_ang 509.33

PM7_Electron_Affinity_ev 1.325

PM7_Ionization_Energy_ev 8.799

PM7_Energy_Gap_ev 7.474

PM7_Global_Hardness_ev 3.737

PM7_Global_Softness_ev 0.2675943270002676

PM7_Chemical_Potential_ev -5.062

PM7_Electronigativity_ev 5.062

PM7_Back_Donation_Energy_ev -0.93425

PM7_Electrophilicity_ev 3.4283976451699223

OPENEYE_Name (2~{Z})-2-[(3,4-dihydroxyphenyl)methylene]-7-methoxy-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzofuran-3-one

SMILES c1cc(c(c2c1C(=O)C(=Cc3ccc(c(c3)O)O)O2)OC)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc3c(c2OC)O/C(=Cc2ccc(c(c2)O)O)/C3=O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3

InChI_3D 1S/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3/b14-7-/t15-,17-,18+,19-,22-/m1/s1

AuxInfo 1/0/N:21,2,1,4,3,5,15,22,7,6,9,11,10,14,19,13,17,16,18,8,12,20,31,26,27,23,29,28,30,33,24,32,25/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2d5;d6;s4;s3;s5d9;s8d10;s6;s13;s7w14;;s16;s16;s17;s18;;s19;d13;s8s14;s19s20;s9;s11;s16;s17;s18;s22;s10s20;s12s21;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;/rC:.868,-.4978,0;5.7858,1.3699,0;;6.2895,2.2338,0;4.2844,2.2396,0;1.736,-.0012,0;4.7857,1.3684,0;1.736,1.0058,0;5.7881,3.105,0;0,1.0058,0;4.783,3.1124,0;.868,1.5138,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;-3.3584,.396,0;-3.7096,1.3323,0;-2.3729,.2262,0;-3.0688,2.1067,0;-1.732,1.0007,0;1.734,3.0138,0;-2.4881,3.7576,0;3.0028,-1.2636,0;2.6938,1.3169,0;-2.0768,1.9449,0;6.2919,3.9689,0;4.2842,3.9791,0;-3.348,-1.354,0;-5.2174,.4439,0;-1.5039,-.2686,0;-2.1562,4.7009,0;-.8675,1.5032,0;.868,2.5138,0;.8677,-.9978,0;6.0352,.9366,0;-.4327,-.2506,0;6.7895,2.2324,0;3.7844,2.2389,0;4.5358,.0694,0;-3.8501,.3053,0;-4.034,1.7128,0;-2.5415,-.2445,0;-3.504,2.3529,0;-1.4088,.6192,0;1.984,2.5808,0;1.484,3.4468,0;2.167,3.2638,0;-2.9597,3.9235,0;-2.0164,3.5917,0;6.7919,3.9667,0;4.5348,4.4118,0;-3.7795,-1.6066,0;-5.6526,.6901,0;-1.5009,-.7686,0;-2.4818,5.0804,0;

Duplicates ChEBI191619

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191619.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191619.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191619.sdf

Formula	C₂₂H₂₂O₁₁
MW	462.41
InChIKey	NXOKVARAWXQHGX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.04
logP	-0.0987
PSA	175.37
MR	110.503
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-349.1811
PM7_Total_Energy_ev	-6244.61636
PM7_Electronic_Energy_ev	-51869.56553
PM7_Dipole_Debye	4.22083
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.799
PM7_LUMO_Energy_ev	-1.325
PM7_COSMO_Area_square_ang	426.76
PM7_COSMO_Volue_cubic_ang	509.33
PM7_Electron_Affinity_ev	1.325
PM7_Ionization_Energy_ev	8.799
PM7_Energy_Gap_ev	7.474
PM7_Global_Hardness_ev	3.737
PM7_Global_Softness_ev	0.2675943270002676
PM7_Chemical_Potential_ev	-5.062
PM7_Electronigativity_ev	5.062
PM7_Back_Donation_Energy_ev	-0.93425
PM7_Electrophilicity_ev	3.4283976451699223
OPENEYE_Name	(2~{Z})-2-[(3,4-dihydroxyphenyl)methylene]-7-methoxy-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzofuran-3-one
SMILES	c1cc(c(c2c1C(=O)C(=Cc3ccc(c(c3)O)O)O2)OC)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc3c(c2OC)O/C(=Cc2ccc(c(c2)O)O)/C3=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3
InChI_3D	1S/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3/b14-7-/t15-,17-,18+,19-,22-/m1/s1
AuxInfo	1/0/N:21,2,1,4,3,5,15,22,7,6,9,11,10,14,19,13,17,16,18,8,12,20,31,26,27,23,29,28,30,33,24,32,25/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2d5;d6;s4;s3;s5d9;s8d10;s6;s13;s7w14;;s16;s16;s17;s18;;s19;d13;s8s14;s19s20;s9;s11;s16;s17;s18;s22;s10s20;s12s21;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;/rC:.868,-.4978,0;5.7858,1.3699,0;;6.2895,2.2338,0;4.2844,2.2396,0;1.736,-.0012,0;4.7857,1.3684,0;1.736,1.0058,0;5.7881,3.105,0;0,1.0058,0;4.783,3.1124,0;.868,1.5138,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;-3.3584,.396,0;-3.7096,1.3323,0;-2.3729,.2262,0;-3.0688,2.1067,0;-1.732,1.0007,0;1.734,3.0138,0;-2.4881,3.7576,0;3.0028,-1.2636,0;2.6938,1.3169,0;-2.0768,1.9449,0;6.2919,3.9689,0;4.2842,3.9791,0;-3.348,-1.354,0;-5.2174,.4439,0;-1.5039,-.2686,0;-2.1562,4.7009,0;-.8675,1.5032,0;.868,2.5138,0;.8677,-.9978,0;6.0352,.9366,0;-.4327,-.2506,0;6.7895,2.2324,0;3.7844,2.2389,0;4.5358,.0694,0;-3.8501,.3053,0;-4.034,1.7128,0;-2.5415,-.2445,0;-3.504,2.3529,0;-1.4088,.6192,0;1.984,2.5808,0;1.484,3.4468,0;2.167,3.2638,0;-2.9597,3.9235,0;-2.0164,3.5917,0;6.7919,3.9667,0;4.5348,4.4118,0;-3.7795,-1.6066,0;-5.6526,.6901,0;-1.5009,-.7686,0;-2.4818,5.0804,0;
Duplicates	ChEBI191619
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191619.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191619.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191619.sdf