CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188507 (102813)

Formula C₂₃H₂₄O₉

MW 444.44

InChIKey PDQAOYGENRRPQO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.96

logP 2.4178

PSA 101.91

MR 110.339

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -273.2798

PM7_Total_Energy_ev -5803.86181

PM7_Electronic_Energy_ev -51687.23613

PM7_Dipole_Debye 7.52273

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.786

PM7_LUMO_Energy_ev -0.495

PM7_COSMO_Area_square_ang 401.84

PM7_COSMO_Volue_cubic_ang 493.71

PM7_Electron_Affinity_ev 0.495

PM7_Ionization_Energy_ev 8.786

PM7_Energy_Gap_ev 8.291

PM7_Global_Hardness_ev 4.1455

PM7_Global_Softness_ev 0.24122542515981185

PM7_Chemical_Potential_ev -4.6405

PM7_Electronigativity_ev 4.6405

PM7_Back_Donation_Energy_ev -1.036375

PM7_Electrophilicity_ev 2.5973031298998914

OPENEYE_Name (5~{R},5~{a}~{R},8~{a}~{R},9~{R})-5-hydroxy-4-methoxy-9-(3,4,5-trimethoxyphenyl)-5~{a},6,8~{a},9-tetrahydro-5~{H}-isobenzofuro[5,6-f][1,3]benzodioxol-8-one

SMILES c1c2c(c(c3c1OCO3)OC)C(C4COC(=O)C4C2c5cc(c(c(c5)OC)OC)OC)O

Canonical_SMILES COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2OC)O

InChI 1/C23H24O9/c1-26-13-5-10(6-14(27-2)20(13)28-3)16-11-7-15-21(32-9-31-15)22(29-4)18(11)19(24)12-8-30-23(25)17(12)16/h5-7,12,16-17,19,24H,8-9H2,1-4H3

InChI_3D 1S/C23H24O9/c1-26-13-5-10(6-14(27-2)20(13)28-3)16-11-7-15-21(32-9-31-15)22(29-4)18(11)19(24)12-8-30-23(25)17(12)16/h5-7,12,16-17,19,24H,8-9H2,1-4H3/t12-,16+,17-,19+/m0/s1

AuxInfo 1/0/N:20,21,23,22,2,3,1,14,15,5,4,19,9,10,7,16,18,6,17,12,8,11,13,28,24,29,30,32,31,27,25,26/E:(1,2)(5,6)(13,14)(26,27)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2s3;s4;s1;d7;s2;d3;d6s8;d9s10;;;;s4s5;s6;s13s16;s14s17s18;;;;;d13;s7s15;s8s15;s13s14;s17;s9s20;s10s21;s11s22;s12s23;s1;s2;s3;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s28;/rC:-2.4289,-.9912,0;-4.9383,-3.2658,0;-6.2693,-2.1528,0;-3.2957,-.4858,0;-5.2846,-2.3277,0;-3.2914,.523,0;-1.5555,-.4928,0;-1.5481,.5155,0;-5.5831,-4.0369,0;-6.9141,-2.9239,0;-2.4204,1.0264,0;-6.5743,-3.8699,0;-5.9975,-.7992,0;-5.9974,.8422,0;;-4.162,-.9852,0;-4.162,1.0324,0;-5.0327,-.4858,0;-5.0327,.5285,0;-4.2512,-5.1441,0;-8.5424,-3.5142,0;-3.2799,3.2789,0;-6.8722,-5.5761,0;-6.3065,-1.7503,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-4.8038,1.7992,0;-5.2368,-4.975,0;-7.8987,-2.749,0;-2.4153,2.7764,0;-7.2158,-4.637,0;-2.4312,-1.4912,0;-4.4456,-3.3511,0;-6.4404,-1.683,0;-6.4304,1.0922,0;-5.794,1.2989,0;.374,.3319,0;.3691,-.3373,0;-3.8404,-1.3681,0;-3.8393,1.4143,0;-4.6,-.2352,0;-5.4372,.2347,0;-4.1666,-4.6513,0;-4.3357,-5.6369,0;-3.7584,-5.2287,0;-8.9251,-3.1924,0;-8.1598,-3.8361,0;-8.8643,-3.8969,0;-3.5312,2.8466,0;-3.0287,3.7112,0;-3.7122,3.5301,0;-6.4026,-5.4043,0;-7.3418,-5.7479,0;-6.7004,-6.0457,0;-4.6322,2.2689,0;

Duplicates ChEBI188507

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188507.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188507.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188507.sdf

Formula	C₂₃H₂₄O₉
MW	444.44
InChIKey	PDQAOYGENRRPQO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.96
logP	2.4178
PSA	101.91
MR	110.339
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-273.2798
PM7_Total_Energy_ev	-5803.86181
PM7_Electronic_Energy_ev	-51687.23613
PM7_Dipole_Debye	7.52273
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.786
PM7_LUMO_Energy_ev	-0.495
PM7_COSMO_Area_square_ang	401.84
PM7_COSMO_Volue_cubic_ang	493.71
PM7_Electron_Affinity_ev	0.495
PM7_Ionization_Energy_ev	8.786
PM7_Energy_Gap_ev	8.291
PM7_Global_Hardness_ev	4.1455
PM7_Global_Softness_ev	0.24122542515981185
PM7_Chemical_Potential_ev	-4.6405
PM7_Electronigativity_ev	4.6405
PM7_Back_Donation_Energy_ev	-1.036375
PM7_Electrophilicity_ev	2.5973031298998914
OPENEYE_Name	(5~{R},5~{a}~{R},8~{a}~{R},9~{R})-5-hydroxy-4-methoxy-9-(3,4,5-trimethoxyphenyl)-5~{a},6,8~{a},9-tetrahydro-5~{H}-isobenzofuro[5,6-f][1,3]benzodioxol-8-one
SMILES	c1c2c(c(c3c1OCO3)OC)C(C4COC(=O)C4C2c5cc(c(c(c5)OC)OC)OC)O
Canonical_SMILES	COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2OC)O
InChI	1/C23H24O9/c1-26-13-5-10(6-14(27-2)20(13)28-3)16-11-7-15-21(32-9-31-15)22(29-4)18(11)19(24)12-8-30-23(25)17(12)16/h5-7,12,16-17,19,24H,8-9H2,1-4H3
InChI_3D	1S/C23H24O9/c1-26-13-5-10(6-14(27-2)20(13)28-3)16-11-7-15-21(32-9-31-15)22(29-4)18(11)19(24)12-8-30-23(25)17(12)16/h5-7,12,16-17,19,24H,8-9H2,1-4H3/t12-,16+,17-,19+/m0/s1
AuxInfo	1/0/N:20,21,23,22,2,3,1,14,15,5,4,19,9,10,7,16,18,6,17,12,8,11,13,28,24,29,30,32,31,27,25,26/E:(1,2)(5,6)(13,14)(26,27)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2s3;s4;s1;d7;s2;d3;d6s8;d9s10;;;;s4s5;s6;s13s16;s14s17s18;;;;;d13;s7s15;s8s15;s13s14;s17;s9s20;s10s21;s11s22;s12s23;s1;s2;s3;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s28;/rC:-2.4289,-.9912,0;-4.9383,-3.2658,0;-6.2693,-2.1528,0;-3.2957,-.4858,0;-5.2846,-2.3277,0;-3.2914,.523,0;-1.5555,-.4928,0;-1.5481,.5155,0;-5.5831,-4.0369,0;-6.9141,-2.9239,0;-2.4204,1.0264,0;-6.5743,-3.8699,0;-5.9975,-.7992,0;-5.9974,.8422,0;;-4.162,-.9852,0;-4.162,1.0324,0;-5.0327,-.4858,0;-5.0327,.5285,0;-4.2512,-5.1441,0;-8.5424,-3.5142,0;-3.2799,3.2789,0;-6.8722,-5.5761,0;-6.3065,-1.7503,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-4.8038,1.7992,0;-5.2368,-4.975,0;-7.8987,-2.749,0;-2.4153,2.7764,0;-7.2158,-4.637,0;-2.4312,-1.4912,0;-4.4456,-3.3511,0;-6.4404,-1.683,0;-6.4304,1.0922,0;-5.794,1.2989,0;.374,.3319,0;.3691,-.3373,0;-3.8404,-1.3681,0;-3.8393,1.4143,0;-4.6,-.2352,0;-5.4372,.2347,0;-4.1666,-4.6513,0;-4.3357,-5.6369,0;-3.7584,-5.2287,0;-8.9251,-3.1924,0;-8.1598,-3.8361,0;-8.8643,-3.8969,0;-3.5312,2.8466,0;-3.0287,3.7112,0;-3.7122,3.5301,0;-6.4026,-5.4043,0;-7.3418,-5.7479,0;-6.7004,-6.0457,0;-4.6322,2.2689,0;
Duplicates	ChEBI188507
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188507.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188507.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188507.sdf