CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186727 (101226)

Formula C₂₃H₂₂O₈

MW 426.42

InChIKey IBKHFDNXHBVBAD-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 8

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.04

logP 4.2565

PSA 96.59

MR 114.236

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -216.29275

PM7_Total_Energy_ev -5481.37868

PM7_Electronic_Energy_ev -44578.80011

PM7_Dipole_Debye 4.06658

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.8

PM7_LUMO_Energy_ev -0.859

PM7_COSMO_Area_square_ang 428.09

PM7_COSMO_Volue_cubic_ang 478.45

PM7_Electron_Affinity_ev 0.859

PM7_Ionization_Energy_ev 8.8

PM7_Energy_Gap_ev 7.941

PM7_Global_Hardness_ev 3.9705

PM7_Global_Softness_ev 0.2518574486840448

PM7_Chemical_Potential_ev -4.8295

PM7_Electronigativity_ev 4.8295

PM7_Back_Donation_Energy_ev -0.992625

PM7_Electrophilicity_ev 2.937170413046216

OPENEYE_Name 2-(1,3-benzodioxol-5-yl)-5-hydroxy-3,8-dimethoxy-7-(3-methylbut-2-enoxy)chromen-4-one

SMILES c1cc2c(cc1c3c(c(=O)c4c(o3)c(c(cc4O)OCC=C(C)C)OC)OC)OCO2

Canonical_SMILES COc1c(OCC=C(C)C)cc(c2c1oc(c1ccc3c(c1)OCO3)c(c2=O)OC)O

InChI 1/C23H22O8/c1-12(2)7-8-28-17-10-14(24)18-19(25)23(27-4)20(31-22(18)21(17)26-3)13-5-6-15-16(9-13)30-11-29-15/h5-7,9-10,24H,8,11H2,1-4H3

InChI_3D 1S/C23H22O8/c1-12(2)7-8-28-17-10-14(24)18-19(25)23(27-4)20(31-22(18)21(17)26-3)13-5-6-15-16(9-13)30-11-29-15/h5-7,9-10,24H,8,11H2,1-4H3

AuxInfo 1/0/N:19,20,21,22,1,2,16,23,3,4,18,17,5,10,7,8,11,6,14,13,12,9,15,28,24,29,31,30,26,27,25/E:(1,2)/rA:53nCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;s2;s3d7;d6;d4s6;s4;s9d11;s5;s6;d13s14;;d16;;s17;s17;;;s16;d14;s9s13;s7s18;s8s18;s10;s12s21;s11s23;s15s22;s1;s2;s3;s4;s16;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;/rC:4.3483,2.5072,0;5.2182,3.0118,0;5.2107,1.0002,0;;4.3446,1.5014,0;1.736,-.0012,0;6.0843,2.5007,0;6.0806,1.4936,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.5966,.4979,0;-3.4641,.9953,0;7.6322,1.9913,0;-4.3286,.4927,0;-3.4671,1.9953,0;.0014,3.0135,0;4.3381,-1.5059,0;-1.732,1.0005,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.0433,2.8081,0;7.0372,1.1787,0;.8675,-1.4978,0;.8676,2.5138,0;-.8675,1.5031,0;4.3408,-.5059,0;3.9155,2.7575,0;5.2201,3.5118,0;5.2086,.5002,0;-.4327,-.2506,0;-2.5951,-.0021,0;8.005,2.3245,0;8.0026,1.6554,0;-4.0773,.0605,0;-4.5799,.925,0;-4.7609,.2414,0;-3.9671,1.9938,0;-2.9671,1.9968,0;-3.4686,2.4953,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;4.8381,-1.5072,0;3.8381,-1.5046,0;4.3368,-2.0059,0;-1.4807,.5682,0;-1.9833,1.4328,0;1.3004,-1.748,0;

Duplicates ChEBI186727

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186727.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186727.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186727.sdf

Formula	C₂₃H₂₂O₈
MW	426.42
InChIKey	IBKHFDNXHBVBAD-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	8
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.04
logP	4.2565
PSA	96.59
MR	114.236
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-216.29275
PM7_Total_Energy_ev	-5481.37868
PM7_Electronic_Energy_ev	-44578.80011
PM7_Dipole_Debye	4.06658
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.8
PM7_LUMO_Energy_ev	-0.859
PM7_COSMO_Area_square_ang	428.09
PM7_COSMO_Volue_cubic_ang	478.45
PM7_Electron_Affinity_ev	0.859
PM7_Ionization_Energy_ev	8.8
PM7_Energy_Gap_ev	7.941
PM7_Global_Hardness_ev	3.9705
PM7_Global_Softness_ev	0.2518574486840448
PM7_Chemical_Potential_ev	-4.8295
PM7_Electronigativity_ev	4.8295
PM7_Back_Donation_Energy_ev	-0.992625
PM7_Electrophilicity_ev	2.937170413046216
OPENEYE_Name	2-(1,3-benzodioxol-5-yl)-5-hydroxy-3,8-dimethoxy-7-(3-methylbut-2-enoxy)chromen-4-one
SMILES	c1cc2c(cc1c3c(c(=O)c4c(o3)c(c(cc4O)OCC=C(C)C)OC)OC)OCO2
Canonical_SMILES	COc1c(OCC=C(C)C)cc(c2c1oc(c1ccc3c(c1)OCO3)c(c2=O)OC)O
InChI	1/C23H22O8/c1-12(2)7-8-28-17-10-14(24)18-19(25)23(27-4)20(31-22(18)21(17)26-3)13-5-6-15-16(9-13)30-11-29-15/h5-7,9-10,24H,8,11H2,1-4H3
InChI_3D	1S/C23H22O8/c1-12(2)7-8-28-17-10-14(24)18-19(25)23(27-4)20(31-22(18)21(17)26-3)13-5-6-15-16(9-13)30-11-29-15/h5-7,9-10,24H,8,11H2,1-4H3
AuxInfo	1/0/N:19,20,21,22,1,2,16,23,3,4,18,17,5,10,7,8,11,6,14,13,12,9,15,28,24,29,31,30,26,27,25/E:(1,2)/rA:53nCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;s2;s3d7;d6;d4s6;s4;s9d11;s5;s6;d13s14;;d16;;s17;s17;;;s16;d14;s9s13;s7s18;s8s18;s10;s12s21;s11s23;s15s22;s1;s2;s3;s4;s16;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;/rC:4.3483,2.5072,0;5.2182,3.0118,0;5.2107,1.0002,0;;4.3446,1.5014,0;1.736,-.0012,0;6.0843,2.5007,0;6.0806,1.4936,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.5966,.4979,0;-3.4641,.9953,0;7.6322,1.9913,0;-4.3286,.4927,0;-3.4671,1.9953,0;.0014,3.0135,0;4.3381,-1.5059,0;-1.732,1.0005,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.0433,2.8081,0;7.0372,1.1787,0;.8675,-1.4978,0;.8676,2.5138,0;-.8675,1.5031,0;4.3408,-.5059,0;3.9155,2.7575,0;5.2201,3.5118,0;5.2086,.5002,0;-.4327,-.2506,0;-2.5951,-.0021,0;8.005,2.3245,0;8.0026,1.6554,0;-4.0773,.0605,0;-4.5799,.925,0;-4.7609,.2414,0;-3.9671,1.9938,0;-2.9671,1.9968,0;-3.4686,2.4953,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;4.8381,-1.5072,0;3.8381,-1.5046,0;4.3368,-2.0059,0;-1.4807,.5682,0;-1.9833,1.4328,0;1.3004,-1.748,0;
Duplicates	ChEBI186727
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186727.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186727.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186727.sdf