CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188112 (102476)

Formula C₂₅H₂₄O₈

MW 452.46

InChIKey WFAOFDKMYNXISN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.51

logP 4.1755

PSA 101.27

MR 120.013

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -274.52804

PM7_Total_Energy_ev -5756.68138

PM7_Electronic_Energy_ev -52329.65726

PM7_Dipole_Debye 2.54961

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.427

PM7_LUMO_Energy_ev -0.853

PM7_COSMO_Area_square_ang 429.73

PM7_COSMO_Volue_cubic_ang 527.25

PM7_Electron_Affinity_ev 0.853

PM7_Ionization_Energy_ev 9.427

PM7_Energy_Gap_ev 8.574

PM7_Global_Hardness_ev 4.287

PM7_Global_Softness_ev 0.2332633543270352

PM7_Chemical_Potential_ev -5.14

PM7_Electronigativity_ev 5.14

PM7_Back_Donation_Energy_ev -1.07175

PM7_Electrophilicity_ev 3.08136225798927

OPENEYE_Name [(9~{R},10~{S})-9-acetoxy-5-methoxy-8,8-dimethyl-4-oxo-2-phenyl-9,10-dihydropyrano[2,3-h]chromen-10-yl] acetate

SMILES c1ccc(cc1)c2cc(=O)c3c(o2)c4c(cc3OC)OC(C(C4OC(=O)C)OC(=O)C)(C)C

Canonical_SMILES COc1cc2OC(C)(C)[C@@H]([C@H](c2c2c1c(=O)cc(o2)c1ccccc1)OC(=O)C)OC(=O)C

InChI 1/C25H24O8/c1-13(26)30-23-21-19(33-25(3,4)24(23)31-14(2)27)12-18(29-5)20-16(28)11-17(32-22(20)21)15-9-7-6-8-10-15/h6-12,23-24H,1-5H3

InChI_3D 1S/C25H24O8/c1-13(26)30-23-21-19(33-25(3,4)24(23)31-14(2)27)12-18(29-5)20-16(28)11-17(32-22(20)21)15-9-7-6-8-10-15/h6-12,23-24H,1-5H3/t23-,24+/m0/s1

AuxInfo 1/0/N:21,22,23,24,25,1,2,3,4,5,13,6,16,17,7,15,14,12,10,8,9,11,18,19,20,27,28,26,31,32,33,29,30/E:(3,4)(7,8)(9,10)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d6s9;s8d9;s6d8;;s7d13;s8s13;;;s9;s18;s19;s16;s17;s20;s20;;d15;d16;d17;s11s14;s10s20;s12s25;s16s18;s17s19;s1;s2;s3;s4;s5;s6;s13;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;/rC:-1.0241,-3.4709,0;-1.521,-2.603,0;-.0241,-3.4803,0;-1.0127,-1.7358,0;.4841,-2.6131,0;3.0288,1.7326,0;-.0076,-1.7364,0;1.5098,.8605,0;3.0202,-.024,0;3.5288,.8513,0;2.0078,-.0133,0;2.0203,1.7335,0;;.4981,-.8737,0;.5098,.866,0;3.0481,-3.2613,0;6.3451,-2.4929,0;3.5212,-.8973,0;4.5328,-.9029,0;5.0414,-.0275,0;3.2172,-4.2469,0;7.2835,-2.8384,0;6.3865,1.092,0;5.8053,-.6729,0;1.653,4.1163,0;.0159,1.7355,0;2.11,-2.915,0;5.5767,-3.1329,0;1.5058,-.8814,0;4.5383,.8534,0;1.1502,3.2519,0;3.8171,-2.6221,0;6.1751,-1.5075,0;-1.277,-3.9022,0;-2.021,-2.6005,0;.2224,-3.9153,0;-1.2611,-1.3019,0;.9841,-2.6179,0;3.2806,2.1646,0;-.5,.0035,0;3.0507,-1.0666,0;4.4437,-1.3949,0;3.71,-4.1624,0;2.7244,-4.3315,0;3.3018,-4.7397,0;7.1108,-3.3076,0;7.4563,-2.3691,0;7.7527,-3.0111,0;6.7063,.7076,0;6.0667,1.4763,0;6.7708,1.4118,0;6.128,-.2909,0;5.4826,-1.0548,0;6.1872,-.9956,0;2.0852,3.8649,0;1.2208,4.3677,0;1.9044,4.5485,0;

Duplicates ChEBI188112

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188112.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188112.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188112.sdf

Formula	C₂₅H₂₄O₈
MW	452.46
InChIKey	WFAOFDKMYNXISN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.51
logP	4.1755
PSA	101.27
MR	120.013
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-274.52804
PM7_Total_Energy_ev	-5756.68138
PM7_Electronic_Energy_ev	-52329.65726
PM7_Dipole_Debye	2.54961
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.427
PM7_LUMO_Energy_ev	-0.853
PM7_COSMO_Area_square_ang	429.73
PM7_COSMO_Volue_cubic_ang	527.25
PM7_Electron_Affinity_ev	0.853
PM7_Ionization_Energy_ev	9.427
PM7_Energy_Gap_ev	8.574
PM7_Global_Hardness_ev	4.287
PM7_Global_Softness_ev	0.2332633543270352
PM7_Chemical_Potential_ev	-5.14
PM7_Electronigativity_ev	5.14
PM7_Back_Donation_Energy_ev	-1.07175
PM7_Electrophilicity_ev	3.08136225798927
OPENEYE_Name	[(9~{R},10~{S})-9-acetoxy-5-methoxy-8,8-dimethyl-4-oxo-2-phenyl-9,10-dihydropyrano[2,3-h]chromen-10-yl] acetate
SMILES	c1ccc(cc1)c2cc(=O)c3c(o2)c4c(cc3OC)OC(C(C4OC(=O)C)OC(=O)C)(C)C
Canonical_SMILES	COc1cc2OC(C)(C)[C@@H]([C@H](c2c2c1c(=O)cc(o2)c1ccccc1)OC(=O)C)OC(=O)C
InChI	1/C25H24O8/c1-13(26)30-23-21-19(33-25(3,4)24(23)31-14(2)27)12-18(29-5)20-16(28)11-17(32-22(20)21)15-9-7-6-8-10-15/h6-12,23-24H,1-5H3
InChI_3D	1S/C25H24O8/c1-13(26)30-23-21-19(33-25(3,4)24(23)31-14(2)27)12-18(29-5)20-16(28)11-17(32-22(20)21)15-9-7-6-8-10-15/h6-12,23-24H,1-5H3/t23-,24+/m0/s1
AuxInfo	1/0/N:21,22,23,24,25,1,2,3,4,5,13,6,16,17,7,15,14,12,10,8,9,11,18,19,20,27,28,26,31,32,33,29,30/E:(3,4)(7,8)(9,10)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d6s9;s8d9;s6d8;;s7d13;s8s13;;;s9;s18;s19;s16;s17;s20;s20;;d15;d16;d17;s11s14;s10s20;s12s25;s16s18;s17s19;s1;s2;s3;s4;s5;s6;s13;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;/rC:-1.0241,-3.4709,0;-1.521,-2.603,0;-.0241,-3.4803,0;-1.0127,-1.7358,0;.4841,-2.6131,0;3.0288,1.7326,0;-.0076,-1.7364,0;1.5098,.8605,0;3.0202,-.024,0;3.5288,.8513,0;2.0078,-.0133,0;2.0203,1.7335,0;;.4981,-.8737,0;.5098,.866,0;3.0481,-3.2613,0;6.3451,-2.4929,0;3.5212,-.8973,0;4.5328,-.9029,0;5.0414,-.0275,0;3.2172,-4.2469,0;7.2835,-2.8384,0;6.3865,1.092,0;5.8053,-.6729,0;1.653,4.1163,0;.0159,1.7355,0;2.11,-2.915,0;5.5767,-3.1329,0;1.5058,-.8814,0;4.5383,.8534,0;1.1502,3.2519,0;3.8171,-2.6221,0;6.1751,-1.5075,0;-1.277,-3.9022,0;-2.021,-2.6005,0;.2224,-3.9153,0;-1.2611,-1.3019,0;.9841,-2.6179,0;3.2806,2.1646,0;-.5,.0035,0;3.0507,-1.0666,0;4.4437,-1.3949,0;3.71,-4.1624,0;2.7244,-4.3315,0;3.3018,-4.7397,0;7.1108,-3.3076,0;7.4563,-2.3691,0;7.7527,-3.0111,0;6.7063,.7076,0;6.0667,1.4763,0;6.7708,1.4118,0;6.128,-.2909,0;5.4826,-1.0548,0;6.1872,-.9956,0;2.0852,3.8649,0;1.2208,4.3677,0;1.9044,4.5485,0;
Duplicates	ChEBI188112
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188112.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188112.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188112.sdf