CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185962 (100535)

Formula C₂₅H₂₈O₈

MW 456.49

InChIKey XEDWPQREESERDN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 63

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 1.45

logP 4.2739

PSA 151.59

MR 126.99

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -306.20945

PM7_Total_Energy_ev -5811.20626

PM7_Electronic_Energy_ev -52276.03271

PM7_Dipole_Debye 5.69505

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.943

PM7_LUMO_Energy_ev -0.82

PM7_COSMO_Area_square_ang 435.34

PM7_COSMO_Volue_cubic_ang 548.4

PM7_Electron_Affinity_ev 0.82

PM7_Ionization_Energy_ev 8.943

PM7_Energy_Gap_ev 8.123

PM7_Global_Hardness_ev 4.0615

PM7_Global_Softness_ev 0.24621445278837867

PM7_Chemical_Potential_ev -4.8815

PM7_Electronigativity_ev 4.8815

PM7_Back_Donation_Energy_ev -1.015375

PM7_Electrophilicity_ev 2.933527299027453

OPENEYE_Name 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2~{R})-5-hydroxy-2-isopropenyl-5-methyl-hexyl]chromen-4-one

SMILES c1cc(cc(c1c2c(c(=O)c3c(o2)c(c(cc3O)O)CC(C(=C)C)CCC(C)(C)O)O)O)O

Canonical_SMILES Oc1ccc(c(c1)O)c1oc2c(C[C@H](C(=C)C)CCC(O)(C)C)c(O)cc(c2c(=O)c1O)O

InChI 1/C25H28O8/c1-12(2)13(7-8-25(3,4)32)9-16-18(28)11-19(29)20-21(30)22(31)24(33-23(16)20)15-6-5-14(26)10-17(15)27/h5-6,10-11,13,26-29,31-32H,1,7-9H2,2-4H3

InChI_3D 1S/C25H28O8/c1-12(2)13(7-8-25(3,4)32)9-16-18(28)11-19(29)20-21(30)22(31)24(33-23(16)20)15-6-5-14(26)10-17(15)27/h5-6,10-11,13,26-29,31-32H,1,7-9H2,2-4H3/t13-/m1/s1

AuxInfo 1/0/N:16,18,19,20,2,1,22,23,21,3,4,17,24,9,5,7,10,12,11,6,14,15,8,13,25,28,29,31,30,26,32,33,27/E:(3,4)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;d6s7;s2d3;s3d5;d4s6;s4d7;s5;s6;d13s14;;d16;s17;;;s7;;s22;s17s21s22;s19s20s23;d14;s8s13;s9;s10;s11;s12;s15;s25;s1;s2;s3;s4;s16;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s28;s29;s30;s31;s32;s33;/rC:4.344,2.5066,0;5.2112,3.0046,0;6.0796,1.5024,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.079,2.5076,0;5.2124,.9942,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;2.3673,3.3983,0;1.867,4.2642,0;2.3667,5.1304,0;-2.1326,3.2627,0;-2.1333,5.2627,0;.8674,3.2638,0;-.133,4.2634,0;-1.133,4.2631,0;.867,4.2638,0;-2.133,4.2627,0;2.5998,-1.5032,0;2.6052,1.5109,0;6.944,3.0094,0;5.213,-.0058,0;.8675,-1.4978,0;-.8675,1.5031,0;4.3408,-.5059,0;-3.133,4.2624,0;3.9112,2.7569,0;5.2109,3.5046,0;6.5135,1.254,0;-.4327,-.2506,0;2.8673,3.3985,0;2.1175,2.9652,0;2.7998,4.8805,0;1.9336,5.3802,0;2.6166,5.5635,0;-1.6326,3.2629,0;-2.6326,3.2626,0;-2.1324,2.7627,0;-2.6333,5.2626,0;-1.6333,5.2629,0;-2.1335,5.7627,0;.3674,3.2636,0;1.3674,3.264,0;-.1328,3.7634,0;-.1331,4.7634,0;-1.1328,3.7631,0;-1.1331,4.7631,0;.8669,4.7638,0;7.3775,2.7603,0;5.6462,-.2555,0;1.3004,-1.748,0;-1.2998,1.2518,0;4.3394,-1.0059,0;-3.3828,3.8293,0;

Duplicates ChEBI185962

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185962.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185962.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185962.sdf

Formula	C₂₅H₂₈O₈
MW	456.49
InChIKey	XEDWPQREESERDN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	63
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	1.45
logP	4.2739
PSA	151.59
MR	126.99
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-306.20945
PM7_Total_Energy_ev	-5811.20626
PM7_Electronic_Energy_ev	-52276.03271
PM7_Dipole_Debye	5.69505
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.943
PM7_LUMO_Energy_ev	-0.82
PM7_COSMO_Area_square_ang	435.34
PM7_COSMO_Volue_cubic_ang	548.4
PM7_Electron_Affinity_ev	0.82
PM7_Ionization_Energy_ev	8.943
PM7_Energy_Gap_ev	8.123
PM7_Global_Hardness_ev	4.0615
PM7_Global_Softness_ev	0.24621445278837867
PM7_Chemical_Potential_ev	-4.8815
PM7_Electronigativity_ev	4.8815
PM7_Back_Donation_Energy_ev	-1.015375
PM7_Electrophilicity_ev	2.933527299027453
OPENEYE_Name	2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2~{R})-5-hydroxy-2-isopropenyl-5-methyl-hexyl]chromen-4-one
SMILES	c1cc(cc(c1c2c(c(=O)c3c(o2)c(c(cc3O)O)CC(C(=C)C)CCC(C)(C)O)O)O)O
Canonical_SMILES	Oc1ccc(c(c1)O)c1oc2c(C[C@H](C(=C)C)CCC(O)(C)C)c(O)cc(c2c(=O)c1O)O
InChI	1/C25H28O8/c1-12(2)13(7-8-25(3,4)32)9-16-18(28)11-19(29)20-21(30)22(31)24(33-23(16)20)15-6-5-14(26)10-17(15)27/h5-6,10-11,13,26-29,31-32H,1,7-9H2,2-4H3
InChI_3D	1S/C25H28O8/c1-12(2)13(7-8-25(3,4)32)9-16-18(28)11-19(29)20-21(30)22(31)24(33-23(16)20)15-6-5-14(26)10-17(15)27/h5-6,10-11,13,26-29,31-32H,1,7-9H2,2-4H3/t13-/m1/s1
AuxInfo	1/0/N:16,18,19,20,2,1,22,23,21,3,4,17,24,9,5,7,10,12,11,6,14,15,8,13,25,28,29,31,30,26,32,33,27/E:(3,4)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;d6s7;s2d3;s3d5;d4s6;s4d7;s5;s6;d13s14;;d16;s17;;;s7;;s22;s17s21s22;s19s20s23;d14;s8s13;s9;s10;s11;s12;s15;s25;s1;s2;s3;s4;s16;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s28;s29;s30;s31;s32;s33;/rC:4.344,2.5066,0;5.2112,3.0046,0;6.0796,1.5024,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.079,2.5076,0;5.2124,.9942,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;2.3673,3.3983,0;1.867,4.2642,0;2.3667,5.1304,0;-2.1326,3.2627,0;-2.1333,5.2627,0;.8674,3.2638,0;-.133,4.2634,0;-1.133,4.2631,0;.867,4.2638,0;-2.133,4.2627,0;2.5998,-1.5032,0;2.6052,1.5109,0;6.944,3.0094,0;5.213,-.0058,0;.8675,-1.4978,0;-.8675,1.5031,0;4.3408,-.5059,0;-3.133,4.2624,0;3.9112,2.7569,0;5.2109,3.5046,0;6.5135,1.254,0;-.4327,-.2506,0;2.8673,3.3985,0;2.1175,2.9652,0;2.7998,4.8805,0;1.9336,5.3802,0;2.6166,5.5635,0;-1.6326,3.2629,0;-2.6326,3.2626,0;-2.1324,2.7627,0;-2.6333,5.2626,0;-1.6333,5.2629,0;-2.1335,5.7627,0;.3674,3.2636,0;1.3674,3.264,0;-.1328,3.7634,0;-.1331,4.7634,0;-1.1328,3.7631,0;-1.1331,4.7631,0;.8669,4.7638,0;7.3775,2.7603,0;5.6462,-.2555,0;1.3004,-1.748,0;-1.2998,1.2518,0;4.3394,-1.0059,0;-3.3828,3.8293,0;
Duplicates	ChEBI185962
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185962.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185962.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185962.sdf