CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI50209 (14358)

Formula C₂₅H₂₈O₆

MW 424.49

InChIKey XRYVAQQLDYTHCL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 61

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.84

logP 5.3066

PSA 107.22

MR 120.875

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -223.3464

PM7_Total_Energy_ev -5220.65263

PM7_Electronic_Energy_ev -46629.95572

PM7_Dipole_Debye 4.12693

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.077

PM7_LUMO_Energy_ev -0.568

PM7_COSMO_Area_square_ang 416.3

PM7_COSMO_Volue_cubic_ang 518.99

PM7_Electron_Affinity_ev 0.568

PM7_Ionization_Energy_ev 9.077

PM7_Energy_Gap_ev 8.509

PM7_Global_Hardness_ev 4.2545

PM7_Global_Softness_ev 0.2350452462098954

PM7_Chemical_Potential_ev -4.8225

PM7_Electronigativity_ev 4.8225

PM7_Back_Donation_Energy_ev -1.063625

PM7_Electrophilicity_ev 2.7331656187566105

OPENEYE_Name (2~{S})-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2~{R})-2-isopropenyl-5-methyl-hex-4-enyl]chroman-4-one

SMILES c1cc(cc(c1C2CC(=O)c3c(c(c(cc3O)O)CC(C(=C)C)CC=C(C)C)O2)O)O

Canonical_SMILES CC(=CC[C@@H](C(=C)C)Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(cc1O)O)O)C

InChI 1/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3

InChI_3D 1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3/t15-,23+/m1/s1

AuxInfo 1/0/N:21,22,14,20,15,24,2,1,23,3,4,18,17,16,25,9,6,7,11,12,10,13,19,5,8,28,30,31,29,26,27/E:(1,2)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;;d5s7;s2d3;d4s5;s3d6;s4d7;s5;;;d14;d15;s13;s6s18;s16;s17;s17;s7;s15;s16s23s24;d13;s8s19;s9;s10;s11;s12;s1;s2;s3;s4;s14;s14;s15;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s28;s29;s30;s31;/rC:3.1756,2.712,0;3.5201,3.6508,0;5.1507,3.0578,0;;1.736,-.0012,0;3.8219,1.9422,0;.868,1.5138,0;1.7374,1.0057,0;4.5044,3.8276,0;.868,-.4978,0;4.8128,2.1111,0;0,1.0057,0;2.6026,-.5032,0;-.633,4.3793,0;.8666,5.5138,0;-.1327,3.5134,0;1.7324,6.0141,0;3.4761,-.0036,0;3.4774,1.0034,0;-.6324,2.6472,0;2.5986,5.5144,0;1.7321,7.0141,0;.8676,2.5138,0;.8669,4.5138,0;.8673,3.5138,0;2.5998,-1.5032,0;2.6052,1.5109,0;4.8448,4.7679,0;.8675,-1.4978,0;5.4558,1.3453,0;-.8675,1.5031,0;2.6831,2.6258,0;3.1986,4.0338,0;5.6428,3.1462,0;-.4327,-.2506,0;-.3832,4.8124,0;-1.133,4.3791,0;.4335,5.7636,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-.1993,2.3974,0;-1.0655,2.8971,0;-.8822,2.2141,0;2.3488,5.0813,0;2.8485,5.9475,0;3.0317,5.2646,0;2.2321,7.0143,0;1.7319,7.5141,0;1.2321,7.0139,0;1.3676,2.514,0;.3676,2.5136,0;.3669,4.5136,0;1.3669,4.514,0;1.3673,3.514,0;5.337,4.8556,0;1.3004,-1.748,0;5.2849,.8754,0;-1.2998,1.2518,0;

Duplicates ChEBI50209;ChEBI188890_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050000-0000050249/ChEBI50209.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050000-0000050249/ChEBI50209.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050000-0000050249/ChEBI50209.sdf

Formula	C₂₅H₂₈O₆
MW	424.49
InChIKey	XRYVAQQLDYTHCL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	61
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.84
logP	5.3066
PSA	107.22
MR	120.875
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-223.3464
PM7_Total_Energy_ev	-5220.65263
PM7_Electronic_Energy_ev	-46629.95572
PM7_Dipole_Debye	4.12693
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.077
PM7_LUMO_Energy_ev	-0.568
PM7_COSMO_Area_square_ang	416.3
PM7_COSMO_Volue_cubic_ang	518.99
PM7_Electron_Affinity_ev	0.568
PM7_Ionization_Energy_ev	9.077
PM7_Energy_Gap_ev	8.509
PM7_Global_Hardness_ev	4.2545
PM7_Global_Softness_ev	0.2350452462098954
PM7_Chemical_Potential_ev	-4.8225
PM7_Electronigativity_ev	4.8225
PM7_Back_Donation_Energy_ev	-1.063625
PM7_Electrophilicity_ev	2.7331656187566105
OPENEYE_Name	(2~{S})-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2~{R})-2-isopropenyl-5-methyl-hex-4-enyl]chroman-4-one
SMILES	c1cc(cc(c1C2CC(=O)c3c(c(c(cc3O)O)CC(C(=C)C)CC=C(C)C)O2)O)O
Canonical_SMILES	CC(=CC[C@@H](C(=C)C)Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(cc1O)O)O)C
InChI	1/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3
InChI_3D	1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3/t15-,23+/m1/s1
AuxInfo	1/0/N:21,22,14,20,15,24,2,1,23,3,4,18,17,16,25,9,6,7,11,12,10,13,19,5,8,28,30,31,29,26,27/E:(1,2)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;;d5s7;s2d3;d4s5;s3d6;s4d7;s5;;;d14;d15;s13;s6s18;s16;s17;s17;s7;s15;s16s23s24;d13;s8s19;s9;s10;s11;s12;s1;s2;s3;s4;s14;s14;s15;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s28;s29;s30;s31;/rC:3.1756,2.712,0;3.5201,3.6508,0;5.1507,3.0578,0;;1.736,-.0012,0;3.8219,1.9422,0;.868,1.5138,0;1.7374,1.0057,0;4.5044,3.8276,0;.868,-.4978,0;4.8128,2.1111,0;0,1.0057,0;2.6026,-.5032,0;-.633,4.3793,0;.8666,5.5138,0;-.1327,3.5134,0;1.7324,6.0141,0;3.4761,-.0036,0;3.4774,1.0034,0;-.6324,2.6472,0;2.5986,5.5144,0;1.7321,7.0141,0;.8676,2.5138,0;.8669,4.5138,0;.8673,3.5138,0;2.5998,-1.5032,0;2.6052,1.5109,0;4.8448,4.7679,0;.8675,-1.4978,0;5.4558,1.3453,0;-.8675,1.5031,0;2.6831,2.6258,0;3.1986,4.0338,0;5.6428,3.1462,0;-.4327,-.2506,0;-.3832,4.8124,0;-1.133,4.3791,0;.4335,5.7636,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-.1993,2.3974,0;-1.0655,2.8971,0;-.8822,2.2141,0;2.3488,5.0813,0;2.8485,5.9475,0;3.0317,5.2646,0;2.2321,7.0143,0;1.7319,7.5141,0;1.2321,7.0139,0;1.3676,2.514,0;.3676,2.5136,0;.3669,4.5136,0;1.3669,4.514,0;1.3673,3.514,0;5.337,4.8556,0;1.3004,-1.748,0;5.2849,.8754,0;-1.2998,1.2518,0;
Duplicates	ChEBI50209;ChEBI188890_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050000-0000050249/ChEBI50209.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050000-0000050249/ChEBI50209.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050000-0000050249/ChEBI50209.sdf