CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8329 (3723)

Formula C₂₅H₂₄O₆

MW 420.46

InChIKey GHCZYXUOYFOXIP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.41

logP 5.2697

PSA 100.13

MR 121.83

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.42615

PM7_Total_Energy_ev -5165.82102

PM7_Electronic_Energy_ev -43851.00366

PM7_Dipole_Debye 5.99262

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.765

PM7_LUMO_Energy_ev -0.843

PM7_COSMO_Area_square_ang 414.35

PM7_COSMO_Volue_cubic_ang 495.66

PM7_Electron_Affinity_ev 0.843

PM7_Ionization_Energy_ev 8.765

PM7_Energy_Gap_ev 7.922

PM7_Global_Hardness_ev 3.961

PM7_Global_Softness_ev 0.25246149962130776

PM7_Chemical_Potential_ev -4.804

PM7_Electronigativity_ev 4.804

PM7_Back_Donation_Energy_ev -0.99025

PM7_Electrophilicity_ev 2.9132057561221916

OPENEYE_Name 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one

SMILES c1cc(c(cc1c2coc3c4c(c(c(c3c2=O)O)CC=C(C)C)OC(C=C4)(C)C)O)O

Canonical_SMILES CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c(co2)c1ccc(c(c1)O)O)C

InChI 1/C25H24O6/c1-13(2)5-7-15-21(28)20-22(29)17(14-6-8-18(26)19(27)11-14)12-30-24(20)16-9-10-25(3,4)31-23(15)16/h5-6,8-12,26-28H,7H2,1-4H3

InChI_3D 1S/C25H24O6/c1-13(2)5-7-15-21(28)20-22(29)17(14-6-8-18(26)19(27)11-14)12-30-24(20)16-9-10-25(3,4)31-23(15)16/h5-6,8-12,26-28H,7H2,1-4H3

AuxInfo 1/0/N:21,22,23,24,18,1,25,2,13,14,3,15,19,4,7,5,16,10,11,6,12,17,9,8,20,29,30,31,26,27,28/E:(1,2)(3,4)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;d5s6;s5d7;s2;s3d10;d6s7;s5;d13;;s4d15;s6s16;;d18;s14;s19;s19;s20;s20;s7s18;d17;s8s15;s9s20;s10;s11;s12;s1;s2;s3;s13;s14;s15;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;/rC:-1.5073,-.8549,0;-2.5073,-.8523,0;-1.4978,.8802,0;-1,.007,0;3.0202,-.024,0;1.5098,.8605,0;3.0288,1.7326,0;2.0078,-.0133,0;3.5288,.8513,0;-3.0051,.021,0;-2.5029,.8917,0;2.0203,1.7335,0;3.5212,-.8973,0;4.5328,-.9029,0;.4981,-.8737,0;;.5098,.866,0;4.7741,2.7408,0;5.6422,3.2371,0;5.0414,-.0275,0;6.5061,2.7335,0;5.6464,4.2371,0;5.81,.6122,0;6.3782,-1.1569,0;3.9102,3.2444,0;.0159,1.7355,0;1.5058,-.8814,0;4.5383,.8534,0;-4.0051,.0236,0;-2.9981,1.7605,0;1.5231,2.6011,0;-1.2596,-1.2892,0;-2.759,-1.2843,0;-1.2441,1.3111,0;3.2694,-1.3293,0;4.781,-1.3369,0;.2453,-1.3051,0;4.772,2.2408,0;6.2543,2.3015,0;6.7579,3.1655,0;6.9381,2.4817,0;6.1464,4.235,0;5.1464,4.2392,0;5.6485,4.7371,0;5.4902,.9965,0;6.1299,.2279,0;6.1943,.932,0;6.7009,-.775,0;6.0555,-1.5388,0;6.7601,-1.4796,0;3.4782,3.4963,0;4.162,3.6764,0;-4.2562,-.4088,0;-3.4981,1.7632,0;1.0231,2.6027,0;

Duplicates ChEBI8329

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8329.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8329.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8329.sdf

Formula	C₂₅H₂₄O₆
MW	420.46
InChIKey	GHCZYXUOYFOXIP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.41
logP	5.2697
PSA	100.13
MR	121.83
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.42615
PM7_Total_Energy_ev	-5165.82102
PM7_Electronic_Energy_ev	-43851.00366
PM7_Dipole_Debye	5.99262
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.765
PM7_LUMO_Energy_ev	-0.843
PM7_COSMO_Area_square_ang	414.35
PM7_COSMO_Volue_cubic_ang	495.66
PM7_Electron_Affinity_ev	0.843
PM7_Ionization_Energy_ev	8.765
PM7_Energy_Gap_ev	7.922
PM7_Global_Hardness_ev	3.961
PM7_Global_Softness_ev	0.25246149962130776
PM7_Chemical_Potential_ev	-4.804
PM7_Electronigativity_ev	4.804
PM7_Back_Donation_Energy_ev	-0.99025
PM7_Electrophilicity_ev	2.9132057561221916
OPENEYE_Name	3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one
SMILES	c1cc(c(cc1c2coc3c4c(c(c(c3c2=O)O)CC=C(C)C)OC(C=C4)(C)C)O)O
Canonical_SMILES	CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c(co2)c1ccc(c(c1)O)O)C
InChI	1/C25H24O6/c1-13(2)5-7-15-21(28)20-22(29)17(14-6-8-18(26)19(27)11-14)12-30-24(20)16-9-10-25(3,4)31-23(15)16/h5-6,8-12,26-28H,7H2,1-4H3
InChI_3D	1S/C25H24O6/c1-13(2)5-7-15-21(28)20-22(29)17(14-6-8-18(26)19(27)11-14)12-30-24(20)16-9-10-25(3,4)31-23(15)16/h5-6,8-12,26-28H,7H2,1-4H3
AuxInfo	1/0/N:21,22,23,24,18,1,25,2,13,14,3,15,19,4,7,5,16,10,11,6,12,17,9,8,20,29,30,31,26,27,28/E:(1,2)(3,4)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;d5s6;s5d7;s2;s3d10;d6s7;s5;d13;;s4d15;s6s16;;d18;s14;s19;s19;s20;s20;s7s18;d17;s8s15;s9s20;s10;s11;s12;s1;s2;s3;s13;s14;s15;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;/rC:-1.5073,-.8549,0;-2.5073,-.8523,0;-1.4978,.8802,0;-1,.007,0;3.0202,-.024,0;1.5098,.8605,0;3.0288,1.7326,0;2.0078,-.0133,0;3.5288,.8513,0;-3.0051,.021,0;-2.5029,.8917,0;2.0203,1.7335,0;3.5212,-.8973,0;4.5328,-.9029,0;.4981,-.8737,0;;.5098,.866,0;4.7741,2.7408,0;5.6422,3.2371,0;5.0414,-.0275,0;6.5061,2.7335,0;5.6464,4.2371,0;5.81,.6122,0;6.3782,-1.1569,0;3.9102,3.2444,0;.0159,1.7355,0;1.5058,-.8814,0;4.5383,.8534,0;-4.0051,.0236,0;-2.9981,1.7605,0;1.5231,2.6011,0;-1.2596,-1.2892,0;-2.759,-1.2843,0;-1.2441,1.3111,0;3.2694,-1.3293,0;4.781,-1.3369,0;.2453,-1.3051,0;4.772,2.2408,0;6.2543,2.3015,0;6.7579,3.1655,0;6.9381,2.4817,0;6.1464,4.235,0;5.1464,4.2392,0;5.6485,4.7371,0;5.4902,.9965,0;6.1299,.2279,0;6.1943,.932,0;6.7009,-.775,0;6.0555,-1.5388,0;6.7601,-1.4796,0;3.4782,3.4963,0;4.162,3.6764,0;-4.2562,-.4088,0;-3.4981,1.7632,0;1.0231,2.6027,0;
Duplicates	ChEBI8329
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8329.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8329.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8329.sdf