CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185924_s0 (100507)

Formula C₂₅H₂₈O₆

MW 424.49

InChIKey VFMQTYFXQGAJKJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

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 2.4

logP 5.1959

PSA 96.22

MR 118.935

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -234.18525

PM7_Total_Energy_ev -5221.20629

PM7_Electronic_Energy_ev -46866.01933

PM7_Dipole_Debye 8.35408

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.768

PM7_LUMO_Energy_ev -0.463

PM7_COSMO_Area_square_ang 427.42

PM7_COSMO_Volue_cubic_ang 508

PM7_Electron_Affinity_ev 0.463

PM7_Ionization_Energy_ev 8.768

PM7_Energy_Gap_ev 8.305

PM7_Global_Hardness_ev 4.1525

PM7_Global_Softness_ev 0.2408187838651415

PM7_Chemical_Potential_ev -4.6155

PM7_Electronigativity_ev 4.6155

PM7_Back_Donation_Energy_ev -1.038125

PM7_Electrophilicity_ev 2.565062040939193

OPENEYE_Name (2~{R},9~{S})-2-(2,6-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-9-(3-methylbut-2-enyl)-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one

SMILES c1cc(c(c(c1)O)C2CC(=O)c3c(c4c(cc3O)OC(C(C4)CC=C(C)C)(C)C)O2)O

Canonical_SMILES CC(=CC[C@H]1Cc2c(OC1(C)C)cc(c1c2O[C@H](CC1=O)c1c(O)cccc1O)O)C

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

InChI_3D 1S/C25H28O6/c1-13(2)8-9-14-10-15-20(31-25(14,3)4)11-18(28)23-19(29)12-21(30-24(15)23)22-16(26)6-5-7-17(22)27/h5-8,11,14,21,26-28H,9-10,12H2,1-4H3/t14-,21+/m0/s1

AuxInfo 1/0/N:21,22,23,24,1,2,3,14,25,16,4,17,15,19,6,10,11,12,13,8,18,7,5,9,20,29,30,31,26,27,28/E:(1,2)(3,4)(6,7)(16,17)(26,27)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;d4s6;s5d6;s2d7;d3s7;s4d5;s5;;d14;s6;s13;s7s17;s16;s19;s15;s15;s20;s20;s14s19;d13;s9s18;s8s20;s10;s11;s12;s1;s2;s3;s4;s14;s16;s16;s17;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;/rC:1.1334,-4.5747,0;1.9002,-3.9327,0;.1902,-4.2272,0;3.0288,1.7326,0;1.5098,.8605,0;3.0202,-.024,0;.7901,-2.5992,0;3.5288,.8513,0;2.0078,-.0133,0;1.7333,-2.9467,0;.0137,-3.2376,0;2.0203,1.7335,0;.5098,.866,0;4.0428,-3.6089,0;4.8059,-4.2552,0;3.5212,-.8973,0;;.4981,-.8737,0;4.5328,-.9029,0;5.0414,-.0275,0;5.7472,-3.9175,0;4.6277,-5.2392,0;6.3865,1.092,0;6.3782,-1.1569,0;4.221,-2.6249,0;.0159,1.7355,0;1.5058,-.8814,0;4.5383,.8534,0;2.5028,-2.3081,0;-.9246,-2.8919,0;1.5231,2.6011,0;1.219,-5.0673,0;2.3693,-4.1056,0;-.1931,-4.5482,0;3.2806,2.1646,0;3.5722,-3.7777,0;3.6058,-1.3901,0;3.0507,-1.0666,0;-.3851,-.3189,0;-.3806,.3242,0;.0272,-1.0418,0;5.002,-1.0756,0;5.5783,-3.4469,0;5.916,-4.3881,0;6.2178,-3.7487,0;4.1357,-5.1501,0;4.5386,-5.7312,0;5.1197,-5.3283,0;6.0667,1.4763,0;6.7063,.7076,0;6.7708,1.4118,0;6.7009,-.775,0;6.0555,-1.5388,0;6.7601,-1.4796,0;3.729,-2.5358,0;4.713,-2.714,0;2.4186,-1.8152,0;-1.3089,-3.2118,0;1.0231,2.6027,0;

Duplicates ChEBI185924_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185924_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185924_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185924_s0.sdf

Formula	C₂₅H₂₈O₆
MW	424.49
InChIKey	VFMQTYFXQGAJKJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
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	2.4
logP	5.1959
PSA	96.22
MR	118.935
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-234.18525
PM7_Total_Energy_ev	-5221.20629
PM7_Electronic_Energy_ev	-46866.01933
PM7_Dipole_Debye	8.35408
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.768
PM7_LUMO_Energy_ev	-0.463
PM7_COSMO_Area_square_ang	427.42
PM7_COSMO_Volue_cubic_ang	508
PM7_Electron_Affinity_ev	0.463
PM7_Ionization_Energy_ev	8.768
PM7_Energy_Gap_ev	8.305
PM7_Global_Hardness_ev	4.1525
PM7_Global_Softness_ev	0.2408187838651415
PM7_Chemical_Potential_ev	-4.6155
PM7_Electronigativity_ev	4.6155
PM7_Back_Donation_Energy_ev	-1.038125
PM7_Electrophilicity_ev	2.565062040939193
OPENEYE_Name	(2~{R},9~{S})-2-(2,6-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-9-(3-methylbut-2-enyl)-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one
SMILES	c1cc(c(c(c1)O)C2CC(=O)c3c(c4c(cc3O)OC(C(C4)CC=C(C)C)(C)C)O2)O
Canonical_SMILES	CC(=CC[C@H]1Cc2c(OC1(C)C)cc(c1c2O[C@H](CC1=O)c1c(O)cccc1O)O)C
InChI	1/C25H28O6/c1-13(2)8-9-14-10-15-20(31-25(14,3)4)11-18(28)23-19(29)12-21(30-24(15)23)22-16(26)6-5-7-17(22)27/h5-8,11,14,21,26-28H,9-10,12H2,1-4H3
InChI_3D	1S/C25H28O6/c1-13(2)8-9-14-10-15-20(31-25(14,3)4)11-18(28)23-19(29)12-21(30-24(15)23)22-16(26)6-5-7-17(22)27/h5-8,11,14,21,26-28H,9-10,12H2,1-4H3/t14-,21+/m0/s1
AuxInfo	1/0/N:21,22,23,24,1,2,3,14,25,16,4,17,15,19,6,10,11,12,13,8,18,7,5,9,20,29,30,31,26,27,28/E:(1,2)(3,4)(6,7)(16,17)(26,27)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;d4s6;s5d6;s2d7;d3s7;s4d5;s5;;d14;s6;s13;s7s17;s16;s19;s15;s15;s20;s20;s14s19;d13;s9s18;s8s20;s10;s11;s12;s1;s2;s3;s4;s14;s16;s16;s17;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;/rC:1.1334,-4.5747,0;1.9002,-3.9327,0;.1902,-4.2272,0;3.0288,1.7326,0;1.5098,.8605,0;3.0202,-.024,0;.7901,-2.5992,0;3.5288,.8513,0;2.0078,-.0133,0;1.7333,-2.9467,0;.0137,-3.2376,0;2.0203,1.7335,0;.5098,.866,0;4.0428,-3.6089,0;4.8059,-4.2552,0;3.5212,-.8973,0;;.4981,-.8737,0;4.5328,-.9029,0;5.0414,-.0275,0;5.7472,-3.9175,0;4.6277,-5.2392,0;6.3865,1.092,0;6.3782,-1.1569,0;4.221,-2.6249,0;.0159,1.7355,0;1.5058,-.8814,0;4.5383,.8534,0;2.5028,-2.3081,0;-.9246,-2.8919,0;1.5231,2.6011,0;1.219,-5.0673,0;2.3693,-4.1056,0;-.1931,-4.5482,0;3.2806,2.1646,0;3.5722,-3.7777,0;3.6058,-1.3901,0;3.0507,-1.0666,0;-.3851,-.3189,0;-.3806,.3242,0;.0272,-1.0418,0;5.002,-1.0756,0;5.5783,-3.4469,0;5.916,-4.3881,0;6.2178,-3.7487,0;4.1357,-5.1501,0;4.5386,-5.7312,0;5.1197,-5.3283,0;6.0667,1.4763,0;6.7063,.7076,0;6.7708,1.4118,0;6.7009,-.775,0;6.0555,-1.5388,0;6.7601,-1.4796,0;3.729,-2.5358,0;4.713,-2.714,0;2.4186,-1.8152,0;-1.3089,-3.2118,0;1.0231,2.6027,0;
Duplicates	ChEBI185924_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185924_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185924_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185924_s0.sdf