CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178575 (94696)

Formula C₂₅H₂₄O₆

MW 420.46

InChIKey NJVSYIMNJLJFLD-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.71

logP 5.1727

PSA 85.22

MR 117.79

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -203.98449

PM7_Total_Energy_ev -5166.61253

PM7_Electronic_Energy_ev -44688.43138

PM7_Dipole_Debye 4.17807

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.673

PM7_LUMO_Energy_ev -0.522

PM7_COSMO_Area_square_ang 411.4

PM7_COSMO_Volue_cubic_ang 489.29

PM7_Electron_Affinity_ev 0.522

PM7_Ionization_Energy_ev 8.673

PM7_Energy_Gap_ev 8.151

PM7_Global_Hardness_ev 4.0755

PM7_Global_Softness_ev 0.245368666421298

PM7_Chemical_Potential_ev -4.5975

PM7_Electronigativity_ev 4.5975

PM7_Back_Donation_Energy_ev -1.018875

PM7_Electrophilicity_ev 2.5931795178505705

OPENEYE_Name (2~{S})-5,7-dihydroxy-2-(2,2,8,8-tetramethylpyrano[2,3-f]chromen-6-yl)chroman-4-one

SMILES c1c2c(c3c(c1C4CC(=O)c5c(cc(cc5O)O)O4)OC(C=C3)(C)C)OC(C=C2)(C)C

Canonical_SMILES Oc1cc2O[C@@H](CC(=O)c2c(c1)O)c1cc2C=CC(Oc2c2c1OC(C)(C)C=C2)(C)C

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

InChI_3D 1S/C25H24O6/c1-24(2)7-5-13-9-16(23-15(22(13)30-24)6-8-25(3,4)31-23)19-12-18(28)21-17(27)10-14(26)11-20(21)29-19/h5-11,19,26-27H,12H2,1-4H3/t19-/m0/s1

AuxInfo 1/0/N:22,23,24,25,13,14,15,16,1,3,2,18,4,11,5,7,12,17,19,8,6,9,10,20,21,30,31,26,27,28,29/E:(1,2)(3,4)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;;s1;d2s6;s4d5;s5d7;s2d3;s3d6;s4;s5;d13;d14;s6;s17;s7s18;s15;s16;s20;s20;s21;s21;d17;s8s19;s9s20;s10s21;s11;s12;s1;s2;s3;s13;s14;s15;s16;s18;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s30;s31;/rC:2.0203,1.7335,0;1.4757,4.2816,0;2.0887,5.9154,0;1.5098,.8605,0;3.0202,-.024,0;3.1963,4.5786,0;3.0288,1.7326,0;2.4214,3.9356,0;2.0078,-.0133,0;3.5288,.8513,0;1.3139,5.2742,0;3.0256,5.5639,0;.5098,.866,0;3.5212,-.8973,0;;4.5328,-.9029,0;4.1355,4.2309,0;4.3075,3.2395,0;3.5324,2.5965,0;.4981,-.8737,0;5.0414,-.0275,0;.7901,-2.5992,0;-1.15,-1.4621,0;6.3865,1.092,0;6.3782,-1.1569,0;4.9042,4.8706,0;2.5854,2.945,0;1.5058,-.8814,0;4.5383,.8534,0;.3776,5.6255,0;3.7957,6.2018,0;1.7717,2.1673,0;1.0904,3.963,0;2.006,6.4085,0;.2628,1.3007,0;3.2694,-1.3293,0;-.5,.0035,0;4.781,-1.3369,0;4.5554,2.8053,0;4.778,3.4087,0;3.9139,2.2732,0;1.2831,-2.5158,0;.2971,-2.6826,0;.8735,-3.0922,0;-.9819,-1.933,0;-1.3181,-.9912,0;-1.6209,-1.6302,0;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;.2957,6.1188,0;4.2645,6.0278,0;

Duplicates ChEBI178575

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178575.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178575.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178575.sdf

Formula	C₂₅H₂₄O₆
MW	420.46
InChIKey	NJVSYIMNJLJFLD-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.71
logP	5.1727
PSA	85.22
MR	117.79
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-203.98449
PM7_Total_Energy_ev	-5166.61253
PM7_Electronic_Energy_ev	-44688.43138
PM7_Dipole_Debye	4.17807
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.673
PM7_LUMO_Energy_ev	-0.522
PM7_COSMO_Area_square_ang	411.4
PM7_COSMO_Volue_cubic_ang	489.29
PM7_Electron_Affinity_ev	0.522
PM7_Ionization_Energy_ev	8.673
PM7_Energy_Gap_ev	8.151
PM7_Global_Hardness_ev	4.0755
PM7_Global_Softness_ev	0.245368666421298
PM7_Chemical_Potential_ev	-4.5975
PM7_Electronigativity_ev	4.5975
PM7_Back_Donation_Energy_ev	-1.018875
PM7_Electrophilicity_ev	2.5931795178505705
OPENEYE_Name	(2~{S})-5,7-dihydroxy-2-(2,2,8,8-tetramethylpyrano[2,3-f]chromen-6-yl)chroman-4-one
SMILES	c1c2c(c3c(c1C4CC(=O)c5c(cc(cc5O)O)O4)OC(C=C3)(C)C)OC(C=C2)(C)C
Canonical_SMILES	Oc1cc2O[C@@H](CC(=O)c2c(c1)O)c1cc2C=CC(Oc2c2c1OC(C)(C)C=C2)(C)C
InChI	1/C25H24O6/c1-24(2)7-5-13-9-16(23-15(22(13)30-24)6-8-25(3,4)31-23)19-12-18(28)21-17(27)10-14(26)11-20(21)29-19/h5-11,19,26-27H,12H2,1-4H3
InChI_3D	1S/C25H24O6/c1-24(2)7-5-13-9-16(23-15(22(13)30-24)6-8-25(3,4)31-23)19-12-18(28)21-17(27)10-14(26)11-20(21)29-19/h5-11,19,26-27H,12H2,1-4H3/t19-/m0/s1
AuxInfo	1/0/N:22,23,24,25,13,14,15,16,1,3,2,18,4,11,5,7,12,17,19,8,6,9,10,20,21,30,31,26,27,28,29/E:(1,2)(3,4)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;;s1;d2s6;s4d5;s5d7;s2d3;s3d6;s4;s5;d13;d14;s6;s17;s7s18;s15;s16;s20;s20;s21;s21;d17;s8s19;s9s20;s10s21;s11;s12;s1;s2;s3;s13;s14;s15;s16;s18;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s30;s31;/rC:2.0203,1.7335,0;1.4757,4.2816,0;2.0887,5.9154,0;1.5098,.8605,0;3.0202,-.024,0;3.1963,4.5786,0;3.0288,1.7326,0;2.4214,3.9356,0;2.0078,-.0133,0;3.5288,.8513,0;1.3139,5.2742,0;3.0256,5.5639,0;.5098,.866,0;3.5212,-.8973,0;;4.5328,-.9029,0;4.1355,4.2309,0;4.3075,3.2395,0;3.5324,2.5965,0;.4981,-.8737,0;5.0414,-.0275,0;.7901,-2.5992,0;-1.15,-1.4621,0;6.3865,1.092,0;6.3782,-1.1569,0;4.9042,4.8706,0;2.5854,2.945,0;1.5058,-.8814,0;4.5383,.8534,0;.3776,5.6255,0;3.7957,6.2018,0;1.7717,2.1673,0;1.0904,3.963,0;2.006,6.4085,0;.2628,1.3007,0;3.2694,-1.3293,0;-.5,.0035,0;4.781,-1.3369,0;4.5554,2.8053,0;4.778,3.4087,0;3.9139,2.2732,0;1.2831,-2.5158,0;.2971,-2.6826,0;.8735,-3.0922,0;-.9819,-1.933,0;-1.3181,-.9912,0;-1.6209,-1.6302,0;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;.2957,6.1188,0;4.2645,6.0278,0;
Duplicates	ChEBI178575
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178575.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178575.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178575.sdf