CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178580_s0 (94701)

Formula C₂₅H₂₄O₆

MW 420.46

InChIKey XWOSDRWRTNHQNR-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 7

Unbranched_Chain 3

Chiral_Centers 1

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 3.4

logP 5.4875

PSA 100.13

MR 121.671

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -192.167

PM7_Total_Energy_ev -5166.13485

PM7_Electronic_Energy_ev -43369.02852

PM7_Dipole_Debye 7.18548

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.768

PM7_LUMO_Energy_ev -0.785

PM7_COSMO_Area_square_ang 429.41

PM7_COSMO_Volue_cubic_ang 496.81

PM7_Electron_Affinity_ev 0.785

PM7_Ionization_Energy_ev 8.768

PM7_Energy_Gap_ev 7.983

PM7_Global_Hardness_ev 3.9915

PM7_Global_Softness_ev 0.2505323813102844

PM7_Chemical_Potential_ev -4.7765

PM7_Electronigativity_ev 4.7765

PM7_Back_Donation_Energy_ev -0.997875

PM7_Electrophilicity_ev 2.857942158336465

OPENEYE_Name (8~{R})-2-(2,4-dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-enyl)pyrano[2,3-h]chromen-4-one

SMILES c1cc(cc(c1c2cc(=O)c3c(o2)c4c(cc3O)OC(C=C4)(C)CCC=C(C)C)O)O

Canonical_SMILES CC(=CCC[C@]1(C)C=Cc2c(O1)cc(c1c2oc(cc1=O)c1ccc(cc1O)O)O)C

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

InChI_3D 1S/C25H24O6/c1-14(2)5-4-9-25(3)10-8-17-22(31-25)13-20(29)23-19(28)12-21(30-24(17)23)16-7-6-15(26)11-18(16)27/h5-8,10-13,26-27,29H,4,9H2,1-3H3/t25-/m1/s1

AuxInfo 1/0/N:21,22,23,24,18,2,1,13,25,15,4,14,3,19,10,5,6,12,17,11,16,8,7,9,20,29,31,26,30,27,28/E:(1,2)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;d3s6;d6s7;s2d4;s3d7;s4d5;s6;;d13;s5d14;s7s14;;d18;s15;s19;s19;s20;s18;s20s24;d17;s9s16;s8s20;s10;s11;s12;s1;s2;s3;s4;s13;s14;s15;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s29;s30;s31;/rC:-1.0127,-1.7269,0;-1.5184,-2.5896,0;3.0288,1.7326,0;-.024,-3.4714,0;-.0076,-1.7364,0;3.0202,-.024,0;1.5098,.8605,0;3.5288,.8513,0;2.0078,-.0133,0;-1.0292,-3.4618,0;2.0203,1.7335,0;.4919,-2.6087,0;3.5212,-.8973,0;;4.5328,-.9029,0;.4981,-.8737,0;.5098,.866,0;7.9059,-2.4477,0;7.7289,-3.4319,0;5.0414,-.0275,0;6.7881,-3.7707,0;8.4928,-4.0772,0;5.81,.6122,0;7.142,-1.8023,0;6.3782,-1.1569,0;.0159,1.7355,0;1.5058,-.8814,0;4.5383,.8534,0;-1.5386,-4.3223,0;1.5231,2.6011,0;1.4918,-2.6182,0;-1.2592,-1.2919,0;-2.0184,-2.5849,0;3.2806,2.1646,0;.2206,-3.9074,0;3.2694,-1.3293,0;-.5,.0035,0;4.781,-1.3369,0;8.3763,-2.2782,0;6.6187,-3.3003,0;6.9575,-4.2411,0;6.3177,-3.9401,0;8.1701,-4.4592,0;8.8155,-3.6953,0;8.8747,-4.3999,0;6.1299,.2279,0;6.1943,.932,0;5.4902,.9965,0;6.8193,-2.1842,0;7.4647,-1.4203,0;6.7009,-.775,0;6.0555,-1.5388,0;-1.2934,-4.758,0;1.0231,2.6027,0;1.7459,-2.1876,0;

Duplicates ChEBI178580_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178580_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178580_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178580_s0.sdf

Formula	C₂₅H₂₄O₆
MW	420.46
InChIKey	XWOSDRWRTNHQNR-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	7
Unbranched_Chain	3
Chiral_Centers	1
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	3.4
logP	5.4875
PSA	100.13
MR	121.671
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-192.167
PM7_Total_Energy_ev	-5166.13485
PM7_Electronic_Energy_ev	-43369.02852
PM7_Dipole_Debye	7.18548
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.768
PM7_LUMO_Energy_ev	-0.785
PM7_COSMO_Area_square_ang	429.41
PM7_COSMO_Volue_cubic_ang	496.81
PM7_Electron_Affinity_ev	0.785
PM7_Ionization_Energy_ev	8.768
PM7_Energy_Gap_ev	7.983
PM7_Global_Hardness_ev	3.9915
PM7_Global_Softness_ev	0.2505323813102844
PM7_Chemical_Potential_ev	-4.7765
PM7_Electronigativity_ev	4.7765
PM7_Back_Donation_Energy_ev	-0.997875
PM7_Electrophilicity_ev	2.857942158336465
OPENEYE_Name	(8~{R})-2-(2,4-dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-enyl)pyrano[2,3-h]chromen-4-one
SMILES	c1cc(cc(c1c2cc(=O)c3c(o2)c4c(cc3O)OC(C=C4)(C)CCC=C(C)C)O)O
Canonical_SMILES	CC(=CCC[C@]1(C)C=Cc2c(O1)cc(c1c2oc(cc1=O)c1ccc(cc1O)O)O)C
InChI	1/C25H24O6/c1-14(2)5-4-9-25(3)10-8-17-22(31-25)13-20(29)23-19(28)12-21(30-24(17)23)16-7-6-15(26)11-18(16)27/h5-8,10-13,26-27,29H,4,9H2,1-3H3
InChI_3D	1S/C25H24O6/c1-14(2)5-4-9-25(3)10-8-17-22(31-25)13-20(29)23-19(28)12-21(30-24(17)23)16-7-6-15(26)11-18(16)27/h5-8,10-13,26-27,29H,4,9H2,1-3H3/t25-/m1/s1
AuxInfo	1/0/N:21,22,23,24,18,2,1,13,25,15,4,14,3,19,10,5,6,12,17,11,16,8,7,9,20,29,31,26,30,27,28/E:(1,2)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;d3s6;d6s7;s2d4;s3d7;s4d5;s6;;d13;s5d14;s7s14;;d18;s15;s19;s19;s20;s18;s20s24;d17;s9s16;s8s20;s10;s11;s12;s1;s2;s3;s4;s13;s14;s15;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s29;s30;s31;/rC:-1.0127,-1.7269,0;-1.5184,-2.5896,0;3.0288,1.7326,0;-.024,-3.4714,0;-.0076,-1.7364,0;3.0202,-.024,0;1.5098,.8605,0;3.5288,.8513,0;2.0078,-.0133,0;-1.0292,-3.4618,0;2.0203,1.7335,0;.4919,-2.6087,0;3.5212,-.8973,0;;4.5328,-.9029,0;.4981,-.8737,0;.5098,.866,0;7.9059,-2.4477,0;7.7289,-3.4319,0;5.0414,-.0275,0;6.7881,-3.7707,0;8.4928,-4.0772,0;5.81,.6122,0;7.142,-1.8023,0;6.3782,-1.1569,0;.0159,1.7355,0;1.5058,-.8814,0;4.5383,.8534,0;-1.5386,-4.3223,0;1.5231,2.6011,0;1.4918,-2.6182,0;-1.2592,-1.2919,0;-2.0184,-2.5849,0;3.2806,2.1646,0;.2206,-3.9074,0;3.2694,-1.3293,0;-.5,.0035,0;4.781,-1.3369,0;8.3763,-2.2782,0;6.6187,-3.3003,0;6.9575,-4.2411,0;6.3177,-3.9401,0;8.1701,-4.4592,0;8.8155,-3.6953,0;8.8747,-4.3999,0;6.1299,.2279,0;6.1943,.932,0;5.4902,.9965,0;6.8193,-2.1842,0;7.4647,-1.4203,0;6.7009,-.775,0;6.0555,-1.5388,0;-1.2934,-4.758,0;1.0231,2.6027,0;1.7459,-2.1876,0;
Duplicates	ChEBI178580_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178580_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178580_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178580_s0.sdf