CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178576 (94697)

Formula C₂₅H₂₄O₆

MW 420.46

InChIKey WNJJWUYKQKUQED-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 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 3.14

logP 5.8266

PSA 104.04

MR 123.271

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -173.69525

PM7_Total_Energy_ev -5165.33561

PM7_Electronic_Energy_ev -43225.1555

PM7_Dipole_Debye 3.41346

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.777

PM7_LUMO_Energy_ev -0.808

PM7_COSMO_Area_square_ang 428.78

PM7_COSMO_Volue_cubic_ang 492.6

PM7_Electron_Affinity_ev 0.808

PM7_Ionization_Energy_ev 8.777

PM7_Energy_Gap_ev 7.969

PM7_Global_Hardness_ev 3.9845

PM7_Global_Softness_ev 0.25097251850922325

PM7_Chemical_Potential_ev -4.7925

PM7_Electronigativity_ev 4.7925

PM7_Back_Donation_Energy_ev -0.996125

PM7_Electrophilicity_ev 2.882175461162003

OPENEYE_Name 1,3,8-trihydroxy-2,7-bis(3-methylbut-2-enyl)benzofuro[2,3-b]chromen-11-one

SMILES c1cc(c(c2c1c3c(o2)oc4cc(c(c(c4c3=O)O)CC=C(C)C)O)CC=C(C)C)O

Canonical_SMILES CC(=CCc1c(O)cc2c(c1O)c(=O)c1c(o2)oc2c1ccc(c2CC=C(C)C)O)C

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

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

AuxInfo 1/0/N:22,23,20,21,17,16,25,24,1,2,3,19,18,8,7,4,11,12,10,5,6,13,15,9,14,29,30,31,26,28,27/E:(1,2)(3,4)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s4;;;;d4s7;d3s6;s2d7;s3d8;d6s8;d5;s5s6;;;d16;d17;s18;s18;s19;s19;s7s16;s8s17;d15;s9s14;s10s14;s11;s12;s13;s1;s2;s3;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s29;s30;s31;/rC:6.0818,-1.5041,0;6.9528,-1.0022,0;.8719,.5038,0;5.2135,-1.0018,0;3.4762,-1.004,0;1.7418,-1.0055,0;6.0808,.5048,0;.0042,-1.0111,0;5.2154,.0036,0;1.7424,.0018,0;6.9498,.007,0;;.8754,-1.5086,0;3.4792,.0014,0;2.6102,-1.5042,0;6.0761,2.5048,0;-1.7234,-2.0188,0;6.9409,3.0068,0;-1.7189,-3.0188,0;6.9385,4.0068,0;7.8081,2.5089,0;-2.5827,-3.5226,0;-.8507,-3.5149,0;6.0784,1.5048,0;-.8596,-1.5149,0;2.6114,-2.5042,0;4.3407,.5126,0;2.6115,.5047,0;7.8142,.5098,0;-.8671,.498,0;.879,-2.5086,0;6.0814,-2.0041,0;7.3861,-1.2517,0;.8717,1.0038,0;5.6425,2.7538,0;-2.1575,-1.7707,0;6.4385,4.0057,0;7.4385,4.008,0;6.9373,4.5068,0;8.0571,2.9425,0;7.5591,2.0753,0;8.2417,2.2599,0;-2.8347,-3.0907,0;-2.3308,-3.9545,0;-3.0146,-3.7745,0;-1.0988,-3.949,0;-.6026,-3.0808,0;-.4166,-3.763,0;6.5784,1.506,0;5.5784,1.5036,0;-.6077,-1.9468,0;-1.1115,-1.083,0;7.8126,1.0098,0;-1.2996,.2471,0;1.3129,-2.757,0;

Duplicates ChEBI178576

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178576.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178576.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178576.sdf

Formula	C₂₅H₂₄O₆
MW	420.46
InChIKey	WNJJWUYKQKUQED-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	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	3.14
logP	5.8266
PSA	104.04
MR	123.271
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-173.69525
PM7_Total_Energy_ev	-5165.33561
PM7_Electronic_Energy_ev	-43225.1555
PM7_Dipole_Debye	3.41346
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.777
PM7_LUMO_Energy_ev	-0.808
PM7_COSMO_Area_square_ang	428.78
PM7_COSMO_Volue_cubic_ang	492.6
PM7_Electron_Affinity_ev	0.808
PM7_Ionization_Energy_ev	8.777
PM7_Energy_Gap_ev	7.969
PM7_Global_Hardness_ev	3.9845
PM7_Global_Softness_ev	0.25097251850922325
PM7_Chemical_Potential_ev	-4.7925
PM7_Electronigativity_ev	4.7925
PM7_Back_Donation_Energy_ev	-0.996125
PM7_Electrophilicity_ev	2.882175461162003
OPENEYE_Name	1,3,8-trihydroxy-2,7-bis(3-methylbut-2-enyl)benzofuro[2,3-b]chromen-11-one
SMILES	c1cc(c(c2c1c3c(o2)oc4cc(c(c(c4c3=O)O)CC=C(C)C)O)CC=C(C)C)O
Canonical_SMILES	CC(=CCc1c(O)cc2c(c1O)c(=O)c1c(o2)oc2c1ccc(c2CC=C(C)C)O)C
InChI	1/C25H24O6/c1-12(2)5-7-14-18(27)11-19-21(22(14)28)23(29)20-16-9-10-17(26)15(8-6-13(3)4)24(16)31-25(20)30-19/h5-6,9-11,26-28H,7-8H2,1-4H3
InChI_3D	1S/C25H24O6/c1-12(2)5-7-14-18(27)11-19-21(22(14)28)23(29)20-16-9-10-17(26)15(8-6-13(3)4)24(16)31-25(20)30-19/h5-6,9-11,26-28H,7-8H2,1-4H3
AuxInfo	1/0/N:22,23,20,21,17,16,25,24,1,2,3,19,18,8,7,4,11,12,10,5,6,13,15,9,14,29,30,31,26,28,27/E:(1,2)(3,4)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s4;;;;d4s7;d3s6;s2d7;s3d8;d6s8;d5;s5s6;;;d16;d17;s18;s18;s19;s19;s7s16;s8s17;d15;s9s14;s10s14;s11;s12;s13;s1;s2;s3;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s29;s30;s31;/rC:6.0818,-1.5041,0;6.9528,-1.0022,0;.8719,.5038,0;5.2135,-1.0018,0;3.4762,-1.004,0;1.7418,-1.0055,0;6.0808,.5048,0;.0042,-1.0111,0;5.2154,.0036,0;1.7424,.0018,0;6.9498,.007,0;;.8754,-1.5086,0;3.4792,.0014,0;2.6102,-1.5042,0;6.0761,2.5048,0;-1.7234,-2.0188,0;6.9409,3.0068,0;-1.7189,-3.0188,0;6.9385,4.0068,0;7.8081,2.5089,0;-2.5827,-3.5226,0;-.8507,-3.5149,0;6.0784,1.5048,0;-.8596,-1.5149,0;2.6114,-2.5042,0;4.3407,.5126,0;2.6115,.5047,0;7.8142,.5098,0;-.8671,.498,0;.879,-2.5086,0;6.0814,-2.0041,0;7.3861,-1.2517,0;.8717,1.0038,0;5.6425,2.7538,0;-2.1575,-1.7707,0;6.4385,4.0057,0;7.4385,4.008,0;6.9373,4.5068,0;8.0571,2.9425,0;7.5591,2.0753,0;8.2417,2.2599,0;-2.8347,-3.0907,0;-2.3308,-3.9545,0;-3.0146,-3.7745,0;-1.0988,-3.949,0;-.6026,-3.0808,0;-.4166,-3.763,0;6.5784,1.506,0;5.5784,1.5036,0;-.6077,-1.9468,0;-1.1115,-1.083,0;7.8126,1.0098,0;-1.2996,.2471,0;1.3129,-2.757,0;
Duplicates	ChEBI178576
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178576.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178576.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178576.sdf