CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178563 (94685)

Formula C₂₅H₂₄O₆

MW 420.46

InChIKey NRGDUDNBWFMMIW-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 3.01

logP 5.2697

PSA 100.13

MR 121.83

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -175.94417

PM7_Total_Energy_ev -5165.41714

PM7_Electronic_Energy_ev -44805.02853

PM7_Dipole_Debye 4.02964

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.78

PM7_LUMO_Energy_ev -0.901

PM7_COSMO_Area_square_ang 412.35

PM7_COSMO_Volue_cubic_ang 502.06

PM7_Electron_Affinity_ev 0.901

PM7_Ionization_Energy_ev 8.78

PM7_Energy_Gap_ev 7.879

PM7_Global_Hardness_ev 3.9395

PM7_Global_Softness_ev 0.2538393197106232

PM7_Chemical_Potential_ev -4.8405

PM7_Electronigativity_ev 4.8405

PM7_Back_Donation_Energy_ev -0.984875

PM7_Electrophilicity_ev 2.973783506790202

OPENEYE_Name 8-(3,4-dihydroxyphenyl)-7-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one

SMILES c1cc(c(cc1c2c(c(=O)c3cc4c(c(c3o2)CC=C(C)C)OC(C=C4)(C)C)O)O)O

Canonical_SMILES CC(=CCc1c2OC(C)(C)C=Cc2cc2c1oc(c1ccc(c(c1)O)O)c(c2=O)O)C

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

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

AuxInfo 1/0/N:21,22,23,24,18,1,25,2,13,14,3,4,19,5,6,8,7,11,12,16,17,9,15,10,20,29,30,26,31,27,28/E:(1,2)(3,4)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d4;d3;s3;;s6d8;d7s8;s2;s4d11;s6;d13;s5;s7;d15s16;;d18;s14;s19;s19;s20;s20;s8s18;d16;s10s15;s9s20;s11;s12;s17;s1;s2;s3;s4;s13;s14;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;/rC:-.8653,-2.5069,0;-1.7285,-3.0119,0;2.6012,.5067,0;-1.7373,-1.0067,0;-.8653,-1.5068,0;3.4735,.0022,0;1.7358,0,0;2.6038,-1.5045,0;3.4738,-1.0059,0;1.7371,-1.0056,0;-2.6005,-2.5118,0;-2.6093,-1.5067,0;4.3415,.5093,0;5.2154,.0028,0;0,-1.0056,0;.8679,.5078,0;;2.6019,-3.5045,0;1.7354,-4.0037,0;5.2158,-1.0053,0;1.7344,-5.0037,0;.8698,-3.5029,0;6.9394,-.7023,0;5.8119,-2.6506,0;2.6028,-2.5045,0;.8679,1.5078,0;.8679,-1.5034,0;4.3422,-1.5069,0;-3.4636,-3.0168,0;-3.4767,-1.0092,0;-.8675,.4975,0;-.4316,-2.7556,0;-1.7263,-3.5119,0;2.5999,1.0067,0;-1.7372,-.5067,0;4.3406,1.0093,0;5.6486,.2525,0;3.0347,-3.7549,0;2.2344,-5.0042,0;1.2344,-5.0032,0;1.734,-5.5037,0;.6194,-3.9356,0;1.1203,-3.0701,0;.4371,-3.2524,0;7.0259,-1.1948,0;6.8528,-.2099,0;7.4318,-.6158,0;6.282,-2.4803,0;5.3418,-2.821,0;5.9823,-3.1207,0;3.1028,-2.505,0;2.1029,-2.504,0;-3.4607,-3.5168,0;-3.909,-1.2604,0;-.8689,.9975,0;

Duplicates ChEBI178563

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178563.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178563.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178563.sdf

Formula	C₂₅H₂₄O₆
MW	420.46
InChIKey	NRGDUDNBWFMMIW-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	3.01
logP	5.2697
PSA	100.13
MR	121.83
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-175.94417
PM7_Total_Energy_ev	-5165.41714
PM7_Electronic_Energy_ev	-44805.02853
PM7_Dipole_Debye	4.02964
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.78
PM7_LUMO_Energy_ev	-0.901
PM7_COSMO_Area_square_ang	412.35
PM7_COSMO_Volue_cubic_ang	502.06
PM7_Electron_Affinity_ev	0.901
PM7_Ionization_Energy_ev	8.78
PM7_Energy_Gap_ev	7.879
PM7_Global_Hardness_ev	3.9395
PM7_Global_Softness_ev	0.2538393197106232
PM7_Chemical_Potential_ev	-4.8405
PM7_Electronigativity_ev	4.8405
PM7_Back_Donation_Energy_ev	-0.984875
PM7_Electrophilicity_ev	2.973783506790202
OPENEYE_Name	8-(3,4-dihydroxyphenyl)-7-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one
SMILES	c1cc(c(cc1c2c(c(=O)c3cc4c(c(c3o2)CC=C(C)C)OC(C=C4)(C)C)O)O)O
Canonical_SMILES	CC(=CCc1c2OC(C)(C)C=Cc2cc2c1oc(c1ccc(c(c1)O)O)c(c2=O)O)C
InChI	1/C25H24O6/c1-13(2)5-7-16-22-15(9-10-25(3,4)31-22)11-17-20(28)21(29)23(30-24(16)17)14-6-8-18(26)19(27)12-14/h5-6,8-12,26-27,29H,7H2,1-4H3
InChI_3D	1S/C25H24O6/c1-13(2)5-7-16-22-15(9-10-25(3,4)31-22)11-17-20(28)21(29)23(30-24(16)17)14-6-8-18(26)19(27)12-14/h5-6,8-12,26-27,29H,7H2,1-4H3
AuxInfo	1/0/N:21,22,23,24,18,1,25,2,13,14,3,4,19,5,6,8,7,11,12,16,17,9,15,10,20,29,30,26,31,27,28/E:(1,2)(3,4)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d4;d3;s3;;s6d8;d7s8;s2;s4d11;s6;d13;s5;s7;d15s16;;d18;s14;s19;s19;s20;s20;s8s18;d16;s10s15;s9s20;s11;s12;s17;s1;s2;s3;s4;s13;s14;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;/rC:-.8653,-2.5069,0;-1.7285,-3.0119,0;2.6012,.5067,0;-1.7373,-1.0067,0;-.8653,-1.5068,0;3.4735,.0022,0;1.7358,0,0;2.6038,-1.5045,0;3.4738,-1.0059,0;1.7371,-1.0056,0;-2.6005,-2.5118,0;-2.6093,-1.5067,0;4.3415,.5093,0;5.2154,.0028,0;0,-1.0056,0;.8679,.5078,0;;2.6019,-3.5045,0;1.7354,-4.0037,0;5.2158,-1.0053,0;1.7344,-5.0037,0;.8698,-3.5029,0;6.9394,-.7023,0;5.8119,-2.6506,0;2.6028,-2.5045,0;.8679,1.5078,0;.8679,-1.5034,0;4.3422,-1.5069,0;-3.4636,-3.0168,0;-3.4767,-1.0092,0;-.8675,.4975,0;-.4316,-2.7556,0;-1.7263,-3.5119,0;2.5999,1.0067,0;-1.7372,-.5067,0;4.3406,1.0093,0;5.6486,.2525,0;3.0347,-3.7549,0;2.2344,-5.0042,0;1.2344,-5.0032,0;1.734,-5.5037,0;.6194,-3.9356,0;1.1203,-3.0701,0;.4371,-3.2524,0;7.0259,-1.1948,0;6.8528,-.2099,0;7.4318,-.6158,0;6.282,-2.4803,0;5.3418,-2.821,0;5.9823,-3.1207,0;3.1028,-2.505,0;2.1029,-2.504,0;-3.4607,-3.5168,0;-3.909,-1.2604,0;-.8689,.9975,0;
Duplicates	ChEBI178563
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178563.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178563.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178563.sdf