CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI29606_s0 (8729)

Formula C₂₅H₁₆O₁₂

MW 508.39

InChIKey MRNNMFMPNANLHB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 37

Number_Rings 7

Number_Bonds 59

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 12

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 0.65

logP 1.7821

PSA 185.49

MR 120.399

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -291.16175

PM7_Total_Energy_ev -6824.5608

PM7_Electronic_Energy_ev -58464.19641

PM7_Dipole_Debye 3.43103

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.045

PM7_LUMO_Energy_ev -2.295

PM7_COSMO_Area_square_ang 435.47

PM7_COSMO_Volue_cubic_ang 502.13

PM7_Electron_Affinity_ev 2.295

PM7_Ionization_Energy_ev 9.045

PM7_Energy_Gap_ev 6.75

PM7_Global_Hardness_ev 3.375

PM7_Global_Softness_ev 0.2962962962962963

PM7_Chemical_Potential_ev -5.67

PM7_Electronigativity_ev 5.67

PM7_Back_Donation_Energy_ev -0.84375

PM7_Electrophilicity_ev 4.7628

OPENEYE_Name (2~{S},3~{R},11'~{S},13'~{R})-2',3,4,9-tetrahydroxy-7-methoxy-6'-methyl-spiro[3~{H}-benzo[f]benzofuran-2,14'-5,12,15-trioxatetracyclo[8.5.0.0^{3,8}.0^{11,13}]pentadeca-1(10),2,6,8-tetraene]-4',5,8-trione

SMILES c1c2c(c(c3c1C4C(O4)C5(O3)C(c6c(c(c7c(c6O)C(=O)C=C(C7=O)OC)O)O5)O)O)c(=O)oc(c2)C

Canonical_SMILES COC1=CC(=O)c2c(C1=O)c(O)c1c(c2O)[C@H]([C@@]2(O1)Oc1c(O)c3c(cc1[C@H]1[C@H]2O1)cc(oc3=O)C)O

InChI 1/C25H16O12/c1-6-3-7-4-8-19(17(29)11(7)24(32)34-6)36-25(23-20(8)35-23)22(31)14-16(28)12-9(26)5-10(33-2)15(27)13(12)18(30)21(14)37-25/h3-5,20,22-23,28-31H,1-2H3

InChI_3D 1S/C25H16O12/c1-6-3-7-4-8-19(17(29)11(7)24(32)34-6)36-25(23-20(8)35-23)22(31)14-16(28)12-9(26)5-10(33-2)15(27)13(12)18(30)21(14)37-25/h3-5,20,22-23,28-31H,1-2H3/t20-,22+,23+,25-/m0/s1

AuxInfo 1/0/N:24,25,13,1,14,19,2,6,15,18,5,3,4,7,16,10,12,11,8,20,9,21,22,17,23,26,27,33,35,34,36,28,37,31,32,29,30/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;d3;s2;s1;;d6;s7;s3d7;s4d9;d5s8;s2;;s3s14;s4;s5;d14s16;d13;s6;s7;s20;s21s22;s19;;d15;d16;d17;s8s23;s9s23;s17s19;s20s22;s10;s11;s12;s21;s18s25;s1;s13;s14;s20;s21;s22;s24;s24;s24;s25;s25;s25;s33;s34;s35;s36;/rC:;-.5,-.866,0;6.2709,-.5,0;6.2709,.5,0;0,-1.7321,0;1,0,0;4.5388,-.5,0;1.5,-.866,0;4.5388,.5,0;5.4049,-1,0;5.4049,1,0;1,-1.7321,0;-1.5,-.866,0;8.0029,-.5,0;7.1369,-1,0;7.1369,1,0;-.5,-2.5981,0;8.0029,.5,0;-2,-1.7321,0;1.5,.866,0;3.5878,-.809,0;2.5,.866,0;3,0,0;-3,-1.732,0;9.735,.5,0;7.1369,-2,0;7.1369,2,0;0,-3.4641,0;2.5,-.866,0;3.5878,.809,0;-1.5,-2.5981,0;2,1.7321,0;5.4049,-2,0;5.4049,2,0;1.5,-2.5981,0;3.9945,-1.7226,0;8.869,1,0;-.25,.433,0;-1.75,-.433,0;8.436,-.75,0;1.067,1.116,0;3.1548,-1.059,0;2.933,1.116,0;-3,-2.232,0;-3,-1.232,0;-3.5,-1.732,0;9.485,.067,0;9.985,.933,0;10.168,.25,0;5.8379,-2.25,0;4.9719,2.25,0;2,-2.5981,0;3.7006,-2.1271,0;

Duplicates ChEBI29606_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000029500-0000029749/ChEBI29606_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000029500-0000029749/ChEBI29606_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000029500-0000029749/ChEBI29606_s0.sdf

Formula	C₂₅H₁₆O₁₂
MW	508.39
InChIKey	MRNNMFMPNANLHB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	37
Number_Rings	7
Number_Bonds	59
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	12
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	0.65
logP	1.7821
PSA	185.49
MR	120.399
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-291.16175
PM7_Total_Energy_ev	-6824.5608
PM7_Electronic_Energy_ev	-58464.19641
PM7_Dipole_Debye	3.43103
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.045
PM7_LUMO_Energy_ev	-2.295
PM7_COSMO_Area_square_ang	435.47
PM7_COSMO_Volue_cubic_ang	502.13
PM7_Electron_Affinity_ev	2.295
PM7_Ionization_Energy_ev	9.045
PM7_Energy_Gap_ev	6.75
PM7_Global_Hardness_ev	3.375
PM7_Global_Softness_ev	0.2962962962962963
PM7_Chemical_Potential_ev	-5.67
PM7_Electronigativity_ev	5.67
PM7_Back_Donation_Energy_ev	-0.84375
PM7_Electrophilicity_ev	4.7628
OPENEYE_Name	(2~{S},3~{R},11'~{S},13'~{R})-2',3,4,9-tetrahydroxy-7-methoxy-6'-methyl-spiro[3~{H}-benzo[f]benzofuran-2,14'-5,12,15-trioxatetracyclo[8.5.0.0^{3,8}.0^{11,13}]pentadeca-1(10),2,6,8-tetraene]-4',5,8-trione
SMILES	c1c2c(c(c3c1C4C(O4)C5(O3)C(c6c(c(c7c(c6O)C(=O)C=C(C7=O)OC)O)O5)O)O)c(=O)oc(c2)C
Canonical_SMILES	COC1=CC(=O)c2c(C1=O)c(O)c1c(c2O)[C@H]([C@@]2(O1)Oc1c(O)c3c(cc1[C@H]1[C@H]2O1)cc(oc3=O)C)O
InChI	1/C25H16O12/c1-6-3-7-4-8-19(17(29)11(7)24(32)34-6)36-25(23-20(8)35-23)22(31)14-16(28)12-9(26)5-10(33-2)15(27)13(12)18(30)21(14)37-25/h3-5,20,22-23,28-31H,1-2H3
InChI_3D	1S/C25H16O12/c1-6-3-7-4-8-19(17(29)11(7)24(32)34-6)36-25(23-20(8)35-23)22(31)14-16(28)12-9(26)5-10(33-2)15(27)13(12)18(30)21(14)37-25/h3-5,20,22-23,28-31H,1-2H3/t20-,22+,23+,25-/m0/s1
AuxInfo	1/0/N:24,25,13,1,14,19,2,6,15,18,5,3,4,7,16,10,12,11,8,20,9,21,22,17,23,26,27,33,35,34,36,28,37,31,32,29,30/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;d3;s2;s1;;d6;s7;s3d7;s4d9;d5s8;s2;;s3s14;s4;s5;d14s16;d13;s6;s7;s20;s21s22;s19;;d15;d16;d17;s8s23;s9s23;s17s19;s20s22;s10;s11;s12;s21;s18s25;s1;s13;s14;s20;s21;s22;s24;s24;s24;s25;s25;s25;s33;s34;s35;s36;/rC:;-.5,-.866,0;6.2709,-.5,0;6.2709,.5,0;0,-1.7321,0;1,0,0;4.5388,-.5,0;1.5,-.866,0;4.5388,.5,0;5.4049,-1,0;5.4049,1,0;1,-1.7321,0;-1.5,-.866,0;8.0029,-.5,0;7.1369,-1,0;7.1369,1,0;-.5,-2.5981,0;8.0029,.5,0;-2,-1.7321,0;1.5,.866,0;3.5878,-.809,0;2.5,.866,0;3,0,0;-3,-1.732,0;9.735,.5,0;7.1369,-2,0;7.1369,2,0;0,-3.4641,0;2.5,-.866,0;3.5878,.809,0;-1.5,-2.5981,0;2,1.7321,0;5.4049,-2,0;5.4049,2,0;1.5,-2.5981,0;3.9945,-1.7226,0;8.869,1,0;-.25,.433,0;-1.75,-.433,0;8.436,-.75,0;1.067,1.116,0;3.1548,-1.059,0;2.933,1.116,0;-3,-2.232,0;-3,-1.232,0;-3.5,-1.732,0;9.485,.067,0;9.985,.933,0;10.168,.25,0;5.8379,-2.25,0;4.9719,2.25,0;2,-2.5981,0;3.7006,-2.1271,0;
Duplicates	ChEBI29606_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000029500-0000029749/ChEBI29606_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000029500-0000029749/ChEBI29606_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000029500-0000029749/ChEBI29606_s0.sdf