CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI31144 (9150)

Formula C₂₂H₁₈O₁₁

MW 458.38

InChIKey DFURSAVCHZIKSU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -1.1

logP -0.3389

PSA 187.89

MR 108.808

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -368.87813

PM7_Total_Energy_ev -6191.95124

PM7_Electronic_Energy_ev -52174.03519

PM7_Dipole_Debye 4.48678

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.316

PM7_LUMO_Energy_ev -1.872

PM7_COSMO_Area_square_ang 395.59

PM7_COSMO_Volue_cubic_ang 473.09

PM7_Electron_Affinity_ev 1.872

PM7_Ionization_Energy_ev 9.316

PM7_Energy_Gap_ev 7.444

PM7_Global_Hardness_ev 3.722

PM7_Global_Softness_ev 0.2686727565824825

PM7_Chemical_Potential_ev -5.594

PM7_Electronigativity_ev 5.594

PM7_Back_Donation_Energy_ev -0.9305

PM7_Electrophilicity_ev 4.203766254701773

OPENEYE_Name methyl (6~{a}~{R},7~{S},10~{a}~{R})-3,6~{a},7,10~{a},12-pentahydroxy-8-methoxy-1-methyl-6,10,11-trioxo-7~{H}-tetracene-2-carboxylate

SMILES c1c2cc(c(c(c2c(c3c1C(=O)C4(C(C(=CC(=O)C4(C3=O)O)OC)O)O)O)C)C(=O)OC)O

Canonical_SMILES COC1=CC(=O)[C@@]2([C@@]([C@@H]1O)(O)C(=O)c1c(C2=O)c(O)c2c(c1)cc(c(c2C)C(=O)OC)O)O

InChI 1/C22H18O11/c1-7-13-8(5-10(23)14(7)20(29)33-3)4-9-15(16(13)25)19(28)21(30)12(24)6-11(32-2)18(27)22(21,31)17(9)26/h4-6,18,23,25,27,30-31H,1-3H3

InChI_3D 1S/C22H18O11/c1-7-13-8(5-10(23)14(7)20(29)33-3)4-9-15(16(13)25)19(28)21(30)12(24)6-11(32-2)18(27)22(21,31)17(9)26/h4-6,18,23,25,27,30-31H,1-3H3/t18-,21-,22-/m1/s1

AuxInfo 1/0/N:20,21,22,1,2,11,8,3,5,9,14,15,4,7,6,10,12,17,13,16,18,19,27,25,28,23,29,24,26,30,31,32,33/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1s2;s3;s1;d5;;s4d7;d2s7;d4s6;;s5;s6;d11;s11;s7;s14;s13s15;s12s17s18;s8;;;d12;d13;d15;d16;s9;s10;s17;s18;s19;s14s21;s16s22;s1;s2;s11;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;s28;s29;s30;s31;/rC:2.6012,1.5123,0;.8679,1.5134,0;1.7358,1.0056,0;1.7371,0,0;3.4735,1.0078,0;3.4738,-.0002,0;;.8679,-.4978,0;0,1.0056,0;2.6038,-.4989,0;6.9531,-.0086,0;4.3415,1.5149,0;4.3422,-.5012,0;6.958,.9998,0;6.0765,-.5057,0;-.8653,-.5012,0;6.0865,1.5111,0;5.2104,0,0;5.2154,1.0084,0;.8676,-1.4978,0;7.8329,2.4946,0;-1.7292,-2.0025,0;4.3398,2.5149,0;4.3423,-1.5012,0;6.0702,-1.5057,0;-1.732,-.0025,0;-.8675,1.5031,0;2.6029,-1.4989,0;5.4456,2.2787,0;4.3456,.5022,0;6.0801,.5062,0;7.827,1.4947,0;-.8639,-1.5012,0;2.5999,2.0123,0;.8679,2.0134,0;7.3845,-.2613,0;6.4097,1.8926,0;.3676,-1.4976,0;1.3676,-1.498,0;.8674,-1.9978,0;7.3329,2.4976,0;8.3329,2.4917,0;7.8358,2.9946,0;-1.4786,-2.4351,0;-1.9798,-1.5698,0;-2.1619,-2.2531,0;-1.2998,1.2518,0;3.0357,-1.7493,0;5.6178,2.7481,0;3.912,.2533,0;6.5138,.7551,0;

Duplicates ChEBI31144

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31144.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31144.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31144.sdf

Formula	C₂₂H₁₈O₁₁
MW	458.38
InChIKey	DFURSAVCHZIKSU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-1.1
logP	-0.3389
PSA	187.89
MR	108.808
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-368.87813
PM7_Total_Energy_ev	-6191.95124
PM7_Electronic_Energy_ev	-52174.03519
PM7_Dipole_Debye	4.48678
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.316
PM7_LUMO_Energy_ev	-1.872
PM7_COSMO_Area_square_ang	395.59
PM7_COSMO_Volue_cubic_ang	473.09
PM7_Electron_Affinity_ev	1.872
PM7_Ionization_Energy_ev	9.316
PM7_Energy_Gap_ev	7.444
PM7_Global_Hardness_ev	3.722
PM7_Global_Softness_ev	0.2686727565824825
PM7_Chemical_Potential_ev	-5.594
PM7_Electronigativity_ev	5.594
PM7_Back_Donation_Energy_ev	-0.9305
PM7_Electrophilicity_ev	4.203766254701773
OPENEYE_Name	methyl (6~{a}~{R},7~{S},10~{a}~{R})-3,6~{a},7,10~{a},12-pentahydroxy-8-methoxy-1-methyl-6,10,11-trioxo-7~{H}-tetracene-2-carboxylate
SMILES	c1c2cc(c(c(c2c(c3c1C(=O)C4(C(C(=CC(=O)C4(C3=O)O)OC)O)O)O)C)C(=O)OC)O
Canonical_SMILES	COC1=CC(=O)[C@@]2([C@@]([C@@H]1O)(O)C(=O)c1c(C2=O)c(O)c2c(c1)cc(c(c2C)C(=O)OC)O)O
InChI	1/C22H18O11/c1-7-13-8(5-10(23)14(7)20(29)33-3)4-9-15(16(13)25)19(28)21(30)12(24)6-11(32-2)18(27)22(21,31)17(9)26/h4-6,18,23,25,27,30-31H,1-3H3
InChI_3D	1S/C22H18O11/c1-7-13-8(5-10(23)14(7)20(29)33-3)4-9-15(16(13)25)19(28)21(30)12(24)6-11(32-2)18(27)22(21,31)17(9)26/h4-6,18,23,25,27,30-31H,1-3H3/t18-,21-,22-/m1/s1
AuxInfo	1/0/N:20,21,22,1,2,11,8,3,5,9,14,15,4,7,6,10,12,17,13,16,18,19,27,25,28,23,29,24,26,30,31,32,33/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1s2;s3;s1;d5;;s4d7;d2s7;d4s6;;s5;s6;d11;s11;s7;s14;s13s15;s12s17s18;s8;;;d12;d13;d15;d16;s9;s10;s17;s18;s19;s14s21;s16s22;s1;s2;s11;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;s28;s29;s30;s31;/rC:2.6012,1.5123,0;.8679,1.5134,0;1.7358,1.0056,0;1.7371,0,0;3.4735,1.0078,0;3.4738,-.0002,0;;.8679,-.4978,0;0,1.0056,0;2.6038,-.4989,0;6.9531,-.0086,0;4.3415,1.5149,0;4.3422,-.5012,0;6.958,.9998,0;6.0765,-.5057,0;-.8653,-.5012,0;6.0865,1.5111,0;5.2104,0,0;5.2154,1.0084,0;.8676,-1.4978,0;7.8329,2.4946,0;-1.7292,-2.0025,0;4.3398,2.5149,0;4.3423,-1.5012,0;6.0702,-1.5057,0;-1.732,-.0025,0;-.8675,1.5031,0;2.6029,-1.4989,0;5.4456,2.2787,0;4.3456,.5022,0;6.0801,.5062,0;7.827,1.4947,0;-.8639,-1.5012,0;2.5999,2.0123,0;.8679,2.0134,0;7.3845,-.2613,0;6.4097,1.8926,0;.3676,-1.4976,0;1.3676,-1.498,0;.8674,-1.9978,0;7.3329,2.4976,0;8.3329,2.4917,0;7.8358,2.9946,0;-1.4786,-2.4351,0;-1.9798,-1.5698,0;-2.1619,-2.2531,0;-1.2998,1.2518,0;3.0357,-1.7493,0;5.6178,2.7481,0;3.912,.2533,0;6.5138,.7551,0;
Duplicates	ChEBI31144
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31144.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31144.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31144.sdf