CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5168 (2192)

Formula C₂₀H₁₈O₉

MW 402.36

InChIKey AEQMIFRODRFTJF-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.21

logP 0.001

PSA 153.75

MR 96.9754

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -326.53566

PM7_Total_Energy_ev -5356.96782

PM7_Electronic_Energy_ev -41041.80848

PM7_Dipole_Debye 5.43159

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.507

PM7_LUMO_Energy_ev -1.816

PM7_COSMO_Area_square_ang 376.82

PM7_COSMO_Volue_cubic_ang 422.38

PM7_Electron_Affinity_ev 1.816

PM7_Ionization_Energy_ev 9.507

PM7_Energy_Gap_ev 7.691

PM7_Global_Hardness_ev 3.8455

PM7_Global_Softness_ev 0.26004420751527757

PM7_Chemical_Potential_ev -5.6615

PM7_Electronigativity_ev 5.6615

PM7_Back_Donation_Energy_ev -0.961375

PM7_Electrophilicity_ev 4.167544175009752

OPENEYE_Name 3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-1,8-dihydroxy-6-methyl-anthracene-9,10-dione

SMILES c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3O)OC4C(C(CO4)(CO)O)O)C2=O

Canonical_SMILES OC[C@@]1(O)CO[C@H]([C@@H]1O)Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C

InChI 1/C20H18O9/c1-8-2-10-14(12(22)3-8)17(25)15-11(16(10)24)4-9(5-13(15)23)29-19-18(26)20(27,6-21)7-28-19/h2-5,18-19,21-23,26-27H,6-7H2,1H3

InChI_3D 1S/C20H18O9/c1-8-2-10-14(12(22)3-8)17(25)15-11(16(10)24)4-9(5-13(15)23)29-19-18(26)20(27,6-21)7-28-19/h2-5,18-19,21-23,26-27H,6-7H2,1H3/t18-,19-,20+/m0/s1

AuxInfo 1/0/N:19,1,3,2,4,20,15,9,10,5,6,11,12,7,8,13,14,16,17,18,28,24,25,21,22,26,27,23,29/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;;s16;s15s16;s9;s18;d13;d14;s15s17;s11;s12;s16;s18;s20;s10s17;s1;s2;s3;s4;s15;s15;s16;s17;s19;s19;s19;s20;s20;s24;s25;s26;s27;s28;/rC:-4.0214,5.0062,0;-2.6071,1.8336,0;-5.757,5.1835,0;-3.6351,.4188,0;-4.1323,4.0068,0;-3.4234,2.4203,0;-5.0504,3.5966,0;-4.3442,2.0099,0;-4.8383,5.5925,0;-2.7143,.8292,0;-5.8587,4.1881,0;-4.4486,1.0128,0;-3.3174,3.4224,0;-5.1536,2.6019,0;1.3133,.9518,0;;-.3065,.9518,0;1.0015,0,0;-4.7367,6.5873,0;2.7127,-.3666,0;-2.4049,3.8316,0;-6.0675,2.196,0;.5008,1.5426,0;-6.7724,3.7817,0;-5.3626,.607,0;.1814,-1.7406,0;.8962,-.9944,0;3.6905,-.5761,0;-1.9056,.241,0;-3.5646,5.2096,0;-2.1507,2.0378,0;-6.1619,5.4768,0;-3.6878,-.0784,0;1.5638,1.3845,0;1.7697,.7476,0;-.4893,-.1031,0;-.5571,1.3845,0;-5.2341,6.6382,0;-4.2393,6.5365,0;-4.6859,7.0848,0;2.8174,.1223,0;2.6079,-.8555,0;-6.8248,3.2844,0;-5.4154,.1098,0;-.2234,-2.0341,0;1.3004,-1.2887,0;4.0256,-.205,0;

Duplicates ChEBI5168

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5168.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5168.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5168.sdf

Formula	C₂₀H₁₈O₉
MW	402.36
InChIKey	AEQMIFRODRFTJF-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.21
logP	0.001
PSA	153.75
MR	96.9754
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-326.53566
PM7_Total_Energy_ev	-5356.96782
PM7_Electronic_Energy_ev	-41041.80848
PM7_Dipole_Debye	5.43159
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.507
PM7_LUMO_Energy_ev	-1.816
PM7_COSMO_Area_square_ang	376.82
PM7_COSMO_Volue_cubic_ang	422.38
PM7_Electron_Affinity_ev	1.816
PM7_Ionization_Energy_ev	9.507
PM7_Energy_Gap_ev	7.691
PM7_Global_Hardness_ev	3.8455
PM7_Global_Softness_ev	0.26004420751527757
PM7_Chemical_Potential_ev	-5.6615
PM7_Electronigativity_ev	5.6615
PM7_Back_Donation_Energy_ev	-0.961375
PM7_Electrophilicity_ev	4.167544175009752
OPENEYE_Name	3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-1,8-dihydroxy-6-methyl-anthracene-9,10-dione
SMILES	c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3O)OC4C(C(CO4)(CO)O)O)C2=O
Canonical_SMILES	OC[C@@]1(O)CO[C@H]([C@@H]1O)Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C
InChI	1/C20H18O9/c1-8-2-10-14(12(22)3-8)17(25)15-11(16(10)24)4-9(5-13(15)23)29-19-18(26)20(27,6-21)7-28-19/h2-5,18-19,21-23,26-27H,6-7H2,1H3
InChI_3D	1S/C20H18O9/c1-8-2-10-14(12(22)3-8)17(25)15-11(16(10)24)4-9(5-13(15)23)29-19-18(26)20(27,6-21)7-28-19/h2-5,18-19,21-23,26-27H,6-7H2,1H3/t18-,19-,20+/m0/s1
AuxInfo	1/0/N:19,1,3,2,4,20,15,9,10,5,6,11,12,7,8,13,14,16,17,18,28,24,25,21,22,26,27,23,29/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;;s16;s15s16;s9;s18;d13;d14;s15s17;s11;s12;s16;s18;s20;s10s17;s1;s2;s3;s4;s15;s15;s16;s17;s19;s19;s19;s20;s20;s24;s25;s26;s27;s28;/rC:-4.0214,5.0062,0;-2.6071,1.8336,0;-5.757,5.1835,0;-3.6351,.4188,0;-4.1323,4.0068,0;-3.4234,2.4203,0;-5.0504,3.5966,0;-4.3442,2.0099,0;-4.8383,5.5925,0;-2.7143,.8292,0;-5.8587,4.1881,0;-4.4486,1.0128,0;-3.3174,3.4224,0;-5.1536,2.6019,0;1.3133,.9518,0;;-.3065,.9518,0;1.0015,0,0;-4.7367,6.5873,0;2.7127,-.3666,0;-2.4049,3.8316,0;-6.0675,2.196,0;.5008,1.5426,0;-6.7724,3.7817,0;-5.3626,.607,0;.1814,-1.7406,0;.8962,-.9944,0;3.6905,-.5761,0;-1.9056,.241,0;-3.5646,5.2096,0;-2.1507,2.0378,0;-6.1619,5.4768,0;-3.6878,-.0784,0;1.5638,1.3845,0;1.7697,.7476,0;-.4893,-.1031,0;-.5571,1.3845,0;-5.2341,6.6382,0;-4.2393,6.5365,0;-4.6859,7.0848,0;2.8174,.1223,0;2.6079,-.8555,0;-6.8248,3.2844,0;-5.4154,.1098,0;-.2234,-2.0341,0;1.3004,-1.2887,0;4.0256,-.205,0;
Duplicates	ChEBI5168
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5168.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5168.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5168.sdf