CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189509 (103716)

Formula C₂₄H₂₆O₁₄

MW 538.46

InChIKey LLMCZIBSELEBMK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 14

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -3.11

logP -1.9572

PSA 239.97

MR 125.131

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -532.91295

PM7_Total_Energy_ev -7432.29372

PM7_Electronic_Energy_ev -69398.64988

PM7_Dipole_Debye 6.90894

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.291

PM7_LUMO_Energy_ev -1.312

PM7_COSMO_Area_square_ang 463.9

PM7_COSMO_Volue_cubic_ang 575.77

PM7_Electron_Affinity_ev 1.312

PM7_Ionization_Energy_ev 9.291

PM7_Energy_Gap_ev 7.979

PM7_Global_Hardness_ev 3.9895

PM7_Global_Softness_ev 0.25065797719012406

PM7_Chemical_Potential_ev -5.3015

PM7_Electronigativity_ev 5.3015

PM7_Back_Donation_Energy_ev -0.997375

PM7_Electrophilicity_ev 3.5224843025441785

OPENEYE_Name 2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-1,3,7-trihydroxy-xanthen-9-one

SMILES c1cc(cc2c1oc3cc(c(c(c3c2=O)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO)c1c(O)cc2c(c1O)c(=O)c1c(o2)ccc(c1)O

InChI 1/C24H26O14/c25-5-13-17(30)19(32)21(38-23-22(33)24(34,6-26)7-35-23)20(37-13)14-10(28)4-12-15(18(14)31)16(29)9-3-8(27)1-2-11(9)36-12/h1-4,13,17,19-23,25-28,30-34H,5-7H2

InChI_3D 1S/C24H26O14/c25-5-13-17(30)19(32)21(38-23-22(33)24(34,6-26)7-35-23)20(37-13)14-10(28)4-12-15(18(14)31)16(29)9-3-8(27)1-2-11(9)36-12/h1-4,13,17,19-23,25-28,30-34H,5-7H2/t13-,17-,19+,20+,21-,22+,23+,24-/m1/s1

AuxInfo 1/0/N:2,1,3,4,23,24,14,10,5,11,8,9,20,7,6,13,18,12,17,15,16,19,21,22,36,37,29,30,25,33,31,32,34,35,27,26,28,38/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;;;s1d5;d4s6;s2d3;s4d7;d6s7;s5s6;;s7;s15;s16;s17;;s18;s19;s14s19;s20;s22;d13;s8s9;s14s21;s15s20;s10;s11;s12;s17;s18;s19;s22;s23;s24;s16s21;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s23;s23;s24;s24;s29;s30;s31;s32;s33;s34;s35;s36;s37;/rC:4.3422,-1.5068,0;5.2158,-1.0053,0;4.3415,.5094,0;.8679,-1.5033,0;3.4735,.0022,0;1.7358,0,0;;3.4738,-1.0059,0;1.7371,-1.0057,0;5.2154,.0028,0;0,-1.0057,0;.8679,.5079,0;2.6012,.5067,0;-.4451,-3.6334,0;-1.5181,.8705,0;-1.8573,-.0757,0;-2.8418,-.2513,0;-3.4905,.5097,0;-2.0581,-3.8036,0;-3.1514,1.456,0;-1.8491,-2.8257,0;-1.19,-4.303,0;-3.1668,3.2059,0;.1105,-5.474,0;2.5985,1.5067,0;2.6038,-1.5046,0;-.8547,-2.7162,0;-2.1634,1.6412,0;6.0818,.5022,0;-.8653,-1.507,0;.8679,1.5079,0;-4.3521,-1.1352,0;-5.0112,1.3758,0;-2.7688,-5.4027,0;-1.7772,-5.1124,0;-3.1757,4.2058,0;.8536,-6.1432,0;-1.8521,-1.8257,0;4.3417,-2.0068,0;5.6486,-1.2557,0;4.3406,1.0094,0;.8677,-2.0033,0;-.0122,-3.3832,0;-.1513,-4.038,0;-1.1971,1.2539,0;-1.3645,-.1606,0;-2.6689,-.7205,0;-3.8093,.1245,0;-2.5336,-3.6489,0;-3.6444,1.5394,0;-2.3464,-2.7739,0;-2.6668,3.2103,0;-3.6668,3.2015,0;.4451,-5.1025,0;-.2241,-5.8456,0;6.0821,1.0022,0;-1.2987,-1.2577,0;.4349,1.7579,0;-4.3492,-1.6352,0;-5.4427,1.1232,0;-3.266,-5.4553,0;-1.5734,-5.569,0;-2.7449,4.4597,0;1.3291,-5.9887,0;

Duplicates ChEBI189509

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189509.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189509.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189509.sdf

Formula	C₂₄H₂₆O₁₄
MW	538.46
InChIKey	LLMCZIBSELEBMK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	14
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-3.11
logP	-1.9572
PSA	239.97
MR	125.131
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-532.91295
PM7_Total_Energy_ev	-7432.29372
PM7_Electronic_Energy_ev	-69398.64988
PM7_Dipole_Debye	6.90894
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.291
PM7_LUMO_Energy_ev	-1.312
PM7_COSMO_Area_square_ang	463.9
PM7_COSMO_Volue_cubic_ang	575.77
PM7_Electron_Affinity_ev	1.312
PM7_Ionization_Energy_ev	9.291
PM7_Energy_Gap_ev	7.979
PM7_Global_Hardness_ev	3.9895
PM7_Global_Softness_ev	0.25065797719012406
PM7_Chemical_Potential_ev	-5.3015
PM7_Electronigativity_ev	5.3015
PM7_Back_Donation_Energy_ev	-0.997375
PM7_Electrophilicity_ev	3.5224843025441785
OPENEYE_Name	2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-1,3,7-trihydroxy-xanthen-9-one
SMILES	c1cc(cc2c1oc3cc(c(c(c3c2=O)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO)c1c(O)cc2c(c1O)c(=O)c1c(o2)ccc(c1)O
InChI	1/C24H26O14/c25-5-13-17(30)19(32)21(38-23-22(33)24(34,6-26)7-35-23)20(37-13)14-10(28)4-12-15(18(14)31)16(29)9-3-8(27)1-2-11(9)36-12/h1-4,13,17,19-23,25-28,30-34H,5-7H2
InChI_3D	1S/C24H26O14/c25-5-13-17(30)19(32)21(38-23-22(33)24(34,6-26)7-35-23)20(37-13)14-10(28)4-12-15(18(14)31)16(29)9-3-8(27)1-2-11(9)36-12/h1-4,13,17,19-23,25-28,30-34H,5-7H2/t13-,17-,19+,20+,21-,22+,23+,24-/m1/s1
AuxInfo	1/0/N:2,1,3,4,23,24,14,10,5,11,8,9,20,7,6,13,18,12,17,15,16,19,21,22,36,37,29,30,25,33,31,32,34,35,27,26,28,38/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;;;s1d5;d4s6;s2d3;s4d7;d6s7;s5s6;;s7;s15;s16;s17;;s18;s19;s14s19;s20;s22;d13;s8s9;s14s21;s15s20;s10;s11;s12;s17;s18;s19;s22;s23;s24;s16s21;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s23;s23;s24;s24;s29;s30;s31;s32;s33;s34;s35;s36;s37;/rC:4.3422,-1.5068,0;5.2158,-1.0053,0;4.3415,.5094,0;.8679,-1.5033,0;3.4735,.0022,0;1.7358,0,0;;3.4738,-1.0059,0;1.7371,-1.0057,0;5.2154,.0028,0;0,-1.0057,0;.8679,.5079,0;2.6012,.5067,0;-.4451,-3.6334,0;-1.5181,.8705,0;-1.8573,-.0757,0;-2.8418,-.2513,0;-3.4905,.5097,0;-2.0581,-3.8036,0;-3.1514,1.456,0;-1.8491,-2.8257,0;-1.19,-4.303,0;-3.1668,3.2059,0;.1105,-5.474,0;2.5985,1.5067,0;2.6038,-1.5046,0;-.8547,-2.7162,0;-2.1634,1.6412,0;6.0818,.5022,0;-.8653,-1.507,0;.8679,1.5079,0;-4.3521,-1.1352,0;-5.0112,1.3758,0;-2.7688,-5.4027,0;-1.7772,-5.1124,0;-3.1757,4.2058,0;.8536,-6.1432,0;-1.8521,-1.8257,0;4.3417,-2.0068,0;5.6486,-1.2557,0;4.3406,1.0094,0;.8677,-2.0033,0;-.0122,-3.3832,0;-.1513,-4.038,0;-1.1971,1.2539,0;-1.3645,-.1606,0;-2.6689,-.7205,0;-3.8093,.1245,0;-2.5336,-3.6489,0;-3.6444,1.5394,0;-2.3464,-2.7739,0;-2.6668,3.2103,0;-3.6668,3.2015,0;.4451,-5.1025,0;-.2241,-5.8456,0;6.0821,1.0022,0;-1.2987,-1.2577,0;.4349,1.7579,0;-4.3492,-1.6352,0;-5.4427,1.1232,0;-3.266,-5.4553,0;-1.5734,-5.569,0;-2.7449,4.4597,0;1.3291,-5.9887,0;
Duplicates	ChEBI189509
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189509.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189509.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189509.sdf