CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194798 (2537434)

Formula C₂₅H₃₀O₁₃

MW 538.5

InChIKey LVVUFSDTCFVREO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 72

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 13

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -1.72

logP -2.3019

PSA 207.99

MR 126.266

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -468.04405

PM7_Total_Energy_ev -7312.45693

PM7_Electronic_Energy_ev -70355.43081

PM7_Dipole_Debye 2.39236

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.081

PM7_LUMO_Energy_ev -0.741

PM7_COSMO_Area_square_ang 469.31

PM7_COSMO_Volue_cubic_ang 597.36

PM7_Electron_Affinity_ev 0.741

PM7_Ionization_Energy_ev 8.081

PM7_Energy_Gap_ev 7.34

PM7_Global_Hardness_ev 3.67

PM7_Global_Softness_ev 0.2724795640326976

PM7_Chemical_Potential_ev -4.411

PM7_Electronigativity_ev 4.411

PM7_Back_Donation_Energy_ev -0.9175

PM7_Electrophilicity_ev 2.650806675749319

OPENEYE_Name (2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-[[5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1~{H}-benzo[g]isochromen-10-yl]oxy]tetrahydropyran-3,4,5-triol

SMILES c1ccc2c(c1)c(c3c(c2OC4C(C(C(C(O4)CO)O)O)O)COC=C3)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2c3C=COCc3c(c3c2cccc3)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C25H30O13/c26-7-14-16(28)18(30)20(32)24(35-14)37-22-10-3-1-2-4-11(10)23(13-9-34-6-5-12(13)22)38-25-21(33)19(31)17(29)15(8-27)36-25/h1-6,14-21,24-33H,7-9H2

InChI_3D 1S/C25H30O13/c26-7-14-16(28)18(30)20(32)24(35-14)37-22-10-3-1-2-4-11(10)23(13-9-34-6-5-12(13)22)38-25-21(33)19(31)17(29)15(8-27)36-25/h1-6,14-21,24-33H,7-9H2/t14-,15-,16-,17-,18+,19+,20-,21-,24+,25+/m1/s1

AuxInfo 1/0/N:1,2,3,4,11,12,24,25,13,5,6,7,8,20,21,16,17,14,15,18,19,9,10,22,23,35,36,31,32,29,30,33,34,26,27,28,37,38/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;s5d7;s6d8;s7;d11;s8;;;s14;s15;s14;s15;s16;s17;s18;s19;s20;s21;s12s13;s20s22;s21s23;s14;s15;s16;s17;s18;s19;s24;s25;s9s22;s10s23;s1;s2;s3;s4;s11;s12;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;s35;s36;/rC:;0,1.0056,0;.8679,-.4978,0;.8679,1.5134,0;1.7371,0,0;1.7358,1.0056,0;3.4738,-.0003,0;3.4735,1.0078,0;2.6038,-.4989,0;2.6012,1.5123,0;4.3422,-.5013,0;5.2158,.0003,0;4.3415,1.5149,0;5.4494,-4.2366,0;-.2579,5.2397,0;4.8111,-5.0065,0;.3776,6.0118,0;5.1073,-3.2969,0;.0876,4.3012,0;3.8207,-4.8349,0;1.3686,5.8438,0;4.1168,-3.1253,0;1.0786,4.1332,0;2.0994,-5.1507,0;3.0887,6.1659,0;5.2154,1.0084,0;3.4685,-3.8934,0;1.7242,4.9037,0;6.9632,-3.3586,0;-1.7685,4.3562,0;6.3309,-5.874,0;-1.1454,6.8739,0;5.1053,-2.2969,0;.0932,3.3013,0;1.1158,-5.3311,0;4.0717,6.3499,0;2.6021,-2.2489,0;2.5965,3.2623,0;-.4327,-.2506,0;-.4337,1.2543,0;.8677,-.9978,0;.8679,2.0134,0;4.3417,-1.0013,0;5.6486,-.2501,0;4.019,1.897,0;4.6627,1.8981,0;5.7723,-4.6184,0;-.5822,5.6203,0;4.642,-5.477,0;.545,6.483,0;5.5996,-3.2096,0;-.4044,4.2121,0;3.8231,-5.3349,0;1.3643,6.3438,0;4.2874,-2.6553,0;.9098,3.6626,0;2.1896,-5.6425,0;2.0092,-4.6589,0;2.9967,6.6573,0;3.1808,5.6744,0;7.3967,-3.6077,0;-2.2029,4.6037,0;6.3334,-6.374,0;-1.1497,7.3738,0;5.5378,-2.0461,0;-.3384,3.0488,0;.9481,-5.8021,0;4.2377,6.8215,0;

Duplicates CHEMBL5194798

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194798.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194798.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194798.sdf

Formula	C₂₅H₃₀O₁₃
MW	538.5
InChIKey	LVVUFSDTCFVREO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	72
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	13
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-1.72
logP	-2.3019
PSA	207.99
MR	126.266
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-468.04405
PM7_Total_Energy_ev	-7312.45693
PM7_Electronic_Energy_ev	-70355.43081
PM7_Dipole_Debye	2.39236
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.081
PM7_LUMO_Energy_ev	-0.741
PM7_COSMO_Area_square_ang	469.31
PM7_COSMO_Volue_cubic_ang	597.36
PM7_Electron_Affinity_ev	0.741
PM7_Ionization_Energy_ev	8.081
PM7_Energy_Gap_ev	7.34
PM7_Global_Hardness_ev	3.67
PM7_Global_Softness_ev	0.2724795640326976
PM7_Chemical_Potential_ev	-4.411
PM7_Electronigativity_ev	4.411
PM7_Back_Donation_Energy_ev	-0.9175
PM7_Electrophilicity_ev	2.650806675749319
OPENEYE_Name	(2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-[[5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1~{H}-benzo[g]isochromen-10-yl]oxy]tetrahydropyran-3,4,5-triol
SMILES	c1ccc2c(c1)c(c3c(c2OC4C(C(C(C(O4)CO)O)O)O)COC=C3)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c3C=COCc3c(c3c2cccc3)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C25H30O13/c26-7-14-16(28)18(30)20(32)24(35-14)37-22-10-3-1-2-4-11(10)23(13-9-34-6-5-12(13)22)38-25-21(33)19(31)17(29)15(8-27)36-25/h1-6,14-21,24-33H,7-9H2
InChI_3D	1S/C25H30O13/c26-7-14-16(28)18(30)20(32)24(35-14)37-22-10-3-1-2-4-11(10)23(13-9-34-6-5-12(13)22)38-25-21(33)19(31)17(29)15(8-27)36-25/h1-6,14-21,24-33H,7-9H2/t14-,15-,16-,17-,18+,19+,20-,21-,24+,25+/m1/s1
AuxInfo	1/0/N:1,2,3,4,11,12,24,25,13,5,6,7,8,20,21,16,17,14,15,18,19,9,10,22,23,35,36,31,32,29,30,33,34,26,27,28,37,38/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;s5d7;s6d8;s7;d11;s8;;;s14;s15;s14;s15;s16;s17;s18;s19;s20;s21;s12s13;s20s22;s21s23;s14;s15;s16;s17;s18;s19;s24;s25;s9s22;s10s23;s1;s2;s3;s4;s11;s12;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;s35;s36;/rC:;0,1.0056,0;.8679,-.4978,0;.8679,1.5134,0;1.7371,0,0;1.7358,1.0056,0;3.4738,-.0003,0;3.4735,1.0078,0;2.6038,-.4989,0;2.6012,1.5123,0;4.3422,-.5013,0;5.2158,.0003,0;4.3415,1.5149,0;5.4494,-4.2366,0;-.2579,5.2397,0;4.8111,-5.0065,0;.3776,6.0118,0;5.1073,-3.2969,0;.0876,4.3012,0;3.8207,-4.8349,0;1.3686,5.8438,0;4.1168,-3.1253,0;1.0786,4.1332,0;2.0994,-5.1507,0;3.0887,6.1659,0;5.2154,1.0084,0;3.4685,-3.8934,0;1.7242,4.9037,0;6.9632,-3.3586,0;-1.7685,4.3562,0;6.3309,-5.874,0;-1.1454,6.8739,0;5.1053,-2.2969,0;.0932,3.3013,0;1.1158,-5.3311,0;4.0717,6.3499,0;2.6021,-2.2489,0;2.5965,3.2623,0;-.4327,-.2506,0;-.4337,1.2543,0;.8677,-.9978,0;.8679,2.0134,0;4.3417,-1.0013,0;5.6486,-.2501,0;4.019,1.897,0;4.6627,1.8981,0;5.7723,-4.6184,0;-.5822,5.6203,0;4.642,-5.477,0;.545,6.483,0;5.5996,-3.2096,0;-.4044,4.2121,0;3.8231,-5.3349,0;1.3643,6.3438,0;4.2874,-2.6553,0;.9098,3.6626,0;2.1896,-5.6425,0;2.0092,-4.6589,0;2.9967,6.6573,0;3.1808,5.6744,0;7.3967,-3.6077,0;-2.2029,4.6037,0;6.3334,-6.374,0;-1.1497,7.3738,0;5.5378,-2.0461,0;-.3384,3.0488,0;.9481,-5.8021,0;4.2377,6.8215,0;
Duplicates	CHEMBL5194798
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194798.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194798.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194798.sdf