CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186663_s0 (2528529)

Formula C₂₇H₂₈O₈

MW 480.51

InChIKey VGFBXUCEFZEFBA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 67

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.55

logP 3.408

PSA 125.68

MR 128.454

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -260.47063

PM7_Total_Energy_ev -6055.71489

PM7_Electronic_Energy_ev -52088.62726

PM7_Dipole_Debye 3.3767

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.498

PM7_LUMO_Energy_ev -1.186

PM7_COSMO_Area_square_ang 478.55

PM7_COSMO_Volue_cubic_ang 552.39

PM7_Electron_Affinity_ev 1.186

PM7_Ionization_Energy_ev 8.498

PM7_Energy_Gap_ev 7.312

PM7_Global_Hardness_ev 3.656

PM7_Global_Softness_ev 0.2735229759299781

PM7_Chemical_Potential_ev -4.842

PM7_Electronigativity_ev 4.842

PM7_Back_Donation_Energy_ev -0.914

PM7_Electrophilicity_ev 3.2063681619256017

OPENEYE_Name (5~{Z})-3-[(3~{S})-3,7-dihydroxy-2,2-dimethyl-chroman-6-yl]-4-hydroxy-5-[[(2~{S})-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydrobenzofuran-5-yl]methylene]furan-2-one

SMILES c1cc2c(cc1C=C3C(=C(C(=O)O3)c4cc5c(cc4O)OC(C(C5)O)(C)C)O)CC(O2)C(C)(C)O

Canonical_SMILES Oc1cc2OC(C)(C)[C@H](Cc2cc1C1=C(O)/C(=C/c2ccc3c(c2)C[C@H](O3)C(O)(C)C)/OC1=O)O

InChI 1/C27H28O8/c1-26(2,32)22-11-14-7-13(5-6-18(14)33-22)8-20-24(30)23(25(31)34-20)16-9-15-10-21(29)27(3,4)35-19(15)12-17(16)28/h5-9,12,21-22,28-30,32H,10-11H2,1-4H3

InChI_3D 1S/C27H28O8/c1-26(2,32)22-11-14-7-13(5-6-18(14)33-22)8-20-24(30)23(25(31)34-20)16-9-15-10-21(29)27(3,4)35-19(15)12-17(16)28/h5-9,12,21-22,28-30,32H,10-11H2,1-4H3/b20-8-/t21-,22-/m0/s1

AuxInfo 1/0/N:25,26,23,24,1,2,4,17,3,18,19,5,7,9,8,6,12,10,11,15,20,21,13,14,16,27,22,32,34,33,28,35,29,31,30/E:(1,2)(3,4)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3;s1d4;s3;s4;s2d9;s5d8;d5s6;s6;d13;s14;s13;s7w15;s8;s9;s18;s19;s20;s22;s22;;;s21s25s26;d16;s10s21;s11s22;s15s16;s12;s14;s20;s27;s1;s2;s3;s4;s5;s17;s18;s18;s19;s19;s20;s21;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s32;s33;s34;s35;/rC:-3.6236,-2.4665,0;-4.21,-3.2836,0;.868,-.4978,0;-5.028,-1.4458,0;.868,1.5138,0;;-4.0326,-1.5476,0;1.736,-.0012,0;-5.6191,-2.2525,0;-5.2096,-3.1724,0;1.7374,1.0057,0;0,1.0057,0;-.8653,-.5013,0;-1.7813,-.0964,0;-2.4513,-.841,0;-.9697,-1.4957,0;-3.4459,-.7378,0;2.6026,-.5032,0;-6.6207,-2.3576,0;3.4761,-.0036,0;-6.8302,-3.3427,0;3.4774,1.0034,0;4.0803,2.6463,0;5.2002,.6961,0;-6.6285,-5.3481,0;-8.4555,-4.5346,0;-7.542,-4.9414,0;-.2244,-2.1625,0;-5.9581,-3.8461,0;2.6052,1.5109,0;-1.9469,-1.7098,0;-.8675,1.5031,0;-1.9908,.8814,0;4.0695,-1.6499,0;-7.9487,-5.8549,0;-3.1262,-2.5173,0;-4.0067,-3.7404,0;.8677,-.9978,0;-5.2311,-.9889,0;.8678,2.0138,0;-3.6499,-.2813,0;2.9228,-.8872,0;2.2803,-.8855,0;-7.118,-2.3052,0;-6.6206,-1.8576,0;3.9687,.0821,0;-7.3057,-3.1881,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.288,1.1883,0;5.6924,.6083,0;5.1124,.2039,0;-6.4251,-4.8914,0;-6.8318,-5.8049,0;-6.1717,-5.5515,0;-8.6589,-4.9914,0;-8.2522,-4.0779,0;-8.9123,-4.3313,0;-.869,2.0031,0;-2.4665,1.0352,0;4.5616,-1.7383,0;-7.6549,-6.2594,0;

Duplicates CHEMBL5186663_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186663_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186663_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186663_s0.sdf

Formula	C₂₇H₂₈O₈
MW	480.51
InChIKey	VGFBXUCEFZEFBA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	67
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.55
logP	3.408
PSA	125.68
MR	128.454
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-260.47063
PM7_Total_Energy_ev	-6055.71489
PM7_Electronic_Energy_ev	-52088.62726
PM7_Dipole_Debye	3.3767
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.498
PM7_LUMO_Energy_ev	-1.186
PM7_COSMO_Area_square_ang	478.55
PM7_COSMO_Volue_cubic_ang	552.39
PM7_Electron_Affinity_ev	1.186
PM7_Ionization_Energy_ev	8.498
PM7_Energy_Gap_ev	7.312
PM7_Global_Hardness_ev	3.656
PM7_Global_Softness_ev	0.2735229759299781
PM7_Chemical_Potential_ev	-4.842
PM7_Electronigativity_ev	4.842
PM7_Back_Donation_Energy_ev	-0.914
PM7_Electrophilicity_ev	3.2063681619256017
OPENEYE_Name	(5~{Z})-3-[(3~{S})-3,7-dihydroxy-2,2-dimethyl-chroman-6-yl]-4-hydroxy-5-[[(2~{S})-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydrobenzofuran-5-yl]methylene]furan-2-one
SMILES	c1cc2c(cc1C=C3C(=C(C(=O)O3)c4cc5c(cc4O)OC(C(C5)O)(C)C)O)CC(O2)C(C)(C)O
Canonical_SMILES	Oc1cc2OC(C)(C)[C@H](Cc2cc1C1=C(O)/C(=C/c2ccc3c(c2)C[C@H](O3)C(O)(C)C)/OC1=O)O
InChI	1/C27H28O8/c1-26(2,32)22-11-14-7-13(5-6-18(14)33-22)8-20-24(30)23(25(31)34-20)16-9-15-10-21(29)27(3,4)35-19(15)12-17(16)28/h5-9,12,21-22,28-30,32H,10-11H2,1-4H3
InChI_3D	1S/C27H28O8/c1-26(2,32)22-11-14-7-13(5-6-18(14)33-22)8-20-24(30)23(25(31)34-20)16-9-15-10-21(29)27(3,4)35-19(15)12-17(16)28/h5-9,12,21-22,28-30,32H,10-11H2,1-4H3/b20-8-/t21-,22-/m0/s1
AuxInfo	1/0/N:25,26,23,24,1,2,4,17,3,18,19,5,7,9,8,6,12,10,11,15,20,21,13,14,16,27,22,32,34,33,28,35,29,31,30/E:(1,2)(3,4)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3;s1d4;s3;s4;s2d9;s5d8;d5s6;s6;d13;s14;s13;s7w15;s8;s9;s18;s19;s20;s22;s22;;;s21s25s26;d16;s10s21;s11s22;s15s16;s12;s14;s20;s27;s1;s2;s3;s4;s5;s17;s18;s18;s19;s19;s20;s21;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s32;s33;s34;s35;/rC:-3.6236,-2.4665,0;-4.21,-3.2836,0;.868,-.4978,0;-5.028,-1.4458,0;.868,1.5138,0;;-4.0326,-1.5476,0;1.736,-.0012,0;-5.6191,-2.2525,0;-5.2096,-3.1724,0;1.7374,1.0057,0;0,1.0057,0;-.8653,-.5013,0;-1.7813,-.0964,0;-2.4513,-.841,0;-.9697,-1.4957,0;-3.4459,-.7378,0;2.6026,-.5032,0;-6.6207,-2.3576,0;3.4761,-.0036,0;-6.8302,-3.3427,0;3.4774,1.0034,0;4.0803,2.6463,0;5.2002,.6961,0;-6.6285,-5.3481,0;-8.4555,-4.5346,0;-7.542,-4.9414,0;-.2244,-2.1625,0;-5.9581,-3.8461,0;2.6052,1.5109,0;-1.9469,-1.7098,0;-.8675,1.5031,0;-1.9908,.8814,0;4.0695,-1.6499,0;-7.9487,-5.8549,0;-3.1262,-2.5173,0;-4.0067,-3.7404,0;.8677,-.9978,0;-5.2311,-.9889,0;.8678,2.0138,0;-3.6499,-.2813,0;2.9228,-.8872,0;2.2803,-.8855,0;-7.118,-2.3052,0;-6.6206,-1.8576,0;3.9687,.0821,0;-7.3057,-3.1881,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.288,1.1883,0;5.6924,.6083,0;5.1124,.2039,0;-6.4251,-4.8914,0;-6.8318,-5.8049,0;-6.1717,-5.5515,0;-8.6589,-4.9914,0;-8.2522,-4.0779,0;-8.9123,-4.3313,0;-.869,2.0031,0;-2.4665,1.0352,0;4.5616,-1.7383,0;-7.6549,-6.2594,0;
Duplicates	CHEMBL5186663_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186663_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186663_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186663_s0.sdf