CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186436 (2528287)

Formula C₂₈H₃₀O₉

MW 510.54

InChIKey XGMRJTQVGHZFKN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 2.39

logP 3.4881

PSA 138.82

MR 138.54

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -299.85441

PM7_Total_Energy_ev -6500.44334

PM7_Electronic_Energy_ev -62733.21021

PM7_Dipole_Debye 6.63205

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.313

PM7_LUMO_Energy_ev -1.251

PM7_COSMO_Area_square_ang 474.71

PM7_COSMO_Volue_cubic_ang 592.87

PM7_Electron_Affinity_ev 1.251

PM7_Ionization_Energy_ev 8.313

PM7_Energy_Gap_ev 7.062

PM7_Global_Hardness_ev 3.531

PM7_Global_Softness_ev 0.2832058906825262

PM7_Chemical_Potential_ev -4.782

PM7_Electronigativity_ev 4.782

PM7_Back_Donation_Energy_ev -0.88275

PM7_Electrophilicity_ev 3.238108751062022

OPENEYE_Name 4-[(2~{R},3~{R},4~{R},5~{S})-3,4-dihydroxy-5-[(1~{R})-1-hydroxyethyl]tetrahydrofuran-2-yl]-1-hydroxy-8-isopropyl-10,12-dimethoxy-naphtho[1,2-c]isochromen-6-one

SMILES c1cc(c2c(c1C3C(C(C(O3)C(C)O)O)O)c4c(cc2OC)c5c(cc(cc5OC)C(C)C)c(=O)o4)O

Canonical_SMILES COc1cc2c(c3c1c(O)ccc3[C@H]1O[C@H]([C@@H]([C@H]1O)O)[C@H](O)C)oc(=O)c1c2c(OC)cc(c1)C(C)C

InChI 1/C28H30O9/c1-11(2)13-8-16-20(18(9-13)34-4)15-10-19(35-5)22-17(30)7-6-14(21(22)26(15)37-28(16)33)27-24(32)23(31)25(36-27)12(3)29/h6-12,23-25,27,29-32H,1-5H3

InChI_3D 1S/C28H30O9/c1-11(2)13-8-16-20(18(9-13)34-4)15-10-19(35-5)22-17(30)7-6-14(21(22)26(15)37-28(16)33)27-24(32)23(31)25(36-27)12(3)29/h6-12,23-25,27,29-32H,1-5H3/t12-,23-,24-,25+,27-/m1/s1

AuxInfo 1/0/N:22,23,24,26,25,1,2,4,5,3,27,28,12,11,8,10,14,16,15,9,6,7,20,19,21,13,18,17,35,32,34,33,29,37,36,31,30/E:(1,2)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s6;s3;s8;d4s9;s1d6;s4d5;s6d8;s2d7;d3s7;s5d9;s10;s11;s18;s19;s20;;;;;;s12s22s23;s21s24;d17;s13s17;s18s21;s14;s19;s20;s28;s15s25;s16s26;s1;s2;s3;s4;s5;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s28;s32;s33;s34;s35;/rC:.0014,1.016,0;;3.5115,.0098,0;5.2235,3.0515,0;6.1038,1.5495,0;1.7541,1.0205,0;1.755,.0051,0;3.5013,1.0306,0;4.3646,1.54,0;4.3609,2.5455,0;.8755,1.5228,0;6.0953,2.5587,0;2.6265,1.5291,0;.8777,-.5071,0;2.6335,-.4996,0;5.2358,1.0428,0;3.4803,3.0415,0;.8702,3.2728,0;-.1237,3.1632,0;-.5333,4.0772,0;.2077,4.7509,0;6.4493,3.9279,0;7.4645,2.2047,0;1.8164,6.9814,0;3.5027,-1.9978,0;6.1092,-.4529,0;6.9569,3.0663,0;1.2314,6.1703,0;3.4694,4.0414,0;2.6175,2.5304,0;1.0792,4.2511,0;.88,-1.5071,0;-1.7863,2.6169,0;-1.5677,5.4888,0;.4203,6.7553,0;2.6356,-1.4996,0;5.2407,.0428,0;-.4317,1.2659,0;-.4332,-.2496,0;3.946,-.2376,0;5.2195,3.5515,0;6.5385,1.3024,0;1.3675,3.221,0;-.0177,2.6746,0;-.9655,3.8258,0;-.1652,5.084,0;6.0185,3.6741,0;6.8801,4.1817,0;6.1956,4.3587,0;7.8953,2.4584,0;7.0337,1.9509,0;7.7183,1.7739,0;1.4108,7.2739,0;2.2219,6.6889,0;2.1088,7.3869,0;3.7518,-1.5642,0;3.2536,-2.4313,0;3.9363,-2.2468,0;6.357,-.0187,0;5.8613,-.8872,0;6.5434,-.7008,0;7.3877,3.3201,0;1.6369,5.8778,0;1.3136,-1.7561,0;-2.159,2.9503,0;-2.0647,5.4345,0;-.0357,6.5503,0;

Duplicates CHEMBL5186436

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186436.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186436.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186436.sdf

Formula	C₂₈H₃₀O₉
MW	510.54
InChIKey	XGMRJTQVGHZFKN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	2.39
logP	3.4881
PSA	138.82
MR	138.54
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-299.85441
PM7_Total_Energy_ev	-6500.44334
PM7_Electronic_Energy_ev	-62733.21021
PM7_Dipole_Debye	6.63205
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.313
PM7_LUMO_Energy_ev	-1.251
PM7_COSMO_Area_square_ang	474.71
PM7_COSMO_Volue_cubic_ang	592.87
PM7_Electron_Affinity_ev	1.251
PM7_Ionization_Energy_ev	8.313
PM7_Energy_Gap_ev	7.062
PM7_Global_Hardness_ev	3.531
PM7_Global_Softness_ev	0.2832058906825262
PM7_Chemical_Potential_ev	-4.782
PM7_Electronigativity_ev	4.782
PM7_Back_Donation_Energy_ev	-0.88275
PM7_Electrophilicity_ev	3.238108751062022
OPENEYE_Name	4-[(2~{R},3~{R},4~{R},5~{S})-3,4-dihydroxy-5-[(1~{R})-1-hydroxyethyl]tetrahydrofuran-2-yl]-1-hydroxy-8-isopropyl-10,12-dimethoxy-naphtho[1,2-c]isochromen-6-one
SMILES	c1cc(c2c(c1C3C(C(C(O3)C(C)O)O)O)c4c(cc2OC)c5c(cc(cc5OC)C(C)C)c(=O)o4)O
Canonical_SMILES	COc1cc2c(c3c1c(O)ccc3[C@H]1O[C@H]([C@@H]([C@H]1O)O)[C@H](O)C)oc(=O)c1c2c(OC)cc(c1)C(C)C
InChI	1/C28H30O9/c1-11(2)13-8-16-20(18(9-13)34-4)15-10-19(35-5)22-17(30)7-6-14(21(22)26(15)37-28(16)33)27-24(32)23(31)25(36-27)12(3)29/h6-12,23-25,27,29-32H,1-5H3
InChI_3D	1S/C28H30O9/c1-11(2)13-8-16-20(18(9-13)34-4)15-10-19(35-5)22-17(30)7-6-14(21(22)26(15)37-28(16)33)27-24(32)23(31)25(36-27)12(3)29/h6-12,23-25,27,29-32H,1-5H3/t12-,23-,24-,25+,27-/m1/s1
AuxInfo	1/0/N:22,23,24,26,25,1,2,4,5,3,27,28,12,11,8,10,14,16,15,9,6,7,20,19,21,13,18,17,35,32,34,33,29,37,36,31,30/E:(1,2)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s6;s3;s8;d4s9;s1d6;s4d5;s6d8;s2d7;d3s7;s5d9;s10;s11;s18;s19;s20;;;;;;s12s22s23;s21s24;d17;s13s17;s18s21;s14;s19;s20;s28;s15s25;s16s26;s1;s2;s3;s4;s5;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s28;s32;s33;s34;s35;/rC:.0014,1.016,0;;3.5115,.0098,0;5.2235,3.0515,0;6.1038,1.5495,0;1.7541,1.0205,0;1.755,.0051,0;3.5013,1.0306,0;4.3646,1.54,0;4.3609,2.5455,0;.8755,1.5228,0;6.0953,2.5587,0;2.6265,1.5291,0;.8777,-.5071,0;2.6335,-.4996,0;5.2358,1.0428,0;3.4803,3.0415,0;.8702,3.2728,0;-.1237,3.1632,0;-.5333,4.0772,0;.2077,4.7509,0;6.4493,3.9279,0;7.4645,2.2047,0;1.8164,6.9814,0;3.5027,-1.9978,0;6.1092,-.4529,0;6.9569,3.0663,0;1.2314,6.1703,0;3.4694,4.0414,0;2.6175,2.5304,0;1.0792,4.2511,0;.88,-1.5071,0;-1.7863,2.6169,0;-1.5677,5.4888,0;.4203,6.7553,0;2.6356,-1.4996,0;5.2407,.0428,0;-.4317,1.2659,0;-.4332,-.2496,0;3.946,-.2376,0;5.2195,3.5515,0;6.5385,1.3024,0;1.3675,3.221,0;-.0177,2.6746,0;-.9655,3.8258,0;-.1652,5.084,0;6.0185,3.6741,0;6.8801,4.1817,0;6.1956,4.3587,0;7.8953,2.4584,0;7.0337,1.9509,0;7.7183,1.7739,0;1.4108,7.2739,0;2.2219,6.6889,0;2.1088,7.3869,0;3.7518,-1.5642,0;3.2536,-2.4313,0;3.9363,-2.2468,0;6.357,-.0187,0;5.8613,-.8872,0;6.5434,-.7008,0;7.3877,3.3201,0;1.6369,5.8778,0;1.3136,-1.7561,0;-2.159,2.9503,0;-2.0647,5.4345,0;-.0357,6.5503,0;
Duplicates	CHEMBL5186436
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186436.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186436.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186436.sdf