CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198419_s0 (2541341)

Formula C₂₇H₂₈O₁₁

MW 528.51

InChIKey GOVDAOXQJSVYRV-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 70

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 11

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 3

XLogP3 0

XLogP -0.16

logP 1.3904

PSA 179.28

MR 136.057

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -369.70242

PM7_Total_Energy_ev -6940.73942

PM7_Electronic_Energy_ev -65747.64106

PM7_Dipole_Debye 5.63291

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.232

PM7_LUMO_Energy_ev -1.264

PM7_COSMO_Area_square_ang 478.99

PM7_COSMO_Volue_cubic_ang 593.99

PM7_Electron_Affinity_ev 1.264

PM7_Ionization_Energy_ev 8.232

PM7_Energy_Gap_ev 6.968

PM7_Global_Hardness_ev 3.484

PM7_Global_Softness_ev 0.2870264064293915

PM7_Chemical_Potential_ev -4.748

PM7_Electronigativity_ev 4.748

PM7_Back_Donation_Energy_ev -0.871

PM7_Electrophilicity_ev 3.2352904707233066

OPENEYE_Name 8-[(1~{R})-1,2-dihydroxyethyl]-4-[(2~{R},3~{R},4~{R},5~{S})-3,4-dihydroxy-5-[(1~{S})-1-hydroxyethyl]tetrahydrofuran-2-yl]-1-hydroxy-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(CO)O)c(=O)o4)O

Canonical_SMILES OC[C@@H](c1cc(OC)c2c(c1)c(=O)oc1c2cc(OC)c2c1c(ccc2O)[C@H]1O[C@H]([C@@H]([C@H]1O)O)[C@@H](O)C)O

InChI 1/C27H28O11/c1-10(29)24-22(32)23(33)26(37-24)12-4-5-15(30)21-18(36-3)8-13-19-14(27(34)38-25(13)20(12)21)6-11(16(31)9-28)7-17(19)35-2/h4-8,10,16,22-24,26,28-33H,9H2,1-3H3

InChI_3D 1S/C27H28O11/c1-10(29)24-22(32)23(33)26(37-24)12-4-5-15(30)21-18(36-3)8-13-19-14(27(34)38-25(13)20(12)21)6-11(16(31)9-28)7-17(19)35-2/h4-8,10,16,22-24,26,28-33H,9H2,1-3H3/t10-,16-,22+,23+,24-,26+/m0/s1

AuxInfo 1/0/N:22,24,23,1,2,4,5,3,25,27,12,11,8,10,14,26,16,15,9,6,7,20,19,21,13,18,17,34,36,31,35,33,32,28,38,37,30,29/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s6;s3;s8;d4s9;s1d6;s4d5;s6d8;s2d7;d3s7;s5d9;s10;s11;s18;s19;s20;;;;;s12s25;s21s22;d17;s13s17;s18s21;s14;s19;s20;s25;s26;s27;s15s23;s16s24;s1;s2;s3;s4;s5;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s27;s31;s32;s33;s34;s35;s36;/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;1.8164,6.9814,0;3.5027,-1.9978,0;6.1092,-.4529,0;7.8185,3.5738,0;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;8.6801,4.0814,0;6.4493,3.9279,0;.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;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;7.5647,4.0046,0;8.0723,3.143,0;7.2107,2.6355,0;1.6369,5.8778,0;1.3136,-1.7561,0;-2.159,2.9503,0;-2.0647,5.4345,0;8.6757,4.5814,0;6.6955,4.3631,0;-.0357,6.5503,0;

Duplicates CHEMBL5198419_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198419_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198419_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198419_s0.sdf

Formula	C₂₇H₂₈O₁₁
MW	528.51
InChIKey	GOVDAOXQJSVYRV-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	70
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	11
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	3
XLogP3	0
XLogP	-0.16
logP	1.3904
PSA	179.28
MR	136.057
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-369.70242
PM7_Total_Energy_ev	-6940.73942
PM7_Electronic_Energy_ev	-65747.64106
PM7_Dipole_Debye	5.63291
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.232
PM7_LUMO_Energy_ev	-1.264
PM7_COSMO_Area_square_ang	478.99
PM7_COSMO_Volue_cubic_ang	593.99
PM7_Electron_Affinity_ev	1.264
PM7_Ionization_Energy_ev	8.232
PM7_Energy_Gap_ev	6.968
PM7_Global_Hardness_ev	3.484
PM7_Global_Softness_ev	0.2870264064293915
PM7_Chemical_Potential_ev	-4.748
PM7_Electronigativity_ev	4.748
PM7_Back_Donation_Energy_ev	-0.871
PM7_Electrophilicity_ev	3.2352904707233066
OPENEYE_Name	8-[(1~{R})-1,2-dihydroxyethyl]-4-[(2~{R},3~{R},4~{R},5~{S})-3,4-dihydroxy-5-[(1~{S})-1-hydroxyethyl]tetrahydrofuran-2-yl]-1-hydroxy-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(CO)O)c(=O)o4)O
Canonical_SMILES	OC[C@@H](c1cc(OC)c2c(c1)c(=O)oc1c2cc(OC)c2c1c(ccc2O)[C@H]1O[C@H]([C@@H]([C@H]1O)O)[C@@H](O)C)O
InChI	1/C27H28O11/c1-10(29)24-22(32)23(33)26(37-24)12-4-5-15(30)21-18(36-3)8-13-19-14(27(34)38-25(13)20(12)21)6-11(16(31)9-28)7-17(19)35-2/h4-8,10,16,22-24,26,28-33H,9H2,1-3H3
InChI_3D	1S/C27H28O11/c1-10(29)24-22(32)23(33)26(37-24)12-4-5-15(30)21-18(36-3)8-13-19-14(27(34)38-25(13)20(12)21)6-11(16(31)9-28)7-17(19)35-2/h4-8,10,16,22-24,26,28-33H,9H2,1-3H3/t10-,16-,22+,23+,24-,26+/m0/s1
AuxInfo	1/0/N:22,24,23,1,2,4,5,3,25,27,12,11,8,10,14,26,16,15,9,6,7,20,19,21,13,18,17,34,36,31,35,33,32,28,38,37,30,29/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s6;s3;s8;d4s9;s1d6;s4d5;s6d8;s2d7;d3s7;s5d9;s10;s11;s18;s19;s20;;;;;s12s25;s21s22;d17;s13s17;s18s21;s14;s19;s20;s25;s26;s27;s15s23;s16s24;s1;s2;s3;s4;s5;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s27;s31;s32;s33;s34;s35;s36;/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;1.8164,6.9814,0;3.5027,-1.9978,0;6.1092,-.4529,0;7.8185,3.5738,0;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;8.6801,4.0814,0;6.4493,3.9279,0;.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;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;7.5647,4.0046,0;8.0723,3.143,0;7.2107,2.6355,0;1.6369,5.8778,0;1.3136,-1.7561,0;-2.159,2.9503,0;-2.0647,5.4345,0;8.6757,4.5814,0;6.6955,4.3631,0;-.0357,6.5503,0;
Duplicates	CHEMBL5198419_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198419_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198419_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198419_s0.sdf