CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191980_s0 (105683)

Formula C₂₇H₃₀O₁₄

MW 578.53

InChIKey OUUQNKHDCPSYJE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 14

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.14

logP -1.0983

PSA 228.97

MR 137.333

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -517.21902

PM7_Total_Energy_ev -7854.0728

PM7_Electronic_Energy_ev -76778.83249

PM7_Dipole_Debye 2.67166

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.382

PM7_LUMO_Energy_ev -0.963

PM7_COSMO_Area_square_ang 504.63

PM7_COSMO_Volue_cubic_ang 632.37

PM7_Electron_Affinity_ev 0.963

PM7_Ionization_Energy_ev 9.382

PM7_Energy_Gap_ev 8.419

PM7_Global_Hardness_ev 4.2095

PM7_Global_Softness_ev 0.2375579047392802

PM7_Chemical_Potential_ev -5.1725

PM7_Electronigativity_ev 5.1725

PM7_Back_Donation_Energy_ev -1.052375

PM7_Electrophilicity_ev 3.1779019182800807

OPENEYE_Name 3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4-dihydroxy-6-methyl-5-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-phenyl-chromen-4-one

SMILES c1ccc(cc1)c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)CO)O)O)O)O)O

Canonical_SMILES OC[C@@H]1O[C@H](O[C@H]2[C@H](C)O[C@H]([C@@H]([C@H]2O)O)Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccccc2)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C27H30O14/c1-10-23(40-27-21(35)19(33)17(31)15(9-28)39-27)20(34)22(36)26(37-10)41-25-18(32)16-13(30)7-12(29)8-14(16)38-24(25)11-5-3-2-4-6-11/h2-8,10,15,17,19-23,26-31,33-36H,9H2,1H3

InChI_3D 1S/C27H30O14/c1-10-23(40-27-21(35)19(33)17(31)15(9-28)39-27)20(34)22(36)26(37-10)41-25-18(32)16-13(30)7-12(29)8-14(16)38-24(25)11-5-3-2-4-6-11/h2-8,10,15,17,19-23,26-31,33-36H,9H2,1H3/t10-,15-,17-,19-,20+,21-,22+,23-,26-,27+/m0/s1

AuxInfo 1/0/N:26,1,2,3,4,5,7,6,27,23,8,11,12,10,22,9,18,14,16,17,20,21,19,13,15,24,25,39,32,33,36,28,34,35,37,38,31,29,30,41,40/E:(3,4)(5,6)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d6s9;s6d7;s7d9;s8;s9;d13s14;;;s16;s17;s16;s17;s18;s19;s21;s20;s23;s22;d14;s10s13;s22s25;s23s24;s11;s12;s16;s17;s18;s20;s21;s27;s15s24;s19s25;s1;s2;s3;s4;s5;s6;s7;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:6.088,2.5025,0;6.0886,1.5025,0;5.2246,3.0071,0;5.2169,1.0019,0;4.3529,2.5065,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;6.5194,-7.8914,0;5.2766,-3.5934,0;7.5068,-7.7329,0;6.263,-3.4291,0;5.8839,-7.1192,0;4.6366,-2.8249,0;7.8623,-6.7927,0;6.613,-2.4868,0;4.9866,-1.8826,0;6.2395,-6.179,0;7.752,-1.1582,0;9.0091,-5.4708,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.2305,-6.011,0;5.9766,-1.7088,0;-.8675,1.5031,0;.8675,-1.4978,0;4.9939,-8.7489,0;3.7561,-4.4598,0;7.4816,-9.4827,0;4.3786,-6.2268,0;3.7734,-2.3201,0;9.6643,-4.7154,0;4.9893,-.8827,0;6.248,-5.179,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.507,0;5.2172,.5019,0;3.9212,2.7588,0;.8678,2.0138,0;-.4327,-.2506,0;6.6841,-8.3635,0;5.444,-4.0645,0;7.998,-7.8264,0;6.7547,-3.5197,0;5.5585,-7.4988,0;4.3134,-3.2064,0;8.2917,-7.0489,0;7.0439,-2.7405,0;4.4946,-1.7935,0;5.748,-6.087,0;7.3724,-.8328,0;8.0774,-.7786,0;8.1316,-1.4836,0;9.3868,-5.7984,0;8.6314,-5.1431,0;-1.2998,1.2518,0;1.3004,-1.748,0;4.9881,-9.2489,0;3.7533,-4.9598,0;7.9109,-9.739,0;3.9427,-6.4718,0;3.339,-2.5676,0;10.1553,-4.8103,0;

Duplicates ChEBI191980_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191980_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191980_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191980_s0.sdf

Formula	C₂₇H₃₀O₁₄
MW	578.53
InChIKey	OUUQNKHDCPSYJE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	14
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.14
logP	-1.0983
PSA	228.97
MR	137.333
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-517.21902
PM7_Total_Energy_ev	-7854.0728
PM7_Electronic_Energy_ev	-76778.83249
PM7_Dipole_Debye	2.67166
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.382
PM7_LUMO_Energy_ev	-0.963
PM7_COSMO_Area_square_ang	504.63
PM7_COSMO_Volue_cubic_ang	632.37
PM7_Electron_Affinity_ev	0.963
PM7_Ionization_Energy_ev	9.382
PM7_Energy_Gap_ev	8.419
PM7_Global_Hardness_ev	4.2095
PM7_Global_Softness_ev	0.2375579047392802
PM7_Chemical_Potential_ev	-5.1725
PM7_Electronigativity_ev	5.1725
PM7_Back_Donation_Energy_ev	-1.052375
PM7_Electrophilicity_ev	3.1779019182800807
OPENEYE_Name	3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4-dihydroxy-6-methyl-5-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-phenyl-chromen-4-one
SMILES	c1ccc(cc1)c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)CO)O)O)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@H](O[C@H]2[C@H](C)O[C@H]([C@@H]([C@H]2O)O)Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccccc2)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C27H30O14/c1-10-23(40-27-21(35)19(33)17(31)15(9-28)39-27)20(34)22(36)26(37-10)41-25-18(32)16-13(30)7-12(29)8-14(16)38-24(25)11-5-3-2-4-6-11/h2-8,10,15,17,19-23,26-31,33-36H,9H2,1H3
InChI_3D	1S/C27H30O14/c1-10-23(40-27-21(35)19(33)17(31)15(9-28)39-27)20(34)22(36)26(37-10)41-25-18(32)16-13(30)7-12(29)8-14(16)38-24(25)11-5-3-2-4-6-11/h2-8,10,15,17,19-23,26-31,33-36H,9H2,1H3/t10-,15-,17-,19-,20+,21-,22+,23-,26-,27+/m0/s1
AuxInfo	1/0/N:26,1,2,3,4,5,7,6,27,23,8,11,12,10,22,9,18,14,16,17,20,21,19,13,15,24,25,39,32,33,36,28,34,35,37,38,31,29,30,41,40/E:(3,4)(5,6)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d6s9;s6d7;s7d9;s8;s9;d13s14;;;s16;s17;s16;s17;s18;s19;s21;s20;s23;s22;d14;s10s13;s22s25;s23s24;s11;s12;s16;s17;s18;s20;s21;s27;s15s24;s19s25;s1;s2;s3;s4;s5;s6;s7;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:6.088,2.5025,0;6.0886,1.5025,0;5.2246,3.0071,0;5.2169,1.0019,0;4.3529,2.5065,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;6.5194,-7.8914,0;5.2766,-3.5934,0;7.5068,-7.7329,0;6.263,-3.4291,0;5.8839,-7.1192,0;4.6366,-2.8249,0;7.8623,-6.7927,0;6.613,-2.4868,0;4.9866,-1.8826,0;6.2395,-6.179,0;7.752,-1.1582,0;9.0091,-5.4708,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.2305,-6.011,0;5.9766,-1.7088,0;-.8675,1.5031,0;.8675,-1.4978,0;4.9939,-8.7489,0;3.7561,-4.4598,0;7.4816,-9.4827,0;4.3786,-6.2268,0;3.7734,-2.3201,0;9.6643,-4.7154,0;4.9893,-.8827,0;6.248,-5.179,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.507,0;5.2172,.5019,0;3.9212,2.7588,0;.8678,2.0138,0;-.4327,-.2506,0;6.6841,-8.3635,0;5.444,-4.0645,0;7.998,-7.8264,0;6.7547,-3.5197,0;5.5585,-7.4988,0;4.3134,-3.2064,0;8.2917,-7.0489,0;7.0439,-2.7405,0;4.4946,-1.7935,0;5.748,-6.087,0;7.3724,-.8328,0;8.0774,-.7786,0;8.1316,-1.4836,0;9.3868,-5.7984,0;8.6314,-5.1431,0;-1.2998,1.2518,0;1.3004,-1.748,0;4.9881,-9.2489,0;3.7533,-4.9598,0;7.9109,-9.739,0;3.9427,-6.4718,0;3.339,-2.5676,0;10.1553,-4.8103,0;
Duplicates	ChEBI191980_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191980_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191980_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191980_s0.sdf