CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192027_s0 (105724)

Formula C₂₇H₃₀O₁₆

MW 610.52

InChIKey CRHCCDOCWGWLSH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 43

Number_Rings 5

Number_Bonds 77

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 16

HB_Donor 10

HB_Acceptor 11

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -2.86

logP -2.7714

PSA 269.43

MR 140.256

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -596.28894

PM7_Total_Energy_ev -8444.23236

PM7_Electronic_Energy_ev -85731.118

PM7_Dipole_Debye 5.26111

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.564

PM7_LUMO_Energy_ev -1.132

PM7_COSMO_Area_square_ang 491.31

PM7_COSMO_Volue_cubic_ang 652.94

PM7_Electron_Affinity_ev 1.132

PM7_Ionization_Energy_ev 9.564

PM7_Energy_Gap_ev 8.432

PM7_Global_Hardness_ev 4.216

PM7_Global_Softness_ev 0.23719165085388993

PM7_Chemical_Potential_ev -5.348

PM7_Electronigativity_ev 5.348

PM7_Back_Donation_Energy_ev -1.054

PM7_Electrophilicity_ev 3.3919715370018975

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

SMILES c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OC[C@@H]1O[C@H](Oc2ccc(cc2)c2oc3cc(O)cc(c3c(=O)c2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@@H]2O)O)O)O)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C27H30O16/c28-7-14-17(32)20(35)22(37)26(41-14)39-11-3-1-9(2-4-11)24-25(19(34)16-12(31)5-10(30)6-13(16)40-24)43-27-23(38)21(36)18(33)15(8-29)42-27/h1-6,14-15,17-18,20-23,26-33,35-38H,7-8H2

InChI_3D 1S/C27H30O16/c28-7-14-17(32)20(35)22(37)26(41-14)39-11-3-1-9(2-4-11)24-25(19(34)16-12(31)5-10(30)6-13(16)40-24)43-27-23(38)21(36)18(33)15(8-29)42-27/h1-6,14-15,17-18,20-23,26-33,35-38H,7-8H2/t14-,15+,17-,18+,20-,21-,22-,23-,26-,27-/m0/s1

AuxInfo 1/0/N:1,2,3,4,6,5,26,27,7,11,10,12,9,22,23,8,18,19,14,16,17,20,21,13,15,24,25,40,41,32,33,36,37,28,34,35,38,39,42,29,30,31,43/E:(1,2)(3,4)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d14;s9s13;s22s24;s23s25;s11;s12;s16;s17;s18;s19;s20;s21;s26;s27;s10s24;s15s25;s1;s2;s3;s4;s5;s6;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.256,5.7097,0;5.2766,-3.5934,0;8.2416,5.5405,0;6.263,-3.4291,0;6.6122,4.9445,0;4.6366,-2.8249,0;8.5869,4.5965,0;6.613,-2.4868,0;6.9575,4.0005,0;4.9866,-1.8826,0;9.7192,3.2622,0;7.752,-1.1582,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.9466,3.8217,0;5.9766,-1.7088,0;-.8675,1.5031,0;.8675,-1.4978,0;5.7399,6.5838,0;3.7561,-4.4598,0;8.2354,7.2905,0;6.248,-5.179,0;5.7465,4.444,0;3.7734,-2.3201,0;10.3662,2.4997,0;8.4028,-.3989,0;6.9552,3.0005,0;4.9893,-.8827,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;7.4258,6.18,0;5.444,-4.0645,0;8.7338,5.6286,0;6.7547,-3.5197,0;6.2909,5.3276,0;4.3134,-3.2064,0;9.019,4.848,0;7.0439,-2.7405,0;6.4651,3.9138,0;4.4946,-1.7935,0;10.1004,3.5857,0;9.338,2.9387,0;8.1316,-1.4836,0;7.3724,-.8328,0;-1.2998,1.2518,0;1.3004,-1.748,0;5.7396,7.0838,0;3.7533,-4.9598,0;8.6676,7.542,0;6.6789,-5.4327,0;5.3133,4.6937,0;3.339,-2.5676,0;10.8581,2.5892,0;8.8943,-.491,0;

Duplicates ChEBI192027_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192027_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192027_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192027_s0.sdf

Formula	C₂₇H₃₀O₁₆
MW	610.52
InChIKey	CRHCCDOCWGWLSH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	43
Number_Rings	5
Number_Bonds	77
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	16
HB_Donor	10
HB_Acceptor	11
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-2.86
logP	-2.7714
PSA	269.43
MR	140.256
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-596.28894
PM7_Total_Energy_ev	-8444.23236
PM7_Electronic_Energy_ev	-85731.118
PM7_Dipole_Debye	5.26111
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.564
PM7_LUMO_Energy_ev	-1.132
PM7_COSMO_Area_square_ang	491.31
PM7_COSMO_Volue_cubic_ang	652.94
PM7_Electron_Affinity_ev	1.132
PM7_Ionization_Energy_ev	9.564
PM7_Energy_Gap_ev	8.432
PM7_Global_Hardness_ev	4.216
PM7_Global_Softness_ev	0.23719165085388993
PM7_Chemical_Potential_ev	-5.348
PM7_Electronigativity_ev	5.348
PM7_Back_Donation_Energy_ev	-1.054
PM7_Electrophilicity_ev	3.3919715370018975
OPENEYE_Name	5,7-dihydroxy-3-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-[4-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]chromen-4-one
SMILES	c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@H](Oc2ccc(cc2)c2oc3cc(O)cc(c3c(=O)c2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@@H]2O)O)O)O)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C27H30O16/c28-7-14-17(32)20(35)22(37)26(41-14)39-11-3-1-9(2-4-11)24-25(19(34)16-12(31)5-10(30)6-13(16)40-24)43-27-23(38)21(36)18(33)15(8-29)42-27/h1-6,14-15,17-18,20-23,26-33,35-38H,7-8H2
InChI_3D	1S/C27H30O16/c28-7-14-17(32)20(35)22(37)26(41-14)39-11-3-1-9(2-4-11)24-25(19(34)16-12(31)5-10(30)6-13(16)40-24)43-27-23(38)21(36)18(33)15(8-29)42-27/h1-6,14-15,17-18,20-23,26-33,35-38H,7-8H2/t14-,15+,17-,18+,20-,21-,22-,23-,26-,27-/m0/s1
AuxInfo	1/0/N:1,2,3,4,6,5,26,27,7,11,10,12,9,22,23,8,18,19,14,16,17,20,21,13,15,24,25,40,41,32,33,36,37,28,34,35,38,39,42,29,30,31,43/E:(1,2)(3,4)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d14;s9s13;s22s24;s23s25;s11;s12;s16;s17;s18;s19;s20;s21;s26;s27;s10s24;s15s25;s1;s2;s3;s4;s5;s6;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.256,5.7097,0;5.2766,-3.5934,0;8.2416,5.5405,0;6.263,-3.4291,0;6.6122,4.9445,0;4.6366,-2.8249,0;8.5869,4.5965,0;6.613,-2.4868,0;6.9575,4.0005,0;4.9866,-1.8826,0;9.7192,3.2622,0;7.752,-1.1582,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.9466,3.8217,0;5.9766,-1.7088,0;-.8675,1.5031,0;.8675,-1.4978,0;5.7399,6.5838,0;3.7561,-4.4598,0;8.2354,7.2905,0;6.248,-5.179,0;5.7465,4.444,0;3.7734,-2.3201,0;10.3662,2.4997,0;8.4028,-.3989,0;6.9552,3.0005,0;4.9893,-.8827,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;7.4258,6.18,0;5.444,-4.0645,0;8.7338,5.6286,0;6.7547,-3.5197,0;6.2909,5.3276,0;4.3134,-3.2064,0;9.019,4.848,0;7.0439,-2.7405,0;6.4651,3.9138,0;4.4946,-1.7935,0;10.1004,3.5857,0;9.338,2.9387,0;8.1316,-1.4836,0;7.3724,-.8328,0;-1.2998,1.2518,0;1.3004,-1.748,0;5.7396,7.0838,0;3.7533,-4.9598,0;8.6676,7.542,0;6.6789,-5.4327,0;5.3133,4.6937,0;3.339,-2.5676,0;10.8581,2.5892,0;8.8943,-.491,0;
Duplicates	ChEBI192027_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192027_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192027_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192027_s0.sdf