CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9657_s0 (4432)

Formula C₂₇H₂₈O₁₁

MW 528.51

InChIKey RCKCYCDBDYUIGM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 11

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.95

logP 0.4234

PSA 169.05

MR 128.938

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -388.01578

PM7_Total_Energy_ev -6941.23411

PM7_Electronic_Energy_ev -69807.41156

PM7_Dipole_Debye 5.17415

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.327

PM7_LUMO_Energy_ev -0.683

PM7_COSMO_Area_square_ang 453.05

PM7_COSMO_Volue_cubic_ang 612.29

PM7_Electron_Affinity_ev 0.683

PM7_Ionization_Energy_ev 9.327

PM7_Energy_Gap_ev 8.644

PM7_Global_Hardness_ev 4.322

PM7_Global_Softness_ev 0.23137436372049977

PM7_Chemical_Potential_ev -5.005

PM7_Electronigativity_ev 5.005

PM7_Back_Donation_Energy_ev -1.0805

PM7_Electrophilicity_ev 2.897966797778806

OPENEYE_Name [(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[[(1~{R})-1-hydroxy-6-oxo-cyclohex-2-ene-1-carbonyl]oxymethyl]phenoxy]tetrahydropyran-3-yl] benzoate

SMILES c1ccc(cc1)C(=O)OC2C(C(C(OC2Oc3ccccc3COC(=O)C4(C=CCCC4=O)O)CO)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccccc2COC(=O)[C@@]2(O)C=CCCC2=O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1ccccc1

InChI 1/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2

InChI_3D 1S/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2/t19-,21-,22+,23-,25-,27-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,18,13,6,7,8,9,19,14,27,26,10,11,12,23,15,21,20,22,16,24,17,25,35,28,33,32,29,30,34,38,36,31,37/E:(2,3)(8,9)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;;d13;;s10;;s13;s15s18;;s20;s20;s21;s22;s14s15s17;s11;s23;d15;d16;d17;s23s24;s20;s21;s25;s27;s12s24;s16s22;s17s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s18;s18;s19;s19;s20;s21;s22;s23;s24;s26;s26;s27;s27;s32;s33;s34;s35;/rC:6.1984,.5529,0;5.5586,1.3215,0;5.8582,-.3874,0;-1.1926,5.3312,0;-1.541,4.3938,0;4.5685,1.1479,0;4.8681,-.561,0;-.2076,5.5038,0;-.8979,3.6212,0;4.2182,.2057,0;.4355,4.7312,0;.0936,3.786,0;5.0708,6.3212,0;4.4265,5.5564,0;5.7602,4.4327,0;3.2333,.0331,0;3.0475,4.3099,0;6.0563,6.1514,0;6.401,5.2071,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.7712,4.6121,0;1.4205,4.9039,0;-2.5903,1.1954,0;6.1032,3.4933,0;2.8903,-.9063,0;2.7046,3.3706,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;4.7683,3.6121,0;-3.5748,1.0198,0;1.2132,2.441,0;2.5912,.7997,0;2.4055,5.0766,0;6.6909,.6393,0;5.7307,1.7909,0;6.1798,-.7703,0;-1.5125,5.7154,0;-2.0339,4.3096,0;4.2486,1.5322,0;4.698,-1.0312,0;-.0354,5.9732,0;-1.0722,3.1526,0;4.8993,6.7909,0;3.9341,5.6434,0;6.5485,6.2391,0;6.0548,6.6514,0;6.7243,4.8257,0;6.8333,5.4584,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.5069,4.4114,0;1.3342,5.3964,0;-2.5025,.7032,0;-2.6781,1.6877,0;.9521,-1.8113,0;-1.9551,-1.2359,0;4.3345,3.3634,0;-3.7449,.5497,0;

Duplicates ChEBI9657_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9657_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9657_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9657_s0.sdf

Formula	C₂₇H₂₈O₁₁
MW	528.51
InChIKey	RCKCYCDBDYUIGM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	11
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.95
logP	0.4234
PSA	169.05
MR	128.938
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-388.01578
PM7_Total_Energy_ev	-6941.23411
PM7_Electronic_Energy_ev	-69807.41156
PM7_Dipole_Debye	5.17415
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.327
PM7_LUMO_Energy_ev	-0.683
PM7_COSMO_Area_square_ang	453.05
PM7_COSMO_Volue_cubic_ang	612.29
PM7_Electron_Affinity_ev	0.683
PM7_Ionization_Energy_ev	9.327
PM7_Energy_Gap_ev	8.644
PM7_Global_Hardness_ev	4.322
PM7_Global_Softness_ev	0.23137436372049977
PM7_Chemical_Potential_ev	-5.005
PM7_Electronigativity_ev	5.005
PM7_Back_Donation_Energy_ev	-1.0805
PM7_Electrophilicity_ev	2.897966797778806
OPENEYE_Name	[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[[(1~{R})-1-hydroxy-6-oxo-cyclohex-2-ene-1-carbonyl]oxymethyl]phenoxy]tetrahydropyran-3-yl] benzoate
SMILES	c1ccc(cc1)C(=O)OC2C(C(C(OC2Oc3ccccc3COC(=O)C4(C=CCCC4=O)O)CO)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccccc2COC(=O)[C@@]2(O)C=CCCC2=O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1ccccc1
InChI	1/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2
InChI_3D	1S/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2/t19-,21-,22+,23-,25-,27-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,18,13,6,7,8,9,19,14,27,26,10,11,12,23,15,21,20,22,16,24,17,25,35,28,33,32,29,30,34,38,36,31,37/E:(2,3)(8,9)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;;d13;;s10;;s13;s15s18;;s20;s20;s21;s22;s14s15s17;s11;s23;d15;d16;d17;s23s24;s20;s21;s25;s27;s12s24;s16s22;s17s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s18;s18;s19;s19;s20;s21;s22;s23;s24;s26;s26;s27;s27;s32;s33;s34;s35;/rC:6.1984,.5529,0;5.5586,1.3215,0;5.8582,-.3874,0;-1.1926,5.3312,0;-1.541,4.3938,0;4.5685,1.1479,0;4.8681,-.561,0;-.2076,5.5038,0;-.8979,3.6212,0;4.2182,.2057,0;.4355,4.7312,0;.0936,3.786,0;5.0708,6.3212,0;4.4265,5.5564,0;5.7602,4.4327,0;3.2333,.0331,0;3.0475,4.3099,0;6.0563,6.1514,0;6.401,5.2071,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.7712,4.6121,0;1.4205,4.9039,0;-2.5903,1.1954,0;6.1032,3.4933,0;2.8903,-.9063,0;2.7046,3.3706,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;4.7683,3.6121,0;-3.5748,1.0198,0;1.2132,2.441,0;2.5912,.7997,0;2.4055,5.0766,0;6.6909,.6393,0;5.7307,1.7909,0;6.1798,-.7703,0;-1.5125,5.7154,0;-2.0339,4.3096,0;4.2486,1.5322,0;4.698,-1.0312,0;-.0354,5.9732,0;-1.0722,3.1526,0;4.8993,6.7909,0;3.9341,5.6434,0;6.5485,6.2391,0;6.0548,6.6514,0;6.7243,4.8257,0;6.8333,5.4584,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.5069,4.4114,0;1.3342,5.3964,0;-2.5025,.7032,0;-2.6781,1.6877,0;.9521,-1.8113,0;-1.9551,-1.2359,0;4.3345,3.3634,0;-3.7449,.5497,0;
Duplicates	ChEBI9657_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9657_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9657_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9657_s0.sdf