CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183528_s0 (98342)

Formula C₂₀H₂₀O₈

MW 388.37

InChIKey KDCARKQXIQRHPZ-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.3

logP 0.5194

PSA 133.52

MR 95.2787

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -272.72415

PM7_Total_Energy_ev -5087.7934

PM7_Electronic_Energy_ev -41549.69617

PM7_Dipole_Debye 4.59765

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.002

PM7_LUMO_Energy_ev -0.782

PM7_COSMO_Area_square_ang 366.99

PM7_COSMO_Volue_cubic_ang 440.84

PM7_Electron_Affinity_ev 0.782

PM7_Ionization_Energy_ev 10.002

PM7_Energy_Gap_ev 9.22

PM7_Global_Hardness_ev 4.61

PM7_Global_Softness_ev 0.21691973969631237

PM7_Chemical_Potential_ev -5.392

PM7_Electronigativity_ev 5.392

PM7_Back_Donation_Energy_ev -1.1525

PM7_Electrophilicity_ev 3.153325813449024

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-[(1~{S})-2-oxo-1,2-diphenyl-ethoxy]tetrahydropyran-2-carboxylic acid

SMILES c1ccc(cc1)C(=O)C(c2ccccc2)OC3C(C(C(C(O3)C(=O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@H](O[C@H](C(=O)c2ccccc2)c2ccccc2)[C@H]([C@@H]([C@@H]1O)O)O

InChI 1/C20H20O8/c21-13(11-7-3-1-4-8-11)17(12-9-5-2-6-10-12)27-20-16(24)14(22)15(23)18(28-20)19(25)26/h1-10,14-18,20,22-24H,(H,25,26)/f/h25H

InChI_3D 1S/C20H20O8/c21-13(11-7-3-1-4-8-11)17(12-9-5-2-6-10-12)27-20-16(24)14(22)15(23)18(28-20)19(25)26/h1-10,14-18,20,22-24H,(H,25,26)/t14-,15+,16+,17+,18+,20+/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,17,16,18,20,15,14,19,21,26,25,27,22,24,28,23/E:(3,4)(5,6)(7,8)(9,10)(25,26)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,17,16,18,20,15,14,19,21,26,25,27,24,22,28,23/E:(3,4)(5,6)(7,8)(9,10)/rA:48cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s11;;s14;s15;s16;s17;s18;s12s13;d13;d14;s15s19;s14;s16;s17;s18;s19s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s15;s16;s17;s18;s19;s20;s24;s25;s26;s27;/rC:.1095,6.6918,0;5.0875,2.0794,0;1.0489,6.3488,0;-.6609,6.0542,0;4.3207,1.4373,0;4.9205,3.0654,0;1.2195,5.3582,0;-.4903,5.0636,0;3.3775,1.7849,0;3.9773,3.4129,0;.4508,4.7106,0;3.201,2.7744,0;.6206,3.7251,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.5589,3.3794,0;-.148,3.0853,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;.0246,7.1845,0;5.5566,1.9065,0;1.4327,6.6692,0;-1.1299,6.2278,0;4.4063,.9447,0;5.3053,3.3847,0;1.6892,5.1867,0;-.8755,4.7449,0;2.9942,1.4638,0;3.8939,3.9059,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.7318,3.8485,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI183528_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183528_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183528_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183528_s0.sdf

Formula	C₂₀H₂₀O₈
MW	388.37
InChIKey	KDCARKQXIQRHPZ-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.3
logP	0.5194
PSA	133.52
MR	95.2787
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-272.72415
PM7_Total_Energy_ev	-5087.7934
PM7_Electronic_Energy_ev	-41549.69617
PM7_Dipole_Debye	4.59765
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.002
PM7_LUMO_Energy_ev	-0.782
PM7_COSMO_Area_square_ang	366.99
PM7_COSMO_Volue_cubic_ang	440.84
PM7_Electron_Affinity_ev	0.782
PM7_Ionization_Energy_ev	10.002
PM7_Energy_Gap_ev	9.22
PM7_Global_Hardness_ev	4.61
PM7_Global_Softness_ev	0.21691973969631237
PM7_Chemical_Potential_ev	-5.392
PM7_Electronigativity_ev	5.392
PM7_Back_Donation_Energy_ev	-1.1525
PM7_Electrophilicity_ev	3.153325813449024
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-[(1~{S})-2-oxo-1,2-diphenyl-ethoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(cc1)C(=O)C(c2ccccc2)OC3C(C(C(C(O3)C(=O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@H](O[C@H](C(=O)c2ccccc2)c2ccccc2)[C@H]([C@@H]([C@@H]1O)O)O
InChI	1/C20H20O8/c21-13(11-7-3-1-4-8-11)17(12-9-5-2-6-10-12)27-20-16(24)14(22)15(23)18(28-20)19(25)26/h1-10,14-18,20,22-24H,(H,25,26)/f/h25H
InChI_3D	1S/C20H20O8/c21-13(11-7-3-1-4-8-11)17(12-9-5-2-6-10-12)27-20-16(24)14(22)15(23)18(28-20)19(25)26/h1-10,14-18,20,22-24H,(H,25,26)/t14-,15+,16+,17+,18+,20+/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,17,16,18,20,15,14,19,21,26,25,27,22,24,28,23/E:(3,4)(5,6)(7,8)(9,10)(25,26)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,17,16,18,20,15,14,19,21,26,25,27,24,22,28,23/E:(3,4)(5,6)(7,8)(9,10)/rA:48cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s11;;s14;s15;s16;s17;s18;s12s13;d13;d14;s15s19;s14;s16;s17;s18;s19s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s15;s16;s17;s18;s19;s20;s24;s25;s26;s27;/rC:.1095,6.6918,0;5.0875,2.0794,0;1.0489,6.3488,0;-.6609,6.0542,0;4.3207,1.4373,0;4.9205,3.0654,0;1.2195,5.3582,0;-.4903,5.0636,0;3.3775,1.7849,0;3.9773,3.4129,0;.4508,4.7106,0;3.201,2.7744,0;.6206,3.7251,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.5589,3.3794,0;-.148,3.0853,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;.0246,7.1845,0;5.5566,1.9065,0;1.4327,6.6692,0;-1.1299,6.2278,0;4.4063,.9447,0;5.3053,3.3847,0;1.6892,5.1867,0;-.8755,4.7449,0;2.9942,1.4638,0;3.8939,3.9059,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.7318,3.8485,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI183528_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183528_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183528_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183528_s0.sdf