CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI23758 (7432)

Formula C₂₁H₃₂O₁₀

MW 444.48

InChIKey UHHVHDDICOEBTQ-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 65

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.06

logP -0.9213

PSA 166.14

MR 106.423

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -417.4395

PM7_Total_Energy_ev -5964.22852

PM7_Electronic_Energy_ev -52481.63431

PM7_Dipole_Debye 6.01563

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.582

PM7_LUMO_Energy_ev -0.752

PM7_COSMO_Area_square_ang 428.69

PM7_COSMO_Volue_cubic_ang 530.52

PM7_Electron_Affinity_ev 0.752

PM7_Ionization_Energy_ev 9.582

PM7_Energy_Gap_ev 8.83

PM7_Global_Hardness_ev 4.415

PM7_Global_Softness_ev 0.22650056625141562

PM7_Chemical_Potential_ev -5.167

PM7_Electronigativity_ev 5.167

PM7_Back_Donation_Energy_ev -1.10375

PM7_Electrophilicity_ev 3.02354348810872

OPENEYE_Name (2~{Z},4~{E})-5-[(1~{R},3~{S},5~{R},8~{S})-8-hydroxy-1,5-dimethyl-3-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-oxabicyclo[3.2.1]octan-8-yl]-3-methyl-penta-2,4-dienoic acid

SMILES C(=CC1(C2(CC(CC1(OC2)C)OC3C(C(C(C(O3)CO)O)O)O)C)O)C(=CC(=O)O)C

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2C[C@@]3(C)OC[C@@](C2)([C@@]3(O)/C=C/C(=CC(=O)O)/C)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H32O10/c1-11(6-14(23)24)4-5-21(28)19(2)7-12(8-20(21,3)29-10-19)30-18-17(27)16(26)15(25)13(9-22)31-18/h4-6,12-13,15-18,22,25-28H,7-10H2,1-3H3,(H,23,24)/f/h23H

InChI_3D 1S/C21H32O10/c1-11(6-14(23)24)4-5-21(28)19(2)7-12(8-20(21,3)29-10-19)30-18-17(27)16(26)15(25)13(9-22)31-18/h4-6,12-13,15-18,22,25-28H,7-10H2,1-3H3,(H,23,24)/b5-4+,11-6-/t12-,13+,15+,16-,17+,18+,19+,20+,21-/m0/s1

AuxInfo 1/1/N:18,19,20,1,3,2,6,7,21,8,4,9,13,5,11,10,12,14,16,17,15,30,22,25,27,26,28,29,23,31,24/E:(23,24)/F:18,19,20,1,3,2,6,7,21,8,4,9,13,5,11,10,12,14,16,17,15,30,25,22,27,26,28,29,23,31,24/rA:63cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;s1w2;s2;;;;s6s7;;s10;s10;s11;s12;s3;s6s8s15;s7s15;s4;s16;s17;s13;d5;s8s17;s13s14;s5;s10;s11;s12;s15;s21;s9s14;s1;s2;s3;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC:1.3785,.7157,0;.7787,-.9092,0;.4404,1.062,0;1.5477,-.2699,0;.9478,-1.8948,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;;4.1861,3.1155,0;4.6905,2.252,0;3.1861,3.1164,0;4.1897,1.3804,0;2.6853,2.2448,0;-.9053,-.0567,0;-1.5056,.8716,0;-1.5056,-.866,0;2.4858,-.6162,0;-1.6873,1.8549,0;-1.8291,-2.5858,0;5.8365,.7885,0;1.8859,-2.2411,0;-2.4554,-.4956,0;3.1846,1.3724,0;.1788,-2.534,0;3.8803,4.8386,0;6.0265,3.3822,0;1.541,3.7131,0;.3659,-1.2594,0;6.7776,.4503,0;1.3427,1.1224,0;1.763,1.0353,0;.3096,-.736,0;.3559,1.5548,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.9469,.4509,0;-2.5702,.9954,0;.3827,-.3218,0;4.6555,3.288,0;5.0745,1.9318,0;3.2729,3.6088,0;4.1058,.8875,0;2.3023,2.5661,0;2.3126,-1.0853,0;2.6589,-.1472,0;2.9548,-.7894,0;-2.179,1.7641,0;-1.7782,2.3466,0;-1.1957,1.9458,0;-1.3377,-2.6783,0;-2.3205,-2.4934,0;-1.9215,-3.0772,0;6.0057,1.2591,0;5.6674,.318,0;.2634,-3.0268,0;4.263,5.1604,0;6.497,3.2131,0;1.4536,4.2054,0;.8451,-1.1167,0;7.1593,.7733,0;

Duplicates ChEBI23758;ChEBI181716

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23758.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23758.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23758.sdf

Formula	C₂₁H₃₂O₁₀
MW	444.48
InChIKey	UHHVHDDICOEBTQ-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	65
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.06
logP	-0.9213
PSA	166.14
MR	106.423
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-417.4395
PM7_Total_Energy_ev	-5964.22852
PM7_Electronic_Energy_ev	-52481.63431
PM7_Dipole_Debye	6.01563
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.582
PM7_LUMO_Energy_ev	-0.752
PM7_COSMO_Area_square_ang	428.69
PM7_COSMO_Volue_cubic_ang	530.52
PM7_Electron_Affinity_ev	0.752
PM7_Ionization_Energy_ev	9.582
PM7_Energy_Gap_ev	8.83
PM7_Global_Hardness_ev	4.415
PM7_Global_Softness_ev	0.22650056625141562
PM7_Chemical_Potential_ev	-5.167
PM7_Electronigativity_ev	5.167
PM7_Back_Donation_Energy_ev	-1.10375
PM7_Electrophilicity_ev	3.02354348810872
OPENEYE_Name	(2~{Z},4~{E})-5-[(1~{R},3~{S},5~{R},8~{S})-8-hydroxy-1,5-dimethyl-3-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-oxabicyclo[3.2.1]octan-8-yl]-3-methyl-penta-2,4-dienoic acid
SMILES	C(=CC1(C2(CC(CC1(OC2)C)OC3C(C(C(C(O3)CO)O)O)O)C)O)C(=CC(=O)O)C
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2C[C@@]3(C)OC[C@@](C2)([C@@]3(O)/C=C/C(=CC(=O)O)/C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H32O10/c1-11(6-14(23)24)4-5-21(28)19(2)7-12(8-20(21,3)29-10-19)30-18-17(27)16(26)15(25)13(9-22)31-18/h4-6,12-13,15-18,22,25-28H,7-10H2,1-3H3,(H,23,24)/f/h23H
InChI_3D	1S/C21H32O10/c1-11(6-14(23)24)4-5-21(28)19(2)7-12(8-20(21,3)29-10-19)30-18-17(27)16(26)15(25)13(9-22)31-18/h4-6,12-13,15-18,22,25-28H,7-10H2,1-3H3,(H,23,24)/b5-4+,11-6-/t12-,13+,15+,16-,17+,18+,19+,20+,21-/m0/s1
AuxInfo	1/1/N:18,19,20,1,3,2,6,7,21,8,4,9,13,5,11,10,12,14,16,17,15,30,22,25,27,26,28,29,23,31,24/E:(23,24)/F:18,19,20,1,3,2,6,7,21,8,4,9,13,5,11,10,12,14,16,17,15,30,25,22,27,26,28,29,23,31,24/rA:63cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;s1w2;s2;;;;s6s7;;s10;s10;s11;s12;s3;s6s8s15;s7s15;s4;s16;s17;s13;d5;s8s17;s13s14;s5;s10;s11;s12;s15;s21;s9s14;s1;s2;s3;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC:1.3785,.7157,0;.7787,-.9092,0;.4404,1.062,0;1.5477,-.2699,0;.9478,-1.8948,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;;4.1861,3.1155,0;4.6905,2.252,0;3.1861,3.1164,0;4.1897,1.3804,0;2.6853,2.2448,0;-.9053,-.0567,0;-1.5056,.8716,0;-1.5056,-.866,0;2.4858,-.6162,0;-1.6873,1.8549,0;-1.8291,-2.5858,0;5.8365,.7885,0;1.8859,-2.2411,0;-2.4554,-.4956,0;3.1846,1.3724,0;.1788,-2.534,0;3.8803,4.8386,0;6.0265,3.3822,0;1.541,3.7131,0;.3659,-1.2594,0;6.7776,.4503,0;1.3427,1.1224,0;1.763,1.0353,0;.3096,-.736,0;.3559,1.5548,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.9469,.4509,0;-2.5702,.9954,0;.3827,-.3218,0;4.6555,3.288,0;5.0745,1.9318,0;3.2729,3.6088,0;4.1058,.8875,0;2.3023,2.5661,0;2.3126,-1.0853,0;2.6589,-.1472,0;2.9548,-.7894,0;-2.179,1.7641,0;-1.7782,2.3466,0;-1.1957,1.9458,0;-1.3377,-2.6783,0;-2.3205,-2.4934,0;-1.9215,-3.0772,0;6.0057,1.2591,0;5.6674,.318,0;.2634,-3.0268,0;4.263,5.1604,0;6.497,3.2131,0;1.4536,4.2054,0;.8451,-1.1167,0;7.1593,.7733,0;
Duplicates	ChEBI23758;ChEBI181716
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23758.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23758.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23758.sdf