CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI22151 (7390)

Formula C₂₁H₃₀O₉

MW 426.46

InChIKey HLVPIMVSSMJFPS-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.26

logP -0.4916

PSA 153.75

MR 105.568

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -367.3232

PM7_Total_Energy_ev -5641.70955

PM7_Electronic_Energy_ev -51804.86812

PM7_Dipole_Debye 8.14506

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.972

PM7_LUMO_Energy_ev -0.9

PM7_COSMO_Area_square_ang 386.95

PM7_COSMO_Volue_cubic_ang 516.3

PM7_Electron_Affinity_ev 0.9

PM7_Ionization_Energy_ev 9.972

PM7_Energy_Gap_ev 9.072

PM7_Global_Hardness_ev 4.536

PM7_Global_Softness_ev 0.2204585537918871

PM7_Chemical_Potential_ev -5.436

PM7_Electronigativity_ev 5.436

PM7_Back_Donation_Energy_ev -1.134

PM7_Electrophilicity_ev 3.257285714285714

OPENEYE_Name [(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (2~{Z},4~{E})-5-[(1~{S})-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-en-1-yl]-3-methyl-penta-2,4-dienoate

SMILES C1=C(C(C(CC1=O)(C)C)(C=CC(=CC(=O)OC2C(C(C(C(O2)CO)O)O)O)C)O)C

Canonical_SMILES OC[C@H]1O[C@@H](OC(=O)/C=C(C=C[C@@]2(O)C(=CC(=O)CC2(C)C)C)/C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3

InChI_3D 1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3/b6-5+,11-7-/t14-,16-,17+,18-,19+,21-/m1/s1

AuxInfo 1/0/N:18,17,19,20,4,6,5,1,9,21,7,2,3,13,8,11,10,12,14,16,15,29,22,23,26,25,27,28,24,30/E:(3,4)/rA:60cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;w4;s4w5;s5;s3;;s10;s10;s11;s12;s2s6;s9s15;s2;s7;s16;s16;s13;d3;d8;s13s14;s10;s11;s12;s15;s21;s8s14;s1;s4;s5;s6;s9;s9;s10;s11;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:.8886,8.7846,0;1.226,7.8432,0;1.5306,9.5513,0;2.5096,5.9598,0;2.8037,4.2529,0;1.8699,6.7284,0;2.1639,5.0215,0;2.458,3.3146,0;2.5202,9.3748,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.2156,7.6667,0;2.8677,8.4316,0;.0965,6.5065,0;1.1784,4.8517,0;3.5075,7.663,0;4.3833,9.3066,0;-1.4725,3.1448,0;1.1891,10.4911,0;3.0978,2.546,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;3.7259,6.7828,0;-1.8182,4.0831,0;1.4725,3.1448,0;.3963,8.8724,0;3.0024,6.0447,0;3.2964,4.3378,0;1.3771,6.6435,0;3.0125,9.4626,0;2.5202,9.8748,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-.2854,6.8292,0;.4785,6.1838,0;-.2262,6.1246,0;1.2633,4.359,0;1.0936,5.3444,0;.6857,4.7668,0;3.1232,7.3431,0;3.8918,7.9829,0;3.8274,7.2787,0;4.6333,8.8736,0;4.1333,9.7396,0;4.8163,9.5566,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;3.723,6.2828,0;-2.311,4.168,0;

Duplicates ChEBI22151;ChEBI62436_s0;ChEBI62437;ChEBI62438_s0;ChEBI133910_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000022000-0000022249/ChEBI22151.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000022000-0000022249/ChEBI22151.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000022000-0000022249/ChEBI22151.sdf

Formula	C₂₁H₃₀O₉
MW	426.46
InChIKey	HLVPIMVSSMJFPS-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.26
logP	-0.4916
PSA	153.75
MR	105.568
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-367.3232
PM7_Total_Energy_ev	-5641.70955
PM7_Electronic_Energy_ev	-51804.86812
PM7_Dipole_Debye	8.14506
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.972
PM7_LUMO_Energy_ev	-0.9
PM7_COSMO_Area_square_ang	386.95
PM7_COSMO_Volue_cubic_ang	516.3
PM7_Electron_Affinity_ev	0.9
PM7_Ionization_Energy_ev	9.972
PM7_Energy_Gap_ev	9.072
PM7_Global_Hardness_ev	4.536
PM7_Global_Softness_ev	0.2204585537918871
PM7_Chemical_Potential_ev	-5.436
PM7_Electronigativity_ev	5.436
PM7_Back_Donation_Energy_ev	-1.134
PM7_Electrophilicity_ev	3.257285714285714
OPENEYE_Name	[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (2~{Z},4~{E})-5-[(1~{S})-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-en-1-yl]-3-methyl-penta-2,4-dienoate
SMILES	C1=C(C(C(CC1=O)(C)C)(C=CC(=CC(=O)OC2C(C(C(C(O2)CO)O)O)O)C)O)C
Canonical_SMILES	OC[C@H]1O[C@@H](OC(=O)/C=C(C=C[C@@]2(O)C(=CC(=O)CC2(C)C)C)/C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3
InChI_3D	1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3/b6-5+,11-7-/t14-,16-,17+,18-,19+,21-/m1/s1
AuxInfo	1/0/N:18,17,19,20,4,6,5,1,9,21,7,2,3,13,8,11,10,12,14,16,15,29,22,23,26,25,27,28,24,30/E:(3,4)/rA:60cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;w4;s4w5;s5;s3;;s10;s10;s11;s12;s2s6;s9s15;s2;s7;s16;s16;s13;d3;d8;s13s14;s10;s11;s12;s15;s21;s8s14;s1;s4;s5;s6;s9;s9;s10;s11;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:.8886,8.7846,0;1.226,7.8432,0;1.5306,9.5513,0;2.5096,5.9598,0;2.8037,4.2529,0;1.8699,6.7284,0;2.1639,5.0215,0;2.458,3.3146,0;2.5202,9.3748,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.2156,7.6667,0;2.8677,8.4316,0;.0965,6.5065,0;1.1784,4.8517,0;3.5075,7.663,0;4.3833,9.3066,0;-1.4725,3.1448,0;1.1891,10.4911,0;3.0978,2.546,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;3.7259,6.7828,0;-1.8182,4.0831,0;1.4725,3.1448,0;.3963,8.8724,0;3.0024,6.0447,0;3.2964,4.3378,0;1.3771,6.6435,0;3.0125,9.4626,0;2.5202,9.8748,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-.2854,6.8292,0;.4785,6.1838,0;-.2262,6.1246,0;1.2633,4.359,0;1.0936,5.3444,0;.6857,4.7668,0;3.1232,7.3431,0;3.8918,7.9829,0;3.8274,7.2787,0;4.6333,8.8736,0;4.1333,9.7396,0;4.8163,9.5566,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;3.723,6.2828,0;-2.311,4.168,0;
Duplicates	ChEBI22151;ChEBI62436_s0;ChEBI62437;ChEBI62438_s0;ChEBI133910_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000022000-0000022249/ChEBI22151.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000022000-0000022249/ChEBI22151.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000022000-0000022249/ChEBI22151.sdf