CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI4458 (1762)

Formula C₁₅H₂₂O₉

MW 346.33

InChIKey QSOURIMNVDBNHL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 9

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -3.24

logP -2.5627

PSA 141.37

MR 75.438

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -329.47477

PM7_Total_Energy_ev -4795.22045

PM7_Electronic_Energy_ev -36574.46146

PM7_Dipole_Debye 0.60491

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.248

PM7_LUMO_Energy_ev 0.746

PM7_COSMO_Area_square_ang 324.81

PM7_COSMO_Volue_cubic_ang 382.81

PM7_Electron_Affinity_ev -0.746

PM7_Ionization_Energy_ev 9.248

PM7_Energy_Gap_ev 9.994

PM7_Global_Hardness_ev 4.997

PM7_Global_Softness_ev 0.20012007204322593

PM7_Chemical_Potential_ev -4.251

PM7_Electronigativity_ev 4.251

PM7_Back_Donation_Energy_ev -1.24925

PM7_Electrophilicity_ev 1.808185011006604

OPENEYE_Name (2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-[[(1~{S},2~{R},4~{S},5~{S},6~{S},10~{S})-5-hydroxy-7-methyl-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-10-yl]oxy]tetrahydropyran-3,4,5-triol

SMILES C1=C(C2C(C3C(C2O)O3)C(O1)OC4C(C(C(C(O4)CO)O)O)O)C

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

InChI 1/C15H22O9/c1-4-3-21-14(7-6(4)9(18)13-12(7)23-13)24-15-11(20)10(19)8(17)5(2-16)22-15/h3,5-20H,2H2,1H3

InChI_3D 1S/C15H22O9/c1-4-3-21-14(7-6(4)9(18)13-12(7)23-13)24-15-11(20)10(19)8(17)5(2-16)22-15/h3,5-20H,2H2,1H3/t5-,6-,7+,8-,9+,10+,11-,12-,13+,14+,15+/m1/s1

AuxInfo 1/0/N:14,15,1,2,11,3,4,9,7,8,10,5,6,12,13,23,21,19,20,22,16,18,17,24/rA:46cCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;s3;s4;s5;s3s6;;s8;s8;s9;s4;s10;s2;s11;s1s12;s5s6;s11s13;s7;s8;s9;s10;s15;s12s13;s1;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s19;s20;s21;s22;s23;/rC:3.291,3.3726,0;3.2949,4.3726,0;2.4308,4.876,0;1.5629,4.3794,0;.8224,5.0514,0;1.2327,5.9634,0;2.2268,5.8549,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.5589,3.3794,0;.8675,1.5027,0;4.1629,4.8691,0;-1.4725,3.1448,0;2.423,2.876,0;.2378,5.8627,0;0,2.0104,0;2.2307,6.8549,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.8182,4.0831,0;1.2132,2.441,0;3.723,3.1209,0;2.4289,4.376,0;1.6171,4.8764,0;.4495,4.7183,0;1.2346,6.4634,0;2.7242,5.9052,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.0669,3.4681,0;1.3597,1.4149,0;3.9146,5.3031,0;4.4112,4.4352,0;4.5969,5.1174,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.6647,7.1032,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;

Duplicates ChEBI4458

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/ChEBI4458.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/ChEBI4458.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/ChEBI4458.sdf

Formula	C₁₅H₂₂O₉
MW	346.33
InChIKey	QSOURIMNVDBNHL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	9
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-3.24
logP	-2.5627
PSA	141.37
MR	75.438
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-329.47477
PM7_Total_Energy_ev	-4795.22045
PM7_Electronic_Energy_ev	-36574.46146
PM7_Dipole_Debye	0.60491
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.248
PM7_LUMO_Energy_ev	0.746
PM7_COSMO_Area_square_ang	324.81
PM7_COSMO_Volue_cubic_ang	382.81
PM7_Electron_Affinity_ev	-0.746
PM7_Ionization_Energy_ev	9.248
PM7_Energy_Gap_ev	9.994
PM7_Global_Hardness_ev	4.997
PM7_Global_Softness_ev	0.20012007204322593
PM7_Chemical_Potential_ev	-4.251
PM7_Electronigativity_ev	4.251
PM7_Back_Donation_Energy_ev	-1.24925
PM7_Electrophilicity_ev	1.808185011006604
OPENEYE_Name	(2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-[[(1~{S},2~{R},4~{S},5~{S},6~{S},10~{S})-5-hydroxy-7-methyl-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-10-yl]oxy]tetrahydropyran-3,4,5-triol
SMILES	C1=C(C2C(C3C(C2O)O3)C(O1)OC4C(C(C(C(O4)CO)O)O)O)C
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@H]2O[C@H]2[C@H]3O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C15H22O9/c1-4-3-21-14(7-6(4)9(18)13-12(7)23-13)24-15-11(20)10(19)8(17)5(2-16)22-15/h3,5-20H,2H2,1H3
InChI_3D	1S/C15H22O9/c1-4-3-21-14(7-6(4)9(18)13-12(7)23-13)24-15-11(20)10(19)8(17)5(2-16)22-15/h3,5-20H,2H2,1H3/t5-,6-,7+,8-,9+,10+,11-,12-,13+,14+,15+/m1/s1
AuxInfo	1/0/N:14,15,1,2,11,3,4,9,7,8,10,5,6,12,13,23,21,19,20,22,16,18,17,24/rA:46cCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;s3;s4;s5;s3s6;;s8;s8;s9;s4;s10;s2;s11;s1s12;s5s6;s11s13;s7;s8;s9;s10;s15;s12s13;s1;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s19;s20;s21;s22;s23;/rC:3.291,3.3726,0;3.2949,4.3726,0;2.4308,4.876,0;1.5629,4.3794,0;.8224,5.0514,0;1.2327,5.9634,0;2.2268,5.8549,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.5589,3.3794,0;.8675,1.5027,0;4.1629,4.8691,0;-1.4725,3.1448,0;2.423,2.876,0;.2378,5.8627,0;0,2.0104,0;2.2307,6.8549,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.8182,4.0831,0;1.2132,2.441,0;3.723,3.1209,0;2.4289,4.376,0;1.6171,4.8764,0;.4495,4.7183,0;1.2346,6.4634,0;2.7242,5.9052,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.0669,3.4681,0;1.3597,1.4149,0;3.9146,5.3031,0;4.4112,4.4352,0;4.5969,5.1174,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.6647,7.1032,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;
Duplicates	ChEBI4458
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/ChEBI4458.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/ChEBI4458.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/ChEBI4458.sdf