CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189300 (103548)

Formula C₁₇H₂₀O₉

MW 368.34

InChIKey PCNPAUHWAVTBET-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.63

logP -0.7603

PSA 149.82

MR 88.4252

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -342.78131

PM7_Total_Energy_ev -5015.23157

PM7_Electronic_Energy_ev -36856.61524

PM7_Dipole_Debye 6.21608

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.277

PM7_LUMO_Energy_ev -0.826

PM7_COSMO_Area_square_ang 367.42

PM7_COSMO_Volue_cubic_ang 401.6

PM7_Electron_Affinity_ev 0.826

PM7_Ionization_Energy_ev 9.277

PM7_Energy_Gap_ev 8.451

PM7_Global_Hardness_ev 4.2255

PM7_Global_Softness_ev 0.23665838362323985

PM7_Chemical_Potential_ev -5.0515

PM7_Electronigativity_ev 5.0515

PM7_Back_Donation_Energy_ev -1.056375

PM7_Electrophilicity_ev 3.019483167672465

OPENEYE_Name 6-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-8-hydroxy-3-[(2~{S})-2-hydroxypropyl]isochromen-1-one

SMILES c1c2c(c(cc1OC3C(C(C(O3)CO)O)O)O)c(=O)oc(c2)CC(C)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@@H]([C@@H]1O)O)Oc1cc(O)c2c(c1)cc(oc2=O)C[C@@H](O)C

InChI 1/C17H20O9/c1-7(19)2-9-3-8-4-10(5-11(20)13(8)16(23)24-9)25-17-15(22)14(21)12(6-18)26-17/h3-5,7,12,14-15,17-22H,2,6H2,1H3

InChI_3D 1S/C17H20O9/c1-7(19)2-9-3-8-4-10(5-11(20)13(8)16(23)24-9)25-17-15(22)14(21)12(6-18)26-17/h3-5,7,12,14-15,17-22H,2,6H2,1H3/t7-,12+,14+,15+,17-/m0/s1

AuxInfo 1/0/N:14,15,7,1,2,16,17,3,9,5,6,12,4,10,11,8,13,24,25,21,22,23,18,19,26,20/rA:46cCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s3;s1d2;s2d4;s3;s4;d7;;s10;s10;s11;;s9;s12;s14s15;d8;s8s9;s12s13;s6;s10;s11;s16;s17;s5s13;s1;s2;s7;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s17;s21;s22;s23;s24;s25;/rC:.868,-.4978,0;0,1.0057,0;1.736,-.0012,0;1.7374,1.0057,0;;.868,1.5138,0;2.6026,-.5032,0;2.6052,1.5109,0;3.4761,-.0036,0;-1.5216,-2.9838,0;-.6555,-2.4809,0;-2.2646,-2.3147,0;-.8639,-1.5013,0;6.0702,-1.5105,0;4.3408,-.5059,0;-3.7836,-1.4456,0;5.2055,-1.0082,0;2.6051,2.5109,0;3.4774,1.0034,0;-1.8632,-1.3984,0;.8676,2.5138,0;-.4907,-4.3979,0;.2953,-2.171,0;-4.6516,-.949,0;4.7032,-1.8729,0;-.8653,-.5013,0;.8677,-.9978,0;-.4338,1.2544,0;2.6012,-1.0032,0;-1.8929,-3.3187,0;-.4514,-2.9373,0;-2.5577,-2.7197,0;-.3666,-1.4486,0;6.3213,-1.0782,0;5.819,-1.9429,0;6.5025,-1.7617,0;4.0896,-.9383,0;4.5919,-.0736,0;-4.0319,-1.8796,0;-3.5353,-1.0116,0;5.4566,-.5759,0;.4345,2.7636,0;-.6933,-4.855,0;.6671,-2.5053,0;-5.0836,-1.2007,0;4.952,-2.3066,0;

Duplicates ChEBI189300

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189300.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189300.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189300.sdf

Formula	C₁₇H₂₀O₉
MW	368.34
InChIKey	PCNPAUHWAVTBET-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.63
logP	-0.7603
PSA	149.82
MR	88.4252
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-342.78131
PM7_Total_Energy_ev	-5015.23157
PM7_Electronic_Energy_ev	-36856.61524
PM7_Dipole_Debye	6.21608
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.277
PM7_LUMO_Energy_ev	-0.826
PM7_COSMO_Area_square_ang	367.42
PM7_COSMO_Volue_cubic_ang	401.6
PM7_Electron_Affinity_ev	0.826
PM7_Ionization_Energy_ev	9.277
PM7_Energy_Gap_ev	8.451
PM7_Global_Hardness_ev	4.2255
PM7_Global_Softness_ev	0.23665838362323985
PM7_Chemical_Potential_ev	-5.0515
PM7_Electronigativity_ev	5.0515
PM7_Back_Donation_Energy_ev	-1.056375
PM7_Electrophilicity_ev	3.019483167672465
OPENEYE_Name	6-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-8-hydroxy-3-[(2~{S})-2-hydroxypropyl]isochromen-1-one
SMILES	c1c2c(c(cc1OC3C(C(C(O3)CO)O)O)O)c(=O)oc(c2)CC(C)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@@H]([C@@H]1O)O)Oc1cc(O)c2c(c1)cc(oc2=O)C[C@@H](O)C
InChI	1/C17H20O9/c1-7(19)2-9-3-8-4-10(5-11(20)13(8)16(23)24-9)25-17-15(22)14(21)12(6-18)26-17/h3-5,7,12,14-15,17-22H,2,6H2,1H3
InChI_3D	1S/C17H20O9/c1-7(19)2-9-3-8-4-10(5-11(20)13(8)16(23)24-9)25-17-15(22)14(21)12(6-18)26-17/h3-5,7,12,14-15,17-22H,2,6H2,1H3/t7-,12+,14+,15+,17-/m0/s1
AuxInfo	1/0/N:14,15,7,1,2,16,17,3,9,5,6,12,4,10,11,8,13,24,25,21,22,23,18,19,26,20/rA:46cCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s3;s1d2;s2d4;s3;s4;d7;;s10;s10;s11;;s9;s12;s14s15;d8;s8s9;s12s13;s6;s10;s11;s16;s17;s5s13;s1;s2;s7;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s17;s21;s22;s23;s24;s25;/rC:.868,-.4978,0;0,1.0057,0;1.736,-.0012,0;1.7374,1.0057,0;;.868,1.5138,0;2.6026,-.5032,0;2.6052,1.5109,0;3.4761,-.0036,0;-1.5216,-2.9838,0;-.6555,-2.4809,0;-2.2646,-2.3147,0;-.8639,-1.5013,0;6.0702,-1.5105,0;4.3408,-.5059,0;-3.7836,-1.4456,0;5.2055,-1.0082,0;2.6051,2.5109,0;3.4774,1.0034,0;-1.8632,-1.3984,0;.8676,2.5138,0;-.4907,-4.3979,0;.2953,-2.171,0;-4.6516,-.949,0;4.7032,-1.8729,0;-.8653,-.5013,0;.8677,-.9978,0;-.4338,1.2544,0;2.6012,-1.0032,0;-1.8929,-3.3187,0;-.4514,-2.9373,0;-2.5577,-2.7197,0;-.3666,-1.4486,0;6.3213,-1.0782,0;5.819,-1.9429,0;6.5025,-1.7617,0;4.0896,-.9383,0;4.5919,-.0736,0;-4.0319,-1.8796,0;-3.5353,-1.0116,0;5.4566,-.5759,0;.4345,2.7636,0;-.6933,-4.855,0;.6671,-2.5053,0;-5.0836,-1.2007,0;4.952,-2.3066,0;
Duplicates	ChEBI189300
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189300.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189300.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189300.sdf