CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9046 (4075)

Formula C₁₇H₂₄O₁₁

MW 404.37

InChIKey WSGPLSDARZNMCW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 11

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -4.03

logP -3.2583

PSA 175.37

MR 88.0538

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -424.33032

PM7_Total_Energy_ev -5659.08453

PM7_Electronic_Energy_ev -45831.87485

PM7_Dipole_Debye 4.48225

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.86

PM7_LUMO_Energy_ev -0.004

PM7_COSMO_Area_square_ang 374.5

PM7_COSMO_Volue_cubic_ang 446.19

PM7_Electron_Affinity_ev 0.004

PM7_Ionization_Energy_ev 9.86

PM7_Energy_Gap_ev 9.856

PM7_Global_Hardness_ev 4.928

PM7_Global_Softness_ev 0.20292207792207792

PM7_Chemical_Potential_ev -4.932

PM7_Electronigativity_ev 4.932

PM7_Back_Donation_Energy_ev -1.232

PM7_Electrophilicity_ev 2.4680016233766233

OPENEYE_Name methyl (1~{S},4~{a}~{S},5~{R},7~{a}~{S})-5-hydroxy-7-(hydroxymethyl)-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate

SMILES C1=C(C2C(C1O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC)CO

Canonical_SMILES OCC1=C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O

InChI 1/C17H24O11/c1-25-15(24)7-5-26-16(10-6(3-18)2-8(20)11(7)10)28-17-14(23)13(22)12(21)9(4-19)27-17/h2,5,8-14,16-23H,3-4H2,1H3

InChI_3D 1S/C17H24O11/c1-25-15(24)7-5-26-16(10-6(3-18)2-8(20)11(7)10)28-17-14(23)13(22)12(21)9(4-19)27-17/h2,5,8-14,16-23H,3-4H2,1H3/t8-,9-,10-,11+,12-,13+,14-,16+,17+/m1/s1

AuxInfo 1/0/N:15,1,16,17,2,4,3,6,12,8,7,10,9,11,5,13,14,25,26,21,23,22,24,18,27,19,20,28/rA:52cCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;;s4;s12;d5;s2s13;s12s14;s6;s9;s10;s11;s16;s17;s5s15;s13s14;s1;s2;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;s26;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,2.2579,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.7712,-5.111,0;-.9083,-5.6164,0;-1.7707,-4.111,0;-.0361,-5.1168,0;.868,-1.5037,0;-.8985,-3.6113,0;.002,3.7579,0;3.0028,-2.2695,0;1.6895,-4.8255,0;1.734,2.7579,0;0,-1.0058,0;-.0267,-4.1117,0;3.5598,.811,0;-3.4939,-4.803,0;-2.0403,-6.951,0;-2.3653,-2.4651,0;3.3117,-3.2205,0;2.6756,-4.6591,0;.002,2.7579,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.9442,-5.5801,0;-.5886,-6.0009,0;-2.2632,-4.1971,0;.1324,-5.5875,0;1.1887,-1.8873,0;-1.2193,-3.2278,0;-.498,3.7579,0;.502,3.7579,0;.002,4.2579,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;3.9928,.561,0;-3.8162,-5.1852,0;-1.8718,-7.4218,0;-2.8575,-2.3771,0;3.8008,-3.3245,0;2.9942,-5.0444,0;

Duplicates ChEBI9046

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9046.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9046.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9046.sdf

Formula	C₁₇H₂₄O₁₁
MW	404.37
InChIKey	WSGPLSDARZNMCW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	11
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-4.03
logP	-3.2583
PSA	175.37
MR	88.0538
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-424.33032
PM7_Total_Energy_ev	-5659.08453
PM7_Electronic_Energy_ev	-45831.87485
PM7_Dipole_Debye	4.48225
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.86
PM7_LUMO_Energy_ev	-0.004
PM7_COSMO_Area_square_ang	374.5
PM7_COSMO_Volue_cubic_ang	446.19
PM7_Electron_Affinity_ev	0.004
PM7_Ionization_Energy_ev	9.86
PM7_Energy_Gap_ev	9.856
PM7_Global_Hardness_ev	4.928
PM7_Global_Softness_ev	0.20292207792207792
PM7_Chemical_Potential_ev	-4.932
PM7_Electronigativity_ev	4.932
PM7_Back_Donation_Energy_ev	-1.232
PM7_Electrophilicity_ev	2.4680016233766233
OPENEYE_Name	methyl (1~{S},4~{a}~{S},5~{R},7~{a}~{S})-5-hydroxy-7-(hydroxymethyl)-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES	C1=C(C2C(C1O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC)CO
Canonical_SMILES	OCC1=C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
InChI	1/C17H24O11/c1-25-15(24)7-5-26-16(10-6(3-18)2-8(20)11(7)10)28-17-14(23)13(22)12(21)9(4-19)27-17/h2,5,8-14,16-23H,3-4H2,1H3
InChI_3D	1S/C17H24O11/c1-25-15(24)7-5-26-16(10-6(3-18)2-8(20)11(7)10)28-17-14(23)13(22)12(21)9(4-19)27-17/h2,5,8-14,16-23H,3-4H2,1H3/t8-,9-,10-,11+,12-,13+,14-,16+,17+/m1/s1
AuxInfo	1/0/N:15,1,16,17,2,4,3,6,12,8,7,10,9,11,5,13,14,25,26,21,23,22,24,18,27,19,20,28/rA:52cCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;;s4;s12;d5;s2s13;s12s14;s6;s9;s10;s11;s16;s17;s5s15;s13s14;s1;s2;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;s26;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,2.2579,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.7712,-5.111,0;-.9083,-5.6164,0;-1.7707,-4.111,0;-.0361,-5.1168,0;.868,-1.5037,0;-.8985,-3.6113,0;.002,3.7579,0;3.0028,-2.2695,0;1.6895,-4.8255,0;1.734,2.7579,0;0,-1.0058,0;-.0267,-4.1117,0;3.5598,.811,0;-3.4939,-4.803,0;-2.0403,-6.951,0;-2.3653,-2.4651,0;3.3117,-3.2205,0;2.6756,-4.6591,0;.002,2.7579,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.9442,-5.5801,0;-.5886,-6.0009,0;-2.2632,-4.1971,0;.1324,-5.5875,0;1.1887,-1.8873,0;-1.2193,-3.2278,0;-.498,3.7579,0;.502,3.7579,0;.002,4.2579,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;3.9928,.561,0;-3.8162,-5.1852,0;-1.8718,-7.4218,0;-2.8575,-2.3771,0;3.8008,-3.3245,0;2.9942,-5.0444,0;
Duplicates	ChEBI9046
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9046.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9046.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9046.sdf