CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5299 (2236)

Formula C₁₇H₂₄O₁₀

MW 388.37

InChIKey IBFYXTRXDNAPMM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 10

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -3.08

logP -2.2291

PSA 155.14

MR 86.892

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -387.82312

PM7_Total_Energy_ev -5364.01696

PM7_Electronic_Energy_ev -42888.82459

PM7_Dipole_Debye 3.8122

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.733

PM7_LUMO_Energy_ev -0.087

PM7_COSMO_Area_square_ang 369.11

PM7_COSMO_Volue_cubic_ang 435.41

PM7_Electron_Affinity_ev 0.087

PM7_Ionization_Energy_ev 9.733

PM7_Energy_Gap_ev 9.646

PM7_Global_Hardness_ev 4.823

PM7_Global_Softness_ev 0.2073398299813394

PM7_Chemical_Potential_ev -4.91

PM7_Electronigativity_ev 4.91

PM7_Back_Donation_Energy_ev -1.20575

PM7_Electrophilicity_ev 2.4992846775865645

OPENEYE_Name methyl (1~{S},4~{a}~{S},7~{a}~{S})-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(C1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC)CO

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3

InChI_3D 1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1

AuxInfo 1/0/N:15,1,6,16,17,2,4,7,3,12,8,10,9,11,5,13,14,24,25,22,21,23,18,26,19,20,27/rA:51cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;;s4;s12;d5;s2s13;s12s14;s9;s10;s11;s16;s17;s5s15;s13s14;s1;s2;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;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;1.734,3.0079,0;3.0028,-2.2695,0;1.6895,-4.8255,0;.002,2.0079,0;0,-1.0058,0;-.0267,-4.1117,0;-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;1.734,2.0079,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;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;1.234,3.0079,0;2.234,3.0079,0;1.734,3.5079,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;-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 ChEBI5299

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5299.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5299.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5299.sdf

Formula	C₁₇H₂₄O₁₀
MW	388.37
InChIKey	IBFYXTRXDNAPMM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	10
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-3.08
logP	-2.2291
PSA	155.14
MR	86.892
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-387.82312
PM7_Total_Energy_ev	-5364.01696
PM7_Electronic_Energy_ev	-42888.82459
PM7_Dipole_Debye	3.8122
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.733
PM7_LUMO_Energy_ev	-0.087
PM7_COSMO_Area_square_ang	369.11
PM7_COSMO_Volue_cubic_ang	435.41
PM7_Electron_Affinity_ev	0.087
PM7_Ionization_Energy_ev	9.733
PM7_Energy_Gap_ev	9.646
PM7_Global_Hardness_ev	4.823
PM7_Global_Softness_ev	0.2073398299813394
PM7_Chemical_Potential_ev	-4.91
PM7_Electronigativity_ev	4.91
PM7_Back_Donation_Energy_ev	-1.20575
PM7_Electrophilicity_ev	2.4992846775865645
OPENEYE_Name	methyl (1~{S},4~{a}~{S},7~{a}~{S})-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(C1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC)CO
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3
InChI_3D	1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1
AuxInfo	1/0/N:15,1,6,16,17,2,4,7,3,12,8,10,9,11,5,13,14,24,25,22,21,23,18,26,19,20,27/rA:51cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;;s4;s12;d5;s2s13;s12s14;s9;s10;s11;s16;s17;s5s15;s13s14;s1;s2;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;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;1.734,3.0079,0;3.0028,-2.2695,0;1.6895,-4.8255,0;.002,2.0079,0;0,-1.0058,0;-.0267,-4.1117,0;-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;1.734,2.0079,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;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;1.234,3.0079,0;2.234,3.0079,0;1.734,3.5079,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;-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	ChEBI5299
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5299.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5299.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5299.sdf