CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5277 (2227)

Formula C₁₇H₂₄O₁₁

MW 404.37

InChIKey XJMPAUZQVRGFRE-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 -3.51

logP -3.2583

PSA 175.37

MR 88.0918

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -424.44249

PM7_Total_Energy_ev -5659.08671

PM7_Electronic_Energy_ev -46453.18566

PM7_Dipole_Debye 3.29576

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.768

PM7_LUMO_Energy_ev 0.033

PM7_COSMO_Area_square_ang 373.52

PM7_COSMO_Volue_cubic_ang 447

PM7_Electron_Affinity_ev -0.033

PM7_Ionization_Energy_ev 9.768

PM7_Energy_Gap_ev 9.801

PM7_Global_Hardness_ev 4.9005

PM7_Global_Softness_ev 0.2040608101214162

PM7_Chemical_Potential_ev -4.8675

PM7_Electronigativity_ev 4.8675

PM7_Back_Donation_Energy_ev -1.225125

PM7_Electrophilicity_ev 2.417361111111111

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

SMILES C1=CC(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC)(CO)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@H]2OC=C([C@H]3[C@@H]2[C@@](O)(CO)C=C3)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

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

InChI_3D 1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9+,10-,11+,12-,13+,15+,16-,17-/m0/s1

AuxInfo 1/0/N:15,1,2,16,3,17,6,4,11,7,9,8,10,5,12,13,14,25,26,22,21,23,18,24,27,19,20,28/rA:52cCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s4;s1s4;s6;;s8;s8;s9;s7;s10;s2s7;;s11;s14;d5;s3s12;s11s13;s8;s9;s10;s14;s16;s17;s5s15;s12s13;s1;s2;s3;s6;s7;s8;s9;s10;s11;s12;s13;s15;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;s26;/rC:2.6938,-.3126,0;3.2858,.5022,0;;.868,-.4979,0;.8674,-1.4979,0;1.736,-.0013,0;1.736,1.0058,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.6938,1.3168,0;1.7326,-2.9984,0;2.1644,4.2639,0;4.2093,2.1918,0;.0011,-1.9974,0;0,1.0058,0;.45,3.5458,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;2.2871,2.2304,0;3.1509,4.1,0;5.0753,2.6918,0;1.7332,-1.9984,0;.2237,2.2785,0;2.8483,-.7881,0;3.7858,.5022,0;-.4327,-.2506,0;1.7873,-.4987,0;1.3023,.7571,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;2.2464,4.7572,0;2.0824,3.7707,0;3.9593,2.6248,0;4.4593,1.7588,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;2.5811,2.6349,0;3.4685,4.4861,0;5.0753,3.1918,0;

Duplicates ChEBI5277

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5277.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5277.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5277.sdf

Formula	C₁₇H₂₄O₁₁
MW	404.37
InChIKey	XJMPAUZQVRGFRE-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	-3.51
logP	-3.2583
PSA	175.37
MR	88.0918
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-424.44249
PM7_Total_Energy_ev	-5659.08671
PM7_Electronic_Energy_ev	-46453.18566
PM7_Dipole_Debye	3.29576
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.768
PM7_LUMO_Energy_ev	0.033
PM7_COSMO_Area_square_ang	373.52
PM7_COSMO_Volue_cubic_ang	447
PM7_Electron_Affinity_ev	-0.033
PM7_Ionization_Energy_ev	9.768
PM7_Energy_Gap_ev	9.801
PM7_Global_Hardness_ev	4.9005
PM7_Global_Softness_ev	0.2040608101214162
PM7_Chemical_Potential_ev	-4.8675
PM7_Electronigativity_ev	4.8675
PM7_Back_Donation_Energy_ev	-1.225125
PM7_Electrophilicity_ev	2.417361111111111
OPENEYE_Name	methyl (1~{R},4~{a}~{R},7~{R},7~{a}~{R})-7-hydroxy-7-(hydroxymethyl)-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4~{a},7~{a}-dihydro-1~{H}-cyclopenta[c]pyran-4-carboxylate
SMILES	C1=CC(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC)(CO)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@H]2OC=C([C@H]3[C@@H]2[C@@](O)(CO)C=C3)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3
InChI_3D	1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9+,10-,11+,12-,13+,15+,16-,17-/m0/s1
AuxInfo	1/0/N:15,1,2,16,3,17,6,4,11,7,9,8,10,5,12,13,14,25,26,22,21,23,18,24,27,19,20,28/rA:52cCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s4;s1s4;s6;;s8;s8;s9;s7;s10;s2s7;;s11;s14;d5;s3s12;s11s13;s8;s9;s10;s14;s16;s17;s5s15;s12s13;s1;s2;s3;s6;s7;s8;s9;s10;s11;s12;s13;s15;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;s26;/rC:2.6938,-.3126,0;3.2858,.5022,0;;.868,-.4979,0;.8674,-1.4979,0;1.736,-.0013,0;1.736,1.0058,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.6938,1.3168,0;1.7326,-2.9984,0;2.1644,4.2639,0;4.2093,2.1918,0;.0011,-1.9974,0;0,1.0058,0;.45,3.5458,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;2.2871,2.2304,0;3.1509,4.1,0;5.0753,2.6918,0;1.7332,-1.9984,0;.2237,2.2785,0;2.8483,-.7881,0;3.7858,.5022,0;-.4327,-.2506,0;1.7873,-.4987,0;1.3023,.7571,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;2.2464,4.7572,0;2.0824,3.7707,0;3.9593,2.6248,0;4.4593,1.7588,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;2.5811,2.6349,0;3.4685,4.4861,0;5.0753,3.1918,0;
Duplicates	ChEBI5277
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5277.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5277.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5277.sdf