CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9954 (4561)

Formula C₁₇H₂₄O₁₀

MW 388.37

InChIKey HLXRWTJXGMHOFN-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 9

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -2.2

logP -1.9426

PSA 151.98

MR 86.4042

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -404.05921

PM7_Total_Energy_ev -5364.73411

PM7_Electronic_Energy_ev -43107.07618

PM7_Dipole_Debye 4.60163

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.7

PM7_LUMO_Energy_ev -0.167

PM7_COSMO_Area_square_ang 367.99

PM7_COSMO_Volue_cubic_ang 436.71

PM7_Electron_Affinity_ev 0.167

PM7_Ionization_Energy_ev 9.7

PM7_Energy_Gap_ev 9.533

PM7_Global_Hardness_ev 4.7665

PM7_Global_Softness_ev 0.2097975453687192

PM7_Chemical_Potential_ev -4.9335

PM7_Electronigativity_ev 4.9335

PM7_Back_Donation_Energy_ev -1.191625

PM7_Electrophilicity_ev 2.553175521871394

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

SMILES C1=C(C2C(=O)CC(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)C(=O)OC

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

InChI 1/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3

InChI_3D 1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1

AuxInfo 1/0/N:15,16,5,17,1,8,2,3,12,7,6,10,9,11,4,13,14,25,18,23,22,24,19,26,20,21,27/rA:51cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s2;s3;s2s3;s6;s5s7;;s9;s9;s10;s7;s11;s8;;s12;d3;d4;s1s13;s12s14;s9;s10;s11;s17;s4s16;s13s14;s1;s5;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s16;s17;s17;s22;s23;s24;s25;/rC:;.868,-.4979,0;2.6938,-.3126,0;.8674,-1.4979,0;3.2858,.5022,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;-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;2.2871,2.2304,0;1.7326,-2.9984,0;2.1644,4.2639,0;3.0028,-1.2637,0;.0011,-1.9974,0;0,1.0058,0;.4499,3.5458,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;1.7332,-1.9984,0;.2237,2.2785,0;-.4327,-.2506,0;3.6573,.8368,0;3.6574,.1676,0;1.7873,-.4987,0;1.3023,.7571,0;3.1268,1.5668,0;-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;1.8304,2.0271,0;2.7439,2.4337,0;2.0838,2.6872,0;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;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;

Duplicates ChEBI9954

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9954.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9954.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9954.sdf

Formula	C₁₇H₂₄O₁₀
MW	388.37
InChIKey	HLXRWTJXGMHOFN-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	9
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-2.2
logP	-1.9426
PSA	151.98
MR	86.4042
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-404.05921
PM7_Total_Energy_ev	-5364.73411
PM7_Electronic_Energy_ev	-43107.07618
PM7_Dipole_Debye	4.60163
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.7
PM7_LUMO_Energy_ev	-0.167
PM7_COSMO_Area_square_ang	367.99
PM7_COSMO_Volue_cubic_ang	436.71
PM7_Electron_Affinity_ev	0.167
PM7_Ionization_Energy_ev	9.7
PM7_Energy_Gap_ev	9.533
PM7_Global_Hardness_ev	4.7665
PM7_Global_Softness_ev	0.2097975453687192
PM7_Chemical_Potential_ev	-4.9335
PM7_Electronigativity_ev	4.9335
PM7_Back_Donation_Energy_ev	-1.191625
PM7_Electrophilicity_ev	2.553175521871394
OPENEYE_Name	methyl (1~{S},4~{a}~{S},7~{S},7~{a}~{R})-7-methyl-5-oxo-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4~{a},6,7,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-4-carboxylate
SMILES	C1=C(C2C(=O)CC(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)C(=O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)CC3=O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3
InChI_3D	1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1
AuxInfo	1/0/N:15,16,5,17,1,8,2,3,12,7,6,10,9,11,4,13,14,25,18,23,22,24,19,26,20,21,27/rA:51cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s2;s3;s2s3;s6;s5s7;;s9;s9;s10;s7;s11;s8;;s12;d3;d4;s1s13;s12s14;s9;s10;s11;s17;s4s16;s13s14;s1;s5;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s16;s17;s17;s22;s23;s24;s25;/rC:;.868,-.4979,0;2.6938,-.3126,0;.8674,-1.4979,0;3.2858,.5022,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;-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;2.2871,2.2304,0;1.7326,-2.9984,0;2.1644,4.2639,0;3.0028,-1.2637,0;.0011,-1.9974,0;0,1.0058,0;.4499,3.5458,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;1.7332,-1.9984,0;.2237,2.2785,0;-.4327,-.2506,0;3.6573,.8368,0;3.6574,.1676,0;1.7873,-.4987,0;1.3023,.7571,0;3.1268,1.5668,0;-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;1.8304,2.0271,0;2.7439,2.4337,0;2.0838,2.6872,0;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;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;
Duplicates	ChEBI9954
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9954.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9954.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9954.sdf