CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5625 (2398)

Formula C₂₄H₃₀O₁₁

MW 494.49

InChIKey KVRQGMOSZKPBNS-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 10

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 -0.7

logP -1.1999

PSA 175.37

MR 118.216

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -408.63809

PM7_Total_Energy_ev -6599.89503

PM7_Electronic_Energy_ev -60715.36357

PM7_Dipole_Debye 2.51177

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.625

PM7_LUMO_Energy_ev -0.718

PM7_COSMO_Area_square_ang 457.85

PM7_COSMO_Volue_cubic_ang 564.13

PM7_Electron_Affinity_ev 0.718

PM7_Ionization_Energy_ev 9.625

PM7_Energy_Gap_ev 8.907

PM7_Global_Hardness_ev 4.4535

PM7_Global_Softness_ev 0.22454249466711576

PM7_Chemical_Potential_ev -5.1715

PM7_Electronigativity_ev 5.1715

PM7_Back_Donation_Energy_ev -1.113375

PM7_Electrophilicity_ev 3.0026285225103853

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

SMILES c1ccc(cc1)C=CC(=O)OC2(CC(C3(C2C(OC=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O)C

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@@](C)(OC(=O)/C=C/c2ccccc2)C[C@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3

InChI_3D 1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1

AuxInfo 1/0/N:23,1,2,3,4,5,9,10,7,8,12,24,6,18,14,11,16,15,17,13,20,19,22,21,33,28,25,30,29,31,32,26,27,35,34/E:(3,4)(5,6)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s6;w9;s10;;;s12;;s15;s15;s16;s13;s17;s7s13s14;s12s13;s22;s18;d11;s8s19;s18s20;s14;s15;s16;s17;s21;s24;s11s22;s19s20;s1;s2;s3;s4;s5;s7;s8;s9;s10;s12;s12;s13;s14;s15;s16;s17;s18;s19;s20;s23;s23;s23;s24;s24;s28;s29;s30;s31;s32;s33;/rC:7.6824,6.1971,0;7.6853,5.1971,0;6.8178,6.6996,0;6.8148,4.6945,0;5.9472,6.197,0;5.9413,5.1919,0;.868,-.4979,0;;5.0753,4.6918,0;5.0753,3.6918,0;4.2093,3.1918,0;3.2858,.5022,0;1.736,1.0058,0;2.6938,-.3126,0;-1.7475,4.1613,0;-2.394,3.3984,0;-.7625,3.9886,0;-2.0521,2.4531,0;.868,1.5137,0;-.4205,3.0433,0;1.736,-.0013,0;2.6938,1.3168,0;1.9822,2.9156,0;-2.0625,.7032,0;3.3433,3.6918,0;0,1.0058,0;-1.0636,2.2708,0;4.2093,-1.1877,0;-1.1472,5.8052,0;-3.5136,4.7434,0;.9613,4.2907,0;2.545,.5864,0;-2.0684,-.2968,0;4.2093,2.1918,0;.2237,2.2785,0;8.1154,6.4471,0;8.1187,4.9477,0;6.8185,7.1996,0;6.8162,4.1945,0;5.515,6.4483,0;.8677,-.9979,0;-.4327,-.2506,0;4.6423,4.9418,0;5.5083,3.4419,0;3.6573,.8368,0;3.6574,.1676,0;1.3023,.7571,0;2.4904,-.7694,0;-2.1797,4.4126,0;-2.8278,3.1497,0;-.7624,4.4886,0;-2.5448,2.3683,0;1.1901,1.8961,0;.0125,3.2933,0;1.5254,2.7122,0;2.4389,3.1189,0;1.7788,3.3724,0;-2.5625,.7061,0;-1.5625,.7002,0;4.2093,-1.6877,0;-1.4682,6.1885,0;-4.0064,4.6585,0;1.1328,4.7603,0;2.4928,1.0837,0;-2.5029,-.5442,0;

Duplicates ChEBI5625

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5625.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5625.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5625.sdf

Formula	C₂₄H₃₀O₁₁
MW	494.49
InChIKey	KVRQGMOSZKPBNS-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	10
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	-0.7
logP	-1.1999
PSA	175.37
MR	118.216
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-408.63809
PM7_Total_Energy_ev	-6599.89503
PM7_Electronic_Energy_ev	-60715.36357
PM7_Dipole_Debye	2.51177
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.625
PM7_LUMO_Energy_ev	-0.718
PM7_COSMO_Area_square_ang	457.85
PM7_COSMO_Volue_cubic_ang	564.13
PM7_Electron_Affinity_ev	0.718
PM7_Ionization_Energy_ev	9.625
PM7_Energy_Gap_ev	8.907
PM7_Global_Hardness_ev	4.4535
PM7_Global_Softness_ev	0.22454249466711576
PM7_Chemical_Potential_ev	-5.1715
PM7_Electronigativity_ev	5.1715
PM7_Back_Donation_Energy_ev	-1.113375
PM7_Electrophilicity_ev	3.0026285225103853
OPENEYE_Name	[(1~{S},4~{a}~{S},5~{R},7~{S},7~{a}~{S})-4~{a},5-dihydroxy-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-7-yl] (~{E})-3-phenylprop-2-enoate
SMILES	c1ccc(cc1)C=CC(=O)OC2(CC(C3(C2C(OC=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O)C
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@@](C)(OC(=O)/C=C/c2ccccc2)C[C@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3
InChI_3D	1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
AuxInfo	1/0/N:23,1,2,3,4,5,9,10,7,8,12,24,6,18,14,11,16,15,17,13,20,19,22,21,33,28,25,30,29,31,32,26,27,35,34/E:(3,4)(5,6)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s6;w9;s10;;;s12;;s15;s15;s16;s13;s17;s7s13s14;s12s13;s22;s18;d11;s8s19;s18s20;s14;s15;s16;s17;s21;s24;s11s22;s19s20;s1;s2;s3;s4;s5;s7;s8;s9;s10;s12;s12;s13;s14;s15;s16;s17;s18;s19;s20;s23;s23;s23;s24;s24;s28;s29;s30;s31;s32;s33;/rC:7.6824,6.1971,0;7.6853,5.1971,0;6.8178,6.6996,0;6.8148,4.6945,0;5.9472,6.197,0;5.9413,5.1919,0;.868,-.4979,0;;5.0753,4.6918,0;5.0753,3.6918,0;4.2093,3.1918,0;3.2858,.5022,0;1.736,1.0058,0;2.6938,-.3126,0;-1.7475,4.1613,0;-2.394,3.3984,0;-.7625,3.9886,0;-2.0521,2.4531,0;.868,1.5137,0;-.4205,3.0433,0;1.736,-.0013,0;2.6938,1.3168,0;1.9822,2.9156,0;-2.0625,.7032,0;3.3433,3.6918,0;0,1.0058,0;-1.0636,2.2708,0;4.2093,-1.1877,0;-1.1472,5.8052,0;-3.5136,4.7434,0;.9613,4.2907,0;2.545,.5864,0;-2.0684,-.2968,0;4.2093,2.1918,0;.2237,2.2785,0;8.1154,6.4471,0;8.1187,4.9477,0;6.8185,7.1996,0;6.8162,4.1945,0;5.515,6.4483,0;.8677,-.9979,0;-.4327,-.2506,0;4.6423,4.9418,0;5.5083,3.4419,0;3.6573,.8368,0;3.6574,.1676,0;1.3023,.7571,0;2.4904,-.7694,0;-2.1797,4.4126,0;-2.8278,3.1497,0;-.7624,4.4886,0;-2.5448,2.3683,0;1.1901,1.8961,0;.0125,3.2933,0;1.5254,2.7122,0;2.4389,3.1189,0;1.7788,3.3724,0;-2.5625,.7061,0;-1.5625,.7002,0;4.2093,-1.6877,0;-1.4682,6.1885,0;-4.0064,4.6585,0;1.1328,4.7603,0;2.4928,1.0837,0;-2.5029,-.5442,0;
Duplicates	ChEBI5625
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5625.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5625.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5625.sdf