CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189525 (103733)

Formula C₂₄H₂₄O₉

MW 456.45

InChIKey BRXADWYLMDAXBU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.09

logP 1.0128

PSA 142.75

MR 116.457

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -294.67862

PM7_Total_Energy_ev -5928.24144

PM7_Electronic_Energy_ev -47152.34333

PM7_Dipole_Debye 3.21171

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.268

PM7_LUMO_Energy_ev -0.809

PM7_COSMO_Area_square_ang 478.72

PM7_COSMO_Volue_cubic_ang 528.68

PM7_Electron_Affinity_ev 0.809

PM7_Ionization_Energy_ev 9.268

PM7_Energy_Gap_ev 8.459

PM7_Global_Hardness_ev 4.2295

PM7_Global_Softness_ev 0.23643456673365645

PM7_Chemical_Potential_ev -5.0385

PM7_Electronigativity_ev 5.0385

PM7_Back_Donation_Energy_ev -1.057375

PM7_Electrophilicity_ev 3.001120965835205

OPENEYE_Name [(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]tetrahydropyran-2-yl] (~{E})-3-phenylprop-2-enoate

SMILES c1ccc(cc1)C=CC(=O)OC2C(C(C(C(O2)COC(=O)C=Cc3ccc(cc3)O)O)O)O

Canonical_SMILES O=C(/C=C/c1ccc(cc1)O)OC[C@H]1O[C@@H](OC(=O)/C=C/c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C24H24O9/c25-17-10-6-16(7-11-17)8-12-19(26)31-14-18-21(28)22(29)23(30)24(32-18)33-20(27)13-9-15-4-2-1-3-5-15/h1-13,18,21-25,28-30H,14H2

InChI_3D 1S/C24H24O9/c25-17-10-6-16(7-11-17)8-12-19(26)31-14-18-21(28)22(29)23(30)24(32-18)33-20(27)13-9-15-4-2-1-3-5-15/h1-13,18,21-25,28-30H,14H2/b12-8+,13-9+/t18-,21-,22+,23-,24+/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,7,14,13,8,9,16,15,24,10,11,12,22,18,17,20,19,21,23,28,26,25,30,29,31,33,27,32/E:(2,3)(4,5)(6,7)(10,11)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;s10;s11;w13;w14;s15;s16;;s19;s19;s20;s21;s22;d17;d18;s22s23;s12;s19;s20;s21;s17s23;s18s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s15;s16;s19;s20;s21;s22;s23;s24;s24;s28;s29;s30;s31;/rC:1.3201,7.7413,0;1.9621,6.9746,0;.3341,7.5744,0;1.6146,6.0313,0;-.0134,6.6312,0;-6.5615,-2.1534,0;-6.8661,-.4454,0;-7.5511,-2.3299,0;-7.8557,-.6219,0;.6251,5.8549,0;-6.224,-1.2121,0;-8.2032,-1.5651,0;.2794,4.9165,0;-5.2396,-1.0365,0;.9192,4.1479,0;-4.8994,-.0961,0;.5734,3.2096,0;-3.9149,.0795,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;-.412,3.0398,0;-3.2707,-.6853,0;0,2.0104,0;-9.1877,-1.7406,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;1.2132,2.441,0;-3.5748,1.0198,0;1.493,8.2105,0;2.4548,7.0602,0;.0148,7.9591,0;1.9356,5.648,0;-.5064,6.5477,0;-6.2388,-2.5354,0;-6.6954,.0245,0;-7.7198,-2.8006,0;-8.1767,-.2385,0;-.2134,4.8316,0;-4.9174,-1.4189,0;1.4119,4.2328,0;-5.2216,.2863,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;-9.3578,-2.2108,0;.9521,-1.8113,0;-1.1407,-1.5305,0;2.9122,.4164,0;

Duplicates ChEBI189525

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189525.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189525.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189525.sdf

Formula	C₂₄H₂₄O₉
MW	456.45
InChIKey	BRXADWYLMDAXBU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.09
logP	1.0128
PSA	142.75
MR	116.457
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-294.67862
PM7_Total_Energy_ev	-5928.24144
PM7_Electronic_Energy_ev	-47152.34333
PM7_Dipole_Debye	3.21171
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.268
PM7_LUMO_Energy_ev	-0.809
PM7_COSMO_Area_square_ang	478.72
PM7_COSMO_Volue_cubic_ang	528.68
PM7_Electron_Affinity_ev	0.809
PM7_Ionization_Energy_ev	9.268
PM7_Energy_Gap_ev	8.459
PM7_Global_Hardness_ev	4.2295
PM7_Global_Softness_ev	0.23643456673365645
PM7_Chemical_Potential_ev	-5.0385
PM7_Electronigativity_ev	5.0385
PM7_Back_Donation_Energy_ev	-1.057375
PM7_Electrophilicity_ev	3.001120965835205
OPENEYE_Name	[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]tetrahydropyran-2-yl] (~{E})-3-phenylprop-2-enoate
SMILES	c1ccc(cc1)C=CC(=O)OC2C(C(C(C(O2)COC(=O)C=Cc3ccc(cc3)O)O)O)O
Canonical_SMILES	O=C(/C=C/c1ccc(cc1)O)OC[C@H]1O[C@@H](OC(=O)/C=C/c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C24H24O9/c25-17-10-6-16(7-11-17)8-12-19(26)31-14-18-21(28)22(29)23(30)24(32-18)33-20(27)13-9-15-4-2-1-3-5-15/h1-13,18,21-25,28-30H,14H2
InChI_3D	1S/C24H24O9/c25-17-10-6-16(7-11-17)8-12-19(26)31-14-18-21(28)22(29)23(30)24(32-18)33-20(27)13-9-15-4-2-1-3-5-15/h1-13,18,21-25,28-30H,14H2/b12-8+,13-9+/t18-,21-,22+,23-,24+/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,7,14,13,8,9,16,15,24,10,11,12,22,18,17,20,19,21,23,28,26,25,30,29,31,33,27,32/E:(2,3)(4,5)(6,7)(10,11)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;s10;s11;w13;w14;s15;s16;;s19;s19;s20;s21;s22;d17;d18;s22s23;s12;s19;s20;s21;s17s23;s18s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s15;s16;s19;s20;s21;s22;s23;s24;s24;s28;s29;s30;s31;/rC:1.3201,7.7413,0;1.9621,6.9746,0;.3341,7.5744,0;1.6146,6.0313,0;-.0134,6.6312,0;-6.5615,-2.1534,0;-6.8661,-.4454,0;-7.5511,-2.3299,0;-7.8557,-.6219,0;.6251,5.8549,0;-6.224,-1.2121,0;-8.2032,-1.5651,0;.2794,4.9165,0;-5.2396,-1.0365,0;.9192,4.1479,0;-4.8994,-.0961,0;.5734,3.2096,0;-3.9149,.0795,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;-.412,3.0398,0;-3.2707,-.6853,0;0,2.0104,0;-9.1877,-1.7406,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;1.2132,2.441,0;-3.5748,1.0198,0;1.493,8.2105,0;2.4548,7.0602,0;.0148,7.9591,0;1.9356,5.648,0;-.5064,6.5477,0;-6.2388,-2.5354,0;-6.6954,.0245,0;-7.7198,-2.8006,0;-8.1767,-.2385,0;-.2134,4.8316,0;-4.9174,-1.4189,0;1.4119,4.2328,0;-5.2216,.2863,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;-9.3578,-2.2108,0;.9521,-1.8113,0;-1.1407,-1.5305,0;2.9122,.4164,0;
Duplicates	ChEBI189525
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189525.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189525.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189525.sdf