CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193265_s0 (106630)

Formula C₂₃H₂₀O₈

MW 424.41

InChIKey YHTSZBFADIPXNE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.11

logP 2.3006

PSA 126.43

MR 111.145

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -242.74233

PM7_Total_Energy_ev -5455.95306

PM7_Electronic_Energy_ev -45050.8746

PM7_Dipole_Debye 5.43766

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.293

PM7_LUMO_Energy_ev -0.99

PM7_COSMO_Area_square_ang 406.66

PM7_COSMO_Volue_cubic_ang 478.97

PM7_Electron_Affinity_ev 0.99

PM7_Ionization_Energy_ev 9.293

PM7_Energy_Gap_ev 8.303

PM7_Global_Hardness_ev 4.1515

PM7_Global_Softness_ev 0.24087679152113695

PM7_Chemical_Potential_ev -5.1415

PM7_Electronigativity_ev 5.1415

PM7_Back_Donation_Energy_ev -1.037875

PM7_Electrophilicity_ev 3.1837916716849333

OPENEYE_Name [(1~{S})-2-hydroxy-1-[(8~{S},9~{S})-9-hydroxy-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]-1-methyl-ethyl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate

SMILES c1cc2c(c3c1ccc(=O)o3)C(C(O2)C(C)(CO)OC(=O)C=Cc4ccc(cc4)O)O

Canonical_SMILES OC[C@@]([C@H]1Oc2c([C@@H]1O)c1oc(=O)ccc1cc2)(OC(=O)/C=C/c1ccc(cc1)O)C

InChI 1/C23H20O8/c1-23(12-24,31-18(27)10-4-13-2-7-15(25)8-3-13)22-20(28)19-16(29-22)9-5-14-6-11-17(26)30-21(14)19/h2-11,20,22,24-25,28H,12H2,1H3

InChI_3D 1S/C23H20O8/c1-23(12-24,31-18(27)10-4-13-2-7-15(25)8-3-13)22-20(28)19-16(29-22)9-5-14-6-11-17(26)30-21(14)19/h2-11,20,22,24-25,28H,12H2,1H3/b10-4+/t20-,22-,23-/m0/s1

AuxInfo 1/0/N:21,2,3,16,1,13,5,6,4,17,14,22,8,7,12,10,15,18,9,19,11,20,23,30,28,24,25,29,27,26,31/E:(2,3)(7,8)/rA:51cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;d7s9;s5d6;s7;d13;s14;s8;w16;s17;s9;s19;;;s20s21s22;d15;d18;s11s15;s10s20;s12;s19;s22;s18s23;s1;s2;s3;s4;s5;s6;s13;s14;s16;s17;s19;s20;s21;s21;s21;s22;s22;s28;s29;s30;/rC:2.6038,-.4989,0;6.5821,8.2124,0;4.9303,7.6816,0;3.4748,.0022,0;6.2746,9.1694,0;4.6228,8.6386,0;1.7371,0,0;5.9084,7.4734,0;2.6012,1.5124,0;3.4726,1.0054,0;1.7358,1.0056,0;5.2934,9.3874,0;.8679,-.4978,0;;0,1.0056,0;6.2143,6.5213,0;5.5428,5.7803,0;5.8487,4.8283,0;2.814,2.4976,0;3.817,2.5999,0;6.4352,3.4412,0;5.789,2.1832,0;5.4831,3.1353,0;-.8675,1.5031,0;6.8262,4.6172,0;.8679,1.5134,0;4.224,1.6775,0;4.9874,10.3394,0;1.8198,2.6053,0;6.0949,1.2312,0;5.1772,4.0873,0;2.6037,-.9989,0;7.0707,8.1062,0;4.5951,7.3107,0;3.9079,-.2477,0;6.6115,9.5389,0;4.1337,8.7427,0;.8677,-.9978,0;-.4327,-.2506,0;6.7031,6.4158,0;5.0541,5.8859,0;2.8156,2.9976,0;3.7146,3.0893,0;6.5881,2.9652,0;6.2822,3.9172,0;6.9112,3.5942,0;5.313,2.0303,0;6.2651,2.3362,0;5.3232,10.7099,0;1.6179,3.0628,0;5.7592,.8607,0;

Duplicates ChEBI193265_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193250-0000193499/ChEBI193265_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193250-0000193499/ChEBI193265_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193250-0000193499/ChEBI193265_s0.sdf

Formula	C₂₃H₂₀O₈
MW	424.41
InChIKey	YHTSZBFADIPXNE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.11
logP	2.3006
PSA	126.43
MR	111.145
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-242.74233
PM7_Total_Energy_ev	-5455.95306
PM7_Electronic_Energy_ev	-45050.8746
PM7_Dipole_Debye	5.43766
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.293
PM7_LUMO_Energy_ev	-0.99
PM7_COSMO_Area_square_ang	406.66
PM7_COSMO_Volue_cubic_ang	478.97
PM7_Electron_Affinity_ev	0.99
PM7_Ionization_Energy_ev	9.293
PM7_Energy_Gap_ev	8.303
PM7_Global_Hardness_ev	4.1515
PM7_Global_Softness_ev	0.24087679152113695
PM7_Chemical_Potential_ev	-5.1415
PM7_Electronigativity_ev	5.1415
PM7_Back_Donation_Energy_ev	-1.037875
PM7_Electrophilicity_ev	3.1837916716849333
OPENEYE_Name	[(1~{S})-2-hydroxy-1-[(8~{S},9~{S})-9-hydroxy-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]-1-methyl-ethyl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate
SMILES	c1cc2c(c3c1ccc(=O)o3)C(C(O2)C(C)(CO)OC(=O)C=Cc4ccc(cc4)O)O
Canonical_SMILES	OC[C@@]([C@H]1Oc2c([C@@H]1O)c1oc(=O)ccc1cc2)(OC(=O)/C=C/c1ccc(cc1)O)C
InChI	1/C23H20O8/c1-23(12-24,31-18(27)10-4-13-2-7-15(25)8-3-13)22-20(28)19-16(29-22)9-5-14-6-11-17(26)30-21(14)19/h2-11,20,22,24-25,28H,12H2,1H3
InChI_3D	1S/C23H20O8/c1-23(12-24,31-18(27)10-4-13-2-7-15(25)8-3-13)22-20(28)19-16(29-22)9-5-14-6-11-17(26)30-21(14)19/h2-11,20,22,24-25,28H,12H2,1H3/b10-4+/t20-,22-,23-/m0/s1
AuxInfo	1/0/N:21,2,3,16,1,13,5,6,4,17,14,22,8,7,12,10,15,18,9,19,11,20,23,30,28,24,25,29,27,26,31/E:(2,3)(7,8)/rA:51cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;d7s9;s5d6;s7;d13;s14;s8;w16;s17;s9;s19;;;s20s21s22;d15;d18;s11s15;s10s20;s12;s19;s22;s18s23;s1;s2;s3;s4;s5;s6;s13;s14;s16;s17;s19;s20;s21;s21;s21;s22;s22;s28;s29;s30;/rC:2.6038,-.4989,0;6.5821,8.2124,0;4.9303,7.6816,0;3.4748,.0022,0;6.2746,9.1694,0;4.6228,8.6386,0;1.7371,0,0;5.9084,7.4734,0;2.6012,1.5124,0;3.4726,1.0054,0;1.7358,1.0056,0;5.2934,9.3874,0;.8679,-.4978,0;;0,1.0056,0;6.2143,6.5213,0;5.5428,5.7803,0;5.8487,4.8283,0;2.814,2.4976,0;3.817,2.5999,0;6.4352,3.4412,0;5.789,2.1832,0;5.4831,3.1353,0;-.8675,1.5031,0;6.8262,4.6172,0;.8679,1.5134,0;4.224,1.6775,0;4.9874,10.3394,0;1.8198,2.6053,0;6.0949,1.2312,0;5.1772,4.0873,0;2.6037,-.9989,0;7.0707,8.1062,0;4.5951,7.3107,0;3.9079,-.2477,0;6.6115,9.5389,0;4.1337,8.7427,0;.8677,-.9978,0;-.4327,-.2506,0;6.7031,6.4158,0;5.0541,5.8859,0;2.8156,2.9976,0;3.7146,3.0893,0;6.5881,2.9652,0;6.2822,3.9172,0;6.9112,3.5942,0;5.313,2.0303,0;6.2651,2.3362,0;5.3232,10.7099,0;1.6179,3.0628,0;5.7592,.8607,0;
Duplicates	ChEBI193265_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193250-0000193499/ChEBI193265_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193250-0000193499/ChEBI193265_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193250-0000193499/ChEBI193265_s0.sdf