CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190854_s0 (104737)

Formula C₂₅H₂₈O₁₃

MW 536.49

InChIKey DZQHSBUWZPBQHN-OKPOJWAQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 13

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP 0.26

logP -0.2357

PSA 202.42

MR 126.45

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -485.25386

PM7_Total_Energy_ev -7286.5839

PM7_Electronic_Energy_ev -67828.16028

PM7_Dipole_Debye 8.19008

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.147

PM7_LUMO_Energy_ev -0.866

PM7_COSMO_Area_square_ang 495.74

PM7_COSMO_Volue_cubic_ang 602.61

PM7_Electron_Affinity_ev 0.866

PM7_Ionization_Energy_ev 9.147

PM7_Energy_Gap_ev 8.281

PM7_Global_Hardness_ev 4.1405

PM7_Global_Softness_ev 0.24151672503320856

PM7_Chemical_Potential_ev -5.0065

PM7_Electronigativity_ev 5.0065

PM7_Back_Donation_Energy_ev -1.035125

PM7_Electrophilicity_ev 3.0268134585195026

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[(2~{S})-2-[(8~{S},9~{S})-9-hydroxy-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]-2-(3-methylbut-2-enoyloxy)propoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc2c(c3c1ccc(=O)o3)C(C(O2)C(C)(COC4C(C(C(C(O4)C(=O)O)O)O)O)OC(=O)C=C(C)C)O

Canonical_SMILES CC(=CC(=O)O[C@]([C@H]1Oc2c([C@@H]1O)c1oc(=O)ccc1cc2)(CO[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C)C

InChI 1/C25H28O13/c1-10(2)8-14(27)38-25(3,9-34-24-19(31)17(29)18(30)21(37-24)23(32)33)22-16(28)15-12(35-22)6-4-11-5-7-13(26)36-20(11)15/h4-8,16-19,21-22,24,28-31H,9H2,1-3H3,(H,32,33)/f/h32H

InChI_3D 1S/C25H28O13/c1-10(2)8-14(27)38-25(3,9-34-24-19(31)17(29)18(30)21(37-24)23(32)33)22-16(28)15-12(35-22)6-4-11-5-7-13(26)36-20(11)15/h4-8,16-19,21-22,24,28-31H,9H2,1-3H3,(H,32,33)/t16-,17-,18+,19-,21+,22-,24-,25-/m0/s1

AuxInfo 1/1/N:21,22,23,1,7,2,8,10,24,11,3,5,9,12,4,14,17,16,18,6,15,19,13,20,25,26,27,33,35,34,36,28,32,38,30,29,31,37/E:(1,2)(32,33)/F:21,22,23,1,7,2,8,10,24,11,3,5,9,12,4,14,17,16,18,6,15,19,13,20,25,26,27,33,35,34,36,32,28,38,30,29,31,37/E:(1,2)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s3;d7;s8;;d10;s10;;s4;s13;s15;s16;s17;s14;s18;s11;s11;;;s19s23s24;d9;d12;d13;s6s9;s5s19;s15s20;s13;s14;s16;s17;s18;s12s25;s20s24;s1;s2;s7;s8;s10;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s32;s33;s34;s35;s36;/rC:2.6038,-.4989,0;3.4748,.0022,0;1.7371,0,0;2.6012,1.5124,0;3.4726,1.0054,0;1.7358,1.0056,0;.8679,-.4978,0;;0,1.0056,0;.8342,4.6484,0;.1674,5.3937,0;1.813,4.8532,0;6.7036,2.6657,0;2.814,2.4976,0;7.3155,3.4566,0;8.1676,3.9899,0;8.129,4.9892,0;7.247,5.4606,0;3.817,2.5999,0;6.395,4.9272,0;-.8114,5.1889,0;.4794,6.3438,0;3.2538,5.2916,0;4.4374,4.5176,0;3.4586,4.3128,0;-.8675,1.5031,0;2.125,5.8033,0;5.7127,2.8002,0;.8679,1.5134,0;4.224,1.6775,0;6.4249,3.9225,0;7.0825,1.7403,0;1.8198,2.6053,0;9.8783,4.3584,0;8.6701,6.6535,0;6.0763,6.7613,0;2.4798,4.108,0;5.4162,4.7224,0;2.6037,-.9989,0;3.9079,-.2477,0;.8677,-.9978,0;-.4327,-.2506,0;.6782,4.1734,0;2.8156,2.9976,0;7.6511,3.0859,0;8.3557,3.5267,0;8.6242,4.9205,0;7.5553,5.8542,0;4.293,2.7529,0;6.2082,5.3911,0;-.709,4.6995,0;-.9138,5.6783,0;-1.3008,5.0865,0;.0044,6.4998,0;.9545,6.1877,0;.6355,6.8188,0;3.7432,5.394,0;2.7644,5.1892,0;3.1513,5.781,0;4.335,5.007,0;4.5398,4.0282,0;6.7766,1.3448,0;1.5246,2.2018,0;10.2139,3.9877,0;9.1592,6.7573,0;6.2309,7.2368,0;

Duplicates ChEBI190854_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190854_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190854_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190854_s0.sdf

Formula	C₂₅H₂₈O₁₃
MW	536.49
InChIKey	DZQHSBUWZPBQHN-OKPOJWAQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	13
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	0.26
logP	-0.2357
PSA	202.42
MR	126.45
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-485.25386
PM7_Total_Energy_ev	-7286.5839
PM7_Electronic_Energy_ev	-67828.16028
PM7_Dipole_Debye	8.19008
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.147
PM7_LUMO_Energy_ev	-0.866
PM7_COSMO_Area_square_ang	495.74
PM7_COSMO_Volue_cubic_ang	602.61
PM7_Electron_Affinity_ev	0.866
PM7_Ionization_Energy_ev	9.147
PM7_Energy_Gap_ev	8.281
PM7_Global_Hardness_ev	4.1405
PM7_Global_Softness_ev	0.24151672503320856
PM7_Chemical_Potential_ev	-5.0065
PM7_Electronigativity_ev	5.0065
PM7_Back_Donation_Energy_ev	-1.035125
PM7_Electrophilicity_ev	3.0268134585195026
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[(2~{S})-2-[(8~{S},9~{S})-9-hydroxy-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]-2-(3-methylbut-2-enoyloxy)propoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc2c(c3c1ccc(=O)o3)C(C(O2)C(C)(COC4C(C(C(C(O4)C(=O)O)O)O)O)OC(=O)C=C(C)C)O
Canonical_SMILES	CC(=CC(=O)O[C@]([C@H]1Oc2c([C@@H]1O)c1oc(=O)ccc1cc2)(CO[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C)C
InChI	1/C25H28O13/c1-10(2)8-14(27)38-25(3,9-34-24-19(31)17(29)18(30)21(37-24)23(32)33)22-16(28)15-12(35-22)6-4-11-5-7-13(26)36-20(11)15/h4-8,16-19,21-22,24,28-31H,9H2,1-3H3,(H,32,33)/f/h32H
InChI_3D	1S/C25H28O13/c1-10(2)8-14(27)38-25(3,9-34-24-19(31)17(29)18(30)21(37-24)23(32)33)22-16(28)15-12(35-22)6-4-11-5-7-13(26)36-20(11)15/h4-8,16-19,21-22,24,28-31H,9H2,1-3H3,(H,32,33)/t16-,17-,18+,19-,21+,22-,24-,25-/m0/s1
AuxInfo	1/1/N:21,22,23,1,7,2,8,10,24,11,3,5,9,12,4,14,17,16,18,6,15,19,13,20,25,26,27,33,35,34,36,28,32,38,30,29,31,37/E:(1,2)(32,33)/F:21,22,23,1,7,2,8,10,24,11,3,5,9,12,4,14,17,16,18,6,15,19,13,20,25,26,27,33,35,34,36,32,28,38,30,29,31,37/E:(1,2)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s3;d7;s8;;d10;s10;;s4;s13;s15;s16;s17;s14;s18;s11;s11;;;s19s23s24;d9;d12;d13;s6s9;s5s19;s15s20;s13;s14;s16;s17;s18;s12s25;s20s24;s1;s2;s7;s8;s10;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s32;s33;s34;s35;s36;/rC:2.6038,-.4989,0;3.4748,.0022,0;1.7371,0,0;2.6012,1.5124,0;3.4726,1.0054,0;1.7358,1.0056,0;.8679,-.4978,0;;0,1.0056,0;.8342,4.6484,0;.1674,5.3937,0;1.813,4.8532,0;6.7036,2.6657,0;2.814,2.4976,0;7.3155,3.4566,0;8.1676,3.9899,0;8.129,4.9892,0;7.247,5.4606,0;3.817,2.5999,0;6.395,4.9272,0;-.8114,5.1889,0;.4794,6.3438,0;3.2538,5.2916,0;4.4374,4.5176,0;3.4586,4.3128,0;-.8675,1.5031,0;2.125,5.8033,0;5.7127,2.8002,0;.8679,1.5134,0;4.224,1.6775,0;6.4249,3.9225,0;7.0825,1.7403,0;1.8198,2.6053,0;9.8783,4.3584,0;8.6701,6.6535,0;6.0763,6.7613,0;2.4798,4.108,0;5.4162,4.7224,0;2.6037,-.9989,0;3.9079,-.2477,0;.8677,-.9978,0;-.4327,-.2506,0;.6782,4.1734,0;2.8156,2.9976,0;7.6511,3.0859,0;8.3557,3.5267,0;8.6242,4.9205,0;7.5553,5.8542,0;4.293,2.7529,0;6.2082,5.3911,0;-.709,4.6995,0;-.9138,5.6783,0;-1.3008,5.0865,0;.0044,6.4998,0;.9545,6.1877,0;.6355,6.8188,0;3.7432,5.394,0;2.7644,5.1892,0;3.1513,5.781,0;4.335,5.007,0;4.5398,4.0282,0;6.7766,1.3448,0;1.5246,2.2018,0;10.2139,3.9877,0;9.1592,6.7573,0;6.2309,7.2368,0;
Duplicates	ChEBI190854_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190854_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190854_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190854_s0.sdf