CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190827_s0 (104710)

Formula C₂₅H₂₈O₁₁

MW 504.49

InChIKey SGWKGRZIVMGQIV-OKPOJWAQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 3

XLogP3 0

XLogP -0.32

logP 1.3957

PSA 189.67

MR 124.217

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -385.41126

PM7_Total_Energy_ev -6695.32666

PM7_Electronic_Energy_ev -56855.22108

PM7_Dipole_Debye 6.99402

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.993

PM7_LUMO_Energy_ev -0.394

PM7_COSMO_Area_square_ang 491.42

PM7_COSMO_Volue_cubic_ang 568.5

PM7_Electron_Affinity_ev 0.394

PM7_Ionization_Energy_ev 8.993

PM7_Energy_Gap_ev 8.599

PM7_Global_Hardness_ev 4.2995

PM7_Global_Softness_ev 0.23258518432375858

PM7_Chemical_Potential_ev -4.6935

PM7_Electronigativity_ev 4.6935

PM7_Back_Donation_Energy_ev -1.074875

PM7_Electrophilicity_ev 2.5618027968368415

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{R})-6-[4-[(2~{R},3~{R})-3-[3,5-dihydroxy-4-(3-methylbut-2-enyl)phenyl]oxiran-2-yl]-3-hydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(cc(c1C2C(O2)c3cc(c(c(c3)O)CC=C(C)C)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES CC(=CCc1c(O)cc(cc1O)[C@H]1O[C@@H]1c1ccc(cc1O)O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C

InChI 1/C25H28O11/c1-10(2)3-5-13-15(26)7-11(8-16(13)27)21-22(35-21)14-6-4-12(9-17(14)28)34-25-20(31)18(29)19(30)23(36-25)24(32)33/h3-4,6-9,18-23,25-31H,5H2,1-2H3,(H,32,33)/f/h32H

InChI_3D 1S/C25H28O11/c1-10(2)3-5-13-15(26)7-11(8-16(13)27)21-22(35-21)14-6-4-12(9-17(14)28)34-25-20(31)18(29)19(30)23(36-25)24(32)33/h3-4,6-9,18-23,25-31H,5H2,1-2H3,(H,32,33)/t18-,19+,20-,21+,22+,23+,25-/m0/s1

AuxInfo 1/1/N:23,24,13,2,25,1,3,4,5,14,7,9,8,6,10,11,12,20,19,21,17,16,18,15,22,29,30,31,34,33,35,26,32,36,27,28/E:(1,2)(7,8)(15,16)(26,27)(32,33)/F:23,24,13,2,25,1,3,4,5,14,7,9,8,6,10,11,12,20,19,21,17,16,18,15,22,29,30,31,34,33,35,32,26,36,27,28/E:(1,2)(7,8)(15,16)(26,27)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;d3s4;;s2d5;s3d8;d4s8;s5d6;;d13;;s6;s7s16;s15;s18;s19;s20;s21;s14;s14;s8s13;d15;s16s17;s18s22;s10;s11;s12;s15;s19;s20;s21;s9s22;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;s35;/rC:3.5305,3.7227,0;2.5458,3.5487,0;5.8027,.4791,0;7.1342,1.5916,0;2.8429,1.8392,0;4.1748,2.9511,0;6.1439,1.4191,0;7.432,-.1176,0;2.1987,2.6108,0;6.4417,-.2901,0;7.7833,.8241,0;3.8342,2.0054,0;8.7098,-1.6562,0;8.3631,-2.5941,0;-1.2132,2.441,0;5.1595,3.1252,0;5.5016,2.1856,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;9.002,-3.3634,0;7.3774,-2.7628,0;8.0709,-.8869,0;-.5734,3.2096,0;6.1464,2.9524,0;0,2.0104,0;6.0963,-1.2286,0;8.7684,.9957,0;4.4751,1.2378,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;3.702,4.1924,0;2.2253,3.9325,0;5.3101,.3933,0;7.3048,2.0616,0;2.6694,1.3703,0;9.2027,-1.5718,0;5.1591,3.6252,0;5.0685,1.9357,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;9.3867,-3.0439,0;8.6174,-3.6828,0;9.3215,-3.748,0;7.4618,-3.2557,0;7.2931,-2.27,0;6.8846,-2.8472,0;8.4555,-.5674,0;7.6863,-1.2064,0;6.4164,-1.6128,0;8.9404,1.4652,0;4.3029,.7684,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI190827_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190827_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190827_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190827_s0.sdf

Formula	C₂₅H₂₈O₁₁
MW	504.49
InChIKey	SGWKGRZIVMGQIV-OKPOJWAQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	3
XLogP3	0
XLogP	-0.32
logP	1.3957
PSA	189.67
MR	124.217
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-385.41126
PM7_Total_Energy_ev	-6695.32666
PM7_Electronic_Energy_ev	-56855.22108
PM7_Dipole_Debye	6.99402
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.993
PM7_LUMO_Energy_ev	-0.394
PM7_COSMO_Area_square_ang	491.42
PM7_COSMO_Volue_cubic_ang	568.5
PM7_Electron_Affinity_ev	0.394
PM7_Ionization_Energy_ev	8.993
PM7_Energy_Gap_ev	8.599
PM7_Global_Hardness_ev	4.2995
PM7_Global_Softness_ev	0.23258518432375858
PM7_Chemical_Potential_ev	-4.6935
PM7_Electronigativity_ev	4.6935
PM7_Back_Donation_Energy_ev	-1.074875
PM7_Electrophilicity_ev	2.5618027968368415
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-6-[4-[(2~{R},3~{R})-3-[3,5-dihydroxy-4-(3-methylbut-2-enyl)phenyl]oxiran-2-yl]-3-hydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc(c1C2C(O2)c3cc(c(c(c3)O)CC=C(C)C)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	CC(=CCc1c(O)cc(cc1O)[C@H]1O[C@@H]1c1ccc(cc1O)O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C
InChI	1/C25H28O11/c1-10(2)3-5-13-15(26)7-11(8-16(13)27)21-22(35-21)14-6-4-12(9-17(14)28)34-25-20(31)18(29)19(30)23(36-25)24(32)33/h3-4,6-9,18-23,25-31H,5H2,1-2H3,(H,32,33)/f/h32H
InChI_3D	1S/C25H28O11/c1-10(2)3-5-13-15(26)7-11(8-16(13)27)21-22(35-21)14-6-4-12(9-17(14)28)34-25-20(31)18(29)19(30)23(36-25)24(32)33/h3-4,6-9,18-23,25-31H,5H2,1-2H3,(H,32,33)/t18-,19+,20-,21+,22+,23+,25-/m0/s1
AuxInfo	1/1/N:23,24,13,2,25,1,3,4,5,14,7,9,8,6,10,11,12,20,19,21,17,16,18,15,22,29,30,31,34,33,35,26,32,36,27,28/E:(1,2)(7,8)(15,16)(26,27)(32,33)/F:23,24,13,2,25,1,3,4,5,14,7,9,8,6,10,11,12,20,19,21,17,16,18,15,22,29,30,31,34,33,35,32,26,36,27,28/E:(1,2)(7,8)(15,16)(26,27)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;d3s4;;s2d5;s3d8;d4s8;s5d6;;d13;;s6;s7s16;s15;s18;s19;s20;s21;s14;s14;s8s13;d15;s16s17;s18s22;s10;s11;s12;s15;s19;s20;s21;s9s22;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;s35;/rC:3.5305,3.7227,0;2.5458,3.5487,0;5.8027,.4791,0;7.1342,1.5916,0;2.8429,1.8392,0;4.1748,2.9511,0;6.1439,1.4191,0;7.432,-.1176,0;2.1987,2.6108,0;6.4417,-.2901,0;7.7833,.8241,0;3.8342,2.0054,0;8.7098,-1.6562,0;8.3631,-2.5941,0;-1.2132,2.441,0;5.1595,3.1252,0;5.5016,2.1856,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;9.002,-3.3634,0;7.3774,-2.7628,0;8.0709,-.8869,0;-.5734,3.2096,0;6.1464,2.9524,0;0,2.0104,0;6.0963,-1.2286,0;8.7684,.9957,0;4.4751,1.2378,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;3.702,4.1924,0;2.2253,3.9325,0;5.3101,.3933,0;7.3048,2.0616,0;2.6694,1.3703,0;9.2027,-1.5718,0;5.1591,3.6252,0;5.0685,1.9357,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;9.3867,-3.0439,0;8.6174,-3.6828,0;9.3215,-3.748,0;7.4618,-3.2557,0;7.2931,-2.27,0;6.8846,-2.8472,0;8.4555,-.5674,0;7.6863,-1.2064,0;6.4164,-1.6128,0;8.9404,1.4652,0;4.3029,.7684,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI190827_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190827_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190827_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190827_s0.sdf