CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193533_s0 (106866)

Formula C₂₇H₂₈O₁₀

MW 512.51

InChIKey ZFPMCZDHUDDAGD-OKPOJWAQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 2.99

logP 2.0465

PSA 151.98

MR 131.617

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -333.96221

PM7_Total_Energy_ev -6645.65866

PM7_Electronic_Energy_ev -63386.78499

PM7_Dipole_Debye 7.26602

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.836

PM7_LUMO_Energy_ev -0.636

PM7_COSMO_Area_square_ang 465.91

PM7_COSMO_Volue_cubic_ang 593.09

PM7_Electron_Affinity_ev 0.636

PM7_Ionization_Energy_ev 8.836

PM7_Energy_Gap_ev 8.2

PM7_Global_Hardness_ev 4.1

PM7_Global_Softness_ev 0.24390243902439024

PM7_Chemical_Potential_ev -4.736

PM7_Electronigativity_ev 4.736

PM7_Back_Donation_Energy_ev -1.025

PM7_Electrophilicity_ev 2.735328780487805

OPENEYE_Name (2~{S},3~{R},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-methoxy-2,2-dimethyl-6-[(~{E})-3-oxo-3-phenyl-prop-1-enyl]chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1ccc(cc1)C(=O)C=Cc2c(cc3c(c2OC)C=CC(O3)(C)C)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES COc1c(/C=C/C(=O)c2ccccc2)c(O[C@@H]2O[C@H](C(=O)O)[C@@H]([C@@H]([C@H]2O)O)O)cc2c1C=CC(O2)(C)C

InChI 1/C27H28O10/c1-27(2)12-11-16-19(37-27)13-18(35-26-22(31)20(29)21(30)24(36-26)25(32)33)15(23(16)34-3)9-10-17(28)14-7-5-4-6-8-14/h4-13,20-22,24,26,29-31H,1-3H3,(H,32,33)/f/h32H

InChI_3D 1S/C27H28O10/c1-27(2)12-11-16-19(37-27)13-18(35-26-22(31)20(29)21(30)24(36-26)25(32)33)15(23(16)34-3)9-10-17(28)14-7-5-4-6-8-14/h4-13,20-22,24,26,29-31H,1-3H3,(H,32,33)/b10-9+/t20-,21+,22+,24-,26+/m0/s1

AuxInfo 1/1/N:25,26,27,1,2,3,4,5,15,16,13,14,6,8,9,7,17,11,10,21,20,22,12,19,18,23,24,28,34,33,35,29,32,37,36,31,30/E:(1,2)(5,6)(7,8)(32,33)/F:25,26,27,1,2,3,4,5,15,16,13,14,6,8,9,7,17,11,10,21,20,22,12,19,18,23,24,28,34,33,35,32,29,37,36,31,30/E:(1,2)(5,6)(7,8)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d6s7;s6d9;d7s9;s7;d13;s9;w15;s8s16;;s18;s19;s20;s21;s22;s14;s24;s24;;d17;d18;s10s24;s19s23;s18;s20;s21;s22;s11s23;s12s27;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;/rC:-1.7248,-5.0129,0;-2.593,-4.5167,0;-.858,-4.5141,0;-2.5945,-3.5115,0;-.8595,-3.5089,0;.868,1.5138,0;1.736,-.0012,0;-1.7277,-3.0025,0;;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;-.8653,-.5013,0;-.8639,-1.5013,0;-1.7292,-2.0025,0;-3.1468,2.3351,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;1.7329,-2.7483,0;-2.5959,-1.5038,0;-2.8094,1.3938,0;2.6052,1.5109,0;-1.8595,2.3236,0;-4.1308,2.5136,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;.8671,-2.2478,0;-1.7241,-5.5129,0;-3.0253,-4.7679,0;-.425,-4.7641,0;-3.0286,-3.2634,0;-.4261,-3.2596,0;.8678,2.0138,0;2.6012,-1.0032,0;3.9084,-.2548,0;-1.2987,-.2519,0;-.4305,-1.7506,0;-2.9326,3.3493,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;4.2913,1.7699,0;3.3526,2.1144,0;3.9942,2.4116,0;5.288,1.1883,0;5.1124,.2039,0;5.6924,.6083,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;-4.454,2.1321,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;

Duplicates ChEBI193533_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193533_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193533_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193533_s0.sdf

Formula	C₂₇H₂₈O₁₀
MW	512.51
InChIKey	ZFPMCZDHUDDAGD-OKPOJWAQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	2.99
logP	2.0465
PSA	151.98
MR	131.617
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-333.96221
PM7_Total_Energy_ev	-6645.65866
PM7_Electronic_Energy_ev	-63386.78499
PM7_Dipole_Debye	7.26602
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.836
PM7_LUMO_Energy_ev	-0.636
PM7_COSMO_Area_square_ang	465.91
PM7_COSMO_Volue_cubic_ang	593.09
PM7_Electron_Affinity_ev	0.636
PM7_Ionization_Energy_ev	8.836
PM7_Energy_Gap_ev	8.2
PM7_Global_Hardness_ev	4.1
PM7_Global_Softness_ev	0.24390243902439024
PM7_Chemical_Potential_ev	-4.736
PM7_Electronigativity_ev	4.736
PM7_Back_Donation_Energy_ev	-1.025
PM7_Electrophilicity_ev	2.735328780487805
OPENEYE_Name	(2~{S},3~{R},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-methoxy-2,2-dimethyl-6-[(~{E})-3-oxo-3-phenyl-prop-1-enyl]chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(cc1)C(=O)C=Cc2c(cc3c(c2OC)C=CC(O3)(C)C)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	COc1c(/C=C/C(=O)c2ccccc2)c(O[C@@H]2O[C@H](C(=O)O)[C@@H]([C@@H]([C@H]2O)O)O)cc2c1C=CC(O2)(C)C
InChI	1/C27H28O10/c1-27(2)12-11-16-19(37-27)13-18(35-26-22(31)20(29)21(30)24(36-26)25(32)33)15(23(16)34-3)9-10-17(28)14-7-5-4-6-8-14/h4-13,20-22,24,26,29-31H,1-3H3,(H,32,33)/f/h32H
InChI_3D	1S/C27H28O10/c1-27(2)12-11-16-19(37-27)13-18(35-26-22(31)20(29)21(30)24(36-26)25(32)33)15(23(16)34-3)9-10-17(28)14-7-5-4-6-8-14/h4-13,20-22,24,26,29-31H,1-3H3,(H,32,33)/b10-9+/t20-,21+,22+,24-,26+/m0/s1
AuxInfo	1/1/N:25,26,27,1,2,3,4,5,15,16,13,14,6,8,9,7,17,11,10,21,20,22,12,19,18,23,24,28,34,33,35,29,32,37,36,31,30/E:(1,2)(5,6)(7,8)(32,33)/F:25,26,27,1,2,3,4,5,15,16,13,14,6,8,9,7,17,11,10,21,20,22,12,19,18,23,24,28,34,33,35,32,29,37,36,31,30/E:(1,2)(5,6)(7,8)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d6s7;s6d9;d7s9;s7;d13;s9;w15;s8s16;;s18;s19;s20;s21;s22;s14;s24;s24;;d17;d18;s10s24;s19s23;s18;s20;s21;s22;s11s23;s12s27;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;/rC:-1.7248,-5.0129,0;-2.593,-4.5167,0;-.858,-4.5141,0;-2.5945,-3.5115,0;-.8595,-3.5089,0;.868,1.5138,0;1.736,-.0012,0;-1.7277,-3.0025,0;;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;-.8653,-.5013,0;-.8639,-1.5013,0;-1.7292,-2.0025,0;-3.1468,2.3351,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;1.7329,-2.7483,0;-2.5959,-1.5038,0;-2.8094,1.3938,0;2.6052,1.5109,0;-1.8595,2.3236,0;-4.1308,2.5136,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;.8671,-2.2478,0;-1.7241,-5.5129,0;-3.0253,-4.7679,0;-.425,-4.7641,0;-3.0286,-3.2634,0;-.4261,-3.2596,0;.8678,2.0138,0;2.6012,-1.0032,0;3.9084,-.2548,0;-1.2987,-.2519,0;-.4305,-1.7506,0;-2.9326,3.3493,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;4.2913,1.7699,0;3.3526,2.1144,0;3.9942,2.4116,0;5.288,1.1883,0;5.1124,.2039,0;5.6924,.6083,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;-4.454,2.1321,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;
Duplicates	ChEBI193533_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193533_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193533_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193533_s0.sdf