CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3439_t1 (1261)

Formula C₂₁H₂₀O₁₁

MW 448.38

InChIKey OGTDCEHBNBMCAA-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -1.81

logP -1.8439

PSA 187.89

MR 103.962

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -355.18396

PM7_Total_Energy_ev -6095.11285

PM7_Electronic_Energy_ev -50401.61905

PM7_Dipole_Debye 2.27246

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.261

PM7_LUMO_Energy_ev -2.026

PM7_COSMO_Area_square_ang 408.35

PM7_COSMO_Volue_cubic_ang 496.33

PM7_Electron_Affinity_ev 2.026

PM7_Ionization_Energy_ev 9.261

PM7_Energy_Gap_ev 7.235

PM7_Global_Hardness_ev 3.6175

PM7_Global_Softness_ev 0.27643400138217

PM7_Chemical_Potential_ev -5.6435

PM7_Electronigativity_ev 5.6435

PM7_Back_Donation_Energy_ev -0.904375

PM7_Electrophilicity_ev 4.40208600552868

OPENEYE_Name 5-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-cyclohex-5-ene-1,2,4-trione

SMILES c1cc(ccc1C=CC(=O)C2=C(C(=O)C(=O)CC2=O)OC3C(C(C(C(O3)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OC2=C(C(=O)/C=C/c3ccc(cc3)O)C(=O)CC(=O)C2=O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O11/c22-8-14-17(28)18(29)19(30)21(31-14)32-20-15(12(25)7-13(26)16(20)27)11(24)6-3-9-1-4-10(23)5-2-9/h1-6,14,17-19,21-23,28-30H,7-8H2

InChI_3D 1S/C21H20O11/c22-8-14-17(28)18(29)19(30)21(31-14)32-20-15(12(25)7-13(26)16(20)27)11(24)6-3-9-1-4-10(23)5-2-9/h1-6,14,17-19,21-23,28-30H,7-8H2/b6-3+/t14-,17-,18+,19-,21+/m1/s1

AuxInfo 1/0/N:1,2,13,3,4,14,7,21,5,6,15,11,9,19,8,12,17,16,18,10,20,31,26,24,22,27,23,29,28,30,25,32/E:(1,2)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;s7;d8;s7s8;s9s10;s5;w13;s8s14;;s16;s16;s17;s18;s19;d11;d12;d15;s19s20;s6;d9;s16;s17;s18;s21;s10s20;s1;s2;s3;s4;s7;s7;s13;s14;s16;s17;s18;s19;s20;s21;s21;s26;s28;s29;s30;s31;/rC:2.0487,7.8548,0;3.6776,7.2573,0;2.3948,8.7985,0;4.0237,8.201,0;2.6918,7.089,0;3.3841,8.9764,0;4.9139,3.0784,0;3.2849,3.676,0;4.5733,2.1328,0;2.9378,2.7381,0;4.2697,3.8501,0;3.582,1.9665,0;2.3475,6.1501,0;2.9884,5.3825,0;2.644,4.4436,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;4.6126,4.7894,0;3.2349,1.0287,0;1.6588,4.2724,0;0,2.0104,0;3.7285,9.9153,0;5.2142,1.3651,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;1.5562,7.7684,0;3.9975,6.873,0;2.0733,9.1814,0;4.5166,8.2852,0;5.3473,2.8291,0;5.2355,3.4613,0;1.8549,6.0645,0;3.481,5.4681,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;3.408,10.2991,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI3439_t1

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3439_t1.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3439_t1.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3439_t1.sdf

Formula	C₂₁H₂₀O₁₁
MW	448.38
InChIKey	OGTDCEHBNBMCAA-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-1.81
logP	-1.8439
PSA	187.89
MR	103.962
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-355.18396
PM7_Total_Energy_ev	-6095.11285
PM7_Electronic_Energy_ev	-50401.61905
PM7_Dipole_Debye	2.27246
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.261
PM7_LUMO_Energy_ev	-2.026
PM7_COSMO_Area_square_ang	408.35
PM7_COSMO_Volue_cubic_ang	496.33
PM7_Electron_Affinity_ev	2.026
PM7_Ionization_Energy_ev	9.261
PM7_Energy_Gap_ev	7.235
PM7_Global_Hardness_ev	3.6175
PM7_Global_Softness_ev	0.27643400138217
PM7_Chemical_Potential_ev	-5.6435
PM7_Electronigativity_ev	5.6435
PM7_Back_Donation_Energy_ev	-0.904375
PM7_Electrophilicity_ev	4.40208600552868
OPENEYE_Name	5-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-cyclohex-5-ene-1,2,4-trione
SMILES	c1cc(ccc1C=CC(=O)C2=C(C(=O)C(=O)CC2=O)OC3C(C(C(C(O3)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OC2=C(C(=O)/C=C/c3ccc(cc3)O)C(=O)CC(=O)C2=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O11/c22-8-14-17(28)18(29)19(30)21(31-14)32-20-15(12(25)7-13(26)16(20)27)11(24)6-3-9-1-4-10(23)5-2-9/h1-6,14,17-19,21-23,28-30H,7-8H2
InChI_3D	1S/C21H20O11/c22-8-14-17(28)18(29)19(30)21(31-14)32-20-15(12(25)7-13(26)16(20)27)11(24)6-3-9-1-4-10(23)5-2-9/h1-6,14,17-19,21-23,28-30H,7-8H2/b6-3+/t14-,17-,18+,19-,21+/m1/s1
AuxInfo	1/0/N:1,2,13,3,4,14,7,21,5,6,15,11,9,19,8,12,17,16,18,10,20,31,26,24,22,27,23,29,28,30,25,32/E:(1,2)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;s7;d8;s7s8;s9s10;s5;w13;s8s14;;s16;s16;s17;s18;s19;d11;d12;d15;s19s20;s6;d9;s16;s17;s18;s21;s10s20;s1;s2;s3;s4;s7;s7;s13;s14;s16;s17;s18;s19;s20;s21;s21;s26;s28;s29;s30;s31;/rC:2.0487,7.8548,0;3.6776,7.2573,0;2.3948,8.7985,0;4.0237,8.201,0;2.6918,7.089,0;3.3841,8.9764,0;4.9139,3.0784,0;3.2849,3.676,0;4.5733,2.1328,0;2.9378,2.7381,0;4.2697,3.8501,0;3.582,1.9665,0;2.3475,6.1501,0;2.9884,5.3825,0;2.644,4.4436,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;4.6126,4.7894,0;3.2349,1.0287,0;1.6588,4.2724,0;0,2.0104,0;3.7285,9.9153,0;5.2142,1.3651,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;1.5562,7.7684,0;3.9975,6.873,0;2.0733,9.1814,0;4.5166,8.2852,0;5.3473,2.8291,0;5.2355,3.4613,0;1.8549,6.0645,0;3.481,5.4681,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;3.408,10.2991,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI3439_t1
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3439_t1.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3439_t1.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3439_t1.sdf