CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182989_s0 (97877)

Formula C₁₇H₁₈O₁₀

MW 382.32

InChIKey LYTOSEBVFHNSFK-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 46

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 10

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.52

logP -0.8958

PSA 173.98

MR 88.8812

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -355.07485

PM7_Total_Energy_ev -5282.75262

PM7_Electronic_Energy_ev -37595.38401

PM7_Dipole_Debye 5.59188

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.071

PM7_LUMO_Energy_ev -0.897

PM7_COSMO_Area_square_ang 379.57

PM7_COSMO_Volue_cubic_ang 421.82

PM7_Electron_Affinity_ev 0.897

PM7_Ionization_Energy_ev 9.071

PM7_Energy_Gap_ev 8.174

PM7_Global_Hardness_ev 4.087

PM7_Global_Softness_ev 0.24467824810374358

PM7_Chemical_Potential_ev -4.984

PM7_Electronigativity_ev 4.984

PM7_Back_Donation_Energy_ev -1.02175

PM7_Electrophilicity_ev 3.0389351602642525

OPENEYE_Name (2~{R},3~{S},4~{R})-2-[(1~{S})-1,2-dihydroxyethyl]-3-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4-hydroxy-3,4-dihydro-2~{H}-pyran-6-carboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC2C(C=C(OC2C(CO)O)C(=O)O)O)O)O

Canonical_SMILES OC[C@@H]([C@H]1OC(=C[C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O)C(=O)O)O

InChI 1/C17H18O10/c18-7-12(22)16-15(11(21)6-13(26-16)17(24)25)27-14(23)4-2-8-1-3-9(19)10(20)5-8/h1-6,11-12,15-16,18-22H,7H2,(H,24,25)/f/h24H

InChI_3D 1S/C17H18O10/c18-7-12(22)16-15(11(21)6-13(26-16)17(24)25)27-14(23)4-2-8-1-3-9(19)10(20)5-8/h1-6,11-12,15-16,18-22H,7H2,(H,24,25)/b4-2+/t11-,12+,15+,16-/m1/s1

AuxInfo 1/1/N:1,9,2,10,3,7,16,4,5,6,13,17,8,12,14,15,11,25,21,22,24,26,19,18,23,20,27/E:(24,25)/F:1,9,2,10,3,7,16,4,5,6,13,17,8,12,14,15,11,25,21,22,24,26,19,23,18,20,27/rA:45cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s4;w9;s8;s10;s7;s13;s14;;s15s16;d11;d12;s8s15;s5;s6;s11;s13;s16;s17;s12s14;s1;s2;s3;s7;s9;s10;s13;s14;s15;s16;s16;s17;s21;s22;s23;s24;s25;s26;/rC:6.4884,-1.154,0;7.4742,-.9856,0;6.1913,.5555,0;5.8453,-.3882,0;7.8203,-.0418,0;7.1806,.7335,0;-.8675,.4975,0;-.8675,1.5027,0;4.8603,-.5609,0;4.2182,.2057,0;-1.735,2.0001,0;3.2333,.0331,0;;.8675,.4975,0;.8675,1.5027,0;1.8182,4.0831,0;1.4725,3.1448,0;-1.7379,3.0001,0;2.8903,-.9063,0;0,2.0104,0;8.806,.1265,0;7.5249,1.6724,0;-2.5995,1.4976,0;1.1236,-1.3417,0;2.1639,5.0215,0;2.4108,2.7991,0;2.5912,.7997,0;6.3163,-1.6234,0;7.7941,-1.3698,0;5.8697,.9384,0;-1.3001,.2469,0;4.6888,-1.0306,0;4.3897,.6754,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.2874,3.9103,0;1.349,4.256,0;1.0033,3.3177,0;9.1253,-.2582,0;8.0175,1.758,0;-3.0333,1.7463,0;.9521,-1.8113,0;2.6567,5.1064,0;2.4957,2.3063,0;

Duplicates ChEBI182989_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182989_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182989_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182989_s0.sdf

Formula	C₁₇H₁₈O₁₀
MW	382.32
InChIKey	LYTOSEBVFHNSFK-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	46
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	10
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.52
logP	-0.8958
PSA	173.98
MR	88.8812
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-355.07485
PM7_Total_Energy_ev	-5282.75262
PM7_Electronic_Energy_ev	-37595.38401
PM7_Dipole_Debye	5.59188
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.071
PM7_LUMO_Energy_ev	-0.897
PM7_COSMO_Area_square_ang	379.57
PM7_COSMO_Volue_cubic_ang	421.82
PM7_Electron_Affinity_ev	0.897
PM7_Ionization_Energy_ev	9.071
PM7_Energy_Gap_ev	8.174
PM7_Global_Hardness_ev	4.087
PM7_Global_Softness_ev	0.24467824810374358
PM7_Chemical_Potential_ev	-4.984
PM7_Electronigativity_ev	4.984
PM7_Back_Donation_Energy_ev	-1.02175
PM7_Electrophilicity_ev	3.0389351602642525
OPENEYE_Name	(2~{R},3~{S},4~{R})-2-[(1~{S})-1,2-dihydroxyethyl]-3-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4-hydroxy-3,4-dihydro-2~{H}-pyran-6-carboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC2C(C=C(OC2C(CO)O)C(=O)O)O)O)O
Canonical_SMILES	OC[C@@H]([C@H]1OC(=C[C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O)C(=O)O)O
InChI	1/C17H18O10/c18-7-12(22)16-15(11(21)6-13(26-16)17(24)25)27-14(23)4-2-8-1-3-9(19)10(20)5-8/h1-6,11-12,15-16,18-22H,7H2,(H,24,25)/f/h24H
InChI_3D	1S/C17H18O10/c18-7-12(22)16-15(11(21)6-13(26-16)17(24)25)27-14(23)4-2-8-1-3-9(19)10(20)5-8/h1-6,11-12,15-16,18-22H,7H2,(H,24,25)/b4-2+/t11-,12+,15+,16-/m1/s1
AuxInfo	1/1/N:1,9,2,10,3,7,16,4,5,6,13,17,8,12,14,15,11,25,21,22,24,26,19,18,23,20,27/E:(24,25)/F:1,9,2,10,3,7,16,4,5,6,13,17,8,12,14,15,11,25,21,22,24,26,19,23,18,20,27/rA:45cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s4;w9;s8;s10;s7;s13;s14;;s15s16;d11;d12;s8s15;s5;s6;s11;s13;s16;s17;s12s14;s1;s2;s3;s7;s9;s10;s13;s14;s15;s16;s16;s17;s21;s22;s23;s24;s25;s26;/rC:6.4884,-1.154,0;7.4742,-.9856,0;6.1913,.5555,0;5.8453,-.3882,0;7.8203,-.0418,0;7.1806,.7335,0;-.8675,.4975,0;-.8675,1.5027,0;4.8603,-.5609,0;4.2182,.2057,0;-1.735,2.0001,0;3.2333,.0331,0;;.8675,.4975,0;.8675,1.5027,0;1.8182,4.0831,0;1.4725,3.1448,0;-1.7379,3.0001,0;2.8903,-.9063,0;0,2.0104,0;8.806,.1265,0;7.5249,1.6724,0;-2.5995,1.4976,0;1.1236,-1.3417,0;2.1639,5.0215,0;2.4108,2.7991,0;2.5912,.7997,0;6.3163,-1.6234,0;7.7941,-1.3698,0;5.8697,.9384,0;-1.3001,.2469,0;4.6888,-1.0306,0;4.3897,.6754,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.2874,3.9103,0;1.349,4.256,0;1.0033,3.3177,0;9.1253,-.2582,0;8.0175,1.758,0;-3.0333,1.7463,0;.9521,-1.8113,0;2.6567,5.1064,0;2.4957,2.3063,0;
Duplicates	ChEBI182989_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182989_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182989_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182989_s0.sdf