CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182050 (97343)

Formula C₁₅H₁₈O₆

MW 294.3

InChIKey FWDDYLWFBHUEKH-HCKMINDGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 21

Number_Rings 3

Number_Bonds 41

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 6

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP -1.53

logP 0.106

PSA 104.06

MR 72.0874

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -226.76708

PM7_Total_Energy_ev -3856.91499

PM7_Electronic_Energy_ev -28610.08107

PM7_Dipole_Debye 5.27157

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.955

PM7_LUMO_Energy_ev -0.472

PM7_COSMO_Area_square_ang 281.2

PM7_COSMO_Volue_cubic_ang 336.98

PM7_Electron_Affinity_ev 0.472

PM7_Ionization_Energy_ev 9.955

PM7_Energy_Gap_ev 9.483

PM7_Global_Hardness_ev 4.7415

PM7_Global_Softness_ev 0.21090372245070124

PM7_Chemical_Potential_ev -5.2135

PM7_Electronigativity_ev 5.2135

PM7_Back_Donation_Energy_ev -1.185375

PM7_Electrophilicity_ev 2.8662429874512285

OPENEYE_Name (1~{R},4~{a}~{R},6~{a}~{R},7~{S},9~{a}~{S})-1-hydroxy-1-(hydroxymethyl)-7,8-dimethyl-2-oxo-4,4~{a},6~{a},7-tetrahydropentaleno[1,6~{a}-c]pyran-5-carboxylic acid

SMILES C1=C(C2COC(=O)C(C23C1C(C(=C3)C)C)(CO)O)C(=O)O

Canonical_SMILES OC[C@@]1(O)C(=O)OC[C@@H]2[C@@]31C=C([C@H]([C@H]3C=C2C(=O)O)C)C

InChI 1/C15H18O6/c1-7-4-14-10(8(7)2)3-9(12(17)18)11(14)5-21-13(19)15(14,20)6-16/h3-4,8,10-11,16,20H,5-6H2,1-2H3,(H,17,18)/f/h17H

InChI_3D 1S/C15H18O6/c1-7-4-14-10(8(7)2)3-9(12(17)18)11(14)5-21-13(19)15(14,20)6-16/h3-4,8,10-11,16,20H,5-6H2,1-2H3,(H,17,18)/t8-,10-,11+,14-,15-/m1/s1

AuxInfo 1/1/N:13,14,1,2,7,15,4,10,3,8,9,6,5,11,12,21,17,19,16,20,18/E:(17,18)/F:13,14,1,2,7,15,4,10,3,8,9,6,5,11,12,21,19,17,16,20,18/rA:39cCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s3;;s1;s3s7;s4s8;s2s8s9;s5s11;s4;s10;s12;d5;d6;s5s7;s6;s12;s15;s1;s2;s7;s7;s8;s9;s10;s13;s13;s13;s14;s14;s14;s15;s15;s19;s20;s21;/rC:;2.309,-.9511,0;-.309,-.9511,0;2.618,0,0;2.3271,-2.3523,0;-1.2601,-1.2601,0;.6045,-2.5334,0;1,0,0;.5,-1.5388,0;1.809,.5878,0;1.309,-.9511,0;2.2226,-1.3578,0;4.2824,.5408,0;.638,1.8883,0;2.6459,.3402,0;3.2406,-2.7591,0;-2.0032,-.5909,0;1.5181,-2.9401,0;-1.468,-2.2382,0;3.9683,-1.4799,0;3.6162,.0983,0;-.2939,.4045,0;2.6029,-1.3556,0;.4836,-3.0185,0;.1057,-2.4985,0;.7061,-.4045,0;.9568,-1.7422,0;2.1436,.9594,0;4.4369,.0653,0;4.1279,1.0163,0;4.7579,.6953,0;.2665,1.5537,0;1.0096,2.2229,0;.3035,2.2599,0;2.1608,.4612,0;2.7669,.8254,0;-1.9435,-2.3927,0;4.1875,-1.9293,0;3.754,-.3823,0;

Duplicates ChEBI182050

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182050.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182050.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182050.sdf

Formula	C₁₅H₁₈O₆
MW	294.3
InChIKey	FWDDYLWFBHUEKH-HCKMINDGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	21
Number_Rings	3
Number_Bonds	41
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	6
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	-1.53
logP	0.106
PSA	104.06
MR	72.0874
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-226.76708
PM7_Total_Energy_ev	-3856.91499
PM7_Electronic_Energy_ev	-28610.08107
PM7_Dipole_Debye	5.27157
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.955
PM7_LUMO_Energy_ev	-0.472
PM7_COSMO_Area_square_ang	281.2
PM7_COSMO_Volue_cubic_ang	336.98
PM7_Electron_Affinity_ev	0.472
PM7_Ionization_Energy_ev	9.955
PM7_Energy_Gap_ev	9.483
PM7_Global_Hardness_ev	4.7415
PM7_Global_Softness_ev	0.21090372245070124
PM7_Chemical_Potential_ev	-5.2135
PM7_Electronigativity_ev	5.2135
PM7_Back_Donation_Energy_ev	-1.185375
PM7_Electrophilicity_ev	2.8662429874512285
OPENEYE_Name	(1~{R},4~{a}~{R},6~{a}~{R},7~{S},9~{a}~{S})-1-hydroxy-1-(hydroxymethyl)-7,8-dimethyl-2-oxo-4,4~{a},6~{a},7-tetrahydropentaleno[1,6~{a}-c]pyran-5-carboxylic acid
SMILES	C1=C(C2COC(=O)C(C23C1C(C(=C3)C)C)(CO)O)C(=O)O
Canonical_SMILES	OC[C@@]1(O)C(=O)OC[C@@H]2[C@@]31C=C([C@H]([C@H]3C=C2C(=O)O)C)C
InChI	1/C15H18O6/c1-7-4-14-10(8(7)2)3-9(12(17)18)11(14)5-21-13(19)15(14,20)6-16/h3-4,8,10-11,16,20H,5-6H2,1-2H3,(H,17,18)/f/h17H
InChI_3D	1S/C15H18O6/c1-7-4-14-10(8(7)2)3-9(12(17)18)11(14)5-21-13(19)15(14,20)6-16/h3-4,8,10-11,16,20H,5-6H2,1-2H3,(H,17,18)/t8-,10-,11+,14-,15-/m1/s1
AuxInfo	1/1/N:13,14,1,2,7,15,4,10,3,8,9,6,5,11,12,21,17,19,16,20,18/E:(17,18)/F:13,14,1,2,7,15,4,10,3,8,9,6,5,11,12,21,19,17,16,20,18/rA:39cCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s3;;s1;s3s7;s4s8;s2s8s9;s5s11;s4;s10;s12;d5;d6;s5s7;s6;s12;s15;s1;s2;s7;s7;s8;s9;s10;s13;s13;s13;s14;s14;s14;s15;s15;s19;s20;s21;/rC:;2.309,-.9511,0;-.309,-.9511,0;2.618,0,0;2.3271,-2.3523,0;-1.2601,-1.2601,0;.6045,-2.5334,0;1,0,0;.5,-1.5388,0;1.809,.5878,0;1.309,-.9511,0;2.2226,-1.3578,0;4.2824,.5408,0;.638,1.8883,0;2.6459,.3402,0;3.2406,-2.7591,0;-2.0032,-.5909,0;1.5181,-2.9401,0;-1.468,-2.2382,0;3.9683,-1.4799,0;3.6162,.0983,0;-.2939,.4045,0;2.6029,-1.3556,0;.4836,-3.0185,0;.1057,-2.4985,0;.7061,-.4045,0;.9568,-1.7422,0;2.1436,.9594,0;4.4369,.0653,0;4.1279,1.0163,0;4.7579,.6953,0;.2665,1.5537,0;1.0096,2.2229,0;.3035,2.2599,0;2.1608,.4612,0;2.7669,.8254,0;-1.9435,-2.3927,0;4.1875,-1.9293,0;3.754,-.3823,0;
Duplicates	ChEBI182050
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182050.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182050.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182050.sdf