CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8265 (3700)

Formula C₂₀H₂₀O₆

MW 356.37

InChIKey GQRWYOWPTLFVDK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 5

Number_Bonds 50

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.48

logP 2.4544

PSA 85.97

MR 89.5868

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -168.48466

PM7_Total_Energy_ev -4496.43976

PM7_Electronic_Energy_ev -36886.26103

PM7_Dipole_Debye 6.91279

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.853

PM7_LUMO_Energy_ev -0.137

PM7_COSMO_Area_square_ang 327.56

PM7_COSMO_Volue_cubic_ang 406.84

PM7_Electron_Affinity_ev 0.137

PM7_Ionization_Energy_ev 9.853

PM7_Energy_Gap_ev 9.716

PM7_Global_Hardness_ev 4.858

PM7_Global_Softness_ev 0.20584602717167558

PM7_Chemical_Potential_ev -4.995

PM7_Electronigativity_ev 4.995

PM7_Back_Donation_Energy_ev -1.2145

PM7_Electrophilicity_ev 2.567931762041993

OPENEYE_Name (1~{R},5'~{S},8~{S},9~{S},12~{R})-5'-(3-furyl)-12-(hydroxymethyl)-10-methylene-spiro[2-oxatricyclo[6.3.1.0^{4,12}]dodec-4-ene-9,3'-tetrahydrofuran]-2',3-dione

SMILES c1cocc1C2CC3(C(=C)CC4C5(C3CCC=C5C(=O)O4)CO)C(=O)O2

Canonical_SMILES OC[C@]12[C@@H]3OC(=O)C1=CCC[C@@H]2[C@]1(C(=C)C3)C[C@H](OC1=O)c1cocc1

InChI 1/C20H20O6/c1-11-7-16-20(10-21)13(17(22)26-16)3-2-4-15(20)19(11)8-14(25-18(19)23)12-5-6-24-9-12/h3,5-6,9,14-16,21H,1-2,4,7-8,10H2

InChI_3D 1S/C20H20O6/c1-11-7-16-20(10-21)13(17(22)26-16)3-2-4-15(20)19(11)8-14(25-18(19)23)12-5-6-24-9-12/h3,5-6,9,14-16,21H,1-2,4,7-8,10H2/t14-,15+,16+,19+,20-/m0/s1

AuxInfo 1/0/N:10,11,5,13,1,2,12,14,3,20,8,4,6,15,16,17,7,9,19,18,26,21,22,23,25,24/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;d5;s6;;;d8;s5;s8;s11;;s4s14;s13;s12;s6s16s17;s8s9s14s16;s18;d7;d9;s2s3;s7s17;s9s15;s20;s1;s2;s3;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s20;s20;s26;/rC:;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;4.9228,-2.3964,0;4.4218,-3.2619,0;4.7296,-4.2133,0;1.4218,-3.2582,0;.9284,-2.2871,0;-.3282,-3.2561,0;4.4239,-1.5298,0;1.9207,-4.1249,0;3.4239,-1.5286,0;2.3306,-1.4798,0;1.5883,-.8097,0;2.9228,-2.394,0;2.9207,-4.1261,0;3.4218,-3.2606,0;1.9228,-2.3928,0;4.2949,-4.7772,0;5.6803,-4.5234,0;.2584,-3.0294,0;.5008,1.5426,0;3.9199,-4.8001,0;.7217,-1.3087,0;4.7939,-5.6439,0;-.2944,-.4041,0;-.7821,1.1061,0;1.789,1.1056,0;5.4228,-2.397,0;-.5777,-2.8228,0;-.5788,-3.6888,0;4.3376,-1.0373,0;4.8939,-1.3594,0;2.0069,-4.6174,0;1.4507,-4.2953,0;2.9542,-1.357,0;3.5113,-1.0363,0;2.625,-1.0756,0;2.7634,-1.7303,0;1.9603,-.4756,0;2.6723,-2.8267,0;2.7168,-4.5826,0;4.7282,-4.5278,0;3.8616,-5.0267,0;5.2939,-5.6445,0;

Duplicates ChEBI8265

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8265.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8265.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8265.sdf

Formula	C₂₀H₂₀O₆
MW	356.37
InChIKey	GQRWYOWPTLFVDK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	5
Number_Bonds	50
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.48
logP	2.4544
PSA	85.97
MR	89.5868
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-168.48466
PM7_Total_Energy_ev	-4496.43976
PM7_Electronic_Energy_ev	-36886.26103
PM7_Dipole_Debye	6.91279
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.853
PM7_LUMO_Energy_ev	-0.137
PM7_COSMO_Area_square_ang	327.56
PM7_COSMO_Volue_cubic_ang	406.84
PM7_Electron_Affinity_ev	0.137
PM7_Ionization_Energy_ev	9.853
PM7_Energy_Gap_ev	9.716
PM7_Global_Hardness_ev	4.858
PM7_Global_Softness_ev	0.20584602717167558
PM7_Chemical_Potential_ev	-4.995
PM7_Electronigativity_ev	4.995
PM7_Back_Donation_Energy_ev	-1.2145
PM7_Electrophilicity_ev	2.567931762041993
OPENEYE_Name	(1~{R},5'~{S},8~{S},9~{S},12~{R})-5'-(3-furyl)-12-(hydroxymethyl)-10-methylene-spiro[2-oxatricyclo[6.3.1.0^{4,12}]dodec-4-ene-9,3'-tetrahydrofuran]-2',3-dione
SMILES	c1cocc1C2CC3(C(=C)CC4C5(C3CCC=C5C(=O)O4)CO)C(=O)O2
Canonical_SMILES	OC[C@]12[C@@H]3OC(=O)C1=CCC[C@@H]2[C@]1(C(=C)C3)C[C@H](OC1=O)c1cocc1
InChI	1/C20H20O6/c1-11-7-16-20(10-21)13(17(22)26-16)3-2-4-15(20)19(11)8-14(25-18(19)23)12-5-6-24-9-12/h3,5-6,9,14-16,21H,1-2,4,7-8,10H2
InChI_3D	1S/C20H20O6/c1-11-7-16-20(10-21)13(17(22)26-16)3-2-4-15(20)19(11)8-14(25-18(19)23)12-5-6-24-9-12/h3,5-6,9,14-16,21H,1-2,4,7-8,10H2/t14-,15+,16+,19+,20-/m0/s1
AuxInfo	1/0/N:10,11,5,13,1,2,12,14,3,20,8,4,6,15,16,17,7,9,19,18,26,21,22,23,25,24/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;d5;s6;;;d8;s5;s8;s11;;s4s14;s13;s12;s6s16s17;s8s9s14s16;s18;d7;d9;s2s3;s7s17;s9s15;s20;s1;s2;s3;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s20;s20;s26;/rC:;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;4.9228,-2.3964,0;4.4218,-3.2619,0;4.7296,-4.2133,0;1.4218,-3.2582,0;.9284,-2.2871,0;-.3282,-3.2561,0;4.4239,-1.5298,0;1.9207,-4.1249,0;3.4239,-1.5286,0;2.3306,-1.4798,0;1.5883,-.8097,0;2.9228,-2.394,0;2.9207,-4.1261,0;3.4218,-3.2606,0;1.9228,-2.3928,0;4.2949,-4.7772,0;5.6803,-4.5234,0;.2584,-3.0294,0;.5008,1.5426,0;3.9199,-4.8001,0;.7217,-1.3087,0;4.7939,-5.6439,0;-.2944,-.4041,0;-.7821,1.1061,0;1.789,1.1056,0;5.4228,-2.397,0;-.5777,-2.8228,0;-.5788,-3.6888,0;4.3376,-1.0373,0;4.8939,-1.3594,0;2.0069,-4.6174,0;1.4507,-4.2953,0;2.9542,-1.357,0;3.5113,-1.0363,0;2.625,-1.0756,0;2.7634,-1.7303,0;1.9603,-.4756,0;2.6723,-2.8267,0;2.7168,-4.5826,0;4.7282,-4.5278,0;3.8616,-5.0267,0;5.2939,-5.6445,0;
Duplicates	ChEBI8265
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8265.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8265.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8265.sdf