CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100404 (427)

Formula C₂₀H₂₃F₂NO₈

MW 443.4

InChIKey HHPJXWDHFALHCL-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 6

ONatoms 9

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.34

logP 0.352

PSA 137.71

MR 101.796

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -362.06032

PM7_Total_Energy_ev -6245.26711

PM7_Electronic_Energy_ev -48721.02206

PM7_Dipole_Debye 5.41364

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.374

PM7_LUMO_Energy_ev -0.882

PM7_COSMO_Area_square_ang 414.24

PM7_COSMO_Volue_cubic_ang 484.14

PM7_Electron_Affinity_ev 0.882

PM7_Ionization_Energy_ev 9.374

PM7_Energy_Gap_ev 8.492

PM7_Global_Hardness_ev 4.246

PM7_Global_Softness_ev 0.23551577955723033

PM7_Chemical_Potential_ev -5.128

PM7_Electronigativity_ev 5.128

PM7_Back_Donation_Energy_ev -1.0615

PM7_Electrophilicity_ev 3.0966066886481394

OPENEYE_Name (~{E})-~{N}-[(3~{a}~{S},4~{R},5~{R},6~{S},7~{R},7~{a}~{R})-4,6,7-trihydroxy-3~{a},4,5,6,7,7~{a}-hexahydro-1,3-benzodioxol-5-yl]-3-(4-allyloxy-2,5-difluoro-3-hydroxy-phenyl)-2-methyl-prop-2-enamide

SMILES c1c(c(c(c(c1F)OCC=C)O)F)C=C(C(=O)NC2C(C3C(C(C2O)O)OCO3)O)C

Canonical_SMILES C=CCOc1c(F)cc(c(c1O)F)/C=C(/C(=O)N[C@@H]1[C@H](O)[C@@H](O)[C@@H]2[C@H]([C@@H]1O)OCO2)C

InChI 1/C20H23F2NO8/c1-3-4-29-17-10(21)6-9(11(22)13(17)24)5-8(2)20(28)23-12-14(25)16(27)19-18(15(12)26)30-7-31-19/h3,5-6,12,14-16,18-19,24-27H,1,4,7H2,2H3,(H,23,28)/f/h23H

InChI_3D 1S/C20H23F2NO8/c1-3-4-29-17-10(21)6-9(11(22)13(17)24)5-8(2)20(28)23-12-14(25)16(27)19-18(15(12)26)30-7-31-19/h3,5-6,12,14-16,18-19,24-27H,1,4,7H2,2H3,(H,23,28)/b8-5+/t12-,14+,15-,16-,18+,19-/m1/s1

AuxInfo 1/1/N:7,19,9,20,8,1,12,10,2,5,6,13,3,17,16,18,4,14,15,11,30,31,21,25,27,26,28,22,29,23,24/F:m/rA:54cCCCCCCCCCCCCCCCCCCCCNOOOOOOOOFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;;s2;d7;w8;s10;;;;s14;s13s14;s13;s15s17;s10;s9;s11s13;d11;s12s14;s12s15;s3;s16;s17;s18;s4s20;s5;s6;s1;s7;s7;s8;s9;s12;s12;s13;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s21;s25;s26;s27;s28;/rC:-5.3216,-.0632,0;-4.6762,-.8339,0;-6.0064,-1.9478,0;-6.6518,-1.1771,0;-6.3061,-.2387,0;-5.0154,-1.7801,0;-7.6848,-3.9937,0;-2.9534,-.5267,0;-8.3257,-3.226,0;-2.6132,.4137,0;-1.6287,.5892,0;3.2858,-.5036,0;;1.736,0,0;1.736,-1.0071,0;.868,.5079,0;0,-1.0058,0;.868,-1.5037,0;-3.2575,1.1785,0;-7.9814,-2.2872,0;-.9845,-.1756,0;-1.2885,1.5296,0;2.6938,.311,0;2.6938,-1.3184,0;-6.3522,-2.8861,0;-.2595,1.8463,0;-.5955,-2.6514,0;1.9906,-2.8462,0;-7.637,-1.3483,0;-6.9481,.528,0;-4.3734,-2.5468,0;-5.1508,.4067,0;-7.857,-4.4631,0;-7.1922,-3.908,0;-2.6313,-.9091,0;-8.8183,-3.3116,0;3.6573,-.169,0;3.6574,-.8382,0;-.1728,.4692,0;1.3023,-.2487,0;1.7873,-1.5045,0;1.1901,.8903,0;-.4925,-.9194,0;.5468,-1.8869,0;-3.6399,.8563,0;-2.8751,1.5006,0;-3.5796,1.5609,0;-8.4508,-2.115,0;-7.5119,-2.4594,0;-1.1546,-.6457,0;-6.0323,-3.2704,0;-.0894,2.3165,0;-1.0877,-2.7391,0;1.8188,-3.3157,0;

Duplicates CHEMBL100404

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.sdf

Formula	C₂₀H₂₃F₂NO₈
MW	443.4
InChIKey	HHPJXWDHFALHCL-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	6
ONatoms	9
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.34
logP	0.352
PSA	137.71
MR	101.796
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-362.06032
PM7_Total_Energy_ev	-6245.26711
PM7_Electronic_Energy_ev	-48721.02206
PM7_Dipole_Debye	5.41364
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.374
PM7_LUMO_Energy_ev	-0.882
PM7_COSMO_Area_square_ang	414.24
PM7_COSMO_Volue_cubic_ang	484.14
PM7_Electron_Affinity_ev	0.882
PM7_Ionization_Energy_ev	9.374
PM7_Energy_Gap_ev	8.492
PM7_Global_Hardness_ev	4.246
PM7_Global_Softness_ev	0.23551577955723033
PM7_Chemical_Potential_ev	-5.128
PM7_Electronigativity_ev	5.128
PM7_Back_Donation_Energy_ev	-1.0615
PM7_Electrophilicity_ev	3.0966066886481394
OPENEYE_Name	(~{E})-~{N}-[(3~{a}~{S},4~{R},5~{R},6~{S},7~{R},7~{a}~{R})-4,6,7-trihydroxy-3~{a},4,5,6,7,7~{a}-hexahydro-1,3-benzodioxol-5-yl]-3-(4-allyloxy-2,5-difluoro-3-hydroxy-phenyl)-2-methyl-prop-2-enamide
SMILES	c1c(c(c(c(c1F)OCC=C)O)F)C=C(C(=O)NC2C(C3C(C(C2O)O)OCO3)O)C
Canonical_SMILES	C=CCOc1c(F)cc(c(c1O)F)/C=C(/C(=O)N[C@@H]1[C@H](O)[C@@H](O)[C@@H]2[C@H]([C@@H]1O)OCO2)C
InChI	1/C20H23F2NO8/c1-3-4-29-17-10(21)6-9(11(22)13(17)24)5-8(2)20(28)23-12-14(25)16(27)19-18(15(12)26)30-7-31-19/h3,5-6,12,14-16,18-19,24-27H,1,4,7H2,2H3,(H,23,28)/f/h23H
InChI_3D	1S/C20H23F2NO8/c1-3-4-29-17-10(21)6-9(11(22)13(17)24)5-8(2)20(28)23-12-14(25)16(27)19-18(15(12)26)30-7-31-19/h3,5-6,12,14-16,18-19,24-27H,1,4,7H2,2H3,(H,23,28)/b8-5+/t12-,14+,15-,16-,18+,19-/m1/s1
AuxInfo	1/1/N:7,19,9,20,8,1,12,10,2,5,6,13,3,17,16,18,4,14,15,11,30,31,21,25,27,26,28,22,29,23,24/F:m/rA:54cCCCCCCCCCCCCCCCCCCCCNOOOOOOOOFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;;s2;d7;w8;s10;;;;s14;s13s14;s13;s15s17;s10;s9;s11s13;d11;s12s14;s12s15;s3;s16;s17;s18;s4s20;s5;s6;s1;s7;s7;s8;s9;s12;s12;s13;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s21;s25;s26;s27;s28;/rC:-5.3216,-.0632,0;-4.6762,-.8339,0;-6.0064,-1.9478,0;-6.6518,-1.1771,0;-6.3061,-.2387,0;-5.0154,-1.7801,0;-7.6848,-3.9937,0;-2.9534,-.5267,0;-8.3257,-3.226,0;-2.6132,.4137,0;-1.6287,.5892,0;3.2858,-.5036,0;;1.736,0,0;1.736,-1.0071,0;.868,.5079,0;0,-1.0058,0;.868,-1.5037,0;-3.2575,1.1785,0;-7.9814,-2.2872,0;-.9845,-.1756,0;-1.2885,1.5296,0;2.6938,.311,0;2.6938,-1.3184,0;-6.3522,-2.8861,0;-.2595,1.8463,0;-.5955,-2.6514,0;1.9906,-2.8462,0;-7.637,-1.3483,0;-6.9481,.528,0;-4.3734,-2.5468,0;-5.1508,.4067,0;-7.857,-4.4631,0;-7.1922,-3.908,0;-2.6313,-.9091,0;-8.8183,-3.3116,0;3.6573,-.169,0;3.6574,-.8382,0;-.1728,.4692,0;1.3023,-.2487,0;1.7873,-1.5045,0;1.1901,.8903,0;-.4925,-.9194,0;.5468,-1.8869,0;-3.6399,.8563,0;-2.8751,1.5006,0;-3.5796,1.5609,0;-8.4508,-2.115,0;-7.5119,-2.4594,0;-1.1546,-.6457,0;-6.0323,-3.2704,0;-.0894,2.3165,0;-1.0877,-2.7391,0;1.8188,-3.3157,0;
Duplicates	CHEMBL100404
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.sdf