CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08390 (7988)

Formula C₂₁H₂₇FO₄

MW 362.44

InChIKey AKNIHFDXRAOPAI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.51

logP 4.8633

PSA 55.76

MR 98.5418

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -206.71042

PM7_Total_Energy_ev -4591.04677

PM7_Electronic_Energy_ev -36373.06155

PM7_Dipole_Debye 4.49808

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.078

PM7_LUMO_Energy_ev -0.204

PM7_COSMO_Area_square_ang 384.38

PM7_COSMO_Volue_cubic_ang 445.39

PM7_Electron_Affinity_ev 0.204

PM7_Ionization_Energy_ev 9.078

PM7_Energy_Gap_ev 8.874

PM7_Global_Hardness_ev 4.437

PM7_Global_Softness_ev 0.225377507324769

PM7_Chemical_Potential_ev -4.641

PM7_Electronigativity_ev 4.641

PM7_Back_Donation_Energy_ev -1.10925

PM7_Electrophilicity_ev 2.427189655172414

OPENEYE_Name (2~{S})-2-cyclopentyl-2-[2-(3-fluoro-4-isopropoxy-phenyl)ethyl]-4-hydroxy-3~{H}-pyran-6-one

SMILES c1cc(c(cc1CCC2(CC(=CC(=O)O2)O)C3CCCC3)F)OC(C)C

Canonical_SMILES CC(Oc1ccc(cc1F)CC[C@]1(CC(=CC(=O)O1)O)C1CCCC1)C

InChI 1/C21H27FO4/c1-14(2)25-19-8-7-15(11-18(19)22)9-10-21(16-5-3-4-6-16)13-17(23)12-20(24)26-21/h7-8,11-12,14,16,23H,3-6,9-10,13H2,1-2H3

InChI_3D 1S/C21H27FO4/c1-14(2)25-19-8-7-15(11-18(19)22)9-10-21(16-5-3-4-6-16)13-17(23)12-20(24)26-21/h7-8,11-12,14,16,23H,3-6,9-10,13H2,1-2H3/t21-/m0/s1

AuxInfo 1/0/N:17,18,11,12,13,14,1,2,19,20,3,7,10,21,4,15,8,6,5,9,16,26,24,22,25,23/E:(1,2)(3,4)(5,6)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s7;s8;;s11;s11;s12;s13s14;s10s15;;;s4;s16s19;s17s18;d9;s9s16;s8;s5s21;s6;s1;s2;s3;s7;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s24;/rC:5.6391,-.2273,0;6.6229,-.4072,0;5.9463,1.4804,0;5.2976,.7126,0;7.2716,.3606,0;6.9367,1.3083,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,.4975,0;.4373,4.3878,0;1.3669,4.7609,0;.5026,3.3886,0;2.0093,3.9888,0;1.4725,3.1448,0;.8675,1.5027,0;9.5506,1.7046,0;9.6649,.295,0;3.5748,1.0198,0;2.5903,1.1954,0;8.903,.9426,0;-1.735,2.0001,0;0,2.0104,0;0,-1,0;8.2553,.1807,0;7.5821,2.0721,0;5.3164,-.6093,0;6.7916,-.8779,0;5.7756,1.9503,0;-1.3001,.2469,0;1.36,.5838,0;1.0376,.0273,0;.301,4.8689,0;-.0554,4.3029,0;1.7824,5.0391,0;1.1334,5.2031,0;.003,3.4079,0;.4317,2.8936,0;2.4012,3.6783,0;2.3586,4.3466,0;1.9206,2.9229,0;9.1696,2.0284,0;9.9316,1.3807,0;9.8744,2.0855,0;9.9887,.6759,0;9.3411,-.086,0;10.0459,-.0289,0;3.487,.5276,0;3.6626,1.5121,0;2.6781,1.6877,0;2.5025,.7032,0;8.522,1.2665,0;.433,-1.25,0;

Duplicates DB08390

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08390.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08390.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08390.sdf

Formula	C₂₁H₂₇FO₄
MW	362.44
InChIKey	AKNIHFDXRAOPAI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.51
logP	4.8633
PSA	55.76
MR	98.5418
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-206.71042
PM7_Total_Energy_ev	-4591.04677
PM7_Electronic_Energy_ev	-36373.06155
PM7_Dipole_Debye	4.49808
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.078
PM7_LUMO_Energy_ev	-0.204
PM7_COSMO_Area_square_ang	384.38
PM7_COSMO_Volue_cubic_ang	445.39
PM7_Electron_Affinity_ev	0.204
PM7_Ionization_Energy_ev	9.078
PM7_Energy_Gap_ev	8.874
PM7_Global_Hardness_ev	4.437
PM7_Global_Softness_ev	0.225377507324769
PM7_Chemical_Potential_ev	-4.641
PM7_Electronigativity_ev	4.641
PM7_Back_Donation_Energy_ev	-1.10925
PM7_Electrophilicity_ev	2.427189655172414
OPENEYE_Name	(2~{S})-2-cyclopentyl-2-[2-(3-fluoro-4-isopropoxy-phenyl)ethyl]-4-hydroxy-3~{H}-pyran-6-one
SMILES	c1cc(c(cc1CCC2(CC(=CC(=O)O2)O)C3CCCC3)F)OC(C)C
Canonical_SMILES	CC(Oc1ccc(cc1F)CC[C@]1(CC(=CC(=O)O1)O)C1CCCC1)C
InChI	1/C21H27FO4/c1-14(2)25-19-8-7-15(11-18(19)22)9-10-21(16-5-3-4-6-16)13-17(23)12-20(24)26-21/h7-8,11-12,14,16,23H,3-6,9-10,13H2,1-2H3
InChI_3D	1S/C21H27FO4/c1-14(2)25-19-8-7-15(11-18(19)22)9-10-21(16-5-3-4-6-16)13-17(23)12-20(24)26-21/h7-8,11-12,14,16,23H,3-6,9-10,13H2,1-2H3/t21-/m0/s1
AuxInfo	1/0/N:17,18,11,12,13,14,1,2,19,20,3,7,10,21,4,15,8,6,5,9,16,26,24,22,25,23/E:(1,2)(3,4)(5,6)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s7;s8;;s11;s11;s12;s13s14;s10s15;;;s4;s16s19;s17s18;d9;s9s16;s8;s5s21;s6;s1;s2;s3;s7;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s24;/rC:5.6391,-.2273,0;6.6229,-.4072,0;5.9463,1.4804,0;5.2976,.7126,0;7.2716,.3606,0;6.9367,1.3083,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,.4975,0;.4373,4.3878,0;1.3669,4.7609,0;.5026,3.3886,0;2.0093,3.9888,0;1.4725,3.1448,0;.8675,1.5027,0;9.5506,1.7046,0;9.6649,.295,0;3.5748,1.0198,0;2.5903,1.1954,0;8.903,.9426,0;-1.735,2.0001,0;0,2.0104,0;0,-1,0;8.2553,.1807,0;7.5821,2.0721,0;5.3164,-.6093,0;6.7916,-.8779,0;5.7756,1.9503,0;-1.3001,.2469,0;1.36,.5838,0;1.0376,.0273,0;.301,4.8689,0;-.0554,4.3029,0;1.7824,5.0391,0;1.1334,5.2031,0;.003,3.4079,0;.4317,2.8936,0;2.4012,3.6783,0;2.3586,4.3466,0;1.9206,2.9229,0;9.1696,2.0284,0;9.9316,1.3807,0;9.8744,2.0855,0;9.9887,.6759,0;9.3411,-.086,0;10.0459,-.0289,0;3.487,.5276,0;3.6626,1.5121,0;2.6781,1.6877,0;2.5025,.7032,0;8.522,1.2665,0;.433,-1.25,0;
Duplicates	DB08390
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08390.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08390.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08390.sdf