CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08395 (7994)

Formula C₂₂H₁₈FN₃O₅

MW 423.4

InChIKey ZSOXFJURLPCSOO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.58

logP 4.1963

PSA 99.61

MR 109.888

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -87.15111

PM7_Total_Energy_ev -5441.96526

PM7_Electronic_Energy_ev -46122.96822

PM7_Dipole_Debye 5.11076

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.024

PM7_LUMO_Energy_ev -1.218

PM7_COSMO_Area_square_ang 377.59

PM7_COSMO_Volue_cubic_ang 479.83

PM7_Electron_Affinity_ev 1.218

PM7_Ionization_Energy_ev 9.024

PM7_Energy_Gap_ev 7.806

PM7_Global_Hardness_ev 3.903

PM7_Global_Softness_ev 0.25621316935690497

PM7_Chemical_Potential_ev -5.121

PM7_Electronigativity_ev 5.121

PM7_Back_Donation_Energy_ev -0.97575

PM7_Electrophilicity_ev 3.3595491929285166

OPENEYE_Name 2-(ethoxymethyl)-4-(4-fluorophenyl)-3-[2-(2-hydroxyphenoxy)pyrimidin-4-yl]isoxazol-5-one

SMILES c1ccc(c(c1)O)Oc2nccc(n2)c3c(c(=O)on3COCC)c4ccc(cc4)F

Canonical_SMILES CCOCn1oc(=O)c(c1c1ccnc(n1)Oc1ccccc1O)c1ccc(cc1)F

InChI 1/C22H18FN3O5/c1-2-29-13-26-20(19(21(28)31-26)14-7-9-15(23)10-8-14)16-11-12-24-22(25-16)30-18-6-4-3-5-17(18)27/h3-12,27H,2,13H2,1H3

InChI_3D 1S/C22H18FN3O5/c1-2-29-13-26-20(19(21(28)31-26)14-7-9-15(23)10-8-14)16-11-12-24-22(25-16)30-18-6-4-3-5-17(18)27/h3-12,27H,2,13H2,1H3

AuxInfo 1/0/N:20,21,1,2,5,6,3,4,7,8,9,10,22,11,14,15,12,13,17,18,19,16,31,23,24,25,28,26,30,29,27/E:(7,8)(9,10)/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;s2;d3;s4;;d9;s3d4;d5;d6s12;s7d8;s9;;s11;s15d17;s17;;s20;;s10d16;d15s16;s18s22;d19;s19s25;s12;s13s16;s21s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s20;s21;s21;s22;s22;s28;/rC:2.611,4.513,0;1.742,4.018,0;-1.8131,-.5659,0;-2.3491,-2.2161,0;3.477,4.013,0;1.7391,3.0128,0;-2.7692,-.2554,0;-3.3051,-1.9055,0;;0,1.0051,0;-1.6079,-1.5447,0;3.4741,3.0078,0;2.6052,2.5026,0;-3.52,-.9236,0;.8674,-.4976,0;1.7348,1.0051,0;.0565,-2.0853,0;.8674,-1.4976,0;.3668,-3.0358,0;5.4824,-.8485,0;4.5314,-1.1577,0;2.6294,-1.7761,0;.8674,1.5126,0;1.7348,0,0;1.6784,-2.0853,0;-.2223,-3.8439,0;1.3672,-3.0405,0;4.3402,2.5078,0;2.6023,1.5026,0;3.5804,-1.4669,0;-4.4711,-.6147,0;2.6124,5.013,0;1.3101,4.2699,0;-1.4411,-.2319,0;-2.2444,-2.705,0;3.9104,4.2624,0;1.3047,2.7653,0;-2.8717,.234,0;-3.6757,-2.2412,0;-.4327,-.2506,0;-.4337,1.2538,0;5.3278,-.373,0;5.637,-1.324,0;5.9579,-.6939,0;4.686,-1.6332,0;4.3768,-.6822,0;2.784,-2.2516,0;2.4748,-1.3006,0;4.3402,2.0078,0;

Duplicates DB08395

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08395.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08395.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08395.sdf

Formula	C₂₂H₁₈FN₃O₅
MW	423.4
InChIKey	ZSOXFJURLPCSOO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.58
logP	4.1963
PSA	99.61
MR	109.888
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-87.15111
PM7_Total_Energy_ev	-5441.96526
PM7_Electronic_Energy_ev	-46122.96822
PM7_Dipole_Debye	5.11076
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.024
PM7_LUMO_Energy_ev	-1.218
PM7_COSMO_Area_square_ang	377.59
PM7_COSMO_Volue_cubic_ang	479.83
PM7_Electron_Affinity_ev	1.218
PM7_Ionization_Energy_ev	9.024
PM7_Energy_Gap_ev	7.806
PM7_Global_Hardness_ev	3.903
PM7_Global_Softness_ev	0.25621316935690497
PM7_Chemical_Potential_ev	-5.121
PM7_Electronigativity_ev	5.121
PM7_Back_Donation_Energy_ev	-0.97575
PM7_Electrophilicity_ev	3.3595491929285166
OPENEYE_Name	2-(ethoxymethyl)-4-(4-fluorophenyl)-3-[2-(2-hydroxyphenoxy)pyrimidin-4-yl]isoxazol-5-one
SMILES	c1ccc(c(c1)O)Oc2nccc(n2)c3c(c(=O)on3COCC)c4ccc(cc4)F
Canonical_SMILES	CCOCn1oc(=O)c(c1c1ccnc(n1)Oc1ccccc1O)c1ccc(cc1)F
InChI	1/C22H18FN3O5/c1-2-29-13-26-20(19(21(28)31-26)14-7-9-15(23)10-8-14)16-11-12-24-22(25-16)30-18-6-4-3-5-17(18)27/h3-12,27H,2,13H2,1H3
InChI_3D	1S/C22H18FN3O5/c1-2-29-13-26-20(19(21(28)31-26)14-7-9-15(23)10-8-14)16-11-12-24-22(25-16)30-18-6-4-3-5-17(18)27/h3-12,27H,2,13H2,1H3
AuxInfo	1/0/N:20,21,1,2,5,6,3,4,7,8,9,10,22,11,14,15,12,13,17,18,19,16,31,23,24,25,28,26,30,29,27/E:(7,8)(9,10)/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;s2;d3;s4;;d9;s3d4;d5;d6s12;s7d8;s9;;s11;s15d17;s17;;s20;;s10d16;d15s16;s18s22;d19;s19s25;s12;s13s16;s21s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s20;s21;s21;s22;s22;s28;/rC:2.611,4.513,0;1.742,4.018,0;-1.8131,-.5659,0;-2.3491,-2.2161,0;3.477,4.013,0;1.7391,3.0128,0;-2.7692,-.2554,0;-3.3051,-1.9055,0;;0,1.0051,0;-1.6079,-1.5447,0;3.4741,3.0078,0;2.6052,2.5026,0;-3.52,-.9236,0;.8674,-.4976,0;1.7348,1.0051,0;.0565,-2.0853,0;.8674,-1.4976,0;.3668,-3.0358,0;5.4824,-.8485,0;4.5314,-1.1577,0;2.6294,-1.7761,0;.8674,1.5126,0;1.7348,0,0;1.6784,-2.0853,0;-.2223,-3.8439,0;1.3672,-3.0405,0;4.3402,2.5078,0;2.6023,1.5026,0;3.5804,-1.4669,0;-4.4711,-.6147,0;2.6124,5.013,0;1.3101,4.2699,0;-1.4411,-.2319,0;-2.2444,-2.705,0;3.9104,4.2624,0;1.3047,2.7653,0;-2.8717,.234,0;-3.6757,-2.2412,0;-.4327,-.2506,0;-.4337,1.2538,0;5.3278,-.373,0;5.637,-1.324,0;5.9579,-.6939,0;4.686,-1.6332,0;4.3768,-.6822,0;2.784,-2.2516,0;2.4748,-1.3006,0;4.3402,2.0078,0;
Duplicates	DB08395
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08395.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08395.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08395.sdf