CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04590_s0_p7 (4899)

Formula C₂₁H₂₄FN₃O₅

MW 417.44

InChIKey PGYOHIAQCFZQDK-JGGWPSDJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.27

logP 4.0012

PSA 129.06

MR 110.181

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -143.29794

PM7_Total_Energy_ev -5401.44978

PM7_Electronic_Energy_ev -44584.37574

PM7_Dipole_Debye 29.73673

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.85

PM7_LUMO_Energy_ev -1.98

PM7_COSMO_Area_square_ang 419.6

PM7_COSMO_Volue_cubic_ang 484.15

PM7_Electron_Affinity_ev 1.98

PM7_Ionization_Energy_ev 7.85

PM7_Energy_Gap_ev 5.87

PM7_Global_Hardness_ev 2.935

PM7_Global_Softness_ev 0.34071550255536626

PM7_Chemical_Potential_ev -4.915

PM7_Electronigativity_ev 4.915

PM7_Back_Donation_Energy_ev -0.73375

PM7_Electrophilicity_ev 4.115370528109029

OPENEYE_Name (2~{R})-2-[4-[amino(azaniumylidene)methyl]anilino]-2-[5-ethoxy-2-fluoro-3-[(3~{R})-tetrahydrofuran-3-yl]oxy-phenyl]acetate

SMILES c1cc(ccc1C(=[NH2+])N)NC(c2cc(cc(c2F)OC3CCOC3)OCC)C(=O)[O-]

Canonical_SMILES CCOc1cc([C@H](C(=O)O)Nc2ccc(cc2)C(=[NH2])N)c(c(c1)O[C@H]1COCC1)F

InChI 1/C21H24FN3O5/c1-2-29-15-9-16(18(22)17(10-15)30-14-7-8-28-11-14)19(21(26)27)25-13-5-3-12(4-6-13)20(23)24/h3-6,9-10,14,19,25H,2,7-8,11H2,1H3,(H3,23,24)(H,26,27)/f/h23-24H2

InChI_3D 1S/C21H25FN3O5/c1-2-29-15-9-16(18(22)17(10-15)30-14-7-8-28-11-14)19(21(26)27)25-13-5-3-12(4-6-13)20(23)24/h3-6,9-10,14,19,25H,2,7-8,11,23-24H2,1H3,(H,26,27)/t14-,19-/m1/s1

AuxInfo 1/1/N:19,20,1,2,3,4,15,16,5,6,17,7,9,18,10,8,11,12,21,13,14,30,22,23,24,25,27,26,29,28/E:(3,4)(5,6)(23,24)(26,27)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCN+NNOOO-OOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s3d4;s5d6;s6;s8d11;s7;;;s15;;s15s17;;s19;s8s14;d13;s13;s9s21;d14;s16s17;s14;s11s18;s10s20;s12;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s22;s23;s23;s24;s22;/rC:.8811,-7.2707,0;2.5797,-7.6241,0;1.0859,-6.2865,0;2.7845,-6.64,0;3.6452,-3.2234,0;4.0037,-1.5258,0;1.6291,-7.9344,0;2.6617,-3.0157,0;2.0386,-5.9662,0;4.3112,-2.4774,0;3.0202,-1.3182,0;2.3442,-2.062,0;1.4254,-8.9135,0;.7503,-3.6553,0;;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;6.6259,-1.1959,0;5.9578,-1.9399,0;1.4963,-4.3212,0;.4756,-9.2266,0;2.1714,-9.5794,0;2.2423,-4.9872,0;.954,-2.6763,0;.5008,1.5426,0;-.1994,-3.9684,0;2.7127,-.3666,0;5.2896,-2.684,0;1.3658,-1.8554,0;.4065,-7.4279,0;2.9523,-7.9576,0;.7119,-5.9547,0;3.2598,-6.4848,0;3.8011,-3.6985,0;4.3383,-1.1543,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;6.2539,-.8618,0;6.9979,-1.53,0;6.96,-.8239,0;6.3298,-2.274,0;5.5858,-1.6059,0;1.1634,-4.6942,0;.3738,-9.7161,0;2.6462,-9.4229,0;2.0695,-10.0689,0;2.7172,-4.8306,0;.1026,-8.8936,0;

Duplicates DB04590_s0_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p7.sdf

Formula	C₂₁H₂₄FN₃O₅
MW	417.44
InChIKey	PGYOHIAQCFZQDK-JGGWPSDJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.27
logP	4.0012
PSA	129.06
MR	110.181
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-143.29794
PM7_Total_Energy_ev	-5401.44978
PM7_Electronic_Energy_ev	-44584.37574
PM7_Dipole_Debye	29.73673
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.85
PM7_LUMO_Energy_ev	-1.98
PM7_COSMO_Area_square_ang	419.6
PM7_COSMO_Volue_cubic_ang	484.15
PM7_Electron_Affinity_ev	1.98
PM7_Ionization_Energy_ev	7.85
PM7_Energy_Gap_ev	5.87
PM7_Global_Hardness_ev	2.935
PM7_Global_Softness_ev	0.34071550255536626
PM7_Chemical_Potential_ev	-4.915
PM7_Electronigativity_ev	4.915
PM7_Back_Donation_Energy_ev	-0.73375
PM7_Electrophilicity_ev	4.115370528109029
OPENEYE_Name	(2~{R})-2-[4-[amino(azaniumylidene)methyl]anilino]-2-[5-ethoxy-2-fluoro-3-[(3~{R})-tetrahydrofuran-3-yl]oxy-phenyl]acetate
SMILES	c1cc(ccc1C(=[NH2+])N)NC(c2cc(cc(c2F)OC3CCOC3)OCC)C(=O)[O-]
Canonical_SMILES	CCOc1cc([C@H](C(=O)O)Nc2ccc(cc2)C(=[NH2])N)c(c(c1)O[C@H]1COCC1)F
InChI	1/C21H24FN3O5/c1-2-29-15-9-16(18(22)17(10-15)30-14-7-8-28-11-14)19(21(26)27)25-13-5-3-12(4-6-13)20(23)24/h3-6,9-10,14,19,25H,2,7-8,11H2,1H3,(H3,23,24)(H,26,27)/f/h23-24H2
InChI_3D	1S/C21H25FN3O5/c1-2-29-15-9-16(18(22)17(10-15)30-14-7-8-28-11-14)19(21(26)27)25-13-5-3-12(4-6-13)20(23)24/h3-6,9-10,14,19,25H,2,7-8,11,23-24H2,1H3,(H,26,27)/t14-,19-/m1/s1
AuxInfo	1/1/N:19,20,1,2,3,4,15,16,5,6,17,7,9,18,10,8,11,12,21,13,14,30,22,23,24,25,27,26,29,28/E:(3,4)(5,6)(23,24)(26,27)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCN+NNOOO-OOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s3d4;s5d6;s6;s8d11;s7;;;s15;;s15s17;;s19;s8s14;d13;s13;s9s21;d14;s16s17;s14;s11s18;s10s20;s12;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s22;s23;s23;s24;s22;/rC:.8811,-7.2707,0;2.5797,-7.6241,0;1.0859,-6.2865,0;2.7845,-6.64,0;3.6452,-3.2234,0;4.0037,-1.5258,0;1.6291,-7.9344,0;2.6617,-3.0157,0;2.0386,-5.9662,0;4.3112,-2.4774,0;3.0202,-1.3182,0;2.3442,-2.062,0;1.4254,-8.9135,0;.7503,-3.6553,0;;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;6.6259,-1.1959,0;5.9578,-1.9399,0;1.4963,-4.3212,0;.4756,-9.2266,0;2.1714,-9.5794,0;2.2423,-4.9872,0;.954,-2.6763,0;.5008,1.5426,0;-.1994,-3.9684,0;2.7127,-.3666,0;5.2896,-2.684,0;1.3658,-1.8554,0;.4065,-7.4279,0;2.9523,-7.9576,0;.7119,-5.9547,0;3.2598,-6.4848,0;3.8011,-3.6985,0;4.3383,-1.1543,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;6.2539,-.8618,0;6.9979,-1.53,0;6.96,-.8239,0;6.3298,-2.274,0;5.5858,-1.6059,0;1.1634,-4.6942,0;.3738,-9.7161,0;2.6462,-9.4229,0;2.0695,-10.0689,0;2.7172,-4.8306,0;.1026,-8.8936,0;
Duplicates	DB04590_s0_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p7.sdf