CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04590_s0_p0 (4898)

Formula C₂₁H₂₄FN₃O₅

MW 417.44

InChIKey PGYOHIAQCFZQDK-VXADFDTPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 56

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 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.98

logP 3.787

PSA 126.89

MR 109.219

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -174.33314

PM7_Total_Energy_ev -5402.83971

PM7_Electronic_Energy_ev -44003.51883

PM7_Dipole_Debye 7.5175

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.458

PM7_LUMO_Energy_ev -0.635

PM7_COSMO_Area_square_ang 428.19

PM7_COSMO_Volue_cubic_ang 483.54

PM7_Electron_Affinity_ev 0.635

PM7_Ionization_Energy_ev 8.458

PM7_Energy_Gap_ev 7.823

PM7_Global_Hardness_ev 3.9115

PM7_Global_Softness_ev 0.25565639780135496

PM7_Chemical_Potential_ev -4.5465

PM7_Electronigativity_ev 4.5465

PM7_Back_Donation_Energy_ev -0.977875

PM7_Electrophilicity_ev 2.6422935255017257

OPENEYE_Name (2~{R})-2-(4-carbamimidoylanilino)-2-[5-ethoxy-2-fluoro-3-[(3~{R})-tetrahydrofuran-3-yl]oxy-phenyl]acetic acid

SMILES c1cc(ccc1C(=N)N)NC(c2cc(cc(c2F)OC3CCOC3)OCC)C(=O)O

Canonical_SMILES CCOc1cc([C@H](C(=O)O)Nc2ccc(cc2)C(=N)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/h23,26H,24H2

InChI_3D 1S/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)/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:19,20,1,2,3,4,15,16,5,6,17,7,9,18,10,8,11,12,21,13,14,30,22,23,24,27,25,26,29,28/E:(3,4)(5,6)/rA:54cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s3d4;s5d6;s6;s8d11;s7;;;s15;;s15s17;;s19;s8s14;w13;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;s27;/rC:-1.4531,-3.706,0;-1.8065,-5.4047,0;-.469,-3.9108,0;-.8224,-5.6094,0;3.6452,-3.2234,0;4.0037,-1.5258,0;-2.1169,-4.454,0;2.6617,-3.0157,0;-.1486,-4.8635,0;4.3112,-2.4774,0;3.0202,-1.3182,0;2.3442,-2.062,0;-3.0959,-4.2503,0;2.2423,-4.9872,0;;-.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;-3.7619,-4.9963,0;-3.409,-3.3006,0;.8304,-5.0672,0;3.1921,-4.6741,0;.5008,1.5426,0;2.0386,-5.9662,0;2.7127,-.3666,0;5.2896,-2.684,0;1.3658,-1.8554,0;-1.6103,-3.2314,0;-2.14,-5.7772,0;-.1371,-3.5368,0;-.6673,-6.0847,0;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;1.1233,-3.9883,0;-4.2514,-4.8944,0;-3.076,-2.9276,0;-3.8985,-3.1987,0;.9869,-5.5421,0;2.4116,-6.2992,0;

Duplicates DB04590_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p0.sdf

Formula	C₂₁H₂₄FN₃O₅
MW	417.44
InChIKey	PGYOHIAQCFZQDK-VXADFDTPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	56
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	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.98
logP	3.787
PSA	126.89
MR	109.219
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-174.33314
PM7_Total_Energy_ev	-5402.83971
PM7_Electronic_Energy_ev	-44003.51883
PM7_Dipole_Debye	7.5175
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.458
PM7_LUMO_Energy_ev	-0.635
PM7_COSMO_Area_square_ang	428.19
PM7_COSMO_Volue_cubic_ang	483.54
PM7_Electron_Affinity_ev	0.635
PM7_Ionization_Energy_ev	8.458
PM7_Energy_Gap_ev	7.823
PM7_Global_Hardness_ev	3.9115
PM7_Global_Softness_ev	0.25565639780135496
PM7_Chemical_Potential_ev	-4.5465
PM7_Electronigativity_ev	4.5465
PM7_Back_Donation_Energy_ev	-0.977875
PM7_Electrophilicity_ev	2.6422935255017257
OPENEYE_Name	(2~{R})-2-(4-carbamimidoylanilino)-2-[5-ethoxy-2-fluoro-3-[(3~{R})-tetrahydrofuran-3-yl]oxy-phenyl]acetic acid
SMILES	c1cc(ccc1C(=N)N)NC(c2cc(cc(c2F)OC3CCOC3)OCC)C(=O)O
Canonical_SMILES	CCOc1cc([C@H](C(=O)O)Nc2ccc(cc2)C(=N)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/h23,26H,24H2
InChI_3D	1S/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)/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:19,20,1,2,3,4,15,16,5,6,17,7,9,18,10,8,11,12,21,13,14,30,22,23,24,27,25,26,29,28/E:(3,4)(5,6)/rA:54cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s3d4;s5d6;s6;s8d11;s7;;;s15;;s15s17;;s19;s8s14;w13;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;s27;/rC:-1.4531,-3.706,0;-1.8065,-5.4047,0;-.469,-3.9108,0;-.8224,-5.6094,0;3.6452,-3.2234,0;4.0037,-1.5258,0;-2.1169,-4.454,0;2.6617,-3.0157,0;-.1486,-4.8635,0;4.3112,-2.4774,0;3.0202,-1.3182,0;2.3442,-2.062,0;-3.0959,-4.2503,0;2.2423,-4.9872,0;;-.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;-3.7619,-4.9963,0;-3.409,-3.3006,0;.8304,-5.0672,0;3.1921,-4.6741,0;.5008,1.5426,0;2.0386,-5.9662,0;2.7127,-.3666,0;5.2896,-2.684,0;1.3658,-1.8554,0;-1.6103,-3.2314,0;-2.14,-5.7772,0;-.1371,-3.5368,0;-.6673,-6.0847,0;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;1.1233,-3.9883,0;-4.2514,-4.8944,0;-3.076,-2.9276,0;-3.8985,-3.1987,0;.9869,-5.5421,0;2.4116,-6.2992,0;
Duplicates	DB04590_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04590_s0_p0.sdf