CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07113 (6478)

Formula C₂₄H₂₅F₂N₅O₃

MW 469.49

InChIKey KHZQOXQOUCGGGA-NIIIQCNWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 7

Unbranched_Chain 5

Chiral_Centers 1

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.64

logP 4.8792

PSA 116.59

MR 127.679

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -136.81729

PM7_Total_Energy_ev -6033.32332

PM7_Electronic_Energy_ev -51894.19407

PM7_Dipole_Debye 2.75533

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.88

PM7_LUMO_Energy_ev -0.718

PM7_COSMO_Area_square_ang 457.19

PM7_COSMO_Volue_cubic_ang 537.46

PM7_Electron_Affinity_ev 0.718

PM7_Ionization_Energy_ev 8.88

PM7_Energy_Gap_ev 8.162

PM7_Global_Hardness_ev 4.081

PM7_Global_Softness_ev 0.2450379808870375

PM7_Chemical_Potential_ev -4.799

PM7_Electronigativity_ev 4.799

PM7_Back_Donation_Energy_ev -1.02025

PM7_Electrophilicity_ev 2.8216614800294044

OPENEYE_Name (2~{S})-6-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-2-(3,5-difluorophenyl)-4-(3-methoxypropyl)-1,4-benzoxazin-3-one

SMILES c1cc2c(cc1c3c(nc(nc3N)N)CC)N(C(=O)C(O2)c4cc(cc(c4)F)F)CCCOC

Canonical_SMILES COCCCN1C(=O)[C@@H](Oc2c1cc(cc2)c1c(N)nc(nc1CC)N)c1cc(F)cc(c1)F

InChI 1/C24H25F2N5O3/c1-3-17-20(22(27)30-24(28)29-17)13-5-6-19-18(11-13)31(7-4-8-33-2)23(32)21(34-19)14-9-15(25)12-16(26)10-14/h5-6,9-12,21H,3-4,7-8H2,1-2H3,(H4,27,28,29,30)/f/h27-28H2

InChI_3D 1S/C24H25F2N5O3/c1-3-17-20(22(27)30-24(28)29-17)13-5-6-19-18(11-13)31(7-4-8-33-2)23(32)21(34-19)14-9-15(25)12-16(26)10-14/h5-6,9-12,21H,3-4,7-8H2,1-2H3,(H4,27,28,29,30)/t21-/m0/s1

AuxInfo 1/1/N:19,20,21,22,1,2,23,24,4,5,3,6,7,9,12,13,14,10,11,8,18,15,17,16,33,34,28,29,25,26,27,30,32,31/E:(9,10)(15,16)(25,26)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;s7;d4s5;s3;s2d10;s4d6;d5s6;d8;s8;;;s9s17;;;s14s19;;s22;s22;s14d16;d15s16;s10s17s23;s15;s16;d17;s11s18;s20s24;s12;s13;s1;s2;s3;s4;s5;s6;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s28;s28;s29;s29;/rC:0,1.0056,0;.8679,1.5135,0;.8679,-.4977,0;4.8001,2.1227,0;3.1705,2.7186,0;4.5013,3.8318,0;;-1.5143,-.8772,0;3.8155,1.9476,0;1.7371,0,0;1.7358,1.0056,0;5.1463,3.0609,0;3.5101,3.6646,0;-1.5142,-1.8823,0;-2.3817,-.3797,0;-3.249,-1.8825,0;3.4748,.0023,0;3.4735,1.0079,0;.2208,-2.8772,0;2.6034,-5.4989,0;-.6467,-2.3797,0;2.6036,-2.4989,0;2.6037,-1.4989,0;2.6036,-3.4989,0;-2.3815,-2.3899,0;-3.2491,-.8774,0;2.6038,-.4989,0;-2.3818,.6203,0;-4.1164,-2.38,0;4.3408,-.4978,0;2.6012,1.5123,0;2.6035,-4.4989,0;6.1316,3.2316,0;2.8685,4.4316,0;-.4337,1.2543,0;.8679,2.0135,0;.8677,-.9977,0;5.121,1.7392,0;2.6783,2.631,0;4.6743,4.3009,0;3.966,.9214,0;-.0279,-3.3109,0;.4695,-2.4434,0;.6546,-3.1259,0;3.1034,-5.4989,0;2.1034,-5.4989,0;2.6034,-5.9989,0;-.8954,-2.8135,0;-.398,-1.946,0;3.1036,-2.4989,0;2.1036,-2.4989,0;2.1037,-1.4989,0;3.1037,-1.4989,0;3.1036,-3.4989,0;2.1036,-3.4989,0;-2.8148,.8703,0;-1.9488,.8703,0;-4.1178,-2.88,0;-4.5487,-2.1288,0;

Duplicates DB07113

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07113.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07113.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07113.sdf

Formula	C₂₄H₂₅F₂N₅O₃
MW	469.49
InChIKey	KHZQOXQOUCGGGA-NIIIQCNWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	7
Unbranched_Chain	5
Chiral_Centers	1
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.64
logP	4.8792
PSA	116.59
MR	127.679
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-136.81729
PM7_Total_Energy_ev	-6033.32332
PM7_Electronic_Energy_ev	-51894.19407
PM7_Dipole_Debye	2.75533
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.88
PM7_LUMO_Energy_ev	-0.718
PM7_COSMO_Area_square_ang	457.19
PM7_COSMO_Volue_cubic_ang	537.46
PM7_Electron_Affinity_ev	0.718
PM7_Ionization_Energy_ev	8.88
PM7_Energy_Gap_ev	8.162
PM7_Global_Hardness_ev	4.081
PM7_Global_Softness_ev	0.2450379808870375
PM7_Chemical_Potential_ev	-4.799
PM7_Electronigativity_ev	4.799
PM7_Back_Donation_Energy_ev	-1.02025
PM7_Electrophilicity_ev	2.8216614800294044
OPENEYE_Name	(2~{S})-6-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-2-(3,5-difluorophenyl)-4-(3-methoxypropyl)-1,4-benzoxazin-3-one
SMILES	c1cc2c(cc1c3c(nc(nc3N)N)CC)N(C(=O)C(O2)c4cc(cc(c4)F)F)CCCOC
Canonical_SMILES	COCCCN1C(=O)[C@@H](Oc2c1cc(cc2)c1c(N)nc(nc1CC)N)c1cc(F)cc(c1)F
InChI	1/C24H25F2N5O3/c1-3-17-20(22(27)30-24(28)29-17)13-5-6-19-18(11-13)31(7-4-8-33-2)23(32)21(34-19)14-9-15(25)12-16(26)10-14/h5-6,9-12,21H,3-4,7-8H2,1-2H3,(H4,27,28,29,30)/f/h27-28H2
InChI_3D	1S/C24H25F2N5O3/c1-3-17-20(22(27)30-24(28)29-17)13-5-6-19-18(11-13)31(7-4-8-33-2)23(32)21(34-19)14-9-15(25)12-16(26)10-14/h5-6,9-12,21H,3-4,7-8H2,1-2H3,(H4,27,28,29,30)/t21-/m0/s1
AuxInfo	1/1/N:19,20,21,22,1,2,23,24,4,5,3,6,7,9,12,13,14,10,11,8,18,15,17,16,33,34,28,29,25,26,27,30,32,31/E:(9,10)(15,16)(25,26)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;s7;d4s5;s3;s2d10;s4d6;d5s6;d8;s8;;;s9s17;;;s14s19;;s22;s22;s14d16;d15s16;s10s17s23;s15;s16;d17;s11s18;s20s24;s12;s13;s1;s2;s3;s4;s5;s6;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s28;s28;s29;s29;/rC:0,1.0056,0;.8679,1.5135,0;.8679,-.4977,0;4.8001,2.1227,0;3.1705,2.7186,0;4.5013,3.8318,0;;-1.5143,-.8772,0;3.8155,1.9476,0;1.7371,0,0;1.7358,1.0056,0;5.1463,3.0609,0;3.5101,3.6646,0;-1.5142,-1.8823,0;-2.3817,-.3797,0;-3.249,-1.8825,0;3.4748,.0023,0;3.4735,1.0079,0;.2208,-2.8772,0;2.6034,-5.4989,0;-.6467,-2.3797,0;2.6036,-2.4989,0;2.6037,-1.4989,0;2.6036,-3.4989,0;-2.3815,-2.3899,0;-3.2491,-.8774,0;2.6038,-.4989,0;-2.3818,.6203,0;-4.1164,-2.38,0;4.3408,-.4978,0;2.6012,1.5123,0;2.6035,-4.4989,0;6.1316,3.2316,0;2.8685,4.4316,0;-.4337,1.2543,0;.8679,2.0135,0;.8677,-.9977,0;5.121,1.7392,0;2.6783,2.631,0;4.6743,4.3009,0;3.966,.9214,0;-.0279,-3.3109,0;.4695,-2.4434,0;.6546,-3.1259,0;3.1034,-5.4989,0;2.1034,-5.4989,0;2.6034,-5.9989,0;-.8954,-2.8135,0;-.398,-1.946,0;3.1036,-2.4989,0;2.1036,-2.4989,0;2.1037,-1.4989,0;3.1037,-1.4989,0;3.1036,-3.4989,0;2.1036,-3.4989,0;-2.8148,.8703,0;-1.9488,.8703,0;-4.1178,-2.88,0;-4.5487,-2.1288,0;
Duplicates	DB07113
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07113.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07113.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07113.sdf