CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100262 (286)

Formula C₂₃H₂₀F₂N₄O₃

MW 438.44

InChIKey DXAYCJYCAHGALN-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.79

logP 3.8322

PSA 92.43

MR 114.208

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -106.8336

PM7_Total_Energy_ev -5655.76432

PM7_Electronic_Energy_ev -46012.62664

PM7_Dipole_Debye 8.17284

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.457

PM7_LUMO_Energy_ev -0.731

PM7_COSMO_Area_square_ang 414.93

PM7_COSMO_Volue_cubic_ang 487.51

PM7_Electron_Affinity_ev 0.731

PM7_Ionization_Energy_ev 8.457

PM7_Energy_Gap_ev 7.726

PM7_Global_Hardness_ev 3.863

PM7_Global_Softness_ev 0.2588661661920787

PM7_Chemical_Potential_ev -4.594

PM7_Electronigativity_ev 4.594

PM7_Back_Donation_Energy_ev -0.96575

PM7_Electrophilicity_ev 2.7316639917162826

OPENEYE_Name (2~{R},3~{R},4~{S},5~{R})-2-[4-(4-fluoroanilino)-5-(4-fluorophenyl)pyrrolo[2,3-d]pyrimidin-7-yl]-5-methyl-tetrahydrofuran-3,4-diol

SMILES c1cc(ccc1c2cn(c3c2c(ncn3)Nc4ccc(cc4)F)C5C(C(C(O5)C)O)O)F

Canonical_SMILES Fc1ccc(cc1)Nc1ncnc2c1c(cn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C)c1ccc(cc1)F

InChI 1/C23H20F2N4O3/c1-12-19(30)20(31)23(32-12)29-10-17(13-2-4-14(24)5-3-13)18-21(26-11-27-22(18)29)28-16-8-6-15(25)7-9-16/h2-12,19-20,23,30-31H,1H3,(H,26,27,28)/f/h28H

InChI_3D 1S/C23H20F2N4O3/c1-12-19(30)20(31)23(32-12)29-10-17(13-2-4-14(24)5-3-13)18-21(26-11-27-22(18)29)28-16-8-6-15(25)7-9-16/h2-12,19-20,23,30-31H,1H3,(H,26,27,28)/t12-,19-,20-,23-/m1/s1

AuxInfo 1/1/N:23,1,2,5,6,7,8,3,4,9,10,21,12,15,16,14,13,11,19,20,18,17,22,31,32,25,24,27,26,29,30,28/E:(2,3)(4,5)(6,7)(8,9)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;;;;s1d2;d9s11s12;s3d4;s5d6;s7d8;d11;s11;;s19;s19;s20;s21;d10s17;s10d18;s9s17s22;s14s18;s21s22;s19;s20;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s21;s22;s23;s23;s23;s27;s29;s30;/rC:-.1304,2.4056,0;1.5196,1.8694,0;-2.6889,2.6969,0;-3.5564,1.1944,0;.1802,3.3616,0;1.8303,2.8254,0;-3.5595,3.1995,0;-4.427,1.697,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;;-2.6918,1.6969,0;1.1622,3.5763,0;-4.4329,2.7021,0;-.9578,-1.3181,0;-1.8258,.1969,0;1.3943,-3.7857,0;.415,-3.5764,0;1.893,-2.919,0;.309,-2.5805,0;3.3083,-3.9484,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,1.1969,0;1.227,-2.1725,0;.8532,-5.45,0;-1.335,-3.5773,0;1.4712,4.5274,0;-5.2989,3.2021,0;-.6194,2.3009,0;1.8536,1.4973,0;-2.2555,2.9463,0;-3.5557,.6944,0;-.1554,3.7322,0;2.3197,2.9279,0;-3.558,3.6995,0;-4.8592,1.4457,0;1.092,-.8146,0;-3.1265,-1.5674,0;1.8512,-3.9888,0;.3625,-4.0737,0;2.2285,-2.5483,0;-.18,-2.6847,0;3.0142,-4.3527,0;3.6024,-3.544,0;3.7126,-4.2425,0;-1.3928,1.4469,0;1.1876,-5.8216,0;-1.5848,-4.0104,0;

Duplicates CHEMBL100262

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100262.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100262.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100262.sdf

Formula	C₂₃H₂₀F₂N₄O₃
MW	438.44
InChIKey	DXAYCJYCAHGALN-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.79
logP	3.8322
PSA	92.43
MR	114.208
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-106.8336
PM7_Total_Energy_ev	-5655.76432
PM7_Electronic_Energy_ev	-46012.62664
PM7_Dipole_Debye	8.17284
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.457
PM7_LUMO_Energy_ev	-0.731
PM7_COSMO_Area_square_ang	414.93
PM7_COSMO_Volue_cubic_ang	487.51
PM7_Electron_Affinity_ev	0.731
PM7_Ionization_Energy_ev	8.457
PM7_Energy_Gap_ev	7.726
PM7_Global_Hardness_ev	3.863
PM7_Global_Softness_ev	0.2588661661920787
PM7_Chemical_Potential_ev	-4.594
PM7_Electronigativity_ev	4.594
PM7_Back_Donation_Energy_ev	-0.96575
PM7_Electrophilicity_ev	2.7316639917162826
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{R})-2-[4-(4-fluoroanilino)-5-(4-fluorophenyl)pyrrolo[2,3-d]pyrimidin-7-yl]-5-methyl-tetrahydrofuran-3,4-diol
SMILES	c1cc(ccc1c2cn(c3c2c(ncn3)Nc4ccc(cc4)F)C5C(C(C(O5)C)O)O)F
Canonical_SMILES	Fc1ccc(cc1)Nc1ncnc2c1c(cn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C)c1ccc(cc1)F
InChI	1/C23H20F2N4O3/c1-12-19(30)20(31)23(32-12)29-10-17(13-2-4-14(24)5-3-13)18-21(26-11-27-22(18)29)28-16-8-6-15(25)7-9-16/h2-12,19-20,23,30-31H,1H3,(H,26,27,28)/f/h28H
InChI_3D	1S/C23H20F2N4O3/c1-12-19(30)20(31)23(32-12)29-10-17(13-2-4-14(24)5-3-13)18-21(26-11-27-22(18)29)28-16-8-6-15(25)7-9-16/h2-12,19-20,23,30-31H,1H3,(H,26,27,28)/t12-,19-,20-,23-/m1/s1
AuxInfo	1/1/N:23,1,2,5,6,7,8,3,4,9,10,21,12,15,16,14,13,11,19,20,18,17,22,31,32,25,24,27,26,29,30,28/E:(2,3)(4,5)(6,7)(8,9)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;;;;s1d2;d9s11s12;s3d4;s5d6;s7d8;d11;s11;;s19;s19;s20;s21;d10s17;s10d18;s9s17s22;s14s18;s21s22;s19;s20;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s21;s22;s23;s23;s23;s27;s29;s30;/rC:-.1304,2.4056,0;1.5196,1.8694,0;-2.6889,2.6969,0;-3.5564,1.1944,0;.1802,3.3616,0;1.8303,2.8254,0;-3.5595,3.1995,0;-4.427,1.697,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;;-2.6918,1.6969,0;1.1622,3.5763,0;-4.4329,2.7021,0;-.9578,-1.3181,0;-1.8258,.1969,0;1.3943,-3.7857,0;.415,-3.5764,0;1.893,-2.919,0;.309,-2.5805,0;3.3083,-3.9484,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,1.1969,0;1.227,-2.1725,0;.8532,-5.45,0;-1.335,-3.5773,0;1.4712,4.5274,0;-5.2989,3.2021,0;-.6194,2.3009,0;1.8536,1.4973,0;-2.2555,2.9463,0;-3.5557,.6944,0;-.1554,3.7322,0;2.3197,2.9279,0;-3.558,3.6995,0;-4.8592,1.4457,0;1.092,-.8146,0;-3.1265,-1.5674,0;1.8512,-3.9888,0;.3625,-4.0737,0;2.2285,-2.5483,0;-.18,-2.6847,0;3.0142,-4.3527,0;3.6024,-3.544,0;3.7126,-4.2425,0;-1.3928,1.4469,0;1.1876,-5.8216,0;-1.5848,-4.0104,0;
Duplicates	CHEMBL100262
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100262.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100262.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100262.sdf