CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100421 (447)

Formula C₂₃H₂₂N₄O₃

MW 402.45

InChIKey YPWISWJHVQIXIL-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

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 2.52

logP 3.554

PSA 92.43

MR 114.292

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -13.08672

PM7_Total_Energy_ev -4751.34069

PM7_Electronic_Energy_ev -40985.5146

PM7_Dipole_Debye 6.57844

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.232

PM7_LUMO_Energy_ev -0.473

PM7_COSMO_Area_square_ang 400.31

PM7_COSMO_Volue_cubic_ang 469.01

PM7_Electron_Affinity_ev 0.473

PM7_Ionization_Energy_ev 8.232

PM7_Energy_Gap_ev 7.759

PM7_Global_Hardness_ev 3.8795

PM7_Global_Softness_ev 0.2577651759247326

PM7_Chemical_Potential_ev -4.3525

PM7_Electronigativity_ev 4.3525

PM7_Back_Donation_Energy_ev -0.969875

PM7_Electrophilicity_ev 2.441584772522232

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

SMILES c1ccc(cc1)c2cn(c3c2c(ncn3)Nc4ccccc4)C5C(C(C(O5)C)O)O

Canonical_SMILES C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(c2c1ncnc2Nc1ccccc1)c1ccccc1

InChI 1/C23H22N4O3/c1-14-19(28)20(29)23(30-14)27-12-17(15-8-4-2-5-9-15)18-21(24-13-25-22(18)27)26-16-10-6-3-7-11-16/h2-14,19-20,23,28-29H,1H3,(H,24,25,26)/f/h26H

InChI_3D 1S/C23H22N4O3/c1-14-19(28)20(29)23(30-14)27-12-17(15-8-4-2-5-9-15)18-21(24-13-25-22(18)27)26-16-10-6-3-7-11-16/h2-14,19-20,23,28-29H,1H3,(H,24,25,26)/t14-,19-,20-,23-/m1/s1

AuxInfo 1/1/N:23,1,2,3,4,5,6,7,8,9,10,11,12,21,14,16,15,13,19,20,18,17,22,25,24,27,26,29,30,28/E:(4,5)(6,7)(8,9)(10,11)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;;;d7s8;d11s13s14;d9s10;d13;s13;;s19;s19;s20;s21;d12s17;s12d18;s11s17s22;s16s18;s21s22;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s19;s20;s21;s22;s23;s23;s23;s27;s29;s30;/rC:1.1622,3.5763,0;-4.4329,2.7021,0;1.8334,2.8351,0;.1834,3.3713,0;-4.4358,1.7021,0;-3.5683,3.2046,0;1.5228,1.8791,0;-.1273,2.4153,0;-3.5653,1.1995,0;-2.6978,2.702,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;;-2.6918,1.6969,0;-.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;1.3167,4.0518,0;-4.8659,2.9521,0;2.3224,2.9397,0;-.1506,3.7433,0;-4.8692,1.4527,0;-3.569,3.7046,0;1.8584,1.5085,0;-.6167,2.3128,0;-3.5667,.6995,0;-2.2655,2.9533,0;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 CHEMBL100421;CHEMBL436598

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100421.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100421.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100421.sdf

Formula	C₂₃H₂₂N₄O₃
MW	402.45
InChIKey	YPWISWJHVQIXIL-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
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	2.52
logP	3.554
PSA	92.43
MR	114.292
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-13.08672
PM7_Total_Energy_ev	-4751.34069
PM7_Electronic_Energy_ev	-40985.5146
PM7_Dipole_Debye	6.57844
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.232
PM7_LUMO_Energy_ev	-0.473
PM7_COSMO_Area_square_ang	400.31
PM7_COSMO_Volue_cubic_ang	469.01
PM7_Electron_Affinity_ev	0.473
PM7_Ionization_Energy_ev	8.232
PM7_Energy_Gap_ev	7.759
PM7_Global_Hardness_ev	3.8795
PM7_Global_Softness_ev	0.2577651759247326
PM7_Chemical_Potential_ev	-4.3525
PM7_Electronigativity_ev	4.3525
PM7_Back_Donation_Energy_ev	-0.969875
PM7_Electrophilicity_ev	2.441584772522232
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{R})-2-(4-anilino-5-phenyl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-methyl-tetrahydrofuran-3,4-diol
SMILES	c1ccc(cc1)c2cn(c3c2c(ncn3)Nc4ccccc4)C5C(C(C(O5)C)O)O
Canonical_SMILES	C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(c2c1ncnc2Nc1ccccc1)c1ccccc1
InChI	1/C23H22N4O3/c1-14-19(28)20(29)23(30-14)27-12-17(15-8-4-2-5-9-15)18-21(24-13-25-22(18)27)26-16-10-6-3-7-11-16/h2-14,19-20,23,28-29H,1H3,(H,24,25,26)/f/h26H
InChI_3D	1S/C23H22N4O3/c1-14-19(28)20(29)23(30-14)27-12-17(15-8-4-2-5-9-15)18-21(24-13-25-22(18)27)26-16-10-6-3-7-11-16/h2-14,19-20,23,28-29H,1H3,(H,24,25,26)/t14-,19-,20-,23-/m1/s1
AuxInfo	1/1/N:23,1,2,3,4,5,6,7,8,9,10,11,12,21,14,16,15,13,19,20,18,17,22,25,24,27,26,29,30,28/E:(4,5)(6,7)(8,9)(10,11)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;;;d7s8;d11s13s14;d9s10;d13;s13;;s19;s19;s20;s21;d12s17;s12d18;s11s17s22;s16s18;s21s22;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s19;s20;s21;s22;s23;s23;s23;s27;s29;s30;/rC:1.1622,3.5763,0;-4.4329,2.7021,0;1.8334,2.8351,0;.1834,3.3713,0;-4.4358,1.7021,0;-3.5683,3.2046,0;1.5228,1.8791,0;-.1273,2.4153,0;-3.5653,1.1995,0;-2.6978,2.702,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;;-2.6918,1.6969,0;-.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;1.3167,4.0518,0;-4.8659,2.9521,0;2.3224,2.9397,0;-.1506,3.7433,0;-4.8692,1.4527,0;-3.569,3.7046,0;1.8584,1.5085,0;-.6167,2.3128,0;-3.5667,.6995,0;-2.2655,2.9533,0;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	CHEMBL100421;CHEMBL436598
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100421.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100421.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100421.sdf