CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195291_s0 (2537987)

Formula C₂₂H₂₀N₆O₃

MW 416.44

InChIKey VHDWFODHXZRNJJ-IYKFLDHRNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 9

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.4

logP 4.8303

PSA 149.07

MR 116.229

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 65.94325

PM7_Total_Energy_ev -4971.9709

PM7_Electronic_Energy_ev -38512.63725

PM7_Dipole_Debye 2.5275

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.97

PM7_LUMO_Energy_ev -0.937

PM7_COSMO_Area_square_ang 442.23

PM7_COSMO_Volue_cubic_ang 485.34

PM7_Electron_Affinity_ev 0.937

PM7_Ionization_Energy_ev 8.97

PM7_Energy_Gap_ev 8.033

PM7_Global_Hardness_ev 4.0165

PM7_Global_Softness_ev 0.24897298643097224

PM7_Chemical_Potential_ev -4.9535

PM7_Electronigativity_ev 4.9535

PM7_Back_Donation_Energy_ev -1.004125

PM7_Electrophilicity_ev 3.054545281961907

OPENEYE_Name 3-[(~{E})-[4-[(1~{S})-3-(2,4-diaminopyrimidin-5-yl)-1-methoxy-1-methyl-prop-2-ynyl]phenyl]azo]benzoic acid

SMILES C(#CC(c1ccc(cc1)N=Nc2cccc(c2)C(=O)O)(C)OC)c3cnc(nc3N)N

Canonical_SMILES CO[C@@](c1ccc(cc1)/N=N/c1cccc(c1)C(=O)O)(C#Cc1cnc(nc1N)N)C

InChI 1/C22H20N6O3/c1-22(31-2,11-10-15-13-25-21(24)26-19(15)23)16-6-8-17(9-7-16)27-28-18-5-3-4-14(12-18)20(29)30/h3-9,12-13H,1-2H3,(H,29,30)(H4,23,24,25,26)/f/h29H,23-24H2

InChI_3D 1S/C22H20N6O3/c1-22(31-2,11-10-15-13-25-21(24)26-19(15)23)16-6-8-17(9-7-16)27-28-18-5-3-4-14(12-18)20(29)30/h3-9,12-13H,1-2H3,(H,29,30)(H4,23,24,25,26)/b28-27+/t22-/m1/s1

AuxInfo 1/1/N:20,21,3,4,7,5,6,8,9,1,2,10,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,29,30,31/E:(6,7)(8,9)(29,30)/F:20,21,3,4,7,5,6,8,9,1,2,10,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,30,29,31/E:(6,7)(8,9)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;;s3;d5;s6;;;s1d11;s4d10;s5d6;s8d9;d7s10;s12;;s13;;;s2s14s20;s11d18;d17s18;s15;s16w25;s17;s18;d19;s19;s21s22;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s20;s21;s21;s21;s27;s27;s28;s28;s30;/rC:-1.5143,-.8771,0;-2.3797,-1.3783,0;.2738,-7.9577,0;1.2738,-7.9534,0;-1.7438,-2.7405,0;-3.2451,-3.6101,0;-.23,-7.0879,0;-1.24,-3.6104,0;-2.7413,-4.4799,0;1.2713,-6.2183,0;0,1.0051,0;;1.7751,-7.0881,0;-2.7438,-2.7448,0;-1.7362,-4.4845,0;.2662,-6.2138,0;.8674,-.4976,0;1.7348,1.0051,0;2.7751,-7.0882,0;-3.7462,-1.0142,0;-4.9757,-2.8819,0;-3.245,-1.8795,0;.8674,1.5126,0;1.7348,0,0;-1.235,-5.3498,0;-.235,-5.3484,0;.8674,-1.4976,0;3.2529,1.8757,0;3.2751,-7.9543,0;3.2752,-6.2222,0;-4.1103,-2.3807,0;.025,-8.3914,0;1.5244,-8.3861,0;-1.495,-2.3068,0;-3.7451,-3.6101,0;-.73,-7.0901,0;-.74,-3.6082,0;-2.992,-4.9126,0;1.522,-5.7857,0;-.4337,1.2538,0;-4.1789,-1.2648,0;-3.3135,-.7636,0;-3.9968,-.5815,0;-5.2263,-2.4492,0;-4.7251,-3.3145,0;-5.4083,-3.1325,0;1.3004,-1.7476,0;.4344,-1.7476,0;3.2543,2.3757,0;3.6852,1.6245,0;3.7752,-6.2223,0;

Duplicates CHEMBL5195291_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195291_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195291_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195291_s0.sdf

Formula	C₂₂H₂₀N₆O₃
MW	416.44
InChIKey	VHDWFODHXZRNJJ-IYKFLDHRNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	9
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.4
logP	4.8303
PSA	149.07
MR	116.229
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	65.94325
PM7_Total_Energy_ev	-4971.9709
PM7_Electronic_Energy_ev	-38512.63725
PM7_Dipole_Debye	2.5275
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.97
PM7_LUMO_Energy_ev	-0.937
PM7_COSMO_Area_square_ang	442.23
PM7_COSMO_Volue_cubic_ang	485.34
PM7_Electron_Affinity_ev	0.937
PM7_Ionization_Energy_ev	8.97
PM7_Energy_Gap_ev	8.033
PM7_Global_Hardness_ev	4.0165
PM7_Global_Softness_ev	0.24897298643097224
PM7_Chemical_Potential_ev	-4.9535
PM7_Electronigativity_ev	4.9535
PM7_Back_Donation_Energy_ev	-1.004125
PM7_Electrophilicity_ev	3.054545281961907
OPENEYE_Name	3-[(~{E})-[4-[(1~{S})-3-(2,4-diaminopyrimidin-5-yl)-1-methoxy-1-methyl-prop-2-ynyl]phenyl]azo]benzoic acid
SMILES	C(#CC(c1ccc(cc1)N=Nc2cccc(c2)C(=O)O)(C)OC)c3cnc(nc3N)N
Canonical_SMILES	CO[C@@](c1ccc(cc1)/N=N/c1cccc(c1)C(=O)O)(C#Cc1cnc(nc1N)N)C
InChI	1/C22H20N6O3/c1-22(31-2,11-10-15-13-25-21(24)26-19(15)23)16-6-8-17(9-7-16)27-28-18-5-3-4-14(12-18)20(29)30/h3-9,12-13H,1-2H3,(H,29,30)(H4,23,24,25,26)/f/h29H,23-24H2
InChI_3D	1S/C22H20N6O3/c1-22(31-2,11-10-15-13-25-21(24)26-19(15)23)16-6-8-17(9-7-16)27-28-18-5-3-4-14(12-18)20(29)30/h3-9,12-13H,1-2H3,(H,29,30)(H4,23,24,25,26)/b28-27+/t22-/m1/s1
AuxInfo	1/1/N:20,21,3,4,7,5,6,8,9,1,2,10,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,29,30,31/E:(6,7)(8,9)(29,30)/F:20,21,3,4,7,5,6,8,9,1,2,10,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,30,29,31/E:(6,7)(8,9)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;;s3;d5;s6;;;s1d11;s4d10;s5d6;s8d9;d7s10;s12;;s13;;;s2s14s20;s11d18;d17s18;s15;s16w25;s17;s18;d19;s19;s21s22;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s20;s21;s21;s21;s27;s27;s28;s28;s30;/rC:-1.5143,-.8771,0;-2.3797,-1.3783,0;.2738,-7.9577,0;1.2738,-7.9534,0;-1.7438,-2.7405,0;-3.2451,-3.6101,0;-.23,-7.0879,0;-1.24,-3.6104,0;-2.7413,-4.4799,0;1.2713,-6.2183,0;0,1.0051,0;;1.7751,-7.0881,0;-2.7438,-2.7448,0;-1.7362,-4.4845,0;.2662,-6.2138,0;.8674,-.4976,0;1.7348,1.0051,0;2.7751,-7.0882,0;-3.7462,-1.0142,0;-4.9757,-2.8819,0;-3.245,-1.8795,0;.8674,1.5126,0;1.7348,0,0;-1.235,-5.3498,0;-.235,-5.3484,0;.8674,-1.4976,0;3.2529,1.8757,0;3.2751,-7.9543,0;3.2752,-6.2222,0;-4.1103,-2.3807,0;.025,-8.3914,0;1.5244,-8.3861,0;-1.495,-2.3068,0;-3.7451,-3.6101,0;-.73,-7.0901,0;-.74,-3.6082,0;-2.992,-4.9126,0;1.522,-5.7857,0;-.4337,1.2538,0;-4.1789,-1.2648,0;-3.3135,-.7636,0;-3.9968,-.5815,0;-5.2263,-2.4492,0;-4.7251,-3.3145,0;-5.4083,-3.1325,0;1.3004,-1.7476,0;.4344,-1.7476,0;3.2543,2.3757,0;3.6852,1.6245,0;3.7752,-6.2223,0;
Duplicates	CHEMBL5195291_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195291_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195291_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195291_s0.sdf