CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185856_s0 (2527663)

Formula C₂₂H₂₀N₆O₃

MW 416.44

InChIKey DRGLDZOGYOOPDY-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 65.27959

PM7_Total_Energy_ev -4972.00411

PM7_Electronic_Energy_ev -38244.99333

PM7_Dipole_Debye 3.75329

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9

PM7_LUMO_Energy_ev -1.123

PM7_COSMO_Area_square_ang 440.73

PM7_COSMO_Volue_cubic_ang 487

PM7_Electron_Affinity_ev 1.123

PM7_Ionization_Energy_ev 9

PM7_Energy_Gap_ev 7.877

PM7_Global_Hardness_ev 3.9385

PM7_Global_Softness_ev 0.2539037704709915

PM7_Chemical_Potential_ev -5.0615

PM7_Electronigativity_ev 5.0615

PM7_Back_Donation_Energy_ev -0.984625

PM7_Electrophilicity_ev 3.2523527040751556

OPENEYE_Name 4-[(~{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=Nc2ccc(cc2)C(=O)O)(C)OC)c3cnc(nc3N)N

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

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

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

AuxInfo 1/1/N:20,21,3,4,5,6,7,8,9,10,1,2,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,29,30,31/E:(3,4)(5,6)(7,8)(9,10)(29,30)/F:20,21,3,4,5,6,7,8,9,10,1,2,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,30,29,31/E:(3,4)(5,6)(7,8)(9,10)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;d3;s4;d5;s6;;s1d11;s3d4;s5d6;s7d8;s9d10;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;1.7751,-7.0881,0;-1.7438,-2.7405,0;-3.2451,-3.6101,0;-.23,-7.0879,0;1.2713,-6.2183,0;-1.24,-3.6104,0;-2.7413,-4.4799,0;0,1.0051,0;;1.2738,-7.9534,0;-2.7438,-2.7448,0;.2662,-6.2138,0;-1.7362,-4.4845,0;.8674,-.4976,0;1.7348,1.0051,0;1.775,-8.8188,0;-3.7462,-1.0142,0;-4.9757,-2.8819,0;-3.245,-1.8795,0;.8674,1.5126,0;1.7348,0,0;-.235,-5.3484,0;-1.235,-5.3498,0;.8674,-1.4976,0;3.2529,1.8757,0;1.2762,-9.6855,0;2.775,-8.8174,0;-4.1103,-2.3807,0;.025,-8.3914,0;2.2751,-7.0882,0;-1.495,-2.3068,0;-3.7451,-3.6101,0;-.73,-7.0901,0;1.522,-5.7857,0;-.74,-3.6082,0;-2.992,-4.9126,0;-.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;3.0256,-9.2501,0;

Duplicates CHEMBL5185856_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185856_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185856_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185856_s0.sdf

Formula	C₂₂H₂₀N₆O₃
MW	416.44
InChIKey	DRGLDZOGYOOPDY-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	65.27959
PM7_Total_Energy_ev	-4972.00411
PM7_Electronic_Energy_ev	-38244.99333
PM7_Dipole_Debye	3.75329
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9
PM7_LUMO_Energy_ev	-1.123
PM7_COSMO_Area_square_ang	440.73
PM7_COSMO_Volue_cubic_ang	487
PM7_Electron_Affinity_ev	1.123
PM7_Ionization_Energy_ev	9
PM7_Energy_Gap_ev	7.877
PM7_Global_Hardness_ev	3.9385
PM7_Global_Softness_ev	0.2539037704709915
PM7_Chemical_Potential_ev	-5.0615
PM7_Electronigativity_ev	5.0615
PM7_Back_Donation_Energy_ev	-0.984625
PM7_Electrophilicity_ev	3.2523527040751556
OPENEYE_Name	4-[(~{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=Nc2ccc(cc2)C(=O)O)(C)OC)c3cnc(nc3N)N
Canonical_SMILES	CO[C@@](c1ccc(cc1)/N=N/c1ccc(cc1)C(=O)O)(C#Cc1cnc(nc1N)N)C
InChI	1/C22H20N6O3/c1-22(31-2,12-11-15-13-25-21(24)26-19(15)23)16-5-9-18(10-6-16)28-27-17-7-3-14(4-8-17)20(29)30/h3-10,13H,1-2H3,(H,29,30)(H4,23,24,25,26)/f/h29H,23-24H2
InChI_3D	1S/C22H20N6O3/c1-22(31-2,12-11-15-13-25-21(24)26-19(15)23)16-5-9-18(10-6-16)28-27-17-7-3-14(4-8-17)20(29)30/h3-10,13H,1-2H3,(H,29,30)(H4,23,24,25,26)/b28-27+/t22-/m1/s1
AuxInfo	1/1/N:20,21,3,4,5,6,7,8,9,10,1,2,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,29,30,31/E:(3,4)(5,6)(7,8)(9,10)(29,30)/F:20,21,3,4,5,6,7,8,9,10,1,2,11,13,12,14,15,16,17,19,18,22,27,28,23,24,25,26,30,29,31/E:(3,4)(5,6)(7,8)(9,10)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;d3;s4;d5;s6;;s1d11;s3d4;s5d6;s7d8;s9d10;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;1.7751,-7.0881,0;-1.7438,-2.7405,0;-3.2451,-3.6101,0;-.23,-7.0879,0;1.2713,-6.2183,0;-1.24,-3.6104,0;-2.7413,-4.4799,0;0,1.0051,0;;1.2738,-7.9534,0;-2.7438,-2.7448,0;.2662,-6.2138,0;-1.7362,-4.4845,0;.8674,-.4976,0;1.7348,1.0051,0;1.775,-8.8188,0;-3.7462,-1.0142,0;-4.9757,-2.8819,0;-3.245,-1.8795,0;.8674,1.5126,0;1.7348,0,0;-.235,-5.3484,0;-1.235,-5.3498,0;.8674,-1.4976,0;3.2529,1.8757,0;1.2762,-9.6855,0;2.775,-8.8174,0;-4.1103,-2.3807,0;.025,-8.3914,0;2.2751,-7.0882,0;-1.495,-2.3068,0;-3.7451,-3.6101,0;-.73,-7.0901,0;1.522,-5.7857,0;-.74,-3.6082,0;-2.992,-4.9126,0;-.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;3.0256,-9.2501,0;
Duplicates	CHEMBL5185856_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185856_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185856_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185856_s0.sdf