CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07140 (6519)

Formula C₂₂H₂₂N₄O

MW 358.44

InChIKey JPENSYBRTSIYGO-JGGWPSDJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.3

logP 4.9426

PSA 87.05

MR 109.771

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 78.36171

PM7_Total_Energy_ev -4037.9087

PM7_Electronic_Energy_ev -32497.71597

PM7_Dipole_Debye 1.15049

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.757

PM7_LUMO_Energy_ev -0.238

PM7_COSMO_Area_square_ang 395.92

PM7_COSMO_Volue_cubic_ang 446.82

PM7_Electron_Affinity_ev 0.238

PM7_Ionization_Energy_ev 8.757

PM7_Energy_Gap_ev 8.519

PM7_Global_Hardness_ev 4.2595

PM7_Global_Softness_ev 0.23476933912431036

PM7_Chemical_Potential_ev -4.4975

PM7_Electronigativity_ev 4.4975

PM7_Back_Donation_Energy_ev -1.064875

PM7_Electrophilicity_ev 2.374399137222679

OPENEYE_Name 5-[(3~{R})-3-(3-methoxy-5-phenyl-phenyl)but-1-ynyl]-6-methyl-pyrimidine-2,4-diamine

SMILES C(#CC(c1cc(cc(c1)OC)c2ccccc2)C)c3c(nc(nc3N)N)C

Canonical_SMILES COc1cc(cc(c1)c1ccccc1)[C@H](C#Cc1c(C)nc(nc1N)N)C

InChI 1/C22H22N4O/c1-14(9-10-20-15(2)25-22(24)26-21(20)23)17-11-18(13-19(12-17)27-3)16-7-5-4-6-8-16/h4-8,11-14H,1-3H3,(H4,23,24,25,26)/f/h23-24H2

InChI_3D 1S/C22H22N4O/c1-14(9-10-20-15(2)25-22(24)26-21(20)23)17-11-18(13-19(12-17)27-3)16-7-5-4-6-8-16/h4-8,11-14H,1-3H3,(H4,23,24,25,26)/t14-/m0/s1

AuxInfo 1/1/N:20,19,21,3,4,5,6,7,2,1,8,10,9,22,16,12,14,13,15,11,17,18,25,26,23,24,27/E:(5,6)(7,8)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;d5;;;;s1;d6s7;d8s9s12;s8d10;d9s10;d11;s11;;s16;;;s2s14s20;s16d18;d17s18;s17;s18;s15s21;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s25;s25;s26;s26;/rC:-.8653,-.5012,0;-1.7307,-1.0024,0;-7.6126,.2121,0;-7.1188,1.0817,0;-7.1114,-.6533,0;-6.1136,1.086,0;-6.1062,-.649,0;-4.0972,-.6382,0;-4.1021,1.0969,0;-2.5971,.2337,0;;-5.6022,.2207,0;-4.6022,.225,0;-3.0972,-.6383,0;-3.097,1.1057,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-.8675,1.5026,0;-2.0948,-2.3689,0;-3.1019,2.8378,0;-2.596,-1.5036,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;3.2529,1.8757,0;-2.5994,1.9731,0;-8.1126,.2099,0;-7.3713,1.5133,0;-7.3601,-1.087,0;-5.8667,1.5208,0;-5.8556,-1.0817,0;-4.346,-1.0719,0;-4.3546,1.5285,0;-2.0971,.2336,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;-2.5275,-2.6195,0;-1.8442,-2.8016,0;-1.6621,-2.1183,0;-3.5342,2.5865,0;-2.6696,3.089,0;-3.3531,3.2701,0;-3.0287,-1.7542,0;1.3004,-1.7476,0;.4344,-1.7476,0;3.2543,2.3757,0;3.6852,1.6245,0;

Duplicates DB07140

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07140.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07140.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07140.sdf

Formula	C₂₂H₂₂N₄O
MW	358.44
InChIKey	JPENSYBRTSIYGO-JGGWPSDJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.3
logP	4.9426
PSA	87.05
MR	109.771
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	78.36171
PM7_Total_Energy_ev	-4037.9087
PM7_Electronic_Energy_ev	-32497.71597
PM7_Dipole_Debye	1.15049
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.757
PM7_LUMO_Energy_ev	-0.238
PM7_COSMO_Area_square_ang	395.92
PM7_COSMO_Volue_cubic_ang	446.82
PM7_Electron_Affinity_ev	0.238
PM7_Ionization_Energy_ev	8.757
PM7_Energy_Gap_ev	8.519
PM7_Global_Hardness_ev	4.2595
PM7_Global_Softness_ev	0.23476933912431036
PM7_Chemical_Potential_ev	-4.4975
PM7_Electronigativity_ev	4.4975
PM7_Back_Donation_Energy_ev	-1.064875
PM7_Electrophilicity_ev	2.374399137222679
OPENEYE_Name	5-[(3~{R})-3-(3-methoxy-5-phenyl-phenyl)but-1-ynyl]-6-methyl-pyrimidine-2,4-diamine
SMILES	C(#CC(c1cc(cc(c1)OC)c2ccccc2)C)c3c(nc(nc3N)N)C
Canonical_SMILES	COc1cc(cc(c1)c1ccccc1)[C@H](C#Cc1c(C)nc(nc1N)N)C
InChI	1/C22H22N4O/c1-14(9-10-20-15(2)25-22(24)26-21(20)23)17-11-18(13-19(12-17)27-3)16-7-5-4-6-8-16/h4-8,11-14H,1-3H3,(H4,23,24,25,26)/f/h23-24H2
InChI_3D	1S/C22H22N4O/c1-14(9-10-20-15(2)25-22(24)26-21(20)23)17-11-18(13-19(12-17)27-3)16-7-5-4-6-8-16/h4-8,11-14H,1-3H3,(H4,23,24,25,26)/t14-/m0/s1
AuxInfo	1/1/N:20,19,21,3,4,5,6,7,2,1,8,10,9,22,16,12,14,13,15,11,17,18,25,26,23,24,27/E:(5,6)(7,8)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;d5;;;;s1;d6s7;d8s9s12;s8d10;d9s10;d11;s11;;s16;;;s2s14s20;s16d18;d17s18;s17;s18;s15s21;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s25;s25;s26;s26;/rC:-.8653,-.5012,0;-1.7307,-1.0024,0;-7.6126,.2121,0;-7.1188,1.0817,0;-7.1114,-.6533,0;-6.1136,1.086,0;-6.1062,-.649,0;-4.0972,-.6382,0;-4.1021,1.0969,0;-2.5971,.2337,0;;-5.6022,.2207,0;-4.6022,.225,0;-3.0972,-.6383,0;-3.097,1.1057,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-.8675,1.5026,0;-2.0948,-2.3689,0;-3.1019,2.8378,0;-2.596,-1.5036,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;3.2529,1.8757,0;-2.5994,1.9731,0;-8.1126,.2099,0;-7.3713,1.5133,0;-7.3601,-1.087,0;-5.8667,1.5208,0;-5.8556,-1.0817,0;-4.346,-1.0719,0;-4.3546,1.5285,0;-2.0971,.2336,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;-2.5275,-2.6195,0;-1.8442,-2.8016,0;-1.6621,-2.1183,0;-3.5342,2.5865,0;-2.6696,3.089,0;-3.3531,3.2701,0;-3.0287,-1.7542,0;1.3004,-1.7476,0;.4344,-1.7476,0;3.2543,2.3757,0;3.6852,1.6245,0;
Duplicates	DB07140
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07140.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07140.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07140.sdf