CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06847 (6161)

Formula C₂₂H₂₂N₄O

MW 358.44

InChIKey YYCPXVRHQUEVAW-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 80.68111

PM7_Total_Energy_ev -4037.79027

PM7_Electronic_Energy_ev -32569.20548

PM7_Dipole_Debye 1.7599

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.83

PM7_LUMO_Energy_ev -0.251

PM7_COSMO_Area_square_ang 390.5

PM7_COSMO_Volue_cubic_ang 447.04

PM7_Electron_Affinity_ev 0.251

PM7_Ionization_Energy_ev 8.83

PM7_Energy_Gap_ev 8.579

PM7_Global_Hardness_ev 4.2895

PM7_Global_Softness_ev 0.23312740412635505

PM7_Chemical_Potential_ev -4.5405

PM7_Electronigativity_ev 4.5405

PM7_Back_Donation_Energy_ev -1.072375

PM7_Electrophilicity_ev 2.4030936297936822

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

SMILES C(#CC(c1ccc(c(c1)OC)c2ccccc2)C)c3c(nc(nc3N)N)C

Canonical_SMILES COc1cc(ccc1c1ccccc1)[C@@H](C#Cc1c(C)nc(nc1N)N)C

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

InChI_3D 1S/C22H22N4O/c1-14(9-11-18-15(2)25-22(24)26-21(18)23)17-10-12-19(20(13-17)27-3)16-7-5-4-6-8-16/h4-8,10,12-14H,1-3H3,(H4,23,24,25,26)/t14-/m1/s1

AuxInfo 1/1/N:20,19,21,3,4,5,6,7,2,9,1,8,10,22,16,12,14,11,13,15,17,18,25,26,23,24,27/E:(5,6)(7,8)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;d5;;d8;;s1;d6s7;s8s12;s9d10;s10d13;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;.4303,-6.7024,0;-.5697,-6.7111,0;.9278,-5.835,0;-1.0773,-5.8435,0;.4202,-4.9673,0;-.5898,-3.2322,0;-1.0948,-2.369,0;-2.5949,-3.2409,0;;-.5849,-4.9672,0;-1.0899,-4.1041,0;-2.0948,-2.3689,0;-2.095,-4.1129,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-.8675,1.5026,0;-3.0972,-.6383,0;-3.5926,-4.9832,0;-2.596,-1.5036,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;3.2529,1.8757,0;-2.5926,-4.9803,0;.6828,-7.134,0;-.8165,-7.1459,0;1.4278,-5.8328,0;-1.5773,-5.8479,0;.669,-4.5336,0;-.0898,-3.23,0;-.846,-1.9353,0;-3.0949,-3.2408,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;-3.5299,-.8889,0;-2.6645,-.3877,0;-3.3478,-.2056,0;-3.594,-4.4832,0;-3.5912,-5.4832,0;-4.0926,-4.9846,0;-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 DB06847

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06847.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06847.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06847.sdf

Formula	C₂₂H₂₂N₄O
MW	358.44
InChIKey	YYCPXVRHQUEVAW-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	80.68111
PM7_Total_Energy_ev	-4037.79027
PM7_Electronic_Energy_ev	-32569.20548
PM7_Dipole_Debye	1.7599
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.83
PM7_LUMO_Energy_ev	-0.251
PM7_COSMO_Area_square_ang	390.5
PM7_COSMO_Volue_cubic_ang	447.04
PM7_Electron_Affinity_ev	0.251
PM7_Ionization_Energy_ev	8.83
PM7_Energy_Gap_ev	8.579
PM7_Global_Hardness_ev	4.2895
PM7_Global_Softness_ev	0.23312740412635505
PM7_Chemical_Potential_ev	-4.5405
PM7_Electronigativity_ev	4.5405
PM7_Back_Donation_Energy_ev	-1.072375
PM7_Electrophilicity_ev	2.4030936297936822
OPENEYE_Name	5-[(3~{S})-3-(3-methoxy-4-phenyl-phenyl)but-1-ynyl]-6-methyl-pyrimidine-2,4-diamine
SMILES	C(#CC(c1ccc(c(c1)OC)c2ccccc2)C)c3c(nc(nc3N)N)C
Canonical_SMILES	COc1cc(ccc1c1ccccc1)[C@@H](C#Cc1c(C)nc(nc1N)N)C
InChI	1/C22H22N4O/c1-14(9-11-18-15(2)25-22(24)26-21(18)23)17-10-12-19(20(13-17)27-3)16-7-5-4-6-8-16/h4-8,10,12-14H,1-3H3,(H4,23,24,25,26)/f/h23-24H2
InChI_3D	1S/C22H22N4O/c1-14(9-11-18-15(2)25-22(24)26-21(18)23)17-10-12-19(20(13-17)27-3)16-7-5-4-6-8-16/h4-8,10,12-14H,1-3H3,(H4,23,24,25,26)/t14-/m1/s1
AuxInfo	1/1/N:20,19,21,3,4,5,6,7,2,9,1,8,10,22,16,12,14,11,13,15,17,18,25,26,23,24,27/E:(5,6)(7,8)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;d5;;d8;;s1;d6s7;s8s12;s9d10;s10d13;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;.4303,-6.7024,0;-.5697,-6.7111,0;.9278,-5.835,0;-1.0773,-5.8435,0;.4202,-4.9673,0;-.5898,-3.2322,0;-1.0948,-2.369,0;-2.5949,-3.2409,0;;-.5849,-4.9672,0;-1.0899,-4.1041,0;-2.0948,-2.3689,0;-2.095,-4.1129,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-.8675,1.5026,0;-3.0972,-.6383,0;-3.5926,-4.9832,0;-2.596,-1.5036,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;3.2529,1.8757,0;-2.5926,-4.9803,0;.6828,-7.134,0;-.8165,-7.1459,0;1.4278,-5.8328,0;-1.5773,-5.8479,0;.669,-4.5336,0;-.0898,-3.23,0;-.846,-1.9353,0;-3.0949,-3.2408,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;-3.5299,-.8889,0;-2.6645,-.3877,0;-3.3478,-.2056,0;-3.594,-4.4832,0;-3.5912,-5.4832,0;-4.0926,-4.9846,0;-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	DB06847
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06847.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06847.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06847.sdf