CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15149 (12269)

Formula C₂₂H₂₂N₆O₃

MW 418.45

InChIKey KEIPNCCJPRMIAX-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 9

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.35

logP 2.304

PSA 108.39

MR 119.66

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 71.48051

PM7_Total_Energy_ev -4998.3987

PM7_Electronic_Energy_ev -40347.64019

PM7_Dipole_Debye 9.35871

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.107

PM7_LUMO_Energy_ev -0.791

PM7_COSMO_Area_square_ang 448.69

PM7_COSMO_Volue_cubic_ang 492.72

PM7_Electron_Affinity_ev 0.791

PM7_Ionization_Energy_ev 9.107

PM7_Energy_Gap_ev 8.316

PM7_Global_Hardness_ev 4.158

PM7_Global_Softness_ev 0.2405002405002405

PM7_Chemical_Potential_ev -4.949

PM7_Electronigativity_ev 4.949

PM7_Back_Donation_Energy_ev -1.0395

PM7_Electrophilicity_ev 2.9452382154882155

OPENEYE_Name 1-[(3~{S})-3-[4-amino-3-[2-(3,5-dimethoxyphenyl)ethynyl]pyrazolo[5,4-d]pyrimidin-1-yl]pyrrolidin-1-yl]prop-2-en-1-one

SMILES C(#Cc1c2c(ncnc2N)n(n1)C3CCN(C3)C(=O)C=C)c4cc(cc(c4)OC)OC

Canonical_SMILES C=CC(=O)N1CC[C@@H](C1)n1nc(c2c1ncnc2N)C#Cc1cc(OC)cc(c1)OC

InChI 1/C22H22N6O3/c1-4-19(29)27-8-7-15(12-27)28-22-20(21(23)24-13-25-22)18(26-28)6-5-14-9-16(30-2)11-17(10-14)31-3/h4,9-11,13,15H,1,7-8,12H2,2-3H3,(H2,23,24,25)/f/h23H2

InChI_3D 1S/C22H22N6O3/c1-4-19(29)27-8-7-15(12-27)28-22-20(21(23)24-13-25-22)18(26-28)6-5-14-9-16(30-2)11-17(10-14)31-3/h4,9-11,13,15H,1,7-8,12H2,2-3H3,(H2,23,24,25)/t15-/m0/s1

AuxInfo 1/1/N:14,21,22,15,1,2,17,18,3,4,5,19,6,7,20,10,11,8,16,9,13,12,28,24,23,25,27,26,29,30,31/E:(2,3)(9,10)(16,17)(30,31)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;s1d3s4;s2;s8;s3d5;d4s5;d9;s9;;d14;s15;;s17;;s17s19;;;d6s12;s6d13;d8;s12s20s25;s16s18s19;s13;d16;s10s21;s11s22;s3;s4;s5;s6;s14;s14;s15;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s28;s28;/rC:2.4439,1.7052,0;2.1348,.7541,0;2.0849,3.4004,0;3.7359,2.8666,0;3.3728,4.5632,0;-.868,-1.5137,0;2.7529,2.6562,0;1.8258,-.1969,0;.868,-.5079,0;2.3898,4.3528,0;4.0508,3.8212,0;.868,-1.515,0;;-.4431,-6.7026,0;.4214,-6.2,0;.4183,-5.2,0;2.8686,-4.3572,0;2.1987,-5.0996,0;1.3866,-3.6981,0;2.3665,-3.4907,0;2.0248,6.046,0;5.6988,3.2883,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;1.8258,-1.8263,0;1.2828,-4.6973,0;0,1,0;-.4492,-4.7026,0;1.7186,5.094,0;5.0286,4.0305,0;1.596,3.2958,0;4.0699,2.4945,0;3.5252,5.0394,0;-1.3007,-1.7643,0;-.4415,-7.2026,0;-.8768,-6.454,0;.8552,-6.4486,0;3.2729,-4.063,0;3.2031,-4.7289,0;2.6035,-5.3931,0;1.95,-5.5334,0;.8866,-3.6983,0;1.3345,-3.2008,0;2.8231,-3.287,0;2.5008,5.8928,0;1.5489,6.1991,0;2.178,6.5219,0;6.0699,3.6234,0;5.3277,2.9532,0;6.0339,2.9172,0;-.433,1.25,0;.433,1.25,0;

Duplicates DB15149

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15149.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15149.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15149.sdf

Formula	C₂₂H₂₂N₆O₃
MW	418.45
InChIKey	KEIPNCCJPRMIAX-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	9
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.35
logP	2.304
PSA	108.39
MR	119.66
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	71.48051
PM7_Total_Energy_ev	-4998.3987
PM7_Electronic_Energy_ev	-40347.64019
PM7_Dipole_Debye	9.35871
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.107
PM7_LUMO_Energy_ev	-0.791
PM7_COSMO_Area_square_ang	448.69
PM7_COSMO_Volue_cubic_ang	492.72
PM7_Electron_Affinity_ev	0.791
PM7_Ionization_Energy_ev	9.107
PM7_Energy_Gap_ev	8.316
PM7_Global_Hardness_ev	4.158
PM7_Global_Softness_ev	0.2405002405002405
PM7_Chemical_Potential_ev	-4.949
PM7_Electronigativity_ev	4.949
PM7_Back_Donation_Energy_ev	-1.0395
PM7_Electrophilicity_ev	2.9452382154882155
OPENEYE_Name	1-[(3~{S})-3-[4-amino-3-[2-(3,5-dimethoxyphenyl)ethynyl]pyrazolo[5,4-d]pyrimidin-1-yl]pyrrolidin-1-yl]prop-2-en-1-one
SMILES	C(#Cc1c2c(ncnc2N)n(n1)C3CCN(C3)C(=O)C=C)c4cc(cc(c4)OC)OC
Canonical_SMILES	C=CC(=O)N1CC[C@@H](C1)n1nc(c2c1ncnc2N)C#Cc1cc(OC)cc(c1)OC
InChI	1/C22H22N6O3/c1-4-19(29)27-8-7-15(12-27)28-22-20(21(23)24-13-25-22)18(26-28)6-5-14-9-16(30-2)11-17(10-14)31-3/h4,9-11,13,15H,1,7-8,12H2,2-3H3,(H2,23,24,25)/f/h23H2
InChI_3D	1S/C22H22N6O3/c1-4-19(29)27-8-7-15(12-27)28-22-20(21(23)24-13-25-22)18(26-28)6-5-14-9-16(30-2)11-17(10-14)31-3/h4,9-11,13,15H,1,7-8,12H2,2-3H3,(H2,23,24,25)/t15-/m0/s1
AuxInfo	1/1/N:14,21,22,15,1,2,17,18,3,4,5,19,6,7,20,10,11,8,16,9,13,12,28,24,23,25,27,26,29,30,31/E:(2,3)(9,10)(16,17)(30,31)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;s1d3s4;s2;s8;s3d5;d4s5;d9;s9;;d14;s15;;s17;;s17s19;;;d6s12;s6d13;d8;s12s20s25;s16s18s19;s13;d16;s10s21;s11s22;s3;s4;s5;s6;s14;s14;s15;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s28;s28;/rC:2.4439,1.7052,0;2.1348,.7541,0;2.0849,3.4004,0;3.7359,2.8666,0;3.3728,4.5632,0;-.868,-1.5137,0;2.7529,2.6562,0;1.8258,-.1969,0;.868,-.5079,0;2.3898,4.3528,0;4.0508,3.8212,0;.868,-1.515,0;;-.4431,-6.7026,0;.4214,-6.2,0;.4183,-5.2,0;2.8686,-4.3572,0;2.1987,-5.0996,0;1.3866,-3.6981,0;2.3665,-3.4907,0;2.0248,6.046,0;5.6988,3.2883,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;1.8258,-1.8263,0;1.2828,-4.6973,0;0,1,0;-.4492,-4.7026,0;1.7186,5.094,0;5.0286,4.0305,0;1.596,3.2958,0;4.0699,2.4945,0;3.5252,5.0394,0;-1.3007,-1.7643,0;-.4415,-7.2026,0;-.8768,-6.454,0;.8552,-6.4486,0;3.2729,-4.063,0;3.2031,-4.7289,0;2.6035,-5.3931,0;1.95,-5.5334,0;.8866,-3.6983,0;1.3345,-3.2008,0;2.8231,-3.287,0;2.5008,5.8928,0;1.5489,6.1991,0;2.178,6.5219,0;6.0699,3.6234,0;5.3277,2.9532,0;6.0339,2.9172,0;-.433,1.25,0;.433,1.25,0;
Duplicates	DB15149
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15149.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15149.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15149.sdf