CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12269 (10021)

Formula C₂₃H₂₂ClN₇O₃

MW 479.93

InChIKey BPIWZDNVMQQBQX-GLLRKLDNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 10

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.86

logP 3.2507

PSA 148.91

MR 127.934

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -13.80203

PM7_Total_Energy_ev -5577.39214

PM7_Electronic_Energy_ev -49860.87768

PM7_Dipole_Debye 8.81587

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.551

PM7_LUMO_Energy_ev -1.275

PM7_COSMO_Area_square_ang 449.95

PM7_COSMO_Volue_cubic_ang 539.45

PM7_Electron_Affinity_ev 1.275

PM7_Ionization_Energy_ev 8.551

PM7_Energy_Gap_ev 7.276

PM7_Global_Hardness_ev 3.638

PM7_Global_Softness_ev 0.2748763056624519

PM7_Chemical_Potential_ev -4.913

PM7_Electronigativity_ev 4.913

PM7_Back_Donation_Energy_ev -0.9095

PM7_Electrophilicity_ev 3.317422897196262

OPENEYE_Name ~{N}-[5-[2-amino-7-(2-hydroxy-1,1-dimethyl-ethyl)pyrrolo[2,3-d]pyrimidine-5-carbonyl]-3-pyridyl]-2-(5-chloro-2-pyridyl)acetamide

SMILES c1cc(ncc1Cl)CC(=O)Nc2cc(cnc2)C(=O)c3cn(c4c3cnc(n4)N)C(C)(C)CO

Canonical_SMILES OCC(n1cc(c2c1nc(N)nc2)C(=O)c1cncc(c1)NC(=O)Cc1ccc(cn1)Cl)(C)C

InChI 1/C23H22ClN7O3/c1-23(2,12-32)31-11-18(17-10-28-22(25)30-21(17)31)20(34)13-5-16(9-26-7-13)29-19(33)6-15-4-3-14(24)8-27-15/h3-5,7-11,32H,6,12H2,1-2H3,(H,29,33)(H2,25,28,30)/f/h29H,25H2

InChI_3D 1S/C23H22ClN7O3/c1-23(2,12-32)31-11-18(17-10-28-22(25)30-21(17)31)20(34)13-5-16(9-26-7-13)29-19(33)6-15-4-3-14(24)8-27-15/h3-5,7-11,32H,6,12H2,1-2H3,(H,29,33)(H2,25,28,30)

AuxInfo 1/1/N:19,20,1,2,3,21,5,7,6,4,8,22,10,13,14,12,9,11,18,17,15,16,23,34,29,24,25,26,30,27,28,33,32,31/E:(1,2)/F:m/E:m/rA:56nCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;;d4;d3s5;d8s9;s3d6;s1d7;s2;s9;;s10s11;;;;s14s18;;s19s20s22;d5s6;s7d14;s4d16;d15s16;s8s15s23;s16;s12s18;d17;d18;s22;s13;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s29;s29;s30;s33;/rC:6.2668,-3.1093,0;5.5998,-2.3641,0;1.9574,.4167,0;-1.8258,.1969,0;1.5992,2.1145,0;3.2485,1.5759,0;7.563,-1.9558,0;.592,-.8146,0;-.9578,-.311,0;1.2872,1.1589,0;;2.9365,.6203,0;7.2467,-2.91,0;5.9161,-1.41,0;-.9578,-1.3181,0;-2.6938,-1.3168,0;.309,.951,0;4.5822,.0803,0;-.4104,-3.6027,0;1.4918,-2.9848,0;5.2491,-.6648,0;.8497,-4.2448,0;.5407,-3.2938,0;2.5815,2.3278,0;6.8993,-1.201,0;-2.6938,-.311,0;-1.8258,-1.8147,0;0,-1.6294,0;-4.2081,-2.1939,0;3.6034,-.1248,0;-.3601,1.6942,0;4.894,1.0304,0;1.1586,-5.1959,0;7.9104,-3.658,0;6.1095,-3.5839,0;5.1103,-2.4659,0;1.8022,-.0586,0;-1.8258,.6969,0;1.2641,2.4855,0;3.7381,1.6777,0;8.053,-1.8562,0;1.092,-.8146,0;-.5649,-3.1272,0;-.2559,-4.0783,0;-.8859,-3.7572,0;1.3373,-2.5093,0;1.6463,-3.4603,0;1.9673,-2.8303,0;4.8766,-.9983,0;5.6217,-.3314,0;1.3252,-4.0904,0;.3741,-4.3993,0;-4.2074,-2.6939,0;-4.6415,-1.9445,0;3.4475,-.5999,0;1.6477,-5.2999,0;

Duplicates DB12269

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12269.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12269.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12269.sdf

Formula	C₂₃H₂₂ClN₇O₃
MW	479.93
InChIKey	BPIWZDNVMQQBQX-GLLRKLDNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	10
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.86
logP	3.2507
PSA	148.91
MR	127.934
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-13.80203
PM7_Total_Energy_ev	-5577.39214
PM7_Electronic_Energy_ev	-49860.87768
PM7_Dipole_Debye	8.81587
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.551
PM7_LUMO_Energy_ev	-1.275
PM7_COSMO_Area_square_ang	449.95
PM7_COSMO_Volue_cubic_ang	539.45
PM7_Electron_Affinity_ev	1.275
PM7_Ionization_Energy_ev	8.551
PM7_Energy_Gap_ev	7.276
PM7_Global_Hardness_ev	3.638
PM7_Global_Softness_ev	0.2748763056624519
PM7_Chemical_Potential_ev	-4.913
PM7_Electronigativity_ev	4.913
PM7_Back_Donation_Energy_ev	-0.9095
PM7_Electrophilicity_ev	3.317422897196262
OPENEYE_Name	~{N}-[5-[2-amino-7-(2-hydroxy-1,1-dimethyl-ethyl)pyrrolo[2,3-d]pyrimidine-5-carbonyl]-3-pyridyl]-2-(5-chloro-2-pyridyl)acetamide
SMILES	c1cc(ncc1Cl)CC(=O)Nc2cc(cnc2)C(=O)c3cn(c4c3cnc(n4)N)C(C)(C)CO
Canonical_SMILES	OCC(n1cc(c2c1nc(N)nc2)C(=O)c1cncc(c1)NC(=O)Cc1ccc(cn1)Cl)(C)C
InChI	1/C23H22ClN7O3/c1-23(2,12-32)31-11-18(17-10-28-22(25)30-21(17)31)20(34)13-5-16(9-26-7-13)29-19(33)6-15-4-3-14(24)8-27-15/h3-5,7-11,32H,6,12H2,1-2H3,(H,29,33)(H2,25,28,30)/f/h29H,25H2
InChI_3D	1S/C23H22ClN7O3/c1-23(2,12-32)31-11-18(17-10-28-22(25)30-21(17)31)20(34)13-5-16(9-26-7-13)29-19(33)6-15-4-3-14(24)8-27-15/h3-5,7-11,32H,6,12H2,1-2H3,(H,29,33)(H2,25,28,30)
AuxInfo	1/1/N:19,20,1,2,3,21,5,7,6,4,8,22,10,13,14,12,9,11,18,17,15,16,23,34,29,24,25,26,30,27,28,33,32,31/E:(1,2)/F:m/E:m/rA:56nCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;;d4;d3s5;d8s9;s3d6;s1d7;s2;s9;;s10s11;;;;s14s18;;s19s20s22;d5s6;s7d14;s4d16;d15s16;s8s15s23;s16;s12s18;d17;d18;s22;s13;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s29;s29;s30;s33;/rC:6.2668,-3.1093,0;5.5998,-2.3641,0;1.9574,.4167,0;-1.8258,.1969,0;1.5992,2.1145,0;3.2485,1.5759,0;7.563,-1.9558,0;.592,-.8146,0;-.9578,-.311,0;1.2872,1.1589,0;;2.9365,.6203,0;7.2467,-2.91,0;5.9161,-1.41,0;-.9578,-1.3181,0;-2.6938,-1.3168,0;.309,.951,0;4.5822,.0803,0;-.4104,-3.6027,0;1.4918,-2.9848,0;5.2491,-.6648,0;.8497,-4.2448,0;.5407,-3.2938,0;2.5815,2.3278,0;6.8993,-1.201,0;-2.6938,-.311,0;-1.8258,-1.8147,0;0,-1.6294,0;-4.2081,-2.1939,0;3.6034,-.1248,0;-.3601,1.6942,0;4.894,1.0304,0;1.1586,-5.1959,0;7.9104,-3.658,0;6.1095,-3.5839,0;5.1103,-2.4659,0;1.8022,-.0586,0;-1.8258,.6969,0;1.2641,2.4855,0;3.7381,1.6777,0;8.053,-1.8562,0;1.092,-.8146,0;-.5649,-3.1272,0;-.2559,-4.0783,0;-.8859,-3.7572,0;1.3373,-2.5093,0;1.6463,-3.4603,0;1.9673,-2.8303,0;4.8766,-.9983,0;5.6217,-.3314,0;1.3252,-4.0904,0;.3741,-4.3993,0;-4.2074,-2.6939,0;-4.6415,-1.9445,0;3.4475,-.5999,0;1.6477,-5.2999,0;
Duplicates	DB12269
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12269.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12269.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12269.sdf