CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12183_p0 (9922)

Formula C₂₃H₂₅ClFN₅O₃

MW 473.94

InChIKey DFJSJLGUIXFDJP-DHDJHLBQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.72

logP 4.1655

PSA 88.61

MR 128.381

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -68.89057

PM7_Total_Energy_ev -5710.37223

PM7_Electronic_Energy_ev -48507.60421

PM7_Dipole_Debye 5.16771

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.938

PM7_LUMO_Energy_ev -1.494

PM7_COSMO_Area_square_ang 469.01

PM7_COSMO_Volue_cubic_ang 537.4

PM7_Electron_Affinity_ev 1.494

PM7_Ionization_Energy_ev 8.938

PM7_Energy_Gap_ev 7.444

PM7_Global_Hardness_ev 3.722

PM7_Global_Softness_ev 0.2686727565824825

PM7_Chemical_Potential_ev -5.216

PM7_Electronigativity_ev 5.216

PM7_Back_Donation_Energy_ev -0.9305

PM7_Electrophilicity_ev 3.654843632455669

OPENEYE_Name 2-[4-[4-(3-chloro-2-fluoro-anilino)-7-methoxy-quinazolin-6-yl]oxy-1-piperidyl]-~{N}-methyl-acetamide

SMILES c1cc(c(c(c1)Cl)F)Nc2c3cc(c(cc3ncn2)OC)OC4CCN(CC4)CC(=O)NC

Canonical_SMILES CNC(=O)CN1CCC(CC1)Oc1cc2c(ncnc2cc1OC)Nc1cccc(c1F)Cl

InChI 1/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)/f/h26,29H

InChI_3D 1S/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)

AuxInfo 1/1/N:21,22,1,3,2,16,17,18,19,4,5,23,6,20,7,13,9,8,11,10,15,12,14,33,32,28,24,25,27,26,29,31,30/E:(6,7)(8,9)/F:m/E:m/rA:58nCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4;d5s7;s2;s4;s5d10;d9;d3s12;s7;;;;s16;s17;s16s17;;;s15;d6s8;s6d14;s18s19s23;s9s14;s15s21;d15;s10s20;s11s22;s12;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s27;s28;/rC:4.3349,-3.5028,0;3.4711,-2.999,0;5.2062,-3.0016,0;.8679,-.4977,0;.8679,1.5135,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0056,0;3.4697,-1.999,0;;0,1.0056,0;4.341,-1.4977,0;5.2137,-1.9965,0;2.6038,-.4989,0;-3.4331,-5.3297,0;-.5157,-3.1891,0;-1.8475,-2.0771,0;-1.1599,-3.9607,0;-2.4917,-2.8487,0;-.8627,-2.2513,0;-3.7297,-7.0361,0;-.8704,2.5031,0;-2.7922,-4.5621,0;2.6012,1.5123,0;3.4748,.0023,0;-2.1512,-3.7945,0;2.6037,-1.4989,0;-3.0888,-6.2685,0;-4.4183,-5.1584,0;-.8653,-.5013,0;-.8675,1.5031,0;4.3396,-.4977,0;6.0805,-1.4978,0;4.3334,-4.0028,0;3.0377,-3.2483,0;5.6381,-3.2535,0;.8677,-.9977,0;.8679,2.0135,0;3.9064,1.258,0;-.0838,-2.9373,0;-.193,-3.5711,0;-2.2809,-1.8278,0;-1.6767,-1.6072,0;-.7258,-4.2088,0;-1.328,-4.4317,0;-2.9251,-3.0981,0;-2.8133,-2.4659,0;-.3706,-2.1628,0;-3.3459,-7.3566,0;-4.1135,-6.7157,0;-4.0502,-7.4199,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;-3.176,-4.2416,0;-2.4084,-4.8825,0;2.1707,-1.7489,0;-2.5962,-6.3542,0;

Duplicates DB12183_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12183_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12183_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12183_p0.sdf

Formula	C₂₃H₂₅ClFN₅O₃
MW	473.94
InChIKey	DFJSJLGUIXFDJP-DHDJHLBQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.72
logP	4.1655
PSA	88.61
MR	128.381
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-68.89057
PM7_Total_Energy_ev	-5710.37223
PM7_Electronic_Energy_ev	-48507.60421
PM7_Dipole_Debye	5.16771
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.938
PM7_LUMO_Energy_ev	-1.494
PM7_COSMO_Area_square_ang	469.01
PM7_COSMO_Volue_cubic_ang	537.4
PM7_Electron_Affinity_ev	1.494
PM7_Ionization_Energy_ev	8.938
PM7_Energy_Gap_ev	7.444
PM7_Global_Hardness_ev	3.722
PM7_Global_Softness_ev	0.2686727565824825
PM7_Chemical_Potential_ev	-5.216
PM7_Electronigativity_ev	5.216
PM7_Back_Donation_Energy_ev	-0.9305
PM7_Electrophilicity_ev	3.654843632455669
OPENEYE_Name	2-[4-[4-(3-chloro-2-fluoro-anilino)-7-methoxy-quinazolin-6-yl]oxy-1-piperidyl]-~{N}-methyl-acetamide
SMILES	c1cc(c(c(c1)Cl)F)Nc2c3cc(c(cc3ncn2)OC)OC4CCN(CC4)CC(=O)NC
Canonical_SMILES	CNC(=O)CN1CCC(CC1)Oc1cc2c(ncnc2cc1OC)Nc1cccc(c1F)Cl
InChI	1/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)/f/h26,29H
InChI_3D	1S/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)
AuxInfo	1/1/N:21,22,1,3,2,16,17,18,19,4,5,23,6,20,7,13,9,8,11,10,15,12,14,33,32,28,24,25,27,26,29,31,30/E:(6,7)(8,9)/F:m/E:m/rA:58nCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4;d5s7;s2;s4;s5d10;d9;d3s12;s7;;;;s16;s17;s16s17;;;s15;d6s8;s6d14;s18s19s23;s9s14;s15s21;d15;s10s20;s11s22;s12;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s27;s28;/rC:4.3349,-3.5028,0;3.4711,-2.999,0;5.2062,-3.0016,0;.8679,-.4977,0;.8679,1.5135,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0056,0;3.4697,-1.999,0;;0,1.0056,0;4.341,-1.4977,0;5.2137,-1.9965,0;2.6038,-.4989,0;-3.4331,-5.3297,0;-.5157,-3.1891,0;-1.8475,-2.0771,0;-1.1599,-3.9607,0;-2.4917,-2.8487,0;-.8627,-2.2513,0;-3.7297,-7.0361,0;-.8704,2.5031,0;-2.7922,-4.5621,0;2.6012,1.5123,0;3.4748,.0023,0;-2.1512,-3.7945,0;2.6037,-1.4989,0;-3.0888,-6.2685,0;-4.4183,-5.1584,0;-.8653,-.5013,0;-.8675,1.5031,0;4.3396,-.4977,0;6.0805,-1.4978,0;4.3334,-4.0028,0;3.0377,-3.2483,0;5.6381,-3.2535,0;.8677,-.9977,0;.8679,2.0135,0;3.9064,1.258,0;-.0838,-2.9373,0;-.193,-3.5711,0;-2.2809,-1.8278,0;-1.6767,-1.6072,0;-.7258,-4.2088,0;-1.328,-4.4317,0;-2.9251,-3.0981,0;-2.8133,-2.4659,0;-.3706,-2.1628,0;-3.3459,-7.3566,0;-4.1135,-6.7157,0;-4.0502,-7.4199,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;-3.176,-4.2416,0;-2.4084,-4.8825,0;2.1707,-1.7489,0;-2.5962,-6.3542,0;
Duplicates	DB12183_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12183_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12183_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12183_p0.sdf