CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14795_p0 (12032)

Formula C₂₂H₂₃ClFN₅O₃

MW 459.91

InChIKey MXDSJQHFFDGFDK-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.92

logP 4.258

PSA 79.82

MR 127.973

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -70.76321

PM7_Total_Energy_ev -5560.7121

PM7_Electronic_Energy_ev -46658.08099

PM7_Dipole_Debye 5.26306

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.885

PM7_LUMO_Energy_ev -1.353

PM7_COSMO_Area_square_ang 449.52

PM7_COSMO_Volue_cubic_ang 513.63

PM7_Electron_Affinity_ev 1.353

PM7_Ionization_Energy_ev 8.885

PM7_Energy_Gap_ev 7.532

PM7_Global_Hardness_ev 3.766

PM7_Global_Softness_ev 0.2655337227827934

PM7_Chemical_Potential_ev -5.119

PM7_Electronigativity_ev 5.119

PM7_Back_Donation_Energy_ev -0.9415

PM7_Electrophilicity_ev 3.4790442113648434

OPENEYE_Name [4-(3-chloro-2-fluoro-anilino)-7-methoxy-quinazolin-6-yl] (2~{R},4~{S})-2,4-dimethylpiperazine-1-carboxylate

SMILES c1cc(c(c(c1)Cl)F)Nc2c3cc(c(cc3ncn2)OC)OC(=O)N4CCN(CC4C)C

Canonical_SMILES COc1cc2ncnc(c2cc1OC(=O)N1CCN(C[C@H]1C)C)Nc1cccc(c1F)Cl

InChI 1/C22H23ClFN5O3/c1-13-11-28(2)7-8-29(13)22(30)32-19-9-14-17(10-18(19)31-3)25-12-26-21(14)27-16-6-4-5-15(23)20(16)24/h4-6,9-10,12-13H,7-8,11H2,1-3H3,(H,25,26,27)/f/h27H

InChI_3D 1S/C22H23ClFN5O3/c1-13-11-28(2)7-8-29(13)22(30)32-19-9-14-17(10-18(19)31-3)25-12-26-21(14)27-16-6-4-5-15(23)20(16)24/h4-6,9-10,12-13H,7-8,11H2,1-3H3,(H,25,26,27)/t13-/m1/s1

AuxInfo 1/1/N:20,21,22,1,3,2,17,16,4,5,18,6,19,7,13,9,8,11,10,12,14,15,32,31,23,24,27,26,25,28,30,29/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4;d5s7;s2;s4;s5d10;d9;d3s12;s7;;;s16;;s18;s19;;;d6s8;s6d14;s15s16s19;s17s18s21;s9s14;d15;s10s15;s11s22;s12;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;/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;-.8638,-1.5013,0;-2.3824,-3.3834,0;-3.2521,-3.8873,0;-4.1217,-2.3861,0;-3.252,-1.8823,0;-2.6133,-1.1129,0;-4.9828,-3.8874,0;-.8704,2.5031,0;2.6012,1.5123,0;3.4748,.0023,0;-2.3781,-2.3785,0;-4.1175,-3.3861,0;2.6037,-1.4989,0;.0029,-2,0;-.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;-2.2116,-3.8534,0;-1.8898,-3.2978,0;-3.5737,-4.2702,0;-2.9305,-4.2701,0;-4.2939,-1.9167,0;-4.6138,-2.4746,0;-3.5747,-1.5004,0;-2.2286,-1.4322,0;-2.998,-.7935,0;-2.294,-.7281,0;-5.2334,-3.4548,0;-4.7322,-4.32,0;-5.4154,-4.138,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;2.1707,-1.7489,0;

Duplicates DB14795_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14795_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14795_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14795_p0.sdf

Formula	C₂₂H₂₃ClFN₅O₃
MW	459.91
InChIKey	MXDSJQHFFDGFDK-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.92
logP	4.258
PSA	79.82
MR	127.973
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-70.76321
PM7_Total_Energy_ev	-5560.7121
PM7_Electronic_Energy_ev	-46658.08099
PM7_Dipole_Debye	5.26306
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.885
PM7_LUMO_Energy_ev	-1.353
PM7_COSMO_Area_square_ang	449.52
PM7_COSMO_Volue_cubic_ang	513.63
PM7_Electron_Affinity_ev	1.353
PM7_Ionization_Energy_ev	8.885
PM7_Energy_Gap_ev	7.532
PM7_Global_Hardness_ev	3.766
PM7_Global_Softness_ev	0.2655337227827934
PM7_Chemical_Potential_ev	-5.119
PM7_Electronigativity_ev	5.119
PM7_Back_Donation_Energy_ev	-0.9415
PM7_Electrophilicity_ev	3.4790442113648434
OPENEYE_Name	[4-(3-chloro-2-fluoro-anilino)-7-methoxy-quinazolin-6-yl] (2~{R},4~{S})-2,4-dimethylpiperazine-1-carboxylate
SMILES	c1cc(c(c(c1)Cl)F)Nc2c3cc(c(cc3ncn2)OC)OC(=O)N4CCN(CC4C)C
Canonical_SMILES	COc1cc2ncnc(c2cc1OC(=O)N1CCN(C[C@H]1C)C)Nc1cccc(c1F)Cl
InChI	1/C22H23ClFN5O3/c1-13-11-28(2)7-8-29(13)22(30)32-19-9-14-17(10-18(19)31-3)25-12-26-21(14)27-16-6-4-5-15(23)20(16)24/h4-6,9-10,12-13H,7-8,11H2,1-3H3,(H,25,26,27)/f/h27H
InChI_3D	1S/C22H23ClFN5O3/c1-13-11-28(2)7-8-29(13)22(30)32-19-9-14-17(10-18(19)31-3)25-12-26-21(14)27-16-6-4-5-15(23)20(16)24/h4-6,9-10,12-13H,7-8,11H2,1-3H3,(H,25,26,27)/t13-/m1/s1
AuxInfo	1/1/N:20,21,22,1,3,2,17,16,4,5,18,6,19,7,13,9,8,11,10,12,14,15,32,31,23,24,27,26,25,28,30,29/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4;d5s7;s2;s4;s5d10;d9;d3s12;s7;;;s16;;s18;s19;;;d6s8;s6d14;s15s16s19;s17s18s21;s9s14;d15;s10s15;s11s22;s12;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;/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;-.8638,-1.5013,0;-2.3824,-3.3834,0;-3.2521,-3.8873,0;-4.1217,-2.3861,0;-3.252,-1.8823,0;-2.6133,-1.1129,0;-4.9828,-3.8874,0;-.8704,2.5031,0;2.6012,1.5123,0;3.4748,.0023,0;-2.3781,-2.3785,0;-4.1175,-3.3861,0;2.6037,-1.4989,0;.0029,-2,0;-.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;-2.2116,-3.8534,0;-1.8898,-3.2978,0;-3.5737,-4.2702,0;-2.9305,-4.2701,0;-4.2939,-1.9167,0;-4.6138,-2.4746,0;-3.5747,-1.5004,0;-2.2286,-1.4322,0;-2.998,-.7935,0;-2.294,-.7281,0;-5.2334,-3.4548,0;-4.7322,-4.32,0;-5.4154,-4.138,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;2.1707,-1.7489,0;
Duplicates	DB14795_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14795_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14795_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14795_p0.sdf