CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11764 (9468)

Formula C₂₂H₂₂FN₅O₃

MW 423.45

InChIKey KXBDTLQSDKGAEB-PLJOYGPPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 11

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.32

logP 4.4716

PSA 97.4

MR 116.914

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -36.22279

PM7_Total_Energy_ev -5279.33456

PM7_Electronic_Energy_ev -43603.31135

PM7_Dipole_Debye 5.75598

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.144

PM7_LUMO_Energy_ev -0.649

PM7_COSMO_Area_square_ang 423.87

PM7_COSMO_Volue_cubic_ang 486

PM7_Electron_Affinity_ev 0.649

PM7_Ionization_Energy_ev 8.144

PM7_Energy_Gap_ev 7.495

PM7_Global_Hardness_ev 3.7475

PM7_Global_Softness_ev 0.266844563042028

PM7_Chemical_Potential_ev -4.3965

PM7_Electronigativity_ev 4.3965

PM7_Back_Donation_Energy_ev -0.936875

PM7_Electrophilicity_ev 2.5789475983989325

OPENEYE_Name ~{N}-[3-[[5-fluoro-2-[4-(2-methoxyethoxy)anilino]pyrimidin-4-yl]amino]phenyl]prop-2-enamide

SMILES c1cc(cc(c1)NC(=O)C=C)Nc2c(cnc(n2)Nc3ccc(cc3)OCCOC)F

Canonical_SMILES COCCOc1ccc(cc1)Nc1ncc(c(n1)Nc1cccc(c1)NC(=O)C=C)F

InChI 1/C22H22FN5O3/c1-3-20(29)25-16-5-4-6-17(13-16)26-21-19(23)14-24-22(28-21)27-15-7-9-18(10-8-15)31-12-11-30-2/h3-10,13-14H,1,11-12H2,2H3,(H,25,29)(H2,24,26,27,28)/f/h25-27H

InChI_3D 1S/C22H22FN5O3/c1-3-20(29)25-16-5-4-6-17(13-16)26-21-19(23)14-24-22(28-21)27-15-7-9-18(10-8-15)31-12-11-30-2/h3-10,13-14H,1,11-12H2,2H3,(H,25,29)(H2,24,26,27,28)

AuxInfo 1/1/N:17,20,18,1,3,2,4,5,6,7,22,21,8,9,10,12,11,13,14,19,15,16,31,23,27,25,26,24,28,30,29/E:(7,8)(9,10)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;;;s4d5;s2d8;d3s8;s6d7;d9;s14;;;d17;s18;;;s21;s9d16;d15s16;s11s15;s10s16;s12s19;d19;s13s21;s20s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s18;s20;s20;s20;s21;s21;s22;s22;s25;s26;s27;/rC:-1.5135,-3.8764,0;-.6496,-3.3726,0;-2.3847,-3.3751,0;3.4611,.0001,0;4.3329,1.5001,0;4.3301,-.505,0;5.202,.995,0;-1.5194,-1.8713,0;0,1.0051,0;3.4668,1.0001,0;-.6481,-2.3726,0;-2.3921,-2.37,0;5.205,-.0101,0;;.8674,-.4976,0;1.7348,1.0051,0;-4.1285,.6275,0;-4.1271,-.3725,0;-3.2603,-.8712,0;6.058,-4.5126,0;6.0667,-1.5126,0;6.0638,-2.5126,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;2.6023,1.5026,0;-3.2589,-1.8712,0;-2.395,-.37,0;6.0696,-.5126,0;6.0609,-3.5126,0;-.8653,-.5012,0;-1.512,-4.3764,0;-.2162,-3.622,0;-2.8166,-3.627,0;3.027,-.248,0;4.3336,2.0001,0;4.3272,-1.005,0;5.635,1.245,0;-1.5187,-1.3713,0;-.4337,1.2538,0;-4.5619,.8769,0;-3.6959,.8782,0;-4.5597,-.6231,0;5.558,-4.5112,0;6.558,-4.5141,0;6.0566,-5.0126,0;6.5667,-1.5141,0;5.5667,-1.5112,0;5.5638,-2.5112,0;6.5638,-2.5141,0;1.3004,-1.7476,0;2.6037,2.0026,0;-3.6915,-2.1218,0;

Duplicates DB11764

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11764.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11764.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11764.sdf

Formula	C₂₂H₂₂FN₅O₃
MW	423.45
InChIKey	KXBDTLQSDKGAEB-PLJOYGPPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	11
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.32
logP	4.4716
PSA	97.4
MR	116.914
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-36.22279
PM7_Total_Energy_ev	-5279.33456
PM7_Electronic_Energy_ev	-43603.31135
PM7_Dipole_Debye	5.75598
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.144
PM7_LUMO_Energy_ev	-0.649
PM7_COSMO_Area_square_ang	423.87
PM7_COSMO_Volue_cubic_ang	486
PM7_Electron_Affinity_ev	0.649
PM7_Ionization_Energy_ev	8.144
PM7_Energy_Gap_ev	7.495
PM7_Global_Hardness_ev	3.7475
PM7_Global_Softness_ev	0.266844563042028
PM7_Chemical_Potential_ev	-4.3965
PM7_Electronigativity_ev	4.3965
PM7_Back_Donation_Energy_ev	-0.936875
PM7_Electrophilicity_ev	2.5789475983989325
OPENEYE_Name	~{N}-[3-[[5-fluoro-2-[4-(2-methoxyethoxy)anilino]pyrimidin-4-yl]amino]phenyl]prop-2-enamide
SMILES	c1cc(cc(c1)NC(=O)C=C)Nc2c(cnc(n2)Nc3ccc(cc3)OCCOC)F
Canonical_SMILES	COCCOc1ccc(cc1)Nc1ncc(c(n1)Nc1cccc(c1)NC(=O)C=C)F
InChI	1/C22H22FN5O3/c1-3-20(29)25-16-5-4-6-17(13-16)26-21-19(23)14-24-22(28-21)27-15-7-9-18(10-8-15)31-12-11-30-2/h3-10,13-14H,1,11-12H2,2H3,(H,25,29)(H2,24,26,27,28)/f/h25-27H
InChI_3D	1S/C22H22FN5O3/c1-3-20(29)25-16-5-4-6-17(13-16)26-21-19(23)14-24-22(28-21)27-15-7-9-18(10-8-15)31-12-11-30-2/h3-10,13-14H,1,11-12H2,2H3,(H,25,29)(H2,24,26,27,28)
AuxInfo	1/1/N:17,20,18,1,3,2,4,5,6,7,22,21,8,9,10,12,11,13,14,19,15,16,31,23,27,25,26,24,28,30,29/E:(7,8)(9,10)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;;;s4d5;s2d8;d3s8;s6d7;d9;s14;;;d17;s18;;;s21;s9d16;d15s16;s11s15;s10s16;s12s19;d19;s13s21;s20s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s18;s20;s20;s20;s21;s21;s22;s22;s25;s26;s27;/rC:-1.5135,-3.8764,0;-.6496,-3.3726,0;-2.3847,-3.3751,0;3.4611,.0001,0;4.3329,1.5001,0;4.3301,-.505,0;5.202,.995,0;-1.5194,-1.8713,0;0,1.0051,0;3.4668,1.0001,0;-.6481,-2.3726,0;-2.3921,-2.37,0;5.205,-.0101,0;;.8674,-.4976,0;1.7348,1.0051,0;-4.1285,.6275,0;-4.1271,-.3725,0;-3.2603,-.8712,0;6.058,-4.5126,0;6.0667,-1.5126,0;6.0638,-2.5126,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;2.6023,1.5026,0;-3.2589,-1.8712,0;-2.395,-.37,0;6.0696,-.5126,0;6.0609,-3.5126,0;-.8653,-.5012,0;-1.512,-4.3764,0;-.2162,-3.622,0;-2.8166,-3.627,0;3.027,-.248,0;4.3336,2.0001,0;4.3272,-1.005,0;5.635,1.245,0;-1.5187,-1.3713,0;-.4337,1.2538,0;-4.5619,.8769,0;-3.6959,.8782,0;-4.5597,-.6231,0;5.558,-4.5112,0;6.558,-4.5141,0;6.0566,-5.0126,0;6.5667,-1.5141,0;5.5667,-1.5112,0;5.5638,-2.5112,0;6.5638,-2.5141,0;1.3004,-1.7476,0;2.6037,2.0026,0;-3.6915,-2.1218,0;
Duplicates	DB11764
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11764.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11764.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11764.sdf