CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05524_p7 (5487)

Formula C₂₄H₂₄ClFN₅O₂

MW 468.94

InChIKey WVUNYSQLFKLYNI-UGWWZKDSNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 57

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.67

logP 3.82648

PSA 91.48

MR 129.489

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 137.49694

PM7_Total_Energy_ev -5517.49625

PM7_Electronic_Energy_ev -48942.13083

PM7_Dipole_Debye 27.51738

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.752

PM7_LUMO_Energy_ev -4.4

PM7_COSMO_Area_square_ang 447.66

PM7_COSMO_Volue_cubic_ang 561.12

PM7_Electron_Affinity_ev 4.4

PM7_Ionization_Energy_ev 10.752

PM7_Energy_Gap_ev 6.352

PM7_Global_Hardness_ev 3.176

PM7_Global_Softness_ev 0.3148614609571788

PM7_Chemical_Potential_ev -7.576

PM7_Electronigativity_ev 7.576

PM7_Back_Donation_Energy_ev -0.794

PM7_Electrophilicity_ev 9.035858942065492

OPENEYE_Name [(~{E})-4-[[4-(3-chloro-4-fluoro-anilino)-3-cyano-7-ethoxy-6-quinolyl]amino]-4-oxo-but-2-enyl]-dimethyl-ammonium

SMILES C(#N)c1cnc2cc(c(cc2c1Nc3ccc(c(c3)Cl)F)NC(=O)C=CC[NH+](C)C)OCC

Canonical_SMILES CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/C[NH+](C)C)Nc1ccc(c(c1)Cl)F)C#N

InChI 1/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/p+1/fC24H24ClFN5O2/h29-31H/q+1

InChI_3D 1S/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/p+1/b6-5+

AuxInfo 1/1/N:20,21,22,24,18,17,2,3,23,6,4,5,1,7,8,11,9,16,15,10,12,14,19,13,33,32,25,26,27,28,29,30,31/E:(2,3)/F:m/E:m/rA:57nCCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOFClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s7;d4;d5s9;s2d6;s4;d8s9;s5d12;s3;s6d15;;w17;s17;;;;s18;s20;t1;d7s10;s11s13;s12s19;s21s22s23;d19;s14s24;s15;s16;s2;s3;s4;s5;s6;s7;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s27;s28;s29;/rC:4.3437,-.5122,0;3.4532,-3.7601,0;4.3143,-4.2687,0;.8707,-.4993,0;.8707,1.5185,0;4.3314,-2.2636,0;3.4848,1.0014,0;3.4805,-.0073,0;1.7371,0,0;1.7414,1.0089,0;3.4574,-2.7601,0;;2.6039,-.5053,0;0,1.0089,0;5.1883,-3.7722,0;5.2013,-2.7672,0;-1.7291,-2.0025,0;-2.5959,-1.5038,0;-.8638,-1.5013,0;-.8734,3.5063,0;-3.8252,-3.3716,0;-5.1917,-3.0076,0;-3.4612,-2.0051,0;-.8705,2.5063,0;5.2069,-1.017,0;2.6125,1.5125,0;2.5941,-2.2553,0;-.8653,-.5013,0;-4.3265,-2.5063,0;.0029,-2,0;-.8675,1.5063,0;6.0493,-4.2809,0;6.0708,-2.2733,0;3.0185,-4.0071,0;4.31,-4.7687,0;.8712,-.9993,0;.8707,2.0185,0;4.3334,-1.7636,0;3.9191,1.2491,0;-1.7284,-2.5025,0;-2.5966,-1.0038,0;-1.3734,3.5048,0;-.3734,3.5078,0;-.8749,4.0063,0;-3.3925,-3.121,0;-4.2578,-3.6223,0;-3.5746,-3.8043,0;-4.9411,-3.4403,0;-5.4424,-2.575,0;-5.6244,-3.2583,0;-3.2105,-2.4377,0;-3.7118,-1.5724,0;-1.3705,2.5048,0;-.3705,2.5078,0;2.1597,-2.5029,0;-1.2987,-.2519,0;-4.5771,-2.0737,0;

Duplicates DB05524_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05524_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05524_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05524_p7.sdf

Formula	C₂₄H₂₄ClFN₅O₂
MW	468.94
InChIKey	WVUNYSQLFKLYNI-UGWWZKDSNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	57
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.67
logP	3.82648
PSA	91.48
MR	129.489
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	137.49694
PM7_Total_Energy_ev	-5517.49625
PM7_Electronic_Energy_ev	-48942.13083
PM7_Dipole_Debye	27.51738
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.752
PM7_LUMO_Energy_ev	-4.4
PM7_COSMO_Area_square_ang	447.66
PM7_COSMO_Volue_cubic_ang	561.12
PM7_Electron_Affinity_ev	4.4
PM7_Ionization_Energy_ev	10.752
PM7_Energy_Gap_ev	6.352
PM7_Global_Hardness_ev	3.176
PM7_Global_Softness_ev	0.3148614609571788
PM7_Chemical_Potential_ev	-7.576
PM7_Electronigativity_ev	7.576
PM7_Back_Donation_Energy_ev	-0.794
PM7_Electrophilicity_ev	9.035858942065492
OPENEYE_Name	[(~{E})-4-[[4-(3-chloro-4-fluoro-anilino)-3-cyano-7-ethoxy-6-quinolyl]amino]-4-oxo-but-2-enyl]-dimethyl-ammonium
SMILES	C(#N)c1cnc2cc(c(cc2c1Nc3ccc(c(c3)Cl)F)NC(=O)C=CC[NH+](C)C)OCC
Canonical_SMILES	CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/C[NH+](C)C)Nc1ccc(c(c1)Cl)F)C#N
InChI	1/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/p+1/fC24H24ClFN5O2/h29-31H/q+1
InChI_3D	1S/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/p+1/b6-5+
AuxInfo	1/1/N:20,21,22,24,18,17,2,3,23,6,4,5,1,7,8,11,9,16,15,10,12,14,19,13,33,32,25,26,27,28,29,30,31/E:(2,3)/F:m/E:m/rA:57nCCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOFClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s7;d4;d5s9;s2d6;s4;d8s9;s5d12;s3;s6d15;;w17;s17;;;;s18;s20;t1;d7s10;s11s13;s12s19;s21s22s23;d19;s14s24;s15;s16;s2;s3;s4;s5;s6;s7;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s27;s28;s29;/rC:4.3437,-.5122,0;3.4532,-3.7601,0;4.3143,-4.2687,0;.8707,-.4993,0;.8707,1.5185,0;4.3314,-2.2636,0;3.4848,1.0014,0;3.4805,-.0073,0;1.7371,0,0;1.7414,1.0089,0;3.4574,-2.7601,0;;2.6039,-.5053,0;0,1.0089,0;5.1883,-3.7722,0;5.2013,-2.7672,0;-1.7291,-2.0025,0;-2.5959,-1.5038,0;-.8638,-1.5013,0;-.8734,3.5063,0;-3.8252,-3.3716,0;-5.1917,-3.0076,0;-3.4612,-2.0051,0;-.8705,2.5063,0;5.2069,-1.017,0;2.6125,1.5125,0;2.5941,-2.2553,0;-.8653,-.5013,0;-4.3265,-2.5063,0;.0029,-2,0;-.8675,1.5063,0;6.0493,-4.2809,0;6.0708,-2.2733,0;3.0185,-4.0071,0;4.31,-4.7687,0;.8712,-.9993,0;.8707,2.0185,0;4.3334,-1.7636,0;3.9191,1.2491,0;-1.7284,-2.5025,0;-2.5966,-1.0038,0;-1.3734,3.5048,0;-.3734,3.5078,0;-.8749,4.0063,0;-3.3925,-3.121,0;-4.2578,-3.6223,0;-3.5746,-3.8043,0;-4.9411,-3.4403,0;-5.4424,-2.575,0;-5.6244,-3.2583,0;-3.2105,-2.4377,0;-3.7118,-1.5724,0;-1.3705,2.5048,0;-.3705,2.5078,0;2.1597,-2.5029,0;-1.2987,-.2519,0;-4.5771,-2.0737,0;
Duplicates	DB05524_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05524_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05524_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05524_p7.sdf