CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199813_p0 (2542805)

Formula C₂₇H₃₀FN₃O₃

MW 463.55

InChIKey PTUWCOMLTLLKMO-OKPOJWAQNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP -1.24

logP 3.9751

PSA 65.9

MR 139.314

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -67.16344

PM7_Total_Energy_ev -5629.64074

PM7_Electronic_Energy_ev -49676.75774

PM7_Dipole_Debye 4.50536

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.819

PM7_LUMO_Energy_ev -1.126

PM7_COSMO_Area_square_ang 480.92

PM7_COSMO_Volue_cubic_ang 572.8

PM7_Electron_Affinity_ev 1.126

PM7_Ionization_Energy_ev 8.819

PM7_Energy_Gap_ev 7.693

PM7_Global_Hardness_ev 3.8465

PM7_Global_Softness_ev 0.2599766021058105

PM7_Chemical_Potential_ev -4.9725

PM7_Electronigativity_ev 4.9725

PM7_Back_Donation_Energy_ev -0.961625

PM7_Electrophilicity_ev 3.2140590471857533

OPENEYE_Name (1~{S},2~{R},4~{S})-4-[(~{E})-cinnamyl]-1-[3-(3-fluoro-6-methoxy-4-quinolyl)propyl]piperazine-2-carboxylic acid

SMILES c1ccc(cc1)C=CCN2CCN(C(C2)C(=O)O)CCCc3c4cc(ccc4ncc3F)OC

Canonical_SMILES COc1ccc2c(c1)c(CCCN1CCN(C[C@@H]1C(=O)O)C/C=C/c1ccccc1)c(cn2)F

InChI 1/C27H30FN3O3/c1-34-21-11-12-25-23(17-21)22(24(28)18-29-25)10-6-14-31-16-15-30(19-26(31)27(32)33)13-5-9-20-7-3-2-4-8-20/h2-5,7-9,11-12,17-18,26H,6,10,13-16,19H2,1H3,(H,32,33)/f/h32H

InChI_3D 1S/C27H30FN3O3/c1-34-21-11-12-25-23(17-21)22(24(28)18-29-25)10-6-14-31-16-15-30(19-26(31)27(32)33)13-5-9-20-7-3-2-4-8-20/h2-5,7-9,11-12,17-18,26H,6,10,13-16,19H2,1H3,(H,32,33)/b9-5+/t26-/m1/s1

AuxInfo 1/1/N:23,1,2,3,17,26,4,5,16,24,7,6,25,27,19,20,8,9,21,11,14,12,10,15,13,22,18,34,28,29,30,31,32,33/E:(3,4)(7,8)(32,33)/F:23,1,2,3,17,26,4,5,16,24,7,6,25,27,19,20,8,9,21,11,14,12,10,15,13,22,18,34,28,29,30,32,31,33/E:(3,4)(7,8)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8;d4s5;d10;s6s10;s7d8;d9s12;s11;w16;;;s19;;s18s21;;s12;s17;s24;s26;s9d13;s19s21s25;s20s22s27;d18;s18;s14s23;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s17;s19;s19;s20;s20;s21;s21;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s32;/rC:3.4057,-12.0305,0;2.541,-11.5282,0;4.2759,-11.5379,0;2.5466,-10.523,0;4.2815,-10.5327,0;.8707,1.5185,0;0,1.0089,0;.8707,-.4993,0;3.4848,1.0014,0;1.7371,0,0;3.4169,-10.0202,0;2.6039,-.5053,0;1.7414,1.0089,0;;3.4805,-.0073,0;3.4225,-9.0202,0;2.5592,-8.5154,0;5.1672,-5.3344,0;1.7058,-6.013,0;1.7114,-5.0079,0;3.4406,-6.0226,0;3.4462,-5.0176,0;-1.732,-.0025,0;2.5983,-1.5053,0;2.5648,-7.5154,0;2.5927,-2.5053,0;2.5872,-3.5053,0;2.6125,1.5125,0;2.5704,-6.5154,0;2.5816,-4.5052,0;5.8158,-4.5732,0;5.5022,-6.2766,0;-.8653,-.5013,0;4.3437,-.5122,0;3.4029,-12.5305,0;2.1069,-11.7764,0;4.7072,-11.7909,0;2.1142,-10.2719,0;4.7167,-10.2864,0;.8707,2.0185,0;-.4338,1.2576,0;.8712,-.9993,0;3.9191,1.2491,0;3.8569,-8.7726,0;2.1248,-8.763,0;1.533,-6.4822,0;1.2138,-5.9239,0;1.2187,-5.0929,0;1.5412,-4.5378,0;3.9335,-5.939,0;3.6081,-6.4938,0;3.6216,-4.5494,0;-1.9814,-.4359,0;-2.1654,.2468,0;-1.4827,.4308,0;3.0983,-1.5081,0;2.0983,-1.5025,0;2.0648,-7.5126,0;3.0648,-7.5182,0;3.0927,-2.5081,0;2.0928,-2.5025,0;3.0872,-3.508,0;2.0872,-3.5025,0;5.9939,-6.3671,0;

Duplicates CHEMBL5199813_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199813_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199813_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199813_p0.sdf

Formula	C₂₇H₃₀FN₃O₃
MW	463.55
InChIKey	PTUWCOMLTLLKMO-OKPOJWAQNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	-1.24
logP	3.9751
PSA	65.9
MR	139.314
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-67.16344
PM7_Total_Energy_ev	-5629.64074
PM7_Electronic_Energy_ev	-49676.75774
PM7_Dipole_Debye	4.50536
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.819
PM7_LUMO_Energy_ev	-1.126
PM7_COSMO_Area_square_ang	480.92
PM7_COSMO_Volue_cubic_ang	572.8
PM7_Electron_Affinity_ev	1.126
PM7_Ionization_Energy_ev	8.819
PM7_Energy_Gap_ev	7.693
PM7_Global_Hardness_ev	3.8465
PM7_Global_Softness_ev	0.2599766021058105
PM7_Chemical_Potential_ev	-4.9725
PM7_Electronigativity_ev	4.9725
PM7_Back_Donation_Energy_ev	-0.961625
PM7_Electrophilicity_ev	3.2140590471857533
OPENEYE_Name	(1~{S},2~{R},4~{S})-4-[(~{E})-cinnamyl]-1-[3-(3-fluoro-6-methoxy-4-quinolyl)propyl]piperazine-2-carboxylic acid
SMILES	c1ccc(cc1)C=CCN2CCN(C(C2)C(=O)O)CCCc3c4cc(ccc4ncc3F)OC
Canonical_SMILES	COc1ccc2c(c1)c(CCCN1CCN(C[C@@H]1C(=O)O)C/C=C/c1ccccc1)c(cn2)F
InChI	1/C27H30FN3O3/c1-34-21-11-12-25-23(17-21)22(24(28)18-29-25)10-6-14-31-16-15-30(19-26(31)27(32)33)13-5-9-20-7-3-2-4-8-20/h2-5,7-9,11-12,17-18,26H,6,10,13-16,19H2,1H3,(H,32,33)/f/h32H
InChI_3D	1S/C27H30FN3O3/c1-34-21-11-12-25-23(17-21)22(24(28)18-29-25)10-6-14-31-16-15-30(19-26(31)27(32)33)13-5-9-20-7-3-2-4-8-20/h2-5,7-9,11-12,17-18,26H,6,10,13-16,19H2,1H3,(H,32,33)/b9-5+/t26-/m1/s1
AuxInfo	1/1/N:23,1,2,3,17,26,4,5,16,24,7,6,25,27,19,20,8,9,21,11,14,12,10,15,13,22,18,34,28,29,30,31,32,33/E:(3,4)(7,8)(32,33)/F:23,1,2,3,17,26,4,5,16,24,7,6,25,27,19,20,8,9,21,11,14,12,10,15,13,22,18,34,28,29,30,32,31,33/E:(3,4)(7,8)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8;d4s5;d10;s6s10;s7d8;d9s12;s11;w16;;;s19;;s18s21;;s12;s17;s24;s26;s9d13;s19s21s25;s20s22s27;d18;s18;s14s23;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s17;s19;s19;s20;s20;s21;s21;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s32;/rC:3.4057,-12.0305,0;2.541,-11.5282,0;4.2759,-11.5379,0;2.5466,-10.523,0;4.2815,-10.5327,0;.8707,1.5185,0;0,1.0089,0;.8707,-.4993,0;3.4848,1.0014,0;1.7371,0,0;3.4169,-10.0202,0;2.6039,-.5053,0;1.7414,1.0089,0;;3.4805,-.0073,0;3.4225,-9.0202,0;2.5592,-8.5154,0;5.1672,-5.3344,0;1.7058,-6.013,0;1.7114,-5.0079,0;3.4406,-6.0226,0;3.4462,-5.0176,0;-1.732,-.0025,0;2.5983,-1.5053,0;2.5648,-7.5154,0;2.5927,-2.5053,0;2.5872,-3.5053,0;2.6125,1.5125,0;2.5704,-6.5154,0;2.5816,-4.5052,0;5.8158,-4.5732,0;5.5022,-6.2766,0;-.8653,-.5013,0;4.3437,-.5122,0;3.4029,-12.5305,0;2.1069,-11.7764,0;4.7072,-11.7909,0;2.1142,-10.2719,0;4.7167,-10.2864,0;.8707,2.0185,0;-.4338,1.2576,0;.8712,-.9993,0;3.9191,1.2491,0;3.8569,-8.7726,0;2.1248,-8.763,0;1.533,-6.4822,0;1.2138,-5.9239,0;1.2187,-5.0929,0;1.5412,-4.5378,0;3.9335,-5.939,0;3.6081,-6.4938,0;3.6216,-4.5494,0;-1.9814,-.4359,0;-2.1654,.2468,0;-1.4827,.4308,0;3.0983,-1.5081,0;2.0983,-1.5025,0;2.0648,-7.5126,0;3.0648,-7.5182,0;3.0927,-2.5081,0;2.0928,-2.5025,0;3.0872,-3.508,0;2.0872,-3.5025,0;5.9939,-6.3671,0;
Duplicates	CHEMBL5199813_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199813_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199813_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199813_p0.sdf