CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL110948_s0_p0 (11855)

Formula C₂₂H₂₃FN₂O₂S

MW 398.5

InChIKey YXDUNIOKKMVMKO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.06

logP 4.9811

PSA 74.58

MR 112.531

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -21.38065

PM7_Total_Energy_ev -4616.01203

PM7_Electronic_Energy_ev -35592.23012

PM7_Dipole_Debye 6.1587

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.667

PM7_LUMO_Energy_ev -0.981

PM7_COSMO_Area_square_ang 404.64

PM7_COSMO_Volue_cubic_ang 461.64

PM7_Electron_Affinity_ev 0.981

PM7_Ionization_Energy_ev 8.667

PM7_Energy_Gap_ev 7.686

PM7_Global_Hardness_ev 3.843

PM7_Global_Softness_ev 0.2602133749674733

PM7_Chemical_Potential_ev -4.824

PM7_Electronigativity_ev 4.824

PM7_Back_Donation_Energy_ev -0.96075

PM7_Electrophilicity_ev 3.027709601873536

OPENEYE_Name (5~{S})-5-[2-[4-(6-fluoro-1,2-benzoxazol-3-yl)-1-piperidyl]ethyl]-6,7-dihydro-5~{H}-benzothiophen-4-one

SMILES c1cc(cc2c1c(no2)C3CCN(CC3)CCC4C(=O)c5ccsc5CC4)F

Canonical_SMILES Fc1ccc2c(c1)onc2[C@@H]1CCN(CC1)CC[C@@H]1CCc2c(C1=O)ccs2

InChI 1/C22H23FN2O2S/c23-16-2-3-17-19(13-16)27-24-21(17)14-5-9-25(10-6-14)11-7-15-1-4-20-18(22(15)26)8-12-28-20/h2-3,8,12-15H,1,4-7,9-11H2

InChI_3D 1S/C22H23FN2O2S/c23-16-2-3-17-19(13-16)27-24-21(17)14-5-9-25(10-6-14)11-7-15-1-4-20-18(22(15)26)8-12-28-20/h2-3,8,12-15H,1,4-7,9-11H2/t15-/m0/s1

AuxInfo 1/0/N:14,2,1,13,15,16,21,3,17,18,22,5,4,19,20,9,6,7,8,11,10,12,27,23,24,25,26,28/E:(5,6)(9,10)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOFSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;s3;s4d6;s2d4;s6;d7;s7;s11;s13;;;s15;s16;s10s15s16;s12s14;s20;s21;d10;s17s18s22;d12;s8s23;s9;s5s11;s1;s2;s3;s4;s5;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s22;s22;/rC:.868,-.4979,0;;10.0451,-3.128,0;.868,1.5137,0;11.0135,-3.4047,0;1.736,-.0013,0;9.4828,-3.9635,0;1.736,1.0058,0;0,1.0058,0;2.6938,-.3126,0;10.1035,-4.7565,0;8.4932,-4.1075,0;9.7331,-5.6915,0;8.7364,-5.8265,0;3.1957,-2.9763,0;4.1166,-1.5058,0;4.0476,-3.5098,0;4.9685,-2.0394,0;3.2345,-1.977,0;8.1165,-5.0345,0;6.6334,-4.1056,0;5.7858,-3.5748,0;3.2858,.5022,0;4.9383,-3.0441,0;7.8764,-3.3203,0;2.6938,1.3168,0;-.8675,1.5033,0;11.0494,-4.4111,0;.8677,-.9979,0;-.4327,-.2506,0;9.8736,-2.6583,0;.868,2.0137,0;11.4072,-3.0966,0;9.7151,-6.1912,0;10.2224,-5.7941,0;8.2947,-6.0608,0;8.8895,-6.3025,0;2.7069,-2.8709,0;3.0075,-3.4395,0;4.4512,-1.1343,0;3.8084,-1.1121,0;3.7119,-3.8804,0;4.3535,-3.9053,0;5.4579,-2.1419,0;5.1554,-1.5756,0;2.7392,-2.0456,0;7.7819,-5.406,0;6.8987,-3.6819,0;6.368,-4.5294,0;6.0512,-3.1511,0;5.5205,-3.9986,0;

Duplicates CHEMBL110948_s0_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110750-0000110999/CHEMBL110948_s0_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110750-0000110999/CHEMBL110948_s0_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110750-0000110999/CHEMBL110948_s0_p0.sdf

Formula	C₂₂H₂₃FN₂O₂S
MW	398.5
InChIKey	YXDUNIOKKMVMKO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.06
logP	4.9811
PSA	74.58
MR	112.531
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-21.38065
PM7_Total_Energy_ev	-4616.01203
PM7_Electronic_Energy_ev	-35592.23012
PM7_Dipole_Debye	6.1587
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.667
PM7_LUMO_Energy_ev	-0.981
PM7_COSMO_Area_square_ang	404.64
PM7_COSMO_Volue_cubic_ang	461.64
PM7_Electron_Affinity_ev	0.981
PM7_Ionization_Energy_ev	8.667
PM7_Energy_Gap_ev	7.686
PM7_Global_Hardness_ev	3.843
PM7_Global_Softness_ev	0.2602133749674733
PM7_Chemical_Potential_ev	-4.824
PM7_Electronigativity_ev	4.824
PM7_Back_Donation_Energy_ev	-0.96075
PM7_Electrophilicity_ev	3.027709601873536
OPENEYE_Name	(5~{S})-5-[2-[4-(6-fluoro-1,2-benzoxazol-3-yl)-1-piperidyl]ethyl]-6,7-dihydro-5~{H}-benzothiophen-4-one
SMILES	c1cc(cc2c1c(no2)C3CCN(CC3)CCC4C(=O)c5ccsc5CC4)F
Canonical_SMILES	Fc1ccc2c(c1)onc2[C@@H]1CCN(CC1)CC[C@@H]1CCc2c(C1=O)ccs2
InChI	1/C22H23FN2O2S/c23-16-2-3-17-19(13-16)27-24-21(17)14-5-9-25(10-6-14)11-7-15-1-4-20-18(22(15)26)8-12-28-20/h2-3,8,12-15H,1,4-7,9-11H2
InChI_3D	1S/C22H23FN2O2S/c23-16-2-3-17-19(13-16)27-24-21(17)14-5-9-25(10-6-14)11-7-15-1-4-20-18(22(15)26)8-12-28-20/h2-3,8,12-15H,1,4-7,9-11H2/t15-/m0/s1
AuxInfo	1/0/N:14,2,1,13,15,16,21,3,17,18,22,5,4,19,20,9,6,7,8,11,10,12,27,23,24,25,26,28/E:(5,6)(9,10)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOFSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;s3;s4d6;s2d4;s6;d7;s7;s11;s13;;;s15;s16;s10s15s16;s12s14;s20;s21;d10;s17s18s22;d12;s8s23;s9;s5s11;s1;s2;s3;s4;s5;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s22;s22;/rC:.868,-.4979,0;;10.0451,-3.128,0;.868,1.5137,0;11.0135,-3.4047,0;1.736,-.0013,0;9.4828,-3.9635,0;1.736,1.0058,0;0,1.0058,0;2.6938,-.3126,0;10.1035,-4.7565,0;8.4932,-4.1075,0;9.7331,-5.6915,0;8.7364,-5.8265,0;3.1957,-2.9763,0;4.1166,-1.5058,0;4.0476,-3.5098,0;4.9685,-2.0394,0;3.2345,-1.977,0;8.1165,-5.0345,0;6.6334,-4.1056,0;5.7858,-3.5748,0;3.2858,.5022,0;4.9383,-3.0441,0;7.8764,-3.3203,0;2.6938,1.3168,0;-.8675,1.5033,0;11.0494,-4.4111,0;.8677,-.9979,0;-.4327,-.2506,0;9.8736,-2.6583,0;.868,2.0137,0;11.4072,-3.0966,0;9.7151,-6.1912,0;10.2224,-5.7941,0;8.2947,-6.0608,0;8.8895,-6.3025,0;2.7069,-2.8709,0;3.0075,-3.4395,0;4.4512,-1.1343,0;3.8084,-1.1121,0;3.7119,-3.8804,0;4.3535,-3.9053,0;5.4579,-2.1419,0;5.1554,-1.5756,0;2.7392,-2.0456,0;7.7819,-5.406,0;6.8987,-3.6819,0;6.368,-4.5294,0;6.0512,-3.1511,0;5.5205,-3.9986,0;
Duplicates	CHEMBL110948_s0_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110750-0000110999/CHEMBL110948_s0_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110750-0000110999/CHEMBL110948_s0_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110750-0000110999/CHEMBL110948_s0_p0.sdf