CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196889 (2539734)

Formula C₂₃H₂₂FN₅O₆S

MW 515.52

InChIKey HVMVZISHQKEBLK-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 62

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.2

logP 1.8205

PSA 170.09

MR 128.567

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -182.70747

PM7_Total_Energy_ev -6466.35354

PM7_Electronic_Energy_ev -54156.48742

PM7_Dipole_Debye 6.61773

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.196

PM7_LUMO_Energy_ev -1.6

PM7_COSMO_Area_square_ang 478.74

PM7_COSMO_Volue_cubic_ang 560.15

PM7_Electron_Affinity_ev 1.6

PM7_Ionization_Energy_ev 9.196

PM7_Energy_Gap_ev 7.596

PM7_Global_Hardness_ev 3.798

PM7_Global_Softness_ev 0.2632964718272775

PM7_Chemical_Potential_ev -5.398

PM7_Electronigativity_ev 5.398

PM7_Back_Donation_Energy_ev -0.9495

PM7_Electrophilicity_ev 3.836019483938915

OPENEYE_Name ~{N}-[2-[(1~{S})-2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)-1-hydroxy-ethyl]-1,3-dioxan-5-yl]-3-oxo-4~{H}-pyrido[3,2-b][1,4]thiazine-6-carboxamide

SMILES c1cc(nc2c1ncc(c2CC(C3OCC(CO3)NC(=O)c4ccc5c(n4)NC(=O)CS5)O)F)OC

Canonical_SMILES COc1ccc2c(n1)c(C[C@@H]([C@@H]1OC[C@H](CO1)NC(=O)c1ccc3c(n1)NC(=O)CS3)O)c(cn2)F

InChI 1/C23H22FN5O6S/c1-33-19-5-3-14-20(29-19)12(13(24)7-25-14)6-16(30)23-34-8-11(9-35-23)26-22(32)15-2-4-17-21(27-15)28-18(31)10-36-17/h2-5,7,11,16,23,30H,6,8-10H2,1H3,(H,26,32)(H,27,28,31)/f/h26,28H

InChI_3D 1S/C23H22FN5O6S/c1-33-19-5-3-14-20(29-19)12(13(24)7-25-14)6-16(30)23-34-8-11(9-35-23)26-22(32)15-2-4-17-21(27-15)28-18(31)10-36-17/h2-5,7,11,16,23,30H,6,8-10H2,1H3,(H,26,32)(H,27,28,31)/t11-,16-,23-/m0/s1

AuxInfo 1/1/N:21,3,1,2,4,22,5,17,18,16,19,6,9,7,11,23,10,14,13,8,12,15,20,35,24,28,26,27,25,33,29,30,34,31,32,36/E:(8,9)(34,35)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOFSHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1;d6s7;d5s6;s2;s3;d10;s4;;s11;s14;;;s17s18;;;s6;s20s22;s5d7;s8d13;d11s12;s12s14;s15s19;d14;d15;s17s20;s18s20;s23;s13s21;s9;s10s16;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s23;s27;s28;s33;/rC:.8707,.5096,0;5.5419,-11.5932,0;5.5487,-10.5875,0;;3.4848,-.0075,0;2.6039,-1.5142,0;1.7414,0,0;1.7371,-1.0089,0;3.4805,-1.0162,0;4.6609,-12.0809,0;4.6842,-10.0736,0;3.7961,-11.5652,0;0,-1.0089,0;2.9049,-13.0598,0;4.6955,-9.0736,0;3.7698,-13.5755,0;4.2075,-5.8728,0;2.868,-6.9756,0;3.8549,-6.814,0;2.583,-5.2641,0;-.8638,-2.5102,0;2.5983,-2.5142,0;2.5927,-3.5142,0;2.6125,.5036,0;.8707,-1.5082,0;3.8128,-10.5653,0;2.9218,-12.0536,0;3.8351,-8.5639,0;2.0313,-13.5464,0;5.5671,-8.5834,0;3.5733,-5.0932,0;2.2303,-6.2053,0;1.5928,-3.5086,0;-.8653,-1.5102,0;4.3437,-1.5211,0;4.6518,-13.085,0;.8707,1.0096,0;5.9718,-11.8486,0;5.9841,-10.3417,0;-.4338,.2487,0;3.9191,.2402,0;4.0853,-13.9634,0;3.4429,-13.9537,0;4.6377,-6.1277,0;4.534,-5.4941,0;2.4329,-7.222,0;3.0341,-7.4472,0;4.3463,-6.9059,0;2.0913,-5.1736,0;-.3638,-2.5094,0;-1.3638,-2.5109,0;-.8631,-3.0102,0;3.0983,-2.517,0;2.0983,-2.5114,0;3.0927,-3.517,0;2.4927,-11.797,0;3.3993,-8.809,0;1.3404,-3.9402,0;

Duplicates CHEMBL5196889

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196889.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196889.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196889.sdf

Formula	C₂₃H₂₂FN₅O₆S
MW	515.52
InChIKey	HVMVZISHQKEBLK-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	62
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.2
logP	1.8205
PSA	170.09
MR	128.567
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-182.70747
PM7_Total_Energy_ev	-6466.35354
PM7_Electronic_Energy_ev	-54156.48742
PM7_Dipole_Debye	6.61773
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.196
PM7_LUMO_Energy_ev	-1.6
PM7_COSMO_Area_square_ang	478.74
PM7_COSMO_Volue_cubic_ang	560.15
PM7_Electron_Affinity_ev	1.6
PM7_Ionization_Energy_ev	9.196
PM7_Energy_Gap_ev	7.596
PM7_Global_Hardness_ev	3.798
PM7_Global_Softness_ev	0.2632964718272775
PM7_Chemical_Potential_ev	-5.398
PM7_Electronigativity_ev	5.398
PM7_Back_Donation_Energy_ev	-0.9495
PM7_Electrophilicity_ev	3.836019483938915
OPENEYE_Name	~{N}-[2-[(1~{S})-2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)-1-hydroxy-ethyl]-1,3-dioxan-5-yl]-3-oxo-4~{H}-pyrido[3,2-b][1,4]thiazine-6-carboxamide
SMILES	c1cc(nc2c1ncc(c2CC(C3OCC(CO3)NC(=O)c4ccc5c(n4)NC(=O)CS5)O)F)OC
Canonical_SMILES	COc1ccc2c(n1)c(C[C@@H]([C@@H]1OC[C@H](CO1)NC(=O)c1ccc3c(n1)NC(=O)CS3)O)c(cn2)F
InChI	1/C23H22FN5O6S/c1-33-19-5-3-14-20(29-19)12(13(24)7-25-14)6-16(30)23-34-8-11(9-35-23)26-22(32)15-2-4-17-21(27-15)28-18(31)10-36-17/h2-5,7,11,16,23,30H,6,8-10H2,1H3,(H,26,32)(H,27,28,31)/f/h26,28H
InChI_3D	1S/C23H22FN5O6S/c1-33-19-5-3-14-20(29-19)12(13(24)7-25-14)6-16(30)23-34-8-11(9-35-23)26-22(32)15-2-4-17-21(27-15)28-18(31)10-36-17/h2-5,7,11,16,23,30H,6,8-10H2,1H3,(H,26,32)(H,27,28,31)/t11-,16-,23-/m0/s1
AuxInfo	1/1/N:21,3,1,2,4,22,5,17,18,16,19,6,9,7,11,23,10,14,13,8,12,15,20,35,24,28,26,27,25,33,29,30,34,31,32,36/E:(8,9)(34,35)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOFSHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1;d6s7;d5s6;s2;s3;d10;s4;;s11;s14;;;s17s18;;;s6;s20s22;s5d7;s8d13;d11s12;s12s14;s15s19;d14;d15;s17s20;s18s20;s23;s13s21;s9;s10s16;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s23;s27;s28;s33;/rC:.8707,.5096,0;5.5419,-11.5932,0;5.5487,-10.5875,0;;3.4848,-.0075,0;2.6039,-1.5142,0;1.7414,0,0;1.7371,-1.0089,0;3.4805,-1.0162,0;4.6609,-12.0809,0;4.6842,-10.0736,0;3.7961,-11.5652,0;0,-1.0089,0;2.9049,-13.0598,0;4.6955,-9.0736,0;3.7698,-13.5755,0;4.2075,-5.8728,0;2.868,-6.9756,0;3.8549,-6.814,0;2.583,-5.2641,0;-.8638,-2.5102,0;2.5983,-2.5142,0;2.5927,-3.5142,0;2.6125,.5036,0;.8707,-1.5082,0;3.8128,-10.5653,0;2.9218,-12.0536,0;3.8351,-8.5639,0;2.0313,-13.5464,0;5.5671,-8.5834,0;3.5733,-5.0932,0;2.2303,-6.2053,0;1.5928,-3.5086,0;-.8653,-1.5102,0;4.3437,-1.5211,0;4.6518,-13.085,0;.8707,1.0096,0;5.9718,-11.8486,0;5.9841,-10.3417,0;-.4338,.2487,0;3.9191,.2402,0;4.0853,-13.9634,0;3.4429,-13.9537,0;4.6377,-6.1277,0;4.534,-5.4941,0;2.4329,-7.222,0;3.0341,-7.4472,0;4.3463,-6.9059,0;2.0913,-5.1736,0;-.3638,-2.5094,0;-1.3638,-2.5109,0;-.8631,-3.0102,0;3.0983,-2.517,0;2.0983,-2.5114,0;3.0927,-3.517,0;2.4927,-11.797,0;3.3993,-8.809,0;1.3404,-3.9402,0;
Duplicates	CHEMBL5196889
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196889.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196889.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196889.sdf