CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16297_s0 (12983)

Formula C₂₀H₂₀FN₃O₂S

MW 385.46

InChIKey XXNYLYXTRMQXJS-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 9

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.99

logP 4.2418

PSA 95.51

MR 108.55

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -17.633

PM7_Total_Energy_ev -4516.31114

PM7_Electronic_Energy_ev -31084.49159

PM7_Dipole_Debye 3.64778

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.474

PM7_LUMO_Energy_ev -1.221

PM7_COSMO_Area_square_ang 419.06

PM7_COSMO_Volue_cubic_ang 444.86

PM7_Electron_Affinity_ev 1.221

PM7_Ionization_Energy_ev 8.474

PM7_Energy_Gap_ev 7.253

PM7_Global_Hardness_ev 3.6265

PM7_Global_Softness_ev 0.2757479663587481

PM7_Chemical_Potential_ev -4.8475

PM7_Electronigativity_ev 4.8475

PM7_Back_Donation_Energy_ev -0.906625

PM7_Electrophilicity_ev 3.2397981869571213

OPENEYE_Name (2~{R})-1-fluoro-3-[[2-[(1~{E},3~{E})-4-[6-(methylamino)-3-pyridyl]buta-1,3-dienyl]-1,3-benzothiazol-6-yl]oxy]propan-2-ol

SMILES c1cc(ncc1C=CC=Cc2nc3ccc(cc3s2)OCC(CF)O)NC

Canonical_SMILES FC[C@@H](COc1ccc2c(c1)sc(n2)/C=C/C=C/c1ccc(nc1)NC)O

InChI 1/C20H20FN3O2S/c1-22-19-9-6-14(12-23-19)4-2-3-5-20-24-17-8-7-16(10-18(17)27-20)26-13-15(25)11-21/h2-10,12,15,25H,11,13H2,1H3,(H,22,23)/f/h22H

InChI_3D 1S/C20H20FN3O2S/c1-22-19-9-6-14(12-23-19)4-2-3-5-20-24-17-8-7-16(10-18(17)27-20)26-13-15(25)11-21/h2-10,12,15,25H,11,13H2,1H3,(H,22,23)/b4-2+,5-3+/t15-/m0/s1

AuxInfo 1/1/N:17,15,16,13,14,1,3,2,4,5,19,6,18,7,20,9,8,10,11,12,26,23,21,22,24,25,27/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOFSHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1d6;s2;s3d5;s5d8;s4;;s7;s12;w13;w14s15;;;;s18s19;s6d11;s8d12;s11s17;s20;s9s18;s19;s10s12;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s17;s17;s17;s18;s18;s19;s19;s20;s23;s24;/rC:5.9093,4.6168,0;.868,-.4978,0;;5.413,5.485,0;.868,1.5138,0;4.4054,3.7514,0;5.4106,3.75,0;1.736,-.0012,0;0,1.0058,0;1.736,1.0058,0;4.4078,5.4864,0;3.2858,.5023,0;6.2857,2.2345,0;4.2858,.5024,0;5.7857,1.3685,0;4.7857,1.3684,0;4.4153,7.2185,0;-1.732,1.0007,0;-3.4611,-.0044,0;-2.5966,.4981,0;3.8989,4.6196,0;2.6938,-.3125,0;3.9116,6.3546,0;-2.094,-.3664,0;-.8675,1.5032,0;-4.3257,-.507,0;2.6938,1.3169,0;6.4093,4.6161,0;.8677,-.9978,0;-.4327,-.2506,0;5.6643,5.9173,0;.868,2.0138,0;4.1561,3.318,0;6.7857,2.2346,0;4.5358,.0694,0;6.0358,.9355,0;4.5357,1.8014,0;4.8473,6.9666,0;3.9834,7.4703,0;4.6672,7.6504,0;-1.9833,1.433,0;-1.4808,.5684,0;-3.7124,.4278,0;-3.2099,-.4367,0;-2.8479,.9304,0;3.4116,6.3568,0;-1.594,-.3649,0;

Duplicates DB16297_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16297_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16297_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16297_s0.sdf

Formula	C₂₀H₂₀FN₃O₂S
MW	385.46
InChIKey	XXNYLYXTRMQXJS-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	9
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.99
logP	4.2418
PSA	95.51
MR	108.55
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-17.633
PM7_Total_Energy_ev	-4516.31114
PM7_Electronic_Energy_ev	-31084.49159
PM7_Dipole_Debye	3.64778
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.474
PM7_LUMO_Energy_ev	-1.221
PM7_COSMO_Area_square_ang	419.06
PM7_COSMO_Volue_cubic_ang	444.86
PM7_Electron_Affinity_ev	1.221
PM7_Ionization_Energy_ev	8.474
PM7_Energy_Gap_ev	7.253
PM7_Global_Hardness_ev	3.6265
PM7_Global_Softness_ev	0.2757479663587481
PM7_Chemical_Potential_ev	-4.8475
PM7_Electronigativity_ev	4.8475
PM7_Back_Donation_Energy_ev	-0.906625
PM7_Electrophilicity_ev	3.2397981869571213
OPENEYE_Name	(2~{R})-1-fluoro-3-[[2-[(1~{E},3~{E})-4-[6-(methylamino)-3-pyridyl]buta-1,3-dienyl]-1,3-benzothiazol-6-yl]oxy]propan-2-ol
SMILES	c1cc(ncc1C=CC=Cc2nc3ccc(cc3s2)OCC(CF)O)NC
Canonical_SMILES	FC[C@@H](COc1ccc2c(c1)sc(n2)/C=C/C=C/c1ccc(nc1)NC)O
InChI	1/C20H20FN3O2S/c1-22-19-9-6-14(12-23-19)4-2-3-5-20-24-17-8-7-16(10-18(17)27-20)26-13-15(25)11-21/h2-10,12,15,25H,11,13H2,1H3,(H,22,23)/f/h22H
InChI_3D	1S/C20H20FN3O2S/c1-22-19-9-6-14(12-23-19)4-2-3-5-20-24-17-8-7-16(10-18(17)27-20)26-13-15(25)11-21/h2-10,12,15,25H,11,13H2,1H3,(H,22,23)/b4-2+,5-3+/t15-/m0/s1
AuxInfo	1/1/N:17,15,16,13,14,1,3,2,4,5,19,6,18,7,20,9,8,10,11,12,26,23,21,22,24,25,27/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOFSHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1d6;s2;s3d5;s5d8;s4;;s7;s12;w13;w14s15;;;;s18s19;s6d11;s8d12;s11s17;s20;s9s18;s19;s10s12;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s17;s17;s17;s18;s18;s19;s19;s20;s23;s24;/rC:5.9093,4.6168,0;.868,-.4978,0;;5.413,5.485,0;.868,1.5138,0;4.4054,3.7514,0;5.4106,3.75,0;1.736,-.0012,0;0,1.0058,0;1.736,1.0058,0;4.4078,5.4864,0;3.2858,.5023,0;6.2857,2.2345,0;4.2858,.5024,0;5.7857,1.3685,0;4.7857,1.3684,0;4.4153,7.2185,0;-1.732,1.0007,0;-3.4611,-.0044,0;-2.5966,.4981,0;3.8989,4.6196,0;2.6938,-.3125,0;3.9116,6.3546,0;-2.094,-.3664,0;-.8675,1.5032,0;-4.3257,-.507,0;2.6938,1.3169,0;6.4093,4.6161,0;.8677,-.9978,0;-.4327,-.2506,0;5.6643,5.9173,0;.868,2.0138,0;4.1561,3.318,0;6.7857,2.2346,0;4.5358,.0694,0;6.0358,.9355,0;4.5357,1.8014,0;4.8473,6.9666,0;3.9834,7.4703,0;4.6672,7.6504,0;-1.9833,1.433,0;-1.4808,.5684,0;-3.7124,.4278,0;-3.2099,-.4367,0;-2.8479,.9304,0;3.4116,6.3568,0;-1.594,-.3649,0;
Duplicates	DB16297_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16297_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16297_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16297_s0.sdf