CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16877_s0 (13175)

Formula C₂₀H₂₁N₃O₇S

MW 447.46

InChIKey LSNWBKACGXCGAJ-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 10

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 2.87

logP 3.6504

PSA 132.51

MR 113.832

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -204.07713

PM7_Total_Energy_ev -5541.45708

PM7_Electronic_Energy_ev -48159.12211

PM7_Dipole_Debye 4.17629

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.109

PM7_LUMO_Energy_ev -1.186

PM7_COSMO_Area_square_ang 409.04

PM7_COSMO_Volue_cubic_ang 500.53

PM7_Electron_Affinity_ev 1.186

PM7_Ionization_Energy_ev 9.109

PM7_Energy_Gap_ev 7.923

PM7_Global_Hardness_ev 3.9615

PM7_Global_Softness_ev 0.25242963523917705

PM7_Chemical_Potential_ev -5.1475

PM7_Electronigativity_ev 5.1475

PM7_Back_Donation_Energy_ev -0.990375

PM7_Electrophilicity_ev 3.3442832576044426

OPENEYE_Name ethyl [(1~{S})-1-[[(2~{S})-2-methyl-1,1-dioxo-3-(2-pyridylcarbamoyl)-1$l^{6},2-benzothiazin-4-yl]oxy]ethyl] carbonate

SMILES c1ccc2c(c1)C(=C(N(S2(=O)=O)C)C(=O)Nc3ccccn3)OC(C)OC(=O)OCC

Canonical_SMILES CCOC(=O)O[C@H](OC1=C(C(=O)Nc2ccccn2)N(C)S(=O)(=O)c2c1cccc2)C

InChI 1/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)/f/h22H

InChI_3D 1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)/t13-/m0/s1

AuxInfo 1/1/N:16,17,18,19,1,2,3,4,5,6,7,8,20,9,10,11,13,12,14,15,21,23,22,24,25,26,27,29,28,30,31/E:(26,27)/F:m/E:m/CRV:31.6/rA:52cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;d5;d6s9;d7;s9;d12;s13;;;;;s16;s17;d8s11;s13s18;s11s14;d14;d15;;;s12s20;s15s19;s15s20;s10s22d26d27;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s23;/rC:;0,1.0057,0;6.0695,-3.5034,0;6.9385,-3.0085,0;.8679,-.4978,0;.8679,1.5135,0;5.2035,-3.0032,0;6.9416,-2.0033,0;1.7371,0,0;1.7358,1.0057,0;5.2066,-1.998,0;2.6038,-.4989,0;3.4748,.0022,0;4.3408,-.4979,0;.8714,-3.4987,0;-1.7266,-2.9984,0;2.2375,-2.8649,0;4.9888,1.8833,0;-.8607,-3.4985,0;1.7376,-1.9988,0;6.0757,-1.493,0;3.4735,1.0079,0;4.3406,-1.4979,0;5.2069,.002,0;1.7374,-3.9988,0;1.9555,2.276,0;3.2428,2.2794,0;2.6037,-1.4989,0;.0053,-3.9986,0;.8715,-2.4987,0;2.6012,1.5124,0;-.4327,-.2506,0;-.4337,1.2544,0;6.068,-4.0034,0;7.3704,-3.2605,0;.8677,-.9978,0;.8679,2.0135,0;4.7701,-3.2525,0;7.3761,-1.7559,0;-1.4766,-2.5654,0;-1.9767,-3.4314,0;-2.1596,-2.7483,0;1.8045,-3.1148,0;2.6705,-2.6149,0;2.4874,-3.2979,0;4.7387,2.3163,0;5.2389,1.4504,0;5.4218,2.1334,0;-1.1107,-3.9315,0;-.6106,-3.0655,0;1.4876,-1.5658,0;3.9076,-1.7478,0;

Duplicates DB16877_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16877_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16877_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16877_s0.sdf

Formula	C₂₀H₂₁N₃O₇S
MW	447.46
InChIKey	LSNWBKACGXCGAJ-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	10
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	2.87
logP	3.6504
PSA	132.51
MR	113.832
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-204.07713
PM7_Total_Energy_ev	-5541.45708
PM7_Electronic_Energy_ev	-48159.12211
PM7_Dipole_Debye	4.17629
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.109
PM7_LUMO_Energy_ev	-1.186
PM7_COSMO_Area_square_ang	409.04
PM7_COSMO_Volue_cubic_ang	500.53
PM7_Electron_Affinity_ev	1.186
PM7_Ionization_Energy_ev	9.109
PM7_Energy_Gap_ev	7.923
PM7_Global_Hardness_ev	3.9615
PM7_Global_Softness_ev	0.25242963523917705
PM7_Chemical_Potential_ev	-5.1475
PM7_Electronigativity_ev	5.1475
PM7_Back_Donation_Energy_ev	-0.990375
PM7_Electrophilicity_ev	3.3442832576044426
OPENEYE_Name	ethyl [(1~{S})-1-[[(2~{S})-2-methyl-1,1-dioxo-3-(2-pyridylcarbamoyl)-1$l^{6},2-benzothiazin-4-yl]oxy]ethyl] carbonate
SMILES	c1ccc2c(c1)C(=C(N(S2(=O)=O)C)C(=O)Nc3ccccn3)OC(C)OC(=O)OCC
Canonical_SMILES	CCOC(=O)O[C@H](OC1=C(C(=O)Nc2ccccn2)N(C)S(=O)(=O)c2c1cccc2)C
InChI	1/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)/f/h22H
InChI_3D	1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)/t13-/m0/s1
AuxInfo	1/1/N:16,17,18,19,1,2,3,4,5,6,7,8,20,9,10,11,13,12,14,15,21,23,22,24,25,26,27,29,28,30,31/E:(26,27)/F:m/E:m/CRV:31.6/rA:52cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;d5;d6s9;d7;s9;d12;s13;;;;;s16;s17;d8s11;s13s18;s11s14;d14;d15;;;s12s20;s15s19;s15s20;s10s22d26d27;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s23;/rC:;0,1.0057,0;6.0695,-3.5034,0;6.9385,-3.0085,0;.8679,-.4978,0;.8679,1.5135,0;5.2035,-3.0032,0;6.9416,-2.0033,0;1.7371,0,0;1.7358,1.0057,0;5.2066,-1.998,0;2.6038,-.4989,0;3.4748,.0022,0;4.3408,-.4979,0;.8714,-3.4987,0;-1.7266,-2.9984,0;2.2375,-2.8649,0;4.9888,1.8833,0;-.8607,-3.4985,0;1.7376,-1.9988,0;6.0757,-1.493,0;3.4735,1.0079,0;4.3406,-1.4979,0;5.2069,.002,0;1.7374,-3.9988,0;1.9555,2.276,0;3.2428,2.2794,0;2.6037,-1.4989,0;.0053,-3.9986,0;.8715,-2.4987,0;2.6012,1.5124,0;-.4327,-.2506,0;-.4337,1.2544,0;6.068,-4.0034,0;7.3704,-3.2605,0;.8677,-.9978,0;.8679,2.0135,0;4.7701,-3.2525,0;7.3761,-1.7559,0;-1.4766,-2.5654,0;-1.9767,-3.4314,0;-2.1596,-2.7483,0;1.8045,-3.1148,0;2.6705,-2.6149,0;2.4874,-3.2979,0;4.7387,2.3163,0;5.2389,1.4504,0;5.4218,2.1334,0;-1.1107,-3.9315,0;-.6106,-3.0655,0;1.4876,-1.5658,0;3.9076,-1.7478,0;
Duplicates	DB16877_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16877_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16877_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16877_s0.sdf