CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16838 (13130)

Formula C₂₀H₂₂N₄O₃S

MW 398.48

InChIKey ADZBMFGQQWPHMJ-NPQUBYNZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.62

logP 4.0225

PSA 124.61

MR 109.316

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -44.14952

PM7_Total_Energy_ev -4560.59208

PM7_Electronic_Energy_ev -35895.51922

PM7_Dipole_Debye 4.02654

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.454

PM7_LUMO_Energy_ev -0.78

PM7_COSMO_Area_square_ang 410.58

PM7_COSMO_Volue_cubic_ang 457.41

PM7_Electron_Affinity_ev 0.78

PM7_Ionization_Energy_ev 8.454

PM7_Energy_Gap_ev 7.674

PM7_Global_Hardness_ev 3.837

PM7_Global_Softness_ev 0.26062027625749284

PM7_Chemical_Potential_ev -4.617

PM7_Electronigativity_ev 4.617

PM7_Back_Donation_Energy_ev -0.95925

PM7_Electrophilicity_ev 2.7777806880375295

OPENEYE_Name 4-[[2-[[(1~{R},2~{R})-2-hydroxycyclohexyl]amino]-1,3-benzothiazol-6-yl]oxy]-~{N}-methyl-pyridine-2-carboxamide

SMILES c1cc(cc2c1nc(s2)NC3CCCCC3O)Oc4ccnc(c4)C(=O)NC

Canonical_SMILES CNC(=O)c1nccc(c1)Oc1ccc2c(c1)sc(n2)N[C@@H]1CCCC[C@H]1O

InChI 1/C20H22N4O3S/c1-21-19(26)16-10-13(8-9-22-16)27-12-6-7-15-18(11-12)28-20(24-15)23-14-4-2-3-5-17(14)25/h6-11,14,17,25H,2-5H2,1H3,(H,21,26)(H,23,24)/f/h21,23H

InChI_3D 1S/C20H22N4O3S/c1-21-19(26)16-10-13(8-9-22-16)27-12-6-7-15-18(11-12)28-20(24-15)23-14-4-2-3-5-17(14)25/h6-11,14,17,25H,2-5H2,1H3,(H,21,26)(H,23,24)/t14-,17-/m1/s1

AuxInfo 1/1/N:20,14,15,16,17,2,1,3,6,5,4,8,9,18,7,11,19,10,13,12,24,21,23,22,26,25,27,28/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3;s1;s2d4;s3d5;s4d7;s5;;s11;;s14;s14;s15;s16;s17s18;;s6d11;s7d12;s12s18;s13s20;d13;s19;s8s9;s10s12;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s20;s20;s23;s24;s26;/rC:.868,-.4978,0;;-2.5981,1.5007,0;.868,1.5138,0;-1.7262,.0007,0;-3.4672,.9955,0;1.736,-.0012,0;0,1.0058,0;-1.732,1.0007,0;1.736,1.0058,0;-2.5952,-.5045,0;3.2858,.5023,0;-2.5893,-1.5045,0;6.2707,3.3516,0;7.0411,2.7141,0;5.3313,3.0086,0;6.8705,1.7235,0;5.1607,2.018,0;5.9295,1.3704,0;-1.7145,-2.9993,0;-3.4701,-.0097,0;2.6938,-.3125,0;4.2858,.5024,0;-1.7204,-1.9994,0;-3.4524,-2.0096,0;6.8135,-.1399,0;-.8675,1.5032,0;2.6938,1.3169,0;.8677,-.9978,0;-.4327,-.2506,0;-2.5989,2.0007,0;.868,2.0138,0;-1.2921,-.2474,0;-3.9002,1.2455,0;6.0193,3.7839,0;6.6521,3.6749,0;7.2886,3.1486,0;7.5118,2.5454,0;4.8313,3.0071,0;5.2435,3.5008,0;7.3705,1.7265,0;6.9613,1.2318,0;4.6905,2.188,0;5.5471,1.0482,0;-1.2145,-2.9964,0;-2.2144,-3.0023,0;-1.7115,-3.4993,0;4.5358,.0694,0;-1.2888,-1.7468,0;6.5661,-.5744,0;

Duplicates DB16838

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16838.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16838.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16838.sdf

Formula	C₂₀H₂₂N₄O₃S
MW	398.48
InChIKey	ADZBMFGQQWPHMJ-NPQUBYNZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.62
logP	4.0225
PSA	124.61
MR	109.316
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-44.14952
PM7_Total_Energy_ev	-4560.59208
PM7_Electronic_Energy_ev	-35895.51922
PM7_Dipole_Debye	4.02654
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.454
PM7_LUMO_Energy_ev	-0.78
PM7_COSMO_Area_square_ang	410.58
PM7_COSMO_Volue_cubic_ang	457.41
PM7_Electron_Affinity_ev	0.78
PM7_Ionization_Energy_ev	8.454
PM7_Energy_Gap_ev	7.674
PM7_Global_Hardness_ev	3.837
PM7_Global_Softness_ev	0.26062027625749284
PM7_Chemical_Potential_ev	-4.617
PM7_Electronigativity_ev	4.617
PM7_Back_Donation_Energy_ev	-0.95925
PM7_Electrophilicity_ev	2.7777806880375295
OPENEYE_Name	4-[[2-[[(1~{R},2~{R})-2-hydroxycyclohexyl]amino]-1,3-benzothiazol-6-yl]oxy]-~{N}-methyl-pyridine-2-carboxamide
SMILES	c1cc(cc2c1nc(s2)NC3CCCCC3O)Oc4ccnc(c4)C(=O)NC
Canonical_SMILES	CNC(=O)c1nccc(c1)Oc1ccc2c(c1)sc(n2)N[C@@H]1CCCC[C@H]1O
InChI	1/C20H22N4O3S/c1-21-19(26)16-10-13(8-9-22-16)27-12-6-7-15-18(11-12)28-20(24-15)23-14-4-2-3-5-17(14)25/h6-11,14,17,25H,2-5H2,1H3,(H,21,26)(H,23,24)/f/h21,23H
InChI_3D	1S/C20H22N4O3S/c1-21-19(26)16-10-13(8-9-22-16)27-12-6-7-15-18(11-12)28-20(24-15)23-14-4-2-3-5-17(14)25/h6-11,14,17,25H,2-5H2,1H3,(H,21,26)(H,23,24)/t14-,17-/m1/s1
AuxInfo	1/1/N:20,14,15,16,17,2,1,3,6,5,4,8,9,18,7,11,19,10,13,12,24,21,23,22,26,25,27,28/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3;s1;s2d4;s3d5;s4d7;s5;;s11;;s14;s14;s15;s16;s17s18;;s6d11;s7d12;s12s18;s13s20;d13;s19;s8s9;s10s12;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s20;s20;s23;s24;s26;/rC:.868,-.4978,0;;-2.5981,1.5007,0;.868,1.5138,0;-1.7262,.0007,0;-3.4672,.9955,0;1.736,-.0012,0;0,1.0058,0;-1.732,1.0007,0;1.736,1.0058,0;-2.5952,-.5045,0;3.2858,.5023,0;-2.5893,-1.5045,0;6.2707,3.3516,0;7.0411,2.7141,0;5.3313,3.0086,0;6.8705,1.7235,0;5.1607,2.018,0;5.9295,1.3704,0;-1.7145,-2.9993,0;-3.4701,-.0097,0;2.6938,-.3125,0;4.2858,.5024,0;-1.7204,-1.9994,0;-3.4524,-2.0096,0;6.8135,-.1399,0;-.8675,1.5032,0;2.6938,1.3169,0;.8677,-.9978,0;-.4327,-.2506,0;-2.5989,2.0007,0;.868,2.0138,0;-1.2921,-.2474,0;-3.9002,1.2455,0;6.0193,3.7839,0;6.6521,3.6749,0;7.2886,3.1486,0;7.5118,2.5454,0;4.8313,3.0071,0;5.2435,3.5008,0;7.3705,1.7265,0;6.9613,1.2318,0;4.6905,2.188,0;5.5471,1.0482,0;-1.2145,-2.9964,0;-2.2144,-3.0023,0;-1.7115,-3.4993,0;4.5358,.0694,0;-1.2888,-1.7468,0;6.5661,-.5744,0;
Duplicates	DB16838
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16838.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16838.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16838.sdf