CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07414_t0 (6858)

Formula C₂₁H₂₀N₂O₄S

MW 396.46

InChIKey XKOAFAIRGVAHRA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.85

logP 3.5114

PSA 95.42

MR 113.53

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -56.35248

PM7_Total_Energy_ev -4577.80995

PM7_Electronic_Energy_ev -38264.33659

PM7_Dipole_Debye 10.60161

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.877

PM7_LUMO_Energy_ev -1.198

PM7_COSMO_Area_square_ang 377.58

PM7_COSMO_Volue_cubic_ang 456.99

PM7_Electron_Affinity_ev 1.198

PM7_Ionization_Energy_ev 9.877

PM7_Energy_Gap_ev 8.679

PM7_Global_Hardness_ev 4.3395

PM7_Global_Softness_ev 0.23044129508007835

PM7_Chemical_Potential_ev -5.5375

PM7_Electronigativity_ev 5.5375

PM7_Back_Donation_Energy_ev -1.084875

PM7_Electrophilicity_ev 3.5331151342320544

OPENEYE_Name (2~{S})-1-benzyl-4-(1,1-dioxo-1,2-benzothiazol-3-yl)-3-hydroxy-2-isopropyl-2~{H}-pyrrol-5-one

SMILES c1ccc(cc1)CN2C(=O)C(=C(C2C(C)C)O)C3=NS(=O)(=O)c4c3cccc4

Canonical_SMILES CC([C@@H]1N(Cc2ccccc2)C(=O)C(=C1O)C1=NS(=O)(=O)c2c1cccc2)C

InChI 1/C21H20N2O4S/c1-13(2)19-20(24)17(21(25)23(19)12-14-8-4-3-5-9-14)18-15-10-6-7-11-16(15)28(26,27)22-18/h3-11,13,19,24H,12H2,1-2H3

InChI_3D 1S/C21H20N2O4S/c1-13(2)19-20(24)17(21(25)23(19)12-14-8-4-3-5-9-14)18-15-10-6-7-11-16(15)28(26,27)22-18/h3-11,13,19,24H,12H2,1-2H3/t19-/m0/s1

AuxInfo 1/0/N:18,19,1,3,4,2,5,7,8,6,9,20,21,11,10,12,14,13,17,15,16,22,23,27,24,25,26,28/E:(1,2)(4,5)(8,9)(26,27)/CRV:28.6/rA:48cCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s10;s13;d14;s14;s15;;;s11;s17s18s19;d13;s16s17s20;d16;;;s15;s12s22d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s27;/rC:7.8171,-5.3617,0;;6.9059,-5.7736,0;7.9217,-4.3671,0;0,1.0058,0;.868,-.4979,0;6.091,-5.185,0;7.1069,-3.7786,0;.868,1.5137,0;1.736,-.0013,0;6.1874,-4.1845,0;1.736,1.0058,0;2.6938,-.3126,0;3.0028,-1.2637,0;2.4151,-2.0746,0;3.9533,-1.574,0;3.0029,-2.8856,0;2.8015,-4.8911,0;4.1219,-5.3976,0;5.3767,-3.599,0;3.715,-4.4842,0;3.2858,.5022,0;3.9581,-2.5743,0;4.7614,-.9848,0;2.2871,2.2304,0;3.5598,1.8168,0;1.4151,-2.0747,0;2.6938,1.3168,0;8.2224,-5.6544,0;-.4327,-.2506,0;6.8557,-6.2711,0;8.3782,-4.1631,0;-.4337,1.2545,0;.8677,-.9979,0;5.6354,-5.391,0;7.1592,-3.2813,0;.868,2.0137,0;2.5698,-3.1354,0;2.5981,-4.4344,0;3.005,-5.3478,0;2.3448,-5.0945,0;3.6652,-5.6011,0;4.5787,-5.1942,0;4.3254,-5.8544,0;5.0839,-4.0043,0;5.6695,-3.1937,0;4.1717,-4.2807,0;1.1652,-2.5077,0;

Duplicates DB07414_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07414_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07414_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07414_t0.sdf

Formula	C₂₁H₂₀N₂O₄S
MW	396.46
InChIKey	XKOAFAIRGVAHRA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.85
logP	3.5114
PSA	95.42
MR	113.53
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-56.35248
PM7_Total_Energy_ev	-4577.80995
PM7_Electronic_Energy_ev	-38264.33659
PM7_Dipole_Debye	10.60161
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.877
PM7_LUMO_Energy_ev	-1.198
PM7_COSMO_Area_square_ang	377.58
PM7_COSMO_Volue_cubic_ang	456.99
PM7_Electron_Affinity_ev	1.198
PM7_Ionization_Energy_ev	9.877
PM7_Energy_Gap_ev	8.679
PM7_Global_Hardness_ev	4.3395
PM7_Global_Softness_ev	0.23044129508007835
PM7_Chemical_Potential_ev	-5.5375
PM7_Electronigativity_ev	5.5375
PM7_Back_Donation_Energy_ev	-1.084875
PM7_Electrophilicity_ev	3.5331151342320544
OPENEYE_Name	(2~{S})-1-benzyl-4-(1,1-dioxo-1,2-benzothiazol-3-yl)-3-hydroxy-2-isopropyl-2~{H}-pyrrol-5-one
SMILES	c1ccc(cc1)CN2C(=O)C(=C(C2C(C)C)O)C3=NS(=O)(=O)c4c3cccc4
Canonical_SMILES	CC([C@@H]1N(Cc2ccccc2)C(=O)C(=C1O)C1=NS(=O)(=O)c2c1cccc2)C
InChI	1/C21H20N2O4S/c1-13(2)19-20(24)17(21(25)23(19)12-14-8-4-3-5-9-14)18-15-10-6-7-11-16(15)28(26,27)22-18/h3-11,13,19,24H,12H2,1-2H3
InChI_3D	1S/C21H20N2O4S/c1-13(2)19-20(24)17(21(25)23(19)12-14-8-4-3-5-9-14)18-15-10-6-7-11-16(15)28(26,27)22-18/h3-11,13,19,24H,12H2,1-2H3/t19-/m0/s1
AuxInfo	1/0/N:18,19,1,3,4,2,5,7,8,6,9,20,21,11,10,12,14,13,17,15,16,22,23,27,24,25,26,28/E:(1,2)(4,5)(8,9)(26,27)/CRV:28.6/rA:48cCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s10;s13;d14;s14;s15;;;s11;s17s18s19;d13;s16s17s20;d16;;;s15;s12s22d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s27;/rC:7.8171,-5.3617,0;;6.9059,-5.7736,0;7.9217,-4.3671,0;0,1.0058,0;.868,-.4979,0;6.091,-5.185,0;7.1069,-3.7786,0;.868,1.5137,0;1.736,-.0013,0;6.1874,-4.1845,0;1.736,1.0058,0;2.6938,-.3126,0;3.0028,-1.2637,0;2.4151,-2.0746,0;3.9533,-1.574,0;3.0029,-2.8856,0;2.8015,-4.8911,0;4.1219,-5.3976,0;5.3767,-3.599,0;3.715,-4.4842,0;3.2858,.5022,0;3.9581,-2.5743,0;4.7614,-.9848,0;2.2871,2.2304,0;3.5598,1.8168,0;1.4151,-2.0747,0;2.6938,1.3168,0;8.2224,-5.6544,0;-.4327,-.2506,0;6.8557,-6.2711,0;8.3782,-4.1631,0;-.4337,1.2545,0;.8677,-.9979,0;5.6354,-5.391,0;7.1592,-3.2813,0;.868,2.0137,0;2.5698,-3.1354,0;2.5981,-4.4344,0;3.005,-5.3478,0;2.3448,-5.0945,0;3.6652,-5.6011,0;4.5787,-5.1942,0;4.3254,-5.8544,0;5.0839,-4.0043,0;5.6695,-3.1937,0;4.1717,-4.2807,0;1.1652,-2.5077,0;
Duplicates	DB07414_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07414_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07414_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07414_t0.sdf