CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111468_s0_t1 (12499)

Formula C₂₂H₂₂ClFN₅O₄S₂

MW 539.02

InChIKey QEKBUIYGTGNBNK-VIUHBKKMNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 9

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 3.21

logP 4.0438

PSA 180.56

MR 137.999

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 56.31616

PM7_Total_Energy_ev -6189.01955

PM7_Electronic_Energy_ev -59446.93225

PM7_Dipole_Debye 17.78768

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.055

PM7_LUMO_Energy_ev -6.231

PM7_COSMO_Area_square_ang 405.73

PM7_COSMO_Volue_cubic_ang 579.69

PM7_Electron_Affinity_ev 6.231

PM7_Ionization_Energy_ev 10.055

PM7_Energy_Gap_ev 3.824

PM7_Global_Hardness_ev 1.912

PM7_Global_Softness_ev 0.5230125523012552

PM7_Chemical_Potential_ev -8.143

PM7_Electronigativity_ev 8.143

PM7_Back_Donation_Energy_ev -0.478

PM7_Electrophilicity_ev 17.340075575313808

OPENEYE_Name ~{N}-[(6~{R})-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]-2-[(3~{Z})-3-[(2-chloro-4-fluoro-phenyl)methylsulfonylimino]-6-methyl-2-oxo-pyridin-1-ium-1-yl]acetamide

SMILES c1cc(cc(c1CS(=O)(=O)N=C2C=CC(=[N+](C2=O)CC(=O)NC3Cc4c(nc(s4)N)CC3)C)Cl)F

Canonical_SMILES O=C(C[N]1=C(C)C=C/C(=N/S(=O)(=O)Cc2ccc(cc2Cl)F)/C1=O)N[C@@H]1CCc2c(C1)sc(n2)N

InChI 1/C22H21ClFN5O4S2/c1-12-2-6-18(28-35(32,33)11-13-3-4-14(24)8-16(13)23)21(31)29(12)10-20(30)26-15-5-7-17-19(9-15)34-22(25)27-17/h2-4,6,8,15H,5,7,9-11H2,1H3,(H2-,25,26,27,30)/p+1/fC22H22ClFN5O4S2/h26H,25H2/q+1

InChI_3D 1S/C22H22ClFN5O4S2/c1-12-2-6-18(28-35(32,33)11-13-3-4-14(24)8-16(13)23)21(31)29(12)10-20(30)26-15-5-7-17-19(9-15)34-22(25)27-17/h2-4,6,8,15H,5,7,9-11H2,1H3,(H2,25,27)(H,26,30)/b28-18-/t15-/m1/s1

AuxInfo 1/6/N:20,10,1,2,18,11,16,3,17,22,21,12,4,5,19,6,7,14,8,15,13,9,35,32,25,27,23,26,24,29,28,30,31,33,34/E:(32,33)/F:m/E:m/CRV:29+1,30-1,35.6/rA:57cCCCCCCCCCCCCCCCCCCCCCCNN+NNNOOOOFSSClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;d7;;;d10;s10;;s11s13;;s7;s8;s16;s17s18;s12;s4;s15;s7d9;d12s13s22;s9;w14;s15s19;d13;d15;;;s5;s8s9;s21s26d30d31;s6;s1;s2;s3;s10;s11;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s22;s22;s25;s25;s27;/rC:-8.8271,-2.9889,0;-9.8119,-3.1631,0;-10.119,-1.4554,0;-8.4866,-2.0431,0;-10.4595,-2.4011,0;-9.1308,-1.2715,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;-5.2394,1.8322,0;-5.5769,.8908,0;-4.2498,2.0087,0;-3.9452,.3006,0;-4.9348,.1241,0;-1.6288,1.595,0;.868,-.4978,0;.868,1.5138,0;;0,1.0058,0;-3.9124,2.9501,0;-7.5019,-1.8689,0;-2.6132,1.4194,0;2.6938,-.3125,0;-3.5977,1.2438,0;4.2858,.5024,0;-5.5324,-1.5206,0;-.9845,.8302,0;-3.3031,-.466,0;-1.2886,2.5354,0;-6.343,-2.6795,0;-6.6913,-.7101,0;-11.4435,-2.5796,0;2.6938,1.3169,0;-6.5172,-1.6948,0;-8.7921,-.3307,0;-8.505,-3.3712,0;-9.9812,-3.6335,0;-10.4429,-1.0744,0;-5.5621,2.2141,0;-6.0691,.803,0;1.1888,-.8814,0;.5468,-.881,0;.5459,1.8962,0;1.1901,1.8962,0;-.1701,-.4702,0;-.4925,.0863,0;-.1729,1.475,0;-4.3831,3.1188,0;-3.4417,2.7814,0;-3.7437,3.4207,0;-7.4148,-2.3613,0;-7.589,-1.3766,0;-2.5254,.9272,0;-2.701,1.9116,0;4.5358,.9354,0;4.5358,.0694,0;-1.1545,.36,0;

Duplicates CHEMBL111468_s0_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111468_s0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111468_s0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111468_s0_t1.sdf

Formula	C₂₂H₂₂ClFN₅O₄S₂
MW	539.02
InChIKey	QEKBUIYGTGNBNK-VIUHBKKMNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	9
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	3.21
logP	4.0438
PSA	180.56
MR	137.999
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	56.31616
PM7_Total_Energy_ev	-6189.01955
PM7_Electronic_Energy_ev	-59446.93225
PM7_Dipole_Debye	17.78768
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.055
PM7_LUMO_Energy_ev	-6.231
PM7_COSMO_Area_square_ang	405.73
PM7_COSMO_Volue_cubic_ang	579.69
PM7_Electron_Affinity_ev	6.231
PM7_Ionization_Energy_ev	10.055
PM7_Energy_Gap_ev	3.824
PM7_Global_Hardness_ev	1.912
PM7_Global_Softness_ev	0.5230125523012552
PM7_Chemical_Potential_ev	-8.143
PM7_Electronigativity_ev	8.143
PM7_Back_Donation_Energy_ev	-0.478
PM7_Electrophilicity_ev	17.340075575313808
OPENEYE_Name	~{N}-[(6~{R})-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]-2-[(3~{Z})-3-[(2-chloro-4-fluoro-phenyl)methylsulfonylimino]-6-methyl-2-oxo-pyridin-1-ium-1-yl]acetamide
SMILES	c1cc(cc(c1CS(=O)(=O)N=C2C=CC(=[N+](C2=O)CC(=O)NC3Cc4c(nc(s4)N)CC3)C)Cl)F
Canonical_SMILES	O=C(C[N]1=C(C)C=C/C(=N/S(=O)(=O)Cc2ccc(cc2Cl)F)/C1=O)N[C@@H]1CCc2c(C1)sc(n2)N
InChI	1/C22H21ClFN5O4S2/c1-12-2-6-18(28-35(32,33)11-13-3-4-14(24)8-16(13)23)21(31)29(12)10-20(30)26-15-5-7-17-19(9-15)34-22(25)27-17/h2-4,6,8,15H,5,7,9-11H2,1H3,(H2-,25,26,27,30)/p+1/fC22H22ClFN5O4S2/h26H,25H2/q+1
InChI_3D	1S/C22H22ClFN5O4S2/c1-12-2-6-18(28-35(32,33)11-13-3-4-14(24)8-16(13)23)21(31)29(12)10-20(30)26-15-5-7-17-19(9-15)34-22(25)27-17/h2-4,6,8,15H,5,7,9-11H2,1H3,(H2,25,27)(H,26,30)/b28-18-/t15-/m1/s1
AuxInfo	1/6/N:20,10,1,2,18,11,16,3,17,22,21,12,4,5,19,6,7,14,8,15,13,9,35,32,25,27,23,26,24,29,28,30,31,33,34/E:(32,33)/F:m/E:m/CRV:29+1,30-1,35.6/rA:57cCCCCCCCCCCCCCCCCCCCCCCNN+NNNOOOOFSSClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;d7;;;d10;s10;;s11s13;;s7;s8;s16;s17s18;s12;s4;s15;s7d9;d12s13s22;s9;w14;s15s19;d13;d15;;;s5;s8s9;s21s26d30d31;s6;s1;s2;s3;s10;s11;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s22;s22;s25;s25;s27;/rC:-8.8271,-2.9889,0;-9.8119,-3.1631,0;-10.119,-1.4554,0;-8.4866,-2.0431,0;-10.4595,-2.4011,0;-9.1308,-1.2715,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;-5.2394,1.8322,0;-5.5769,.8908,0;-4.2498,2.0087,0;-3.9452,.3006,0;-4.9348,.1241,0;-1.6288,1.595,0;.868,-.4978,0;.868,1.5138,0;;0,1.0058,0;-3.9124,2.9501,0;-7.5019,-1.8689,0;-2.6132,1.4194,0;2.6938,-.3125,0;-3.5977,1.2438,0;4.2858,.5024,0;-5.5324,-1.5206,0;-.9845,.8302,0;-3.3031,-.466,0;-1.2886,2.5354,0;-6.343,-2.6795,0;-6.6913,-.7101,0;-11.4435,-2.5796,0;2.6938,1.3169,0;-6.5172,-1.6948,0;-8.7921,-.3307,0;-8.505,-3.3712,0;-9.9812,-3.6335,0;-10.4429,-1.0744,0;-5.5621,2.2141,0;-6.0691,.803,0;1.1888,-.8814,0;.5468,-.881,0;.5459,1.8962,0;1.1901,1.8962,0;-.1701,-.4702,0;-.4925,.0863,0;-.1729,1.475,0;-4.3831,3.1188,0;-3.4417,2.7814,0;-3.7437,3.4207,0;-7.4148,-2.3613,0;-7.589,-1.3766,0;-2.5254,.9272,0;-2.701,1.9116,0;4.5358,.9354,0;4.5358,.0694,0;-1.1545,.36,0;
Duplicates	CHEMBL111468_s0_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111468_s0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111468_s0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111468_s0_t1.sdf