CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188082_t0 (2530022)

Formula C₂₀H₁₆F₃N₃O₅S

MW 467.42

InChIKey NREZTCIGIZXTLB-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.4

logP 3.5219

PSA 151.56

MR 114.276

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -197.49341

PM7_Total_Energy_ev -6278.15895

PM7_Electronic_Energy_ev -47972.2133

PM7_Dipole_Debye 2.94979

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.837

PM7_LUMO_Energy_ev -2.186

PM7_COSMO_Area_square_ang 411.06

PM7_COSMO_Volue_cubic_ang 481.04

PM7_Electron_Affinity_ev 2.186

PM7_Ionization_Energy_ev 9.837

PM7_Energy_Gap_ev 7.651

PM7_Global_Hardness_ev 3.8255

PM7_Global_Softness_ev 0.26140373807345446

PM7_Chemical_Potential_ev -6.0115

PM7_Electronigativity_ev 6.0115

PM7_Back_Donation_Energy_ev -0.956375

PM7_Electrophilicity_ev 4.7233214285714284

OPENEYE_Name 2-[(1~{R},3~{S},4~{S})-3,4-dihydroxy-4-phenyl-1-piperidyl]-8-nitro-6-(trifluoromethyl)-1,3-benzothiazin-4-one

SMILES c1ccc(cc1)C2(CCN(CC2O)c3nc(=O)c4cc(cc(c4s3)[N+](=O)[O-])C(F)(F)F)O

Canonical_SMILES O[C@H]1CN(CC[C@]1(O)c1ccccc1)c1nc(=O)c2c(s1)c(cc(c2)C(F)(F)F)[N](=O)O

InChI 1/C20H16F3N3O5S/c21-20(22,23)12-8-13-16(14(9-12)26(30)31)32-18(24-17(13)28)25-7-6-19(29,15(27)10-25)11-4-2-1-3-5-11/h1-5,8-9,15,27,29H,6-7,10H2

InChI_3D 1S/C20H17F3N3O5S/c21-20(22,23)12-8-13-16(14(9-12)26(30)31)32-18(24-17(13)28)25-7-6-19(29,15(27)10-25)11-4-2-1-3-5-11/h1-5,8-9,15,27,29H,6-7,10H2,(H,30,31)/t15-,19-/m0/s1

AuxInfo 1/0/N:1,2,3,4,5,15,16,6,7,17,9,10,8,11,18,12,13,14,19,20,29,30,31,21,22,23,27,25,28,24,26,32/E:(2,3)(4,5)(21,22,23)(30,31)/CRV:26.5/rA:48cCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOFFFSHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d4s5;s6d7;s7;s8d11;s8;;;s15;;s17;s9s15s18;s10;s13d14;s14s16s17;s11;s23;d13;d23;s18;s19;s20;s20;s20;s12s14;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s27;s28;/rC:7.3686,6.0467,0;8.0131,5.2821,0;6.3831,5.8765,0;7.6687,4.3377,0;6.0387,4.9322,0;.8679,-.4977,0;0,1.0056,0;1.7371,0,0;6.6797,4.158,0;;.8679,1.5135,0;1.7358,1.0056,0;2.6038,-.4989,0;3.4735,1.0079,0;6.0833,1.5139,0;5.213,1.011,0;4.345,2.5133,0;5.2154,3.0162,0;6.0801,2.5139,0;-.8653,-.5013,0;3.4748,.0023,0;4.3394,1.5082,0;.8679,2.5135,0;.0019,3.0135,0;2.6037,-1.4989,0;1.7339,3.0135,0;4.0914,4.3575,0;7.8039,2.2122,0;-.364,-1.3666,0;-1.3666,.364,0;-1.7306,-1.0025,0;2.6012,1.5123,0;7.5399,6.5164,0;8.5054,5.3693,0;6.0625,6.2602,0;7.9909,3.9554,0;5.546,4.8471,0;.8677,-.9977,0;-.4337,1.2543,0;6.5755,1.6018,0;6.2549,1.0443,0;5.5352,.6287,0;4.8932,.6266,0;3.8523,2.4283,0;4.1748,2.9834,0;5.5374,3.3987,0;3.5989,4.271,0;7.9755,1.7426,0;

Duplicates CHEMBL5188082_t0;CHEMBL5188082_t1;CHEMBL5209453_t0;CHEMBL5209453_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188082_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188082_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188082_t0.sdf

Formula	C₂₀H₁₆F₃N₃O₅S
MW	467.42
InChIKey	NREZTCIGIZXTLB-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.4
logP	3.5219
PSA	151.56
MR	114.276
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-197.49341
PM7_Total_Energy_ev	-6278.15895
PM7_Electronic_Energy_ev	-47972.2133
PM7_Dipole_Debye	2.94979
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.837
PM7_LUMO_Energy_ev	-2.186
PM7_COSMO_Area_square_ang	411.06
PM7_COSMO_Volue_cubic_ang	481.04
PM7_Electron_Affinity_ev	2.186
PM7_Ionization_Energy_ev	9.837
PM7_Energy_Gap_ev	7.651
PM7_Global_Hardness_ev	3.8255
PM7_Global_Softness_ev	0.26140373807345446
PM7_Chemical_Potential_ev	-6.0115
PM7_Electronigativity_ev	6.0115
PM7_Back_Donation_Energy_ev	-0.956375
PM7_Electrophilicity_ev	4.7233214285714284
OPENEYE_Name	2-[(1~{R},3~{S},4~{S})-3,4-dihydroxy-4-phenyl-1-piperidyl]-8-nitro-6-(trifluoromethyl)-1,3-benzothiazin-4-one
SMILES	c1ccc(cc1)C2(CCN(CC2O)c3nc(=O)c4cc(cc(c4s3)[N+](=O)[O-])C(F)(F)F)O
Canonical_SMILES	O[C@H]1CN(CC[C@]1(O)c1ccccc1)c1nc(=O)c2c(s1)c(cc(c2)C(F)(F)F)[N](=O)O
InChI	1/C20H16F3N3O5S/c21-20(22,23)12-8-13-16(14(9-12)26(30)31)32-18(24-17(13)28)25-7-6-19(29,15(27)10-25)11-4-2-1-3-5-11/h1-5,8-9,15,27,29H,6-7,10H2
InChI_3D	1S/C20H17F3N3O5S/c21-20(22,23)12-8-13-16(14(9-12)26(30)31)32-18(24-17(13)28)25-7-6-19(29,15(27)10-25)11-4-2-1-3-5-11/h1-5,8-9,15,27,29H,6-7,10H2,(H,30,31)/t15-,19-/m0/s1
AuxInfo	1/0/N:1,2,3,4,5,15,16,6,7,17,9,10,8,11,18,12,13,14,19,20,29,30,31,21,22,23,27,25,28,24,26,32/E:(2,3)(4,5)(21,22,23)(30,31)/CRV:26.5/rA:48cCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOFFFSHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d4s5;s6d7;s7;s8d11;s8;;;s15;;s17;s9s15s18;s10;s13d14;s14s16s17;s11;s23;d13;d23;s18;s19;s20;s20;s20;s12s14;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s27;s28;/rC:7.3686,6.0467,0;8.0131,5.2821,0;6.3831,5.8765,0;7.6687,4.3377,0;6.0387,4.9322,0;.8679,-.4977,0;0,1.0056,0;1.7371,0,0;6.6797,4.158,0;;.8679,1.5135,0;1.7358,1.0056,0;2.6038,-.4989,0;3.4735,1.0079,0;6.0833,1.5139,0;5.213,1.011,0;4.345,2.5133,0;5.2154,3.0162,0;6.0801,2.5139,0;-.8653,-.5013,0;3.4748,.0023,0;4.3394,1.5082,0;.8679,2.5135,0;.0019,3.0135,0;2.6037,-1.4989,0;1.7339,3.0135,0;4.0914,4.3575,0;7.8039,2.2122,0;-.364,-1.3666,0;-1.3666,.364,0;-1.7306,-1.0025,0;2.6012,1.5123,0;7.5399,6.5164,0;8.5054,5.3693,0;6.0625,6.2602,0;7.9909,3.9554,0;5.546,4.8471,0;.8677,-.9977,0;-.4337,1.2543,0;6.5755,1.6018,0;6.2549,1.0443,0;5.5352,.6287,0;4.8932,.6266,0;3.8523,2.4283,0;4.1748,2.9834,0;5.5374,3.3987,0;3.5989,4.271,0;7.9755,1.7426,0;
Duplicates	CHEMBL5188082_t0;CHEMBL5188082_t1;CHEMBL5209453_t0;CHEMBL5209453_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188082_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188082_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188082_t0.sdf