CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195405_t0 (2538119)

Formula C₂₀H₁₅F₄N₃O₄S

MW 469.42

InChIKey MDDUBMJEMZCOTJ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.29

logP 4.557

PSA 131.33

MR 113.189

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -201.02265

PM7_Total_Energy_ev -6435.03025

PM7_Electronic_Energy_ev -47204.24305

PM7_Dipole_Debye 3.40542

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.859

PM7_LUMO_Energy_ev -2.222

PM7_COSMO_Area_square_ang 412.18

PM7_COSMO_Volue_cubic_ang 477.53

PM7_Electron_Affinity_ev 2.222

PM7_Ionization_Energy_ev 9.859

PM7_Energy_Gap_ev 7.637

PM7_Global_Hardness_ev 3.8185

PM7_Global_Softness_ev 0.261882938326568

PM7_Chemical_Potential_ev -6.0405

PM7_Electronigativity_ev 6.0405

PM7_Back_Donation_Energy_ev -0.954625

PM7_Electrophilicity_ev 4.777745220636375

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

SMILES c1cc(ccc1C2CCN(CC2O)c3nc(=O)c4cc(cc(c4s3)[N+](=O)[O-])C(F)(F)F)F

Canonical_SMILES O[C@@H]1CN(CC[C@H]1c1ccc(cc1)F)c1nc(=O)c2c(s1)c(cc(c2)C(F)(F)F)[N](=O)O

InChI 1/C20H15F4N3O4S/c21-12-3-1-10(2-4-12)13-5-6-26(9-16(13)28)19-25-18(29)14-7-11(20(22,23)24)8-15(27(30)31)17(14)32-19/h1-4,7-8,13,16,28H,5-6,9H2

InChI_3D 1S/C20H16F4N3O4S/c21-12-3-1-10(2-4-12)13-5-6-26(9-16(13)28)19-25-18(29)14-7-11(20(22,23)24)8-15(27(30)31)17(14)32-19/h1-4,7-8,13,16,28H,5-6,9H2,(H,30,31)/t13-,16+/m0/s1

AuxInfo 1/0/N:1,2,3,4,15,16,5,6,17,8,9,11,18,7,10,19,12,13,14,20,28,29,30,31,21,22,23,27,25,24,26,32/E:(1,2)(3,4)(22,23,24)(30,31)/CRV:27.5/rA:47cCCCCCCCCCCCCCCCCCCCCNNN+O-OOOFFFFSHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s1d2;s5d6;s6;s3d4;s7d10;s7;;;s15;;s8s15;s17s18;s9;s13d14;s14s16s17;s10;s23;d13;d23;s19;s11;s20;s20;s20;s12s14;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s19;s27;/rC:6.0352,4.9226,0;7.6652,4.3281,0;6.3796,5.867,0;8.0096,5.2725,0;.8679,-.4977,0;0,1.0056,0;1.7371,0,0;6.6797,4.158,0;;.8679,1.5135,0;7.3686,6.0467,0;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;6.0801,2.5139,0;5.2154,3.0162,0;-.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;7.7112,6.9862,0;-.364,-1.3666,0;-1.3666,.364,0;-1.7306,-1.0025,0;2.6012,1.5123,0;5.5429,4.8354,0;7.9858,3.9444,0;6.0573,6.2492,0;8.5023,5.3575,0;.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;6.5726,2.4277,0;5.5374,3.3987,0;3.5989,4.271,0;

Duplicates CHEMBL5195405_t0;CHEMBL5195405_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195405_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195405_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195405_t0.sdf

Formula	C₂₀H₁₅F₄N₃O₄S
MW	469.42
InChIKey	MDDUBMJEMZCOTJ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.29
logP	4.557
PSA	131.33
MR	113.189
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-201.02265
PM7_Total_Energy_ev	-6435.03025
PM7_Electronic_Energy_ev	-47204.24305
PM7_Dipole_Debye	3.40542
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.859
PM7_LUMO_Energy_ev	-2.222
PM7_COSMO_Area_square_ang	412.18
PM7_COSMO_Volue_cubic_ang	477.53
PM7_Electron_Affinity_ev	2.222
PM7_Ionization_Energy_ev	9.859
PM7_Energy_Gap_ev	7.637
PM7_Global_Hardness_ev	3.8185
PM7_Global_Softness_ev	0.261882938326568
PM7_Chemical_Potential_ev	-6.0405
PM7_Electronigativity_ev	6.0405
PM7_Back_Donation_Energy_ev	-0.954625
PM7_Electrophilicity_ev	4.777745220636375
OPENEYE_Name	2-[(3~{S},4~{S})-4-(4-fluorophenyl)-3-hydroxy-1-piperidyl]-8-nitro-6-(trifluoromethyl)-1,3-benzothiazin-4-one
SMILES	c1cc(ccc1C2CCN(CC2O)c3nc(=O)c4cc(cc(c4s3)[N+](=O)[O-])C(F)(F)F)F
Canonical_SMILES	O[C@@H]1CN(CC[C@H]1c1ccc(cc1)F)c1nc(=O)c2c(s1)c(cc(c2)C(F)(F)F)[N](=O)O
InChI	1/C20H15F4N3O4S/c21-12-3-1-10(2-4-12)13-5-6-26(9-16(13)28)19-25-18(29)14-7-11(20(22,23)24)8-15(27(30)31)17(14)32-19/h1-4,7-8,13,16,28H,5-6,9H2
InChI_3D	1S/C20H16F4N3O4S/c21-12-3-1-10(2-4-12)13-5-6-26(9-16(13)28)19-25-18(29)14-7-11(20(22,23)24)8-15(27(30)31)17(14)32-19/h1-4,7-8,13,16,28H,5-6,9H2,(H,30,31)/t13-,16+/m0/s1
AuxInfo	1/0/N:1,2,3,4,15,16,5,6,17,8,9,11,18,7,10,19,12,13,14,20,28,29,30,31,21,22,23,27,25,24,26,32/E:(1,2)(3,4)(22,23,24)(30,31)/CRV:27.5/rA:47cCCCCCCCCCCCCCCCCCCCCNNN+O-OOOFFFFSHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s1d2;s5d6;s6;s3d4;s7d10;s7;;;s15;;s8s15;s17s18;s9;s13d14;s14s16s17;s10;s23;d13;d23;s19;s11;s20;s20;s20;s12s14;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s19;s27;/rC:6.0352,4.9226,0;7.6652,4.3281,0;6.3796,5.867,0;8.0096,5.2725,0;.8679,-.4977,0;0,1.0056,0;1.7371,0,0;6.6797,4.158,0;;.8679,1.5135,0;7.3686,6.0467,0;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;6.0801,2.5139,0;5.2154,3.0162,0;-.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;7.7112,6.9862,0;-.364,-1.3666,0;-1.3666,.364,0;-1.7306,-1.0025,0;2.6012,1.5123,0;5.5429,4.8354,0;7.9858,3.9444,0;6.0573,6.2492,0;8.5023,5.3575,0;.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;6.5726,2.4277,0;5.5374,3.3987,0;3.5989,4.271,0;
Duplicates	CHEMBL5195405_t0;CHEMBL5195405_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195405_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195405_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195405_t0.sdf