CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05653 (5533)

Formula C₂₂H₂₂ClF₂NO₄

MW 437.87

InChIKey PNAWUIKCVQSLFG-DHDJHLBQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 5.67

logP 5.6963

PSA 86.63

MR 110.991

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -253.61576

PM7_Total_Energy_ev -5565.97434

PM7_Electronic_Energy_ev -43639.13964

PM7_Dipole_Debye 9.00424

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.632

PM7_LUMO_Energy_ev -1.197

PM7_COSMO_Area_square_ang 404.62

PM7_COSMO_Volue_cubic_ang 482.15

PM7_Electron_Affinity_ev 1.197

PM7_Ionization_Energy_ev 9.632

PM7_Energy_Gap_ev 8.435

PM7_Global_Hardness_ev 4.2175

PM7_Global_Softness_ev 0.23710729104919975

PM7_Chemical_Potential_ev -5.4145

PM7_Electronigativity_ev 5.4145

PM7_Back_Donation_Energy_ev -1.054375

PM7_Electrophilicity_ev 3.4756147302904563

OPENEYE_Name 4-[(8-chloro-7-hydroxy-1,1,4,4-tetramethyl-tetralin-6-carbonyl)amino]-2,6-difluoro-benzoic acid

SMILES c1c(c(c(c2c1C(CCC2(C)C)(C)C)Cl)O)C(=O)Nc3cc(c(c(c3)F)C(=O)O)F

Canonical_SMILES O=C(c1cc2c(c(c1O)Cl)C(C)(C)CCC2(C)C)Nc1cc(F)c(c(c1)F)C(=O)O

InChI 1/C22H22ClF2NO4/c1-21(2)5-6-22(3,4)16-12(21)9-11(18(27)17(16)23)19(28)26-10-7-13(24)15(20(29)30)14(25)8-10/h7-9,27H,5-6H2,1-4H3,(H,26,28)(H,29,30)/f/h26,29H

InChI_3D 1S/C22H22ClF2NO4/c1-21(2)5-6-22(3,4)16-12(21)9-11(18(27)17(16)23)19(28)26-10-7-13(24)15(20(29)30)14(25)8-10/h7-9,27H,5-6H2,1-4H3,(H,26,28)(H,29,30)

AuxInfo 1/1/N:19,20,21,22,15,16,2,3,1,8,4,6,10,11,5,7,12,9,13,14,17,18,30,28,29,23,26,24,25,27/E:(1,2)(3,4)(7,8)(13,14)(24,25)(29,30)/F:19,20,21,22,15,16,2,3,1,8,4,6,10,11,5,7,12,9,13,14,17,18,30,28,29,23,26,24,27,25/E:(1,2)(3,4)(7,8)(13,14)(24,25)/rA:52nCCCCCCCCCCCCCCCCCCCCCCNOOOOFFClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;s1;d6;d2s3;s4;s2d5;d3s5;s7d9;s4;s5;;s15;s6s15;s7s16;s17;s17;s18;s18;s8s13;d13;d14;s9;s14;s10;s11;s12;s1;s2;s3;s15;s15;s16;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s26;s27;/rC:.8679,-.4978,0;-2.5967,-1.5049,0;-1.7292,-3.0077,0;;-3.4642,-3.0076,0;1.7371,0,0;1.7358,1.0057,0;-1.7292,-2.0025,0;0,1.0057,0;-3.4642,-2.0024,0;-2.5968,-3.5153,0;.8679,1.5135,0;-.8653,-.5012,0;-4.3318,-3.505,0;3.4748,.0022,0;3.4735,1.0079,0;2.6038,-.4989,0;2.6012,1.5124,0;3.7279,-1.8401,0;1.9613,-1.2652,0;1.9555,2.276,0;3.724,2.8547,0;-.8639,-1.5012,0;-1.732,-.0025,0;-5.1963,-3.0024,0;-.8675,1.5032,0;-4.3347,-4.505,0;-4.3295,-1.5011,0;-2.5968,-4.5153,0;.8679,2.5135,0;.8677,-.9978,0;-2.5967,-1.0049,0;-1.2955,-3.2564,0;3.9672,.0892,0;3.6455,-.4677,0;3.6445,1.4777,0;3.966,.9214,0;4.1111,-1.519,0;3.3447,-2.1613,0;4.0491,-2.2233,0;1.5781,-.9439,0;2.3444,-1.5864,0;1.64,-1.6483,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;3.3405,3.1755,0;4.1075,2.5339,0;4.0448,3.2382,0;-.4305,-1.7506,0;-1.2998,1.2519,0;-4.7685,-4.7537,0;

Duplicates DB05653

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05653.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05653.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05653.sdf

Formula	C₂₂H₂₂ClF₂NO₄
MW	437.87
InChIKey	PNAWUIKCVQSLFG-DHDJHLBQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	5.67
logP	5.6963
PSA	86.63
MR	110.991
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-253.61576
PM7_Total_Energy_ev	-5565.97434
PM7_Electronic_Energy_ev	-43639.13964
PM7_Dipole_Debye	9.00424
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.632
PM7_LUMO_Energy_ev	-1.197
PM7_COSMO_Area_square_ang	404.62
PM7_COSMO_Volue_cubic_ang	482.15
PM7_Electron_Affinity_ev	1.197
PM7_Ionization_Energy_ev	9.632
PM7_Energy_Gap_ev	8.435
PM7_Global_Hardness_ev	4.2175
PM7_Global_Softness_ev	0.23710729104919975
PM7_Chemical_Potential_ev	-5.4145
PM7_Electronigativity_ev	5.4145
PM7_Back_Donation_Energy_ev	-1.054375
PM7_Electrophilicity_ev	3.4756147302904563
OPENEYE_Name	4-[(8-chloro-7-hydroxy-1,1,4,4-tetramethyl-tetralin-6-carbonyl)amino]-2,6-difluoro-benzoic acid
SMILES	c1c(c(c(c2c1C(CCC2(C)C)(C)C)Cl)O)C(=O)Nc3cc(c(c(c3)F)C(=O)O)F
Canonical_SMILES	O=C(c1cc2c(c(c1O)Cl)C(C)(C)CCC2(C)C)Nc1cc(F)c(c(c1)F)C(=O)O
InChI	1/C22H22ClF2NO4/c1-21(2)5-6-22(3,4)16-12(21)9-11(18(27)17(16)23)19(28)26-10-7-13(24)15(20(29)30)14(25)8-10/h7-9,27H,5-6H2,1-4H3,(H,26,28)(H,29,30)/f/h26,29H
InChI_3D	1S/C22H22ClF2NO4/c1-21(2)5-6-22(3,4)16-12(21)9-11(18(27)17(16)23)19(28)26-10-7-13(24)15(20(29)30)14(25)8-10/h7-9,27H,5-6H2,1-4H3,(H,26,28)(H,29,30)
AuxInfo	1/1/N:19,20,21,22,15,16,2,3,1,8,4,6,10,11,5,7,12,9,13,14,17,18,30,28,29,23,26,24,25,27/E:(1,2)(3,4)(7,8)(13,14)(24,25)(29,30)/F:19,20,21,22,15,16,2,3,1,8,4,6,10,11,5,7,12,9,13,14,17,18,30,28,29,23,26,24,27,25/E:(1,2)(3,4)(7,8)(13,14)(24,25)/rA:52nCCCCCCCCCCCCCCCCCCCCCCNOOOOFFClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;s1;d6;d2s3;s4;s2d5;d3s5;s7d9;s4;s5;;s15;s6s15;s7s16;s17;s17;s18;s18;s8s13;d13;d14;s9;s14;s10;s11;s12;s1;s2;s3;s15;s15;s16;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s26;s27;/rC:.8679,-.4978,0;-2.5967,-1.5049,0;-1.7292,-3.0077,0;;-3.4642,-3.0076,0;1.7371,0,0;1.7358,1.0057,0;-1.7292,-2.0025,0;0,1.0057,0;-3.4642,-2.0024,0;-2.5968,-3.5153,0;.8679,1.5135,0;-.8653,-.5012,0;-4.3318,-3.505,0;3.4748,.0022,0;3.4735,1.0079,0;2.6038,-.4989,0;2.6012,1.5124,0;3.7279,-1.8401,0;1.9613,-1.2652,0;1.9555,2.276,0;3.724,2.8547,0;-.8639,-1.5012,0;-1.732,-.0025,0;-5.1963,-3.0024,0;-.8675,1.5032,0;-4.3347,-4.505,0;-4.3295,-1.5011,0;-2.5968,-4.5153,0;.8679,2.5135,0;.8677,-.9978,0;-2.5967,-1.0049,0;-1.2955,-3.2564,0;3.9672,.0892,0;3.6455,-.4677,0;3.6445,1.4777,0;3.966,.9214,0;4.1111,-1.519,0;3.3447,-2.1613,0;4.0491,-2.2233,0;1.5781,-.9439,0;2.3444,-1.5864,0;1.64,-1.6483,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;3.3405,3.1755,0;4.1075,2.5339,0;4.0448,3.2382,0;-.4305,-1.7506,0;-1.2998,1.2519,0;-4.7685,-4.7537,0;
Duplicates	DB05653
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05653.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05653.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05653.sdf