CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08277 (7855)

Formula C₂₁H₂₇ClFNO₄S

MW 443.96

InChIKey ULLPKOZNMAWTIP-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.68

logP 5.2163

PSA 80.85

MR 110.9

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -224.09017

PM7_Total_Energy_ev -5221.6835

PM7_Electronic_Energy_ev -46364.40015

PM7_Dipole_Debye 6.2038

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.486

PM7_LUMO_Energy_ev -0.754

PM7_COSMO_Area_square_ang 386.2

PM7_COSMO_Volue_cubic_ang 504.22

PM7_Electron_Affinity_ev 0.754

PM7_Ionization_Energy_ev 9.486

PM7_Energy_Gap_ev 8.732

PM7_Global_Hardness_ev 4.366

PM7_Global_Softness_ev 0.22904260192395787

PM7_Chemical_Potential_ev -5.12

PM7_Electronigativity_ev 5.12

PM7_Back_Donation_Energy_ev -1.0915

PM7_Electrophilicity_ev 3.0021071919377005

OPENEYE_Name 2-(2-chloro-4-fluoro-phenoxy)-2-methyl-~{N}-[(1~{R},3~{S})-5-methylsulfonyl-2-adamantyl]propanamide

SMILES c1cc(cc(c1OC(C(=O)NC2C3CC4CC2CC(C4)(C3)S(=O)(=O)C)(C)C)Cl)F

Canonical_SMILES Fc1ccc(c(c1)Cl)OC(C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@](C2)(C3)S(=O)(=O)C)(C)C

InChI 1/C21H27ClFNO4S/c1-20(2,28-17-5-4-15(23)8-16(17)22)19(25)24-18-13-6-12-7-14(18)11-21(9-12,10-13)29(3,26)27/h4-5,8,12-14,18H,6-7,9-11H2,1-3H3,(H,24,25)/f/h24H

InChI_3D 1S/C21H27ClFNO4S/c1-20(2,28-17-5-4-15(23)8-16(17)22)19(25)24-18-13-6-12-7-14(18)11-21(9-12,10-13)29(3,26)27/h4-5,8,12-14,18H,6-7,9-11H2,1-3H3,(H,24,25)/t12-,13-,14+,18-,21-

AuxInfo 1/1/N:18,19,20,2,1,8,9,3,10,11,12,13,14,15,5,6,4,16,7,21,17,29,27,22,23,24,25,26,28/E:(1,2)(6,7)(10,11)(13,14)(26,27)/F:m/E:m/CRV:29.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNOOOOFSClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;;;;;s8s9s10;s8s11;s9s12;s14s15;s10s11s12;;;;s7s18s19;s7s16;d7;;;s4s21;s5;s17s20d24d25;s6;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;/rC:2.509,6.7439,0;1.8014,7.4506,0;3.0241,8.6818,0;3.479,7.0075,0;2.0541,8.4182,0;3.7415,7.9777,0;4.2006,3.8386,0;2.0572,-.0972,0;1.0593,1.4236,0;;1.787,.5617,0;.8413,1.9596,0;1.0628,.2973,0;2.775,.8067,0;1.7946,2.2928,0;2.7828,1.8886,0;.8471,.9032,0;5.4249,4.5464,0;3.4928,5.0629,0;-1.7129,1.9077,0;4.4589,4.8046,0;3.2348,3.5792,0;4.9081,3.1319,0;-.4167,2.4733,0;-1.1473,.6115,0;4.7171,5.7707,0;1.3435,9.1218,0;-.782,1.5424,0;4.7065,8.2399,0;2.3806,6.2607,0;1.3189,7.3195,0;3.1504,9.1655,0;2.4773,-.3684,0;1.8283,-.5417,0;.5804,1.2798,0;.7852,1.8418,0;-.0346,-.4988,0;-.4583,.1999,0;2.0566,.1406,0;1.4746,.1713,0;.3446,1.9019,0;.7293,2.4469,0;1.0366,-.202,0;3.2465,.6403,0;1.8076,2.7926,0;3.2783,1.8217,0;5.2958,4.0633,0;5.5541,5.0294,0;5.908,4.4172,0;3.6219,5.546,0;3.3637,4.5799,0;3.0098,5.1921,0;-1.5302,2.3732,0;-1.8955,1.4423,0;-2.1783,2.0904,0;2.881,3.9326,0;

Duplicates DB08277

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08277.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08277.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08277.sdf

Formula	C₂₁H₂₇ClFNO₄S
MW	443.96
InChIKey	ULLPKOZNMAWTIP-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.68
logP	5.2163
PSA	80.85
MR	110.9
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-224.09017
PM7_Total_Energy_ev	-5221.6835
PM7_Electronic_Energy_ev	-46364.40015
PM7_Dipole_Debye	6.2038
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.486
PM7_LUMO_Energy_ev	-0.754
PM7_COSMO_Area_square_ang	386.2
PM7_COSMO_Volue_cubic_ang	504.22
PM7_Electron_Affinity_ev	0.754
PM7_Ionization_Energy_ev	9.486
PM7_Energy_Gap_ev	8.732
PM7_Global_Hardness_ev	4.366
PM7_Global_Softness_ev	0.22904260192395787
PM7_Chemical_Potential_ev	-5.12
PM7_Electronigativity_ev	5.12
PM7_Back_Donation_Energy_ev	-1.0915
PM7_Electrophilicity_ev	3.0021071919377005
OPENEYE_Name	2-(2-chloro-4-fluoro-phenoxy)-2-methyl-~{N}-[(1~{R},3~{S})-5-methylsulfonyl-2-adamantyl]propanamide
SMILES	c1cc(cc(c1OC(C(=O)NC2C3CC4CC2CC(C4)(C3)S(=O)(=O)C)(C)C)Cl)F
Canonical_SMILES	Fc1ccc(c(c1)Cl)OC(C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@](C2)(C3)S(=O)(=O)C)(C)C
InChI	1/C21H27ClFNO4S/c1-20(2,28-17-5-4-15(23)8-16(17)22)19(25)24-18-13-6-12-7-14(18)11-21(9-12,10-13)29(3,26)27/h4-5,8,12-14,18H,6-7,9-11H2,1-3H3,(H,24,25)/f/h24H
InChI_3D	1S/C21H27ClFNO4S/c1-20(2,28-17-5-4-15(23)8-16(17)22)19(25)24-18-13-6-12-7-14(18)11-21(9-12,10-13)29(3,26)27/h4-5,8,12-14,18H,6-7,9-11H2,1-3H3,(H,24,25)/t12-,13-,14+,18-,21-
AuxInfo	1/1/N:18,19,20,2,1,8,9,3,10,11,12,13,14,15,5,6,4,16,7,21,17,29,27,22,23,24,25,26,28/E:(1,2)(6,7)(10,11)(13,14)(26,27)/F:m/E:m/CRV:29.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNOOOOFSClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;;;;;s8s9s10;s8s11;s9s12;s14s15;s10s11s12;;;;s7s18s19;s7s16;d7;;;s4s21;s5;s17s20d24d25;s6;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;/rC:2.509,6.7439,0;1.8014,7.4506,0;3.0241,8.6818,0;3.479,7.0075,0;2.0541,8.4182,0;3.7415,7.9777,0;4.2006,3.8386,0;2.0572,-.0972,0;1.0593,1.4236,0;;1.787,.5617,0;.8413,1.9596,0;1.0628,.2973,0;2.775,.8067,0;1.7946,2.2928,0;2.7828,1.8886,0;.8471,.9032,0;5.4249,4.5464,0;3.4928,5.0629,0;-1.7129,1.9077,0;4.4589,4.8046,0;3.2348,3.5792,0;4.9081,3.1319,0;-.4167,2.4733,0;-1.1473,.6115,0;4.7171,5.7707,0;1.3435,9.1218,0;-.782,1.5424,0;4.7065,8.2399,0;2.3806,6.2607,0;1.3189,7.3195,0;3.1504,9.1655,0;2.4773,-.3684,0;1.8283,-.5417,0;.5804,1.2798,0;.7852,1.8418,0;-.0346,-.4988,0;-.4583,.1999,0;2.0566,.1406,0;1.4746,.1713,0;.3446,1.9019,0;.7293,2.4469,0;1.0366,-.202,0;3.2465,.6403,0;1.8076,2.7926,0;3.2783,1.8217,0;5.2958,4.0633,0;5.5541,5.0294,0;5.908,4.4172,0;3.6219,5.546,0;3.3637,4.5799,0;3.0098,5.1921,0;-1.5302,2.3732,0;-1.8955,1.4423,0;-2.1783,2.0904,0;2.881,3.9326,0;
Duplicates	DB08277
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08277.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08277.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08277.sdf