CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06578 (5925)

Formula C₂₀H₁₉ClFNO₄

MW 391.83

InChIKey XLIIRNOPGJTBJD-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.26

logP 4.0756

PSA 75.63

MR 99.0865

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.5617

PM7_Total_Energy_ev -4813.50244

PM7_Electronic_Energy_ev -36809.11894

PM7_Dipole_Debye 7.154

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.614

PM7_LUMO_Energy_ev -0.926

PM7_COSMO_Area_square_ang 381.58

PM7_COSMO_Volue_cubic_ang 442.26

PM7_Electron_Affinity_ev 0.926

PM7_Ionization_Energy_ev 9.614

PM7_Energy_Gap_ev 8.688

PM7_Global_Hardness_ev 4.344

PM7_Global_Softness_ev 0.2302025782688766

PM7_Chemical_Potential_ev -5.27

PM7_Electronigativity_ev 5.27

PM7_Back_Donation_Energy_ev -1.086

PM7_Electrophilicity_ev 3.1966965930018416

OPENEYE_Name ~{N}-[(3~{S},4~{S})-6-acetyl-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-chloro-4-fluoro-benzamide

SMILES c1cc2c(cc1C(=O)C)C(C(C(O2)(C)C)O)NC(=O)c3ccc(c(c3)Cl)F

Canonical_SMILES O=C(c1ccc(c(c1)Cl)F)N[C@H]1c2cc(ccc2OC([C@H]1O)(C)C)C(=O)C

InChI 1/C20H19ClFNO4/c1-10(24)11-5-7-16-13(8-11)17(18(25)20(2,3)27-16)23-19(26)12-4-6-15(22)14(21)9-12/h4-9,17-18,25H,1-3H3,(H,23,26)/f/h23H

InChI_3D 1S/C20H19ClFNO4/c1-10(24)11-5-7-16-13(8-11)17(18(25)20(2,3)27-16)23-19(26)12-4-6-15(22)14(21)9-12/h4-9,17-18,25H,1-3H3,(H,23,26)/t17-,18-/m0/s1

AuxInfo 1/1/N:18,19,20,2,1,4,3,5,6,13,7,8,9,12,11,10,15,16,14,17,27,26,21,22,25,23,24/E:(2,3)/F:m/E:m/rA:46cCCCCCCCCCCCCCCCCCCCCNOOOOFClHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s5;s3d9;s4;s6d11;s7;s8;s9;s15;s16;s13;s17;s17;s14s15;d13;d14;s10s17;s16;s11;s12;s1;s2;s3;s4;s5;s6;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s25;/rC:0,1.0057,0;3.6749,-4.4932,0;.868,1.5138,0;4.3119,-5.2641,0;.868,-.4978,0;5.0093,-3.3841,0;;4.0185,-3.554,0;1.736,-.0012,0;1.7374,1.0057,0;5.3026,-5.0941,0;5.6563,-4.1533,0;-.8653,-.5013,0;3.3782,-2.786,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-.8639,-1.5013,0;3.8219,1.9422,0;5.2002,.6961,0;3.7232,-1.8474,0;-1.732,-.0025,0;2.3928,-2.9565,0;2.6052,1.5109,0;4.4613,.1679,0;5.9396,-5.865,0;6.6419,-3.9842,0;-.4338,1.2544,0;3.1821,-4.5777,0;.8678,2.0138,0;4.138,-5.7329,0;.8677,-.9978,0;5.1811,-2.9145,0;2.2803,-.8855,0;3.6456,-.474,0;-.3639,-1.5005,0;-1.3639,-1.502,0;-.8631,-2.0013,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;4.2159,-1.7621,0;4.7818,-.2159,0;

Duplicates DB06578

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06578.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06578.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06578.sdf

Formula	C₂₀H₁₉ClFNO₄
MW	391.83
InChIKey	XLIIRNOPGJTBJD-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.26
logP	4.0756
PSA	75.63
MR	99.0865
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.5617
PM7_Total_Energy_ev	-4813.50244
PM7_Electronic_Energy_ev	-36809.11894
PM7_Dipole_Debye	7.154
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.614
PM7_LUMO_Energy_ev	-0.926
PM7_COSMO_Area_square_ang	381.58
PM7_COSMO_Volue_cubic_ang	442.26
PM7_Electron_Affinity_ev	0.926
PM7_Ionization_Energy_ev	9.614
PM7_Energy_Gap_ev	8.688
PM7_Global_Hardness_ev	4.344
PM7_Global_Softness_ev	0.2302025782688766
PM7_Chemical_Potential_ev	-5.27
PM7_Electronigativity_ev	5.27
PM7_Back_Donation_Energy_ev	-1.086
PM7_Electrophilicity_ev	3.1966965930018416
OPENEYE_Name	~{N}-[(3~{S},4~{S})-6-acetyl-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-chloro-4-fluoro-benzamide
SMILES	c1cc2c(cc1C(=O)C)C(C(C(O2)(C)C)O)NC(=O)c3ccc(c(c3)Cl)F
Canonical_SMILES	O=C(c1ccc(c(c1)Cl)F)N[C@H]1c2cc(ccc2OC([C@H]1O)(C)C)C(=O)C
InChI	1/C20H19ClFNO4/c1-10(24)11-5-7-16-13(8-11)17(18(25)20(2,3)27-16)23-19(26)12-4-6-15(22)14(21)9-12/h4-9,17-18,25H,1-3H3,(H,23,26)/f/h23H
InChI_3D	1S/C20H19ClFNO4/c1-10(24)11-5-7-16-13(8-11)17(18(25)20(2,3)27-16)23-19(26)12-4-6-15(22)14(21)9-12/h4-9,17-18,25H,1-3H3,(H,23,26)/t17-,18-/m0/s1
AuxInfo	1/1/N:18,19,20,2,1,4,3,5,6,13,7,8,9,12,11,10,15,16,14,17,27,26,21,22,25,23,24/E:(2,3)/F:m/E:m/rA:46cCCCCCCCCCCCCCCCCCCCCNOOOOFClHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s5;s3d9;s4;s6d11;s7;s8;s9;s15;s16;s13;s17;s17;s14s15;d13;d14;s10s17;s16;s11;s12;s1;s2;s3;s4;s5;s6;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s25;/rC:0,1.0057,0;3.6749,-4.4932,0;.868,1.5138,0;4.3119,-5.2641,0;.868,-.4978,0;5.0093,-3.3841,0;;4.0185,-3.554,0;1.736,-.0012,0;1.7374,1.0057,0;5.3026,-5.0941,0;5.6563,-4.1533,0;-.8653,-.5013,0;3.3782,-2.786,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-.8639,-1.5013,0;3.8219,1.9422,0;5.2002,.6961,0;3.7232,-1.8474,0;-1.732,-.0025,0;2.3928,-2.9565,0;2.6052,1.5109,0;4.4613,.1679,0;5.9396,-5.865,0;6.6419,-3.9842,0;-.4338,1.2544,0;3.1821,-4.5777,0;.8678,2.0138,0;4.138,-5.7329,0;.8677,-.9978,0;5.1811,-2.9145,0;2.2803,-.8855,0;3.6456,-.474,0;-.3639,-1.5005,0;-1.3639,-1.502,0;-.8631,-2.0013,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;4.2159,-1.7621,0;4.7818,-.2159,0;
Duplicates	DB06578
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06578.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06578.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06578.sdf