CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07754 (7236)

Formula C₁₆H₁₉FN₂O₇S

MW 402.4

InChIKey IDTMSHGCAZPVLC-PERFBHDMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 46

Rotat_Bonds 16

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.92

logP 1.9111

PSA 178.33

MR 93.7278

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -329.62863

PM7_Total_Energy_ev -5305.06731

PM7_Electronic_Energy_ev -37318.25431

PM7_Dipole_Debye 3.03344

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.922

PM7_LUMO_Energy_ev -0.477

PM7_COSMO_Area_square_ang 405.02

PM7_COSMO_Volue_cubic_ang 448.84

PM7_Electron_Affinity_ev 0.477

PM7_Ionization_Energy_ev 8.922

PM7_Energy_Gap_ev 8.445

PM7_Global_Hardness_ev 4.2225

PM7_Global_Softness_ev 0.23682652457075193

PM7_Chemical_Potential_ev -4.6995

PM7_Electronigativity_ev 4.6995

PM7_Back_Donation_Energy_ev -1.055625

PM7_Electrophilicity_ev 2.6151924511545293

OPENEYE_Name (2~{S})-2-[[(1~{R})-1-carboxy-2-[(4-fluorophenyl)methylsulfanyl]ethyl]carbamoylamino]pentanedioic acid

SMILES c1cc(ccc1CSCC(C(=O)O)NC(=O)NC(C(=O)O)CCC(=O)O)F

Canonical_SMILES OC(=O)[C@@H](NC(=O)N[C@H](C(=O)O)CCC(=O)O)CSCc1ccc(cc1)F

InChI 1/C16H19FN2O7S/c17-10-3-1-9(2-4-10)7-27-8-12(15(24)25)19-16(26)18-11(14(22)23)5-6-13(20)21/h1-4,11-12H,5-8H2,(H,20,21)(H,22,23)(H,24,25)(H2,18,19,26)/f/h18-20,22,24H

InChI_3D 1S/C16H19FN2O7S/c17-10-3-1-9(2-4-10)7-27-8-12(15(24)25)19-16(26)18-11(14(22)23)5-6-13(20)21/h1-4,11-12H,5-8H2,(H,20,21)(H,22,23)(H,24,25)(H2,18,19,26)/t11-,12-/m0/s1

AuxInfo 1/1/N:1,2,3,4,13,12,11,14,5,6,15,16,7,8,9,10,26,17,18,19,23,20,24,21,25,22,27/E:(1,2)(3,4)(20,21)(22,23)(24,25)/F:1,2,3,4,13,12,11,14,5,6,15,16,7,8,9,10,26,17,18,23,19,24,20,25,21,22,27/E:(1,2)(3,4)/rA:46cCCCCCCCCCCCCCCCCNNOOOOOOOFSHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;s5;s7;s12;;s8s13;s9s14;s10s15;s10s16;d7;d8;d9;d10;s7;s8;s9;s6;s11s14;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s23;s24;s25;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;4.5,.3301,0;3.866,-2.7679,0;-1,-4,0;1.5,-3.134,0;0,-1,0;4,-.5359,0;3.5,-1.4019,0;0,-3,0;3,-2.2679,0;0,-4,0;2.5,-3.134,0;1,-4,0;4,1.1962,0;3.866,-3.7679,0;-1.5,-3.134,0;1,-2.2679,0;5.5,.3301,0;4.7321,-2.2679,0;-1.5,-4.866,0;0,3.0104,0;0,-2,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.5,-1,0;-.5,-1,0;4.433,-.7859,0;3.567,-.2859,0;3.933,-1.6519,0;3.067,-1.1519,0;-.5,-3,0;.5,-3,0;2.567,-2.0179,0;0,-4.5,0;2.75,-3.567,0;1.25,-4.433,0;5.75,.7631,0;5.1651,-2.5179,0;-1.25,-5.299,0;

Duplicates DB07754;DB14772

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07754.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07754.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07754.sdf

Formula	C₁₆H₁₉FN₂O₇S
MW	402.4
InChIKey	IDTMSHGCAZPVLC-PERFBHDMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	46
Rotat_Bonds	16
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.92
logP	1.9111
PSA	178.33
MR	93.7278
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-329.62863
PM7_Total_Energy_ev	-5305.06731
PM7_Electronic_Energy_ev	-37318.25431
PM7_Dipole_Debye	3.03344
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.922
PM7_LUMO_Energy_ev	-0.477
PM7_COSMO_Area_square_ang	405.02
PM7_COSMO_Volue_cubic_ang	448.84
PM7_Electron_Affinity_ev	0.477
PM7_Ionization_Energy_ev	8.922
PM7_Energy_Gap_ev	8.445
PM7_Global_Hardness_ev	4.2225
PM7_Global_Softness_ev	0.23682652457075193
PM7_Chemical_Potential_ev	-4.6995
PM7_Electronigativity_ev	4.6995
PM7_Back_Donation_Energy_ev	-1.055625
PM7_Electrophilicity_ev	2.6151924511545293
OPENEYE_Name	(2~{S})-2-[[(1~{R})-1-carboxy-2-[(4-fluorophenyl)methylsulfanyl]ethyl]carbamoylamino]pentanedioic acid
SMILES	c1cc(ccc1CSCC(C(=O)O)NC(=O)NC(C(=O)O)CCC(=O)O)F
Canonical_SMILES	OC(=O)[C@@H](NC(=O)N[C@H](C(=O)O)CCC(=O)O)CSCc1ccc(cc1)F
InChI	1/C16H19FN2O7S/c17-10-3-1-9(2-4-10)7-27-8-12(15(24)25)19-16(26)18-11(14(22)23)5-6-13(20)21/h1-4,11-12H,5-8H2,(H,20,21)(H,22,23)(H,24,25)(H2,18,19,26)/f/h18-20,22,24H
InChI_3D	1S/C16H19FN2O7S/c17-10-3-1-9(2-4-10)7-27-8-12(15(24)25)19-16(26)18-11(14(22)23)5-6-13(20)21/h1-4,11-12H,5-8H2,(H,20,21)(H,22,23)(H,24,25)(H2,18,19,26)/t11-,12-/m0/s1
AuxInfo	1/1/N:1,2,3,4,13,12,11,14,5,6,15,16,7,8,9,10,26,17,18,19,23,20,24,21,25,22,27/E:(1,2)(3,4)(20,21)(22,23)(24,25)/F:1,2,3,4,13,12,11,14,5,6,15,16,7,8,9,10,26,17,18,23,19,24,20,25,21,22,27/E:(1,2)(3,4)/rA:46cCCCCCCCCCCCCCCCCNNOOOOOOOFSHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;s5;s7;s12;;s8s13;s9s14;s10s15;s10s16;d7;d8;d9;d10;s7;s8;s9;s6;s11s14;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s23;s24;s25;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;4.5,.3301,0;3.866,-2.7679,0;-1,-4,0;1.5,-3.134,0;0,-1,0;4,-.5359,0;3.5,-1.4019,0;0,-3,0;3,-2.2679,0;0,-4,0;2.5,-3.134,0;1,-4,0;4,1.1962,0;3.866,-3.7679,0;-1.5,-3.134,0;1,-2.2679,0;5.5,.3301,0;4.7321,-2.2679,0;-1.5,-4.866,0;0,3.0104,0;0,-2,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.5,-1,0;-.5,-1,0;4.433,-.7859,0;3.567,-.2859,0;3.933,-1.6519,0;3.067,-1.1519,0;-.5,-3,0;.5,-3,0;2.567,-2.0179,0;0,-4.5,0;2.75,-3.567,0;1.25,-4.433,0;5.75,.7631,0;5.1651,-2.5179,0;-1.25,-5.299,0;
Duplicates	DB07754;DB14772
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07754.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07754.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07754.sdf