CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08401 (8002)

Formula C₁₆H₁₈N₂O₉

MW 382.33

InChIKey LDNKNKRRFZRLIG-MVCJNROXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 45

Rotat_Bonds 16

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 11

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -1.14

logP 0.3477

PSA 171.82

MR 89.2841

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -318.14442

PM7_Total_Energy_ev -5237.43082

PM7_Electronic_Energy_ev -39923.25728

PM7_Dipole_Debye 3.69476

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.5

PM7_LUMO_Energy_ev -0.418

PM7_COSMO_Area_square_ang 360.26

PM7_COSMO_Volue_cubic_ang 428.62

PM7_Electron_Affinity_ev 0.418

PM7_Ionization_Energy_ev 9.5

PM7_Energy_Gap_ev 9.082

PM7_Global_Hardness_ev 4.541

PM7_Global_Softness_ev 0.22021581149526537

PM7_Chemical_Potential_ev -4.959

PM7_Electronigativity_ev 4.959

PM7_Back_Donation_Energy_ev -1.13525

PM7_Electrophilicity_ev 2.7077384937238493

OPENEYE_Name (2~{E})-2-[(2~{S})-2-carboxy-2-[(2-phenoxyacetyl)amino]ethoxy]iminopentanedioic acid

SMILES c1ccc(cc1)OCC(=O)NC(C(=O)O)CON=C(C(=O)O)CCC(=O)O

Canonical_SMILES OC(=O)[C@@H](NC(=O)COc1ccccc1)CO/N=C(/C(=O)O)CCC(=O)O

InChI 1/C16H18N2O9/c19-13(9-26-10-4-2-1-3-5-10)17-12(16(24)25)8-27-18-11(15(22)23)6-7-14(20)21/h1-5,12H,6-9H2,(H,17,19)(H,20,21)(H,22,23)(H,24,25)/f/h17,20,22,24H

InChI_3D 1S/C16H18N2O9/c19-13(9-26-10-4-2-1-3-5-10)17-12(16(24)25)8-27-18-11(15(22)23)6-7-14(20)21/h1-5,12H,6-9H2,(H,17,19)(H,20,21)(H,22,23)(H,24,25)/b18-11+/t12-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,12,14,15,13,6,7,16,9,10,8,11,18,17,20,21,24,19,23,22,25,26,27/E:(2,3)(4,5)(20,21)(22,23)(24,25)/F:1,2,3,4,5,12,14,15,13,6,7,16,9,10,8,11,18,17,20,24,21,23,19,25,22,26,27/E:(2,3)(4,5)/rA:45cCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;s7;s9;s10s12;;s11s15;w7;s9s16;d8;d9;d10;d11;s8;s10;s11;s6s13;s15s17;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s18;s23;s24;s25;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-6.9282,5.0104,0;-7.7942,4.5104,0;-1.7321,4.0104,0;-6.9282,8.0104,0;-3.9641,3.1444,0;-6.9282,6.0104,0;-.866,3.5104,0;-6.9282,7.0104,0;-4.3301,4.5104,0;-3.4641,4.0104,0;-6.0622,4.5104,0;-2.5981,3.5104,0;-8.6603,5.0104,0;-1.7321,5.0104,0;-6.0622,8.5104,0;-3.4641,2.2783,0;-7.7942,3.5104,0;-7.7942,8.5104,0;-4.9641,3.1444,0;0,3.0104,0;-5.1962,5.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-7.4282,6.0104,0;-6.4282,6.0104,0;-.616,3.9434,0;-1.116,3.0774,0;-6.4282,7.0104,0;-7.4282,7.0104,0;-4.5801,4.0774,0;-4.0801,4.9434,0;-3.2141,4.4434,0;-2.5981,3.0104,0;-8.2272,3.2604,0;-7.7942,9.0104,0;-5.2141,2.7114,0;

Duplicates DB08401

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08401.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08401.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08401.sdf

Formula	C₁₆H₁₈N₂O₉
MW	382.33
InChIKey	LDNKNKRRFZRLIG-MVCJNROXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	45
Rotat_Bonds	16
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	11
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-1.14
logP	0.3477
PSA	171.82
MR	89.2841
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-318.14442
PM7_Total_Energy_ev	-5237.43082
PM7_Electronic_Energy_ev	-39923.25728
PM7_Dipole_Debye	3.69476
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.5
PM7_LUMO_Energy_ev	-0.418
PM7_COSMO_Area_square_ang	360.26
PM7_COSMO_Volue_cubic_ang	428.62
PM7_Electron_Affinity_ev	0.418
PM7_Ionization_Energy_ev	9.5
PM7_Energy_Gap_ev	9.082
PM7_Global_Hardness_ev	4.541
PM7_Global_Softness_ev	0.22021581149526537
PM7_Chemical_Potential_ev	-4.959
PM7_Electronigativity_ev	4.959
PM7_Back_Donation_Energy_ev	-1.13525
PM7_Electrophilicity_ev	2.7077384937238493
OPENEYE_Name	(2~{E})-2-[(2~{S})-2-carboxy-2-[(2-phenoxyacetyl)amino]ethoxy]iminopentanedioic acid
SMILES	c1ccc(cc1)OCC(=O)NC(C(=O)O)CON=C(C(=O)O)CCC(=O)O
Canonical_SMILES	OC(=O)[C@@H](NC(=O)COc1ccccc1)CO/N=C(/C(=O)O)CCC(=O)O
InChI	1/C16H18N2O9/c19-13(9-26-10-4-2-1-3-5-10)17-12(16(24)25)8-27-18-11(15(22)23)6-7-14(20)21/h1-5,12H,6-9H2,(H,17,19)(H,20,21)(H,22,23)(H,24,25)/f/h17,20,22,24H
InChI_3D	1S/C16H18N2O9/c19-13(9-26-10-4-2-1-3-5-10)17-12(16(24)25)8-27-18-11(15(22)23)6-7-14(20)21/h1-5,12H,6-9H2,(H,17,19)(H,20,21)(H,22,23)(H,24,25)/b18-11+/t12-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,12,14,15,13,6,7,16,9,10,8,11,18,17,20,21,24,19,23,22,25,26,27/E:(2,3)(4,5)(20,21)(22,23)(24,25)/F:1,2,3,4,5,12,14,15,13,6,7,16,9,10,8,11,18,17,20,24,21,23,19,25,22,26,27/E:(2,3)(4,5)/rA:45cCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;s7;s9;s10s12;;s11s15;w7;s9s16;d8;d9;d10;d11;s8;s10;s11;s6s13;s15s17;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s18;s23;s24;s25;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-6.9282,5.0104,0;-7.7942,4.5104,0;-1.7321,4.0104,0;-6.9282,8.0104,0;-3.9641,3.1444,0;-6.9282,6.0104,0;-.866,3.5104,0;-6.9282,7.0104,0;-4.3301,4.5104,0;-3.4641,4.0104,0;-6.0622,4.5104,0;-2.5981,3.5104,0;-8.6603,5.0104,0;-1.7321,5.0104,0;-6.0622,8.5104,0;-3.4641,2.2783,0;-7.7942,3.5104,0;-7.7942,8.5104,0;-4.9641,3.1444,0;0,3.0104,0;-5.1962,5.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-7.4282,6.0104,0;-6.4282,6.0104,0;-.616,3.9434,0;-1.116,3.0774,0;-6.4282,7.0104,0;-7.4282,7.0104,0;-4.5801,4.0774,0;-4.0801,4.9434,0;-3.2141,4.4434,0;-2.5981,3.0104,0;-8.2272,3.2604,0;-7.7942,9.0104,0;-5.2141,2.7114,0;
Duplicates	DB08401
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08401.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08401.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08401.sdf