CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00743_m1_s0_p0 (834)

Formula C₂₂H₂₈N₃O₁₁

MW 510.48

InChIKey OEIYJWYTUDFZBH-NUWSZASLNA-K

Entry_Date 2023-09-01

Net_Charge -3

Number_Atoms 67

Number_Heavy_Atoms 36

Number_Rings 1

Number_Bonds 67

Rotat_Bonds 25

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 14

HB_Donor 5

HB_Acceptor 10

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -13.84

logP -1.0992

PSA 205.45

MR 122.145

ABS 0.11

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -412.18447

PM7_Total_Energy_ev -6886.75438

PM7_Electronic_Energy_ev -61814.87309

PM7_Dipole_Debye 38.00391

PM7_Point_Group C1

PM7_HOMO_Energy_ev -0.473

PM7_LUMO_Energy_ev 5.478

PM7_COSMO_Area_square_ang 478.11

PM7_COSMO_Volue_cubic_ang 597.32

PM7_Electron_Affinity_ev -5.478

PM7_Ionization_Energy_ev 0.473

PM7_Energy_Gap_ev 5.951

PM7_Global_Hardness_ev 2.9755

PM7_Global_Softness_ev 0.33607797008906065

PM7_Chemical_Potential_ev 2.5025

PM7_Electronigativity_ev -2.5025

PM7_Back_Donation_Energy_ev -0.743875

PM7_Electrophilicity_ev 1.0523451940850277

OPENEYE_Name 2-[2-[[(1~{R})-2-benzyloxy-1-carboxy-ethyl]-(carboxymethyl)amino]ethyl-[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate

SMILES c1ccc(cc1)COCC(C(=O)O)N(CC(=O)O)CCN(CC(=O)[O-])CCN(CC(=O)[O-])CC(=O)[O-]

Canonical_SMILES OC(=O)CN([C@@H](C(=O)O)COCc1ccccc1)CCN(CC(=O)O)CCN(CC(=O)O)CC(=O)O

InChI 1/C22H31N3O11/c26-18(27)10-23(6-7-24(11-19(28)29)12-20(30)31)8-9-25(13-21(32)33)17(22(34)35)15-36-14-16-4-2-1-3-5-16/h1-5,17H,6-15H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H,34,35)/p-3/fC22H28N3O11/h32,34H/q-3

InChI_3D 1S/C22H31N3O11/c26-18(27)10-23(6-7-24(11-19(28)29)12-20(30)31)8-9-25(13-21(32)33)17(22(34)35)15-36-14-16-4-2-1-3-5-16/h1-5,17H,6-15H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H,34,35)/t17-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,18,17,19,20,15,13,14,16,12,21,6,22,9,7,8,10,11,24,23,25,28,31,26,29,27,30,32,34,33,35,36/E:(2,3)(4,5)(11,12)(19,20)(26,27)(28,29,30,31)(32,33)(34,35)/gE:(2,3)/F:1,2,3,4,5,18,17,19,20,15,13,14,16,12,21,6,22,9,7,8,10,11,24,23,25,28,31,26,29,27,30,34,32,35,33,36/E:(2,3)(4,5)(11,12)(19,20)(26,27)(28,29,30,31)/rA:64cCCCCCCCCCCCCCCCCCCCCCCNNNO-O-O-OOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s6;s7;s8;s9;s10;;s17;;s19;;s11s21;s13s14s17;s15s18s19;s16s20s22;s7;s8;s9;d7;d8;d9;d10;d11;s10;s11;s12s21;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s34;s35;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;6.5,10.3405,0;6.5,6.8764,0;1.5,10.3405,0;2,4.2783,0;-1,6.0104,0;0,3.0104,0;6,9.4745,0;6,7.7425,0;2,9.4745,0;1.5,5.1444,0;4.5,8.6085,0;3.5,8.6085,0;2,7.7425,0;1.5,6.8764,0;0,5.0104,0;0,6.0104,0;5.5,8.6085,0;2.5,8.6085,0;1,6.0104,0;6,11.2066,0;7.5,6.8764,0;.5,10.3405,0;7.5,10.3405,0;6,6.0104,0;2,11.2066,0;3,4.2783,0;-1.5,6.8764,0;1.5,3.4123,0;-1.5,5.1444,0;0,4.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.5,3.0104,0;.5,3.0104,0;6.433,9.2245,0;5.567,9.7245,0;5.567,7.4925,0;6.433,7.9925,0;2.433,9.7245,0;1.567,9.2245,0;1.933,5.3944,0;1.067,4.8944,0;4.5,9.1085,0;4.5,8.1085,0;3.5,8.1085,0;3.5,9.1085,0;1.567,7.9925,0;2.433,7.4925,0;1.067,7.1264,0;1.933,6.6264,0;.5,5.0104,0;-.5,5.0104,0;0,6.5104,0;1.75,2.9793,0;-2,5.1444,0;

Duplicates DB00743_m1_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00743_m1_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00743_m1_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00743_m1_s0_p0.sdf

Formula	C₂₂H₂₈N₃O₁₁
MW	510.48
InChIKey	OEIYJWYTUDFZBH-NUWSZASLNA-K
Entry_Date	2023-09-01
Net_Charge	-3
Number_Atoms	67
Number_Heavy_Atoms	36
Number_Rings	1
Number_Bonds	67
Rotat_Bonds	25
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	14
HB_Donor	5
HB_Acceptor	10
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-13.84
logP	-1.0992
PSA	205.45
MR	122.145
ABS	0.11
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-412.18447
PM7_Total_Energy_ev	-6886.75438
PM7_Electronic_Energy_ev	-61814.87309
PM7_Dipole_Debye	38.00391
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-0.473
PM7_LUMO_Energy_ev	5.478
PM7_COSMO_Area_square_ang	478.11
PM7_COSMO_Volue_cubic_ang	597.32
PM7_Electron_Affinity_ev	-5.478
PM7_Ionization_Energy_ev	0.473
PM7_Energy_Gap_ev	5.951
PM7_Global_Hardness_ev	2.9755
PM7_Global_Softness_ev	0.33607797008906065
PM7_Chemical_Potential_ev	2.5025
PM7_Electronigativity_ev	-2.5025
PM7_Back_Donation_Energy_ev	-0.743875
PM7_Electrophilicity_ev	1.0523451940850277
OPENEYE_Name	2-[2-[[(1~{R})-2-benzyloxy-1-carboxy-ethyl]-(carboxymethyl)amino]ethyl-[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate
SMILES	c1ccc(cc1)COCC(C(=O)O)N(CC(=O)O)CCN(CC(=O)[O-])CCN(CC(=O)[O-])CC(=O)[O-]
Canonical_SMILES	OC(=O)CN([C@@H](C(=O)O)COCc1ccccc1)CCN(CC(=O)O)CCN(CC(=O)O)CC(=O)O
InChI	1/C22H31N3O11/c26-18(27)10-23(6-7-24(11-19(28)29)12-20(30)31)8-9-25(13-21(32)33)17(22(34)35)15-36-14-16-4-2-1-3-5-16/h1-5,17H,6-15H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H,34,35)/p-3/fC22H28N3O11/h32,34H/q-3
InChI_3D	1S/C22H31N3O11/c26-18(27)10-23(6-7-24(11-19(28)29)12-20(30)31)8-9-25(13-21(32)33)17(22(34)35)15-36-14-16-4-2-1-3-5-16/h1-5,17H,6-15H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H,34,35)/t17-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,18,17,19,20,15,13,14,16,12,21,6,22,9,7,8,10,11,24,23,25,28,31,26,29,27,30,32,34,33,35,36/E:(2,3)(4,5)(11,12)(19,20)(26,27)(28,29,30,31)(32,33)(34,35)/gE:(2,3)/F:1,2,3,4,5,18,17,19,20,15,13,14,16,12,21,6,22,9,7,8,10,11,24,23,25,28,31,26,29,27,30,34,32,35,33,36/E:(2,3)(4,5)(11,12)(19,20)(26,27)(28,29,30,31)/rA:64cCCCCCCCCCCCCCCCCCCCCCCNNNO-O-O-OOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s6;s7;s8;s9;s10;;s17;;s19;;s11s21;s13s14s17;s15s18s19;s16s20s22;s7;s8;s9;d7;d8;d9;d10;d11;s10;s11;s12s21;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s34;s35;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;6.5,10.3405,0;6.5,6.8764,0;1.5,10.3405,0;2,4.2783,0;-1,6.0104,0;0,3.0104,0;6,9.4745,0;6,7.7425,0;2,9.4745,0;1.5,5.1444,0;4.5,8.6085,0;3.5,8.6085,0;2,7.7425,0;1.5,6.8764,0;0,5.0104,0;0,6.0104,0;5.5,8.6085,0;2.5,8.6085,0;1,6.0104,0;6,11.2066,0;7.5,6.8764,0;.5,10.3405,0;7.5,10.3405,0;6,6.0104,0;2,11.2066,0;3,4.2783,0;-1.5,6.8764,0;1.5,3.4123,0;-1.5,5.1444,0;0,4.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.5,3.0104,0;.5,3.0104,0;6.433,9.2245,0;5.567,9.7245,0;5.567,7.4925,0;6.433,7.9925,0;2.433,9.7245,0;1.567,9.2245,0;1.933,5.3944,0;1.067,4.8944,0;4.5,9.1085,0;4.5,8.1085,0;3.5,8.1085,0;3.5,9.1085,0;1.567,7.9925,0;2.433,7.4925,0;1.067,7.1264,0;1.933,6.6264,0;.5,5.0104,0;-.5,5.0104,0;0,6.5104,0;1.75,2.9793,0;-2,5.1444,0;
Duplicates	DB00743_m1_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00743_m1_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00743_m1_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00743_m1_s0_p0.sdf