CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04229_p0 (4542)

Formula C₁₈H₃₃N₅O₈S₂

MW 511.61

InChIKey MRDWXQKAAKNXSP-NJPIGLNWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 33

Number_Rings 0

Number_Bonds 65

Rotat_Bonds 27

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 13

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -11.74

logP -1.98

PSA 257.42

MR 124.505

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -320.13633

PM7_Total_Energy_ev -6303.91266

PM7_Electronic_Energy_ev -56557.97629

PM7_Dipole_Debye 7.68344

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.839

PM7_LUMO_Energy_ev -0.746

PM7_COSMO_Area_square_ang 488.86

PM7_COSMO_Volue_cubic_ang 627.41

PM7_Electron_Affinity_ev 0.746

PM7_Ionization_Energy_ev 8.839

PM7_Energy_Gap_ev 8.093

PM7_Global_Hardness_ev 4.0465

PM7_Global_Softness_ev 0.24712714691708884

PM7_Chemical_Potential_ev -4.7925

PM7_Electronigativity_ev 4.7925

PM7_Back_Donation_Energy_ev -1.011625

PM7_Electrophilicity_ev 2.838015105646855

OPENEYE_Name 2-[2-[carboxymethyl-[2-oxo-2-(2-sulfanylethylamino)ethyl]amino]ethyl-[2-[carboxymethyl-[2-oxo-2-(2-sulfanylethylamino)ethyl]amino]ethyl]amino]acetic acid

SMILES C(=O)(CN(CC(=O)O)CCN(CC(=O)O)CCN(CC(=O)NCCS)CC(=O)O)NCCS

Canonical_SMILES SCCNC(=O)CN(CC(=O)O)CCN(CC(=O)O)CCN(CC(=O)NCCS)CC(=O)O

InChI 1/C18H33N5O8S2/c24-14(19-1-7-32)9-22(12-17(28)29)5-3-21(11-16(26)27)4-6-23(13-18(30)31)10-15(25)20-2-8-33/h32-33H,1-13H2,(H,19,24)(H,20,25)(H,26,27)(H,28,29)(H,30,31)/f/h19-20,26,28,30H

InChI_3D 1S/C18H33N5O8S2/c24-14(19-1-7-32)9-22(12-17(28)29)5-3-21(11-16(26)27)4-6-23(13-18(30)31)10-15(25)20-2-8-33/h32-33H,1-13H2,(H,19,24)(H,20,25)(H,26,27)(H,28,29)(H,30,31)

AuxInfo 1/1/N:15,16,13,14,11,12,17,18,6,7,10,8,9,1,2,5,3,4,19,20,23,21,22,24,25,28,31,26,29,27,30,32,33/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(14,15)(17,18)(19,20)(22,23)(24,25)(26,27)(28,29,30,31)(32,33)/gE:(1,2)(4,5)/F:15,16,13,14,11,12,17,18,6,7,10,8,9,1,2,5,3,4,19,20,23,21,22,24,25,31,28,29,26,30,27,32,33/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(14,15)(17,18)(19,20)(22,23)(24,25)(28,30)(29,31)(32,33)/rA:66cCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s1;s2;s3;s4;s5;;;s11;s12;;;s15;s16;s1s15;s2s16;s6s8s11;s7s9s12;s10s13s14;d1;d2;d3;d4;d5;s3;s4;s5;s17;s18;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s29;s30;s31;s32;s33;/rC:;-4.5,-6.0622,0;0,-3.4641,0;-7.5,-4.3301,0;-5,0,0;-.5,-.866,0;-5,-5.1962,0;-.5,-2.5981,0;-6.5,-4.3301,0;-4.5,-.866,0;-2,-1.7321,0;-5,-3.4641,0;-3,-1.7321,0;-4.5,-2.5981,0;0,1.7321,0;-3,-6.9282,0;.5,2.5981,0;-2.5,-7.7942,0;-.5,.866,0;-3.5,-6.0622,0;-1,-1.7321,0;-5.5,-4.3301,0;-4,-1.7321,0;1,0,0;-5,-6.9282,0;-.5,-4.3301,0;-8,-3.4641,0;-4.5,.866,0;1,-3.4641,0;-8,-5.1962,0;-6,0,0;1,3.4641,0;-2,-8.6603,0;-.067,-1.116,0;-.933,-.616,0;-5.433,-5.4462,0;-4.567,-4.9462,0;-.933,-2.8481,0;-.067,-2.3481,0;-6.5,-3.8301,0;-6.5,-4.8301,0;-4.067,-.616,0;-4.933,-1.116,0;-2,-1.2321,0;-2,-2.2321,0;-4.567,-3.7141,0;-5.433,-3.2141,0;-3,-2.2321,0;-3,-1.2321,0;-4.933,-2.3481,0;-4.067,-2.8481,0;.433,1.4821,0;-.433,1.9821,0;-3.433,-7.1782,0;-2.567,-6.6782,0;.067,2.8481,0;.933,2.3481,0;-2.067,-7.5442,0;-2.933,-8.0442,0;-1,.866,0;-3.25,-5.6292,0;1.25,-3.8971,0;-8.5,-5.1962,0;-6.25,.433,0;.75,3.8971,0;-1.5,-8.6603,0;

Duplicates DB04229_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04229_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04229_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04229_p0.sdf

Formula	C₁₈H₃₃N₅O₈S₂
MW	511.61
InChIKey	MRDWXQKAAKNXSP-NJPIGLNWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	33
Number_Rings	0
Number_Bonds	65
Rotat_Bonds	27
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	13
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-11.74
logP	-1.98
PSA	257.42
MR	124.505
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-320.13633
PM7_Total_Energy_ev	-6303.91266
PM7_Electronic_Energy_ev	-56557.97629
PM7_Dipole_Debye	7.68344
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.839
PM7_LUMO_Energy_ev	-0.746
PM7_COSMO_Area_square_ang	488.86
PM7_COSMO_Volue_cubic_ang	627.41
PM7_Electron_Affinity_ev	0.746
PM7_Ionization_Energy_ev	8.839
PM7_Energy_Gap_ev	8.093
PM7_Global_Hardness_ev	4.0465
PM7_Global_Softness_ev	0.24712714691708884
PM7_Chemical_Potential_ev	-4.7925
PM7_Electronigativity_ev	4.7925
PM7_Back_Donation_Energy_ev	-1.011625
PM7_Electrophilicity_ev	2.838015105646855
OPENEYE_Name	2-[2-[carboxymethyl-[2-oxo-2-(2-sulfanylethylamino)ethyl]amino]ethyl-[2-[carboxymethyl-[2-oxo-2-(2-sulfanylethylamino)ethyl]amino]ethyl]amino]acetic acid
SMILES	C(=O)(CN(CC(=O)O)CCN(CC(=O)O)CCN(CC(=O)NCCS)CC(=O)O)NCCS
Canonical_SMILES	SCCNC(=O)CN(CC(=O)O)CCN(CC(=O)O)CCN(CC(=O)NCCS)CC(=O)O
InChI	1/C18H33N5O8S2/c24-14(19-1-7-32)9-22(12-17(28)29)5-3-21(11-16(26)27)4-6-23(13-18(30)31)10-15(25)20-2-8-33/h32-33H,1-13H2,(H,19,24)(H,20,25)(H,26,27)(H,28,29)(H,30,31)/f/h19-20,26,28,30H
InChI_3D	1S/C18H33N5O8S2/c24-14(19-1-7-32)9-22(12-17(28)29)5-3-21(11-16(26)27)4-6-23(13-18(30)31)10-15(25)20-2-8-33/h32-33H,1-13H2,(H,19,24)(H,20,25)(H,26,27)(H,28,29)(H,30,31)
AuxInfo	1/1/N:15,16,13,14,11,12,17,18,6,7,10,8,9,1,2,5,3,4,19,20,23,21,22,24,25,28,31,26,29,27,30,32,33/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(14,15)(17,18)(19,20)(22,23)(24,25)(26,27)(28,29,30,31)(32,33)/gE:(1,2)(4,5)/F:15,16,13,14,11,12,17,18,6,7,10,8,9,1,2,5,3,4,19,20,23,21,22,24,25,31,28,29,26,30,27,32,33/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(14,15)(17,18)(19,20)(22,23)(24,25)(28,30)(29,31)(32,33)/rA:66cCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s1;s2;s3;s4;s5;;;s11;s12;;;s15;s16;s1s15;s2s16;s6s8s11;s7s9s12;s10s13s14;d1;d2;d3;d4;d5;s3;s4;s5;s17;s18;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s29;s30;s31;s32;s33;/rC:;-4.5,-6.0622,0;0,-3.4641,0;-7.5,-4.3301,0;-5,0,0;-.5,-.866,0;-5,-5.1962,0;-.5,-2.5981,0;-6.5,-4.3301,0;-4.5,-.866,0;-2,-1.7321,0;-5,-3.4641,0;-3,-1.7321,0;-4.5,-2.5981,0;0,1.7321,0;-3,-6.9282,0;.5,2.5981,0;-2.5,-7.7942,0;-.5,.866,0;-3.5,-6.0622,0;-1,-1.7321,0;-5.5,-4.3301,0;-4,-1.7321,0;1,0,0;-5,-6.9282,0;-.5,-4.3301,0;-8,-3.4641,0;-4.5,.866,0;1,-3.4641,0;-8,-5.1962,0;-6,0,0;1,3.4641,0;-2,-8.6603,0;-.067,-1.116,0;-.933,-.616,0;-5.433,-5.4462,0;-4.567,-4.9462,0;-.933,-2.8481,0;-.067,-2.3481,0;-6.5,-3.8301,0;-6.5,-4.8301,0;-4.067,-.616,0;-4.933,-1.116,0;-2,-1.2321,0;-2,-2.2321,0;-4.567,-3.7141,0;-5.433,-3.2141,0;-3,-2.2321,0;-3,-1.2321,0;-4.933,-2.3481,0;-4.067,-2.8481,0;.433,1.4821,0;-.433,1.9821,0;-3.433,-7.1782,0;-2.567,-6.6782,0;.067,2.8481,0;.933,2.3481,0;-2.067,-7.5442,0;-2.933,-8.0442,0;-1,.866,0;-3.25,-5.6292,0;1.25,-3.8971,0;-8.5,-5.1962,0;-6.25,.433,0;.75,3.8971,0;-1.5,-8.6603,0;
Duplicates	DB04229_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04229_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04229_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04229_p0.sdf