CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05518 (5481)

Formula C₂₁H₃₃N₄O₆PS

MW 500.55

InChIKey BYKBUQDQTLDNLE-FKCKLRASNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 67

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 10

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 4.29

logP 4.4476

PSA 183.83

MR 129.205

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -238.26095

PM7_Total_Energy_ev -5894.70389

PM7_Electronic_Energy_ev -55735.82219

PM7_Dipole_Debye 4.63675

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.281

PM7_LUMO_Energy_ev -0.712

PM7_COSMO_Area_square_ang 472.34

PM7_COSMO_Volue_cubic_ang 597.07

PM7_Electron_Affinity_ev 0.712

PM7_Ionization_Energy_ev 8.281

PM7_Energy_Gap_ev 7.569

PM7_Global_Hardness_ev 3.7845

PM7_Global_Softness_ev 0.2642356982428326

PM7_Chemical_Potential_ev -4.4965

PM7_Electronigativity_ev 4.4965

PM7_Back_Donation_Energy_ev -0.946125

PM7_Electrophilicity_ev 2.671226350905007

OPENEYE_Name ethyl (2~{S})-2-[[[5-(2-amino-5-isobutyl-thiazol-4-yl)-2-furyl]-[[(1~{S})-2-ethoxy-1-methyl-2-oxo-ethyl]amino]phosphoryl]amino]propanoate

SMILES c1cc(oc1c2c(sc(n2)N)CC(C)C)P(=O)(NC(C(=O)OCC)C)NC(C(=O)OCC)C

Canonical_SMILES CCOC(=O)[C@@H](N[P@](=O)(c1ccc(o1)c1nc(sc1CC(C)C)N)N[C@H](C(=O)OCC)C)C

InChI 1/C21H33N4O6PS/c1-7-29-19(26)13(5)24-32(28,25-14(6)20(27)30-8-2)17-10-9-15(31-17)18-16(11-12(3)4)33-21(22)23-18/h9-10,12-14H,7-8,11H2,1-6H3,(H2,22,23)(H2,24,25,28)/f/h24-25H,22H2

InChI_3D 1S/C21H33N4O6PS/c1-7-29-19(26)13(5)24-32(28,25-14(6)20(27)30-8-2)17-10-9-15(31-17)18-16(11-12(3)4)33-21(22)23-18/h9-10,12-14H,7-8,11H2,1-6H3,(H2,22,23)(H2,24,25,28)/t13-,14-/m0/s1

AuxInfo 1/1/N:10,11,14,15,12,13,17,18,1,2,16,21,19,20,4,5,6,3,8,9,7,23,22,24,25,26,27,28,30,31,29,32,33/E:(1,2)(3,4)(5,6)(7,8)(13,14)(19,20)(24,25)(26,27)(29,30)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1s3;d3;d2;;;;;;;;;;s5;s10;s11;s8s12;s9s13;s14s15s16;s3d7;s7;s19;s20;d8;d9;;s4s6;s8s17;s9s18;s6s24s25d28;s5s7;s1;s2;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s23;s23;s24;s25;/rC:-1.5888,-.8039,0;-1.8999,-1.7558,0;;-.5889,-.8082,0;-.3065,.9519,0;-1.0921,-2.3479,0;1.3131,.9519,0;-.7366,-5.715,0;-3.4624,-3.7065,0;-2.7421,-7.4408,0;-5.6971,-4.5655,0;.6305,-5.3533,0;-3.1007,-5.0736,0;-1.9002,2.5204,0;-3.16,1.8779,0;-1.2577,1.2606,0;-2.2393,-6.5764,0;-5.1944,-3.701,0;-.2339,-4.8506,0;-2.5979,-4.2092,0;-2.2089,1.5692,0;1.0014,0,0;2.2646,1.2597,0;-1.0984,-4.3479,0;-2.0952,-3.3447,0;-.2393,-6.5826,0;-3.4592,-2.7065,0;-.0952,-3.351,0;-.2781,-1.7591,0;-1.7366,-5.7119,0;-4.33,-4.2038,0;-1.0952,-3.3479,0;.5007,1.5426,0;-1.8814,-.3985,0;-2.3759,-1.9089,0;-3.1743,-7.1894,0;-2.3098,-7.6922,0;-2.9934,-7.873,0;-5.2649,-4.8168,0;-6.1294,-4.3141,0;-5.9485,-4.9977,0;.3792,-5.7855,0;.8819,-4.9211,0;1.0628,-5.6047,0;-3.5329,-4.8223,0;-2.6684,-5.325,0;-3.352,-5.5059,0;-2.3758,2.6747,0;-1.4246,2.3661,0;-1.7459,2.996,0;-3.3144,1.4023,0;-3.0057,2.3534,0;-3.6356,2.0322,0;-1.412,.785,0;-1.1034,1.7361,0;-1.8071,-6.8277,0;-2.6716,-6.325,0;-4.9431,-3.2688,0;-5.6267,-3.4497,0;.0174,-4.4184,0;-2.1657,-4.4605,0;-2.3632,1.0936,0;2.3692,1.7486,0;2.6357,.9246,0;-1.5322,-4.5965,0;-2.3439,-2.9109,0;

Duplicates DB05518

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05518.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05518.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05518.sdf

Formula	C₂₁H₃₃N₄O₆PS
MW	500.55
InChIKey	BYKBUQDQTLDNLE-FKCKLRASNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	67
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	10
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	4.29
logP	4.4476
PSA	183.83
MR	129.205
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-238.26095
PM7_Total_Energy_ev	-5894.70389
PM7_Electronic_Energy_ev	-55735.82219
PM7_Dipole_Debye	4.63675
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.281
PM7_LUMO_Energy_ev	-0.712
PM7_COSMO_Area_square_ang	472.34
PM7_COSMO_Volue_cubic_ang	597.07
PM7_Electron_Affinity_ev	0.712
PM7_Ionization_Energy_ev	8.281
PM7_Energy_Gap_ev	7.569
PM7_Global_Hardness_ev	3.7845
PM7_Global_Softness_ev	0.2642356982428326
PM7_Chemical_Potential_ev	-4.4965
PM7_Electronigativity_ev	4.4965
PM7_Back_Donation_Energy_ev	-0.946125
PM7_Electrophilicity_ev	2.671226350905007
OPENEYE_Name	ethyl (2~{S})-2-[[[5-(2-amino-5-isobutyl-thiazol-4-yl)-2-furyl]-[[(1~{S})-2-ethoxy-1-methyl-2-oxo-ethyl]amino]phosphoryl]amino]propanoate
SMILES	c1cc(oc1c2c(sc(n2)N)CC(C)C)P(=O)(NC(C(=O)OCC)C)NC(C(=O)OCC)C
Canonical_SMILES	CCOC(=O)[C@@H](N[P@](=O)(c1ccc(o1)c1nc(sc1CC(C)C)N)N[C@H](C(=O)OCC)C)C
InChI	1/C21H33N4O6PS/c1-7-29-19(26)13(5)24-32(28,25-14(6)20(27)30-8-2)17-10-9-15(31-17)18-16(11-12(3)4)33-21(22)23-18/h9-10,12-14H,7-8,11H2,1-6H3,(H2,22,23)(H2,24,25,28)/f/h24-25H,22H2
InChI_3D	1S/C21H33N4O6PS/c1-7-29-19(26)13(5)24-32(28,25-14(6)20(27)30-8-2)17-10-9-15(31-17)18-16(11-12(3)4)33-21(22)23-18/h9-10,12-14H,7-8,11H2,1-6H3,(H2,22,23)(H2,24,25,28)/t13-,14-/m0/s1
AuxInfo	1/1/N:10,11,14,15,12,13,17,18,1,2,16,21,19,20,4,5,6,3,8,9,7,23,22,24,25,26,27,28,30,31,29,32,33/E:(1,2)(3,4)(5,6)(7,8)(13,14)(19,20)(24,25)(26,27)(29,30)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1s3;d3;d2;;;;;;;;;;s5;s10;s11;s8s12;s9s13;s14s15s16;s3d7;s7;s19;s20;d8;d9;;s4s6;s8s17;s9s18;s6s24s25d28;s5s7;s1;s2;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s23;s23;s24;s25;/rC:-1.5888,-.8039,0;-1.8999,-1.7558,0;;-.5889,-.8082,0;-.3065,.9519,0;-1.0921,-2.3479,0;1.3131,.9519,0;-.7366,-5.715,0;-3.4624,-3.7065,0;-2.7421,-7.4408,0;-5.6971,-4.5655,0;.6305,-5.3533,0;-3.1007,-5.0736,0;-1.9002,2.5204,0;-3.16,1.8779,0;-1.2577,1.2606,0;-2.2393,-6.5764,0;-5.1944,-3.701,0;-.2339,-4.8506,0;-2.5979,-4.2092,0;-2.2089,1.5692,0;1.0014,0,0;2.2646,1.2597,0;-1.0984,-4.3479,0;-2.0952,-3.3447,0;-.2393,-6.5826,0;-3.4592,-2.7065,0;-.0952,-3.351,0;-.2781,-1.7591,0;-1.7366,-5.7119,0;-4.33,-4.2038,0;-1.0952,-3.3479,0;.5007,1.5426,0;-1.8814,-.3985,0;-2.3759,-1.9089,0;-3.1743,-7.1894,0;-2.3098,-7.6922,0;-2.9934,-7.873,0;-5.2649,-4.8168,0;-6.1294,-4.3141,0;-5.9485,-4.9977,0;.3792,-5.7855,0;.8819,-4.9211,0;1.0628,-5.6047,0;-3.5329,-4.8223,0;-2.6684,-5.325,0;-3.352,-5.5059,0;-2.3758,2.6747,0;-1.4246,2.3661,0;-1.7459,2.996,0;-3.3144,1.4023,0;-3.0057,2.3534,0;-3.6356,2.0322,0;-1.412,.785,0;-1.1034,1.7361,0;-1.8071,-6.8277,0;-2.6716,-6.325,0;-4.9431,-3.2688,0;-5.6267,-3.4497,0;.0174,-4.4184,0;-2.1657,-4.4605,0;-2.3632,1.0936,0;2.3692,1.7486,0;2.6357,.9246,0;-1.5322,-4.5965,0;-2.3439,-2.9109,0;
Duplicates	DB05518
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05518.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05518.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05518.sdf