CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03889_p7 (4184)

Formula C₁₇H₂₁BrN₄O₈S

MW 521.34

InChIKey LUQJDCASGCOSOX-VQLSEJBZNA-M

Entry_Date 2023-09-01

Net_Charge -2

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 1

Number_Bonds 55

Rotat_Bonds 19

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -3.67

logP -0.4035

PSA 229.44

MR 114.606

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -328.16309

PM7_Total_Energy_ev -5879.69433

PM7_Electronic_Energy_ev -48251.84102

PM7_Dipole_Debye 24.78256

PM7_Point_Group C1

PM7_HOMO_Energy_ev -2.731

PM7_LUMO_Energy_ev 3.932

PM7_COSMO_Area_square_ang 429.45

PM7_COSMO_Volue_cubic_ang 519.57

PM7_Electron_Affinity_ev -3.932

PM7_Ionization_Energy_ev 2.731

PM7_Energy_Gap_ev 6.663

PM7_Global_Hardness_ev 3.3315

PM7_Global_Softness_ev 0.30016509079993997

PM7_Chemical_Potential_ev 0.6005

PM7_Electronigativity_ev -0.6005

PM7_Back_Donation_Energy_ev -0.832875

PM7_Electrophilicity_ev 0.05411980339186553

OPENEYE_Name (2~{S})-2-azaniumyl-5-[[(1~{R})-1-[[(~{S})-(4-bromo-~{N}-oxido-anilino)-hydroxy-methyl]sulfanylmethyl]-2-(carboxylatomethylamino)-2-oxo-ethyl]amino]-5-oxo-pentanoate

SMILES c1cc(ccc1N(C(O)SCC(C(=O)NCC(=O)[O-])NC(=O)CCC(C(=O)[O-])[NH3+])[O-])Br

Canonical_SMILES O=C(N[C@H](C(=O)NCC(=O)O)CS[C@@H](N(c1ccc(cc1)Br)O)O)CC[C@@H](C(=O)O)[NH3+]

InChI 1/C17H22BrN4O8S/c18-9-1-3-10(4-2-9)22(30)17(29)31-8-12(15(26)20-7-14(24)25)21-13(23)6-5-11(19)16(27)28/h1-4,11-12,17,29H,5-8,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/q-1/p-1/fC17H21BrN4O8S/h19-21H/q-2

InChI_3D 1S/C17H23BrN4O8S/c18-9-1-3-10(4-2-9)22(30)17(29)31-8-12(15(26)20-7-14(24)25)21-13(23)6-5-11(19)16(27)28/h1-4,11-12,17,29-30H,5-8,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/p+1/t11-,12-,17-/m0/s1

AuxInfo 1/1/N:3,4,1,2,13,11,12,14,6,5,16,15,7,9,8,10,17,31,18,19,20,21,22,24,26,23,25,27,28,29,30/E:(1,2)(3,4)(24,25)(27,28)/F:m/E:m/CRV:30-1/rA:52cCCCCCCCCCCCCCCCCCN+NNNOOOOO-O-OO-SBrHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;s7;s9;s11;;s8s14;s10s13;;s16;s8s12;s7s15;s5s17;d7;d8;d9;d10;s9;s10;s17;s21;s14s17;s6;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s18;s19;s20;s28;s18;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.0981,-4.8481,0;1.5,-4.3481,0;4.0981,-3.8481,0;-4.1962,-5.4821,0;-1.9641,-5.3481,0;3.2321,-4.3481,0;-2.8301,-5.8481,0;.134,-3.9821,0;.634,-4.8481,0;-3.6962,-6.3481,0;-.866,-2.25,0;-4.5622,-6.8481,0;2.366,-4.8481,0;-.2321,-5.3481,0;0,-1.75,0;-1.0981,-3.8481,0;1.5,-3.3481,0;4.0981,-2.8481,0;-3.6962,-4.616,0;4.9641,-4.3481,0;-5.1962,-5.482,0;-1.366,-1.384,0;.866,-2.25,0;-.366,-3.116,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.7141,-5.7811,0;-2.2141,-4.9151,0;2.9821,-3.9151,0;3.4821,-4.7811,0;-2.5801,-6.2811,0;-3.0801,-5.4151,0;.567,-3.7321,0;-.299,-4.2321,0;.884,-5.2811,0;-3.4462,-6.7811,0;-1.299,-2.5,0;-4.3122,-7.2811,0;-4.8122,-6.4151,0;2.366,-5.3481,0;-.2321,-5.8481,0;-1.866,-1.384,0;-4.9952,-7.0981,0;

Duplicates DB03889_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03889_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03889_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03889_p7.sdf

Formula	C₁₇H₂₁BrN₄O₈S
MW	521.34
InChIKey	LUQJDCASGCOSOX-VQLSEJBZNA-M
Entry_Date	2023-09-01
Net_Charge	-2
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	1
Number_Bonds	55
Rotat_Bonds	19
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-3.67
logP	-0.4035
PSA	229.44
MR	114.606
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-328.16309
PM7_Total_Energy_ev	-5879.69433
PM7_Electronic_Energy_ev	-48251.84102
PM7_Dipole_Debye	24.78256
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-2.731
PM7_LUMO_Energy_ev	3.932
PM7_COSMO_Area_square_ang	429.45
PM7_COSMO_Volue_cubic_ang	519.57
PM7_Electron_Affinity_ev	-3.932
PM7_Ionization_Energy_ev	2.731
PM7_Energy_Gap_ev	6.663
PM7_Global_Hardness_ev	3.3315
PM7_Global_Softness_ev	0.30016509079993997
PM7_Chemical_Potential_ev	0.6005
PM7_Electronigativity_ev	-0.6005
PM7_Back_Donation_Energy_ev	-0.832875
PM7_Electrophilicity_ev	0.05411980339186553
OPENEYE_Name	(2~{S})-2-azaniumyl-5-[[(1~{R})-1-[[(~{S})-(4-bromo-~{N}-oxido-anilino)-hydroxy-methyl]sulfanylmethyl]-2-(carboxylatomethylamino)-2-oxo-ethyl]amino]-5-oxo-pentanoate
SMILES	c1cc(ccc1N(C(O)SCC(C(=O)NCC(=O)[O-])NC(=O)CCC(C(=O)[O-])[NH3+])[O-])Br
Canonical_SMILES	O=C(N[C@H](C(=O)NCC(=O)O)CS[C@@H](N(c1ccc(cc1)Br)O)O)CC[C@@H](C(=O)O)[NH3+]
InChI	1/C17H22BrN4O8S/c18-9-1-3-10(4-2-9)22(30)17(29)31-8-12(15(26)20-7-14(24)25)21-13(23)6-5-11(19)16(27)28/h1-4,11-12,17,29H,5-8,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/q-1/p-1/fC17H21BrN4O8S/h19-21H/q-2
InChI_3D	1S/C17H23BrN4O8S/c18-9-1-3-10(4-2-9)22(30)17(29)31-8-12(15(26)20-7-14(24)25)21-13(23)6-5-11(19)16(27)28/h1-4,11-12,17,29-30H,5-8,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/p+1/t11-,12-,17-/m0/s1
AuxInfo	1/1/N:3,4,1,2,13,11,12,14,6,5,16,15,7,9,8,10,17,31,18,19,20,21,22,24,26,23,25,27,28,29,30/E:(1,2)(3,4)(24,25)(27,28)/F:m/E:m/CRV:30-1/rA:52cCCCCCCCCCCCCCCCCCN+NNNOOOOO-O-OO-SBrHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;s7;s9;s11;;s8s14;s10s13;;s16;s8s12;s7s15;s5s17;d7;d8;d9;d10;s9;s10;s17;s21;s14s17;s6;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s18;s19;s20;s28;s18;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.0981,-4.8481,0;1.5,-4.3481,0;4.0981,-3.8481,0;-4.1962,-5.4821,0;-1.9641,-5.3481,0;3.2321,-4.3481,0;-2.8301,-5.8481,0;.134,-3.9821,0;.634,-4.8481,0;-3.6962,-6.3481,0;-.866,-2.25,0;-4.5622,-6.8481,0;2.366,-4.8481,0;-.2321,-5.3481,0;0,-1.75,0;-1.0981,-3.8481,0;1.5,-3.3481,0;4.0981,-2.8481,0;-3.6962,-4.616,0;4.9641,-4.3481,0;-5.1962,-5.482,0;-1.366,-1.384,0;.866,-2.25,0;-.366,-3.116,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.7141,-5.7811,0;-2.2141,-4.9151,0;2.9821,-3.9151,0;3.4821,-4.7811,0;-2.5801,-6.2811,0;-3.0801,-5.4151,0;.567,-3.7321,0;-.299,-4.2321,0;.884,-5.2811,0;-3.4462,-6.7811,0;-1.299,-2.5,0;-4.3122,-7.2811,0;-4.8122,-6.4151,0;2.366,-5.3481,0;-.2321,-5.8481,0;-1.866,-1.384,0;-4.9952,-7.0981,0;
Duplicates	DB03889_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03889_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03889_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03889_p7.sdf