CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04488_p7_t0 (4797)

Formula C₁₉H₂₇N₄O₉S

MW 487.5

InChIKey JDAREAJBQYNCGO-GVTLPCITNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 62

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 63

Rotat_Bonds 17

Unbranched_Chain 4

Chiral_Centers 5

ONatoms 13

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -6.77

logP -1.4404

PSA 235.84

MR 120.873

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -402.28044

PM7_Total_Energy_ev -6280.21217

PM7_Electronic_Energy_ev -56322.46101

PM7_Dipole_Debye 24.36259

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.425

PM7_LUMO_Energy_ev 2.02

PM7_COSMO_Area_square_ang 427.71

PM7_COSMO_Volue_cubic_ang 553.62

PM7_Electron_Affinity_ev -2.02

PM7_Ionization_Energy_ev 5.425

PM7_Energy_Gap_ev 7.445

PM7_Global_Hardness_ev 3.7225

PM7_Global_Softness_ev 0.2686366689053056

PM7_Chemical_Potential_ev -1.7025

PM7_Electronigativity_ev 1.7025

PM7_Back_Donation_Energy_ev -0.930625

PM7_Electrophilicity_ev 0.38932253190060445

OPENEYE_Name (2~{S},3~{R},6~{R},7~{R})-3-(acetoxymethyl)-7-[(~{Z})-[(6~{S})-6-[(2-azaniumylacetyl)amino]-6-carboxylato-1-hydroxy-hexylidene]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate

SMILES C1(=O)C(C2N1C(C(CS2)COC(=O)C)C(=O)[O-])N=C(CCCCC(C(=O)[O-])NC(=O)C[NH3+])O

Canonical_SMILES CC(=O)OC[C@@H]1CS[C@H]2N([C@@H]1C(=O)O)C(=O)[C@H]2/N=C(/CCCC[C@@H](C(=O)O)NC(=O)C[NH3+])O

InChI 1/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p-1/fC19H27N4O9S/h20-21,25H/q-1

InChI_3D 1S/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p+1/t10-,11+,14-,15+,17-/m1/s1

AuxInfo 1/1/N:12,17,16,18,13,14,15,7,5,10,19,3,4,8,9,1,11,6,2,22,23,20,21,28,24,27,25,29,31,26,30,32,33/E:(28,29)(30,31)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCNNN+NOOOOOOO-O-OSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;s1;s2;s7s9;s8;s5;s3;s4;s10;s13;s16;s17;s6s18;w3s8;s1s9s11;s14;s4s19;s3;d1;d2;d4;d5;d6;s2;s6;s5s15;s7s11;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s22;s22;s23;s22;s24;/rC:-2.7429,.0003,0;-1.5152,-1.2651,0;-4.2429,1.8718,0;-9.7429,1.7378,0;3.3507,-.292,0;-8.2429,-.1282,0;.0001,1.0055,0;-2.7429,1.0058,0;-.8716,-.4998,0;;-1.7374,1.0058,0;4.3357,-.1194,0;-5.2429,1.8718,0;-10.7429,1.7378,0;1.7237,.3021,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-8.2429,.8718,0;-3.7429,1.0058,0;-1.7375,.0003,0;-11.7429,1.7379,0;-9.2429,.8718,0;-3.7429,2.7378,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-9.2429,2.6039,0;3.0077,-1.2314,0;-9.1089,-.6282,0;-1.1742,-2.2052,0;-7.3769,-.6282,0;2.7087,.4747,0;-.8713,1.5112,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-.551,-.8835,0;.1701,-.4702,0;-1.8679,1.4885,0;4.422,-.6119,0;4.2494,.3731,0;4.8282,-.0331,0;-5.2429,1.3718,0;-5.2429,2.3718,0;-10.7429,2.2378,0;-10.7429,1.2378,0;1.6374,.7946,0;1.81,-.1904,0;-6.2429,1.3718,0;-6.2429,2.3718,0;-7.2429,1.3718,0;-7.2429,2.3718,0;-8.7429,1.8718,0;-8.2429,2.3718,0;-7.7429,.8718,0;-11.7429,2.2379,0;-11.7429,1.2379,0;-9.4929,.4388,0;-12.2429,1.7379,0;-3.2429,2.7378,0;

Duplicates DB04488_p7_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p7_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p7_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p7_t0.sdf

Formula	C₁₉H₂₇N₄O₉S
MW	487.5
InChIKey	JDAREAJBQYNCGO-GVTLPCITNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	62
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	63
Rotat_Bonds	17
Unbranched_Chain	4
Chiral_Centers	5
ONatoms	13
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-6.77
logP	-1.4404
PSA	235.84
MR	120.873
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-402.28044
PM7_Total_Energy_ev	-6280.21217
PM7_Electronic_Energy_ev	-56322.46101
PM7_Dipole_Debye	24.36259
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.425
PM7_LUMO_Energy_ev	2.02
PM7_COSMO_Area_square_ang	427.71
PM7_COSMO_Volue_cubic_ang	553.62
PM7_Electron_Affinity_ev	-2.02
PM7_Ionization_Energy_ev	5.425
PM7_Energy_Gap_ev	7.445
PM7_Global_Hardness_ev	3.7225
PM7_Global_Softness_ev	0.2686366689053056
PM7_Chemical_Potential_ev	-1.7025
PM7_Electronigativity_ev	1.7025
PM7_Back_Donation_Energy_ev	-0.930625
PM7_Electrophilicity_ev	0.38932253190060445
OPENEYE_Name	(2~{S},3~{R},6~{R},7~{R})-3-(acetoxymethyl)-7-[(~{Z})-[(6~{S})-6-[(2-azaniumylacetyl)amino]-6-carboxylato-1-hydroxy-hexylidene]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate
SMILES	C1(=O)C(C2N1C(C(CS2)COC(=O)C)C(=O)[O-])N=C(CCCCC(C(=O)[O-])NC(=O)C[NH3+])O
Canonical_SMILES	CC(=O)OC[C@@H]1CS[C@H]2N([C@@H]1C(=O)O)C(=O)[C@H]2/N=C(/CCCC[C@@H](C(=O)O)NC(=O)C[NH3+])O
InChI	1/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p-1/fC19H27N4O9S/h20-21,25H/q-1
InChI_3D	1S/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p+1/t10-,11+,14-,15+,17-/m1/s1
AuxInfo	1/1/N:12,17,16,18,13,14,15,7,5,10,19,3,4,8,9,1,11,6,2,22,23,20,21,28,24,27,25,29,31,26,30,32,33/E:(28,29)(30,31)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCNNN+NOOOOOOO-O-OSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;s1;s2;s7s9;s8;s5;s3;s4;s10;s13;s16;s17;s6s18;w3s8;s1s9s11;s14;s4s19;s3;d1;d2;d4;d5;d6;s2;s6;s5s15;s7s11;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s22;s22;s23;s22;s24;/rC:-2.7429,.0003,0;-1.5152,-1.2651,0;-4.2429,1.8718,0;-9.7429,1.7378,0;3.3507,-.292,0;-8.2429,-.1282,0;.0001,1.0055,0;-2.7429,1.0058,0;-.8716,-.4998,0;;-1.7374,1.0058,0;4.3357,-.1194,0;-5.2429,1.8718,0;-10.7429,1.7378,0;1.7237,.3021,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-8.2429,.8718,0;-3.7429,1.0058,0;-1.7375,.0003,0;-11.7429,1.7379,0;-9.2429,.8718,0;-3.7429,2.7378,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-9.2429,2.6039,0;3.0077,-1.2314,0;-9.1089,-.6282,0;-1.1742,-2.2052,0;-7.3769,-.6282,0;2.7087,.4747,0;-.8713,1.5112,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-.551,-.8835,0;.1701,-.4702,0;-1.8679,1.4885,0;4.422,-.6119,0;4.2494,.3731,0;4.8282,-.0331,0;-5.2429,1.3718,0;-5.2429,2.3718,0;-10.7429,2.2378,0;-10.7429,1.2378,0;1.6374,.7946,0;1.81,-.1904,0;-6.2429,1.3718,0;-6.2429,2.3718,0;-7.2429,1.3718,0;-7.2429,2.3718,0;-8.7429,1.8718,0;-8.2429,2.3718,0;-7.7429,.8718,0;-11.7429,2.2379,0;-11.7429,1.2379,0;-9.4929,.4388,0;-12.2429,1.7379,0;-3.2429,2.7378,0;
Duplicates	DB04488_p7_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p7_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p7_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p7_t0.sdf