CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04488_p0_t1 (4796)

Formula C₁₉H₂₇N₄O₉S

MW 487.5

InChIKey JDAREAJBQYNCGO-KWMRKWEMNA-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 -4.39

logP -1.8898

PSA 232.35

MR 118.618

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -403.51964

PM7_Total_Energy_ev -6280.30151

PM7_Electronic_Energy_ev -57331.47032

PM7_Dipole_Debye 21.47238

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.594

PM7_LUMO_Energy_ev 1.211

PM7_COSMO_Area_square_ang 426.66

PM7_COSMO_Volue_cubic_ang 548.02

PM7_Electron_Affinity_ev -1.211

PM7_Ionization_Energy_ev 5.594

PM7_Energy_Gap_ev 6.805

PM7_Global_Hardness_ev 3.4025

PM7_Global_Softness_ev 0.29390154298310067

PM7_Chemical_Potential_ev -2.1915

PM7_Electronigativity_ev 2.1915

PM7_Back_Donation_Energy_ev -0.850625

PM7_Electrophilicity_ev 0.7057563923585599

OPENEYE_Name (2~{S},3~{R},6~{R},7~{R})-3-(acetoxymethyl)-7-[[(6~{S})-6-[(2-azaniumylacetyl)amino]-6-carboxylato-hexanoyl]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-])NC(=O)CCCCC(C(=O)[O-])NC(=O)C[NH3+]

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

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/h20-22H/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:12,17,16,18,13,14,15,7,6,10,19,3,4,8,9,1,11,5,2,23,22,21,20,31,28,29,26,25,30,24,27,32,33/E:(28,29)(30,31)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCNNNN+O-O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;s1;s2;s7s9;s8;s6;s3;s4;s10;s13;s16;s17;s5s18;s1s9s11;s3s8;s4s19;s14;s2;s5;d1;d2;d3;d4;d5;d6;s6s15;s7s11;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s21;s22;s23;s23;s23;/rC:-2.7429,.0003,0;-1.5152,-1.2651,0;-4.2429,1.8718,0;-9.7429,1.7379,0;-8.2429,-.1282,0;3.3507,-.292,0;.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;-10.7429,1.7379,0;1.7237,.3021,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-8.2429,.8718,0;-1.7375,.0003,0;-3.7429,1.0058,0;-9.2429,.8718,0;-11.7429,1.7379,0;-1.1742,-2.2052,0;-7.3769,-.6282,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-3.7429,2.7378,0;-9.2429,2.6039,0;-9.1089,-.6282,0;3.0077,-1.2314,0;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;-5.2429,2.3718,0;-5.2429,1.3718,0;-10.7429,2.2379,0;-10.7429,1.2379,0;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;-8.2429,2.3718,0;-8.7429,1.8718,0;-7.7429,.8718,0;-3.9929,.5728,0;-9.4929,.4388,0;-11.7429,2.2379,0;-11.7429,1.2379,0;-12.2429,1.7379,0;

Duplicates DB04488_p0_t1;DB04488_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t1.sdf

Formula	C₁₉H₂₇N₄O₉S
MW	487.5
InChIKey	JDAREAJBQYNCGO-KWMRKWEMNA-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	-4.39
logP	-1.8898
PSA	232.35
MR	118.618
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-403.51964
PM7_Total_Energy_ev	-6280.30151
PM7_Electronic_Energy_ev	-57331.47032
PM7_Dipole_Debye	21.47238
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.594
PM7_LUMO_Energy_ev	1.211
PM7_COSMO_Area_square_ang	426.66
PM7_COSMO_Volue_cubic_ang	548.02
PM7_Electron_Affinity_ev	-1.211
PM7_Ionization_Energy_ev	5.594
PM7_Energy_Gap_ev	6.805
PM7_Global_Hardness_ev	3.4025
PM7_Global_Softness_ev	0.29390154298310067
PM7_Chemical_Potential_ev	-2.1915
PM7_Electronigativity_ev	2.1915
PM7_Back_Donation_Energy_ev	-0.850625
PM7_Electrophilicity_ev	0.7057563923585599
OPENEYE_Name	(2~{S},3~{R},6~{R},7~{R})-3-(acetoxymethyl)-7-[[(6~{S})-6-[(2-azaniumylacetyl)amino]-6-carboxylato-hexanoyl]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-])NC(=O)CCCCC(C(=O)[O-])NC(=O)C[NH3+]
Canonical_SMILES	CC(=O)OC[C@@H]1CS[C@H]2N([C@@H]1C(=O)O)C(=O)[C@H]2NC(=O)CCCC[C@@H](C(=O)O)NC(=O)C[NH3+]
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/h20-22H/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:12,17,16,18,13,14,15,7,6,10,19,3,4,8,9,1,11,5,2,23,22,21,20,31,28,29,26,25,30,24,27,32,33/E:(28,29)(30,31)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCNNNN+O-O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;s1;s2;s7s9;s8;s6;s3;s4;s10;s13;s16;s17;s5s18;s1s9s11;s3s8;s4s19;s14;s2;s5;d1;d2;d3;d4;d5;d6;s6s15;s7s11;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s21;s22;s23;s23;s23;/rC:-2.7429,.0003,0;-1.5152,-1.2651,0;-4.2429,1.8718,0;-9.7429,1.7379,0;-8.2429,-.1282,0;3.3507,-.292,0;.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;-10.7429,1.7379,0;1.7237,.3021,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-8.2429,.8718,0;-1.7375,.0003,0;-3.7429,1.0058,0;-9.2429,.8718,0;-11.7429,1.7379,0;-1.1742,-2.2052,0;-7.3769,-.6282,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-3.7429,2.7378,0;-9.2429,2.6039,0;-9.1089,-.6282,0;3.0077,-1.2314,0;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;-5.2429,2.3718,0;-5.2429,1.3718,0;-10.7429,2.2379,0;-10.7429,1.2379,0;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;-8.2429,2.3718,0;-8.7429,1.8718,0;-7.7429,.8718,0;-3.9929,.5728,0;-9.4929,.4388,0;-11.7429,2.2379,0;-11.7429,1.2379,0;-12.2429,1.7379,0;
Duplicates	DB04488_p0_t1;DB04488_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t1.sdf