CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04488_p0_t0 (4795)

Formula C₁₉H₂₇N₄O₉S

MW 487.5

InChIKey JDAREAJBQYNCGO-XHZJMNRMNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 61

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 62

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 4

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -7.48

logP -0.0233

PSA 234.22

MR 119.616

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -396.50393

PM7_Total_Energy_ev -6279.83672

PM7_Electronic_Energy_ev -57354.99193

PM7_Dipole_Debye 9.31505

PM7_Point_Group C1

PM7_HOMO_Energy_ev -4.755

PM7_LUMO_Energy_ev 2.566

PM7_COSMO_Area_square_ang 422.79

PM7_COSMO_Volue_cubic_ang 553.76

PM7_Electron_Affinity_ev -2.566

PM7_Ionization_Energy_ev 4.755

PM7_Energy_Gap_ev 7.321

PM7_Global_Hardness_ev 3.6605

PM7_Global_Softness_ev 0.2731867231252561

PM7_Chemical_Potential_ev -1.0945

PM7_Electronigativity_ev 1.0945

PM7_Back_Donation_Energy_ev -0.915125

PM7_Electrophilicity_ev 0.16362931976505943

OPENEYE_Name (1~{Z},6~{S})-~{N}-[(2~{S},3~{R},6~{R},7~{R})-3-(acetoxymethyl)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-7-yl]-6-[(2-aminoacetyl)amino]-7-hydroxy-7-oxo-heptanimidate

SMILES C1(=O)C(C2N1C(C(CS2)COC(=O)C)C(=O)O)N=C(CCCCC(C(=O)O)NC(=O)CN)[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)CN)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/h21,28,30H/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)/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:12,17,16,18,13,14,15,7,5,10,19,3,4,8,9,1,11,6,2,22,23,20,21,28,24,27,25,31,29,30,26,32,33/rA:60cCCCCCCCCCCCCCCCCCCCNNNNO-OOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s30;s31;/rC:-2.7429,.0003,0;-1.5152,-1.2651,0;-4.2429,1.8718,0;-10.7429,1.0058,0;3.3507,-.292,0;-9.2429,2.8718,0;.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;-11.7429,1.0058,0;1.7237,.3021,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-9.2429,1.8718,0;-3.7429,1.0058,0;-1.7375,.0003,0;-12.7429,1.0058,0;-10.2429,1.8718,0;-3.7429,2.7378,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-10.2429,.1398,0;3.0077,-1.2314,0;-10.1089,3.3718,0;-1.1742,-2.2052,0;-8.3769,3.3718,0;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;-11.7429,.5058,0;-11.7429,1.5058,0;1.6374,.7946,0;1.81,-.1904,0;-6.2429,2.3718,0;-6.2429,1.3718,0;-7.2429,2.3718,0;-7.2429,1.3718,0;-8.2429,2.3718,0;-8.2429,1.3718,0;-9.2429,1.3718,0;-12.9929,.5728,0;-12.9929,1.4388,0;-10.4929,2.3048,0;-1.496,-2.5879,0;-8.3769,3.8718,0;

Duplicates DB04488_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t0.sdf

Formula	C₁₉H₂₇N₄O₉S
MW	487.5
InChIKey	JDAREAJBQYNCGO-XHZJMNRMNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	61
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	62
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	4
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-7.48
logP	-0.0233
PSA	234.22
MR	119.616
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-396.50393
PM7_Total_Energy_ev	-6279.83672
PM7_Electronic_Energy_ev	-57354.99193
PM7_Dipole_Debye	9.31505
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-4.755
PM7_LUMO_Energy_ev	2.566
PM7_COSMO_Area_square_ang	422.79
PM7_COSMO_Volue_cubic_ang	553.76
PM7_Electron_Affinity_ev	-2.566
PM7_Ionization_Energy_ev	4.755
PM7_Energy_Gap_ev	7.321
PM7_Global_Hardness_ev	3.6605
PM7_Global_Softness_ev	0.2731867231252561
PM7_Chemical_Potential_ev	-1.0945
PM7_Electronigativity_ev	1.0945
PM7_Back_Donation_Energy_ev	-0.915125
PM7_Electrophilicity_ev	0.16362931976505943
OPENEYE_Name	(1~{Z},6~{S})-~{N}-[(2~{S},3~{R},6~{R},7~{R})-3-(acetoxymethyl)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-7-yl]-6-[(2-aminoacetyl)amino]-7-hydroxy-7-oxo-heptanimidate
SMILES	C1(=O)C(C2N1C(C(CS2)COC(=O)C)C(=O)O)N=C(CCCCC(C(=O)O)NC(=O)CN)[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)CN)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/h21,28,30H/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)/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:12,17,16,18,13,14,15,7,5,10,19,3,4,8,9,1,11,6,2,22,23,20,21,28,24,27,25,31,29,30,26,32,33/rA:60cCCCCCCCCCCCCCCCCCCCNNNNO-OOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s30;s31;/rC:-2.7429,.0003,0;-1.5152,-1.2651,0;-4.2429,1.8718,0;-10.7429,1.0058,0;3.3507,-.292,0;-9.2429,2.8718,0;.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;-11.7429,1.0058,0;1.7237,.3021,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-9.2429,1.8718,0;-3.7429,1.0058,0;-1.7375,.0003,0;-12.7429,1.0058,0;-10.2429,1.8718,0;-3.7429,2.7378,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-10.2429,.1398,0;3.0077,-1.2314,0;-10.1089,3.3718,0;-1.1742,-2.2052,0;-8.3769,3.3718,0;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;-11.7429,.5058,0;-11.7429,1.5058,0;1.6374,.7946,0;1.81,-.1904,0;-6.2429,2.3718,0;-6.2429,1.3718,0;-7.2429,2.3718,0;-7.2429,1.3718,0;-8.2429,2.3718,0;-8.2429,1.3718,0;-9.2429,1.3718,0;-12.9929,.5728,0;-12.9929,1.4388,0;-10.4929,2.3048,0;-1.496,-2.5879,0;-8.3769,3.8718,0;
Duplicates	DB04488_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04488_p0_t0.sdf