CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3543_p0 (1362)

Formula C₁₆H₂₂N₄O₉S

MW 446.43

InChIKey LXWBXEWUSAABOA-XGQJTELBNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 13

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -5.62

logP 0.106

PSA 236.88

MR 103.683

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -319.49064

PM7_Total_Energy_ev -5840.78106

PM7_Electronic_Energy_ev -50602.01752

PM7_Dipole_Debye 7.52709

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.39

PM7_LUMO_Energy_ev -1.071

PM7_COSMO_Area_square_ang 376.18

PM7_COSMO_Volue_cubic_ang 491.42

PM7_Electron_Affinity_ev 1.071

PM7_Ionization_Energy_ev 9.39

PM7_Energy_Gap_ev 8.319

PM7_Global_Hardness_ev 4.1595

PM7_Global_Softness_ev 0.24041351123933166

PM7_Chemical_Potential_ev -5.2305

PM7_Electronigativity_ev 5.2305

PM7_Back_Donation_Energy_ev -1.039875

PM7_Electrophilicity_ev 3.2886320771727373

OPENEYE_Name (6~{R},7~{S})-7-[[(5~{R})-5-amino-5-carboxy-pentanoyl]amino]-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES C1(=C(CSC2N1C(=O)C2(NC(=O)CCCC(C(=O)O)N)OC)COC(=O)N)C(=O)O

Canonical_SMILES CO[C@@]1(NC(=O)CCC[C@H](C(=O)O)N)C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)N

InChI 1/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/f/h19,22,24H,18H2

InChI_3D 1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8-,14-,16+/m1/s1

AuxInfo 1/1/N:11,14,15,13,12,8,2,16,5,1,6,4,3,9,7,10,19,18,20,17,23,24,27,22,26,21,25,29,28,30/E:(22,23)(24,25)/F:11,14,15,13,12,8,2,16,5,1,6,4,3,9,7,10,19,18,20,17,23,27,24,26,22,21,25,29,28,30/rA:52cCCCCCCCCCCCCCCCCNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;;;;s2;;s3s9;;s2;s5;s13;s14;s6s15;s1s3s9;s7;s16;s5s10;d3;d4;d5;d6;d7;s4;s6;s7s12;s10s11;s8s9;s8;s8;s9;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s18;s18;s19;s19;s20;s26;s27;/rC:-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.9929,.1398,0;-9.9929,.1398,0;2.5973,-.504,0;.0001,1.0055,0;-1.7374,1.0058,0;-2.7429,1.0058,0;-2.7429,3.0058,0;.8653,-.5013,0;-5.9929,.1398,0;-6.9929,.1398,0;-7.9929,.1398,0;-8.9929,.1398,0;-1.7375,.0003,0;3.4626,-1.0053,0;-8.9929,1.1398,0;-4.4929,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-4.4929,-.7263,0;-10.4929,1.0058,0;2.5988,.496,0;-.0079,-2.0011,0;-10.4929,-.7263,0;1.7305,-1.0026,0;-2.7429,2.0058,0;-.8713,1.5112,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;-2.2429,3.0058,0;-3.2429,3.0058,0;-2.7429,3.5058,0;1.1159,-.0687,0;.6146,-.9339,0;-5.9929,-.3602,0;-5.9929,.6398,0;-6.9929,-.3602,0;-6.9929,.6398,0;-7.9929,-.3602,0;-7.9929,.6398,0;-8.9929,-.3602,0;3.896,-.7559,0;3.4618,-1.5053,0;-9.4259,1.3898,0;-8.5599,1.3898,0;-4.7429,1.4388,0;-.0087,-2.5011,0;-10.9929,-.7263,0;

Duplicates ChEBI3543_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3543_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3543_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3543_p0.sdf

Formula	C₁₆H₂₂N₄O₉S
MW	446.43
InChIKey	LXWBXEWUSAABOA-XGQJTELBNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	13
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-5.62
logP	0.106
PSA	236.88
MR	103.683
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-319.49064
PM7_Total_Energy_ev	-5840.78106
PM7_Electronic_Energy_ev	-50602.01752
PM7_Dipole_Debye	7.52709
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.39
PM7_LUMO_Energy_ev	-1.071
PM7_COSMO_Area_square_ang	376.18
PM7_COSMO_Volue_cubic_ang	491.42
PM7_Electron_Affinity_ev	1.071
PM7_Ionization_Energy_ev	9.39
PM7_Energy_Gap_ev	8.319
PM7_Global_Hardness_ev	4.1595
PM7_Global_Softness_ev	0.24041351123933166
PM7_Chemical_Potential_ev	-5.2305
PM7_Electronigativity_ev	5.2305
PM7_Back_Donation_Energy_ev	-1.039875
PM7_Electrophilicity_ev	3.2886320771727373
OPENEYE_Name	(6~{R},7~{S})-7-[[(5~{R})-5-amino-5-carboxy-pentanoyl]amino]-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	C1(=C(CSC2N1C(=O)C2(NC(=O)CCCC(C(=O)O)N)OC)COC(=O)N)C(=O)O
Canonical_SMILES	CO[C@@]1(NC(=O)CCC[C@H](C(=O)O)N)C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)N
InChI	1/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/f/h19,22,24H,18H2
InChI_3D	1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8-,14-,16+/m1/s1
AuxInfo	1/1/N:11,14,15,13,12,8,2,16,5,1,6,4,3,9,7,10,19,18,20,17,23,24,27,22,26,21,25,29,28,30/E:(22,23)(24,25)/F:11,14,15,13,12,8,2,16,5,1,6,4,3,9,7,10,19,18,20,17,23,27,24,26,22,21,25,29,28,30/rA:52cCCCCCCCCCCCCCCCCNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;;;;s2;;s3s9;;s2;s5;s13;s14;s6s15;s1s3s9;s7;s16;s5s10;d3;d4;d5;d6;d7;s4;s6;s7s12;s10s11;s8s9;s8;s8;s9;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s18;s18;s19;s19;s20;s26;s27;/rC:-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.9929,.1398,0;-9.9929,.1398,0;2.5973,-.504,0;.0001,1.0055,0;-1.7374,1.0058,0;-2.7429,1.0058,0;-2.7429,3.0058,0;.8653,-.5013,0;-5.9929,.1398,0;-6.9929,.1398,0;-7.9929,.1398,0;-8.9929,.1398,0;-1.7375,.0003,0;3.4626,-1.0053,0;-8.9929,1.1398,0;-4.4929,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-4.4929,-.7263,0;-10.4929,1.0058,0;2.5988,.496,0;-.0079,-2.0011,0;-10.4929,-.7263,0;1.7305,-1.0026,0;-2.7429,2.0058,0;-.8713,1.5112,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;-2.2429,3.0058,0;-3.2429,3.0058,0;-2.7429,3.5058,0;1.1159,-.0687,0;.6146,-.9339,0;-5.9929,-.3602,0;-5.9929,.6398,0;-6.9929,-.3602,0;-6.9929,.6398,0;-7.9929,-.3602,0;-7.9929,.6398,0;-8.9929,-.3602,0;3.896,-.7559,0;3.4618,-1.5053,0;-9.4259,1.3898,0;-8.5599,1.3898,0;-4.7429,1.4388,0;-.0087,-2.5011,0;-10.9929,-.7263,0;
Duplicates	ChEBI3543_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3543_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3543_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3543_p0.sdf