CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192380_t1 (106008)

Formula C₁₈H₁₇N₂O₆S

MW 389.4

InChIKey PBERONARYOOSKZ-HSGYOKIENA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.81

logP 0.6822

PSA 138.64

MR 101.601

ABS 0.56

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -189.84556

PM7_Total_Energy_ev -4761.45512

PM7_Electronic_Energy_ev -36673.01681

PM7_Dipole_Debye 19.28783

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.406

PM7_LUMO_Energy_ev 1.399

PM7_COSMO_Area_square_ang 371.8

PM7_COSMO_Volue_cubic_ang 438.5

PM7_Electron_Affinity_ev -1.399

PM7_Ionization_Energy_ev 5.406

PM7_Energy_Gap_ev 6.805

PM7_Global_Hardness_ev 3.4025

PM7_Global_Softness_ev 0.29390154298310067

PM7_Chemical_Potential_ev -2.0035

PM7_Electronigativity_ev 2.0035

PM7_Back_Donation_Energy_ev -0.850625

PM7_Electrophilicity_ev 0.5898621969140339

OPENEYE_Name (2~{S},3~{R},6~{R},7~{Z})-3-(acetoxymethyl)-8-oxo-7-(2-phenylacetyl)imino-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate

SMILES c1ccc(cc1)CC(=O)N=C2C(=O)N3C2SCC(C3C(=O)[O-])COC(=O)C

Canonical_SMILES CC(=O)OC[C@@H]1CS[C@H]2N([C@@H]1C(=O)O)C(=O)/C/2=N/C(=O)Cc1ccccc1

InChI 1/C18H18N2O6S/c1-10(21)26-8-12-9-27-17-14(16(23)20(17)15(12)18(24)25)19-13(22)7-11-5-3-2-4-6-11/h2-6,12,15,17H,7-9H2,1H3,(H,24,25)/p-1/fC18H17N2O6S/q-1

InChI_3D 1S/C18H18N2O6S/c1-10(21)26-8-12-9-27-17-14(16(23)20(17)15(12)18(24)25)19-13(22)7-11-5-3-2-4-6-11/h2-6,12,15,17H,7-9H2,1H3,(H,24,25)/b19-14-/t12-,15+,17-/m1/s1

AuxInfo 1/1/N:16,1,2,3,4,5,17,18,13,12,6,8,11,14,7,9,15,10,20,19,24,23,21,22,25,26,27/E:(3,4)(5,6)(24,25)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCCCNNOOOOO-OSHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;s7;;;s8;s9;s14;s12;s6s11;s8;s7s9s15;s11w14;d9;d10;d11;d12;s10;s12s18;s13s15;s1;s2;s3;s4;s5;s7;s8;s13;s13;s15;s16;s16;s16;s17;s17;s18;s18;/rC:-7.2517,4.2899,0;-6.2865,4.5515,0;-7.5133,3.3247,0;-5.5757,3.8407,0;-6.8026,2.6139,0;-5.8301,2.8683,0;-.8716,-.4998,0;;-2.7429,.0003,0;-1.5152,-1.2651,0;-4.4159,1.4541,0;3.3507,-.292,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;4.3357,-.1194,0;-5.123,2.1612,0;1.7237,.3021,0;-1.7375,.0003,0;-3.45,1.7129,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-4.6748,.4882,0;3.0077,-1.2314,0;-1.1742,-2.2052,0;2.7087,.4747,0;-.8713,1.5112,0;-7.6053,4.6434,0;-6.1578,5.0346,0;-7.9965,3.196,0;-5.0932,3.9715,0;-6.9334,2.1313,0;-.551,-.8835,0;.1701,-.4702,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;4.422,-.6119,0;4.2494,.3731,0;4.8282,-.0331,0;-4.7695,2.5147,0;-5.4766,1.8076,0;1.6374,.7946,0;1.81,-.1904,0;

Duplicates ChEBI192380_t1

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t1.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t1.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t1.sdf

Formula	C₁₈H₁₇N₂O₆S
MW	389.4
InChIKey	PBERONARYOOSKZ-HSGYOKIENA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.81
logP	0.6822
PSA	138.64
MR	101.601
ABS	0.56
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-189.84556
PM7_Total_Energy_ev	-4761.45512
PM7_Electronic_Energy_ev	-36673.01681
PM7_Dipole_Debye	19.28783
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.406
PM7_LUMO_Energy_ev	1.399
PM7_COSMO_Area_square_ang	371.8
PM7_COSMO_Volue_cubic_ang	438.5
PM7_Electron_Affinity_ev	-1.399
PM7_Ionization_Energy_ev	5.406
PM7_Energy_Gap_ev	6.805
PM7_Global_Hardness_ev	3.4025
PM7_Global_Softness_ev	0.29390154298310067
PM7_Chemical_Potential_ev	-2.0035
PM7_Electronigativity_ev	2.0035
PM7_Back_Donation_Energy_ev	-0.850625
PM7_Electrophilicity_ev	0.5898621969140339
OPENEYE_Name	(2~{S},3~{R},6~{R},7~{Z})-3-(acetoxymethyl)-8-oxo-7-(2-phenylacetyl)imino-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate
SMILES	c1ccc(cc1)CC(=O)N=C2C(=O)N3C2SCC(C3C(=O)[O-])COC(=O)C
Canonical_SMILES	CC(=O)OC[C@@H]1CS[C@H]2N([C@@H]1C(=O)O)C(=O)/C/2=N/C(=O)Cc1ccccc1
InChI	1/C18H18N2O6S/c1-10(21)26-8-12-9-27-17-14(16(23)20(17)15(12)18(24)25)19-13(22)7-11-5-3-2-4-6-11/h2-6,12,15,17H,7-9H2,1H3,(H,24,25)/p-1/fC18H17N2O6S/q-1
InChI_3D	1S/C18H18N2O6S/c1-10(21)26-8-12-9-27-17-14(16(23)20(17)15(12)18(24)25)19-13(22)7-11-5-3-2-4-6-11/h2-6,12,15,17H,7-9H2,1H3,(H,24,25)/b19-14-/t12-,15+,17-/m1/s1
AuxInfo	1/1/N:16,1,2,3,4,5,17,18,13,12,6,8,11,14,7,9,15,10,20,19,24,23,21,22,25,26,27/E:(3,4)(5,6)(24,25)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCCCNNOOOOO-OSHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;s7;;;s8;s9;s14;s12;s6s11;s8;s7s9s15;s11w14;d9;d10;d11;d12;s10;s12s18;s13s15;s1;s2;s3;s4;s5;s7;s8;s13;s13;s15;s16;s16;s16;s17;s17;s18;s18;/rC:-7.2517,4.2899,0;-6.2865,4.5515,0;-7.5133,3.3247,0;-5.5757,3.8407,0;-6.8026,2.6139,0;-5.8301,2.8683,0;-.8716,-.4998,0;;-2.7429,.0003,0;-1.5152,-1.2651,0;-4.4159,1.4541,0;3.3507,-.292,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;4.3357,-.1194,0;-5.123,2.1612,0;1.7237,.3021,0;-1.7375,.0003,0;-3.45,1.7129,0;-3.45,-.7068,0;-2.4998,-1.0904,0;-4.6748,.4882,0;3.0077,-1.2314,0;-1.1742,-2.2052,0;2.7087,.4747,0;-.8713,1.5112,0;-7.6053,4.6434,0;-6.1578,5.0346,0;-7.9965,3.196,0;-5.0932,3.9715,0;-6.9334,2.1313,0;-.551,-.8835,0;.1701,-.4702,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;4.422,-.6119,0;4.2494,.3731,0;4.8282,-.0331,0;-4.7695,2.5147,0;-5.4766,1.8076,0;1.6374,.7946,0;1.81,-.1904,0;
Duplicates	ChEBI192380_t1
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t1.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t1.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t1.sdf