CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2676_p0 (757)

Formula C₁₆H₁₉N₃O₅S

MW 365.4

InChIKey LSQZJLSUYDQPKJ-LRQUTDIWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -3.66

logP 1.0528

PSA 158.26

MR 94.5869

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -145.432

PM7_Total_Energy_ev -4433.04257

PM7_Electronic_Energy_ev -34178.11159

PM7_Dipole_Debye 5.71972

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.332

PM7_LUMO_Energy_ev -0.786

PM7_COSMO_Area_square_ang 344.25

PM7_COSMO_Volue_cubic_ang 417.64

PM7_Electron_Affinity_ev 0.786

PM7_Ionization_Energy_ev 9.332

PM7_Energy_Gap_ev 8.546

PM7_Global_Hardness_ev 4.273

PM7_Global_Softness_ev 0.23402761525860052

PM7_Chemical_Potential_ev -5.059

PM7_Electronigativity_ev 5.059

PM7_Back_Donation_Energy_ev -1.06825

PM7_Electrophilicity_ev 2.994790662298151

OPENEYE_Name (2~{S},5~{R},6~{R})-6-[[(2~{R})-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

SMILES c1cc(ccc1C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)N)O

Canonical_SMILES O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C

InChI 1/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/f/h18,23H

InChI_3D 1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1

AuxInfo 1/1/N:14,15,1,2,3,4,5,6,16,10,11,9,7,12,8,13,18,19,17,23,22,20,21,24,25/E:(1,2)(3,4)(5,6)(23,24)/F:14,15,1,2,3,4,5,6,16,10,11,9,7,12,8,13,18,19,17,23,22,20,24,21,25/E:(1,2)(3,4)(5,6)/rA:44cCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s7;s8;s10;s11;s13;s13;s5s9;s7s11s12;s16;s9s10;d7;d8;d9;s6;s8;s12s13;s1;s2;s3;s4;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s18;s18;s19;s23;s24;/rC:-4.7475,-.0015,0;-4.7475,1.7335,0;-5.7527,-.0015,0;-5.7527,1.7335,0;-4.25,.866,0;-6.2604,.866,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,.866,0;1,-1.0001,0;-2.5,1.866,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;-7.2604,.866,0;.5497,-2.3271,0;1.9514,.3089,0;-4.4969,-.4341,0;-4.4969,2.1662,0;-6.0014,-.4352,0;-6.0014,2.1673,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;4.1743,.2991,0;3.5053,1.0423,0;4.2114,1.0052,0;3.6169,-.7979,0;2.9476,-1.541,0;3.6538,-1.5041,0;-2.5,.366,0;-2.933,2.116,0;-2.067,2.116,0;-1.25,-.433,0;-7.5104,.433,0;.3462,-2.7839,0;

Duplicates ChEBI2676_p0;ChEBI51254_m1_p0;ChEBI95232_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2676_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2676_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2676_p0.sdf

Formula	C₁₆H₁₉N₃O₅S
MW	365.4
InChIKey	LSQZJLSUYDQPKJ-LRQUTDIWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-3.66
logP	1.0528
PSA	158.26
MR	94.5869
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-145.432
PM7_Total_Energy_ev	-4433.04257
PM7_Electronic_Energy_ev	-34178.11159
PM7_Dipole_Debye	5.71972
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.332
PM7_LUMO_Energy_ev	-0.786
PM7_COSMO_Area_square_ang	344.25
PM7_COSMO_Volue_cubic_ang	417.64
PM7_Electron_Affinity_ev	0.786
PM7_Ionization_Energy_ev	9.332
PM7_Energy_Gap_ev	8.546
PM7_Global_Hardness_ev	4.273
PM7_Global_Softness_ev	0.23402761525860052
PM7_Chemical_Potential_ev	-5.059
PM7_Electronigativity_ev	5.059
PM7_Back_Donation_Energy_ev	-1.06825
PM7_Electrophilicity_ev	2.994790662298151
OPENEYE_Name	(2~{S},5~{R},6~{R})-6-[[(2~{R})-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1cc(ccc1C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)N)O
Canonical_SMILES	O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI	1/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/f/h18,23H
InChI_3D	1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
AuxInfo	1/1/N:14,15,1,2,3,4,5,6,16,10,11,9,7,12,8,13,18,19,17,23,22,20,21,24,25/E:(1,2)(3,4)(5,6)(23,24)/F:14,15,1,2,3,4,5,6,16,10,11,9,7,12,8,13,18,19,17,23,22,20,24,21,25/E:(1,2)(3,4)(5,6)/rA:44cCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s7;s8;s10;s11;s13;s13;s5s9;s7s11s12;s16;s9s10;d7;d8;d9;s6;s8;s12s13;s1;s2;s3;s4;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s18;s18;s19;s23;s24;/rC:-4.7475,-.0015,0;-4.7475,1.7335,0;-5.7527,-.0015,0;-5.7527,1.7335,0;-4.25,.866,0;-6.2604,.866,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,.866,0;1,-1.0001,0;-2.5,1.866,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;-7.2604,.866,0;.5497,-2.3271,0;1.9514,.3089,0;-4.4969,-.4341,0;-4.4969,2.1662,0;-6.0014,-.4352,0;-6.0014,2.1673,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;4.1743,.2991,0;3.5053,1.0423,0;4.2114,1.0052,0;3.6169,-.7979,0;2.9476,-1.541,0;3.6538,-1.5041,0;-2.5,.366,0;-2.933,2.116,0;-2.067,2.116,0;-1.25,-.433,0;-7.5104,.433,0;.3462,-2.7839,0;
Duplicates	ChEBI2676_p0;ChEBI51254_m1_p0;ChEBI95232_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2676_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2676_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2676_p0.sdf