CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2956 (937)

Formula C₂₀H₂₃N₅O₆S

MW 461.49

InChIKey JTWOMNBEOCYFNV-TYDIHCEFNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 11

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.47

logP 1.0806

PSA 173.45

MR 124.478

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -178.22783

PM7_Total_Energy_ev -5646.6384

PM7_Electronic_Energy_ev -48934.27941

PM7_Dipole_Debye 4.41663

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.256

PM7_LUMO_Energy_ev -0.727

PM7_COSMO_Area_square_ang 423.66

PM7_COSMO_Volue_cubic_ang 513.75

PM7_Electron_Affinity_ev 0.727

PM7_Ionization_Energy_ev 9.256

PM7_Energy_Gap_ev 8.529

PM7_Global_Hardness_ev 4.2645

PM7_Global_Softness_ev 0.23449407902450464

PM7_Chemical_Potential_ev -4.9915

PM7_Electronigativity_ev 4.9915

PM7_Back_Donation_Energy_ev -1.066125

PM7_Electrophilicity_ev 2.9212184605463714

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

SMILES c1ccc(cc1)C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)NC(=O)N4C(=O)NCC4

Canonical_SMILES O=C([C@@H](c1ccccc1)NC(=O)N1CCNC1=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C

InChI 1/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/f/h21-23,28H

InChI_3D 1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1

AuxInfo 1/1/N:18,19,1,2,3,4,5,12,13,6,20,14,15,10,7,16,9,8,11,17,21,24,25,23,22,29,26,28,31,27,30,32/E:(1,2)(4,5)(6,7)(28,29)/F:18,19,1,2,3,4,5,12,13,6,20,14,15,10,7,16,9,8,11,17,21,24,25,23,22,29,26,31,28,27,30,32/E:(1,2)(4,5)(6,7)/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;s12;s7;s9;s14;s15;s17;s17;s6s10;s8s12;s7s15s16;s8s11s13;s10s14;s11s20;d7;d8;d9;d10;d11;s9;s16s17;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s21;s24;s25;s31;/rC:-6.2604,.866,0;-5.7629,1.7335,0;-5.7629,-.0015,0;-4.7577,1.7335,0;-4.7577,-.0015,0;-4.25,.866,0;0,-1.0001,0;-.8225,3.958,0;1.5442,-2.2228,0;-1.5,.866,0;-1.634,2.366,0;-2.137,4.9079,0;-2.4421,3.9555,0;;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;-1.1356,4.9094,0;1,-1.0001,0;-1.634,3.366,0;-1,0,0;-2.5,1.866,0;-.7071,-1.7072,0;.1295,3.6517,0;2.1318,-3.0319,0;-1,1.7321,0;-.7679,1.866,0;.5497,-2.3271,0;1.9514,.3089,0;-6.7604,.866,0;-6.0135,2.1662,0;-6.0135,-.4341,0;-4.509,2.1673,0;-4.509,-.4352,0;-2.086,5.4052,0;-2.6264,5.0102,0;-2.8993,4.1579,0;-2.692,3.5224,0;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;-.8428,5.3147,0;-1.25,-.433,0;-2.933,2.116,0;.3462,-2.7839,0;

Duplicates ChEBI2956;ChEBI94730

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2956.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2956.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2956.sdf

Formula	C₂₀H₂₃N₅O₆S
MW	461.49
InChIKey	JTWOMNBEOCYFNV-TYDIHCEFNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	11
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.47
logP	1.0806
PSA	173.45
MR	124.478
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-178.22783
PM7_Total_Energy_ev	-5646.6384
PM7_Electronic_Energy_ev	-48934.27941
PM7_Dipole_Debye	4.41663
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.256
PM7_LUMO_Energy_ev	-0.727
PM7_COSMO_Area_square_ang	423.66
PM7_COSMO_Volue_cubic_ang	513.75
PM7_Electron_Affinity_ev	0.727
PM7_Ionization_Energy_ev	9.256
PM7_Energy_Gap_ev	8.529
PM7_Global_Hardness_ev	4.2645
PM7_Global_Softness_ev	0.23449407902450464
PM7_Chemical_Potential_ev	-4.9915
PM7_Electronigativity_ev	4.9915
PM7_Back_Donation_Energy_ev	-1.066125
PM7_Electrophilicity_ev	2.9212184605463714
OPENEYE_Name	(2~{S},5~{R},6~{R})-3,3-dimethyl-7-oxo-6-[[(2~{R})-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1ccc(cc1)C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)NC(=O)N4C(=O)NCC4
Canonical_SMILES	O=C([C@@H](c1ccccc1)NC(=O)N1CCNC1=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI	1/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/f/h21-23,28H
InChI_3D	1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
AuxInfo	1/1/N:18,19,1,2,3,4,5,12,13,6,20,14,15,10,7,16,9,8,11,17,21,24,25,23,22,29,26,28,31,27,30,32/E:(1,2)(4,5)(6,7)(28,29)/F:18,19,1,2,3,4,5,12,13,6,20,14,15,10,7,16,9,8,11,17,21,24,25,23,22,29,26,31,28,27,30,32/E:(1,2)(4,5)(6,7)/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;s12;s7;s9;s14;s15;s17;s17;s6s10;s8s12;s7s15s16;s8s11s13;s10s14;s11s20;d7;d8;d9;d10;d11;s9;s16s17;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s21;s24;s25;s31;/rC:-6.2604,.866,0;-5.7629,1.7335,0;-5.7629,-.0015,0;-4.7577,1.7335,0;-4.7577,-.0015,0;-4.25,.866,0;0,-1.0001,0;-.8225,3.958,0;1.5442,-2.2228,0;-1.5,.866,0;-1.634,2.366,0;-2.137,4.9079,0;-2.4421,3.9555,0;;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;-1.1356,4.9094,0;1,-1.0001,0;-1.634,3.366,0;-1,0,0;-2.5,1.866,0;-.7071,-1.7072,0;.1295,3.6517,0;2.1318,-3.0319,0;-1,1.7321,0;-.7679,1.866,0;.5497,-2.3271,0;1.9514,.3089,0;-6.7604,.866,0;-6.0135,2.1662,0;-6.0135,-.4341,0;-4.509,2.1673,0;-4.509,-.4352,0;-2.086,5.4052,0;-2.6264,5.0102,0;-2.8993,4.1579,0;-2.692,3.5224,0;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;-.8428,5.3147,0;-1.25,-.433,0;-2.933,2.116,0;.3462,-2.7839,0;
Duplicates	ChEBI2956;ChEBI94730
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2956.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2956.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2956.sdf