CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3505_s0_t0 (1324)

Formula C₂₁H₂₇N₅O₉S₂

MW 557.59

InChIKey LTINZAODLRIQIX-HQOSXFPVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 66

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 14

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP 2.16

logP 1.737

PSA 234.51

MR 136.004

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -228.46771

PM7_Total_Energy_ev -6882.52166

PM7_Electronic_Energy_ev -66588.32261

PM7_Dipole_Debye 7.14055

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.544

PM7_LUMO_Energy_ev -0.73

PM7_COSMO_Area_square_ang 488.42

PM7_COSMO_Volue_cubic_ang 625.96

PM7_Electron_Affinity_ev 0.73

PM7_Ionization_Energy_ev 8.544

PM7_Energy_Gap_ev 7.814

PM7_Global_Hardness_ev 3.907

PM7_Global_Softness_ev 0.2559508574353724

PM7_Chemical_Potential_ev -4.637

PM7_Electronigativity_ev 4.637

PM7_Back_Donation_Energy_ev -0.97675

PM7_Electrophilicity_ev 2.751698105963655

OPENEYE_Name [(1~{S})-1-isopropoxycarbonyloxyethyl] (6~{R},7~{R})-7-[[(2~{Z})-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

SMILES c1c(nc(s1)N)C(=NOC)C(=O)NC2C(=O)N3C2SCC(=C3C(=O)OC(C)OC(=O)OC(C)C)COC

Canonical_SMILES COCC1=C(C(=O)O[C@@H](OC(=O)OC(C)C)C)N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=NOC)/c1csc(n1)N

InChI 1/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/f/h24H,22H2

InChI_3D 1S/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/b25-13-/t10-,14+,18+/m0/s1

AuxInfo 1/1/N:14,15,16,17,18,19,11,1,20,21,5,2,7,12,4,9,6,13,8,3,10,25,22,26,23,24,29,27,28,30,34,35,32,31,33,37,36/E:(1,2)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d4;;s2;s4;s7;;s5;s6;s12;;;;;;s5;s14s15;s16;s2d3;w7;s4s6s13;s3;s9s12;d6;d8;d9;d10;s8s21;s10s20;s10s21;s17s19;s18s23;s1s3;s11s13;s1;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s25;s25;s26;/rC:-6.7373,2.8437,0;-5.7429,2.7379,0;-6.0805,4.3242,0;-.8716,-.4998,0;;-2.7429,.0003,0;-5.2429,1.8718,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.8543,-4.5025,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;.4846,-6.8679,0;-.5127,-5.1343,0;-1.0094,-2.9996,0;2.5958,-1.504,0;-7.2429,.1398,0;.8653,-.5013,0;-.0141,-6.0011,0;-.0094,-3.0011,0;-5.3368,3.6532,0;-5.7429,1.0058,0;-1.7375,.0003,0;-5.976,5.3187,0;-3.7429,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;1.7211,-4.0038,0;-.0079,-2.0011,0;.8527,-5.5025,0;-.011,-4.0011,0;1.7305,-1.0026,0;-6.7429,1.0058,0;-6.9499,3.8211,0;-.8713,1.5112,0;-7.0712,2.4716,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;.0512,-7.1173,0;.918,-6.6186,0;.7339,-7.3013,0;-.0793,-4.885,0;-.9461,-5.3837,0;-.7621,-4.7009,0;-1.0102,-3.4996,0;-1.0087,-2.4996,0;-1.5094,-2.9988,0;2.8464,-1.0713,0;2.3451,-1.9366,0;3.0284,-1.7546,0;-7.6759,.3898,0;-6.8099,-.1102,0;-7.4929,-.2932,0;1.1159,-.0687,0;.6146,-.9339,0;-.4475,-6.2505,0;.4906,-3.0019,0;-6.3805,5.6126,0;-5.5192,5.522,0;-3.9929,.5728,0;

Duplicates ChEBI3505_s0_t0;ChEBI94455_s0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3505_s0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3505_s0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3505_s0_t0.sdf

Formula	C₂₁H₂₇N₅O₉S₂
MW	557.59
InChIKey	LTINZAODLRIQIX-HQOSXFPVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	66
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	14
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	2.16
logP	1.737
PSA	234.51
MR	136.004
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-228.46771
PM7_Total_Energy_ev	-6882.52166
PM7_Electronic_Energy_ev	-66588.32261
PM7_Dipole_Debye	7.14055
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.544
PM7_LUMO_Energy_ev	-0.73
PM7_COSMO_Area_square_ang	488.42
PM7_COSMO_Volue_cubic_ang	625.96
PM7_Electron_Affinity_ev	0.73
PM7_Ionization_Energy_ev	8.544
PM7_Energy_Gap_ev	7.814
PM7_Global_Hardness_ev	3.907
PM7_Global_Softness_ev	0.2559508574353724
PM7_Chemical_Potential_ev	-4.637
PM7_Electronigativity_ev	4.637
PM7_Back_Donation_Energy_ev	-0.97675
PM7_Electrophilicity_ev	2.751698105963655
OPENEYE_Name	[(1~{S})-1-isopropoxycarbonyloxyethyl] (6~{R},7~{R})-7-[[(2~{Z})-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
SMILES	c1c(nc(s1)N)C(=NOC)C(=O)NC2C(=O)N3C2SCC(=C3C(=O)OC(C)OC(=O)OC(C)C)COC
Canonical_SMILES	COCC1=C(C(=O)O[C@@H](OC(=O)OC(C)C)C)N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=NOC)/c1csc(n1)N
InChI	1/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/f/h24H,22H2
InChI_3D	1S/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/b25-13-/t10-,14+,18+/m0/s1
AuxInfo	1/1/N:14,15,16,17,18,19,11,1,20,21,5,2,7,12,4,9,6,13,8,3,10,25,22,26,23,24,29,27,28,30,34,35,32,31,33,37,36/E:(1,2)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d4;;s2;s4;s7;;s5;s6;s12;;;;;;s5;s14s15;s16;s2d3;w7;s4s6s13;s3;s9s12;d6;d8;d9;d10;s8s21;s10s20;s10s21;s17s19;s18s23;s1s3;s11s13;s1;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s25;s25;s26;/rC:-6.7373,2.8437,0;-5.7429,2.7379,0;-6.0805,4.3242,0;-.8716,-.4998,0;;-2.7429,.0003,0;-5.2429,1.8718,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.8543,-4.5025,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;.4846,-6.8679,0;-.5127,-5.1343,0;-1.0094,-2.9996,0;2.5958,-1.504,0;-7.2429,.1398,0;.8653,-.5013,0;-.0141,-6.0011,0;-.0094,-3.0011,0;-5.3368,3.6532,0;-5.7429,1.0058,0;-1.7375,.0003,0;-5.976,5.3187,0;-3.7429,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;1.7211,-4.0038,0;-.0079,-2.0011,0;.8527,-5.5025,0;-.011,-4.0011,0;1.7305,-1.0026,0;-6.7429,1.0058,0;-6.9499,3.8211,0;-.8713,1.5112,0;-7.0712,2.4716,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;.0512,-7.1173,0;.918,-6.6186,0;.7339,-7.3013,0;-.0793,-4.885,0;-.9461,-5.3837,0;-.7621,-4.7009,0;-1.0102,-3.4996,0;-1.0087,-2.4996,0;-1.5094,-2.9988,0;2.8464,-1.0713,0;2.3451,-1.9366,0;3.0284,-1.7546,0;-7.6759,.3898,0;-6.8099,-.1102,0;-7.4929,-.2932,0;1.1159,-.0687,0;.6146,-.9339,0;-.4475,-6.2505,0;.4906,-3.0019,0;-6.3805,5.6126,0;-5.5192,5.522,0;-3.9929,.5728,0;
Duplicates	ChEBI3505_s0_t0;ChEBI94455_s0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3505_s0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3505_s0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3505_s0_t0.sdf