CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192380_t0 (106007)

Formula C₁₈H₁₈N₂O₆S

MW 390.41

InChIKey GOFCPYKUMJBHBH-DCYBUDGMNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.04

logP 0.8596

PSA 138.31

MR 100.243

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -174.90715

PM7_Total_Energy_ev -4774.12773

PM7_Electronic_Energy_ev -36778.49816

PM7_Dipole_Debye 2.05787

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.174

PM7_LUMO_Energy_ev -0.901

PM7_COSMO_Area_square_ang 378.02

PM7_COSMO_Volue_cubic_ang 437.98

PM7_Electron_Affinity_ev 0.901

PM7_Ionization_Energy_ev 9.174

PM7_Energy_Gap_ev 8.273

PM7_Global_Hardness_ev 4.1365

PM7_Global_Softness_ev 0.24175027196905596

PM7_Chemical_Potential_ev -5.0375

PM7_Electronigativity_ev 5.0375

PM7_Back_Donation_Energy_ev -1.034125

PM7_Electrophilicity_ev 3.0673765562673756

OPENEYE_Name (6~{R},7~{R})-3-(acetoxymethyl)-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1ccc(cc1)CC(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)COC(=O)C

Canonical_SMILES O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)C)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/h2-6,14,17H,7-9H2,1H3,(H,19,22)(H,24,25)/f/h19,24H

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/h2-6,14,17H,7-9H2,1H3,(H,19,22)(H,24,25)/t14-,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:16,1,2,3,4,5,17,18,13,12,6,8,11,14,7,9,15,10,20,19,24,23,21,25,22,26,27/E:(3,4)(5,6)/rA:45cCCCCCCCCCCCCCCCCCCNNOOOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s7;;;s8;s9;s14;s12;s6s11;s8;s7s9s15;s11s14;d9;d10;d11;d12;s10;s12s18;s13s15;s1;s2;s3;s4;s5;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s20;s25;/rC:-8.2533,1.8718,0;-7.7558,1.0043,0;-7.7558,2.7393,0;-6.7506,1.0043,0;-6.7506,2.7393,0;-6.2429,1.8718,0;-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;1.729,-2.0026,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;2.5943,-2.504,0;-5.2429,1.8718,0;.8653,-.5013,0;-1.7375,.0003,0;-3.7429,1.0058,0;-3.45,-.7068,0;-.0079,-2.0011,0;-3.7429,2.7379,0;.8622,-2.5013,0;-1.7399,-1.9985,0;1.7305,-1.0026,0;-.8713,1.5112,0;-8.7533,1.8718,0;-8.0064,.5717,0;-8.0064,3.172,0;-6.5019,.5706,0;-6.5019,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;2.3436,-2.9366,0;2.8449,-2.0713,0;3.0269,-2.7546,0;-5.2429,1.3718,0;-5.2429,2.3718,0;.6146,-.9339,0;1.1159,-.0687,0;-3.9929,.5728,0;-1.7407,-2.4985,0;

Duplicates ChEBI192380_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t0.sdf

Formula	C₁₈H₁₈N₂O₆S
MW	390.41
InChIKey	GOFCPYKUMJBHBH-DCYBUDGMNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.04
logP	0.8596
PSA	138.31
MR	100.243
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-174.90715
PM7_Total_Energy_ev	-4774.12773
PM7_Electronic_Energy_ev	-36778.49816
PM7_Dipole_Debye	2.05787
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.174
PM7_LUMO_Energy_ev	-0.901
PM7_COSMO_Area_square_ang	378.02
PM7_COSMO_Volue_cubic_ang	437.98
PM7_Electron_Affinity_ev	0.901
PM7_Ionization_Energy_ev	9.174
PM7_Energy_Gap_ev	8.273
PM7_Global_Hardness_ev	4.1365
PM7_Global_Softness_ev	0.24175027196905596
PM7_Chemical_Potential_ev	-5.0375
PM7_Electronigativity_ev	5.0375
PM7_Back_Donation_Energy_ev	-1.034125
PM7_Electrophilicity_ev	3.0673765562673756
OPENEYE_Name	(6~{R},7~{R})-3-(acetoxymethyl)-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1ccc(cc1)CC(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)COC(=O)C
Canonical_SMILES	O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)C)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/h2-6,14,17H,7-9H2,1H3,(H,19,22)(H,24,25)/f/h19,24H
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/h2-6,14,17H,7-9H2,1H3,(H,19,22)(H,24,25)/t14-,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:16,1,2,3,4,5,17,18,13,12,6,8,11,14,7,9,15,10,20,19,24,23,21,25,22,26,27/E:(3,4)(5,6)/rA:45cCCCCCCCCCCCCCCCCCCNNOOOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s7;;;s8;s9;s14;s12;s6s11;s8;s7s9s15;s11s14;d9;d10;d11;d12;s10;s12s18;s13s15;s1;s2;s3;s4;s5;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s20;s25;/rC:-8.2533,1.8718,0;-7.7558,1.0043,0;-7.7558,2.7393,0;-6.7506,1.0043,0;-6.7506,2.7393,0;-6.2429,1.8718,0;-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;1.729,-2.0026,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;2.5943,-2.504,0;-5.2429,1.8718,0;.8653,-.5013,0;-1.7375,.0003,0;-3.7429,1.0058,0;-3.45,-.7068,0;-.0079,-2.0011,0;-3.7429,2.7379,0;.8622,-2.5013,0;-1.7399,-1.9985,0;1.7305,-1.0026,0;-.8713,1.5112,0;-8.7533,1.8718,0;-8.0064,.5717,0;-8.0064,3.172,0;-6.5019,.5706,0;-6.5019,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;2.3436,-2.9366,0;2.8449,-2.0713,0;3.0269,-2.7546,0;-5.2429,1.3718,0;-5.2429,2.3718,0;.6146,-.9339,0;1.1159,-.0687,0;-3.9929,.5728,0;-1.7407,-2.4985,0;
Duplicates	ChEBI192380_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192250-0000192499/ChEBI192380_t0.sdf