CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194932 (2537588)

Formula C₁₇H₁₇NO₄S₃

MW 395.51

InChIKey XQMHKUOUZWJBPD-UYBDAZJANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 44

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.24

logP 2.8734

PSA 150.58

MR 106.753

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -74.06664

PM7_Total_Energy_ev -4213.87635

PM7_Electronic_Energy_ev -31107.7487

PM7_Dipole_Debye 3.19054

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.03

PM7_LUMO_Energy_ev -0.914

PM7_COSMO_Area_square_ang 377.02

PM7_COSMO_Volue_cubic_ang 437.02

PM7_Electron_Affinity_ev 0.914

PM7_Ionization_Energy_ev 9.03

PM7_Energy_Gap_ev 8.116

PM7_Global_Hardness_ev 4.058

PM7_Global_Softness_ev 0.2464268112370626

PM7_Chemical_Potential_ev -4.972

PM7_Electronigativity_ev 4.972

PM7_Back_Donation_Energy_ev -1.0145

PM7_Electrophilicity_ev 3.0459319862000984

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

SMILES c1ccc(cc1)C(=O)SCC2=C(N3C(=O)C(C3SC2)SCC)C(=O)O

Canonical_SMILES CCS[C@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSC(=O)c1ccccc1

InChI 1/C17H17NO4S3/c1-2-23-13-14(19)18-12(16(20)21)11(8-24-15(13)18)9-25-17(22)10-6-4-3-5-7-10/h3-7,13,15H,2,8-9H2,1H3,(H,20,21)/f/h20H

InChI_3D 1S/C17H17NO4S3/c1-2-23-13-14(19)18-12(16(20)21)11(8-24-15(13)18)9-25-17(22)10-6-4-3-5-7-10/h3-7,13,15H,2,8-9H2,1H3,(H,20,21)/t13-,15+/m0/s1

AuxInfo 1/1/N:15,17,1,2,3,4,5,12,16,6,8,7,13,9,14,11,10,18,19,21,22,20,25,23,24/E:(4,5)(6,7)(20,21)/F:15,17,1,2,3,4,5,12,16,6,8,7,13,9,14,11,10,18,19,22,21,20,25,23,24/E:(4,5)(6,7)/rA:42cCCCCCCCCCCCCCCCCCNOOOOSSSHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s6;s7;s8;s9;s13;;s8;s15;s7s9s14;d9;d10;d11;s11;s12s14;s10s16;s13s17;s1;s2;s3;s4;s5;s12;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s22;/rC:5.2021,-2.0131,0;4.3367,-2.5143,0;5.2065,-1.0131,0;3.467,-2.0104,0;4.3368,-.5092,0;3.4626,-1.0053,0;-.8716,-.4998,0;;-2.7429,.0003,0;2.5973,-.504,0;-.8731,-1.4998,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;-2.7429,4.0058,0;.8653,-.5013,0;-2.7429,3.0058,0;-1.7375,.0003,0;-3.45,-.7068,0;2.5988,.496,0;-1.7399,-1.9985,0;-.0079,-2.0011,0;-.8713,1.5112,0;1.7305,-1.0026,0;-2.7429,2.0058,0;5.6347,-2.2638,0;4.3367,-3.0143,0;5.6403,-.7644,0;3.0343,-2.261,0;4.339,-.0092,0;.1718,1.4751,0;.4924,.9183,0;-3.2429,1.0058,0;-1.8679,1.4885,0;-2.2429,4.0058,0;-3.2429,4.0058,0;-2.7429,4.5058,0;1.1159,-.0687,0;.6146,-.9339,0;-3.2429,3.0058,0;-2.2429,3.0058,0;-.0087,-2.5011,0;

Duplicates CHEMBL5194932

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194932.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194932.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194932.sdf

Formula	C₁₇H₁₇NO₄S₃
MW	395.51
InChIKey	XQMHKUOUZWJBPD-UYBDAZJANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	44
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.24
logP	2.8734
PSA	150.58
MR	106.753
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-74.06664
PM7_Total_Energy_ev	-4213.87635
PM7_Electronic_Energy_ev	-31107.7487
PM7_Dipole_Debye	3.19054
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.03
PM7_LUMO_Energy_ev	-0.914
PM7_COSMO_Area_square_ang	377.02
PM7_COSMO_Volue_cubic_ang	437.02
PM7_Electron_Affinity_ev	0.914
PM7_Ionization_Energy_ev	9.03
PM7_Energy_Gap_ev	8.116
PM7_Global_Hardness_ev	4.058
PM7_Global_Softness_ev	0.2464268112370626
PM7_Chemical_Potential_ev	-4.972
PM7_Electronigativity_ev	4.972
PM7_Back_Donation_Energy_ev	-1.0145
PM7_Electrophilicity_ev	3.0459319862000984
OPENEYE_Name	(6~{R},7~{S})-3-(benzoylsulfanylmethyl)-7-ethylsulfanyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1ccc(cc1)C(=O)SCC2=C(N3C(=O)C(C3SC2)SCC)C(=O)O
Canonical_SMILES	CCS[C@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSC(=O)c1ccccc1
InChI	1/C17H17NO4S3/c1-2-23-13-14(19)18-12(16(20)21)11(8-24-15(13)18)9-25-17(22)10-6-4-3-5-7-10/h3-7,13,15H,2,8-9H2,1H3,(H,20,21)/f/h20H
InChI_3D	1S/C17H17NO4S3/c1-2-23-13-14(19)18-12(16(20)21)11(8-24-15(13)18)9-25-17(22)10-6-4-3-5-7-10/h3-7,13,15H,2,8-9H2,1H3,(H,20,21)/t13-,15+/m0/s1
AuxInfo	1/1/N:15,17,1,2,3,4,5,12,16,6,8,7,13,9,14,11,10,18,19,21,22,20,25,23,24/E:(4,5)(6,7)(20,21)/F:15,17,1,2,3,4,5,12,16,6,8,7,13,9,14,11,10,18,19,22,21,20,25,23,24/E:(4,5)(6,7)/rA:42cCCCCCCCCCCCCCCCCCNOOOOSSSHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s6;s7;s8;s9;s13;;s8;s15;s7s9s14;d9;d10;d11;s11;s12s14;s10s16;s13s17;s1;s2;s3;s4;s5;s12;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s22;/rC:5.2021,-2.0131,0;4.3367,-2.5143,0;5.2065,-1.0131,0;3.467,-2.0104,0;4.3368,-.5092,0;3.4626,-1.0053,0;-.8716,-.4998,0;;-2.7429,.0003,0;2.5973,-.504,0;-.8731,-1.4998,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;-2.7429,4.0058,0;.8653,-.5013,0;-2.7429,3.0058,0;-1.7375,.0003,0;-3.45,-.7068,0;2.5988,.496,0;-1.7399,-1.9985,0;-.0079,-2.0011,0;-.8713,1.5112,0;1.7305,-1.0026,0;-2.7429,2.0058,0;5.6347,-2.2638,0;4.3367,-3.0143,0;5.6403,-.7644,0;3.0343,-2.261,0;4.339,-.0092,0;.1718,1.4751,0;.4924,.9183,0;-3.2429,1.0058,0;-1.8679,1.4885,0;-2.2429,4.0058,0;-3.2429,4.0058,0;-2.7429,4.5058,0;1.1159,-.0687,0;.6146,-.9339,0;-3.2429,3.0058,0;-2.2429,3.0058,0;-.0087,-2.5011,0;
Duplicates	CHEMBL5194932
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194932.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194932.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194932.sdf