CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13778_t0 (11564)

Formula C₁₈H₁₅Cl₂N₅O₅S₃

MW 548.43

InChIKey VTLCNEGVSVJLDN-GJEGZKRXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 2

HB_Acceptor 7

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 0.87

logP 2.1747

PSA 213.33

MR 129.595

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -59.27051

PM7_Total_Energy_ev -5882.25415

PM7_Electronic_Energy_ev -49065.11443

PM7_Dipole_Debye 4.1002

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.883

PM7_LUMO_Energy_ev -1.355

PM7_COSMO_Area_square_ang 464.52

PM7_COSMO_Volue_cubic_ang 559.66

PM7_Electron_Affinity_ev 1.355

PM7_Ionization_Energy_ev 8.883

PM7_Energy_Gap_ev 7.528

PM7_Global_Hardness_ev 3.764

PM7_Global_Softness_ev 0.26567481402763016

PM7_Chemical_Potential_ev -5.119

PM7_Electronigativity_ev 5.119

PM7_Back_Donation_Energy_ev -0.941

PM7_Electrophilicity_ev 3.4808928002125397

OPENEYE_Name (6~{R},7~{R})-7-[[2-(3,5-dichloro-4-oxo-1-pyridyl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1(nnc(s1)SCC2=C(N3C(=O)C(C3SC2)NC(=O)Cn4cc(c(=O)c(c4)Cl)Cl)C(=O)O)C

Canonical_SMILES Cc1nnc(s1)SCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cn1cc(Cl)c(=O)c(c1)Cl

InChI 1/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/f/h21,29H

InChI_3D 1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1

AuxInfo 1/1/N:16,3,4,18,13,17,1,8,5,6,12,14,7,9,10,15,11,2,32,33,23,19,20,21,22,27,24,25,26,28,30,31,29/E:(2,3)(9,10)(19,20)(29,30)/F:16,3,4,18,13,17,1,8,5,6,12,14,7,9,10,15,11,2,32,33,23,19,20,21,22,27,24,25,28,26,30,31,29/E:(2,3)(9,10)(19,20)/rA:48cCCCCCCCCCCCCCCCCCCNNNNNOOOOOSSSClClHHHHHHHHHHHHHHH/rB:;;;d3;d4;;d7;s5s6;;s7;;s8;s10;s14;s1;s8;s12;d1;d2s19;s3s4s18;s7s10s15;s12s14;d9;d10;d11;d12;s11;s1s2;s13s15;s2s17;s5;s6;s3;s4;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s23;s28;/rC:1.2267,-3.5426,0;1.729,-2.0026,0;-6.7506,1.0043,0;-6.7506,2.7393,0;-7.7558,1.0043,0;-7.7558,2.7393,0;-.8716,-.4998,0;;-8.2533,1.8718,0;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;.6392,-4.3518,0;.8653,-.5013,0;-5.2429,1.8718,0;2.2283,-3.5413,0;2.5389,-2.5892,0;-6.2429,1.8718,0;-1.7375,.0003,0;-3.7429,1.0058,0;-9.2533,1.8718,0;-3.45,-.7068,0;-.0079,-2.0011,0;-3.7429,2.7379,0;-1.7399,-1.9985,0;.917,-2.587,0;-.8713,1.5112,0;1.7305,-1.0026,0;-8.2571,.139,0;-8.2571,3.6046,0;-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;.2346,-4.058,0;1.0438,-4.6456,0;.3454,-4.7564,0;1.1159,-.0687,0;.6146,-.9339,0;-5.2429,2.3718,0;-5.2429,1.3718,0;-3.9929,.5728,0;-1.7407,-2.4985,0;

Duplicates DB13778_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13778_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13778_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13778_t0.sdf

Formula	C₁₈H₁₅Cl₂N₅O₅S₃
MW	548.43
InChIKey	VTLCNEGVSVJLDN-GJEGZKRXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	2
HB_Acceptor	7
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	0.87
logP	2.1747
PSA	213.33
MR	129.595
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-59.27051
PM7_Total_Energy_ev	-5882.25415
PM7_Electronic_Energy_ev	-49065.11443
PM7_Dipole_Debye	4.1002
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.883
PM7_LUMO_Energy_ev	-1.355
PM7_COSMO_Area_square_ang	464.52
PM7_COSMO_Volue_cubic_ang	559.66
PM7_Electron_Affinity_ev	1.355
PM7_Ionization_Energy_ev	8.883
PM7_Energy_Gap_ev	7.528
PM7_Global_Hardness_ev	3.764
PM7_Global_Softness_ev	0.26567481402763016
PM7_Chemical_Potential_ev	-5.119
PM7_Electronigativity_ev	5.119
PM7_Back_Donation_Energy_ev	-0.941
PM7_Electrophilicity_ev	3.4808928002125397
OPENEYE_Name	(6~{R},7~{R})-7-[[2-(3,5-dichloro-4-oxo-1-pyridyl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1(nnc(s1)SCC2=C(N3C(=O)C(C3SC2)NC(=O)Cn4cc(c(=O)c(c4)Cl)Cl)C(=O)O)C
Canonical_SMILES	Cc1nnc(s1)SCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cn1cc(Cl)c(=O)c(c1)Cl
InChI	1/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/f/h21,29H
InChI_3D	1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
AuxInfo	1/1/N:16,3,4,18,13,17,1,8,5,6,12,14,7,9,10,15,11,2,32,33,23,19,20,21,22,27,24,25,26,28,30,31,29/E:(2,3)(9,10)(19,20)(29,30)/F:16,3,4,18,13,17,1,8,5,6,12,14,7,9,10,15,11,2,32,33,23,19,20,21,22,27,24,25,28,26,30,31,29/E:(2,3)(9,10)(19,20)/rA:48cCCCCCCCCCCCCCCCCCCNNNNNOOOOOSSSClClHHHHHHHHHHHHHHH/rB:;;;d3;d4;;d7;s5s6;;s7;;s8;s10;s14;s1;s8;s12;d1;d2s19;s3s4s18;s7s10s15;s12s14;d9;d10;d11;d12;s11;s1s2;s13s15;s2s17;s5;s6;s3;s4;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s23;s28;/rC:1.2267,-3.5426,0;1.729,-2.0026,0;-6.7506,1.0043,0;-6.7506,2.7393,0;-7.7558,1.0043,0;-7.7558,2.7393,0;-.8716,-.4998,0;;-8.2533,1.8718,0;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;.6392,-4.3518,0;.8653,-.5013,0;-5.2429,1.8718,0;2.2283,-3.5413,0;2.5389,-2.5892,0;-6.2429,1.8718,0;-1.7375,.0003,0;-3.7429,1.0058,0;-9.2533,1.8718,0;-3.45,-.7068,0;-.0079,-2.0011,0;-3.7429,2.7379,0;-1.7399,-1.9985,0;.917,-2.587,0;-.8713,1.5112,0;1.7305,-1.0026,0;-8.2571,.139,0;-8.2571,3.6046,0;-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;.2346,-4.058,0;1.0438,-4.6456,0;.3454,-4.7564,0;1.1159,-.0687,0;.6146,-.9339,0;-5.2429,2.3718,0;-5.2429,1.3718,0;-3.9929,.5728,0;-1.7407,-2.4985,0;
Duplicates	DB13778_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13778_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13778_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13778_t0.sdf