CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13686_s0 (11469)

Formula C₁₇H₁₈Cl₂N₂O₅S

MW 433.31

InChIKey JKXQBIZCQJLVOS-UDFIBAKQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.52

logP 2.6414

PSA 121.24

MR 105.768

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -156.67451

PM7_Total_Energy_ev -4889.60799

PM7_Electronic_Energy_ev -39302.27695

PM7_Dipole_Debye 2.23681

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.337

PM7_LUMO_Energy_ev -0.963

PM7_COSMO_Area_square_ang 375.62

PM7_COSMO_Volue_cubic_ang 479.51

PM7_Electron_Affinity_ev 0.963

PM7_Ionization_Energy_ev 9.337

PM7_Energy_Gap_ev 8.374

PM7_Global_Hardness_ev 4.187

PM7_Global_Softness_ev 0.23883448770002388

PM7_Chemical_Potential_ev -5.15

PM7_Electronigativity_ev 5.15

PM7_Back_Donation_Energy_ev -1.04675

PM7_Electrophilicity_ev 3.1672438500119418

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

SMILES c1cc(c(cc1C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)OC)Cl)Cl

Canonical_SMILES CO[C@H](c1ccc(c(c1)Cl)Cl)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C

InChI 1/C17H18Cl2N2O5S/c1-17(2)12(16(24)25)21-14(23)10(15(21)27-17)20-13(22)11(26-3)7-4-5-8(18)9(19)6-7/h4-6,10-12,15H,1-3H3,(H,20,22)(H,24,25)/f/h20,24H

InChI_3D 1S/C17H18Cl2N2O5S/c1-17(2)12(16(24)25)21-14(23)10(15(21)27-17)20-13(22)11(26-3)7-4-5-8(18)9(19)6-7/h4-6,10-12,15H,1-3H3,(H,20,22)(H,24,25)/t10-,11-,12+,15-/m1/s1

AuxInfo 1/1/N:14,15,16,1,2,3,4,5,6,10,17,11,9,7,12,8,13,26,27,19,18,22,20,21,23,24,25/E:(1,2)(24,25)/F:14,15,16,1,2,3,4,5,6,10,17,11,9,7,12,8,13,26,27,19,18,22,20,23,21,24,25/E:(1,2)/rA:45cCCCCCCCCCCCCCCCCCNNOOOOOSClClHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;s7;s8;s10;s11;s13;s13;;s4s9;s7s11s12;s9s10;d7;d8;d9;s8;s16s17;s12s13;s5;s6;s1;s2;s3;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s19;s23;/rC:-4.0013,.0007,0;-5.0013,-.0037,0;-4.0039,1.7358,0;-3.5,.866,0;-5.5052,.8661,0;-5.009,1.7403,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,2.866,0;-2.5,.866,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;.5497,-2.3271,0;-2.5,1.866,0;1.9514,.3089,0;-6.5051,.8617,0;-5.5103,2.6056,0;-3.7506,-.4319,0;-5.25,-.4374,0;-3.7532,2.1685,0;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;-3,2.866,0;-2,2.866,0;-2.5,3.366,0;-2.5,.366,0;-1.25,-.433,0;.3462,-2.7839,0;

Duplicates DB13686_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13686_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13686_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13686_s0.sdf

Formula	C₁₇H₁₈Cl₂N₂O₅S
MW	433.31
InChIKey	JKXQBIZCQJLVOS-UDFIBAKQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.52
logP	2.6414
PSA	121.24
MR	105.768
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-156.67451
PM7_Total_Energy_ev	-4889.60799
PM7_Electronic_Energy_ev	-39302.27695
PM7_Dipole_Debye	2.23681
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.337
PM7_LUMO_Energy_ev	-0.963
PM7_COSMO_Area_square_ang	375.62
PM7_COSMO_Volue_cubic_ang	479.51
PM7_Electron_Affinity_ev	0.963
PM7_Ionization_Energy_ev	9.337
PM7_Energy_Gap_ev	8.374
PM7_Global_Hardness_ev	4.187
PM7_Global_Softness_ev	0.23883448770002388
PM7_Chemical_Potential_ev	-5.15
PM7_Electronigativity_ev	5.15
PM7_Back_Donation_Energy_ev	-1.04675
PM7_Electrophilicity_ev	3.1672438500119418
OPENEYE_Name	(2~{S},5~{R},6~{R})-6-[[(2~{R})-2-(3,4-dichlorophenyl)-2-methoxy-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1cc(c(cc1C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)OC)Cl)Cl
Canonical_SMILES	CO[C@H](c1ccc(c(c1)Cl)Cl)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI	1/C17H18Cl2N2O5S/c1-17(2)12(16(24)25)21-14(23)10(15(21)27-17)20-13(22)11(26-3)7-4-5-8(18)9(19)6-7/h4-6,10-12,15H,1-3H3,(H,20,22)(H,24,25)/f/h20,24H
InChI_3D	1S/C17H18Cl2N2O5S/c1-17(2)12(16(24)25)21-14(23)10(15(21)27-17)20-13(22)11(26-3)7-4-5-8(18)9(19)6-7/h4-6,10-12,15H,1-3H3,(H,20,22)(H,24,25)/t10-,11-,12+,15-/m1/s1
AuxInfo	1/1/N:14,15,16,1,2,3,4,5,6,10,17,11,9,7,12,8,13,26,27,19,18,22,20,21,23,24,25/E:(1,2)(24,25)/F:14,15,16,1,2,3,4,5,6,10,17,11,9,7,12,8,13,26,27,19,18,22,20,23,21,24,25/E:(1,2)/rA:45cCCCCCCCCCCCCCCCCCNNOOOOOSClClHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;s7;s8;s10;s11;s13;s13;;s4s9;s7s11s12;s9s10;d7;d8;d9;s8;s16s17;s12s13;s5;s6;s1;s2;s3;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s19;s23;/rC:-4.0013,.0007,0;-5.0013,-.0037,0;-4.0039,1.7358,0;-3.5,.866,0;-5.5052,.8661,0;-5.009,1.7403,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-2.5,2.866,0;-2.5,.866,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;.5497,-2.3271,0;-2.5,1.866,0;1.9514,.3089,0;-6.5051,.8617,0;-5.5103,2.6056,0;-3.7506,-.4319,0;-5.25,-.4374,0;-3.7532,2.1685,0;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;-3,2.866,0;-2,2.866,0;-2.5,3.366,0;-2.5,.366,0;-1.25,-.433,0;.3462,-2.7839,0;
Duplicates	DB13686_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13686_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13686_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13686_s0.sdf