CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13836 (11640)

Formula C₁₇H₁₉N₃O₄S

MW 361.41

InChIKey FZECHKJQHUVANE-BNKWAMQHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 46

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 -2.39

logP 1.3888

PSA 124.37

MR 98.3485

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -76.39802

PM7_Total_Energy_ev -4259.64259

PM7_Electronic_Energy_ev -32758.58047

PM7_Dipole_Debye 5.38632

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.173

PM7_LUMO_Energy_ev -0.638

PM7_COSMO_Area_square_ang 357.96

PM7_COSMO_Volue_cubic_ang 423.92

PM7_Electron_Affinity_ev 0.638

PM7_Ionization_Energy_ev 9.173

PM7_Energy_Gap_ev 8.535

PM7_Global_Hardness_ev 4.2675

PM7_Global_Softness_ev 0.23432923257176333

PM7_Chemical_Potential_ev -4.9055

PM7_Electronigativity_ev 4.9055

PM7_Back_Donation_Energy_ev -1.066875

PM7_Electrophilicity_ev 2.8194411540714706

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

SMILES c1ccc(cc1)C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)N=C

Canonical_SMILES C=N[C@H](c1ccccc1)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C

InChI 1/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/f/h19,23H

InChI_3D 1S/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/t10-,11-,12+,15-/m1/s1

AuxInfo 1/1/N:15,16,8,1,2,3,4,5,6,17,11,12,10,7,13,9,14,18,20,19,23,21,22,24,25/E:(1,2)(5,6)(7,8)(23,24)/F:15,16,8,1,2,3,4,5,6,17,11,12,10,7,13,9,14,18,20,19,23,21,24,22,25/E:(1,2)(5,6)(7,8)/rA:44cCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s7;s9;s11;s12;s14;s14;s6s10;d8s17;s7s12s13;s10s11;d7;d9;d10;s9;s13s14;s1;s2;s3;s4;s5;s8;s8;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s20;s24;/rC:-5.5104,.866,0;-5.0129,1.7335,0;-5.0129,-.0015,0;-4.0077,1.7335,0;-4.0077,-.0015,0;-3.5,.866,0;0,-1.0001,0;-1.634,2.366,0;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,.866,0;-2.5,1.866,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;.5497,-2.3271,0;1.9514,.3089,0;-6.0104,.866,0;-5.2635,2.1662,0;-5.2635,-.4341,0;-3.759,2.1673,0;-3.759,-.4352,0;-1.201,2.116,0;-1.634,2.866,0;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;-2.5,.366,0;-1.25,-.433,0;.3462,-2.7839,0;

Duplicates DB13836

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13836.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13836.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13836.sdf

Formula	C₁₇H₁₉N₃O₄S
MW	361.41
InChIKey	FZECHKJQHUVANE-BNKWAMQHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	46
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	-2.39
logP	1.3888
PSA	124.37
MR	98.3485
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-76.39802
PM7_Total_Energy_ev	-4259.64259
PM7_Electronic_Energy_ev	-32758.58047
PM7_Dipole_Debye	5.38632
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.173
PM7_LUMO_Energy_ev	-0.638
PM7_COSMO_Area_square_ang	357.96
PM7_COSMO_Volue_cubic_ang	423.92
PM7_Electron_Affinity_ev	0.638
PM7_Ionization_Energy_ev	9.173
PM7_Energy_Gap_ev	8.535
PM7_Global_Hardness_ev	4.2675
PM7_Global_Softness_ev	0.23432923257176333
PM7_Chemical_Potential_ev	-4.9055
PM7_Electronigativity_ev	4.9055
PM7_Back_Donation_Energy_ev	-1.066875
PM7_Electrophilicity_ev	2.8194411540714706
OPENEYE_Name	(2~{S},5~{R},6~{R})-3,3-dimethyl-6-[[(2~{R})-2-(methyleneamino)-2-phenyl-acetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1ccc(cc1)C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)N=C
Canonical_SMILES	C=N[C@H](c1ccccc1)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI	1/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/f/h19,23H
InChI_3D	1S/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/t10-,11-,12+,15-/m1/s1
AuxInfo	1/1/N:15,16,8,1,2,3,4,5,6,17,11,12,10,7,13,9,14,18,20,19,23,21,22,24,25/E:(1,2)(5,6)(7,8)(23,24)/F:15,16,8,1,2,3,4,5,6,17,11,12,10,7,13,9,14,18,20,19,23,21,24,22,25/E:(1,2)(5,6)(7,8)/rA:44cCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s7;s9;s11;s12;s14;s14;s6s10;d8s17;s7s12s13;s10s11;d7;d9;d10;s9;s13s14;s1;s2;s3;s4;s5;s8;s8;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s20;s24;/rC:-5.5104,.866,0;-5.0129,1.7335,0;-5.0129,-.0015,0;-4.0077,1.7335,0;-4.0077,-.0015,0;-3.5,.866,0;0,-1.0001,0;-1.634,2.366,0;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,.866,0;-2.5,1.866,0;1,-1.0001,0;-1,0,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;.5497,-2.3271,0;1.9514,.3089,0;-6.0104,.866,0;-5.2635,2.1662,0;-5.2635,-.4341,0;-3.759,2.1673,0;-3.759,-.4352,0;-1.201,2.116,0;-1.634,2.866,0;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;-2.5,.366,0;-1.25,-.433,0;.3462,-2.7839,0;
Duplicates	DB13836
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13836.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13836.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13836.sdf