CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05659 (5534)

Formula C₁₇H₁₉NO₈S

MW 397.4

InChIKey JQBKWZPHJOEQAO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.11

logP 0.825

PSA 144.72

MR 96.1778

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -241.95606

PM7_Total_Energy_ev -5067.7579

PM7_Electronic_Energy_ev -39162.20306

PM7_Dipole_Debye 4.91702

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.797

PM7_LUMO_Energy_ev -0.973

PM7_COSMO_Area_square_ang 376.23

PM7_COSMO_Volue_cubic_ang 428.96

PM7_Electron_Affinity_ev 0.973

PM7_Ionization_Energy_ev 8.797

PM7_Energy_Gap_ev 7.824

PM7_Global_Hardness_ev 3.912

PM7_Global_Softness_ev 0.2556237218813906

PM7_Chemical_Potential_ev -4.885

PM7_Electronigativity_ev 4.885

PM7_Back_Donation_Energy_ev -0.978

PM7_Electrophilicity_ev 3.0500031952965236

OPENEYE_Name (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (5~{R},6~{S})-6-[(1~{R})-1-hydroxyethyl]-7-oxo-3-[(2~{R})-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

SMILES C1(=C(SC2N1C(=O)C2C(C)O)C3CCCO3)C(=O)OCc4c(oc(=O)o4)C

Canonical_SMILES C[C@H]([C@H]1C(=O)N2[C@@H]1SC(=C2C(=O)OCc1oc(=O)oc1C)[C@H]1CCCO1)O

InChI 1/C17H19NO8S/c1-7(19)11-14(20)18-12(13(27-15(11)18)9-4-3-5-23-9)16(21)24-6-10-8(2)25-17(22)26-10/h7,9,11,15,19H,3-6H2,1-2H3

InChI_3D 1S/C17H19NO8S/c1-7(19)11-14(20)18-12(13(27-15(11)18)9-4-3-5-23-9)16(21)24-6-10-8(2)25-17(22)26-10/h7,9,11,15,19H,3-6H2,1-2H3/t7-,9-,11+,15-/m1/s1

AuxInfo 1/0/N:15,14,8,9,10,16,17,3,11,4,12,1,2,5,13,7,6,18,25,19,21,20,24,26,22,23,27/rA:46cCCCCCCCCCCCCCCCCCNOOOOOOOOSHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1;;s8;s8;s2s9;s5;s12;s3;;s4;s12s15;s1s5s13;d5;d6;d7;s3s6;s4s6;s10s11;s17;s7s16;s2s13;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s25;/rC:1.9511,-1.3093,0;2.5392,-.5002,0;1.618,-5.7128,0;2.2084,-4.9057,0;0,-1.0001,0;3.1596,-6.2165,0;2.2599,-2.2604,0;5.0209,.1594,0;4.5191,-.7074,0;4.3508,.9015,0;3.5392,-.5003,0;;1.0001,0,0;.618,-5.7109,0;-1.75,1,0;1.8995,-3.9545,0;-1.75,0,0;1,-1.0001,0;-.7071,-1.7072,0;3.9675,-6.8058,0;3.2381,-2.4685,0;2.2061,-6.5233,0;3.1605,-5.212,0;3.435,.4988,0;-2.75,0,0;1.5907,-3.0034,0;1.9514,.3089,0;5.4253,-.1346,0;5.3553,.5311,0;4.3648,-1.183,0;4.9758,-.9109,0;4.7554,1.1952,0;4.1019,1.3352,0;3.4872,-.9976,0;0,.5,0;.9219,.4939,0;.617,-6.2109,0;.6189,-5.2109,0;.118,-5.71,0;-1.25,1,0;-2.25,1,0;-1.75,1.5,0;1.424,-4.109,0;2.3751,-3.8001,0;-1.75,-.5,0;-3,-.433,0;

Duplicates DB05659

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05659.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05659.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05659.sdf

Formula	C₁₇H₁₉NO₈S
MW	397.4
InChIKey	JQBKWZPHJOEQAO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.11
logP	0.825
PSA	144.72
MR	96.1778
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-241.95606
PM7_Total_Energy_ev	-5067.7579
PM7_Electronic_Energy_ev	-39162.20306
PM7_Dipole_Debye	4.91702
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.797
PM7_LUMO_Energy_ev	-0.973
PM7_COSMO_Area_square_ang	376.23
PM7_COSMO_Volue_cubic_ang	428.96
PM7_Electron_Affinity_ev	0.973
PM7_Ionization_Energy_ev	8.797
PM7_Energy_Gap_ev	7.824
PM7_Global_Hardness_ev	3.912
PM7_Global_Softness_ev	0.2556237218813906
PM7_Chemical_Potential_ev	-4.885
PM7_Electronigativity_ev	4.885
PM7_Back_Donation_Energy_ev	-0.978
PM7_Electrophilicity_ev	3.0500031952965236
OPENEYE_Name	(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (5~{R},6~{S})-6-[(1~{R})-1-hydroxyethyl]-7-oxo-3-[(2~{R})-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
SMILES	C1(=C(SC2N1C(=O)C2C(C)O)C3CCCO3)C(=O)OCc4c(oc(=O)o4)C
Canonical_SMILES	C[C@H]([C@H]1C(=O)N2[C@@H]1SC(=C2C(=O)OCc1oc(=O)oc1C)[C@H]1CCCO1)O
InChI	1/C17H19NO8S/c1-7(19)11-14(20)18-12(13(27-15(11)18)9-4-3-5-23-9)16(21)24-6-10-8(2)25-17(22)26-10/h7,9,11,15,19H,3-6H2,1-2H3
InChI_3D	1S/C17H19NO8S/c1-7(19)11-14(20)18-12(13(27-15(11)18)9-4-3-5-23-9)16(21)24-6-10-8(2)25-17(22)26-10/h7,9,11,15,19H,3-6H2,1-2H3/t7-,9-,11+,15-/m1/s1
AuxInfo	1/0/N:15,14,8,9,10,16,17,3,11,4,12,1,2,5,13,7,6,18,25,19,21,20,24,26,22,23,27/rA:46cCCCCCCCCCCCCCCCCCNOOOOOOOOSHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1;;s8;s8;s2s9;s5;s12;s3;;s4;s12s15;s1s5s13;d5;d6;d7;s3s6;s4s6;s10s11;s17;s7s16;s2s13;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s25;/rC:1.9511,-1.3093,0;2.5392,-.5002,0;1.618,-5.7128,0;2.2084,-4.9057,0;0,-1.0001,0;3.1596,-6.2165,0;2.2599,-2.2604,0;5.0209,.1594,0;4.5191,-.7074,0;4.3508,.9015,0;3.5392,-.5003,0;;1.0001,0,0;.618,-5.7109,0;-1.75,1,0;1.8995,-3.9545,0;-1.75,0,0;1,-1.0001,0;-.7071,-1.7072,0;3.9675,-6.8058,0;3.2381,-2.4685,0;2.2061,-6.5233,0;3.1605,-5.212,0;3.435,.4988,0;-2.75,0,0;1.5907,-3.0034,0;1.9514,.3089,0;5.4253,-.1346,0;5.3553,.5311,0;4.3648,-1.183,0;4.9758,-.9109,0;4.7554,1.1952,0;4.1019,1.3352,0;3.4872,-.9976,0;0,.5,0;.9219,.4939,0;.617,-6.2109,0;.6189,-5.2109,0;.118,-5.71,0;-1.25,1,0;-2.25,1,0;-1.75,1.5,0;1.424,-4.109,0;2.3751,-3.8001,0;-1.75,-.5,0;-3,-.433,0;
Duplicates	DB05659
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05659.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05659.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05659.sdf