CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11999_p7 (9728)

Formula C₁₈H₁₉N₅O₄S

MW 401.44

InChIKey XZAFZXJXZHRNAQ-LILDFLRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.35

logP 0.0022

PSA 142.4

MR 109.372

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 37.56535

PM7_Total_Energy_ev -4750.8831

PM7_Electronic_Energy_ev -38281.11652

PM7_Dipole_Debye 48.15389

PM7_Point_Group C1

PM7_HOMO_Energy_ev -6.856

PM7_LUMO_Energy_ev -2.284

PM7_COSMO_Area_square_ang 389.64

PM7_COSMO_Volue_cubic_ang 452.31

PM7_Electron_Affinity_ev 2.284

PM7_Ionization_Energy_ev 6.856

PM7_Energy_Gap_ev 4.572

PM7_Global_Hardness_ev 2.286

PM7_Global_Softness_ev 0.4374453193350831

PM7_Chemical_Potential_ev -4.57

PM7_Electronigativity_ev 4.57

PM7_Back_Donation_Energy_ev -0.5715

PM7_Electrophilicity_ev 4.568000874890639

OPENEYE_Name 7-[(3~{S},4~{S})-3-methoxy-4-(methylammonio)pyrrolidin-1-yl]-4-oxo-1-thiazol-2-yl-1,8-naphthyridine-3-carboxylate

SMILES c1cc(nc2c1c(=O)c(cn2c3nccs3)C(=O)[O-])N4CC(C(C4)OC)[NH2+]C

Canonical_SMILES CO[C@H]1CN(C[C@@H]1[NH2+]C)c1ccc2c(n1)n(cc(c2=O)C(=O)O)c1nccs1

InChI 1/C18H19N5O4S/c1-19-12-8-22(9-13(12)27-2)14-4-3-10-15(24)11(17(25)26)7-23(16(10)21-14)18-20-5-6-28-18/h3-7,12-13,19H,8-9H2,1-2H3,(H,25,26)/f/h19H

InChI_3D 1S/C18H19N5O4S/c1-19-12-8-22(9-13(12)27-2)14-4-3-10-15(24)11(17(25)26)7-23(16(10)21-14)18-20-5-6-28-18/h3-7,12-13,19H,8-9H2,1-2H3,(H,25,26)/p+1/t12-,13-/m0/s1

AuxInfo 1/1/N:17,18,1,2,3,4,9,13,14,5,11,15,16,6,10,7,12,8,23,19,20,22,21,24,25,26,27,28/E:(25,26)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCNNNNN+OOO-OSHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;d5;;;s5;d9s10;s11;;;s13;s14s15;;;s3d8;d6s7;s7s8s9;s6s13s14;s15s17;d10;d12;s12;s16s18;s4s8;s1;s2;s3;s4;s9;s13;s13;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s23;s23;/rC:.8707,-.4993,0;;2.1183,4.0563,0;3.1183,4.052,0;1.7371,0,0;0,1.0089,0;1.7414,1.0089,0;2.6154,2.5125,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;-.9769,2.5007,0;-1.7848,1.0968,0;-1.9548,2.7098,0;-2.4543,1.8417,0;-4.4676,3.8269,0;-4.2947,-.2016,0;1.8074,3.1044,0;.8707,1.5185,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.5539,3.4207,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;-3.6255,.5414,0;3.4292,3.1013,0;.8712,-.9993,0;-.4326,-.2506,0;1.8256,4.4616,0;3.4127,4.4562,0;3.9191,1.2491,0;-.9251,2.998,0;-.4769,2.5021,0;-1.5347,.6639,0;-2.1894,.803,0;-1.8001,3.1853,0;-2.859,2.1354,0;-4.6707,3.37,0;-4.2645,4.2838,0;-4.9245,4.03,0;-4.6662,.133,0;-3.9232,-.5362,0;-4.6294,-.5731,0;-3.757,2.9638,0;-3.3507,3.8776,0;

Duplicates DB11999_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11999_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11999_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11999_p7.sdf

Formula	C₁₈H₁₉N₅O₄S
MW	401.44
InChIKey	XZAFZXJXZHRNAQ-LILDFLRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.35
logP	0.0022
PSA	142.4
MR	109.372
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	37.56535
PM7_Total_Energy_ev	-4750.8831
PM7_Electronic_Energy_ev	-38281.11652
PM7_Dipole_Debye	48.15389
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-6.856
PM7_LUMO_Energy_ev	-2.284
PM7_COSMO_Area_square_ang	389.64
PM7_COSMO_Volue_cubic_ang	452.31
PM7_Electron_Affinity_ev	2.284
PM7_Ionization_Energy_ev	6.856
PM7_Energy_Gap_ev	4.572
PM7_Global_Hardness_ev	2.286
PM7_Global_Softness_ev	0.4374453193350831
PM7_Chemical_Potential_ev	-4.57
PM7_Electronigativity_ev	4.57
PM7_Back_Donation_Energy_ev	-0.5715
PM7_Electrophilicity_ev	4.568000874890639
OPENEYE_Name	7-[(3~{S},4~{S})-3-methoxy-4-(methylammonio)pyrrolidin-1-yl]-4-oxo-1-thiazol-2-yl-1,8-naphthyridine-3-carboxylate
SMILES	c1cc(nc2c1c(=O)c(cn2c3nccs3)C(=O)[O-])N4CC(C(C4)OC)[NH2+]C
Canonical_SMILES	CO[C@H]1CN(C[C@@H]1[NH2+]C)c1ccc2c(n1)n(cc(c2=O)C(=O)O)c1nccs1
InChI	1/C18H19N5O4S/c1-19-12-8-22(9-13(12)27-2)14-4-3-10-15(24)11(17(25)26)7-23(16(10)21-14)18-20-5-6-28-18/h3-7,12-13,19H,8-9H2,1-2H3,(H,25,26)/f/h19H
InChI_3D	1S/C18H19N5O4S/c1-19-12-8-22(9-13(12)27-2)14-4-3-10-15(24)11(17(25)26)7-23(16(10)21-14)18-20-5-6-28-18/h3-7,12-13,19H,8-9H2,1-2H3,(H,25,26)/p+1/t12-,13-/m0/s1
AuxInfo	1/1/N:17,18,1,2,3,4,9,13,14,5,11,15,16,6,10,7,12,8,23,19,20,22,21,24,25,26,27,28/E:(25,26)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCNNNNN+OOO-OSHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;d5;;;s5;d9s10;s11;;;s13;s14s15;;;s3d8;d6s7;s7s8s9;s6s13s14;s15s17;d10;d12;s12;s16s18;s4s8;s1;s2;s3;s4;s9;s13;s13;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s23;s23;/rC:.8707,-.4993,0;;2.1183,4.0563,0;3.1183,4.052,0;1.7371,0,0;0,1.0089,0;1.7414,1.0089,0;2.6154,2.5125,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;-.9769,2.5007,0;-1.7848,1.0968,0;-1.9548,2.7098,0;-2.4543,1.8417,0;-4.4676,3.8269,0;-4.2947,-.2016,0;1.8074,3.1044,0;.8707,1.5185,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.5539,3.4207,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;-3.6255,.5414,0;3.4292,3.1013,0;.8712,-.9993,0;-.4326,-.2506,0;1.8256,4.4616,0;3.4127,4.4562,0;3.9191,1.2491,0;-.9251,2.998,0;-.4769,2.5021,0;-1.5347,.6639,0;-2.1894,.803,0;-1.8001,3.1853,0;-2.859,2.1354,0;-4.6707,3.37,0;-4.2645,4.2838,0;-4.9245,4.03,0;-4.6662,.133,0;-3.9232,-.5362,0;-4.6294,-.5731,0;-3.757,2.9638,0;-3.3507,3.8776,0;
Duplicates	DB11999_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11999_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11999_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11999_p7.sdf