CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03530 (3808)

Formula C₁₇H₁₉N₅O₇S₂

MW 469.49

InChIKey VEHPZKIFULQYFS-FLMZGNJBNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 51

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 12

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP 0.43

logP 0.5553

PSA 247.17

MR 117.543

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -150.06413

PM7_Total_Energy_ev -5693.42719

PM7_Electronic_Energy_ev -47706.38191

PM7_Dipole_Debye 6.56482

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.835

PM7_LUMO_Energy_ev -0.986

PM7_COSMO_Area_square_ang 427.44

PM7_COSMO_Volue_cubic_ang 522.8

PM7_Electron_Affinity_ev 0.986

PM7_Ionization_Energy_ev 8.835

PM7_Energy_Gap_ev 7.849

PM7_Global_Hardness_ev 3.9245

PM7_Global_Softness_ev 0.25480952987641736

PM7_Chemical_Potential_ev -4.9105

PM7_Electronigativity_ev 4.9105

PM7_Back_Donation_Energy_ev -0.981125

PM7_Electrophilicity_ev 3.072112402853867

OPENEYE_Name (2~{R})-2-[(1~{R})-1-[[(2~{Z})-2-(2-aminothiazol-4-yl)-2-(1-carboxy-1-methyl-ethoxy)imino-acetyl]amino]-2-oxo-ethyl]-5-methylene-2~{H}-1,3-thiazine-4-carboxylic acid

SMILES c1c(nc(s1)N)C(=NOC(C(=O)O)(C)C)C(=O)NC(C=O)C2N=C(C(=C)CS2)C(=O)O

Canonical_SMILES O=C[C@H]([C@H]1SCC(=C)C(=N1)C(=O)O)NC(=O)/C(=NOC(C(=O)O)(C)C)/c1csc(n1)N

InChI 1/C17H19N5O7S2/c1-7-5-30-13(21-10(7)14(25)26)8(4-23)19-12(24)11(9-6-31-16(18)20-9)22-29-17(2,3)15(27)28/h4,6,8,13H,1,5H2,2-3H3,(H2,18,20)(H,19,24)(H,25,26)(H,27,28)/f/h19,25,27H,18H2

InChI_3D 1S/C17H19N5O7S2/c1-7-5-30-13(21-10(7)14(25)26)8(4-23)19-12(24)11(9-6-31-16(18)20-9)22-29-17(2,3)15(27)28/h4,6,8,13H,1,5H2,2-3H3,(H2,18,20)(H,19,24)(H,25,26)(H,27,28)/b22-11-/t8-,13-/m1/s1

AuxInfo 1/1/N:6,14,15,7,12,1,4,16,2,5,8,10,13,9,11,3,17,21,22,18,19,20,23,25,24,27,26,28,29,31,30/E:(2,3)(25,26)(27,28)/F:6,14,15,7,12,1,4,16,2,5,8,10,13,9,11,3,17,21,22,18,19,20,23,25,27,24,28,26,29,31,30/E:(2,3)/rA:50cCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSSHHHHHHHHHHHHHHHHHHH/rB:d1;;;s4;d4;;s2;s5;s8;;s4;;;;s7s13;s11s14s15;s2d3;d5s13;w8;s3;s10s16;d7;d9;d10;d11;s9;s11;s17s20;s1s3;s12s13;s1;s6;s6;s7;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s21;s21;s22;s27;s28;/rC:5.43,3.5296,0;5.4945,2.5316,0;7.0005,3.1337,0;;.8675,-.4975,0;-.8653,-.5013,0;2.4264,2.8819,0;4.726,1.8919,0;.8675,-1.4975,0;3.7876,2.2376,0;4.4667,-1.7043,0;0,1.0052,0;1.735,1.0052,0;5.2824,-.5491,0;3.3115,-.8886,0;2.0807,1.9435,0;4.2969,-.7189,0;6.4655,2.2869,0;1.735,0,0;4.8957,.9064,0;7.9983,3.1995,0;3.0191,1.5978,0;1.7867,3.6504,0;.0015,-1.9975,0;3.6178,3.2231,0;5.4051,-2.0501,0;1.7335,-1.9975,0;3.6981,-2.3441,0;4.1272,.2666,0;6.3571,3.9051,0;.8675,1.5129,0;5.0066,3.7955,0;-.8646,-1.0013,0;-1.2987,-.2519,0;2.9192,2.9668,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;5.3673,-1.0418,0;5.1975,-.0563,0;5.7752,-.4642,0;3.2266,-.3959,0;3.3963,-1.3814,0;2.8187,-.9735,0;1.6115,2.1164,0;8.2193,3.648,0;8.2763,2.7839,0;3.1039,1.1051,0;1.7335,-2.4975,0;3.783,-2.8368,0;

Duplicates DB03530

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03530.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03530.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03530.sdf

Formula	C₁₇H₁₉N₅O₇S₂
MW	469.49
InChIKey	VEHPZKIFULQYFS-FLMZGNJBNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	51
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	12
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	0.43
logP	0.5553
PSA	247.17
MR	117.543
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-150.06413
PM7_Total_Energy_ev	-5693.42719
PM7_Electronic_Energy_ev	-47706.38191
PM7_Dipole_Debye	6.56482
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.835
PM7_LUMO_Energy_ev	-0.986
PM7_COSMO_Area_square_ang	427.44
PM7_COSMO_Volue_cubic_ang	522.8
PM7_Electron_Affinity_ev	0.986
PM7_Ionization_Energy_ev	8.835
PM7_Energy_Gap_ev	7.849
PM7_Global_Hardness_ev	3.9245
PM7_Global_Softness_ev	0.25480952987641736
PM7_Chemical_Potential_ev	-4.9105
PM7_Electronigativity_ev	4.9105
PM7_Back_Donation_Energy_ev	-0.981125
PM7_Electrophilicity_ev	3.072112402853867
OPENEYE_Name	(2~{R})-2-[(1~{R})-1-[[(2~{Z})-2-(2-aminothiazol-4-yl)-2-(1-carboxy-1-methyl-ethoxy)imino-acetyl]amino]-2-oxo-ethyl]-5-methylene-2~{H}-1,3-thiazine-4-carboxylic acid
SMILES	c1c(nc(s1)N)C(=NOC(C(=O)O)(C)C)C(=O)NC(C=O)C2N=C(C(=C)CS2)C(=O)O
Canonical_SMILES	O=C[C@H]([C@H]1SCC(=C)C(=N1)C(=O)O)NC(=O)/C(=NOC(C(=O)O)(C)C)/c1csc(n1)N
InChI	1/C17H19N5O7S2/c1-7-5-30-13(21-10(7)14(25)26)8(4-23)19-12(24)11(9-6-31-16(18)20-9)22-29-17(2,3)15(27)28/h4,6,8,13H,1,5H2,2-3H3,(H2,18,20)(H,19,24)(H,25,26)(H,27,28)/f/h19,25,27H,18H2
InChI_3D	1S/C17H19N5O7S2/c1-7-5-30-13(21-10(7)14(25)26)8(4-23)19-12(24)11(9-6-31-16(18)20-9)22-29-17(2,3)15(27)28/h4,6,8,13H,1,5H2,2-3H3,(H2,18,20)(H,19,24)(H,25,26)(H,27,28)/b22-11-/t8-,13-/m1/s1
AuxInfo	1/1/N:6,14,15,7,12,1,4,16,2,5,8,10,13,9,11,3,17,21,22,18,19,20,23,25,24,27,26,28,29,31,30/E:(2,3)(25,26)(27,28)/F:6,14,15,7,12,1,4,16,2,5,8,10,13,9,11,3,17,21,22,18,19,20,23,25,27,24,28,26,29,31,30/E:(2,3)/rA:50cCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSSHHHHHHHHHHHHHHHHHHH/rB:d1;;;s4;d4;;s2;s5;s8;;s4;;;;s7s13;s11s14s15;s2d3;d5s13;w8;s3;s10s16;d7;d9;d10;d11;s9;s11;s17s20;s1s3;s12s13;s1;s6;s6;s7;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s21;s21;s22;s27;s28;/rC:5.43,3.5296,0;5.4945,2.5316,0;7.0005,3.1337,0;;.8675,-.4975,0;-.8653,-.5013,0;2.4264,2.8819,0;4.726,1.8919,0;.8675,-1.4975,0;3.7876,2.2376,0;4.4667,-1.7043,0;0,1.0052,0;1.735,1.0052,0;5.2824,-.5491,0;3.3115,-.8886,0;2.0807,1.9435,0;4.2969,-.7189,0;6.4655,2.2869,0;1.735,0,0;4.8957,.9064,0;7.9983,3.1995,0;3.0191,1.5978,0;1.7867,3.6504,0;.0015,-1.9975,0;3.6178,3.2231,0;5.4051,-2.0501,0;1.7335,-1.9975,0;3.6981,-2.3441,0;4.1272,.2666,0;6.3571,3.9051,0;.8675,1.5129,0;5.0066,3.7955,0;-.8646,-1.0013,0;-1.2987,-.2519,0;2.9192,2.9668,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;5.3673,-1.0418,0;5.1975,-.0563,0;5.7752,-.4642,0;3.2266,-.3959,0;3.3963,-1.3814,0;2.8187,-.9735,0;1.6115,2.1164,0;8.2193,3.648,0;8.2763,2.7839,0;3.1039,1.1051,0;1.7335,-2.4975,0;3.783,-2.8368,0;
Duplicates	DB03530
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03530.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03530.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03530.sdf