CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03391_p0_t0 (3676)

Formula C₁₆H₁₉N₃O₄S

MW 349.4

InChIKey NRAOUAPLRQEFMH-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 44

Rotat_Bonds 9

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -2.3

logP 1.2126

PSA 141.52

MR 100.99

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -96.98179

PM7_Total_Energy_ev -4137.39496

PM7_Electronic_Energy_ev -31406.71813

PM7_Dipole_Debye 3.1901

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.362

PM7_LUMO_Energy_ev -1.272

PM7_COSMO_Area_square_ang 343.7

PM7_COSMO_Volue_cubic_ang 416.48

PM7_Electron_Affinity_ev 1.272

PM7_Ionization_Energy_ev 8.362

PM7_Energy_Gap_ev 7.09

PM7_Global_Hardness_ev 3.545

PM7_Global_Softness_ev 0.2820874471086037

PM7_Chemical_Potential_ev -4.817

PM7_Electronigativity_ev 4.817

PM7_Back_Donation_Energy_ev -0.88625

PM7_Electrophilicity_ev 3.2727064880112833

OPENEYE_Name 2-[(4~{Z})-2-[(1~{S})-1-amino-3-methylsulfanyl-propyl]-4-[(4-hydroxyphenyl)methylene]-5-oxo-imidazol-1-yl]acetic acid

SMILES c1cc(ccc1C=C2C(=O)N(C(=N2)C(CCSC)N)CC(=O)O)O

Canonical_SMILES CSCC[C@@H](C1=N/C(=Cc2ccc(cc2)O)/C(=O)N1CC(=O)O)N

InChI 1/C16H19N3O4S/c1-24-7-6-12(17)15-18-13(16(23)19(15)9-14(21)22)8-10-2-4-11(20)5-3-10/h2-5,8,12,20H,6-7,9,17H2,1H3,(H,21,22)/f/h21H

InChI_3D 1S/C16H19N3O4S/c1-24-7-6-12(17)15-18-13(16(23)19(15)9-14(21)22)8-10-2-4-11(20)5-3-10/h2-5,8,12,20H,6-7,9,17H2,1H3,(H,21,22)/b13-8-/t12-/m0/s1

AuxInfo 1/1/N:12,1,2,3,4,14,15,10,13,5,6,16,7,11,9,8,19,17,18,22,21,23,20,24/E:(2,3)(4,5)(21,22)/F:12,1,2,3,4,14,15,10,13,5,6,16,7,11,9,8,19,17,18,22,23,21,20,24/E:(2,3)(4,5)/rA:43cCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s7;;s5w7;;;s11;;s14;s9s14;s7d9;s8s9s13;s16;d8;d11;s6;s11;s12s15;s1;s2;s3;s4;s10;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s19;s19;s22;s23;/rC:-.7746,-2.5289,0;.8114,-1.8253,0;-.3669,-3.4477,0;1.219,-2.7441,0;-.1833,-1.7223,0;.6319,-3.56,0;;-.3065,.9519,0;1.3131,.9519,0;-.5889,-.8082,0;.4976,3.5426,0;6.0704,2.4907,0;.4992,2.5426,0;3.216,1.5674,0;4.1675,1.8752,0;2.2646,1.2597,0;1.0014,0,0;.5007,1.5426,0;2.5723,.3082,0;-1.2577,1.2606,0;1.3629,4.0439,0;1.0375,-4.4741,0;-.3691,4.0413,0;5.119,2.1829,0;-1.2717,-2.4752,0;1.1052,-1.4207,0;-.6625,-3.851,0;1.7164,-2.7956,0;-1.086,-.7553,0;6.2243,2.0149,0;5.9166,2.9664,0;6.5462,2.6445,0;.9992,2.5434,0;-.0008,2.5418,0;3.0622,2.0431,0;3.3699,1.0917,0;4.3214,1.3994,0;4.0136,2.3509,0;2.1107,1.7354,0;2.2373,-.0629,0;3.0613,.2036,0;.743,-4.8782,0;-.3699,4.5413,0;

Duplicates DB03391_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03391_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03391_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03391_p0_t0.sdf

Formula	C₁₆H₁₉N₃O₄S
MW	349.4
InChIKey	NRAOUAPLRQEFMH-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	44
Rotat_Bonds	9
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-2.3
logP	1.2126
PSA	141.52
MR	100.99
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-96.98179
PM7_Total_Energy_ev	-4137.39496
PM7_Electronic_Energy_ev	-31406.71813
PM7_Dipole_Debye	3.1901
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.362
PM7_LUMO_Energy_ev	-1.272
PM7_COSMO_Area_square_ang	343.7
PM7_COSMO_Volue_cubic_ang	416.48
PM7_Electron_Affinity_ev	1.272
PM7_Ionization_Energy_ev	8.362
PM7_Energy_Gap_ev	7.09
PM7_Global_Hardness_ev	3.545
PM7_Global_Softness_ev	0.2820874471086037
PM7_Chemical_Potential_ev	-4.817
PM7_Electronigativity_ev	4.817
PM7_Back_Donation_Energy_ev	-0.88625
PM7_Electrophilicity_ev	3.2727064880112833
OPENEYE_Name	2-[(4~{Z})-2-[(1~{S})-1-amino-3-methylsulfanyl-propyl]-4-[(4-hydroxyphenyl)methylene]-5-oxo-imidazol-1-yl]acetic acid
SMILES	c1cc(ccc1C=C2C(=O)N(C(=N2)C(CCSC)N)CC(=O)O)O
Canonical_SMILES	CSCC[C@@H](C1=N/C(=Cc2ccc(cc2)O)/C(=O)N1CC(=O)O)N
InChI	1/C16H19N3O4S/c1-24-7-6-12(17)15-18-13(16(23)19(15)9-14(21)22)8-10-2-4-11(20)5-3-10/h2-5,8,12,20H,6-7,9,17H2,1H3,(H,21,22)/f/h21H
InChI_3D	1S/C16H19N3O4S/c1-24-7-6-12(17)15-18-13(16(23)19(15)9-14(21)22)8-10-2-4-11(20)5-3-10/h2-5,8,12,20H,6-7,9,17H2,1H3,(H,21,22)/b13-8-/t12-/m0/s1
AuxInfo	1/1/N:12,1,2,3,4,14,15,10,13,5,6,16,7,11,9,8,19,17,18,22,21,23,20,24/E:(2,3)(4,5)(21,22)/F:12,1,2,3,4,14,15,10,13,5,6,16,7,11,9,8,19,17,18,22,23,21,20,24/E:(2,3)(4,5)/rA:43cCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s7;;s5w7;;;s11;;s14;s9s14;s7d9;s8s9s13;s16;d8;d11;s6;s11;s12s15;s1;s2;s3;s4;s10;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s19;s19;s22;s23;/rC:-.7746,-2.5289,0;.8114,-1.8253,0;-.3669,-3.4477,0;1.219,-2.7441,0;-.1833,-1.7223,0;.6319,-3.56,0;;-.3065,.9519,0;1.3131,.9519,0;-.5889,-.8082,0;.4976,3.5426,0;6.0704,2.4907,0;.4992,2.5426,0;3.216,1.5674,0;4.1675,1.8752,0;2.2646,1.2597,0;1.0014,0,0;.5007,1.5426,0;2.5723,.3082,0;-1.2577,1.2606,0;1.3629,4.0439,0;1.0375,-4.4741,0;-.3691,4.0413,0;5.119,2.1829,0;-1.2717,-2.4752,0;1.1052,-1.4207,0;-.6625,-3.851,0;1.7164,-2.7956,0;-1.086,-.7553,0;6.2243,2.0149,0;5.9166,2.9664,0;6.5462,2.6445,0;.9992,2.5434,0;-.0008,2.5418,0;3.0622,2.0431,0;3.3699,1.0917,0;4.3214,1.3994,0;4.0136,2.3509,0;2.1107,1.7354,0;2.2373,-.0629,0;3.0613,.2036,0;.743,-4.8782,0;-.3699,4.5413,0;
Duplicates	DB03391_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03391_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03391_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03391_p0_t0.sdf