CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03658_p7 (3942)

Formula C₁₆H₂₂N₃O₅S

MW 368.43

InChIKey SMLJDSWXGVMNTH-OCAHLGHYNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 49

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -2.61

logP 0.1871

PSA 173.25

MR 98.827

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -12.92033

PM7_Total_Energy_ev -4467.02319

PM7_Electronic_Energy_ev -36810.42557

PM7_Dipole_Debye 3.30999

PM7_Point_Group C1

PM7_HOMO_Energy_ev -12.547

PM7_LUMO_Energy_ev -4.145

PM7_COSMO_Area_square_ang 336.5

PM7_COSMO_Volue_cubic_ang 419.55

PM7_Electron_Affinity_ev 4.145

PM7_Ionization_Energy_ev 12.547

PM7_Energy_Gap_ev 8.402

PM7_Global_Hardness_ev 4.201

PM7_Global_Softness_ev 0.23803856224708403

PM7_Chemical_Potential_ev -8.346

PM7_Electronigativity_ev 8.346

PM7_Back_Donation_Energy_ev -1.05025

PM7_Electrophilicity_ev 8.290373244465604

OPENEYE_Name (2~{R},4~{S})-2-[(1~{R})-1-[[(2~{R})-2-azaniumyl-2-(4-hydroxyphenyl)acetyl]amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidin-3-ium-4-carboxylate

SMILES c1cc(ccc1C(C(=O)NC(C=O)C2[NH2+]C(C(S2)(C)C)C(=O)[O-])[NH3+])O

Canonical_SMILES O=C[C@H]([C@@H]1[NH2+][C@H](C(S1)(C)C)C(=O)O)NC(=O)[C@@H](c1ccc(cc1)O)[NH3+]

InChI 1/C16H21N3O5S/c1-16(2)12(15(23)24)19-14(25-16)10(7-20)18-13(22)11(17)8-3-5-9(21)6-4-8/h3-7,10-12,14,19,21H,17H2,1-2H3,(H,18,22)(H,23,24)/p+1/fC16H22N3O5S/h17-19H/q+1

InChI_3D 1S/C16H21N3O5S/c1-16(2)12(15(23)24)19-14(25-16)10(7-20)18-13(22)11(17)8-3-5-9(21)6-4-8/h3-7,10-12,14,19,21H,17H2,1-2H3,(H,18,22)(H,23,24)/p+2/t10-,11-,12+,14-/m1/s1

AuxInfo 1/1/N:13,14,1,2,3,4,7,5,6,16,15,10,9,11,8,12,18,19,17,20,23,22,21,24,25/E:(1,2)(3,4)(5,6)(23,24)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCN+N+NOOOOO-SHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s8;;s10;s12;s12;s5s9;s7s11;s10s11;s15;s9s16;d7;d8;d9;s6;s8;s11s12;s1;s2;s3;s4;s7;s10;s11;s13;s13;s13;s14;s14;s14;s15;s16;s17;s18;s18;s19;s23;s17;s18;/rC:6.298,.0874,0;7.167,1.5891,0;7.168,-.4161,0;8.037,1.0856,0;6.3019,1.0874,0;8.0419,.0805,0;2.6905,3.3321,0;.1814,-1.7406,0;3.9217,2.4648,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;4.7872,1.9639,0;2.1896,2.4666,0;1.0014,0,0;5.2881,2.8295,0;3.0551,1.9657,0;2.1914,4.1986,0;-.6282,-2.3276,0;3.9227,3.4648,0;8.9074,-.4204,0;1.0946,-2.1481,0;.5007,1.5426,0;5.8643,-.1615,0;7.1667,2.0891,0;7.166,-.9161,0;8.4695,1.3364,0;3.1905,3.3316,0;-.4893,-.1031,0;1.7695,.7478,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;4.5368,1.5312,0;1.7569,2.717,0;1.4903,-.1047,0;5.7208,2.579,0;4.8553,3.0799,0;3.0546,1.4657,0;8.9069,-.9204,0;.9488,-.4972,0;5.5385,3.2622,0;

Duplicates DB03658_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p7.sdf

Formula	C₁₆H₂₂N₃O₅S
MW	368.43
InChIKey	SMLJDSWXGVMNTH-OCAHLGHYNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	49
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-2.61
logP	0.1871
PSA	173.25
MR	98.827
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-12.92033
PM7_Total_Energy_ev	-4467.02319
PM7_Electronic_Energy_ev	-36810.42557
PM7_Dipole_Debye	3.30999
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-12.547
PM7_LUMO_Energy_ev	-4.145
PM7_COSMO_Area_square_ang	336.5
PM7_COSMO_Volue_cubic_ang	419.55
PM7_Electron_Affinity_ev	4.145
PM7_Ionization_Energy_ev	12.547
PM7_Energy_Gap_ev	8.402
PM7_Global_Hardness_ev	4.201
PM7_Global_Softness_ev	0.23803856224708403
PM7_Chemical_Potential_ev	-8.346
PM7_Electronigativity_ev	8.346
PM7_Back_Donation_Energy_ev	-1.05025
PM7_Electrophilicity_ev	8.290373244465604
OPENEYE_Name	(2~{R},4~{S})-2-[(1~{R})-1-[[(2~{R})-2-azaniumyl-2-(4-hydroxyphenyl)acetyl]amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidin-3-ium-4-carboxylate
SMILES	c1cc(ccc1C(C(=O)NC(C=O)C2[NH2+]C(C(S2)(C)C)C(=O)[O-])[NH3+])O
Canonical_SMILES	O=C[C@H]([C@@H]1[NH2+][C@H](C(S1)(C)C)C(=O)O)NC(=O)[C@@H](c1ccc(cc1)O)[NH3+]
InChI	1/C16H21N3O5S/c1-16(2)12(15(23)24)19-14(25-16)10(7-20)18-13(22)11(17)8-3-5-9(21)6-4-8/h3-7,10-12,14,19,21H,17H2,1-2H3,(H,18,22)(H,23,24)/p+1/fC16H22N3O5S/h17-19H/q+1
InChI_3D	1S/C16H21N3O5S/c1-16(2)12(15(23)24)19-14(25-16)10(7-20)18-13(22)11(17)8-3-5-9(21)6-4-8/h3-7,10-12,14,19,21H,17H2,1-2H3,(H,18,22)(H,23,24)/p+2/t10-,11-,12+,14-/m1/s1
AuxInfo	1/1/N:13,14,1,2,3,4,7,5,6,16,15,10,9,11,8,12,18,19,17,20,23,22,21,24,25/E:(1,2)(3,4)(5,6)(23,24)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCN+N+NOOOOO-SHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s8;;s10;s12;s12;s5s9;s7s11;s10s11;s15;s9s16;d7;d8;d9;s6;s8;s11s12;s1;s2;s3;s4;s7;s10;s11;s13;s13;s13;s14;s14;s14;s15;s16;s17;s18;s18;s19;s23;s17;s18;/rC:6.298,.0874,0;7.167,1.5891,0;7.168,-.4161,0;8.037,1.0856,0;6.3019,1.0874,0;8.0419,.0805,0;2.6905,3.3321,0;.1814,-1.7406,0;3.9217,2.4648,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;4.7872,1.9639,0;2.1896,2.4666,0;1.0014,0,0;5.2881,2.8295,0;3.0551,1.9657,0;2.1914,4.1986,0;-.6282,-2.3276,0;3.9227,3.4648,0;8.9074,-.4204,0;1.0946,-2.1481,0;.5007,1.5426,0;5.8643,-.1615,0;7.1667,2.0891,0;7.166,-.9161,0;8.4695,1.3364,0;3.1905,3.3316,0;-.4893,-.1031,0;1.7695,.7478,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;4.5368,1.5312,0;1.7569,2.717,0;1.4903,-.1047,0;5.7208,2.579,0;4.8553,3.0799,0;3.0546,1.4657,0;8.9069,-.9204,0;.9488,-.4972,0;5.5385,3.2622,0;
Duplicates	DB03658_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p7.sdf