CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03658_p0 (3941)

Formula C₁₆H₂₁N₃O₅S

MW 367.42

InChIKey SMLJDSWXGVMNTH-LRQUTDIWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -2.98

logP 1.39

PSA 167.05

MR 96.6066

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -174.57707

PM7_Total_Energy_ev -4460.80754

PM7_Electronic_Energy_ev -36334.51247

PM7_Dipole_Debye 6.79956

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.201

PM7_LUMO_Energy_ev -0.681

PM7_COSMO_Area_square_ang 329.46

PM7_COSMO_Volue_cubic_ang 430.96

PM7_Electron_Affinity_ev 0.681

PM7_Ionization_Energy_ev 9.201

PM7_Energy_Gap_ev 8.52

PM7_Global_Hardness_ev 4.26

PM7_Global_Softness_ev 0.2347417840375587

PM7_Chemical_Potential_ev -4.941

PM7_Electronigativity_ev 4.941

PM7_Back_Donation_Energy_ev -1.065

PM7_Electrophilicity_ev 2.8654320422535213

OPENEYE_Name (2~{R},4~{S})-2-[(1~{R})-1-[[(2~{R})-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidine-4-carboxylic acid

SMILES c1cc(ccc1C(C(=O)NC(C=O)C2NC(C(S2)(C)C)C(=O)O)N)O

Canonical_SMILES O=C[C@H]([C@@H]1N[C@H](C(S1)(C)C)C(=O)O)NC(=O)[C@@H](c1ccc(cc1)O)N

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)/f/h18,23H

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)/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:13,14,1,2,3,4,7,5,6,16,15,10,9,11,8,12,18,19,17,20,23,22,24,21,25/E:(1,2)(3,4)(5,6)/rA:46cCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHHHH/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;s24;/rC:4.1931,5.9257,0;2.6915,6.7948,0;4.6966,6.7958,0;3.1949,7.6648,0;3.1931,5.9297,0;4.2001,7.6697,0;2.6795,1.3165,0;.1036,-.9946,0;1.8157,3.5495,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;2.3166,4.415,0;1.814,1.8174,0;1.0014,0,0;1.4511,4.9159,0;2.3148,2.6829,0;2.6785,.3165,0;-.7059,-1.5817,0;.8157,3.5505,0;4.7009,8.5352,0;1.0168,-1.4022,0;.5007,1.5426,0;4.4421,5.4921,0;2.1915,6.7945,0;5.1966,6.7938,0;2.9441,8.0973,0;3.1128,1.5661,0;-.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;2.7494,4.1646,0;1.3812,2.0679,0;1.2948,-.4048,0;1.4516,5.4159,0;1.0178,4.6663,0;2.8148,2.6824,0;5.2009,8.5347,0;1.0687,-1.8995,0;

Duplicates DB03658_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p0.sdf

Formula	C₁₆H₂₁N₃O₅S
MW	367.42
InChIKey	SMLJDSWXGVMNTH-LRQUTDIWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-2.98
logP	1.39
PSA	167.05
MR	96.6066
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-174.57707
PM7_Total_Energy_ev	-4460.80754
PM7_Electronic_Energy_ev	-36334.51247
PM7_Dipole_Debye	6.79956
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.201
PM7_LUMO_Energy_ev	-0.681
PM7_COSMO_Area_square_ang	329.46
PM7_COSMO_Volue_cubic_ang	430.96
PM7_Electron_Affinity_ev	0.681
PM7_Ionization_Energy_ev	9.201
PM7_Energy_Gap_ev	8.52
PM7_Global_Hardness_ev	4.26
PM7_Global_Softness_ev	0.2347417840375587
PM7_Chemical_Potential_ev	-4.941
PM7_Electronigativity_ev	4.941
PM7_Back_Donation_Energy_ev	-1.065
PM7_Electrophilicity_ev	2.8654320422535213
OPENEYE_Name	(2~{R},4~{S})-2-[(1~{R})-1-[[(2~{R})-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidine-4-carboxylic acid
SMILES	c1cc(ccc1C(C(=O)NC(C=O)C2NC(C(S2)(C)C)C(=O)O)N)O
Canonical_SMILES	O=C[C@H]([C@@H]1N[C@H](C(S1)(C)C)C(=O)O)NC(=O)[C@@H](c1ccc(cc1)O)N
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)/f/h18,23H
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)/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:13,14,1,2,3,4,7,5,6,16,15,10,9,11,8,12,18,19,17,20,23,22,24,21,25/E:(1,2)(3,4)(5,6)/rA:46cCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHHHH/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;s24;/rC:4.1931,5.9257,0;2.6915,6.7948,0;4.6966,6.7958,0;3.1949,7.6648,0;3.1931,5.9297,0;4.2001,7.6697,0;2.6795,1.3165,0;.1036,-.9946,0;1.8157,3.5495,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;2.3166,4.415,0;1.814,1.8174,0;1.0014,0,0;1.4511,4.9159,0;2.3148,2.6829,0;2.6785,.3165,0;-.7059,-1.5817,0;.8157,3.5505,0;4.7009,8.5352,0;1.0168,-1.4022,0;.5007,1.5426,0;4.4421,5.4921,0;2.1915,6.7945,0;5.1966,6.7938,0;2.9441,8.0973,0;3.1128,1.5661,0;-.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;2.7494,4.1646,0;1.3812,2.0679,0;1.2948,-.4048,0;1.4516,5.4159,0;1.0178,4.6663,0;2.8148,2.6824,0;5.2009,8.5347,0;1.0687,-1.8995,0;
Duplicates	DB03658_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03658_p0.sdf