CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13816_p0 (11614)

Formula C₂₁H₂₇N₅O₇S

MW 493.53

InChIKey BHELIUBJHYAEDK-MEERVEBYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 63

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -4.86

logP 0.4555

PSA 216.46

MR 124.625

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -240.85037

PM7_Total_Energy_ev -6119.13899

PM7_Electronic_Energy_ev -56139.49278

PM7_Dipole_Debye 6.28453

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.29

PM7_LUMO_Energy_ev -0.752

PM7_COSMO_Area_square_ang 450.67

PM7_COSMO_Volue_cubic_ang 575.41

PM7_Electron_Affinity_ev 0.752

PM7_Ionization_Energy_ev 9.29

PM7_Energy_Gap_ev 8.538

PM7_Global_Hardness_ev 4.269

PM7_Global_Softness_ev 0.23424689622862496

PM7_Chemical_Potential_ev -5.021

PM7_Electronigativity_ev 5.021

PM7_Back_Donation_Energy_ev -1.06725

PM7_Electrophilicity_ev 2.952733778402436

OPENEYE_Name (2~{S},5~{R},6~{R})-6-[[(2~{R})-2-[[(2~{R})-2-amino-4-(methylamino)-4-oxo-butanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

SMILES c1cc(ccc1C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)NC(=O)C(CC(=O)NC)N)O

Canonical_SMILES CNC(=O)C[C@H](C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)N

InChI 1/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/f/h23-25,32H

InChI_3D 1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1

AuxInfo 1/1/N:16,17,18,1,2,3,4,19,5,6,21,9,20,12,13,11,10,7,14,8,15,23,25,26,24,22,32,29,31,30,27,28,33,34/E:(1,2)(4,5)(6,7)(32,33)/F:16,17,18,1,2,3,4,19,5,6,21,9,20,12,13,11,10,7,14,8,15,23,25,26,24,22,32,29,31,30,27,33,28,34/E:(1,2)(4,5)(6,7)/rA:61cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;;s7;s8;s12;s13;s15;s15;;s9;s5s10;s11s19;s7s13s14;s21;s10s12;s9s18;s11s20;d7;d8;d9;d10;d11;s6;s8;s14s15;s1;s2;s3;s4;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s23;s23;s24;s25;s26;s32;s33;/rC:-3.3675,3.1135,0;-1.6325,3.1135,0;-3.3675,4.1187,0;-1.6325,4.1187,0;-2.5,2.616,0;-2.5,4.6264,0;0,-1.0001,0;1.5442,-2.2228,0;-3.366,-3.634,0;-1.5,.866,0;-3.366,-.634,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-4.2321,-5.134,0;-3.366,-2.634,0;-2.5,.866,0;-3.366,-1.634,0;1,-1.0001,0;-4.366,-1.634,0;-1,0,0;-4.2321,-4.134,0;-2.5,-.134,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-2.5,-4.134,0;-1,1.7321,0;-4.2321,-.134,0;-2.5,5.6264,0;.5497,-2.3271,0;1.9514,.3089,0;-3.8001,2.8629,0;-1.1998,2.8629,0;-3.8012,4.3674,0;-1.1988,4.3674,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;4.1743,.2991,0;3.5053,1.0423,0;4.2114,1.0052,0;3.6169,-.7979,0;2.9476,-1.541,0;3.6538,-1.5041,0;-4.7321,-5.134,0;-3.7321,-5.134,0;-4.2321,-5.634,0;-2.866,-2.634,0;-3.866,-2.634,0;-3,.866,0;-2.866,-1.634,0;-4.616,-1.201,0;-4.616,-2.067,0;-1.25,-.433,0;-4.6651,-3.884,0;-2.067,-.384,0;-2.933,5.8764,0;.3462,-2.7839,0;

Duplicates DB13816_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13816_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13816_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13816_p0.sdf

Formula	C₂₁H₂₇N₅O₇S
MW	493.53
InChIKey	BHELIUBJHYAEDK-MEERVEBYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	63
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-4.86
logP	0.4555
PSA	216.46
MR	124.625
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-240.85037
PM7_Total_Energy_ev	-6119.13899
PM7_Electronic_Energy_ev	-56139.49278
PM7_Dipole_Debye	6.28453
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.29
PM7_LUMO_Energy_ev	-0.752
PM7_COSMO_Area_square_ang	450.67
PM7_COSMO_Volue_cubic_ang	575.41
PM7_Electron_Affinity_ev	0.752
PM7_Ionization_Energy_ev	9.29
PM7_Energy_Gap_ev	8.538
PM7_Global_Hardness_ev	4.269
PM7_Global_Softness_ev	0.23424689622862496
PM7_Chemical_Potential_ev	-5.021
PM7_Electronigativity_ev	5.021
PM7_Back_Donation_Energy_ev	-1.06725
PM7_Electrophilicity_ev	2.952733778402436
OPENEYE_Name	(2~{S},5~{R},6~{R})-6-[[(2~{R})-2-[[(2~{R})-2-amino-4-(methylamino)-4-oxo-butanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1cc(ccc1C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)NC(=O)C(CC(=O)NC)N)O
Canonical_SMILES	CNC(=O)C[C@H](C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)N
InChI	1/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/f/h23-25,32H
InChI_3D	1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1
AuxInfo	1/1/N:16,17,18,1,2,3,4,19,5,6,21,9,20,12,13,11,10,7,14,8,15,23,25,26,24,22,32,29,31,30,27,28,33,34/E:(1,2)(4,5)(6,7)(32,33)/F:16,17,18,1,2,3,4,19,5,6,21,9,20,12,13,11,10,7,14,8,15,23,25,26,24,22,32,29,31,30,27,33,28,34/E:(1,2)(4,5)(6,7)/rA:61cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;;s7;s8;s12;s13;s15;s15;;s9;s5s10;s11s19;s7s13s14;s21;s10s12;s9s18;s11s20;d7;d8;d9;d10;d11;s6;s8;s14s15;s1;s2;s3;s4;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s23;s23;s24;s25;s26;s32;s33;/rC:-3.3675,3.1135,0;-1.6325,3.1135,0;-3.3675,4.1187,0;-1.6325,4.1187,0;-2.5,2.616,0;-2.5,4.6264,0;0,-1.0001,0;1.5442,-2.2228,0;-3.366,-3.634,0;-1.5,.866,0;-3.366,-.634,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-4.2321,-5.134,0;-3.366,-2.634,0;-2.5,.866,0;-3.366,-1.634,0;1,-1.0001,0;-4.366,-1.634,0;-1,0,0;-4.2321,-4.134,0;-2.5,-.134,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-2.5,-4.134,0;-1,1.7321,0;-4.2321,-.134,0;-2.5,5.6264,0;.5497,-2.3271,0;1.9514,.3089,0;-3.8001,2.8629,0;-1.1998,2.8629,0;-3.8012,4.3674,0;-1.1988,4.3674,0;0,.5,0;2.3841,-1.5594,0;.9219,.4939,0;4.1743,.2991,0;3.5053,1.0423,0;4.2114,1.0052,0;3.6169,-.7979,0;2.9476,-1.541,0;3.6538,-1.5041,0;-4.7321,-5.134,0;-3.7321,-5.134,0;-4.2321,-5.634,0;-2.866,-2.634,0;-3.866,-2.634,0;-3,.866,0;-2.866,-1.634,0;-4.616,-1.201,0;-4.616,-2.067,0;-1.25,-.433,0;-4.6651,-3.884,0;-2.067,-.384,0;-2.933,5.8764,0;.3462,-2.7839,0;
Duplicates	DB13816_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13816_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13816_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13816_p0.sdf