CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00319 (293)

Formula C₂₃H₂₇N₅O₇S

MW 517.56

InChIKey IVBHGBMCVLDMKU-YJLMOLMMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 12

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.94

logP 0.3552

PSA 181.73

MR 138.804

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -215.7897

PM7_Total_Energy_ev -6364.28968

PM7_Electronic_Energy_ev -58319.26469

PM7_Dipole_Debye 3.50719

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.269

PM7_LUMO_Energy_ev -0.746

PM7_COSMO_Area_square_ang 478.52

PM7_COSMO_Volue_cubic_ang 589.86

PM7_Electron_Affinity_ev 0.746

PM7_Ionization_Energy_ev 9.269

PM7_Energy_Gap_ev 8.523

PM7_Global_Hardness_ev 4.2615

PM7_Global_Softness_ev 0.23465915757362432

PM7_Chemical_Potential_ev -5.0075

PM7_Electronigativity_ev 5.0075

PM7_Back_Donation_Energy_ev -1.065375

PM7_Electrophilicity_ev 2.9420457878681217

OPENEYE_Name (2~{S},5~{R},6~{R})-6-[[(2~{R})-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

SMILES c1ccc(cc1)C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)NC(=O)N4C(=O)C(=O)N(CC4)CC

Canonical_SMILES CCN1CCN(C(=O)C1=O)C(=O)N[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)c1ccccc1

InChI 1/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/f/h24-25,33H

InChI_3D 1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1

AuxInfo 1/1/N:21,19,20,22,1,2,3,4,5,14,13,6,23,15,16,11,9,8,7,17,10,12,18,27,28,25,24,26,33,31,30,29,32,35,34,36/E:(2,3)(6,7)(8,9)(33,34)/F:21,19,20,22,1,2,3,4,5,14,13,6,23,15,16,11,9,8,7,17,10,12,18,27,28,25,24,26,33,31,30,29,35,32,34,36/E:(2,3)(6,7)(8,9)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;;;s13;s9;s10;s15;s16;s18;s18;;s21;s6s11;s7s12s13;s8s14s22;s9s16s17;s11s15;s12s23;d7;d8;d9;d10;d11;d12;s10;s17s18;s1;s2;s3;s4;s5;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s27;s28;s35;/rC:-6.2604,.866,0;-5.7629,1.7335,0;-5.7629,-.0015,0;-4.7577,1.7335,0;-4.7577,-.0015,0;-4.25,.866,0;-.7666,3.8636,0;-.7666,4.8687,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;-1.634,2.366,0;-2.5014,3.8636,0;-2.5014,4.8687,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-1.634,7.3762,0;-1.634,6.3762,0;-2.5,.866,0;-1.634,3.366,0;-1.634,5.3762,0;1,-1.0001,0;-1,0,0;-2.5,1.866,0;.0988,3.3624,0;.1009,5.3662,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;-.7679,1.866,0;.5497,-2.3271,0;1.9514,.3089,0;-6.7604,.866,0;-6.0135,2.1662,0;-6.0135,-.4341,0;-4.509,2.1673,0;-4.509,-.4352,0;-2.9939,3.95,0;-2.6715,3.3935,0;-2.6742,5.3379,0;-2.9936,4.781,0;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;-1.134,7.3762,0;-2.134,7.3762,0;-1.634,7.8762,0;-1.134,6.3762,0;-2.134,6.3762,0;-2.5,.366,0;-1.25,-.433,0;-2.933,2.116,0;.3462,-2.7839,0;

Duplicates DB00319

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00319.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00319.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00319.sdf

Formula	C₂₃H₂₇N₅O₇S
MW	517.56
InChIKey	IVBHGBMCVLDMKU-YJLMOLMMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	12
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.94
logP	0.3552
PSA	181.73
MR	138.804
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-215.7897
PM7_Total_Energy_ev	-6364.28968
PM7_Electronic_Energy_ev	-58319.26469
PM7_Dipole_Debye	3.50719
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.269
PM7_LUMO_Energy_ev	-0.746
PM7_COSMO_Area_square_ang	478.52
PM7_COSMO_Volue_cubic_ang	589.86
PM7_Electron_Affinity_ev	0.746
PM7_Ionization_Energy_ev	9.269
PM7_Energy_Gap_ev	8.523
PM7_Global_Hardness_ev	4.2615
PM7_Global_Softness_ev	0.23465915757362432
PM7_Chemical_Potential_ev	-5.0075
PM7_Electronigativity_ev	5.0075
PM7_Back_Donation_Energy_ev	-1.065375
PM7_Electrophilicity_ev	2.9420457878681217
OPENEYE_Name	(2~{S},5~{R},6~{R})-6-[[(2~{R})-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	c1ccc(cc1)C(C(=O)NC2C(=O)N3C2SC(C3C(=O)O)(C)C)NC(=O)N4C(=O)C(=O)N(CC4)CC
Canonical_SMILES	CCN1CCN(C(=O)C1=O)C(=O)N[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)c1ccccc1
InChI	1/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/f/h24-25,33H
InChI_3D	1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1
AuxInfo	1/1/N:21,19,20,22,1,2,3,4,5,14,13,6,23,15,16,11,9,8,7,17,10,12,18,27,28,25,24,26,33,31,30,29,32,35,34,36/E:(2,3)(6,7)(8,9)(33,34)/F:21,19,20,22,1,2,3,4,5,14,13,6,23,15,16,11,9,8,7,17,10,12,18,27,28,25,24,26,33,31,30,29,35,32,34,36/E:(2,3)(6,7)(8,9)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;;;s13;s9;s10;s15;s16;s18;s18;;s21;s6s11;s7s12s13;s8s14s22;s9s16s17;s11s15;s12s23;d7;d8;d9;d10;d11;d12;s10;s17s18;s1;s2;s3;s4;s5;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s27;s28;s35;/rC:-6.2604,.866,0;-5.7629,1.7335,0;-5.7629,-.0015,0;-4.7577,1.7335,0;-4.7577,-.0015,0;-4.25,.866,0;-.7666,3.8636,0;-.7666,4.8687,0;0,-1.0001,0;1.5442,-2.2228,0;-1.5,.866,0;-1.634,2.366,0;-2.5014,3.8636,0;-2.5014,4.8687,0;;1.9511,-1.3093,0;1.0001,0,0;2.5392,-.5002,0;3.8398,.6707,0;3.2822,-1.1694,0;-1.634,7.3762,0;-1.634,6.3762,0;-2.5,.866,0;-1.634,3.366,0;-1.634,5.3762,0;1,-1.0001,0;-1,0,0;-2.5,1.866,0;.0988,3.3624,0;.1009,5.3662,0;-.7071,-1.7072,0;2.1318,-3.0319,0;-1,1.7321,0;-.7679,1.866,0;.5497,-2.3271,0;1.9514,.3089,0;-6.7604,.866,0;-6.0135,2.1662,0;-6.0135,-.4341,0;-4.509,2.1673,0;-4.509,-.4352,0;-2.9939,3.95,0;-2.6715,3.3935,0;-2.6742,5.3379,0;-2.9936,4.781,0;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;-1.134,7.3762,0;-2.134,7.3762,0;-1.634,7.8762,0;-1.134,6.3762,0;-2.134,6.3762,0;-2.5,.366,0;-1.25,-.433,0;-2.933,2.116,0;.3462,-2.7839,0;
Duplicates	DB00319
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00319.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00319.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00319.sdf