CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01810 (2036)

Formula C₂₃H₂₄N₂O₅

MW 408.45

InChIKey NOXVWFAAXREWMI-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 55

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.93

logP 3.1348

PSA 101.57

MR 111.368

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -133.06912

PM7_Total_Energy_ev -4997.07153

PM7_Electronic_Energy_ev -41843.96052

PM7_Dipole_Debye 2.09064

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.71

PM7_LUMO_Energy_ev -1.268

PM7_COSMO_Area_square_ang 430.92

PM7_COSMO_Volue_cubic_ang 504.41

PM7_Electron_Affinity_ev 1.268

PM7_Ionization_Energy_ev 9.71

PM7_Energy_Gap_ev 8.442

PM7_Global_Hardness_ev 4.221

PM7_Global_Softness_ev 0.2369106846718787

PM7_Chemical_Potential_ev -5.489

PM7_Electronigativity_ev 5.489

PM7_Back_Donation_Energy_ev -1.05525

PM7_Electrophilicity_ev 3.5689553423359395

OPENEYE_Name benzyl ~{N}-[(1~{R})-1-benzyl-2-[[(~{E},1~{S})-1-methyl-4,5-dioxo-pent-2-enyl]amino]-2-oxo-ethyl]carbamate

SMILES c1ccc(cc1)CC(C(=O)NC(C=CC(=O)C=O)C)NC(=O)OCc2ccccc2

Canonical_SMILES O=CC(=O)/C=C/[C@@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C

InChI 1/C23H24N2O5/c1-17(12-13-20(27)15-26)24-22(28)21(14-18-8-4-2-5-9-18)25-23(29)30-16-19-10-6-3-7-11-19/h2-13,15,17,21H,14,16H2,1H3,(H,24,28)(H,25,29)/f/h24-25H

InChI_3D 1S/C23H24N2O5/c1-17(12-13-20(27)15-26)24-22(28)21(14-18-8-4-2-5-9-18)25-23(29)30-16-19-10-6-3-7-11-19/h2-13,15,17,21H,14,16H2,1H3,(H,24,28)(H,25,29)/b13-12+/t17-,21+/m0/s1

AuxInfo 1/1/N:19,1,2,3,4,5,6,7,8,9,10,14,13,20,15,21,22,11,12,16,23,17,18,24,25,26,27,28,29,30/E:(4,5)(6,7)(8,9)(10,11)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;w13;;s13s15;;;;s11;s12;s14s19;s17s20;s17s22;s18s23;d15;d16;d17;d18;s18s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s13;s14;s15;s19;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;/rC:;-4.3391,8.5156,0;-.8675,.4975,0;.8675,.4975,0;-4.342,7.5156,0;-3.4745,9.0181,0;-.8675,1.5027,0;.8675,1.5027,0;-3.4715,7.013,0;-2.604,8.5155,0;0,2.0104,0;-2.5981,7.5104,0;4,5.7425,0;3.5,4.8764,0;5.5,6.6085,0;5,5.7425,0;1,4.0104,0;-.866,5.5104,0;2.5,3.8764,0;0,3.0104,0;-1.7321,7.0104,0;2.5,4.8764,0;0,4.0104,0;1.5,4.8764,0;0,5.0104,0;6.5,6.6085,0;5.5,4.8764,0;1.5,3.1444,0;-1.7321,5.0104,0;-.866,6.5104,0;0,-.5,0;-4.7721,8.7656,0;-1.3001,.2469,0;1.3001,.2469,0;-4.7754,7.2662,0;-3.4753,9.5181,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.473,6.513,0;-2.1717,8.7668,0;3.75,6.1755,0;3.75,4.4434,0;5.25,7.0415,0;3,3.8764,0;2,3.8764,0;2.5,3.3764,0;.5,3.0104,0;-.5,3.0104,0;-1.9821,6.5774,0;-1.4821,7.4434,0;2.5,5.3764,0;-.5,4.0104,0;1.25,5.3094,0;.433,5.2604,0;

Duplicates DB01810

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01810.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01810.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01810.sdf

Formula	C₂₃H₂₄N₂O₅
MW	408.45
InChIKey	NOXVWFAAXREWMI-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	55
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.93
logP	3.1348
PSA	101.57
MR	111.368
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-133.06912
PM7_Total_Energy_ev	-4997.07153
PM7_Electronic_Energy_ev	-41843.96052
PM7_Dipole_Debye	2.09064
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.71
PM7_LUMO_Energy_ev	-1.268
PM7_COSMO_Area_square_ang	430.92
PM7_COSMO_Volue_cubic_ang	504.41
PM7_Electron_Affinity_ev	1.268
PM7_Ionization_Energy_ev	9.71
PM7_Energy_Gap_ev	8.442
PM7_Global_Hardness_ev	4.221
PM7_Global_Softness_ev	0.2369106846718787
PM7_Chemical_Potential_ev	-5.489
PM7_Electronigativity_ev	5.489
PM7_Back_Donation_Energy_ev	-1.05525
PM7_Electrophilicity_ev	3.5689553423359395
OPENEYE_Name	benzyl ~{N}-[(1~{R})-1-benzyl-2-[[(~{E},1~{S})-1-methyl-4,5-dioxo-pent-2-enyl]amino]-2-oxo-ethyl]carbamate
SMILES	c1ccc(cc1)CC(C(=O)NC(C=CC(=O)C=O)C)NC(=O)OCc2ccccc2
Canonical_SMILES	O=CC(=O)/C=C/[C@@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C
InChI	1/C23H24N2O5/c1-17(12-13-20(27)15-26)24-22(28)21(14-18-8-4-2-5-9-18)25-23(29)30-16-19-10-6-3-7-11-19/h2-13,15,17,21H,14,16H2,1H3,(H,24,28)(H,25,29)/f/h24-25H
InChI_3D	1S/C23H24N2O5/c1-17(12-13-20(27)15-26)24-22(28)21(14-18-8-4-2-5-9-18)25-23(29)30-16-19-10-6-3-7-11-19/h2-13,15,17,21H,14,16H2,1H3,(H,24,28)(H,25,29)/b13-12+/t17-,21+/m0/s1
AuxInfo	1/1/N:19,1,2,3,4,5,6,7,8,9,10,14,13,20,15,21,22,11,12,16,23,17,18,24,25,26,27,28,29,30/E:(4,5)(6,7)(8,9)(10,11)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;w13;;s13s15;;;;s11;s12;s14s19;s17s20;s17s22;s18s23;d15;d16;d17;d18;s18s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s13;s14;s15;s19;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;/rC:;-4.3391,8.5156,0;-.8675,.4975,0;.8675,.4975,0;-4.342,7.5156,0;-3.4745,9.0181,0;-.8675,1.5027,0;.8675,1.5027,0;-3.4715,7.013,0;-2.604,8.5155,0;0,2.0104,0;-2.5981,7.5104,0;4,5.7425,0;3.5,4.8764,0;5.5,6.6085,0;5,5.7425,0;1,4.0104,0;-.866,5.5104,0;2.5,3.8764,0;0,3.0104,0;-1.7321,7.0104,0;2.5,4.8764,0;0,4.0104,0;1.5,4.8764,0;0,5.0104,0;6.5,6.6085,0;5.5,4.8764,0;1.5,3.1444,0;-1.7321,5.0104,0;-.866,6.5104,0;0,-.5,0;-4.7721,8.7656,0;-1.3001,.2469,0;1.3001,.2469,0;-4.7754,7.2662,0;-3.4753,9.5181,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.473,6.513,0;-2.1717,8.7668,0;3.75,6.1755,0;3.75,4.4434,0;5.25,7.0415,0;3,3.8764,0;2,3.8764,0;2.5,3.3764,0;.5,3.0104,0;-.5,3.0104,0;-1.9821,6.5774,0;-1.4821,7.4434,0;2.5,5.3764,0;-.5,4.0104,0;1.25,5.3094,0;.433,5.2604,0;
Duplicates	DB01810
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01810.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01810.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01810.sdf