CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08775 (8406)

Formula C₂₁H₂₃FN₂O₅

MW 402.42

InChIKey RYABQRLJLIHDIP-DVIAZDKANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.17

logP 3.0548

PSA 104.73

MR 104.102

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -213.05303

PM7_Total_Energy_ev -5204.58877

PM7_Electronic_Energy_ev -40723.63533

PM7_Dipole_Debye 8.61132

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.467

PM7_LUMO_Energy_ev -0.513

PM7_COSMO_Area_square_ang 421.97

PM7_COSMO_Volue_cubic_ang 480.59

PM7_Electron_Affinity_ev 0.513

PM7_Ionization_Energy_ev 9.467

PM7_Energy_Gap_ev 8.954

PM7_Global_Hardness_ev 4.477

PM7_Global_Softness_ev 0.2233638597274961

PM7_Chemical_Potential_ev -4.99

PM7_Electronigativity_ev 4.99

PM7_Back_Donation_Energy_ev -1.11925

PM7_Electrophilicity_ev 2.780891221800313

OPENEYE_Name benzyl ~{N}-[(1~{S})-2-[[(1~{S})-3-fluoro-1-methyl-2-oxo-propyl]amino]-1-[(4-hydroxyphenyl)methyl]-2-oxo-ethyl]carbamate

SMILES c1ccc(cc1)COC(=O)NC(C(=O)NC(C(=O)CF)C)Cc2ccc(cc2)O

Canonical_SMILES FCC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)OCc1ccccc1)C

InChI 1/C21H23FN2O5/c1-14(19(26)12-22)23-20(27)18(11-15-7-9-17(25)10-8-15)24-21(28)29-13-16-5-3-2-4-6-16/h2-10,14,18,25H,11-13H2,1H3,(H,23,27)(H,24,28)/f/h23-24H

InChI_3D 1S/C21H23FN2O5/c1-14(19(26)12-22)23-20(27)18(11-15-7-9-17(25)10-8-15)24-21(28)29-13-16-5-3-2-4-6-16/h2-10,14,18,25H,11-13H2,1H3,(H,23,27)(H,24,28)/t14-,18-/m0/s1

AuxInfo 1/1/N:16,1,2,3,4,5,6,7,8,9,17,19,18,20,10,11,12,21,13,14,15,29,22,23,27,24,25,26,28/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;s6d7;d4s5;s8d9;;;;;s10;s11;s13;s13s16;s14s17;s14s20;s15s21;d13;d14;d15;s12;s15s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s27;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-4.6122,5.5168,0;-3.7447,7.0194,0;-5.4827,6.0194,0;-4.6152,7.522,0;-3.7476,6.0194,0;0,2.0104,0;-5.4887,7.0246,0;-2.0981,9.1085,0;-1.2321,6.8764,0;-.866,4.5104,0;-.366,8.1085,0;-2.2321,5.1444,0;0,3.0104,0;-2.0981,10.1085,0;-1.2321,8.6085,0;-1.7321,6.0104,0;-1.7321,7.7425,0;-.866,5.5104,0;-2.9641,8.6085,0;-.2321,6.8764,0;-1.7321,4.0104,0;-6.3547,7.5246,0;0,4.0104,0;-2.0981,11.1085,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.6115,5.0168,0;-3.3113,7.2688,0;-5.915,5.7682,0;-4.6137,8.022,0;-.616,7.6755,0;-.116,8.5415,0;.067,7.8585,0;-2.4821,4.7114,0;-1.799,4.8944,0;-.5,3.0104,0;.5,3.0104,0;-1.5981,10.1085,0;-2.5981,10.1085,0;-.9821,9.0415,0;-2.1651,6.2604,0;-2.2321,7.7425,0;-.433,5.7604,0;-6.7877,7.2746,0;

Duplicates DB08775

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08775.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08775.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08775.sdf

Formula	C₂₁H₂₃FN₂O₅
MW	402.42
InChIKey	RYABQRLJLIHDIP-DVIAZDKANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.17
logP	3.0548
PSA	104.73
MR	104.102
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-213.05303
PM7_Total_Energy_ev	-5204.58877
PM7_Electronic_Energy_ev	-40723.63533
PM7_Dipole_Debye	8.61132
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.467
PM7_LUMO_Energy_ev	-0.513
PM7_COSMO_Area_square_ang	421.97
PM7_COSMO_Volue_cubic_ang	480.59
PM7_Electron_Affinity_ev	0.513
PM7_Ionization_Energy_ev	9.467
PM7_Energy_Gap_ev	8.954
PM7_Global_Hardness_ev	4.477
PM7_Global_Softness_ev	0.2233638597274961
PM7_Chemical_Potential_ev	-4.99
PM7_Electronigativity_ev	4.99
PM7_Back_Donation_Energy_ev	-1.11925
PM7_Electrophilicity_ev	2.780891221800313
OPENEYE_Name	benzyl ~{N}-[(1~{S})-2-[[(1~{S})-3-fluoro-1-methyl-2-oxo-propyl]amino]-1-[(4-hydroxyphenyl)methyl]-2-oxo-ethyl]carbamate
SMILES	c1ccc(cc1)COC(=O)NC(C(=O)NC(C(=O)CF)C)Cc2ccc(cc2)O
Canonical_SMILES	FCC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)OCc1ccccc1)C
InChI	1/C21H23FN2O5/c1-14(19(26)12-22)23-20(27)18(11-15-7-9-17(25)10-8-15)24-21(28)29-13-16-5-3-2-4-6-16/h2-10,14,18,25H,11-13H2,1H3,(H,23,27)(H,24,28)/f/h23-24H
InChI_3D	1S/C21H23FN2O5/c1-14(19(26)12-22)23-20(27)18(11-15-7-9-17(25)10-8-15)24-21(28)29-13-16-5-3-2-4-6-16/h2-10,14,18,25H,11-13H2,1H3,(H,23,27)(H,24,28)/t14-,18-/m0/s1
AuxInfo	1/1/N:16,1,2,3,4,5,6,7,8,9,17,19,18,20,10,11,12,21,13,14,15,29,22,23,27,24,25,26,28/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;s6d7;d4s5;s8d9;;;;;s10;s11;s13;s13s16;s14s17;s14s20;s15s21;d13;d14;d15;s12;s15s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s27;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-4.6122,5.5168,0;-3.7447,7.0194,0;-5.4827,6.0194,0;-4.6152,7.522,0;-3.7476,6.0194,0;0,2.0104,0;-5.4887,7.0246,0;-2.0981,9.1085,0;-1.2321,6.8764,0;-.866,4.5104,0;-.366,8.1085,0;-2.2321,5.1444,0;0,3.0104,0;-2.0981,10.1085,0;-1.2321,8.6085,0;-1.7321,6.0104,0;-1.7321,7.7425,0;-.866,5.5104,0;-2.9641,8.6085,0;-.2321,6.8764,0;-1.7321,4.0104,0;-6.3547,7.5246,0;0,4.0104,0;-2.0981,11.1085,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.6115,5.0168,0;-3.3113,7.2688,0;-5.915,5.7682,0;-4.6137,8.022,0;-.616,7.6755,0;-.116,8.5415,0;.067,7.8585,0;-2.4821,4.7114,0;-1.799,4.8944,0;-.5,3.0104,0;.5,3.0104,0;-1.5981,10.1085,0;-2.5981,10.1085,0;-.9821,9.0415,0;-2.1651,6.2604,0;-2.2321,7.7425,0;-.433,5.7604,0;-6.7877,7.2746,0;
Duplicates	DB08775
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08775.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08775.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08775.sdf