CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06837 (6150)

Formula C₂₀H₂₂N₂O₅

MW 370.4

InChIKey VXDKQRWTOJFQKH-XBTAAFKLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.06

logP 2.0027

PSA 118.89

MR 97.5067

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -145.91296

PM7_Total_Energy_ev -4601.71687

PM7_Electronic_Energy_ev -37325.70938

PM7_Dipole_Debye 3.07799

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.286

PM7_LUMO_Energy_ev -0.05

PM7_COSMO_Area_square_ang 365.46

PM7_COSMO_Volue_cubic_ang 440.27

PM7_Electron_Affinity_ev 0.05

PM7_Ionization_Energy_ev 9.286

PM7_Energy_Gap_ev 9.236

PM7_Global_Hardness_ev 4.618

PM7_Global_Softness_ev 0.21654395842355997

PM7_Chemical_Potential_ev -4.668

PM7_Electronigativity_ev 4.668

PM7_Back_Donation_Energy_ev -1.1545

PM7_Electrophilicity_ev 2.3592706799480294

OPENEYE_Name (2~{R})-4-(hydroxyamino)-~{N}-[(1~{S},2~{R})-2-hydroxyindan-1-yl]-2-[(3-hydroxyphenyl)methyl]-4-oxo-butanamide

SMILES c1ccc2c(c1)CC(C2NC(=O)C(Cc3cccc(c3)O)CC(=O)NO)O

Canonical_SMILES ONC(=O)C[C@H](C(=O)N[C@@H]1[C@H](O)Cc2c1cccc2)Cc1cccc(c1)O

InChI 1/C20H22N2O5/c23-15-6-3-4-12(9-15)8-14(11-18(25)22-27)20(26)21-19-16-7-2-1-5-13(16)10-17(19)24/h1-7,9,14,17,19,23-24,27H,8,10-11H2,(H,21,26)(H,22,25)/f/h21-22H

InChI_3D 1S/C20H22N2O5/c23-15-6-3-4-12(9-15)8-14(11-18(25)22-27)20(26)21-19-16-7-2-1-5-13(16)10-17(19)24/h1-7,9,14,17,19,23-24,27H,8,10-11H2,(H,21,26)(H,22,25)/t14-,17-,19+/m1/s1

AuxInfo 1/1/N:1,2,3,6,4,7,5,18,8,15,19,11,9,20,12,10,17,13,16,14,21,22,25,26,23,24,27/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;;d4;d5s9;s6d8;d7s8;;;s9;s10;s15s16;s11;s13;s14s18s19;s14s16;s13;d13;d14;s12;s17;s22;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s17;s18;s18;s19;s19;s20;s21;s22;s25;s26;s27;/rC:;0,-1.0058,0;2.5714,-6.2908,0;.868,.5079,0;.868,-1.5037,0;3.0752,-5.4269,0;3.0727,-7.162,0;4.5765,-6.2968,0;1.736,0,0;1.736,-1.0071,0;4.0752,-5.4255,0;4.0778,-7.1695,0;6.0753,-1.9615,0;4.2093,-3.1935,0;2.6938,.311,0;2.6938,-1.3184,0;3.2858,-.5036,0;4.5753,-4.5595,0;5.5753,-2.8275,0;5.0753,-3.6935,0;4.2093,-2.1935,0;7.0753,-1.9615,0;5.5754,-1.0954,0;3.3432,-3.6934,0;4.5765,-8.0362,0;4.5862,.6675,0;7.5754,-1.0955,0;-.4337,.2487,0;-.4327,-1.2564,0;2.0714,-6.2893,0;.868,1.0079,0;.8677,-2.0037,0;2.8258,-4.9935,0;2.8208,-7.5939,0;5.0765,-6.296,0;2.4905,.7678,0;3.1268,.561,0;2.4904,-1.7752,0;3.6574,-.8382,0;5.0083,-4.8095,0;4.1423,-4.3095,0;5.1423,-2.5775,0;6.0083,-3.0775,0;5.5083,-3.9435,0;4.6423,-1.9435,0;7.3253,-2.3945,0;4.3259,-8.4689,0;4.4822,1.1565,0;8.0754,-1.0955,0;

Duplicates DB06837

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06837.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06837.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06837.sdf

Formula	C₂₀H₂₂N₂O₅
MW	370.4
InChIKey	VXDKQRWTOJFQKH-XBTAAFKLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.06
logP	2.0027
PSA	118.89
MR	97.5067
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-145.91296
PM7_Total_Energy_ev	-4601.71687
PM7_Electronic_Energy_ev	-37325.70938
PM7_Dipole_Debye	3.07799
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.286
PM7_LUMO_Energy_ev	-0.05
PM7_COSMO_Area_square_ang	365.46
PM7_COSMO_Volue_cubic_ang	440.27
PM7_Electron_Affinity_ev	0.05
PM7_Ionization_Energy_ev	9.286
PM7_Energy_Gap_ev	9.236
PM7_Global_Hardness_ev	4.618
PM7_Global_Softness_ev	0.21654395842355997
PM7_Chemical_Potential_ev	-4.668
PM7_Electronigativity_ev	4.668
PM7_Back_Donation_Energy_ev	-1.1545
PM7_Electrophilicity_ev	2.3592706799480294
OPENEYE_Name	(2~{R})-4-(hydroxyamino)-~{N}-[(1~{S},2~{R})-2-hydroxyindan-1-yl]-2-[(3-hydroxyphenyl)methyl]-4-oxo-butanamide
SMILES	c1ccc2c(c1)CC(C2NC(=O)C(Cc3cccc(c3)O)CC(=O)NO)O
Canonical_SMILES	ONC(=O)C[C@H](C(=O)N[C@@H]1[C@H](O)Cc2c1cccc2)Cc1cccc(c1)O
InChI	1/C20H22N2O5/c23-15-6-3-4-12(9-15)8-14(11-18(25)22-27)20(26)21-19-16-7-2-1-5-13(16)10-17(19)24/h1-7,9,14,17,19,23-24,27H,8,10-11H2,(H,21,26)(H,22,25)/f/h21-22H
InChI_3D	1S/C20H22N2O5/c23-15-6-3-4-12(9-15)8-14(11-18(25)22-27)20(26)21-19-16-7-2-1-5-13(16)10-17(19)24/h1-7,9,14,17,19,23-24,27H,8,10-11H2,(H,21,26)(H,22,25)/t14-,17-,19+/m1/s1
AuxInfo	1/1/N:1,2,3,6,4,7,5,18,8,15,19,11,9,20,12,10,17,13,16,14,21,22,25,26,23,24,27/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;;d4;d5s9;s6d8;d7s8;;;s9;s10;s15s16;s11;s13;s14s18s19;s14s16;s13;d13;d14;s12;s17;s22;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s17;s18;s18;s19;s19;s20;s21;s22;s25;s26;s27;/rC:;0,-1.0058,0;2.5714,-6.2908,0;.868,.5079,0;.868,-1.5037,0;3.0752,-5.4269,0;3.0727,-7.162,0;4.5765,-6.2968,0;1.736,0,0;1.736,-1.0071,0;4.0752,-5.4255,0;4.0778,-7.1695,0;6.0753,-1.9615,0;4.2093,-3.1935,0;2.6938,.311,0;2.6938,-1.3184,0;3.2858,-.5036,0;4.5753,-4.5595,0;5.5753,-2.8275,0;5.0753,-3.6935,0;4.2093,-2.1935,0;7.0753,-1.9615,0;5.5754,-1.0954,0;3.3432,-3.6934,0;4.5765,-8.0362,0;4.5862,.6675,0;7.5754,-1.0955,0;-.4337,.2487,0;-.4327,-1.2564,0;2.0714,-6.2893,0;.868,1.0079,0;.8677,-2.0037,0;2.8258,-4.9935,0;2.8208,-7.5939,0;5.0765,-6.296,0;2.4905,.7678,0;3.1268,.561,0;2.4904,-1.7752,0;3.6574,-.8382,0;5.0083,-4.8095,0;4.1423,-4.3095,0;5.1423,-2.5775,0;6.0083,-3.0775,0;5.5083,-3.9435,0;4.6423,-1.9435,0;7.3253,-2.3945,0;4.3259,-8.4689,0;4.4822,1.1565,0;8.0754,-1.0955,0;
Duplicates	DB06837
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06837.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06837.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06837.sdf