CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07026 (6370)

Formula C₂₀H₂₁N₃O₅

MW 383.4

InChIKey PPLDARNGJSQINK-XBTAAFKLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.24

logP 2.214

PSA 100.13

MR 102.368

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -97.26782

PM7_Total_Energy_ev -4772.98288

PM7_Electronic_Energy_ev -37242.42298

PM7_Dipole_Debye 6.143

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.324

PM7_LUMO_Energy_ev -0.537

PM7_COSMO_Area_square_ang 388.08

PM7_COSMO_Volue_cubic_ang 441.49

PM7_Electron_Affinity_ev 0.537

PM7_Ionization_Energy_ev 9.324

PM7_Energy_Gap_ev 8.787

PM7_Global_Hardness_ev 4.3935

PM7_Global_Softness_ev 0.22760896779333106

PM7_Chemical_Potential_ev -4.9305

PM7_Electronigativity_ev 4.9305

PM7_Back_Donation_Energy_ev -1.098375

PM7_Electrophilicity_ev 2.7665676852167977

OPENEYE_Name (1~{S},5~{S},7~{R})-3-(hydroxycarbamoyl)-~{N}-[(4-phenylphenyl)methyl]-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide

SMILES c1ccc(cc1)c2ccc(cc2)CNC(=O)C3C4CN(CC(O3)O4)C(=O)NO

Canonical_SMILES ONC(=O)N1C[C@@H]2O[C@H](C1)O[C@H]2C(=O)NCc1ccc(cc1)c1ccccc1

InChI 1/C20H21N3O5/c24-19(18-16-11-23(20(25)22-26)12-17(27-16)28-18)21-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16-18,26H,10-12H2,(H,21,24)(H,22,25)/f/h21-22H

InChI_3D 1S/C20H21N3O5/c24-19(18-16-11-23(20(25)22-26)12-17(27-16)28-18)21-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16-18,26H,10-12H2,(H,21,24)(H,22,25)/t16-,17-,18+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,8,9,6,7,20,15,16,12,10,11,18,19,17,13,14,22,23,21,24,25,28,27,26/E:(2,3)(4,5)(6,7)(8,9)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7s10;s8d9;;;;;s13;s15s17;s16;s12;s14s15s16;s13s20;s14;d13;d14;s17s19;s18s19;s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s18;s19;s20;s20;s22;s23;s28;/rC:-10.809,-1.3575,0;-10.4176,-.4373,0;-10.2124,-2.1601,0;-9.4194,-.3184,0;-9.2143,-2.0413,0;-7.4283,-.0813,0;-7.2231,-1.8041,0;-6.4302,.0376,0;-6.225,-1.6853,0;-8.8127,-1.1198,0;-7.8197,-1.0016,0;-5.8234,-.7638,0;-3.4434,.3917,0;1,-.0014,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;-1.5056,.8716,0;-1.5056,-.866,0;-4.8305,-.6456,0;;-3.8375,-.5273,0;1.5012,.8639,0;-4.0423,1.1926,0;1.4988,-.8681,0;-2.4554,-.4956,0;-.9053,-.0567,0;2.5012,.8625,0;-11.3055,-1.4167,0;-10.7176,-.0373,0;-10.4101,-2.6194,0;-9.2237,.1417,0;-8.916,-2.4425,0;-7.7283,.3187,0;-7.4208,-2.2634,0;-6.2345,.4977,0;-5.9267,-2.0866,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.5702,.9954,0;-1.5965,1.3633,0;-1.598,-1.3574,0;-4.8896,-.1491,0;-4.7713,-1.1421,0;-3.538,-.9277,0;1.2518,1.2973,0;2.7518,1.2952,0;

Duplicates DB07026

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07026.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07026.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07026.sdf

Formula	C₂₀H₂₁N₃O₅
MW	383.4
InChIKey	PPLDARNGJSQINK-XBTAAFKLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.24
logP	2.214
PSA	100.13
MR	102.368
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-97.26782
PM7_Total_Energy_ev	-4772.98288
PM7_Electronic_Energy_ev	-37242.42298
PM7_Dipole_Debye	6.143
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.324
PM7_LUMO_Energy_ev	-0.537
PM7_COSMO_Area_square_ang	388.08
PM7_COSMO_Volue_cubic_ang	441.49
PM7_Electron_Affinity_ev	0.537
PM7_Ionization_Energy_ev	9.324
PM7_Energy_Gap_ev	8.787
PM7_Global_Hardness_ev	4.3935
PM7_Global_Softness_ev	0.22760896779333106
PM7_Chemical_Potential_ev	-4.9305
PM7_Electronigativity_ev	4.9305
PM7_Back_Donation_Energy_ev	-1.098375
PM7_Electrophilicity_ev	2.7665676852167977
OPENEYE_Name	(1~{S},5~{S},7~{R})-3-(hydroxycarbamoyl)-~{N}-[(4-phenylphenyl)methyl]-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide
SMILES	c1ccc(cc1)c2ccc(cc2)CNC(=O)C3C4CN(CC(O3)O4)C(=O)NO
Canonical_SMILES	ONC(=O)N1C[C@@H]2O[C@H](C1)O[C@H]2C(=O)NCc1ccc(cc1)c1ccccc1
InChI	1/C20H21N3O5/c24-19(18-16-11-23(20(25)22-26)12-17(27-16)28-18)21-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16-18,26H,10-12H2,(H,21,24)(H,22,25)/f/h21-22H
InChI_3D	1S/C20H21N3O5/c24-19(18-16-11-23(20(25)22-26)12-17(27-16)28-18)21-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16-18,26H,10-12H2,(H,21,24)(H,22,25)/t16-,17-,18+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,8,9,6,7,20,15,16,12,10,11,18,19,17,13,14,22,23,21,24,25,28,27,26/E:(2,3)(4,5)(6,7)(8,9)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7s10;s8d9;;;;;s13;s15s17;s16;s12;s14s15s16;s13s20;s14;d13;d14;s17s19;s18s19;s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s18;s19;s20;s20;s22;s23;s28;/rC:-10.809,-1.3575,0;-10.4176,-.4373,0;-10.2124,-2.1601,0;-9.4194,-.3184,0;-9.2143,-2.0413,0;-7.4283,-.0813,0;-7.2231,-1.8041,0;-6.4302,.0376,0;-6.225,-1.6853,0;-8.8127,-1.1198,0;-7.8197,-1.0016,0;-5.8234,-.7638,0;-3.4434,.3917,0;1,-.0014,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;-1.5056,.8716,0;-1.5056,-.866,0;-4.8305,-.6456,0;;-3.8375,-.5273,0;1.5012,.8639,0;-4.0423,1.1926,0;1.4988,-.8681,0;-2.4554,-.4956,0;-.9053,-.0567,0;2.5012,.8625,0;-11.3055,-1.4167,0;-10.7176,-.0373,0;-10.4101,-2.6194,0;-9.2237,.1417,0;-8.916,-2.4425,0;-7.7283,.3187,0;-7.4208,-2.2634,0;-6.2345,.4977,0;-5.9267,-2.0866,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.5702,.9954,0;-1.5965,1.3633,0;-1.598,-1.3574,0;-4.8896,-.1491,0;-4.7713,-1.1421,0;-3.538,-.9277,0;1.2518,1.2973,0;2.7518,1.2952,0;
Duplicates	DB07026
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07026.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07026.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07026.sdf