CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08507 (8115)

Formula C₂₀H₂₇N₂O₃P

MW 374.42

InChIKey KGUVBHLPMGERAT-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 5.26

logP 4.033

PSA 79.45

MR 105.367

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -82.83273

PM7_Total_Energy_ev -4254.29286

PM7_Electronic_Energy_ev -36712.6453

PM7_Dipole_Debye 3.91299

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.549

PM7_LUMO_Energy_ev -0.519

PM7_COSMO_Area_square_ang 370.65

PM7_COSMO_Volue_cubic_ang 473.83

PM7_Electron_Affinity_ev 0.519

PM7_Ionization_Energy_ev 8.549

PM7_Energy_Gap_ev 8.03

PM7_Global_Hardness_ev 4.015

PM7_Global_Softness_ev 0.24906600249066002

PM7_Chemical_Potential_ev -4.534

PM7_Electronigativity_ev 4.534

PM7_Back_Donation_Energy_ev -1.00375

PM7_Electrophilicity_ev 2.5600443337484435

OPENEYE_Name (2~{R})-2-[benzyl-[methyl(phenyl)phosphoryl]amino]-4-methyl-pentanehydroxamic acid

SMILES c1ccc(cc1)CN(C(C(=O)NO)CC(C)C)P(=O)(c2ccccc2)C

Canonical_SMILES ONC(=O)[C@H](N([P@](=O)(c1ccccc1)C)Cc1ccccc1)CC(C)C

InChI 1/C20H27N2O3P/c1-16(2)14-19(20(23)21-24)22(15-17-10-6-4-7-11-17)26(3,25)18-12-8-5-9-13-18/h4-13,16,19,24H,14-15H2,1-3H3,(H,21,23)/f/h21H

InChI_3D 1S/C20H27N2O3P/c1-16(2)14-19(20(23)21-24)22(15-17-10-6-4-7-11-17)26(3,25)18-12-8-5-9-13-18/h4-13,16,19,24H,14-15H2,1-3H3,(H,21,23)/t19-,26-/m1/s1

AuxInfo 1/1/N:14,15,16,1,2,3,4,5,6,7,8,9,10,18,17,20,11,12,19,13,21,22,23,25,24,26/E:(1,2)(6,7)(8,9)(10,11)(12,13)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCNNOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s11;;s13s18;s14s15s18;s13;s17s19;d13;;s21;s12s16s22d24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s20;s21;s25;/rC:;4.1226,7.1406,0;-.8675,.4975,0;.8675,.4975,0;4.1255,6.1406,0;3.258,7.6431,0;-.8675,1.5027,0;.8675,1.5027,0;3.255,5.638,0;2.3875,7.1405,0;0,2.0104,0;2.3816,6.1354,0;-1.7321,5.7604,0;-2.7321,4.0283,0;-2.366,2.6623,0;1.366,4.3944,0;0,3.7604,0;-1.366,4.3944,0;-.866,5.2604,0;-1.866,3.5283,0;-1.7321,6.7604,0;0,4.7604,0;-2.5981,5.2604,0;.366,6.1264,0;-2.5981,7.2604,0;.866,5.2604,0;0,-.5,0;4.5556,7.3906,0;-1.3001,.2469,0;1.3001,.2469,0;4.5589,5.8912,0;3.2588,8.1431,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.2565,5.138,0;1.9552,7.3918,0;-2.4821,4.4614,0;-2.9821,3.5953,0;-3.1651,4.2783,0;-2.799,2.9123,0;-1.933,2.4123,0;-2.616,2.2293,0;.933,4.1444,0;1.799,4.6444,0;1.616,3.9614,0;-.5,3.7604,0;.5,3.7604,0;-1.799,4.6444,0;-.933,4.1444,0;-.616,5.6934,0;-1.433,3.2783,0;-1.299,7.0104,0;-2.5981,7.7604,0;

Duplicates DB08507

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08507.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08507.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08507.sdf

Formula	C₂₀H₂₇N₂O₃P
MW	374.42
InChIKey	KGUVBHLPMGERAT-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	5.26
logP	4.033
PSA	79.45
MR	105.367
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-82.83273
PM7_Total_Energy_ev	-4254.29286
PM7_Electronic_Energy_ev	-36712.6453
PM7_Dipole_Debye	3.91299
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.549
PM7_LUMO_Energy_ev	-0.519
PM7_COSMO_Area_square_ang	370.65
PM7_COSMO_Volue_cubic_ang	473.83
PM7_Electron_Affinity_ev	0.519
PM7_Ionization_Energy_ev	8.549
PM7_Energy_Gap_ev	8.03
PM7_Global_Hardness_ev	4.015
PM7_Global_Softness_ev	0.24906600249066002
PM7_Chemical_Potential_ev	-4.534
PM7_Electronigativity_ev	4.534
PM7_Back_Donation_Energy_ev	-1.00375
PM7_Electrophilicity_ev	2.5600443337484435
OPENEYE_Name	(2~{R})-2-[benzyl-[methyl(phenyl)phosphoryl]amino]-4-methyl-pentanehydroxamic acid
SMILES	c1ccc(cc1)CN(C(C(=O)NO)CC(C)C)P(=O)(c2ccccc2)C
Canonical_SMILES	ONC(=O)[C@H](N([P@](=O)(c1ccccc1)C)Cc1ccccc1)CC(C)C
InChI	1/C20H27N2O3P/c1-16(2)14-19(20(23)21-24)22(15-17-10-6-4-7-11-17)26(3,25)18-12-8-5-9-13-18/h4-13,16,19,24H,14-15H2,1-3H3,(H,21,23)/f/h21H
InChI_3D	1S/C20H27N2O3P/c1-16(2)14-19(20(23)21-24)22(15-17-10-6-4-7-11-17)26(3,25)18-12-8-5-9-13-18/h4-13,16,19,24H,14-15H2,1-3H3,(H,21,23)/t19-,26-/m1/s1
AuxInfo	1/1/N:14,15,16,1,2,3,4,5,6,7,8,9,10,18,17,20,11,12,19,13,21,22,23,25,24,26/E:(1,2)(6,7)(8,9)(10,11)(12,13)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCNNOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s11;;s13s18;s14s15s18;s13;s17s19;d13;;s21;s12s16s22d24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s20;s21;s25;/rC:;4.1226,7.1406,0;-.8675,.4975,0;.8675,.4975,0;4.1255,6.1406,0;3.258,7.6431,0;-.8675,1.5027,0;.8675,1.5027,0;3.255,5.638,0;2.3875,7.1405,0;0,2.0104,0;2.3816,6.1354,0;-1.7321,5.7604,0;-2.7321,4.0283,0;-2.366,2.6623,0;1.366,4.3944,0;0,3.7604,0;-1.366,4.3944,0;-.866,5.2604,0;-1.866,3.5283,0;-1.7321,6.7604,0;0,4.7604,0;-2.5981,5.2604,0;.366,6.1264,0;-2.5981,7.2604,0;.866,5.2604,0;0,-.5,0;4.5556,7.3906,0;-1.3001,.2469,0;1.3001,.2469,0;4.5589,5.8912,0;3.2588,8.1431,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.2565,5.138,0;1.9552,7.3918,0;-2.4821,4.4614,0;-2.9821,3.5953,0;-3.1651,4.2783,0;-2.799,2.9123,0;-1.933,2.4123,0;-2.616,2.2293,0;.933,4.1444,0;1.799,4.6444,0;1.616,3.9614,0;-.5,3.7604,0;.5,3.7604,0;-1.799,4.6444,0;-.933,4.1444,0;-.616,5.6934,0;-1.433,3.2783,0;-1.299,7.0104,0;-2.5981,7.7604,0;
Duplicates	DB08507
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08507.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08507.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08507.sdf