CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04765_p0 (5096)

Formula C₁₄H₂₁N₂O₉P

MW 392.3

InChIKey CNIVMJHNGQZEAY-DFHNXWCXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 1

Number_Bonds 47

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -4.58

logP 0.8935

PSA 196.32

MR 88.4554

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -450.95018

PM7_Total_Energy_ev -5212.61985

PM7_Electronic_Energy_ev -40139.55589

PM7_Dipole_Debye 5.91716

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.333

PM7_LUMO_Energy_ev -0.7

PM7_COSMO_Area_square_ang 350.27

PM7_COSMO_Volue_cubic_ang 425.34

PM7_Electron_Affinity_ev 0.7

PM7_Ionization_Energy_ev 9.333

PM7_Energy_Gap_ev 8.633

PM7_Global_Hardness_ev 4.3165

PM7_Global_Softness_ev 0.23166917641607784

PM7_Chemical_Potential_ev -5.0165

PM7_Electronigativity_ev 5.0165

PM7_Back_Donation_Energy_ev -1.079125

PM7_Electrophilicity_ev 2.915008948221939

OPENEYE_Name (2~{S})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methylamino]-2-methyl-pentanedioic acid

SMILES c1c(c(c(c(n1)C)O)CNC(C(=O)O)(C)CCC(=O)O)COP(=O)(O)O

Canonical_SMILES OC(=O)CC[C@@](C(=O)O)(NCc1c(cnc(c1O)C)COP(=O)(O)O)C

InChI 1/C14H21N2O9P/c1-8-12(19)10(9(5-15-8)7-25-26(22,23)24)6-16-14(2,13(20)21)4-3-11(17)18/h5,16,19H,3-4,6-7H2,1-2H3,(H,17,18)(H,20,21)(H2,22,23,24)/f/h17,20,22-23H

InChI_3D 1S/C14H21N2O9P/c1-8-12(19)10(9(5-15-8)7-25-26(22,23)24)6-16-14(2,13(20)21)4-3-11(17)18/h5,16,19H,3-4,6-7H2,1-2H3,(H,17,18)(H,20,21)(H2,22,23,24)/t14-/m0/s1

AuxInfo 1/1/N:8,9,12,13,1,10,11,5,2,3,6,4,7,14,15,16,17,21,20,18,22,19,23,24,25,26/E:(17,18)(20,21)(22,23,24)/F:8,9,12,13,1,10,11,5,2,3,6,4,7,14,15,16,21,17,20,22,18,23,24,19,25,26/E:(22,23)/rA:47cCCCCCCCCCCCCCCNNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;;s5;;s3;s2;s6;s12;s7s9s13;s1d5;s10s14;d6;d7;;s4;s6;s7;;;s11;d19s23s24s25;s1;s8;s8;s8;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s16;s20;s21;s22;s23;s24;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.634,-5.0981,0;1.7321,-3,0;1.735,2.0001,0;1.366,-1.634,0;0,-1,0;-1.7328,-.0038,0;-.134,-4.2321,0;.366,-3.366,0;.866,-2.5,0;0,2.0104,0;0,-2,0;-1.634,-5.0981,0;2.5981,-2.5,0;-4.3287,-1.5075,0;1.7328,-.0038,0;-.134,-5.9641,0;1.7321,-4,0;-3.9647,-.141,0;-2.9621,-1.8716,0;-2.5981,-.505,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;.933,-1.384,0;1.799,-1.884,0;1.616,-1.201,0;-.5,-1,0;.5,-1,0;-1.4822,-.4364,0;-1.9834,.4289,0;.299,-4.4821,0;-.567,-3.9821,0;.799,-3.616,0;-.067,-3.116,0;-.433,-2.25,0;2.1662,.2456,0;-.384,-6.3971,0;2.1651,-4.25,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;

Duplicates DB04765_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04765_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04765_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04765_p0.sdf

Formula	C₁₄H₂₁N₂O₉P
MW	392.3
InChIKey	CNIVMJHNGQZEAY-DFHNXWCXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	1
Number_Bonds	47
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-4.58
logP	0.8935
PSA	196.32
MR	88.4554
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-450.95018
PM7_Total_Energy_ev	-5212.61985
PM7_Electronic_Energy_ev	-40139.55589
PM7_Dipole_Debye	5.91716
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.333
PM7_LUMO_Energy_ev	-0.7
PM7_COSMO_Area_square_ang	350.27
PM7_COSMO_Volue_cubic_ang	425.34
PM7_Electron_Affinity_ev	0.7
PM7_Ionization_Energy_ev	9.333
PM7_Energy_Gap_ev	8.633
PM7_Global_Hardness_ev	4.3165
PM7_Global_Softness_ev	0.23166917641607784
PM7_Chemical_Potential_ev	-5.0165
PM7_Electronigativity_ev	5.0165
PM7_Back_Donation_Energy_ev	-1.079125
PM7_Electrophilicity_ev	2.915008948221939
OPENEYE_Name	(2~{S})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methylamino]-2-methyl-pentanedioic acid
SMILES	c1c(c(c(c(n1)C)O)CNC(C(=O)O)(C)CCC(=O)O)COP(=O)(O)O
Canonical_SMILES	OC(=O)CC[C@@](C(=O)O)(NCc1c(cnc(c1O)C)COP(=O)(O)O)C
InChI	1/C14H21N2O9P/c1-8-12(19)10(9(5-15-8)7-25-26(22,23)24)6-16-14(2,13(20)21)4-3-11(17)18/h5,16,19H,3-4,6-7H2,1-2H3,(H,17,18)(H,20,21)(H2,22,23,24)/f/h17,20,22-23H
InChI_3D	1S/C14H21N2O9P/c1-8-12(19)10(9(5-15-8)7-25-26(22,23)24)6-16-14(2,13(20)21)4-3-11(17)18/h5,16,19H,3-4,6-7H2,1-2H3,(H,17,18)(H,20,21)(H2,22,23,24)/t14-/m0/s1
AuxInfo	1/1/N:8,9,12,13,1,10,11,5,2,3,6,4,7,14,15,16,17,21,20,18,22,19,23,24,25,26/E:(17,18)(20,21)(22,23,24)/F:8,9,12,13,1,10,11,5,2,3,6,4,7,14,15,16,21,17,20,22,18,23,24,19,25,26/E:(22,23)/rA:47cCCCCCCCCCCCCCCNNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;;s5;;s3;s2;s6;s12;s7s9s13;s1d5;s10s14;d6;d7;;s4;s6;s7;;;s11;d19s23s24s25;s1;s8;s8;s8;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s16;s20;s21;s22;s23;s24;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.634,-5.0981,0;1.7321,-3,0;1.735,2.0001,0;1.366,-1.634,0;0,-1,0;-1.7328,-.0038,0;-.134,-4.2321,0;.366,-3.366,0;.866,-2.5,0;0,2.0104,0;0,-2,0;-1.634,-5.0981,0;2.5981,-2.5,0;-4.3287,-1.5075,0;1.7328,-.0038,0;-.134,-5.9641,0;1.7321,-4,0;-3.9647,-.141,0;-2.9621,-1.8716,0;-2.5981,-.505,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;.933,-1.384,0;1.799,-1.884,0;1.616,-1.201,0;-.5,-1,0;.5,-1,0;-1.4822,-.4364,0;-1.9834,.4289,0;.299,-4.4821,0;-.567,-3.9821,0;.799,-3.616,0;-.067,-3.116,0;-.433,-2.25,0;2.1662,.2456,0;-.384,-6.3971,0;2.1651,-4.25,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;
Duplicates	DB04765_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04765_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04765_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04765_p0.sdf