CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01813_p0 (2039)

Formula C₁₃H₂₀N₂O₉P

MW 379.28

InChIKey JMRKOGDJNHPMHS-APIKRKPLNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 45

Number_Heavy_Atoms 25

Number_Rings 1

Number_Bonds 45

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -4.64

logP -0.0775

PSA 197.57

MR 84.5051

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -308.19119

PM7_Total_Energy_ev -5069.91886

PM7_Electronic_Energy_ev -38080.88117

PM7_Dipole_Debye 10.37021

PM7_Point_Group C1

PM7_HOMO_Energy_ev -12.582

PM7_LUMO_Energy_ev -5.106

PM7_COSMO_Area_square_ang 336.04

PM7_COSMO_Volue_cubic_ang 400.51

PM7_Electron_Affinity_ev 5.106

PM7_Ionization_Energy_ev 12.582

PM7_Energy_Gap_ev 7.476

PM7_Global_Hardness_ev 3.738

PM7_Global_Softness_ev 0.2675227394328518

PM7_Chemical_Potential_ev -8.844

PM7_Electronigativity_ev 8.844

PM7_Back_Donation_Energy_ev -0.9345

PM7_Electrophilicity_ev 10.462324237560193

OPENEYE_Name (2~{S})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-1-ium-4-yl]methylamino]pentanedioic acid

SMILES c1c(c(c(c([nH+]1)C)O)CNC(C(=O)O)CCC(=O)O)COP(=O)(O)O

Canonical_SMILES OC(=O)CC[C@@H](C(=O)O)NCc1c(c[nH+]c(c1O)C)COP(=O)(O)O

InChI 1/C13H19N2O9P/c1-7-12(18)9(8(4-14-7)6-24-25(21,22)23)5-15-10(13(19)20)2-3-11(16)17/h4,10,15,18H,2-3,5-6H2,1H3,(H,16,17)(H,19,20)(H2,21,22,23)/p+1/fC13H20N2O9P/h14,16,19,21-22H/q+1

InChI_3D 1S/C13H19N2O9P/c1-7-12(18)9(8(4-14-7)6-24-25(21,22)23)5-15-10(13(19)20)2-3-11(16)17/h4,10,15,18H,2-3,5-6H2,1H3,(H,16,17)(H,19,20)(H2,21,22,23)/p+1/t10-/m0/s1

AuxInfo 1/1/N:8,12,11,1,9,10,5,2,3,13,6,4,7,14,15,16,20,19,17,21,18,22,23,24,25/E:(16,17)(19,20)(21,22,23)/F:8,12,11,1,9,10,5,2,3,13,6,4,7,14,15,20,16,19,21,17,22,23,18,24,25/E:(21,22)/rA:45cCCCCCCCCCCCCCN+NOOOOOOOOOPHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;;s5;s3;s2;s6;s11;s7s12;s1d5;s9s13;d6;d7;;s4;s6;s7;;;s10;d18s22s23s24;s1;s8;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.4641,-4,0;.366,-3.366,0;1.735,2.0001,0;0,-1,0;-1.7328,-.0038,0;2.5981,-3.5,0;1.7321,-3,0;.866,-2.5,0;0,2.0104,0;0,-2,0;3.4641,-5,0;.866,-4.2321,0;-4.3287,-1.5075,0;1.7328,-.0038,0;4.3301,-3.5,0;-.634,-3.366,0;-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;.5,-1,0;-.5,-1,0;-1.4822,-.4364,0;-1.9834,.4289,0;2.8481,-3.067,0;2.3481,-3.933,0;1.9821,-2.567,0;1.4821,-3.433,0;1.116,-2.067,0;0,2.5104,0;-.433,-2.25,0;2.1662,.2456,0;4.7631,-3.75,0;-.884,-3.799,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;

Duplicates DB01813_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01813_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01813_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01813_p0.sdf

Formula	C₁₃H₂₀N₂O₉P
MW	379.28
InChIKey	JMRKOGDJNHPMHS-APIKRKPLNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	45
Number_Heavy_Atoms	25
Number_Rings	1
Number_Bonds	45
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-4.64
logP	-0.0775
PSA	197.57
MR	84.5051
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-308.19119
PM7_Total_Energy_ev	-5069.91886
PM7_Electronic_Energy_ev	-38080.88117
PM7_Dipole_Debye	10.37021
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-12.582
PM7_LUMO_Energy_ev	-5.106
PM7_COSMO_Area_square_ang	336.04
PM7_COSMO_Volue_cubic_ang	400.51
PM7_Electron_Affinity_ev	5.106
PM7_Ionization_Energy_ev	12.582
PM7_Energy_Gap_ev	7.476
PM7_Global_Hardness_ev	3.738
PM7_Global_Softness_ev	0.2675227394328518
PM7_Chemical_Potential_ev	-8.844
PM7_Electronigativity_ev	8.844
PM7_Back_Donation_Energy_ev	-0.9345
PM7_Electrophilicity_ev	10.462324237560193
OPENEYE_Name	(2~{S})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-1-ium-4-yl]methylamino]pentanedioic acid
SMILES	c1c(c(c(c([nH+]1)C)O)CNC(C(=O)O)CCC(=O)O)COP(=O)(O)O
Canonical_SMILES	OC(=O)CC[C@@H](C(=O)O)NCc1c(c[nH+]c(c1O)C)COP(=O)(O)O
InChI	1/C13H19N2O9P/c1-7-12(18)9(8(4-14-7)6-24-25(21,22)23)5-15-10(13(19)20)2-3-11(16)17/h4,10,15,18H,2-3,5-6H2,1H3,(H,16,17)(H,19,20)(H2,21,22,23)/p+1/fC13H20N2O9P/h14,16,19,21-22H/q+1
InChI_3D	1S/C13H19N2O9P/c1-7-12(18)9(8(4-14-7)6-24-25(21,22)23)5-15-10(13(19)20)2-3-11(16)17/h4,10,15,18H,2-3,5-6H2,1H3,(H,16,17)(H,19,20)(H2,21,22,23)/p+1/t10-/m0/s1
AuxInfo	1/1/N:8,12,11,1,9,10,5,2,3,13,6,4,7,14,15,16,20,19,17,21,18,22,23,24,25/E:(16,17)(19,20)(21,22,23)/F:8,12,11,1,9,10,5,2,3,13,6,4,7,14,15,20,16,19,21,17,22,23,18,24,25/E:(21,22)/rA:45cCCCCCCCCCCCCCN+NOOOOOOOOOPHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;;s5;s3;s2;s6;s11;s7s12;s1d5;s9s13;d6;d7;;s4;s6;s7;;;s10;d18s22s23s24;s1;s8;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.4641,-4,0;.366,-3.366,0;1.735,2.0001,0;0,-1,0;-1.7328,-.0038,0;2.5981,-3.5,0;1.7321,-3,0;.866,-2.5,0;0,2.0104,0;0,-2,0;3.4641,-5,0;.866,-4.2321,0;-4.3287,-1.5075,0;1.7328,-.0038,0;4.3301,-3.5,0;-.634,-3.366,0;-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;.5,-1,0;-.5,-1,0;-1.4822,-.4364,0;-1.9834,.4289,0;2.8481,-3.067,0;2.3481,-3.933,0;1.9821,-2.567,0;1.4821,-3.433,0;1.116,-2.067,0;0,2.5104,0;-.433,-2.25,0;2.1662,.2456,0;4.7631,-3.75,0;-.884,-3.799,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;
Duplicates	DB01813_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01813_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01813_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01813_p0.sdf