CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03433_p0 (3715)

Formula C₁₁H₂₀N₂O₉P₂

MW 386.23

InChIKey JMZWWHLIKAYMPJ-IMYFCDRWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 24

Number_Rings 1

Number_Bonds 44

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.73

logP 0.6832

PSA 198.29

MR 82.5249

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -502.71452

PM7_Total_Energy_ev -5008.46314

PM7_Electronic_Energy_ev -34702.58858

PM7_Dipole_Debye 2.49153

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.2

PM7_LUMO_Energy_ev -0.691

PM7_COSMO_Area_square_ang 359.32

PM7_COSMO_Volue_cubic_ang 409.36

PM7_Electron_Affinity_ev 0.691

PM7_Ionization_Energy_ev 9.2

PM7_Energy_Gap_ev 8.509

PM7_Global_Hardness_ev 4.2545

PM7_Global_Softness_ev 0.2350452462098954

PM7_Chemical_Potential_ev -4.9455

PM7_Electronigativity_ev 4.9455

PM7_Back_Donation_Energy_ev -1.063625

PM7_Electrophilicity_ev 2.8743648196027736

OPENEYE_Name [(1~{R})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methylamino]-1-methyl-ethyl] dihydrogen phosphate

SMILES c1c(c(c(c(n1)C)O)CNCC(C)OP(=O)(O)O)COP(=O)(O)O

Canonical_SMILES C[C@@H](OP(=O)(O)O)CNCc1c(cnc(c1O)C)COP(=O)(O)O

InChI 1/C11H20N2O9P2/c1-7(22-24(18,19)20)3-12-5-10-9(6-21-23(15,16)17)4-13-8(2)11(10)14/h4,7,12,14H,3,5-6H2,1-2H3,(H2,15,16,17)(H2,18,19,20)/f/h15-16,18-19H

InChI_3D 1S/C11H20N2O9P2/c1-7(22-24(18,19)20)3-12-5-10-9(6-21-23(15,16)17)4-13-8(2)11(10)14/h4,7,12,14H,3,5-6H2,1-2H3,(H2,15,16,17)(H2,18,19,20)/t7-/m1/s1

AuxInfo 1/1/N:7,6,10,1,8,9,11,5,2,3,4,13,12,16,14,17,18,15,19,20,21,22,23,24/E:(15,16,17)(18,19,20)/F:7,6,10,1,8,9,11,5,2,3,4,13,12,16,17,18,14,19,20,15,21,22,23,24/E:(15,16)(18,19)/rA:44cCCCCCCCCCCCNNOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;s5;;s3;s2;;s7s10;s1d5;s8s10;;;s4;;;;;s9;s11;d14s17s18s21;d15s19s20s22;s1;s6;s6;s6;s7;s7;s7;s8;s8;s9;s9;s10;s10;s11;s13;s16;s17;s18;s19;s20;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.735,2.0001,0;2.5981,-3.5,0;0,-1,0;-1.7328,-.0038,0;.866,-2.5,0;1.7321,-3,0;0,2.0104,0;0,-2,0;-4.3287,-1.5075,0;.2321,-5.5981,0;1.7328,-.0038,0;-3.9647,-.141,0;-2.9621,-1.8716,0;-.134,-4.2321,0;1.5981,-5.2321,0;-2.5981,-.505,0;1.2321,-3.866,0;-3.4634,-1.0063,0;.7321,-4.7321,0;-1.3012,1.7514,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;2.8481,-3.067,0;2.3481,-3.933,0;3.0311,-3.75,0;.5,-1,0;-.5,-1,0;-1.4822,-.4364,0;-1.9834,.4289,0;.616,-2.933,0;1.116,-2.067,0;1.9821,-2.567,0;-.433,-2.25,0;2.1662,.2456,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;-.567,-4.4821,0;2.0311,-4.9821,0;

Duplicates DB03433_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03433_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03433_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03433_p0.sdf

Formula	C₁₁H₂₀N₂O₉P₂
MW	386.23
InChIKey	JMZWWHLIKAYMPJ-IMYFCDRWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	24
Number_Rings	1
Number_Bonds	44
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.73
logP	0.6832
PSA	198.29
MR	82.5249
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-502.71452
PM7_Total_Energy_ev	-5008.46314
PM7_Electronic_Energy_ev	-34702.58858
PM7_Dipole_Debye	2.49153
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.2
PM7_LUMO_Energy_ev	-0.691
PM7_COSMO_Area_square_ang	359.32
PM7_COSMO_Volue_cubic_ang	409.36
PM7_Electron_Affinity_ev	0.691
PM7_Ionization_Energy_ev	9.2
PM7_Energy_Gap_ev	8.509
PM7_Global_Hardness_ev	4.2545
PM7_Global_Softness_ev	0.2350452462098954
PM7_Chemical_Potential_ev	-4.9455
PM7_Electronigativity_ev	4.9455
PM7_Back_Donation_Energy_ev	-1.063625
PM7_Electrophilicity_ev	2.8743648196027736
OPENEYE_Name	[(1~{R})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methylamino]-1-methyl-ethyl] dihydrogen phosphate
SMILES	c1c(c(c(c(n1)C)O)CNCC(C)OP(=O)(O)O)COP(=O)(O)O
Canonical_SMILES	C[C@@H](OP(=O)(O)O)CNCc1c(cnc(c1O)C)COP(=O)(O)O
InChI	1/C11H20N2O9P2/c1-7(22-24(18,19)20)3-12-5-10-9(6-21-23(15,16)17)4-13-8(2)11(10)14/h4,7,12,14H,3,5-6H2,1-2H3,(H2,15,16,17)(H2,18,19,20)/f/h15-16,18-19H
InChI_3D	1S/C11H20N2O9P2/c1-7(22-24(18,19)20)3-12-5-10-9(6-21-23(15,16)17)4-13-8(2)11(10)14/h4,7,12,14H,3,5-6H2,1-2H3,(H2,15,16,17)(H2,18,19,20)/t7-/m1/s1
AuxInfo	1/1/N:7,6,10,1,8,9,11,5,2,3,4,13,12,16,14,17,18,15,19,20,21,22,23,24/E:(15,16,17)(18,19,20)/F:7,6,10,1,8,9,11,5,2,3,4,13,12,16,17,18,14,19,20,15,21,22,23,24/E:(15,16)(18,19)/rA:44cCCCCCCCCCCCNNOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;s5;;s3;s2;;s7s10;s1d5;s8s10;;;s4;;;;;s9;s11;d14s17s18s21;d15s19s20s22;s1;s6;s6;s6;s7;s7;s7;s8;s8;s9;s9;s10;s10;s11;s13;s16;s17;s18;s19;s20;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.735,2.0001,0;2.5981,-3.5,0;0,-1,0;-1.7328,-.0038,0;.866,-2.5,0;1.7321,-3,0;0,2.0104,0;0,-2,0;-4.3287,-1.5075,0;.2321,-5.5981,0;1.7328,-.0038,0;-3.9647,-.141,0;-2.9621,-1.8716,0;-.134,-4.2321,0;1.5981,-5.2321,0;-2.5981,-.505,0;1.2321,-3.866,0;-3.4634,-1.0063,0;.7321,-4.7321,0;-1.3012,1.7514,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;2.8481,-3.067,0;2.3481,-3.933,0;3.0311,-3.75,0;.5,-1,0;-.5,-1,0;-1.4822,-.4364,0;-1.9834,.4289,0;.616,-2.933,0;1.116,-2.067,0;1.9821,-2.567,0;-.433,-2.25,0;2.1662,.2456,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;-.567,-4.4821,0;2.0311,-4.9821,0;
Duplicates	DB03433_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03433_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03433_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03433_p0.sdf