CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02328_p0 (2595)

Formula C₁₃H₁₈N₂O₁₀P₂

MW 424.24

InChIKey VKWJKURKEYQKKW-LFRFHTBQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 45

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 12

HB_Donor 6

HB_Acceptor 10

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -2.49

logP 0.4644

PSA 226.69

MR 93.235

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -500.00693

PM7_Total_Energy_ev -5521.31673

PM7_Electronic_Energy_ev -40023.40105

PM7_Dipole_Debye 2.83725

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.577

PM7_LUMO_Energy_ev -0.849

PM7_COSMO_Area_square_ang 375.53

PM7_COSMO_Volue_cubic_ang 448.15

PM7_Electron_Affinity_ev 0.849

PM7_Ionization_Energy_ev 9.577

PM7_Energy_Gap_ev 8.728

PM7_Global_Hardness_ev 4.364

PM7_Global_Softness_ev 0.229147571035747

PM7_Chemical_Potential_ev -5.213

PM7_Electronigativity_ev 5.213

PM7_Back_Donation_Energy_ev -1.091

PM7_Electrophilicity_ev 3.1135848991750685

OPENEYE_Name (~{E},2~{E})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methylimino]-5-phosphono-pent-3-enoic acid

SMILES c1c(c(c(c(n1)C)O)CN=C(C=CCP(=O)(O)O)C(=O)O)COP(=O)(O)O

Canonical_SMILES OC(=O)/C(=N/Cc1c(cnc(c1O)C)COP(=O)(O)O)/C=C/CP(=O)(O)O

InChI 1/C13H18N2O10P2/c1-8-12(16)10(9(5-14-8)7-25-27(22,23)24)6-15-11(13(17)18)3-2-4-26(19,20)21/h2-3,5,16H,4,6-7H2,1H3,(H,17,18)(H2,19,20,21)(H2,22,23,24)/f/h17,19-20,22-23H

InChI_3D 1S/C13H18N2O10P2/c1-8-12(16)10(9(5-14-8)7-25-27(22,23)24)6-15-11(13(17)18)3-2-4-26(19,20)21/h2-3,5,16H,4,6-7H2,1H3,(H,17,18)(H2,19,20,21)(H2,22,23,24)/b3-2+,15-11+

AuxInfo 1/1/N:10,7,6,13,1,11,12,5,2,3,8,4,9,14,15,19,16,20,17,21,22,18,23,24,25,26,27/E:(17,18)(19,20,21)(22,23,24)/F:10,7,6,13,1,11,12,5,2,3,8,4,9,14,15,19,20,16,21,22,17,23,24,18,25,26,27/E:(19,20)(22,23)/rA:45nCCCCCCCCCCCCCNNOOOOOOOOOOPPHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;w6;s6;s8;s5;s3;s2;s7;s1d5;w8s11;d9;;;s4;s9;;;;;s12;s13d17s21s22;d18s23s24s25;s1;s6;s7;s10;s10;s10;s11;s11;s12;s12;s13;s13;s19;s20;s21;s22;s23;s24;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.7321,-2,0;2.5981,-2.5,0;.866,-2.5,0;.866,-3.5,0;1.735,2.0001,0;0,-1,0;-1.7328,-.0038,0;3.4641,-2,0;0,2.0104,0;0,-2,0;1.7321,-4,0;3.8301,-.634,0;-4.3287,-1.5075,0;1.7328,-.0038,0;0,-4,0;4.8301,-2.366,0;5.1962,-1,0;-2.9621,-1.8716,0;-3.9647,-.141,0;-2.5981,-.505,0;4.3301,-1.5,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;1.7321,-1.5,0;2.5981,-3,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;-.5,-1,0;.5,-1,0;-1.9834,.4289,0;-1.4822,-.4364,0;3.2141,-1.567,0;3.7141,-2.433,0;2.1662,.2456,0;0,-4.5,0;5.3301,-2.366,0;5.1962,-.5,0;-3.2115,-2.3049,0;-3.7153,.2924,0;

Duplicates DB02328_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02328_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02328_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02328_p0.sdf

Formula	C₁₃H₁₈N₂O₁₀P₂
MW	424.24
InChIKey	VKWJKURKEYQKKW-LFRFHTBQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	45
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	12
HB_Donor	6
HB_Acceptor	10
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-2.49
logP	0.4644
PSA	226.69
MR	93.235
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-500.00693
PM7_Total_Energy_ev	-5521.31673
PM7_Electronic_Energy_ev	-40023.40105
PM7_Dipole_Debye	2.83725
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.577
PM7_LUMO_Energy_ev	-0.849
PM7_COSMO_Area_square_ang	375.53
PM7_COSMO_Volue_cubic_ang	448.15
PM7_Electron_Affinity_ev	0.849
PM7_Ionization_Energy_ev	9.577
PM7_Energy_Gap_ev	8.728
PM7_Global_Hardness_ev	4.364
PM7_Global_Softness_ev	0.229147571035747
PM7_Chemical_Potential_ev	-5.213
PM7_Electronigativity_ev	5.213
PM7_Back_Donation_Energy_ev	-1.091
PM7_Electrophilicity_ev	3.1135848991750685
OPENEYE_Name	(~{E},2~{E})-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methylimino]-5-phosphono-pent-3-enoic acid
SMILES	c1c(c(c(c(n1)C)O)CN=C(C=CCP(=O)(O)O)C(=O)O)COP(=O)(O)O
Canonical_SMILES	OC(=O)/C(=N/Cc1c(cnc(c1O)C)COP(=O)(O)O)/C=C/CP(=O)(O)O
InChI	1/C13H18N2O10P2/c1-8-12(16)10(9(5-14-8)7-25-27(22,23)24)6-15-11(13(17)18)3-2-4-26(19,20)21/h2-3,5,16H,4,6-7H2,1H3,(H,17,18)(H2,19,20,21)(H2,22,23,24)/f/h17,19-20,22-23H
InChI_3D	1S/C13H18N2O10P2/c1-8-12(16)10(9(5-14-8)7-25-27(22,23)24)6-15-11(13(17)18)3-2-4-26(19,20)21/h2-3,5,16H,4,6-7H2,1H3,(H,17,18)(H2,19,20,21)(H2,22,23,24)/b3-2+,15-11+
AuxInfo	1/1/N:10,7,6,13,1,11,12,5,2,3,8,4,9,14,15,19,16,20,17,21,22,18,23,24,25,26,27/E:(17,18)(19,20,21)(22,23,24)/F:10,7,6,13,1,11,12,5,2,3,8,4,9,14,15,19,20,16,21,22,17,23,24,18,25,26,27/E:(19,20)(22,23)/rA:45nCCCCCCCCCCCCCNNOOOOOOOOOOPPHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;w6;s6;s8;s5;s3;s2;s7;s1d5;w8s11;d9;;;s4;s9;;;;;s12;s13d17s21s22;d18s23s24s25;s1;s6;s7;s10;s10;s10;s11;s11;s12;s12;s13;s13;s19;s20;s21;s22;s23;s24;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.7321,-2,0;2.5981,-2.5,0;.866,-2.5,0;.866,-3.5,0;1.735,2.0001,0;0,-1,0;-1.7328,-.0038,0;3.4641,-2,0;0,2.0104,0;0,-2,0;1.7321,-4,0;3.8301,-.634,0;-4.3287,-1.5075,0;1.7328,-.0038,0;0,-4,0;4.8301,-2.366,0;5.1962,-1,0;-2.9621,-1.8716,0;-3.9647,-.141,0;-2.5981,-.505,0;4.3301,-1.5,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;1.7321,-1.5,0;2.5981,-3,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;-.5,-1,0;.5,-1,0;-1.9834,.4289,0;-1.4822,-.4364,0;3.2141,-1.567,0;3.7141,-2.433,0;2.1662,.2456,0;0,-4.5,0;5.3301,-2.366,0;5.1962,-.5,0;-3.2115,-2.3049,0;-3.7153,.2924,0;
Duplicates	DB02328_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02328_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02328_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02328_p0.sdf