CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03287_p0 (3562)

Formula C₁₄H₂₀N₃O₈P

MW 389.3

InChIKey OBCQKAZQAHYUOZ-WKKFVWBNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 1

Number_Bonds 46

Rotat_Bonds 14

Unbranched_Chain 6

Chiral_Centers 0

ONatoms 11

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -2.96

logP 0.9198

PSA 194.6

MR 90.8473

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -340.74584

PM7_Total_Energy_ev -5087.84683

PM7_Electronic_Energy_ev -36748.32108

PM7_Dipole_Debye 6.83456

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.98

PM7_LUMO_Energy_ev -0.836

PM7_COSMO_Area_square_ang 386.52

PM7_COSMO_Volue_cubic_ang 428.29

PM7_Electron_Affinity_ev 0.836

PM7_Ionization_Energy_ev 8.98

PM7_Energy_Gap_ev 8.144

PM7_Global_Hardness_ev 4.072

PM7_Global_Softness_ev 0.2455795677799607

PM7_Chemical_Potential_ev -4.908

PM7_Electronigativity_ev 4.908

PM7_Back_Donation_Energy_ev -1.018

PM7_Electrophilicity_ev 2.957817288801572

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

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

Canonical_SMILES NCCO/C=C/C(=NCc1c(cnc(c1O)C)COP(=O)(O)O)/C(=O)O

InChI 1/C14H20N3O8P/c1-9-13(18)11(10(6-16-9)8-25-26(21,22)23)7-17-12(14(19)20)2-4-24-5-3-15/h2,4,6,18H,3,5,7-8,15H2,1H3,(H,19,20)(H2,21,22,23)/f/h19,21-22H

InChI_3D 1S/C14H20N3O8P/c1-9-13(18)11(10(6-16-9)8-25-26(21,22)23)7-17-12(14(19)20)2-4-24-5-3-15/h2,4,6,18H,3,5,7-8,15H2,1H3,(H,19,20)(H2,21,22,23)/b4-2+,17-12+

AuxInfo 1/1/N:10,6,13,7,14,1,11,12,5,2,3,8,4,9,17,15,16,20,18,21,19,22,23,24,25,26/E:(19,20)(21,22,23)/F:10,6,13,7,14,1,11,12,5,2,3,8,4,9,17,15,16,20,21,18,22,23,19,24,25,26/E:(21,22)/rA:46nCCCCCCCCCCCCCCNNNOOOOOOOOPHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;w6;s6;s8;s5;s3;s2;;s13;s1d5;w8s11;s13;d9;;s4;s9;;;s7s14;s12;d19s22s23s25;s1;s6;s7;s10;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s17;s17;s20;s21;s22;s23;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.866,-3.5,0;1.7321,-4,0;.866,-2.5,0;1.7321,-2,0;1.735,2.0001,0;0,-1,0;-1.7328,-.0038,0;3.4641,-6,0;2.5981,-5.5,0;0,2.0104,0;0,-2,0;4.3301,-6.5,0;1.7321,-1,0;-4.3287,-1.5075,0;1.7328,-.0038,0;2.5981,-2.5,0;-2.9621,-1.8716,0;-3.9647,-.141,0;1.7321,-5,0;-2.5981,-.505,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;.433,-3.75,0;2.1651,-3.75,0;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;3.7141,-5.567,0;3.2141,-6.433,0;2.8481,-5.067,0;2.3481,-5.933,0;4.7631,-6.25,0;4.3301,-7,0;2.1662,.2456,0;3.0311,-2.25,0;-3.2115,-2.3049,0;-3.7153,.2924,0;

Duplicates DB03287_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03287_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03287_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03287_p0.sdf

Formula	C₁₄H₂₀N₃O₈P
MW	389.3
InChIKey	OBCQKAZQAHYUOZ-WKKFVWBNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	1
Number_Bonds	46
Rotat_Bonds	14
Unbranched_Chain	6
Chiral_Centers	0
ONatoms	11
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-2.96
logP	0.9198
PSA	194.6
MR	90.8473
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-340.74584
PM7_Total_Energy_ev	-5087.84683
PM7_Electronic_Energy_ev	-36748.32108
PM7_Dipole_Debye	6.83456
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.98
PM7_LUMO_Energy_ev	-0.836
PM7_COSMO_Area_square_ang	386.52
PM7_COSMO_Volue_cubic_ang	428.29
PM7_Electron_Affinity_ev	0.836
PM7_Ionization_Energy_ev	8.98
PM7_Energy_Gap_ev	8.144
PM7_Global_Hardness_ev	4.072
PM7_Global_Softness_ev	0.2455795677799607
PM7_Chemical_Potential_ev	-4.908
PM7_Electronigativity_ev	4.908
PM7_Back_Donation_Energy_ev	-1.018
PM7_Electrophilicity_ev	2.957817288801572
OPENEYE_Name	(~{E},2~{E})-4-(2-aminoethoxy)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methylimino]but-3-enoic acid
SMILES	c1c(c(c(c(n1)C)O)CN=C(C=COCCN)C(=O)O)COP(=O)(O)O
Canonical_SMILES	NCCO/C=C/C(=NCc1c(cnc(c1O)C)COP(=O)(O)O)/C(=O)O
InChI	1/C14H20N3O8P/c1-9-13(18)11(10(6-16-9)8-25-26(21,22)23)7-17-12(14(19)20)2-4-24-5-3-15/h2,4,6,18H,3,5,7-8,15H2,1H3,(H,19,20)(H2,21,22,23)/f/h19,21-22H
InChI_3D	1S/C14H20N3O8P/c1-9-13(18)11(10(6-16-9)8-25-26(21,22)23)7-17-12(14(19)20)2-4-24-5-3-15/h2,4,6,18H,3,5,7-8,15H2,1H3,(H,19,20)(H2,21,22,23)/b4-2+,17-12+
AuxInfo	1/1/N:10,6,13,7,14,1,11,12,5,2,3,8,4,9,17,15,16,20,18,21,19,22,23,24,25,26/E:(19,20)(21,22,23)/F:10,6,13,7,14,1,11,12,5,2,3,8,4,9,17,15,16,20,21,18,22,23,19,24,25,26/E:(21,22)/rA:46nCCCCCCCCCCCCCCNNNOOOOOOOOPHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;d3;s4;;w6;s6;s8;s5;s3;s2;;s13;s1d5;w8s11;s13;d9;;s4;s9;;;s7s14;s12;d19s22s23s25;s1;s6;s7;s10;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s17;s17;s20;s21;s22;s23;/rC:-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.866,-3.5,0;1.7321,-4,0;.866,-2.5,0;1.7321,-2,0;1.735,2.0001,0;0,-1,0;-1.7328,-.0038,0;3.4641,-6,0;2.5981,-5.5,0;0,2.0104,0;0,-2,0;4.3301,-6.5,0;1.7321,-1,0;-4.3287,-1.5075,0;1.7328,-.0038,0;2.5981,-2.5,0;-2.9621,-1.8716,0;-3.9647,-.141,0;1.7321,-5,0;-2.5981,-.505,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;.433,-3.75,0;2.1651,-3.75,0;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;3.7141,-5.567,0;3.2141,-6.433,0;2.8481,-5.067,0;2.3481,-5.933,0;4.7631,-6.25,0;4.3301,-7,0;2.1662,.2456,0;3.0311,-2.25,0;-3.2115,-2.3049,0;-3.7153,.2924,0;
Duplicates	DB03287_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03287_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03287_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03287_p0.sdf