CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08377_s0_t0 (7973)

Formula C₁₃H₁₇N₂O₈P

MW 360.26

InChIKey KBXXIYHMPQZHCH-KZRXUGGYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 24

Number_Rings 1

Number_Bonds 42

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 10

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -1.03

logP 2.334

PSA 172.4

MR 83.6163

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -306.41022

PM7_Total_Energy_ev -4736.97528

PM7_Electronic_Energy_ev -30194.76535

PM7_Dipole_Debye 9.71503

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.745

PM7_LUMO_Energy_ev -1.037

PM7_COSMO_Area_square_ang 365.73

PM7_COSMO_Volue_cubic_ang 392.82

PM7_Electron_Affinity_ev 1.037

PM7_Ionization_Energy_ev 9.745

PM7_Energy_Gap_ev 8.708

PM7_Global_Hardness_ev 4.354

PM7_Global_Softness_ev 0.2296738631143776

PM7_Chemical_Potential_ev -5.391

PM7_Electronigativity_ev 5.391

PM7_Back_Donation_Energy_ev -1.0885

PM7_Electrophilicity_ev 3.3374920762517224

OPENEYE_Name (2~{R})-2-[4-[hydroxy-(4-nitrophenoxy)phosphoryl]butanoylamino]propanoic acid

SMILES c1cc(ccc1[N+](=O)[O-])OP(=O)(CCCC(=O)NC(C(=O)O)C)O

Canonical_SMILES O=C(N[C@@H](C(=O)O)C)CCC[P@](=O)(Oc1ccc(cc1)[N](=O)O)O

InChI 1/C13H17N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,21,22)/f/h14,17,21H

InChI_3D 1S/C13H18N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,19,20)(H,21,22)/t9-/m1/s1

AuxInfo 1/1/N:9,11,10,1,2,3,4,12,13,5,6,7,8,14,15,17,18,21,16,19,20,22,23,24/E:(4,5)(6,7)(17,18)(19,20)(21,22)/F:9,11,10,1,2,3,4,12,13,5,6,7,8,14,15,17,21,18,16,19,22,20,23,24/E:(4,5)(6,7)(19,20)/CRV:15.5/rA:41cCCCCCCCCCCCCCNN+O-OOOOOOOPHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s7;s10;s11;s8s9;s7s13;s5;s15;d7;d8;d15;;s8;;s6;s12d20s22s23;s1;s2;s3;s4;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s21;s22;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-4.3301,6.2604,0;-6.5622,5.3944,0;-6.9282,6.7604,0;-3.4641,5.7604,0;-2.5981,5.2604,0;-1.7321,4.7604,0;-6.0622,6.2604,0;-5.1962,5.7604,0;0,-1,0;.866,-1.5,0;-4.3301,7.2604,0;-6.0622,4.5283,0;-.866,-1.5,0;-1.366,3.3944,0;-7.5622,5.3944,0;-.366,5.1264,0;0,3.7604,0;-.866,4.2604,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-7.1782,6.3274,0;-6.6782,7.1934,0;-7.3612,7.0104,0;-3.2141,6.1934,0;-3.7141,5.3274,0;-2.3481,5.6934,0;-2.8481,4.8274,0;-1.4821,5.1934,0;-1.9821,4.3274,0;-5.8122,6.6934,0;-5.1962,5.2604,0;-7.8122,4.9614,0;.134,5.1264,0;

Duplicates DB08377_s0_t0;DB08411_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t0.sdf

Formula	C₁₃H₁₇N₂O₈P
MW	360.26
InChIKey	KBXXIYHMPQZHCH-KZRXUGGYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	24
Number_Rings	1
Number_Bonds	42
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	10
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-1.03
logP	2.334
PSA	172.4
MR	83.6163
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-306.41022
PM7_Total_Energy_ev	-4736.97528
PM7_Electronic_Energy_ev	-30194.76535
PM7_Dipole_Debye	9.71503
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.745
PM7_LUMO_Energy_ev	-1.037
PM7_COSMO_Area_square_ang	365.73
PM7_COSMO_Volue_cubic_ang	392.82
PM7_Electron_Affinity_ev	1.037
PM7_Ionization_Energy_ev	9.745
PM7_Energy_Gap_ev	8.708
PM7_Global_Hardness_ev	4.354
PM7_Global_Softness_ev	0.2296738631143776
PM7_Chemical_Potential_ev	-5.391
PM7_Electronigativity_ev	5.391
PM7_Back_Donation_Energy_ev	-1.0885
PM7_Electrophilicity_ev	3.3374920762517224
OPENEYE_Name	(2~{R})-2-[4-[hydroxy-(4-nitrophenoxy)phosphoryl]butanoylamino]propanoic acid
SMILES	c1cc(ccc1[N+](=O)[O-])OP(=O)(CCCC(=O)NC(C(=O)O)C)O
Canonical_SMILES	O=C(N[C@@H](C(=O)O)C)CCC[P@](=O)(Oc1ccc(cc1)[N](=O)O)O
InChI	1/C13H17N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,21,22)/f/h14,17,21H
InChI_3D	1S/C13H18N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,19,20)(H,21,22)/t9-/m1/s1
AuxInfo	1/1/N:9,11,10,1,2,3,4,12,13,5,6,7,8,14,15,17,18,21,16,19,20,22,23,24/E:(4,5)(6,7)(17,18)(19,20)(21,22)/F:9,11,10,1,2,3,4,12,13,5,6,7,8,14,15,17,21,18,16,19,22,20,23,24/E:(4,5)(6,7)(19,20)/CRV:15.5/rA:41cCCCCCCCCCCCCCNN+O-OOOOOOOPHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s7;s10;s11;s8s9;s7s13;s5;s15;d7;d8;d15;;s8;;s6;s12d20s22s23;s1;s2;s3;s4;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s21;s22;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-4.3301,6.2604,0;-6.5622,5.3944,0;-6.9282,6.7604,0;-3.4641,5.7604,0;-2.5981,5.2604,0;-1.7321,4.7604,0;-6.0622,6.2604,0;-5.1962,5.7604,0;0,-1,0;.866,-1.5,0;-4.3301,7.2604,0;-6.0622,4.5283,0;-.866,-1.5,0;-1.366,3.3944,0;-7.5622,5.3944,0;-.366,5.1264,0;0,3.7604,0;-.866,4.2604,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-7.1782,6.3274,0;-6.6782,7.1934,0;-7.3612,7.0104,0;-3.2141,6.1934,0;-3.7141,5.3274,0;-2.3481,5.6934,0;-2.8481,4.8274,0;-1.4821,5.1934,0;-1.9821,4.3274,0;-5.8122,6.6934,0;-5.1962,5.2604,0;-7.8122,4.9614,0;.134,5.1264,0;
Duplicates	DB08377_s0_t0;DB08411_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t0.sdf