CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08377_s0_t1 (7974)

Formula C₁₃H₁₅N₂O₈P

MW 358.24

InChIKey KBXXIYHMPQZHCH-LFDSSMDZNA-L

Entry_Date 2023-09-01

Net_Charge -2

Number_Atoms 41

Number_Heavy_Atoms 24

Number_Rings 1

Number_Bonds 41

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 10

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.63

logP 2.4426

PSA 168.56

MR 85.1968

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -362.00615

PM7_Total_Energy_ev -4712.73675

PM7_Electronic_Energy_ev -29544.83487

PM7_Dipole_Debye 16.5791

PM7_Point_Group C1

PM7_HOMO_Energy_ev -3.545

PM7_LUMO_Energy_ev 3.333

PM7_COSMO_Area_square_ang 359.98

PM7_COSMO_Volue_cubic_ang 386.61

PM7_Electron_Affinity_ev -3.333

PM7_Ionization_Energy_ev 3.545

PM7_Energy_Gap_ev 6.878

PM7_Global_Hardness_ev 3.439

PM7_Global_Softness_ev 0.2907822041291073

PM7_Chemical_Potential_ev -0.106

PM7_Electronigativity_ev 0.106

PM7_Back_Donation_Energy_ev -0.85975

PM7_Electrophilicity_ev 0.0016336144227973247

OPENEYE_Name (2~{R})-2-[4-[(4-nitrophenoxy)-oxido-phosphoryl]butanoylamino]propanoate

SMILES c1cc(ccc1N(=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)/p-2/fC13H15N2O8P/h14H/q-2

InChI_3D 1S/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)/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:m/E:m/CRV:15.5/rA:39cCCCCCCCCCCCCCNNOOOOOO-O-OPHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s7;s10;s11;s8s9;s7s13;s5;d15;d7;d8;d15;;s8;;s6;s12d20s22s23;s1;s2;s3;s4;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;/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;-.366,5.1264,0;-7.5622,5.3944,0;-1.366,3.3944,0;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;

Duplicates DB08377_s0_t1;DB08411_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t1.sdf

Formula	C₁₃H₁₅N₂O₈P
MW	358.24
InChIKey	KBXXIYHMPQZHCH-LFDSSMDZNA-L
Entry_Date	2023-09-01
Net_Charge	-2
Number_Atoms	41
Number_Heavy_Atoms	24
Number_Rings	1
Number_Bonds	41
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	10
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.63
logP	2.4426
PSA	168.56
MR	85.1968
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-362.00615
PM7_Total_Energy_ev	-4712.73675
PM7_Electronic_Energy_ev	-29544.83487
PM7_Dipole_Debye	16.5791
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-3.545
PM7_LUMO_Energy_ev	3.333
PM7_COSMO_Area_square_ang	359.98
PM7_COSMO_Volue_cubic_ang	386.61
PM7_Electron_Affinity_ev	-3.333
PM7_Ionization_Energy_ev	3.545
PM7_Energy_Gap_ev	6.878
PM7_Global_Hardness_ev	3.439
PM7_Global_Softness_ev	0.2907822041291073
PM7_Chemical_Potential_ev	-0.106
PM7_Electronigativity_ev	0.106
PM7_Back_Donation_Energy_ev	-0.85975
PM7_Electrophilicity_ev	0.0016336144227973247
OPENEYE_Name	(2~{R})-2-[4-[(4-nitrophenoxy)-oxido-phosphoryl]butanoylamino]propanoate
SMILES	c1cc(ccc1N(=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)/p-2/fC13H15N2O8P/h14H/q-2
InChI_3D	1S/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)/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:m/E:m/CRV:15.5/rA:39cCCCCCCCCCCCCCNNOOOOOO-O-OPHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s7;s10;s11;s8s9;s7s13;s5;d15;d7;d8;d15;;s8;;s6;s12d20s22s23;s1;s2;s3;s4;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;/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;-.366,5.1264,0;-7.5622,5.3944,0;-1.366,3.3944,0;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;
Duplicates	DB08377_s0_t1;DB08411_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08377_s0_t1.sdf