CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02666 (2944)

Formula C₁₃H₂₂N₃O₁₃P

MW 459.3

InChIKey MAXSFYCTFIBEAR-SDPJIVEUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 17

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 16

HB_Donor 8

HB_Acceptor 11

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 16

Lipinski_Violations 2

XLogP3 0

XLogP -5.98

logP -3.3945

PSA 256.67

MR 96.7715

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -569.54141

PM7_Total_Energy_ev -6468.85531

PM7_Electronic_Energy_ev -51021.0147

PM7_Dipole_Debye 4.44818

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.445

PM7_LUMO_Energy_ev -0.577

PM7_COSMO_Area_square_ang 398.45

PM7_COSMO_Volue_cubic_ang 469.53

PM7_Electron_Affinity_ev 0.577

PM7_Ionization_Energy_ev 9.445

PM7_Energy_Gap_ev 8.868

PM7_Global_Hardness_ev 4.434

PM7_Global_Softness_ev 0.2255299954894001

PM7_Chemical_Potential_ev -5.011

PM7_Electronigativity_ev 5.011

PM7_Back_Donation_Energy_ev -1.1085

PM7_Electrophilicity_ev 2.831542737934145

OPENEYE_Name (2~{R})-5-[(5~{S},7~{R},8~{S},9~{R})-8,9-dihydroxy-2,4-dioxo-7-(phosphonooxymethyl)-6-oxa-1,3-diazaspiro[4.4]nonan-3-yl]-2-[hydroxy(hydroxymethyl)amino]pentanoic acid

SMILES C1(=O)C2(C(C(C(O2)COP(=O)(O)O)O)O)NC(=O)N1CCCC(C(=O)O)N(CO)O

Canonical_SMILES OCN([C@@H](C(=O)O)CCCN1C(=O)N[C@]2(C1=O)O[C@@H]([C@H]([C@H]2O)O)COP(=O)(O)O)O

InChI 1/C13H22N3O13P/c17-5-16(24)6(10(20)21)2-1-3-15-11(22)13(14-12(15)23)9(19)8(18)7(29-13)4-28-30(25,26)27/h6-9,17-19,24H,1-5H2,(H,14,23)(H,20,21)(H2,25,26,27)/f/h14,20,25-26H

InChI_3D 1S/C13H22N3O13P/c17-5-16(24)6(10(20)21)2-1-3-15-11(22)13(14-12(15)23)9(19)8(18)7(29-13)4-28-30(25,26)27/h6-9,17-19,24H,1-5H2,(H,14,23)(H,20,21)(H2,25,26,27)/t6-,7-,8-,9-,13+/m1/s1

AuxInfo 1/1/N:9,10,11,8,12,13,6,4,5,3,1,2,7,14,15,16,25,23,24,19,22,17,18,26,20,27,28,29,21,30/E:(20,21)(25,26,27)/F:9,10,11,8,12,13,6,4,5,3,1,2,7,14,15,16,25,23,24,22,19,17,18,26,27,28,20,29,21,30/E:(25,26)/rA:52cCCCCCCCCCCCCCNNNOOOOOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s4;s4;s1s5;s6;;s9;s9;;s3s10;s2s7;s1s2s11;s12s13;d1;d2;d3;;s6s7;s3;s4;s5;s12;s16;;;s8;d20s27s28s29;s4;s5;s6;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s22;s23;s24;s25;s26;s27;s28;/rC:-2.1203,.3042,0;-3.0781,-1.0001,0;-6.8889,1.5616,0;;-.9527,.3042,0;.0051,-1.0001,0;-1.5365,-.5078,0;.3774,-2.71,0;-4.685,1.1838,0;-5.491,1.7757,0;-3.879,.5919,0;-6.1072,4.0892,0;-6.297,2.3676,0;-2.1285,-1.3138,0;-3.073,0,0;-5.7051,3.1736,0;-1.8065,1.2537,0;-3.89,-1.5838,0;-7.8829,1.6712,0;1.0157,-5.6414,0;-.9445,-1.3138,0;-6.4869,.646,0;.3551,1.7136,0;-.5506,1.2198,0;-6.5093,5.0048,0;-4.7112,3.064,0;-.1742,-4.877,0;1.7801,-4.4515,0;.5902,-3.6872,0;.8029,-4.6643,0;.4975,-.0497,0;-1.387,.552,0;.5021,-.9454,0;.866,-2.6037,0;-.1111,-2.8164,0;-4.3891,1.5868,0;-4.981,.7808,0;-5.787,1.3727,0;-5.1951,2.1787,0;-3.5831,.9949,0;-4.175,.1889,0;-5.6494,4.2903,0;-6.565,3.8882,0;-6.7001,2.6635,0;-1.9764,-1.7901,0;-6.7828,.243,0;.8299,1.8705,0;-.8465,1.6228,0;-6.2134,5.4078,0;-4.4152,3.467,0;-.3263,-5.3533,0;1.9322,-3.9752,0;

Duplicates DB02666;DB04460

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02666.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02666.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02666.sdf

Formula	C₁₃H₂₂N₃O₁₃P
MW	459.3
InChIKey	MAXSFYCTFIBEAR-SDPJIVEUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	17
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	16
HB_Donor	8
HB_Acceptor	11
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	16
Lipinski_Violations	2
XLogP3	0
XLogP	-5.98
logP	-3.3945
PSA	256.67
MR	96.7715
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-569.54141
PM7_Total_Energy_ev	-6468.85531
PM7_Electronic_Energy_ev	-51021.0147
PM7_Dipole_Debye	4.44818
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.445
PM7_LUMO_Energy_ev	-0.577
PM7_COSMO_Area_square_ang	398.45
PM7_COSMO_Volue_cubic_ang	469.53
PM7_Electron_Affinity_ev	0.577
PM7_Ionization_Energy_ev	9.445
PM7_Energy_Gap_ev	8.868
PM7_Global_Hardness_ev	4.434
PM7_Global_Softness_ev	0.2255299954894001
PM7_Chemical_Potential_ev	-5.011
PM7_Electronigativity_ev	5.011
PM7_Back_Donation_Energy_ev	-1.1085
PM7_Electrophilicity_ev	2.831542737934145
OPENEYE_Name	(2~{R})-5-[(5~{S},7~{R},8~{S},9~{R})-8,9-dihydroxy-2,4-dioxo-7-(phosphonooxymethyl)-6-oxa-1,3-diazaspiro[4.4]nonan-3-yl]-2-[hydroxy(hydroxymethyl)amino]pentanoic acid
SMILES	C1(=O)C2(C(C(C(O2)COP(=O)(O)O)O)O)NC(=O)N1CCCC(C(=O)O)N(CO)O
Canonical_SMILES	OCN([C@@H](C(=O)O)CCCN1C(=O)N[C@]2(C1=O)O[C@@H]([C@H]([C@H]2O)O)COP(=O)(O)O)O
InChI	1/C13H22N3O13P/c17-5-16(24)6(10(20)21)2-1-3-15-11(22)13(14-12(15)23)9(19)8(18)7(29-13)4-28-30(25,26)27/h6-9,17-19,24H,1-5H2,(H,14,23)(H,20,21)(H2,25,26,27)/f/h14,20,25-26H
InChI_3D	1S/C13H22N3O13P/c17-5-16(24)6(10(20)21)2-1-3-15-11(22)13(14-12(15)23)9(19)8(18)7(29-13)4-28-30(25,26)27/h6-9,17-19,24H,1-5H2,(H,14,23)(H,20,21)(H2,25,26,27)/t6-,7-,8-,9-,13+/m1/s1
AuxInfo	1/1/N:9,10,11,8,12,13,6,4,5,3,1,2,7,14,15,16,25,23,24,19,22,17,18,26,20,27,28,29,21,30/E:(20,21)(25,26,27)/F:9,10,11,8,12,13,6,4,5,3,1,2,7,14,15,16,25,23,24,22,19,17,18,26,27,28,20,29,21,30/E:(25,26)/rA:52cCCCCCCCCCCCCCNNNOOOOOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s4;s4;s1s5;s6;;s9;s9;;s3s10;s2s7;s1s2s11;s12s13;d1;d2;d3;;s6s7;s3;s4;s5;s12;s16;;;s8;d20s27s28s29;s4;s5;s6;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s22;s23;s24;s25;s26;s27;s28;/rC:-2.1203,.3042,0;-3.0781,-1.0001,0;-6.8889,1.5616,0;;-.9527,.3042,0;.0051,-1.0001,0;-1.5365,-.5078,0;.3774,-2.71,0;-4.685,1.1838,0;-5.491,1.7757,0;-3.879,.5919,0;-6.1072,4.0892,0;-6.297,2.3676,0;-2.1285,-1.3138,0;-3.073,0,0;-5.7051,3.1736,0;-1.8065,1.2537,0;-3.89,-1.5838,0;-7.8829,1.6712,0;1.0157,-5.6414,0;-.9445,-1.3138,0;-6.4869,.646,0;.3551,1.7136,0;-.5506,1.2198,0;-6.5093,5.0048,0;-4.7112,3.064,0;-.1742,-4.877,0;1.7801,-4.4515,0;.5902,-3.6872,0;.8029,-4.6643,0;.4975,-.0497,0;-1.387,.552,0;.5021,-.9454,0;.866,-2.6037,0;-.1111,-2.8164,0;-4.3891,1.5868,0;-4.981,.7808,0;-5.787,1.3727,0;-5.1951,2.1787,0;-3.5831,.9949,0;-4.175,.1889,0;-5.6494,4.2903,0;-6.565,3.8882,0;-6.7001,2.6635,0;-1.9764,-1.7901,0;-6.7828,.243,0;.8299,1.8705,0;-.8465,1.6228,0;-6.2134,5.4078,0;-4.4152,3.467,0;-.3263,-5.3533,0;1.9322,-3.9752,0;
Duplicates	DB02666;DB04460
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02666.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02666.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02666.sdf