CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27735_p0_t1 (7791)

Formula C₁₅H₂₂N₅O₁₅P₂

MW 574.31

InChIKey WUQLOLNNGJYIAK-MUQWWCOFNA-K

Entry_Date 2023-11-01

Net_Charge -3

Number_Atoms 63

Number_Heavy_Atoms 37

Number_Rings 2

Number_Bonds 64

Rotat_Bonds 22

Unbranched_Chain 4

Chiral_Centers 5

ONatoms 20

HB_Donor 10

HB_Acceptor 13

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 14

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 20

Lipinski_Violations 3

XLogP3 0

XLogP -8.5

logP -4.975

PSA 346.75

MR 115.213

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -655.07967

PM7_Total_Energy_ev -7854.17612

PM7_Electronic_Energy_ev -67421.54944

PM7_Dipole_Debye 28.99867

PM7_Point_Group C1

PM7_HOMO_Energy_ev 0.158

PM7_LUMO_Energy_ev 5.337

PM7_COSMO_Area_square_ang 451.26

PM7_COSMO_Volue_cubic_ang 551.16

PM7_Electron_Affinity_ev -5.337

PM7_Ionization_Energy_ev -0.158

PM7_Energy_Gap_ev 5.179

PM7_Global_Hardness_ev 2.5895

PM7_Global_Softness_ev 0.3861749372465727

PM7_Chemical_Potential_ev 2.7475

PM7_Electronigativity_ev -2.7475

PM7_Back_Donation_Energy_ev -0.647375

PM7_Electrophilicity_ev 1.4575702355667117

OPENEYE_Name [(2~{R})-5-[[[5-carbamoyl-3-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(phosphonatooxymethyl)tetrahydrofuran-2-yl]imidazol-4-yl]amino]methylammonio]-2-hydroxy-3,4-dioxo-pentyl] phosphate

SMILES c1nc(c(n1C2C(C(C(O2)COP(=O)([O-])[O-])O)O)NC[NH2+]CC(=O)C(=O)C(COP(=O)([O-])[O-])O)C(=O)N

Canonical_SMILES O[C@@H](C(=O)C(=O)C[NH2+]CNc1n(cnc1C(=O)N)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O)COP(=O)(O)O

InChI 1/C15H25N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h5,7-8,11-12,15,17-18,22,24-25H,1-4H2,(H2,16,26)(H2,27,28,29)(H2,30,31,32)/p-3/fC15H22N5O15P2/h17H,16H2/q-3

InChI_3D 1S/C15H25N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h5,7-8,11-12,15,17-18,22,24-25H,1-4H2,(H2,16,26)(H2,27,28,29)(H2,30,31,32)/p+1/t7-,8-,11-,12-,15-/m1/s1

AuxInfo 1/1/N:11,13,12,14,1,5,15,9,2,6,7,8,4,3,10,18,20,19,16,17,26,33,27,31,32,25,23,24,29,21,22,28,35,34,30,37,36/E:(27,28,29)(30,31,32)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCNNNNN+O-O-O-O-OOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s5;;s7;s7;s8;s5;s9;;;s6s13;d1s2;s1s3s10;s4;s3s14;s11s14;;;;;d4;d5;d6;;;s9s10;s7;s8;s15;s12;s13;s21s22d28s34;s23s24d29s35;s1;s7;s8;s9;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s18;s18;s19;s20;s20;s31;s32;s33;/rC:1.3131,.9519,0;;-.3065,.9519,0;-.5889,-.8082,0;-4.9426,-1.1856,0;-5.8938,-.877,0;1.1568,4.0252,0;.2908,3.5222,0;1.8999,3.3561,0;.4992,2.5426,0;-4.1997,-.5162,0;3.4189,2.4872,0;-7.3796,-2.2158,0;-2.7139,.8226,0;-6.6367,-1.5464,0;1.0014,0,0;.5007,1.5426,0;-.1833,-1.7223,0;-1.9711,1.492,0;-3.4568,.1532,0;6.023,.9977,0;4.6584,.6262,0;-9.6082,-4.2241,0;-8.1959,-4.2975,0;-1.5832,-.7024,0;-4.7343,-2.1637,0;-6.1021,.1011,0;5.6515,2.3622,0;-9.5347,-2.8118,0;1.4985,2.4398,0;.1257,5.4393,0;-1.3731,2.9798,0;-7.3061,-.8035,0;4.2869,1.9907,0;-8.1224,-2.8852,0;5.155,1.4942,0;-8.8653,-3.5546,0;1.7888,1.1058,0;1.5281,4.3601,0;.0866,3.9787,0;2.1929,3.7612,0;.002,2.4899,0;-4.5344,-.1448,0;-3.865,-.8877,0;3.6672,2.9212,0;3.1706,2.0532,0;-7.7143,-1.8444,0;-7.0448,-2.5873,0;-2.3792,.4512,0;-3.0487,1.1941,0;-6.302,-1.9178,0;.3139,-1.7752,0;-.4778,-2.1264,0;-2.0752,1.9811,0;-3.7915,.5246,0;-3.1221,-.2182,0;.3283,5.8964,0;-1.745,3.314,0;-7.1518,-.3279,0;

Duplicates ChEBI27735_p0_t1;ChEBI27735_p7_t1;ChEBI58525_p0_t1;ChEBI58525_p7_t1

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27735_p0_t1.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27735_p0_t1.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27735_p0_t1.sdf

Formula	C₁₅H₂₂N₅O₁₅P₂
MW	574.31
InChIKey	WUQLOLNNGJYIAK-MUQWWCOFNA-K
Entry_Date	2023-11-01
Net_Charge	-3
Number_Atoms	63
Number_Heavy_Atoms	37
Number_Rings	2
Number_Bonds	64
Rotat_Bonds	22
Unbranched_Chain	4
Chiral_Centers	5
ONatoms	20
HB_Donor	10
HB_Acceptor	13
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	14
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	20
Lipinski_Violations	3
XLogP3	0
XLogP	-8.5
logP	-4.975
PSA	346.75
MR	115.213
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-655.07967
PM7_Total_Energy_ev	-7854.17612
PM7_Electronic_Energy_ev	-67421.54944
PM7_Dipole_Debye	28.99867
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	0.158
PM7_LUMO_Energy_ev	5.337
PM7_COSMO_Area_square_ang	451.26
PM7_COSMO_Volue_cubic_ang	551.16
PM7_Electron_Affinity_ev	-5.337
PM7_Ionization_Energy_ev	-0.158
PM7_Energy_Gap_ev	5.179
PM7_Global_Hardness_ev	2.5895
PM7_Global_Softness_ev	0.3861749372465727
PM7_Chemical_Potential_ev	2.7475
PM7_Electronigativity_ev	-2.7475
PM7_Back_Donation_Energy_ev	-0.647375
PM7_Electrophilicity_ev	1.4575702355667117
OPENEYE_Name	[(2~{R})-5-[[[5-carbamoyl-3-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(phosphonatooxymethyl)tetrahydrofuran-2-yl]imidazol-4-yl]amino]methylammonio]-2-hydroxy-3,4-dioxo-pentyl] phosphate
SMILES	c1nc(c(n1C2C(C(C(O2)COP(=O)([O-])[O-])O)O)NC[NH2+]CC(=O)C(=O)C(COP(=O)([O-])[O-])O)C(=O)N
Canonical_SMILES	O[C@@H](C(=O)C(=O)C[NH2+]CNc1n(cnc1C(=O)N)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O)COP(=O)(O)O
InChI	1/C15H25N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h5,7-8,11-12,15,17-18,22,24-25H,1-4H2,(H2,16,26)(H2,27,28,29)(H2,30,31,32)/p-3/fC15H22N5O15P2/h17H,16H2/q-3
InChI_3D	1S/C15H25N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h5,7-8,11-12,15,17-18,22,24-25H,1-4H2,(H2,16,26)(H2,27,28,29)(H2,30,31,32)/p+1/t7-,8-,11-,12-,15-/m1/s1
AuxInfo	1/1/N:11,13,12,14,1,5,15,9,2,6,7,8,4,3,10,18,20,19,16,17,26,33,27,31,32,25,23,24,29,21,22,28,35,34,30,37,36/E:(27,28,29)(30,31,32)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCNNNNN+O-O-O-O-OOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s5;;s7;s7;s8;s5;s9;;;s6s13;d1s2;s1s3s10;s4;s3s14;s11s14;;;;;d4;d5;d6;;;s9s10;s7;s8;s15;s12;s13;s21s22d28s34;s23s24d29s35;s1;s7;s8;s9;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s18;s18;s19;s20;s20;s31;s32;s33;/rC:1.3131,.9519,0;;-.3065,.9519,0;-.5889,-.8082,0;-4.9426,-1.1856,0;-5.8938,-.877,0;1.1568,4.0252,0;.2908,3.5222,0;1.8999,3.3561,0;.4992,2.5426,0;-4.1997,-.5162,0;3.4189,2.4872,0;-7.3796,-2.2158,0;-2.7139,.8226,0;-6.6367,-1.5464,0;1.0014,0,0;.5007,1.5426,0;-.1833,-1.7223,0;-1.9711,1.492,0;-3.4568,.1532,0;6.023,.9977,0;4.6584,.6262,0;-9.6082,-4.2241,0;-8.1959,-4.2975,0;-1.5832,-.7024,0;-4.7343,-2.1637,0;-6.1021,.1011,0;5.6515,2.3622,0;-9.5347,-2.8118,0;1.4985,2.4398,0;.1257,5.4393,0;-1.3731,2.9798,0;-7.3061,-.8035,0;4.2869,1.9907,0;-8.1224,-2.8852,0;5.155,1.4942,0;-8.8653,-3.5546,0;1.7888,1.1058,0;1.5281,4.3601,0;.0866,3.9787,0;2.1929,3.7612,0;.002,2.4899,0;-4.5344,-.1448,0;-3.865,-.8877,0;3.6672,2.9212,0;3.1706,2.0532,0;-7.7143,-1.8444,0;-7.0448,-2.5873,0;-2.3792,.4512,0;-3.0487,1.1941,0;-6.302,-1.9178,0;.3139,-1.7752,0;-.4778,-2.1264,0;-2.0752,1.9811,0;-3.7915,.5246,0;-3.1221,-.2182,0;.3283,5.8964,0;-1.745,3.314,0;-7.1518,-.3279,0;
Duplicates	ChEBI27735_p0_t1;ChEBI27735_p7_t1;ChEBI58525_p0_t1;ChEBI58525_p7_t1
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27735_p0_t1.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27735_p0_t1.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27735_p0_t1.sdf