CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI37666_s0 (12143)

Formula C₁₂H₁₆N₅O₈P

MW 389.26

InChIKey CITDRKFENQFJKQ-ZSYAEBRGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 45

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 13

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -1.88

logP -0.4968

PSA 204.85

MR 84.284

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -318.31334

PM7_Total_Energy_ev -5160.59897

PM7_Electronic_Energy_ev -38645.39486

PM7_Dipole_Debye 5.02086

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.969

PM7_LUMO_Energy_ev -0.894

PM7_COSMO_Area_square_ang 338.89

PM7_COSMO_Volue_cubic_ang 401.05

PM7_Electron_Affinity_ev 0.894

PM7_Ionization_Energy_ev 8.969

PM7_Energy_Gap_ev 8.075

PM7_Global_Hardness_ev 4.0375

PM7_Global_Softness_ev 0.2476780185758514

PM7_Chemical_Potential_ev -4.9315

PM7_Electronigativity_ev 4.9315

PM7_Back_Donation_Energy_ev -1.009375

PM7_Electrophilicity_ev 3.0117265944272447

OPENEYE_Name [[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-ium-7-id-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] acetate

SMILES c1[n-]c2c([n+]1C3C(C(C(O3)COP(=O)(O)OC(=O)C)O)O)ncnc2N

Canonical_SMILES CC(=O)O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c[nH]c2c1ncnc2N)O

InChI 1/C12H16N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,19-20H,2H2,1H3,(H3,13,14,15,21,22)/f/h21H,13H2

InChI_3D 1S/C12H17N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,16,19-20H,2H2,1H3,(H,21,22)(H2,13,14,15)/t6-,8-,9-,12-/m1/s1

AuxInfo 1/6/N:11,12,2,1,6,9,3,7,8,5,4,10,17,15,14,13,16,18,21,22,19,23,25,20,24,26/E:(21,22)/F:11,12,2,1,6,9,3,7,8,5,4,10,17,15,14,13,16,18,21,22,23,19,25,20,24,26/rA:42cCCCCCCCCCCCCN-NNN+NOOOOOOOOPHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;s7;s7;s8;s6;s9;s1s3;d2s4;s2d5;d1s4s10;s5;d6;;s9s10;s7;s8;;s6;s12;d19s23s24s25;s1;s2;s7;s8;s9;s10;s11;s11;s11;s12;s12;s17;s17;s21;s22;s23;/rC:2.4178,-1.0115,0;-.868,-1.5137,0;.868,-.5079,0;.868,-1.515,0;;5.704,1.3131,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;4.9626,1.9842,0;4.8931,-1.8184,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;6.6559,1.6197,0;6.9061,.406,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.9765,-1.0065,0;5.4937,.3355,0;5.5641,-1.0769,0;6.2351,-.3355,0;2.9178,-1.0115,0;-1.3007,-1.7643,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;4.6271,1.6134,0;5.2981,2.3549,0;4.5919,2.3197,0;4.5223,-1.4829,0;5.2638,-2.1539,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;7.4525,-.8532,0;

Duplicates ChEBI37666_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037500-0000037749/ChEBI37666_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037500-0000037749/ChEBI37666_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037500-0000037749/ChEBI37666_s0.sdf

Formula	C₁₂H₁₆N₅O₈P
MW	389.26
InChIKey	CITDRKFENQFJKQ-ZSYAEBRGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	45
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	13
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-1.88
logP	-0.4968
PSA	204.85
MR	84.284
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-318.31334
PM7_Total_Energy_ev	-5160.59897
PM7_Electronic_Energy_ev	-38645.39486
PM7_Dipole_Debye	5.02086
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.969
PM7_LUMO_Energy_ev	-0.894
PM7_COSMO_Area_square_ang	338.89
PM7_COSMO_Volue_cubic_ang	401.05
PM7_Electron_Affinity_ev	0.894
PM7_Ionization_Energy_ev	8.969
PM7_Energy_Gap_ev	8.075
PM7_Global_Hardness_ev	4.0375
PM7_Global_Softness_ev	0.2476780185758514
PM7_Chemical_Potential_ev	-4.9315
PM7_Electronigativity_ev	4.9315
PM7_Back_Donation_Energy_ev	-1.009375
PM7_Electrophilicity_ev	3.0117265944272447
OPENEYE_Name	[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-ium-7-id-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] acetate
SMILES	c1[n-]c2c([n+]1C3C(C(C(O3)COP(=O)(O)OC(=O)C)O)O)ncnc2N
Canonical_SMILES	CC(=O)O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c[nH]c2c1ncnc2N)O
InChI	1/C12H16N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,19-20H,2H2,1H3,(H3,13,14,15,21,22)/f/h21H,13H2
InChI_3D	1S/C12H17N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,16,19-20H,2H2,1H3,(H,21,22)(H2,13,14,15)/t6-,8-,9-,12-/m1/s1
AuxInfo	1/6/N:11,12,2,1,6,9,3,7,8,5,4,10,17,15,14,13,16,18,21,22,19,23,25,20,24,26/E:(21,22)/F:11,12,2,1,6,9,3,7,8,5,4,10,17,15,14,13,16,18,21,22,23,19,25,20,24,26/rA:42cCCCCCCCCCCCCN-NNN+NOOOOOOOOPHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;s7;s7;s8;s6;s9;s1s3;d2s4;s2d5;d1s4s10;s5;d6;;s9s10;s7;s8;;s6;s12;d19s23s24s25;s1;s2;s7;s8;s9;s10;s11;s11;s11;s12;s12;s17;s17;s21;s22;s23;/rC:2.4178,-1.0115,0;-.868,-1.5137,0;.868,-.5079,0;.868,-1.515,0;;5.704,1.3131,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;4.9626,1.9842,0;4.8931,-1.8184,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;6.6559,1.6197,0;6.9061,.406,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.9765,-1.0065,0;5.4937,.3355,0;5.5641,-1.0769,0;6.2351,-.3355,0;2.9178,-1.0115,0;-1.3007,-1.7643,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;4.6271,1.6134,0;5.2981,2.3549,0;4.5919,2.3197,0;4.5223,-1.4829,0;5.2638,-2.1539,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;7.4525,-.8532,0;
Duplicates	ChEBI37666_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037500-0000037749/ChEBI37666_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037500-0000037749/ChEBI37666_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037500-0000037749/ChEBI37666_s0.sdf