CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI21457 (7330)

Formula C₁₆H₂₂N₆O₈S

MW 458.45

InChIKey MMNYGKPAZBIRKN-RZPYJCTGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 14

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -1.69

logP -1.4209

PSA 237.48

MR 104.848

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -258.62916

PM7_Total_Energy_ev -5917.97116

PM7_Electronic_Energy_ev -48361.22283

PM7_Dipole_Debye 3.80389

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.562

PM7_LUMO_Energy_ev -0.919

PM7_COSMO_Area_square_ang 428.04

PM7_COSMO_Volue_cubic_ang 490.15

PM7_Electron_Affinity_ev 0.919

PM7_Ionization_Energy_ev 8.562

PM7_Energy_Gap_ev 7.643

PM7_Global_Hardness_ev 3.8215

PM7_Global_Softness_ev 0.2616773518251995

PM7_Chemical_Potential_ev -4.7405

PM7_Electronigativity_ev 4.7405

PM7_Back_Donation_Energy_ev -0.955375

PM7_Electrophilicity_ev 2.9402512429674212

OPENEYE_Name (2~{S},3~{R})-2-[[9-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methylsulfanyl-purin-6-yl]carbamoylamino]-3-hydroxy-butanoic acid

SMILES c1nc2c(n1C3C(C(C(O3)CO)O)O)nc(nc2NC(=O)NC(C(=O)O)C(C)O)SC

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(SC)nc2NC(=O)N[C@H](C(=O)O)[C@H](O)C

InChI 1/C16H22N6O8S/c1-5(24)7(14(27)28)18-15(29)19-11-8-12(21-16(20-11)31-2)22(4-17-8)13-10(26)9(25)6(3-23)30-13/h4-7,9-10,13,23-26H,3H2,1-2H3,(H,27,28)(H2,18,19,20,21,29)/f/h18-19,27H

InChI_3D 1S/C16H22N6O8S/c1-5(24)7(14(27)28)18-15(29)19-11-8-12(21-16(20-11)31-2)22(4-17-8)13-10(26)9(25)6(3-23)30-13/h4-7,9-10,13,23-26H,3H2,1-2H3,(H,27,28)(H2,18,19,20,21,29)/t5-,6-,7+,9-,10-,13-/m1/s1

AuxInfo 1/1/N:12,13,14,1,16,10,15,2,8,9,4,3,11,6,7,5,17,22,21,19,18,20,29,30,27,28,23,26,24,25,31/E:(27,28)/F:12,13,14,1,16,10,15,2,8,9,4,3,11,6,7,5,17,22,21,19,18,20,29,30,27,28,26,23,24,25,31/rA:53cCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;;s8;s8;s9;;;s10;s6;s12s15;d1s2;s3d5;d4s5;s1s3s11;s4s7;s7s15;d6;d7;s10s11;s6;s8;s9;s14;s16;s5s13;s1;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s16;s21;s22;s26;s27;s28;s29;s30;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;2.5981,3.5,0;.866,1.5,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;.7321,4.7321,0;-1.7319,-3.0149,0;.512,-5.6468,0;1.7321,3,0;1.2321,3.866,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;.866,2.5,0;2.5981,4.5,0;1.7321,1,0;1.1523,-2.9869,0;3.4641,3,0;3.3809,-5.4188,0;4.0507,-2.6177,0;.2034,-6.598,0;.366,3.366,0;-1.7333,-2.0149,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;1.1651,4.9821,0;.299,4.4821,0;.4821,5.1651,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;-1.7312,-3.5149,0;.9876,-5.8011,0;.0365,-5.4925,0;1.9821,2.567,0;1.6651,4.116,0;-.433,1.25,0;.433,2.75,0;3.8971,3.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;.5381,-6.9694,0;-.067,3.616,0;

Duplicates ChEBI21457

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21457.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21457.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21457.sdf

Formula	C₁₆H₂₂N₆O₈S
MW	458.45
InChIKey	MMNYGKPAZBIRKN-RZPYJCTGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	14
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-1.69
logP	-1.4209
PSA	237.48
MR	104.848
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-258.62916
PM7_Total_Energy_ev	-5917.97116
PM7_Electronic_Energy_ev	-48361.22283
PM7_Dipole_Debye	3.80389
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.562
PM7_LUMO_Energy_ev	-0.919
PM7_COSMO_Area_square_ang	428.04
PM7_COSMO_Volue_cubic_ang	490.15
PM7_Electron_Affinity_ev	0.919
PM7_Ionization_Energy_ev	8.562
PM7_Energy_Gap_ev	7.643
PM7_Global_Hardness_ev	3.8215
PM7_Global_Softness_ev	0.2616773518251995
PM7_Chemical_Potential_ev	-4.7405
PM7_Electronigativity_ev	4.7405
PM7_Back_Donation_Energy_ev	-0.955375
PM7_Electrophilicity_ev	2.9402512429674212
OPENEYE_Name	(2~{S},3~{R})-2-[[9-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methylsulfanyl-purin-6-yl]carbamoylamino]-3-hydroxy-butanoic acid
SMILES	c1nc2c(n1C3C(C(C(O3)CO)O)O)nc(nc2NC(=O)NC(C(=O)O)C(C)O)SC
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(SC)nc2NC(=O)N[C@H](C(=O)O)[C@H](O)C
InChI	1/C16H22N6O8S/c1-5(24)7(14(27)28)18-15(29)19-11-8-12(21-16(20-11)31-2)22(4-17-8)13-10(26)9(25)6(3-23)30-13/h4-7,9-10,13,23-26H,3H2,1-2H3,(H,27,28)(H2,18,19,20,21,29)/f/h18-19,27H
InChI_3D	1S/C16H22N6O8S/c1-5(24)7(14(27)28)18-15(29)19-11-8-12(21-16(20-11)31-2)22(4-17-8)13-10(26)9(25)6(3-23)30-13/h4-7,9-10,13,23-26H,3H2,1-2H3,(H,27,28)(H2,18,19,20,21,29)/t5-,6-,7+,9-,10-,13-/m1/s1
AuxInfo	1/1/N:12,13,14,1,16,10,15,2,8,9,4,3,11,6,7,5,17,22,21,19,18,20,29,30,27,28,23,26,24,25,31/E:(27,28)/F:12,13,14,1,16,10,15,2,8,9,4,3,11,6,7,5,17,22,21,19,18,20,29,30,27,28,26,23,24,25,31/rA:53cCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;;s8;s8;s9;;;s10;s6;s12s15;d1s2;s3d5;d4s5;s1s3s11;s4s7;s7s15;d6;d7;s10s11;s6;s8;s9;s14;s16;s5s13;s1;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s16;s21;s22;s26;s27;s28;s29;s30;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;2.5981,3.5,0;.866,1.5,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;.7321,4.7321,0;-1.7319,-3.0149,0;.512,-5.6468,0;1.7321,3,0;1.2321,3.866,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;.866,2.5,0;2.5981,4.5,0;1.7321,1,0;1.1523,-2.9869,0;3.4641,3,0;3.3809,-5.4188,0;4.0507,-2.6177,0;.2034,-6.598,0;.366,3.366,0;-1.7333,-2.0149,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;1.1651,4.9821,0;.299,4.4821,0;.4821,5.1651,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;-1.7312,-3.5149,0;.9876,-5.8011,0;.0365,-5.4925,0;1.9821,2.567,0;1.6651,4.116,0;-.433,1.25,0;.433,2.75,0;3.8971,3.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;.5381,-6.9694,0;-.067,3.616,0;
Duplicates	ChEBI21457
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21457.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21457.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21457.sdf