CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186544_s0 (2528397)

Formula C₁₂H₁₈NO₁₇P₃S

MW 573.25

InChIKey PRZAQNDHHZUNKP-KKAYLXGSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 18

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 18

HB_Donor 8

HB_Acceptor 13

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 18

Lipinski_Violations 3

XLogP3 0

XLogP -2.63

logP -1.7355

PSA 347.71

MR 108.877

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -865.21083

PM7_Total_Energy_ev -7634.46959

PM7_Electronic_Energy_ev -65280.20828

PM7_Dipole_Debye 4.20196

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.286

PM7_LUMO_Energy_ev -2.08

PM7_COSMO_Area_square_ang 394.19

PM7_COSMO_Volue_cubic_ang 532.82

PM7_Electron_Affinity_ev 2.08

PM7_Ionization_Energy_ev 8.286

PM7_Energy_Gap_ev 6.206

PM7_Global_Hardness_ev 3.103

PM7_Global_Softness_ev 0.3222687721559781

PM7_Chemical_Potential_ev -5.183

PM7_Electronigativity_ev 5.183

PM7_Back_Donation_Energy_ev -0.77575

PM7_Electrophilicity_ev 4.328631807927811

OPENEYE_Name (2~{R})-2-[4-[(2~{S},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxy-phosphoryl]oxymethyl]tetrahydrofuran-2-yl]-2,5-dioxo-pyrrol-3-yl]sulfanylpropanoic acid

SMILES C1(=C(C(=O)NC1=O)SC(C(=O)O)C)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O

Canonical_SMILES OC(=O)[C@H](SC1=C(C(=O)NC1=O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO[P@](=O)(O[P@](=O)(OP(=O)(O)O)O)O)C

InChI 1/C12H18NO17P3S/c1-3(12(18)19)34-9-5(10(16)13-11(9)17)8-7(15)6(14)4(28-8)2-27-32(23,24)30-33(25,26)29-31(20,21)22/h3-4,6-8,14-15H,2H2,1H3,(H,18,19)(H,23,24)(H,25,26)(H,13,16,17)(H2,20,21,22)/f/h13,18,20-21,23,25H

InChI_3D 1S/C12H18NO17P3S/c1-3(12(18)19)34-9-5(10(16)13-11(9)17)8-7(15)6(14)4(28-8)2-27-32(23,24)30-33(25,26)29-31(20,21)22/h3-4,6-8,14-15H,2H2,1H3,(H,18,19)(H,23,24)(H,25,26)(H,13,16,17)(H2,20,21,22)/t3-,4-,6-,7-,8+/m1/s1

AuxInfo 1/1/N:10,11,12,9,1,8,7,6,2,3,4,5,13,23,22,14,15,16,21,17,24,25,18,26,19,27,28,20,29,30,31,32,33,34/E:(18,19)(20,21,22)(23,24)(25,26)/F:10,11,12,9,1,8,7,6,2,3,4,5,13,23,22,14,15,21,16,24,25,17,26,18,27,19,28,20,29,30,31,32,33,34/E:(20,21)/rA:52cCCCCCCCCCCCCNOOOOOOOOOOOOOOOOOPPPSHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;s1;s6;s7;s8;;s9;s5s10;s3s4;d3;d4;d5;;;;s6s9;s5;s7;s8;;;;;s11;;;d17s24s25s29;d18s26s28s30;d19s27s29s30;s2s12;s6;s7;s8;s9;s10;s10;s10;s11;s11;s12;s13;s21;s22;s23;s24;s25;s26;s27;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;2.6863,-1.701,0;-1.0305,-1.4144,0;-1.7713,-.7429,0;-2.639,-1.243,0;-2.4338,-2.2233,0;3.5776,-.6031,0;-2.437,-3.9733,0;2.583,-.7064,0;.5008,1.5426,0;-1.2577,1.2604,0;2.2648,1.2595,0;1.8766,-2.2879,0;-4.4458,-8.9698,0;-1.4405,-5.9751,0;-5.4405,-5.968,0;-1.4349,-2.3294,0;3.5993,-2.1089,0;-2.7977,.6745,0;-4.3046,-1.7799,0;-5.4441,-7.968,0;-3.4441,-7.9715,0;-2.4423,-6.9733,0;-4.4387,-4.9698,0;-2.4387,-4.9733,0;-4.4423,-6.9698,0;-3.4405,-5.9715,0;-4.4441,-7.9698,0;-2.4405,-5.9733,0;-4.4405,-5.9698,0;1.5883,-.8097,0;-.5973,-1.6641,0;-1.3989,-.4092,0;-2.8417,-.7859,0;-2.9312,-2.2744,0;3.5259,-.1057,0;3.6293,-1.1004,0;4.0749,-.5514,0;-1.937,-3.9742,0;-2.937,-3.9724,0;2.5313,-.2091,0;.5,2.0426,0;3.651,-2.6062,0;-3.2951,.6231,0;-4.6754,-1.4445,0;-5.6948,-8.4006,0;-3.1948,-8.405,0;-2.0097,-7.2241,0;-4.8713,-4.719,0;

Duplicates CHEMBL5186544_s0;CHEMBL5202470_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186544_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186544_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186544_s0.sdf

Formula	C₁₂H₁₈NO₁₇P₃S
MW	573.25
InChIKey	PRZAQNDHHZUNKP-KKAYLXGSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	18
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	18
HB_Donor	8
HB_Acceptor	13
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	18
Lipinski_Violations	3
XLogP3	0
XLogP	-2.63
logP	-1.7355
PSA	347.71
MR	108.877
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-865.21083
PM7_Total_Energy_ev	-7634.46959
PM7_Electronic_Energy_ev	-65280.20828
PM7_Dipole_Debye	4.20196
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.286
PM7_LUMO_Energy_ev	-2.08
PM7_COSMO_Area_square_ang	394.19
PM7_COSMO_Volue_cubic_ang	532.82
PM7_Electron_Affinity_ev	2.08
PM7_Ionization_Energy_ev	8.286
PM7_Energy_Gap_ev	6.206
PM7_Global_Hardness_ev	3.103
PM7_Global_Softness_ev	0.3222687721559781
PM7_Chemical_Potential_ev	-5.183
PM7_Electronigativity_ev	5.183
PM7_Back_Donation_Energy_ev	-0.77575
PM7_Electrophilicity_ev	4.328631807927811
OPENEYE_Name	(2~{R})-2-[4-[(2~{S},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxy-phosphoryl]oxymethyl]tetrahydrofuran-2-yl]-2,5-dioxo-pyrrol-3-yl]sulfanylpropanoic acid
SMILES	C1(=C(C(=O)NC1=O)SC(C(=O)O)C)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O
Canonical_SMILES	OC(=O)[C@H](SC1=C(C(=O)NC1=O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO[P@](=O)(O[P@](=O)(OP(=O)(O)O)O)O)C
InChI	1/C12H18NO17P3S/c1-3(12(18)19)34-9-5(10(16)13-11(9)17)8-7(15)6(14)4(28-8)2-27-32(23,24)30-33(25,26)29-31(20,21)22/h3-4,6-8,14-15H,2H2,1H3,(H,18,19)(H,23,24)(H,25,26)(H,13,16,17)(H2,20,21,22)/f/h13,18,20-21,23,25H
InChI_3D	1S/C12H18NO17P3S/c1-3(12(18)19)34-9-5(10(16)13-11(9)17)8-7(15)6(14)4(28-8)2-27-32(23,24)30-33(25,26)29-31(20,21)22/h3-4,6-8,14-15H,2H2,1H3,(H,18,19)(H,23,24)(H,25,26)(H,13,16,17)(H2,20,21,22)/t3-,4-,6-,7-,8+/m1/s1
AuxInfo	1/1/N:10,11,12,9,1,8,7,6,2,3,4,5,13,23,22,14,15,16,21,17,24,25,18,26,19,27,28,20,29,30,31,32,33,34/E:(18,19)(20,21,22)(23,24)(25,26)/F:10,11,12,9,1,8,7,6,2,3,4,5,13,23,22,14,15,21,16,24,25,17,26,18,27,19,28,20,29,30,31,32,33,34/E:(20,21)/rA:52cCCCCCCCCCCCCNOOOOOOOOOOOOOOOOOPPPSHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;s1;s6;s7;s8;;s9;s5s10;s3s4;d3;d4;d5;;;;s6s9;s5;s7;s8;;;;;s11;;;d17s24s25s29;d18s26s28s30;d19s27s29s30;s2s12;s6;s7;s8;s9;s10;s10;s10;s11;s11;s12;s13;s21;s22;s23;s24;s25;s26;s27;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;2.6863,-1.701,0;-1.0305,-1.4144,0;-1.7713,-.7429,0;-2.639,-1.243,0;-2.4338,-2.2233,0;3.5776,-.6031,0;-2.437,-3.9733,0;2.583,-.7064,0;.5008,1.5426,0;-1.2577,1.2604,0;2.2648,1.2595,0;1.8766,-2.2879,0;-4.4458,-8.9698,0;-1.4405,-5.9751,0;-5.4405,-5.968,0;-1.4349,-2.3294,0;3.5993,-2.1089,0;-2.7977,.6745,0;-4.3046,-1.7799,0;-5.4441,-7.968,0;-3.4441,-7.9715,0;-2.4423,-6.9733,0;-4.4387,-4.9698,0;-2.4387,-4.9733,0;-4.4423,-6.9698,0;-3.4405,-5.9715,0;-4.4441,-7.9698,0;-2.4405,-5.9733,0;-4.4405,-5.9698,0;1.5883,-.8097,0;-.5973,-1.6641,0;-1.3989,-.4092,0;-2.8417,-.7859,0;-2.9312,-2.2744,0;3.5259,-.1057,0;3.6293,-1.1004,0;4.0749,-.5514,0;-1.937,-3.9742,0;-2.937,-3.9724,0;2.5313,-.2091,0;.5,2.0426,0;3.651,-2.6062,0;-3.2951,.6231,0;-4.6754,-1.4445,0;-5.6948,-8.4006,0;-3.1948,-8.405,0;-2.0097,-7.2241,0;-4.8713,-4.719,0;
Duplicates	CHEMBL5186544_s0;CHEMBL5202470_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186544_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186544_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186544_s0.sdf