CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2372 (568)

Formula C₁₄H₂₀N₂O₉

MW 360.32

InChIKey QZRKNNXRNBTODR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 46

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 11

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -2.93

logP -3.67612

PSA 172.94

MR 80.572

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -312.12428

PM7_Total_Energy_ev -5017.74261

PM7_Electronic_Energy_ev -38993.76588

PM7_Dipole_Debye 2.15372

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.035

PM7_LUMO_Energy_ev -0.774

PM7_COSMO_Area_square_ang 335.08

PM7_COSMO_Volue_cubic_ang 402.9

PM7_Electron_Affinity_ev 0.774

PM7_Ionization_Energy_ev 10.035

PM7_Energy_Gap_ev 9.261

PM7_Global_Hardness_ev 4.6305

PM7_Global_Softness_ev 0.21595939963286903

PM7_Chemical_Potential_ev -5.4045

PM7_Electronigativity_ev 5.4045

PM7_Back_Donation_Energy_ev -1.157625

PM7_Electrophilicity_ev 3.15393804664723

OPENEYE_Name (2~{S},3~{R})-2-hydroxy-4-methoxy-1-methyl-6-oxo-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2~{H}-pyridine-3-carbonitrile

SMILES C(#N)C1(C(=CC(=O)N(C1O)C)OC)OC2C(C(C(C(O2)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@]2(C#N)C(=CC(=O)N([C@H]2O)C)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C14H20N2O9/c1-16-8(18)3-7(23-2)14(5-15,13(16)22)25-12-11(21)10(20)9(19)6(4-17)24-12/h3,6,9-13,17,19-22H,4H2,1-2H3

InChI_3D 1S/C14H20N2O9/c1-16-8(18)3-7(23-2)14(5-15,13(16)22)25-12-11(21)10(20)9(19)6(4-17)24-12/h3,6,9-13,17,19-22H,4H2,1-2H3/t6-,9-,10+,11-,12+,13+,14-/m1/s1

AuxInfo 1/0/N:12,13,2,14,1,8,3,4,6,5,7,10,9,11,15,16,23,17,20,19,21,22,24,18,25/rA:45cCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s5;s5;s6;;s7;s1s3s9;;;s8;t1;s4s9s12;d4;s8s10;s5;s6;s7;s9;s14;s3s13;s10s11;s2;s5;s6;s7;s8;s9;s10;s12;s12;s12;s13;s13;s13;s14;s14;s19;s20;s21;s22;s23;/rC:1.8525,.6702,0;-.8675,.4975,0;;-.8675,1.5027,0;2.4066,-2.891,0;3.277,-2.3986,0;1.542,-2.3884,0;3.2829,-1.3934,0;.8675,1.5027,0;1.5479,-1.3832,0;.8675,.4975,0;0,3.0104,0;-.866,-1.5,0;3.6341,-.4571,0;2.8375,.8429,0;0,2.0104,0;-1.735,2.0001,0;2.4184,-.8806,0;1.2751,-4.226,0;3.8627,-4.0477,0;.5581,-2.2099,0;1.2132,2.441,0;3.9853,.4792,0;0,-1,0;1.2077,-.4429,0;-1.3001,.2469,0;2.7253,-3.2762,0;3.77,-2.3151,0;1.3691,-2.8576,0;3.7746,-1.4841,0;1.3597,1.4149,0;1.0552,-1.4681,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;-1.116,-1.067,0;-1.299,-1.75,0;-.616,-1.933,0;4.1022,-.6327,0;3.1659,-.2815,0;1.4438,-4.6967,0;4.3544,-4.1383,0;.2348,-2.5914,0;1.706,2.5259,0;4.4785,.5612,0;

Duplicates ChEBI2372

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2372.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2372.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2372.sdf

Formula	C₁₄H₂₀N₂O₉
MW	360.32
InChIKey	QZRKNNXRNBTODR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	46
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	11
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-2.93
logP	-3.67612
PSA	172.94
MR	80.572
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-312.12428
PM7_Total_Energy_ev	-5017.74261
PM7_Electronic_Energy_ev	-38993.76588
PM7_Dipole_Debye	2.15372
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.035
PM7_LUMO_Energy_ev	-0.774
PM7_COSMO_Area_square_ang	335.08
PM7_COSMO_Volue_cubic_ang	402.9
PM7_Electron_Affinity_ev	0.774
PM7_Ionization_Energy_ev	10.035
PM7_Energy_Gap_ev	9.261
PM7_Global_Hardness_ev	4.6305
PM7_Global_Softness_ev	0.21595939963286903
PM7_Chemical_Potential_ev	-5.4045
PM7_Electronigativity_ev	5.4045
PM7_Back_Donation_Energy_ev	-1.157625
PM7_Electrophilicity_ev	3.15393804664723
OPENEYE_Name	(2~{S},3~{R})-2-hydroxy-4-methoxy-1-methyl-6-oxo-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2~{H}-pyridine-3-carbonitrile
SMILES	C(#N)C1(C(=CC(=O)N(C1O)C)OC)OC2C(C(C(C(O2)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@]2(C#N)C(=CC(=O)N([C@H]2O)C)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C14H20N2O9/c1-16-8(18)3-7(23-2)14(5-15,13(16)22)25-12-11(21)10(20)9(19)6(4-17)24-12/h3,6,9-13,17,19-22H,4H2,1-2H3
InChI_3D	1S/C14H20N2O9/c1-16-8(18)3-7(23-2)14(5-15,13(16)22)25-12-11(21)10(20)9(19)6(4-17)24-12/h3,6,9-13,17,19-22H,4H2,1-2H3/t6-,9-,10+,11-,12+,13+,14-/m1/s1
AuxInfo	1/0/N:12,13,2,14,1,8,3,4,6,5,7,10,9,11,15,16,23,17,20,19,21,22,24,18,25/rA:45cCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s5;s5;s6;;s7;s1s3s9;;;s8;t1;s4s9s12;d4;s8s10;s5;s6;s7;s9;s14;s3s13;s10s11;s2;s5;s6;s7;s8;s9;s10;s12;s12;s12;s13;s13;s13;s14;s14;s19;s20;s21;s22;s23;/rC:1.8525,.6702,0;-.8675,.4975,0;;-.8675,1.5027,0;2.4066,-2.891,0;3.277,-2.3986,0;1.542,-2.3884,0;3.2829,-1.3934,0;.8675,1.5027,0;1.5479,-1.3832,0;.8675,.4975,0;0,3.0104,0;-.866,-1.5,0;3.6341,-.4571,0;2.8375,.8429,0;0,2.0104,0;-1.735,2.0001,0;2.4184,-.8806,0;1.2751,-4.226,0;3.8627,-4.0477,0;.5581,-2.2099,0;1.2132,2.441,0;3.9853,.4792,0;0,-1,0;1.2077,-.4429,0;-1.3001,.2469,0;2.7253,-3.2762,0;3.77,-2.3151,0;1.3691,-2.8576,0;3.7746,-1.4841,0;1.3597,1.4149,0;1.0552,-1.4681,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;-1.116,-1.067,0;-1.299,-1.75,0;-.616,-1.933,0;4.1022,-.6327,0;3.1659,-.2815,0;1.4438,-4.6967,0;4.3544,-4.1383,0;.2348,-2.5914,0;1.706,2.5259,0;4.4785,.5612,0;
Duplicates	ChEBI2372
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2372.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2372.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2372.sdf