CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186038 (100608)

Formula C₁₆H₂₁NO₉

MW 371.34

InChIKey XEXCWFKGYJFAQK-UYBDAZJANA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -2.02

logP -0.9238

PSA 179.77

MR 86.5719

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -365.54728

PM7_Total_Energy_ev -5092.87481

PM7_Electronic_Energy_ev -38044.55785

PM7_Dipole_Debye 3.61482

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.756

PM7_LUMO_Energy_ev -0.754

PM7_COSMO_Area_square_ang 359.23

PM7_COSMO_Volue_cubic_ang 410.09

PM7_Electron_Affinity_ev 0.754

PM7_Ionization_Energy_ev 8.756

PM7_Energy_Gap_ev 8.002

PM7_Global_Hardness_ev 4.001

PM7_Global_Softness_ev 0.24993751562109473

PM7_Chemical_Potential_ev -4.755

PM7_Electronigativity_ev 4.755

PM7_Back_Donation_Energy_ev -1.00025

PM7_Electrophilicity_ev 2.8255467383154214

OPENEYE_Name 4-[2-amino-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-4-oxo-butanoic acid

SMILES c1cc(c(c(c1)OC2C(C(C(C(O2)CO)O)O)O)N)C(=O)CCC(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cccc(c2N)C(=O)CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H21NO9/c17-12-7(8(19)4-5-11(20)21)2-1-3-9(12)25-16-15(24)14(23)13(22)10(6-18)26-16/h1-3,10,13-16,18,22-24H,4-6,17H2,(H,20,21)/f/h20H

InChI_3D 1S/C16H21NO9/c17-12-7(8(19)4-5-11(20)21)2-1-3-9(12)25-16-15(24)14(23)13(22)10(6-18)26-16/h1-3,10,13-16,18,22-24H,4-6,17H2,(H,20,21)/t10-,13-,14+,15-,16-/m1/s1

AuxInfo 1/1/N:1,2,3,14,15,16,4,7,6,12,8,5,10,9,11,13,17,25,18,19,21,23,22,24,26,20/E:(20,21)/F:1,2,3,14,15,16,4,7,6,12,8,5,10,9,11,13,17,25,18,21,19,23,22,24,26,20/rA:47cCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s4;;;s9;s9;s10;s11;s7;s8s14;s12;s5;d7;d8;s12s13;s8;s9;s10;s11;s16;s6s13;s1;s2;s3;s9;s10;s11;s12;s13;s14;s14;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;/rC:3.8369,2.0128,0;4.1799,2.9521,0;2.8463,1.8421,0;3.5424,3.7226,0;2.5517,3.5519,0;2.1987,2.6108,0;3.8894,4.6604,0;6.8466,5.1654,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.8752,4.8287,0;5.8609,4.9971,0;-1.4725,3.1448,0;1.9143,4.3224,0;3.2508,5.4299,0;7.1937,6.1033,0;0,2.0104,0;7.4853,4.3959,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1574,1.6289,0;4.6727,3.037,0;2.6748,1.3724,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.9593,4.3359,0;4.791,5.3216,0;5.7767,5.49,0;5.9451,4.5042,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.4213,4.2389,0;2.0885,4.791,0;7.9781,4.4801,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI186038

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186038.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186038.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186038.sdf

Formula	C₁₆H₂₁NO₉
MW	371.34
InChIKey	XEXCWFKGYJFAQK-UYBDAZJANA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-2.02
logP	-0.9238
PSA	179.77
MR	86.5719
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-365.54728
PM7_Total_Energy_ev	-5092.87481
PM7_Electronic_Energy_ev	-38044.55785
PM7_Dipole_Debye	3.61482
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.756
PM7_LUMO_Energy_ev	-0.754
PM7_COSMO_Area_square_ang	359.23
PM7_COSMO_Volue_cubic_ang	410.09
PM7_Electron_Affinity_ev	0.754
PM7_Ionization_Energy_ev	8.756
PM7_Energy_Gap_ev	8.002
PM7_Global_Hardness_ev	4.001
PM7_Global_Softness_ev	0.24993751562109473
PM7_Chemical_Potential_ev	-4.755
PM7_Electronigativity_ev	4.755
PM7_Back_Donation_Energy_ev	-1.00025
PM7_Electrophilicity_ev	2.8255467383154214
OPENEYE_Name	4-[2-amino-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-4-oxo-butanoic acid
SMILES	c1cc(c(c(c1)OC2C(C(C(C(O2)CO)O)O)O)N)C(=O)CCC(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cccc(c2N)C(=O)CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H21NO9/c17-12-7(8(19)4-5-11(20)21)2-1-3-9(12)25-16-15(24)14(23)13(22)10(6-18)26-16/h1-3,10,13-16,18,22-24H,4-6,17H2,(H,20,21)/f/h20H
InChI_3D	1S/C16H21NO9/c17-12-7(8(19)4-5-11(20)21)2-1-3-9(12)25-16-15(24)14(23)13(22)10(6-18)26-16/h1-3,10,13-16,18,22-24H,4-6,17H2,(H,20,21)/t10-,13-,14+,15-,16-/m1/s1
AuxInfo	1/1/N:1,2,3,14,15,16,4,7,6,12,8,5,10,9,11,13,17,25,18,19,21,23,22,24,26,20/E:(20,21)/F:1,2,3,14,15,16,4,7,6,12,8,5,10,9,11,13,17,25,18,21,19,23,22,24,26,20/rA:47cCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s4;;;s9;s9;s10;s11;s7;s8s14;s12;s5;d7;d8;s12s13;s8;s9;s10;s11;s16;s6s13;s1;s2;s3;s9;s10;s11;s12;s13;s14;s14;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;/rC:3.8369,2.0128,0;4.1799,2.9521,0;2.8463,1.8421,0;3.5424,3.7226,0;2.5517,3.5519,0;2.1987,2.6108,0;3.8894,4.6604,0;6.8466,5.1654,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.8752,4.8287,0;5.8609,4.9971,0;-1.4725,3.1448,0;1.9143,4.3224,0;3.2508,5.4299,0;7.1937,6.1033,0;0,2.0104,0;7.4853,4.3959,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1574,1.6289,0;4.6727,3.037,0;2.6748,1.3724,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.9593,4.3359,0;4.791,5.3216,0;5.7767,5.49,0;5.9451,4.5042,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.4213,4.2389,0;2.0885,4.791,0;7.9781,4.4801,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI186038
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186038.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186038.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186038.sdf