CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI4700_p0_t0 (1884)

Formula C₁₈H₁₈N₂O₈

MW 390.35

InChIKey YSNPSKZBOQYUHH-WMQLBYIKNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 10

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -9.31

logP 0.8345

PSA 176.75

MR 100.986

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -275.78006

PM7_Total_Energy_ev -5188.26626

PM7_Electronic_Energy_ev -41362.08075

PM7_Dipole_Debye 1.90913

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.84

PM7_LUMO_Energy_ev -1.027

PM7_COSMO_Area_square_ang 347.99

PM7_COSMO_Volue_cubic_ang 434.71

PM7_Electron_Affinity_ev 1.027

PM7_Ionization_Energy_ev 8.84

PM7_Energy_Gap_ev 7.813

PM7_Global_Hardness_ev 3.9065

PM7_Global_Softness_ev 0.2559836170485089

PM7_Chemical_Potential_ev -4.9335

PM7_Electronigativity_ev 4.9335

PM7_Back_Donation_Energy_ev -0.976625

PM7_Electrophilicity_ev 3.1152466722129786

OPENEYE_Name (2~{S},4~{E})-4-[(2~{Z})-2-[(1~{S})-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl]iminoethylidene]-2,3-dihydro-1~{H}-pyridine-2,6-dicarboxylic acid

SMILES c1cc(c(cc1CC(C(=O)O)N=CC=C2C=C(NC(C2)C(=O)O)C(=O)O)O)O

Canonical_SMILES OC(=O)[C@H](Cc1ccc(c(c1)O)O)/N=CC=C1/C[C@H](NC(=C1)C(=O)O)C(=O)O

InChI 1/C18H18N2O8/c21-14-2-1-9(8-15(14)22)5-11(16(23)24)19-4-3-10-6-12(17(25)26)20-13(7-10)18(27)28/h1-4,6,8,11,13,20-22H,5,7H2,(H,23,24)(H,25,26)(H,27,28)/f/h23,25,27H

InChI_3D 1S/C18H18N2O8/c21-14-2-1-9(8-15(14)22)5-11(16(23)24)19-4-3-10-6-12(17(25)26)20-13(7-10)18(27)28/h1-4,6,8,11,13,20-22H,5,7H2,(H,23,24)(H,25,26)(H,27,28)/b10-3-,19-4-/t11-,13-/m0/s1

AuxInfo 1/1/N:1,2,10,11,17,7,15,3,4,9,18,8,16,5,6,14,12,13,19,20,24,25,23,28,21,26,22,27/E:(23,24)(25,26)(27,28)/F:1,2,10,11,17,7,15,3,4,9,18,8,16,5,6,14,12,13,19,20,24,25,28,23,26,21,27,22/rA:46cCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s7;w9;s10;s8;;;s9;s13s15;s4;s14s17;w11s18;s8s16;d12;d13;d14;s5;s6;s12;s13;s14;s1;s2;s3;s7;s10;s11;s15;s15;s16;s17;s17;s18;s20;s24;s25;s26;s27;s28;/rC:4.3316,-3.5,0;5.1954,-4.0038,0;5.2014,-1.9987,0;4.3301,-2.5,0;6.0667,-3.5025,0;6.0741,-2.4974,0;-.8675,.4975,0;-.8675,1.5027,0;;0,-1,0;.866,-1.5,0;-1.735,2.0001,0;1.4725,3.1448,0;3.0981,-.634,0;.8675,.4975,0;.8675,1.5027,0;3.4641,-2,0;2.5981,-1.5,0;1.7321,-1,0;0,2.0104,0;-1.7379,3.0001,0;2.458,3.3146,0;2.5981,.2321,0;6.9305,-4.0063,0;6.9408,-1.9986,0;-2.5995,1.4976,0;.8327,3.9134,0;4.0981,-.634,0;3.8982,-3.7494,0;5.194,-4.5038,0;5.2006,-1.4987,0;-1.3001,.2469,0;-.433,-1.25,0;.866,-2,0;1.36,.5838,0;1.0376,.0273,0;1.3597,1.4149,0;3.7141,-1.567,0;3.2141,-2.433,0;2.3481,-1.933,0;0,2.5104,0;6.9283,-4.5063,0;7.3735,-2.2492,0;-3.0333,1.7463,0;1.0056,4.3825,0;4.3481,-.201,0;

Duplicates ChEBI4700_p0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4700_p0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4700_p0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4700_p0_t0.sdf

Formula	C₁₈H₁₈N₂O₈
MW	390.35
InChIKey	YSNPSKZBOQYUHH-WMQLBYIKNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	10
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-9.31
logP	0.8345
PSA	176.75
MR	100.986
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-275.78006
PM7_Total_Energy_ev	-5188.26626
PM7_Electronic_Energy_ev	-41362.08075
PM7_Dipole_Debye	1.90913
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.84
PM7_LUMO_Energy_ev	-1.027
PM7_COSMO_Area_square_ang	347.99
PM7_COSMO_Volue_cubic_ang	434.71
PM7_Electron_Affinity_ev	1.027
PM7_Ionization_Energy_ev	8.84
PM7_Energy_Gap_ev	7.813
PM7_Global_Hardness_ev	3.9065
PM7_Global_Softness_ev	0.2559836170485089
PM7_Chemical_Potential_ev	-4.9335
PM7_Electronigativity_ev	4.9335
PM7_Back_Donation_Energy_ev	-0.976625
PM7_Electrophilicity_ev	3.1152466722129786
OPENEYE_Name	(2~{S},4~{E})-4-[(2~{Z})-2-[(1~{S})-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl]iminoethylidene]-2,3-dihydro-1~{H}-pyridine-2,6-dicarboxylic acid
SMILES	c1cc(c(cc1CC(C(=O)O)N=CC=C2C=C(NC(C2)C(=O)O)C(=O)O)O)O
Canonical_SMILES	OC(=O)[C@H](Cc1ccc(c(c1)O)O)/N=CC=C1/C[C@H](NC(=C1)C(=O)O)C(=O)O
InChI	1/C18H18N2O8/c21-14-2-1-9(8-15(14)22)5-11(16(23)24)19-4-3-10-6-12(17(25)26)20-13(7-10)18(27)28/h1-4,6,8,11,13,20-22H,5,7H2,(H,23,24)(H,25,26)(H,27,28)/f/h23,25,27H
InChI_3D	1S/C18H18N2O8/c21-14-2-1-9(8-15(14)22)5-11(16(23)24)19-4-3-10-6-12(17(25)26)20-13(7-10)18(27)28/h1-4,6,8,11,13,20-22H,5,7H2,(H,23,24)(H,25,26)(H,27,28)/b10-3-,19-4-/t11-,13-/m0/s1
AuxInfo	1/1/N:1,2,10,11,17,7,15,3,4,9,18,8,16,5,6,14,12,13,19,20,24,25,23,28,21,26,22,27/E:(23,24)(25,26)(27,28)/F:1,2,10,11,17,7,15,3,4,9,18,8,16,5,6,14,12,13,19,20,24,25,28,23,26,21,27,22/rA:46cCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s7;w9;s10;s8;;;s9;s13s15;s4;s14s17;w11s18;s8s16;d12;d13;d14;s5;s6;s12;s13;s14;s1;s2;s3;s7;s10;s11;s15;s15;s16;s17;s17;s18;s20;s24;s25;s26;s27;s28;/rC:4.3316,-3.5,0;5.1954,-4.0038,0;5.2014,-1.9987,0;4.3301,-2.5,0;6.0667,-3.5025,0;6.0741,-2.4974,0;-.8675,.4975,0;-.8675,1.5027,0;;0,-1,0;.866,-1.5,0;-1.735,2.0001,0;1.4725,3.1448,0;3.0981,-.634,0;.8675,.4975,0;.8675,1.5027,0;3.4641,-2,0;2.5981,-1.5,0;1.7321,-1,0;0,2.0104,0;-1.7379,3.0001,0;2.458,3.3146,0;2.5981,.2321,0;6.9305,-4.0063,0;6.9408,-1.9986,0;-2.5995,1.4976,0;.8327,3.9134,0;4.0981,-.634,0;3.8982,-3.7494,0;5.194,-4.5038,0;5.2006,-1.4987,0;-1.3001,.2469,0;-.433,-1.25,0;.866,-2,0;1.36,.5838,0;1.0376,.0273,0;1.3597,1.4149,0;3.7141,-1.567,0;3.2141,-2.433,0;2.3481,-1.933,0;0,2.5104,0;6.9283,-4.5063,0;7.3735,-2.2492,0;-3.0333,1.7463,0;1.0056,4.3825,0;4.3481,-.201,0;
Duplicates	ChEBI4700_p0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4700_p0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4700_p0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4700_p0_t0.sdf