CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI195519 (108578)

Formula C₁₅H₁₄NO₉

MW 352.28

InChIKey SYHKPNAMUNWTOX-ZHICKGRVNA-K

Entry_Date 2023-11-01

Net_Charge -3

Number_Atoms 42

Number_Heavy_Atoms 25

Number_Rings 1

Number_Bonds 42

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.22

logP -0.3479

PSA 170.46

MR 81.2469

ABS 0.11

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -335.04209

PM7_Total_Energy_ev -4875.34584

PM7_Electronic_Energy_ev -32939.55466

PM7_Dipole_Debye 16.53985

PM7_Point_Group C1

PM7_HOMO_Energy_ev -0.553

PM7_LUMO_Energy_ev 6.54

PM7_COSMO_Area_square_ang 348.94

PM7_COSMO_Volue_cubic_ang 393.25

PM7_Electron_Affinity_ev -6.54

PM7_Ionization_Energy_ev 0.553

PM7_Energy_Gap_ev 7.093

PM7_Global_Hardness_ev 3.5465

PM7_Global_Softness_ev 0.28196813760045114

PM7_Chemical_Potential_ev 2.9935

PM7_Electronigativity_ev -2.9935

PM7_Back_Donation_Energy_ev -0.886625

PM7_Electrophilicity_ev 1.2633641970957281

OPENEYE_Name (2~{S})-2-[2-[(1~{S},6~{S})-5-carboxylato-6-hydroxy-cyclohexa-2,4-dien-1-yl]oxyprop-2-enoylamino]pentanedioate

SMILES C1=CC(C(C(=C1)C(=O)[O-])O)OC(=C)C(=O)NC(C(=O)[O-])CCC(=O)[O-]

Canonical_SMILES OC(=O)CC[C@@H](C(=O)O)NC(=O)C(=C)O[C@H]1C=CC=C([C@@H]1O)C(=O)O

InChI 1/C15H17NO9/c1-7(13(20)16-9(15(23)24)5-6-11(17)18)25-10-4-2-3-8(12(10)19)14(21)22/h2-4,9-10,12,19H,1,5-6H2,(H,16,20)(H,17,18)(H,21,22)(H,23,24)/p-3/fC15H14NO9/h16H/q-3

InChI_3D 1S/C15H17NO9/c1-7(13(20)16-9(15(23)24)5-6-11(17)18)25-10-4-2-3-8(12(10)19)14(21)22/h2-4,9-10,12,19H,1,5-6H2,(H,16,20)(H,17,18)(H,21,22)(H,23,24)/t9-,10-,12-/m0/s1

AuxInfo 1/1/N:5,1,2,3,14,13,7,4,15,11,9,12,8,6,10,16,18,22,24,21,17,20,19,23,25/E:(17,18)(21,22)(23,24)/F:m/E:m/rA:39cCCCCCCCCCCCCCCCNO-O-O-OOOOOOHHHHHHHHHHHHHH/rB:s1;d1;d2;;s4;d5;s7;;;s3;s4s11;s9;s13;s10s14;s8s15;s6;s9;s10;d6;d8;d9;d10;s12;s7s11;s1;s2;s3;s5;s5;s11;s12;s13;s13;s14;s14;s15;s16;s24;/rC:;0,1.0052,0;.8675,-.4975,0;.8675,1.5129,0;3.7578,-1.4038,0;.8675,2.5129,0;4.1008,-.4644,0;5.0857,-.2918,0;9.6677,-.3676,0;6.8854,-1.8707,0;1.735,0,0;1.735,1.0052,0;8.6827,-.5403,0;7.6977,-.713,0;6.7127,-.8857,0;5.7278,-1.0584,0;.0015,3.0129,0;10.0106,.5717,0;7.8248,-2.2136,0;1.7335,3.0129,0;5.4287,.6476,0;10.3097,-1.1343,0;6.1188,-2.5127,0;2.0807,1.9435,0;3.4587,.3022,0;-.4326,-.2506,0;-.4337,1.2539,0;.8675,-.9975,0;4.0788,-1.7871,0;3.2653,-1.4902,0;1.9051,-.4702,0;2.2272,.9174,0;8.769,-1.0328,0;8.5964,-.0478,0;7.7841,-1.2055,0;7.6114,-.2205,0;6.6264,-.3932,0;5.5563,-1.5281,0;2.5735,2.0284,0;

Duplicates ChEBI195519

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195519.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195519.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195519.sdf

Formula	C₁₅H₁₄NO₉
MW	352.28
InChIKey	SYHKPNAMUNWTOX-ZHICKGRVNA-K
Entry_Date	2023-11-01
Net_Charge	-3
Number_Atoms	42
Number_Heavy_Atoms	25
Number_Rings	1
Number_Bonds	42
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.22
logP	-0.3479
PSA	170.46
MR	81.2469
ABS	0.11
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-335.04209
PM7_Total_Energy_ev	-4875.34584
PM7_Electronic_Energy_ev	-32939.55466
PM7_Dipole_Debye	16.53985
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-0.553
PM7_LUMO_Energy_ev	6.54
PM7_COSMO_Area_square_ang	348.94
PM7_COSMO_Volue_cubic_ang	393.25
PM7_Electron_Affinity_ev	-6.54
PM7_Ionization_Energy_ev	0.553
PM7_Energy_Gap_ev	7.093
PM7_Global_Hardness_ev	3.5465
PM7_Global_Softness_ev	0.28196813760045114
PM7_Chemical_Potential_ev	2.9935
PM7_Electronigativity_ev	-2.9935
PM7_Back_Donation_Energy_ev	-0.886625
PM7_Electrophilicity_ev	1.2633641970957281
OPENEYE_Name	(2~{S})-2-[2-[(1~{S},6~{S})-5-carboxylato-6-hydroxy-cyclohexa-2,4-dien-1-yl]oxyprop-2-enoylamino]pentanedioate
SMILES	C1=CC(C(C(=C1)C(=O)[O-])O)OC(=C)C(=O)NC(C(=O)[O-])CCC(=O)[O-]
Canonical_SMILES	OC(=O)CC[C@@H](C(=O)O)NC(=O)C(=C)O[C@H]1C=CC=C([C@@H]1O)C(=O)O
InChI	1/C15H17NO9/c1-7(13(20)16-9(15(23)24)5-6-11(17)18)25-10-4-2-3-8(12(10)19)14(21)22/h2-4,9-10,12,19H,1,5-6H2,(H,16,20)(H,17,18)(H,21,22)(H,23,24)/p-3/fC15H14NO9/h16H/q-3
InChI_3D	1S/C15H17NO9/c1-7(13(20)16-9(15(23)24)5-6-11(17)18)25-10-4-2-3-8(12(10)19)14(21)22/h2-4,9-10,12,19H,1,5-6H2,(H,16,20)(H,17,18)(H,21,22)(H,23,24)/t9-,10-,12-/m0/s1
AuxInfo	1/1/N:5,1,2,3,14,13,7,4,15,11,9,12,8,6,10,16,18,22,24,21,17,20,19,23,25/E:(17,18)(21,22)(23,24)/F:m/E:m/rA:39cCCCCCCCCCCCCCCCNO-O-O-OOOOOOHHHHHHHHHHHHHH/rB:s1;d1;d2;;s4;d5;s7;;;s3;s4s11;s9;s13;s10s14;s8s15;s6;s9;s10;d6;d8;d9;d10;s12;s7s11;s1;s2;s3;s5;s5;s11;s12;s13;s13;s14;s14;s15;s16;s24;/rC:;0,1.0052,0;.8675,-.4975,0;.8675,1.5129,0;3.7578,-1.4038,0;.8675,2.5129,0;4.1008,-.4644,0;5.0857,-.2918,0;9.6677,-.3676,0;6.8854,-1.8707,0;1.735,0,0;1.735,1.0052,0;8.6827,-.5403,0;7.6977,-.713,0;6.7127,-.8857,0;5.7278,-1.0584,0;.0015,3.0129,0;10.0106,.5717,0;7.8248,-2.2136,0;1.7335,3.0129,0;5.4287,.6476,0;10.3097,-1.1343,0;6.1188,-2.5127,0;2.0807,1.9435,0;3.4587,.3022,0;-.4326,-.2506,0;-.4337,1.2539,0;.8675,-.9975,0;4.0788,-1.7871,0;3.2653,-1.4902,0;1.9051,-.4702,0;2.2272,.9174,0;8.769,-1.0328,0;8.5964,-.0478,0;7.7841,-1.2055,0;7.6114,-.2205,0;6.6264,-.3932,0;5.5563,-1.5281,0;2.5735,2.0284,0;
Duplicates	ChEBI195519
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195519.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195519.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195519.sdf