CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108760 (9381)

Formula C₁₂H₈ClNO₄

MW 265.65

InChIKey CJOXJJYSFBAIOV-HCKMINDGNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 26

Number_Heavy_Atoms 18

Number_Rings 2

Number_Bonds 27

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.79

logP 2.3739

PSA 90.39

MR 66.5573

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -114.15303

PM7_Total_Energy_ev -3215.58233

PM7_Electronic_Energy_ev -18449.6484

PM7_Dipole_Debye 5.87213

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.199

PM7_LUMO_Energy_ev -1.253

PM7_COSMO_Area_square_ang 264.54

PM7_COSMO_Volue_cubic_ang 276.59

PM7_Electron_Affinity_ev 1.253

PM7_Ionization_Energy_ev 9.199

PM7_Energy_Gap_ev 7.946

PM7_Global_Hardness_ev 3.973

PM7_Global_Softness_ev 0.2516989680342311

PM7_Chemical_Potential_ev -5.226

PM7_Electronigativity_ev 5.226

PM7_Back_Donation_Energy_ev -0.99325

PM7_Electrophilicity_ev 3.4370848225522277

OPENEYE_Name (~{Z})-4-(5-chloro-1~{H}-indol-3-yl)-4-hydroxy-2-oxo-but-3-enoic acid

SMILES c1cc(cc2c1[nH]cc2C(=CC(=O)C(=O)O)O)Cl

Canonical_SMILES O/C(=CC(=O)C(=O)O)/c1c[nH]c2c1cc(Cl)cc2

InChI 1/C12H8ClNO4/c13-6-1-2-9-7(3-6)8(5-14-9)10(15)4-11(16)12(17)18/h1-5,14-15H,(H,17,18)/f/h17H

InChI_3D 1S/C12H8ClNO4/c13-6-1-2-9-7(3-6)8(5-14-9)10(15)4-11(16)12(17)18/h1-5,14-15H,(H,17,18)/b10-4-

AuxInfo 1/1/N:2,1,3,9,4,8,5,6,7,10,11,12,18,13,16,14,15,17/E:(17,18)/F:2,1,3,9,4,8,5,6,7,10,11,12,18,13,16,14,17,15/rA:26nCCCCCCCCCCCCNOOOOClHHHHHHHH/rB:d1;;;s3;d4s5;s1d5;s2d3;;s6w9;s9;s11;s4s7;d11;d12;s10;s12;s8;s1;s2;s3;s4;s9;s13;s16;s17;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;;2.3336,-2.0067,0;3.0028,-1.2636,0;2.6426,-2.9578,0;1.9734,-3.7009,0;2.6938,1.3169,0;3.6207,-3.1657,0;.9953,-3.4929,0;3.9809,-1.4715,0;2.2824,-4.6519,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;3.7858,.5023,0;1.8445,-1.9027,0;2.8483,1.7924,0;4.3155,-1.1,0;1.9478,-5.0235,0;

Duplicates CHEMBL108760

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108760.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108760.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108760.sdf

Formula	C₁₂H₈ClNO₄
MW	265.65
InChIKey	CJOXJJYSFBAIOV-HCKMINDGNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	26
Number_Heavy_Atoms	18
Number_Rings	2
Number_Bonds	27
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.79
logP	2.3739
PSA	90.39
MR	66.5573
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-114.15303
PM7_Total_Energy_ev	-3215.58233
PM7_Electronic_Energy_ev	-18449.6484
PM7_Dipole_Debye	5.87213
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.199
PM7_LUMO_Energy_ev	-1.253
PM7_COSMO_Area_square_ang	264.54
PM7_COSMO_Volue_cubic_ang	276.59
PM7_Electron_Affinity_ev	1.253
PM7_Ionization_Energy_ev	9.199
PM7_Energy_Gap_ev	7.946
PM7_Global_Hardness_ev	3.973
PM7_Global_Softness_ev	0.2516989680342311
PM7_Chemical_Potential_ev	-5.226
PM7_Electronigativity_ev	5.226
PM7_Back_Donation_Energy_ev	-0.99325
PM7_Electrophilicity_ev	3.4370848225522277
OPENEYE_Name	(~{Z})-4-(5-chloro-1~{H}-indol-3-yl)-4-hydroxy-2-oxo-but-3-enoic acid
SMILES	c1cc(cc2c1[nH]cc2C(=CC(=O)C(=O)O)O)Cl
Canonical_SMILES	O/C(=CC(=O)C(=O)O)/c1c[nH]c2c1cc(Cl)cc2
InChI	1/C12H8ClNO4/c13-6-1-2-9-7(3-6)8(5-14-9)10(15)4-11(16)12(17)18/h1-5,14-15H,(H,17,18)/f/h17H
InChI_3D	1S/C12H8ClNO4/c13-6-1-2-9-7(3-6)8(5-14-9)10(15)4-11(16)12(17)18/h1-5,14-15H,(H,17,18)/b10-4-
AuxInfo	1/1/N:2,1,3,9,4,8,5,6,7,10,11,12,18,13,16,14,15,17/E:(17,18)/F:2,1,3,9,4,8,5,6,7,10,11,12,18,13,16,14,17,15/rA:26nCCCCCCCCCCCCNOOOOClHHHHHHHH/rB:d1;;;s3;d4s5;s1d5;s2d3;;s6w9;s9;s11;s4s7;d11;d12;s10;s12;s8;s1;s2;s3;s4;s9;s13;s16;s17;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;;2.3336,-2.0067,0;3.0028,-1.2636,0;2.6426,-2.9578,0;1.9734,-3.7009,0;2.6938,1.3169,0;3.6207,-3.1657,0;.9953,-3.4929,0;3.9809,-1.4715,0;2.2824,-4.6519,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;3.7858,.5023,0;1.8445,-1.9027,0;2.8483,1.7924,0;4.3155,-1.1,0;1.9478,-5.0235,0;
Duplicates	CHEMBL108760
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108760.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108760.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108760.sdf