CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187412_s0 (2529321)

Formula C₁₈H₁₄ClNO₅

MW 359.77

InChIKey LODOKJHSXUCEGB-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 42

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP -0.76

logP 3.2811

PSA 90.98

MR 98.2438

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -161.75582

PM7_Total_Energy_ev -4329.56147

PM7_Electronic_Energy_ev -31079.51205

PM7_Dipole_Debye 6.50535

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.728

PM7_LUMO_Energy_ev -0.95

PM7_COSMO_Area_square_ang 338.23

PM7_COSMO_Volue_cubic_ang 378.66

PM7_Electron_Affinity_ev 0.95

PM7_Ionization_Energy_ev 8.728

PM7_Energy_Gap_ev 7.778

PM7_Global_Hardness_ev 3.889

PM7_Global_Softness_ev 0.2571355104139882

PM7_Chemical_Potential_ev -4.839

PM7_Electronigativity_ev 4.839

PM7_Back_Donation_Energy_ev -0.97225

PM7_Electrophilicity_ev 3.0105323990743122

OPENEYE_Name (3~{R})-1-(5-chloro-8-hydroxy-9-oxo-xanthen-3-yl)pyrrolidine-3-carboxylic acid

SMILES c1cc(cc2c1c(=O)c3c(o2)c(ccc3O)Cl)N4CCC(C4)C(=O)O

Canonical_SMILES OC(=O)[C@@H]1CCN(C1)c1ccc2c(c1)oc1c(c2=O)c(O)ccc1Cl

InChI 1/C18H14ClNO5/c19-12-3-4-13(21)15-16(22)11-2-1-10(7-14(11)25-17(12)15)20-6-5-9(8-20)18(23)24/h1-4,7,9,21H,5-6,8H2,(H,23,24)/f/h23H

InChI_3D 1S/C18H14ClNO5/c19-12-3-4-13(21)15-16(22)11-2-1-10(7-14(11)25-17(12)15)20-6-5-9(8-20)18(23)24/h1-4,7,9,21H,5-6,8H2,(H,23,24)/t9-/m1/s1

AuxInfo 1/1/N:2,1,4,3,15,16,5,17,18,8,6,12,11,9,7,13,10,14,25,19,23,20,21,24,22/E:(23,24)/F:2,1,4,3,15,16,5,17,18,8,6,12,11,9,7,13,10,14,25,19,23,20,24,21,22/rA:39cCCCCCCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHH/rB:d1;;d3;;s1;;s2d5;s5d6;s7;s3d7;s4d10;s6s7;;;s15;;s14s15s17;s8s16s17;d13;d14;s9s10;s11;s14;s12;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s23;s24;/rC:-.3776,4.051,0;-.3717,3.0454,0;2.2335,7.5636,0;3.1067,7.0599,0;1.3641,3.0454,0;.4962,4.5487,0;1.3631,6.0547,0;.4993,2.5426,0;1.3678,4.047,0;2.2363,5.5509,0;1.3578,7.06,0;3.1043,6.0526,0;.49,5.5515,0;2.7127,-.3666,0;;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;.5008,1.5426,0;-.3773,6.0492,0;3.0202,-1.3182,0;2.2332,4.5481,0;.4909,7.5585,0;3.383,.3755,0;3.9698,5.5517,0;-.8106,4.301,0;-.804,2.7942,0;2.2338,8.0636,0;3.54,7.3094,0;1.7971,2.7953,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;.0583,7.3077,0;3.8719,.2707,0;

Duplicates CHEMBL5187412_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187412_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187412_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187412_s0.sdf

Formula	C₁₈H₁₄ClNO₅
MW	359.77
InChIKey	LODOKJHSXUCEGB-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	42
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	-0.76
logP	3.2811
PSA	90.98
MR	98.2438
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-161.75582
PM7_Total_Energy_ev	-4329.56147
PM7_Electronic_Energy_ev	-31079.51205
PM7_Dipole_Debye	6.50535
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.728
PM7_LUMO_Energy_ev	-0.95
PM7_COSMO_Area_square_ang	338.23
PM7_COSMO_Volue_cubic_ang	378.66
PM7_Electron_Affinity_ev	0.95
PM7_Ionization_Energy_ev	8.728
PM7_Energy_Gap_ev	7.778
PM7_Global_Hardness_ev	3.889
PM7_Global_Softness_ev	0.2571355104139882
PM7_Chemical_Potential_ev	-4.839
PM7_Electronigativity_ev	4.839
PM7_Back_Donation_Energy_ev	-0.97225
PM7_Electrophilicity_ev	3.0105323990743122
OPENEYE_Name	(3~{R})-1-(5-chloro-8-hydroxy-9-oxo-xanthen-3-yl)pyrrolidine-3-carboxylic acid
SMILES	c1cc(cc2c1c(=O)c3c(o2)c(ccc3O)Cl)N4CCC(C4)C(=O)O
Canonical_SMILES	OC(=O)[C@@H]1CCN(C1)c1ccc2c(c1)oc1c(c2=O)c(O)ccc1Cl
InChI	1/C18H14ClNO5/c19-12-3-4-13(21)15-16(22)11-2-1-10(7-14(11)25-17(12)15)20-6-5-9(8-20)18(23)24/h1-4,7,9,21H,5-6,8H2,(H,23,24)/f/h23H
InChI_3D	1S/C18H14ClNO5/c19-12-3-4-13(21)15-16(22)11-2-1-10(7-14(11)25-17(12)15)20-6-5-9(8-20)18(23)24/h1-4,7,9,21H,5-6,8H2,(H,23,24)/t9-/m1/s1
AuxInfo	1/1/N:2,1,4,3,15,16,5,17,18,8,6,12,11,9,7,13,10,14,25,19,23,20,21,24,22/E:(23,24)/F:2,1,4,3,15,16,5,17,18,8,6,12,11,9,7,13,10,14,25,19,23,20,24,21,22/rA:39cCCCCCCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHH/rB:d1;;d3;;s1;;s2d5;s5d6;s7;s3d7;s4d10;s6s7;;;s15;;s14s15s17;s8s16s17;d13;d14;s9s10;s11;s14;s12;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s23;s24;/rC:-.3776,4.051,0;-.3717,3.0454,0;2.2335,7.5636,0;3.1067,7.0599,0;1.3641,3.0454,0;.4962,4.5487,0;1.3631,6.0547,0;.4993,2.5426,0;1.3678,4.047,0;2.2363,5.5509,0;1.3578,7.06,0;3.1043,6.0526,0;.49,5.5515,0;2.7127,-.3666,0;;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;.5008,1.5426,0;-.3773,6.0492,0;3.0202,-1.3182,0;2.2332,4.5481,0;.4909,7.5585,0;3.383,.3755,0;3.9698,5.5517,0;-.8106,4.301,0;-.804,2.7942,0;2.2338,8.0636,0;3.54,7.3094,0;1.7971,2.7953,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;.0583,7.3077,0;3.8719,.2707,0;
Duplicates	CHEMBL5187412_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187412_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187412_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187412_s0.sdf