CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196014_s0 (2538769)

Formula C₂₀H₁₈ClNO₄

MW 371.82

InChIKey XQJDAUILNJHKMH-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 47

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.61

logP 4.2116

PSA 70.75

MR 105.575

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -124.20171

PM7_Total_Energy_ev -4334.00313

PM7_Electronic_Energy_ev -33014.54418

PM7_Dipole_Debye 4.83198

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.543

PM7_LUMO_Energy_ev -0.857

PM7_COSMO_Area_square_ang 360.4

PM7_COSMO_Volue_cubic_ang 416.62

PM7_Electron_Affinity_ev 0.857

PM7_Ionization_Energy_ev 8.543

PM7_Energy_Gap_ev 7.686

PM7_Global_Hardness_ev 3.843

PM7_Global_Softness_ev 0.2602133749674733

PM7_Chemical_Potential_ev -4.7

PM7_Electronigativity_ev 4.7

PM7_Back_Donation_Energy_ev -0.96075

PM7_Electrophilicity_ev 2.874056726515743

OPENEYE_Name (3~{S})-1-(5-chloro-9-oxo-xanthen-3-yl)-4,4-dimethyl-pyrrolidine-3-carboxylic acid

SMILES c1cc2c(c(c1)Cl)oc3cc(ccc3c2=O)N4CC(C(C4)(C)C)C(=O)O

Canonical_SMILES OC(=O)[C@@H]1CN(CC1(C)C)c1ccc2c(c1)oc1c(c2=O)cccc1Cl

InChI 1/C20H18ClNO4/c1-20(2)10-22(9-14(20)19(24)25)11-6-7-12-16(8-11)26-18-13(17(12)23)4-3-5-15(18)21/h3-8,14H,9-10H2,1-2H3,(H,24,25)/f/h24H

InChI_3D 1S/C20H18ClNO4/c1-20(2)10-22(9-14(20)19(24)25)11-6-7-12-16(8-11)26-18-13(17(12)23)4-3-5-15(18)21/h3-8,14H,9-10H2,1-2H3,(H,24,25)/t14-/m0/s1

AuxInfo 1/1/N:19,20,1,2,5,4,3,6,15,16,9,8,7,17,12,10,13,11,14,18,26,21,22,23,25,24/E:(1,2)(24,25)/F:19,20,1,2,5,4,3,6,15,16,9,8,7,17,12,10,13,11,14,18,26,21,22,25,23,24/E:(1,2)/rA:44cCCCCCCCCCCCCCCCCCCCCNOOOOClHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;s3;s4d6;s6d8;d7;d5s11;s7s8;;;;s14s15;s16s17;s18;s18;s9s15s16;d13;d14;s10s11;s14;s12;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s19;s19;s19;s20;s20;s20;s25;/rC:-1.2509,7.5578,0;-.3758,7.0624,0;1.37,4.0594,0;1.3708,3.0492,0;-2.1206,7.0527,0;-.3731,3.0462,0;-.3791,6.0568,0;.4955,4.5552,0;.4993,2.5426,0;-.3761,4.0487,0;-1.2481,5.5506,0;-2.115,6.0523,0;.4937,5.5629,0;-1.7124,-.3609,0;-.3065,.9518,0;1.3133,.9518,0;;1.0015,0,0;2.7127,-.3666,0;.8172,-1.7403,0;.5008,1.5426,0;1.357,6.0674,0;-2.0231,-1.3114,0;-1.2443,4.5505,0;-2.3802,.3835,0;-2.9799,5.5504,0;-1.2536,8.0578,0;.0566,7.3135,0;1.8019,4.3112,0;1.8043,2.8,0;-2.5546,7.3009,0;-.8058,2.7955,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.0518,-.4973,0;2.8174,.1223,0;2.6079,-.8555,0;3.2016,-.4713,0;1.3144,-1.7929,0;.32,-1.6876,0;.7645,-2.2375,0;-2.8695,.2804,0;

Duplicates CHEMBL5196014_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196014_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196014_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196014_s0.sdf

Formula	C₂₀H₁₈ClNO₄
MW	371.82
InChIKey	XQJDAUILNJHKMH-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	47
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.61
logP	4.2116
PSA	70.75
MR	105.575
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-124.20171
PM7_Total_Energy_ev	-4334.00313
PM7_Electronic_Energy_ev	-33014.54418
PM7_Dipole_Debye	4.83198
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.543
PM7_LUMO_Energy_ev	-0.857
PM7_COSMO_Area_square_ang	360.4
PM7_COSMO_Volue_cubic_ang	416.62
PM7_Electron_Affinity_ev	0.857
PM7_Ionization_Energy_ev	8.543
PM7_Energy_Gap_ev	7.686
PM7_Global_Hardness_ev	3.843
PM7_Global_Softness_ev	0.2602133749674733
PM7_Chemical_Potential_ev	-4.7
PM7_Electronigativity_ev	4.7
PM7_Back_Donation_Energy_ev	-0.96075
PM7_Electrophilicity_ev	2.874056726515743
OPENEYE_Name	(3~{S})-1-(5-chloro-9-oxo-xanthen-3-yl)-4,4-dimethyl-pyrrolidine-3-carboxylic acid
SMILES	c1cc2c(c(c1)Cl)oc3cc(ccc3c2=O)N4CC(C(C4)(C)C)C(=O)O
Canonical_SMILES	OC(=O)[C@@H]1CN(CC1(C)C)c1ccc2c(c1)oc1c(c2=O)cccc1Cl
InChI	1/C20H18ClNO4/c1-20(2)10-22(9-14(20)19(24)25)11-6-7-12-16(8-11)26-18-13(17(12)23)4-3-5-15(18)21/h3-8,14H,9-10H2,1-2H3,(H,24,25)/f/h24H
InChI_3D	1S/C20H18ClNO4/c1-20(2)10-22(9-14(20)19(24)25)11-6-7-12-16(8-11)26-18-13(17(12)23)4-3-5-15(18)21/h3-8,14H,9-10H2,1-2H3,(H,24,25)/t14-/m0/s1
AuxInfo	1/1/N:19,20,1,2,5,4,3,6,15,16,9,8,7,17,12,10,13,11,14,18,26,21,22,23,25,24/E:(1,2)(24,25)/F:19,20,1,2,5,4,3,6,15,16,9,8,7,17,12,10,13,11,14,18,26,21,22,25,23,24/E:(1,2)/rA:44cCCCCCCCCCCCCCCCCCCCCNOOOOClHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;s3;s4d6;s6d8;d7;d5s11;s7s8;;;;s14s15;s16s17;s18;s18;s9s15s16;d13;d14;s10s11;s14;s12;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s19;s19;s19;s20;s20;s20;s25;/rC:-1.2509,7.5578,0;-.3758,7.0624,0;1.37,4.0594,0;1.3708,3.0492,0;-2.1206,7.0527,0;-.3731,3.0462,0;-.3791,6.0568,0;.4955,4.5552,0;.4993,2.5426,0;-.3761,4.0487,0;-1.2481,5.5506,0;-2.115,6.0523,0;.4937,5.5629,0;-1.7124,-.3609,0;-.3065,.9518,0;1.3133,.9518,0;;1.0015,0,0;2.7127,-.3666,0;.8172,-1.7403,0;.5008,1.5426,0;1.357,6.0674,0;-2.0231,-1.3114,0;-1.2443,4.5505,0;-2.3802,.3835,0;-2.9799,5.5504,0;-1.2536,8.0578,0;.0566,7.3135,0;1.8019,4.3112,0;1.8043,2.8,0;-2.5546,7.3009,0;-.8058,2.7955,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.0518,-.4973,0;2.8174,.1223,0;2.6079,-.8555,0;3.2016,-.4713,0;1.3144,-1.7929,0;.32,-1.6876,0;.7645,-2.2375,0;-2.8695,.2804,0;
Duplicates	CHEMBL5196014_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196014_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196014_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196014_s0.sdf