CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197856 (2540761)

Formula C₁₈H₁₄ClNO₄

MW 343.77

InChIKey IRWFMHIIDILGCM-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 38

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 41

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 0

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 2.77

logP 3.963

PSA 70.75

MR 96.6013

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -109.8305

PM7_Total_Energy_ev -4033.91218

PM7_Electronic_Energy_ev -29265.79573

PM7_Dipole_Debye 4.30719

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.717

PM7_LUMO_Energy_ev -1.008

PM7_COSMO_Area_square_ang 328.91

PM7_COSMO_Volue_cubic_ang 370.45

PM7_Electron_Affinity_ev 1.008

PM7_Ionization_Energy_ev 8.717

PM7_Energy_Gap_ev 7.709

PM7_Global_Hardness_ev 3.8545

PM7_Global_Softness_ev 0.2594370216629913

PM7_Chemical_Potential_ev -4.8625

PM7_Electronigativity_ev 4.8625

PM7_Back_Donation_Energy_ev -0.963625

PM7_Electrophilicity_ev 3.067052308989493

OPENEYE_Name 5-chloro-9-oxo-3-pyrrolidin-1-yl-xanthene-2-carboxylic acid

SMILES c1cc2c(c(c1)Cl)oc3cc(c(cc3c2=O)C(=O)O)N4CCCC4

Canonical_SMILES OC(=O)c1cc2c(cc1N1CCCC1)oc1c(c2=O)cccc1Cl

InChI 1/C18H14ClNO4/c19-13-5-3-4-10-16(21)12-8-11(18(22)23)14(20-6-1-2-7-20)9-15(12)24-17(10)13/h3-5,8-9H,1-2,6-7H2,(H,22,23)/f/h22H

InChI_3D 1S/C18H14ClNO4/c19-13-5-3-4-10-16(21)12-8-11(18(22)23)14(20-6-1-2-7-20)9-15(12)24-17(10)13/h3-5,8-9H,1-2,6-7H2,(H,22,23)

AuxInfo 1/1/N:15,16,1,2,3,17,18,4,5,6,8,7,12,9,10,13,11,14,24,19,20,21,23,22/E:(1,2)(6,7)(22,23)/F:15,16,1,2,3,17,18,4,5,6,8,7,12,9,10,13,11,14,24,19,20,23,21,22/E:(1,2)(6,7)/rA:38nCCCCCCCCCCCCCCCCCCNOOOOClHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s4;s5d8;d5s7;d6;d3s11;s6s7;s8;;s15;s15;s16;s9s17s18;d13;d14;s10s11;s14;s12;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s23;/rC:-1.2509,7.5578,0;-.3758,7.0624,0;-2.1206,7.0527,0;1.37,4.0594,0;-.3731,3.0462,0;-.3791,6.0568,0;.4955,4.5552,0;1.3708,3.0492,0;.4993,2.5426,0;-.3761,4.0487,0;-1.2481,5.5506,0;-2.115,6.0523,0;.4937,5.5629,0;2.888,2.1771,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;.5008,1.5426,0;1.357,6.0674,0;2.8899,1.1771,0;-1.2443,4.5505,0;3.7531,2.6787,0;-2.9799,5.5504,0;-1.2536,8.0578,0;.0566,7.3135,0;-2.5546,7.3009,0;1.8019,4.3112,0;-.8058,2.7955,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;4.1866,2.4295,0;

Duplicates CHEMBL5197856

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197856.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197856.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197856.sdf

Formula	C₁₈H₁₄ClNO₄
MW	343.77
InChIKey	IRWFMHIIDILGCM-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	38
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	41
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	0
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	2.77
logP	3.963
PSA	70.75
MR	96.6013
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-109.8305
PM7_Total_Energy_ev	-4033.91218
PM7_Electronic_Energy_ev	-29265.79573
PM7_Dipole_Debye	4.30719
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.717
PM7_LUMO_Energy_ev	-1.008
PM7_COSMO_Area_square_ang	328.91
PM7_COSMO_Volue_cubic_ang	370.45
PM7_Electron_Affinity_ev	1.008
PM7_Ionization_Energy_ev	8.717
PM7_Energy_Gap_ev	7.709
PM7_Global_Hardness_ev	3.8545
PM7_Global_Softness_ev	0.2594370216629913
PM7_Chemical_Potential_ev	-4.8625
PM7_Electronigativity_ev	4.8625
PM7_Back_Donation_Energy_ev	-0.963625
PM7_Electrophilicity_ev	3.067052308989493
OPENEYE_Name	5-chloro-9-oxo-3-pyrrolidin-1-yl-xanthene-2-carboxylic acid
SMILES	c1cc2c(c(c1)Cl)oc3cc(c(cc3c2=O)C(=O)O)N4CCCC4
Canonical_SMILES	OC(=O)c1cc2c(cc1N1CCCC1)oc1c(c2=O)cccc1Cl
InChI	1/C18H14ClNO4/c19-13-5-3-4-10-16(21)12-8-11(18(22)23)14(20-6-1-2-7-20)9-15(12)24-17(10)13/h3-5,8-9H,1-2,6-7H2,(H,22,23)/f/h22H
InChI_3D	1S/C18H14ClNO4/c19-13-5-3-4-10-16(21)12-8-11(18(22)23)14(20-6-1-2-7-20)9-15(12)24-17(10)13/h3-5,8-9H,1-2,6-7H2,(H,22,23)
AuxInfo	1/1/N:15,16,1,2,3,17,18,4,5,6,8,7,12,9,10,13,11,14,24,19,20,21,23,22/E:(1,2)(6,7)(22,23)/F:15,16,1,2,3,17,18,4,5,6,8,7,12,9,10,13,11,14,24,19,20,23,21,22/E:(1,2)(6,7)/rA:38nCCCCCCCCCCCCCCCCCCNOOOOClHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s4;s5d8;d5s7;d6;d3s11;s6s7;s8;;s15;s15;s16;s9s17s18;d13;d14;s10s11;s14;s12;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s23;/rC:-1.2509,7.5578,0;-.3758,7.0624,0;-2.1206,7.0527,0;1.37,4.0594,0;-.3731,3.0462,0;-.3791,6.0568,0;.4955,4.5552,0;1.3708,3.0492,0;.4993,2.5426,0;-.3761,4.0487,0;-1.2481,5.5506,0;-2.115,6.0523,0;.4937,5.5629,0;2.888,2.1771,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;.5008,1.5426,0;1.357,6.0674,0;2.8899,1.1771,0;-1.2443,4.5505,0;3.7531,2.6787,0;-2.9799,5.5504,0;-1.2536,8.0578,0;.0566,7.3135,0;-2.5546,7.3009,0;1.8019,4.3112,0;-.8058,2.7955,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;4.1866,2.4295,0;
Duplicates	CHEMBL5197856
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197856.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197856.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197856.sdf