CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186535_p0_t1 (2528389)

Formula C₂₃H₁₇Cl₂N₂O₃

MW 440.3

InChIKey BSEPSUMLRWEEES-HARKYOJKNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 8

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.67

logP 3.75

PSA 74.08

MR 122.833

ABS 0.56

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -26.94255

PM7_Total_Energy_ev -4845.15171

PM7_Electronic_Energy_ev -38925.45493

PM7_Dipole_Debye 14.04503

PM7_Point_Group C1

PM7_HOMO_Energy_ev -4.18

PM7_LUMO_Energy_ev 0.741

PM7_COSMO_Area_square_ang 420.83

PM7_COSMO_Volue_cubic_ang 486.51

PM7_Electron_Affinity_ev -0.741

PM7_Ionization_Energy_ev 4.18

PM7_Energy_Gap_ev 4.921

PM7_Global_Hardness_ev 2.4605

PM7_Global_Softness_ev 0.406421459053038

PM7_Chemical_Potential_ev -1.7195

PM7_Electronigativity_ev 1.7195

PM7_Back_Donation_Energy_ev -0.615125

PM7_Electrophilicity_ev 0.6008291505791505

OPENEYE_Name 2,6-dichloro-4-hydroxy-3-(2-methyleneindol-3-yl)-5-(2-phenoxyethylamino)phenolate

SMILES c1ccc(cc1)OCCNc2c(c(c(c(c2Cl)[O-])Cl)C3=c4ccccc4=NC3=C)O

Canonical_SMILES Oc1c(Cl)c(NCCOc2ccccc2)c(c(c1Cl)C1=c2ccccc2=NC1=C)O

InChI 1/C23H18Cl2N2O3/c1-13-17(15-9-5-6-10-16(15)27-13)18-19(24)23(29)20(25)21(22(18)28)26-11-12-30-14-7-3-2-4-8-14/h2-10,26,28-29H,1,11-12H2/p-1/fC23H17Cl2N2O3/h29h/q-1

InChI_3D 1S/C23H18Cl2N2O3/c1-13-17(15-9-5-6-10-16(15)27-13)18-19(24)23(29)20(25)21(22(18)28)26-11-12-30-14-7-3-2-4-8-14/h2-10,26,28-29H,1,11-12H2

AuxInfo 1/1/N:21,1,2,3,13,14,4,5,15,16,22,23,20,9,18,19,17,6,11,12,7,10,8,29,30,25,24,27,26,28/E:(3,4)(7,8)/F:m/E:m/rA:47nCCCCCCCCCCCCCCCCCCCCCCCNNO-OOClClHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d6s7;s6d8;d7s8;;s13;d13;d14;s6;s15d17;s16s18;s17;d20;;s22;d19s20;s7s22;s8;s10;s9s23;s11;s12;s1;s2;s3;s4;s5;s13;s14;s15;s16;s21;s21;s22;s22;s23;s23;s25;s27;/rC:1.0998,-9.5023,0;.7909,-8.5512,0;2.0767,-9.716,0;1.4657,-7.8062,0;2.7516,-8.971,0;3.2345,-1.9769,0;2.8737,-3.6741,0;4.5238,-3.138,0;2.4495,-8.0123,0;2.5632,-2.7181,0;4.2133,-2.182,0;3.8557,-3.8889,0;;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.2858,.5024,0;2.5085,-5.3672,0;2.8147,-6.3192,0;2.6938,1.3169,0;2.2024,-4.4152,0;5.5026,-3.3431,0;1.5853,-2.5087,0;3.1209,-7.2712,0;4.8814,-1.4379,0;4.1646,-4.84,0;.7641,-9.8728,0;.302,-8.4464,0;2.2291,-10.1922,0;1.3112,-7.3306,0;3.24,-9.0778,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.5358,.9354,0;4.5358,.0694,0;2.0326,-5.5203,0;2.9845,-5.2141,0;3.2907,-6.1661,0;2.3387,-6.4723,0;1.7136,-4.3098,0;1.2502,-2.8798,0;

Duplicates CHEMBL5186535_p0_t1;CHEMBL5186535_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186535_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186535_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186535_p0_t1.sdf

Formula	C₂₃H₁₇Cl₂N₂O₃
MW	440.3
InChIKey	BSEPSUMLRWEEES-HARKYOJKNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	8
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.67
logP	3.75
PSA	74.08
MR	122.833
ABS	0.56
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-26.94255
PM7_Total_Energy_ev	-4845.15171
PM7_Electronic_Energy_ev	-38925.45493
PM7_Dipole_Debye	14.04503
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-4.18
PM7_LUMO_Energy_ev	0.741
PM7_COSMO_Area_square_ang	420.83
PM7_COSMO_Volue_cubic_ang	486.51
PM7_Electron_Affinity_ev	-0.741
PM7_Ionization_Energy_ev	4.18
PM7_Energy_Gap_ev	4.921
PM7_Global_Hardness_ev	2.4605
PM7_Global_Softness_ev	0.406421459053038
PM7_Chemical_Potential_ev	-1.7195
PM7_Electronigativity_ev	1.7195
PM7_Back_Donation_Energy_ev	-0.615125
PM7_Electrophilicity_ev	0.6008291505791505
OPENEYE_Name	2,6-dichloro-4-hydroxy-3-(2-methyleneindol-3-yl)-5-(2-phenoxyethylamino)phenolate
SMILES	c1ccc(cc1)OCCNc2c(c(c(c(c2Cl)[O-])Cl)C3=c4ccccc4=NC3=C)O
Canonical_SMILES	Oc1c(Cl)c(NCCOc2ccccc2)c(c(c1Cl)C1=c2ccccc2=NC1=C)O
InChI	1/C23H18Cl2N2O3/c1-13-17(15-9-5-6-10-16(15)27-13)18-19(24)23(29)20(25)21(22(18)28)26-11-12-30-14-7-3-2-4-8-14/h2-10,26,28-29H,1,11-12H2/p-1/fC23H17Cl2N2O3/h29h/q-1
InChI_3D	1S/C23H18Cl2N2O3/c1-13-17(15-9-5-6-10-16(15)27-13)18-19(24)23(29)20(25)21(22(18)28)26-11-12-30-14-7-3-2-4-8-14/h2-10,26,28-29H,1,11-12H2
AuxInfo	1/1/N:21,1,2,3,13,14,4,5,15,16,22,23,20,9,18,19,17,6,11,12,7,10,8,29,30,25,24,27,26,28/E:(3,4)(7,8)/F:m/E:m/rA:47nCCCCCCCCCCCCCCCCCCCCCCCNNO-OOClClHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d6s7;s6d8;d7s8;;s13;d13;d14;s6;s15d17;s16s18;s17;d20;;s22;d19s20;s7s22;s8;s10;s9s23;s11;s12;s1;s2;s3;s4;s5;s13;s14;s15;s16;s21;s21;s22;s22;s23;s23;s25;s27;/rC:1.0998,-9.5023,0;.7909,-8.5512,0;2.0767,-9.716,0;1.4657,-7.8062,0;2.7516,-8.971,0;3.2345,-1.9769,0;2.8737,-3.6741,0;4.5238,-3.138,0;2.4495,-8.0123,0;2.5632,-2.7181,0;4.2133,-2.182,0;3.8557,-3.8889,0;;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.2858,.5024,0;2.5085,-5.3672,0;2.8147,-6.3192,0;2.6938,1.3169,0;2.2024,-4.4152,0;5.5026,-3.3431,0;1.5853,-2.5087,0;3.1209,-7.2712,0;4.8814,-1.4379,0;4.1646,-4.84,0;.7641,-9.8728,0;.302,-8.4464,0;2.2291,-10.1922,0;1.3112,-7.3306,0;3.24,-9.0778,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.5358,.9354,0;4.5358,.0694,0;2.0326,-5.5203,0;2.9845,-5.2141,0;3.2907,-6.1661,0;2.3387,-6.4723,0;1.7136,-4.3098,0;1.2502,-2.8798,0;
Duplicates	CHEMBL5186535_p0_t1;CHEMBL5186535_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186535_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186535_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186535_p0_t1.sdf