CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186998 (2528881)

Formula C₂₃H₁₇ClINO₃

MW 517.75

InChIKey ACAAYTATYUEDHB-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 4.47

logP 6.7465

PSA 51.46

MR 123.855

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -18.50917

PM7_Total_Energy_ev -4615.65

PM7_Electronic_Energy_ev -38057.01426

PM7_Dipole_Debye 4.10258

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.613

PM7_LUMO_Energy_ev -1.151

PM7_COSMO_Area_square_ang 417.64

PM7_COSMO_Volue_cubic_ang 491.52

PM7_Electron_Affinity_ev 1.151

PM7_Ionization_Energy_ev 8.613

PM7_Energy_Gap_ev 7.462

PM7_Global_Hardness_ev 3.731

PM7_Global_Softness_ev 0.2680246582685607

PM7_Chemical_Potential_ev -4.882

PM7_Electronigativity_ev 4.882

PM7_Back_Donation_Energy_ev -0.93275

PM7_Electrophilicity_ev 3.194039667649424

OPENEYE_Name 5-chloro-3-(4-iodophenoxy)-1-(p-tolylmethyl)indole-2-carboxylic acid

SMILES c1cc(ccc1C)Cn2c3ccc(cc3c(c2C(=O)O)Oc4ccc(cc4)I)Cl

Canonical_SMILES Cc1ccc(cc1)Cn1c(C(=O)O)c(c2c1ccc(c2)Cl)Oc1ccc(cc1)I

InChI 1/C23H17ClINO3/c1-14-2-4-15(5-3-14)13-26-20-11-6-16(24)12-19(20)22(21(26)23(27)28)29-18-9-7-17(25)8-10-18/h2-12H,13H2,1H3,(H,27,28)/f/h27H

InChI_3D 1S/C23H17ClINO3/c1-14-2-4-15(5-3-14)13-26-20-11-6-16(24)12-19(20)22(21(26)23(27)28)29-18-9-7-17(25)8-10-18/h2-12H,13H2,1H3,(H,27,28)

AuxInfo 1/1/N:22,1,2,3,4,8,9,10,6,7,5,11,23,13,14,18,19,16,12,15,20,17,21,28,29,24,25,26,27/E:(2,3)(4,5)(7,8)(9,10)(27,28)/F:22,1,2,3,4,8,9,10,6,7,5,11,23,13,14,18,19,16,12,15,20,17,21,28,29,24,26,25,27/E:(2,3)(4,5)(7,8)(9,10)/rA:46nCCCCCCCCCCCCCCCCCCCCCCCNOOOClIHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;d5;d6;s7;;s11;s1d2;s3d4;s5d12;s6d7;s12;s8d11;s9d10;d17;s20;s13;s14;s15s20s23;d21;s21;s16s17;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s22;s22;s22;s23;s23;s26;/rC:2.9543,4.9259,0;4.6044,4.3898,0;2.6436,3.9699,0;4.2937,3.4338,0;.868,1.5138,0;2.8771,-3.6702,0;1.5878,-2.5092,0;0,1.0058,0;2.2044,-4.4172,0;.9151,-3.2562,0;.868,-.4978,0;1.736,-.0012,0;3.933,5.131,0;3.3118,3.219,0;1.736,1.0058,0;2.5653,-2.72,0;2.6938,-.3125,0;;1.22,-4.2139,0;3.2858,.5023,0;4.2858,.5024,0;4.242,6.0821,0;3.0028,2.268,0;2.6938,1.3169,0;4.7859,-.3636,0;4.7857,1.3684,0;3.2345,-1.9769,0;-.8653,-.5013,0;.5509,-4.9571,0;2.6202,5.298,0;5.0933,4.4945,0;2.1543,3.8674,0;4.6294,3.0632,0;.868,2.0138,0;3.3663,-3.7735,0;1.434,-2.0334,0;-.4337,1.2545,0;2.3603,-4.8922,0;.4264,-3.1507,0;.8677,-.9978,0;3.7665,6.2366,0;4.7176,5.9276,0;4.3965,6.5576,0;2.5273,2.4225,0;3.4783,2.1135,0;5.2857,1.3684,0;

Duplicates CHEMBL5186998

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186998.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186998.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186998.sdf

Formula	C₂₃H₁₇ClINO₃
MW	517.75
InChIKey	ACAAYTATYUEDHB-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	4.47
logP	6.7465
PSA	51.46
MR	123.855
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-18.50917
PM7_Total_Energy_ev	-4615.65
PM7_Electronic_Energy_ev	-38057.01426
PM7_Dipole_Debye	4.10258
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.613
PM7_LUMO_Energy_ev	-1.151
PM7_COSMO_Area_square_ang	417.64
PM7_COSMO_Volue_cubic_ang	491.52
PM7_Electron_Affinity_ev	1.151
PM7_Ionization_Energy_ev	8.613
PM7_Energy_Gap_ev	7.462
PM7_Global_Hardness_ev	3.731
PM7_Global_Softness_ev	0.2680246582685607
PM7_Chemical_Potential_ev	-4.882
PM7_Electronigativity_ev	4.882
PM7_Back_Donation_Energy_ev	-0.93275
PM7_Electrophilicity_ev	3.194039667649424
OPENEYE_Name	5-chloro-3-(4-iodophenoxy)-1-(p-tolylmethyl)indole-2-carboxylic acid
SMILES	c1cc(ccc1C)Cn2c3ccc(cc3c(c2C(=O)O)Oc4ccc(cc4)I)Cl
Canonical_SMILES	Cc1ccc(cc1)Cn1c(C(=O)O)c(c2c1ccc(c2)Cl)Oc1ccc(cc1)I
InChI	1/C23H17ClINO3/c1-14-2-4-15(5-3-14)13-26-20-11-6-16(24)12-19(20)22(21(26)23(27)28)29-18-9-7-17(25)8-10-18/h2-12H,13H2,1H3,(H,27,28)/f/h27H
InChI_3D	1S/C23H17ClINO3/c1-14-2-4-15(5-3-14)13-26-20-11-6-16(24)12-19(20)22(21(26)23(27)28)29-18-9-7-17(25)8-10-18/h2-12H,13H2,1H3,(H,27,28)
AuxInfo	1/1/N:22,1,2,3,4,8,9,10,6,7,5,11,23,13,14,18,19,16,12,15,20,17,21,28,29,24,25,26,27/E:(2,3)(4,5)(7,8)(9,10)(27,28)/F:22,1,2,3,4,8,9,10,6,7,5,11,23,13,14,18,19,16,12,15,20,17,21,28,29,24,26,25,27/E:(2,3)(4,5)(7,8)(9,10)/rA:46nCCCCCCCCCCCCCCCCCCCCCCCNOOOClIHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;d5;d6;s7;;s11;s1d2;s3d4;s5d12;s6d7;s12;s8d11;s9d10;d17;s20;s13;s14;s15s20s23;d21;s21;s16s17;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s22;s22;s22;s23;s23;s26;/rC:2.9543,4.9259,0;4.6044,4.3898,0;2.6436,3.9699,0;4.2937,3.4338,0;.868,1.5138,0;2.8771,-3.6702,0;1.5878,-2.5092,0;0,1.0058,0;2.2044,-4.4172,0;.9151,-3.2562,0;.868,-.4978,0;1.736,-.0012,0;3.933,5.131,0;3.3118,3.219,0;1.736,1.0058,0;2.5653,-2.72,0;2.6938,-.3125,0;;1.22,-4.2139,0;3.2858,.5023,0;4.2858,.5024,0;4.242,6.0821,0;3.0028,2.268,0;2.6938,1.3169,0;4.7859,-.3636,0;4.7857,1.3684,0;3.2345,-1.9769,0;-.8653,-.5013,0;.5509,-4.9571,0;2.6202,5.298,0;5.0933,4.4945,0;2.1543,3.8674,0;4.6294,3.0632,0;.868,2.0138,0;3.3663,-3.7735,0;1.434,-2.0334,0;-.4337,1.2545,0;2.3603,-4.8922,0;.4264,-3.1507,0;.8677,-.9978,0;3.7665,6.2366,0;4.7176,5.9276,0;4.3965,6.5576,0;2.5273,2.4225,0;3.4783,2.1135,0;5.2857,1.3684,0;
Duplicates	CHEMBL5186998
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186998.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186998.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186998.sdf