CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5190703 (2532953)

Formula C₂₈H₂₀ClFN₂O₂

MW 470.93

InChIKey YCMANIKBLYGAPH-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 6.87

logP 7.29898

PSA 76.88

MR 134.123

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -11.1136

PM7_Total_Energy_ev -5403.257

PM7_Electronic_Energy_ev -46763.25689

PM7_Dipole_Debye 7.49679

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.017

PM7_LUMO_Energy_ev -0.988

PM7_COSMO_Area_square_ang 450.3

PM7_COSMO_Volue_cubic_ang 554.24

PM7_Electron_Affinity_ev 0.988

PM7_Ionization_Energy_ev 9.017

PM7_Energy_Gap_ev 8.029

PM7_Global_Hardness_ev 4.0145

PM7_Global_Softness_ev 0.24909702329057168

PM7_Chemical_Potential_ev -5.0025

PM7_Electronigativity_ev 5.0025

PM7_Back_Donation_Energy_ev -1.003625

PM7_Electrophilicity_ev 3.1168272823514758

OPENEYE_Name (~{E})-3-[4-[(~{E})-2-(2-chloro-4-fluoro-phenyl)-1-(3-cyano-1~{H}-indol-2-yl)but-1-enyl]phenyl]prop-2-enoic acid

SMILES C(#N)c1c2ccccc2[nH]c1C(=C(c3ccc(cc3Cl)F)CC)c4ccc(cc4)C=CC(=O)O

Canonical_SMILES CC/C(=C(c1[nH]c2c(c1C#N)cccc2)/c1ccc(cc1)/C=C/C(=O)O)/c1ccc(cc1Cl)F

InChI 1/C28H20ClFN2O2/c1-2-20(21-13-12-19(30)15-24(21)29)27(18-10-7-17(8-11-18)9-14-26(33)34)28-23(16-31)22-5-3-4-6-25(22)32-28/h3-15,32H,2H2,1H3,(H,33,34)/f/h33H

InChI_3D 1S/C28H20ClFN2O2/c1-2-20(21-13-12-19(30)15-24(21)29)27(18-10-7-17(8-11-18)9-14-26(33)34)28-23(16-31)22-5-3-4-6-25(22)32-28/h3-15,32H,2H2,1H3,(H,33,34)/b14-9+,27-20+

AuxInfo 1/1/N:27,28,2,3,4,10,5,6,22,7,8,11,9,23,12,1,15,16,19,25,17,14,13,20,18,26,24,21,34,33,29,30,31,32/E:(7,8)(10,11)(33,34)/F:27,28,2,3,4,10,5,6,22,7,8,11,9,23,12,1,15,16,19,25,17,14,13,20,18,26,24,21,34,33,29,30,32,31/E:(7,8)(10,11)/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOFClHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;d5;s6;;s3;d9;;s1;d4s13;s5d6;s7d8;s9;d10s14;s11d12;s12d17;d13;s15;w22;s16s21;s17w24;s23;;s25s27;t1;s18s21;d26;s26;s19;s20;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s23;s27;s27;s27;s28;s28;s30;s32;/rC:3.0028,-1.2636,0;;0,1.0058,0;.868,-.4978,0;5.9162,-2.7571,0;7.4187,-1.8895,0;5.4135,-1.8866,0;6.916,-1.019,0;5.5408,3.1035,0;.868,1.5138,0;5.0408,3.9696,0;3.5357,3.1063,0;2.6938,-.3125,0;1.736,-.0012,0;6.9162,-2.7541,0;5.9109,-1.0131,0;5.0357,2.2345,0;1.736,1.0058,0;4.0408,3.9754,0;4.0306,2.2314,0;3.2858,.5023,0;7.4162,-3.6201,0;8.4162,-3.62,0;5.0358,.5024,0;5.5357,1.3685,0;8.9163,-4.486,0;7.5357,1.3686,0;6.5357,1.3685,0;3.3117,-2.2146,0;2.6938,1.3169,0;8.4163,-5.3521,0;9.9163,-4.486,0;3.5445,4.8436,0;3.5281,1.3669,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;5.6668,-3.1904,0;7.9187,-1.8902,0;4.9135,-1.8881,0;7.1673,-.5867,0;6.0408,3.1028,0;.868,2.0138,0;5.292,4.4019,0;3.0357,3.1092,0;7.1663,-4.0531,0;8.6662,-3.187,0;7.5358,.8686,0;7.5357,1.8686,0;8.0357,1.3686,0;6.5358,.8685,0;6.5357,1.8685,0;2.8483,1.7924,0;10.1663,-4.919,0;

Duplicates CHEMBL5190703

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190500-0005190749/CHEMBL5190703.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190500-0005190749/CHEMBL5190703.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190500-0005190749/CHEMBL5190703.sdf

Formula	C₂₈H₂₀ClFN₂O₂
MW	470.93
InChIKey	YCMANIKBLYGAPH-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	6.87
logP	7.29898
PSA	76.88
MR	134.123
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-11.1136
PM7_Total_Energy_ev	-5403.257
PM7_Electronic_Energy_ev	-46763.25689
PM7_Dipole_Debye	7.49679
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.017
PM7_LUMO_Energy_ev	-0.988
PM7_COSMO_Area_square_ang	450.3
PM7_COSMO_Volue_cubic_ang	554.24
PM7_Electron_Affinity_ev	0.988
PM7_Ionization_Energy_ev	9.017
PM7_Energy_Gap_ev	8.029
PM7_Global_Hardness_ev	4.0145
PM7_Global_Softness_ev	0.24909702329057168
PM7_Chemical_Potential_ev	-5.0025
PM7_Electronigativity_ev	5.0025
PM7_Back_Donation_Energy_ev	-1.003625
PM7_Electrophilicity_ev	3.1168272823514758
OPENEYE_Name	(~{E})-3-[4-[(~{E})-2-(2-chloro-4-fluoro-phenyl)-1-(3-cyano-1~{H}-indol-2-yl)but-1-enyl]phenyl]prop-2-enoic acid
SMILES	C(#N)c1c2ccccc2[nH]c1C(=C(c3ccc(cc3Cl)F)CC)c4ccc(cc4)C=CC(=O)O
Canonical_SMILES	CC/C(=C(c1[nH]c2c(c1C#N)cccc2)/c1ccc(cc1)/C=C/C(=O)O)/c1ccc(cc1Cl)F
InChI	1/C28H20ClFN2O2/c1-2-20(21-13-12-19(30)15-24(21)29)27(18-10-7-17(8-11-18)9-14-26(33)34)28-23(16-31)22-5-3-4-6-25(22)32-28/h3-15,32H,2H2,1H3,(H,33,34)/f/h33H
InChI_3D	1S/C28H20ClFN2O2/c1-2-20(21-13-12-19(30)15-24(21)29)27(18-10-7-17(8-11-18)9-14-26(33)34)28-23(16-31)22-5-3-4-6-25(22)32-28/h3-15,32H,2H2,1H3,(H,33,34)/b14-9+,27-20+
AuxInfo	1/1/N:27,28,2,3,4,10,5,6,22,7,8,11,9,23,12,1,15,16,19,25,17,14,13,20,18,26,24,21,34,33,29,30,31,32/E:(7,8)(10,11)(33,34)/F:27,28,2,3,4,10,5,6,22,7,8,11,9,23,12,1,15,16,19,25,17,14,13,20,18,26,24,21,34,33,29,30,32,31/E:(7,8)(10,11)/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOFClHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;d5;s6;;s3;d9;;s1;d4s13;s5d6;s7d8;s9;d10s14;s11d12;s12d17;d13;s15;w22;s16s21;s17w24;s23;;s25s27;t1;s18s21;d26;s26;s19;s20;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s23;s27;s27;s27;s28;s28;s30;s32;/rC:3.0028,-1.2636,0;;0,1.0058,0;.868,-.4978,0;5.9162,-2.7571,0;7.4187,-1.8895,0;5.4135,-1.8866,0;6.916,-1.019,0;5.5408,3.1035,0;.868,1.5138,0;5.0408,3.9696,0;3.5357,3.1063,0;2.6938,-.3125,0;1.736,-.0012,0;6.9162,-2.7541,0;5.9109,-1.0131,0;5.0357,2.2345,0;1.736,1.0058,0;4.0408,3.9754,0;4.0306,2.2314,0;3.2858,.5023,0;7.4162,-3.6201,0;8.4162,-3.62,0;5.0358,.5024,0;5.5357,1.3685,0;8.9163,-4.486,0;7.5357,1.3686,0;6.5357,1.3685,0;3.3117,-2.2146,0;2.6938,1.3169,0;8.4163,-5.3521,0;9.9163,-4.486,0;3.5445,4.8436,0;3.5281,1.3669,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;5.6668,-3.1904,0;7.9187,-1.8902,0;4.9135,-1.8881,0;7.1673,-.5867,0;6.0408,3.1028,0;.868,2.0138,0;5.292,4.4019,0;3.0357,3.1092,0;7.1663,-4.0531,0;8.6662,-3.187,0;7.5358,.8686,0;7.5357,1.8686,0;8.0357,1.3686,0;6.5358,.8685,0;6.5357,1.8685,0;2.8483,1.7924,0;10.1663,-4.919,0;
Duplicates	CHEMBL5190703
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190500-0005190749/CHEMBL5190703.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190500-0005190749/CHEMBL5190703.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190500-0005190749/CHEMBL5190703.sdf