CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193330 (2535820)

Formula C₂₃H₁₈Cl₃N₅O₂

MW 502.79

InChIKey DVRAIMWRJSFRQD-WRPLANPYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 2

XLogP3 0

XLogP 5.38

logP 7.0722

PSA 91.93

MR 132.894

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 54.06809

PM7_Total_Energy_ev -5387.3438

PM7_Electronic_Energy_ev -47207.04463

PM7_Dipole_Debye 5.80258

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.992

PM7_LUMO_Energy_ev -1.131

PM7_COSMO_Area_square_ang 442.45

PM7_COSMO_Volue_cubic_ang 543.28

PM7_Electron_Affinity_ev 1.131

PM7_Ionization_Energy_ev 7.992

PM7_Energy_Gap_ev 6.861

PM7_Global_Hardness_ev 3.4305

PM7_Global_Softness_ev 0.2915026963999417

PM7_Chemical_Potential_ev -4.5615

PM7_Electronigativity_ev 4.5615

PM7_Back_Donation_Energy_ev -0.857625

PM7_Electrophilicity_ev 3.032689440314823

OPENEYE_Name ~{N}-[3-chloro-2-[[5-[(1~{R})-1-(3,5-dichloro-4-pyridyl)ethoxy]-1~{H}-indazol-3-yl]amino]phenyl]prop-2-enamide

SMILES c1cc(c(c(c1)Cl)Nc2c3cc(ccc3[nH]n2)OC(c4c(cncc4Cl)Cl)C)NC(=O)C=C

Canonical_SMILES C=CC(=O)Nc1cccc(c1Nc1n[nH]c2c1cc(cc2)O[C@@H](c1c(Cl)cncc1Cl)C)Cl

InChI 1/C23H18Cl3N5O2/c1-3-20(32)28-19-6-4-5-15(24)22(19)29-23-14-9-13(7-8-18(14)30-31-23)33-12(2)21-16(25)10-27-11-17(21)26/h3-12H,1H2,2H3,(H,28,32)(H2,29,30,31)/f/h28-30H

InChI_3D 1S/C23H18Cl3N5O2/c1-3-20(32)28-19-6-4-5-15(24)22(19)29-23-14-9-13(7-8-18(14)30-31-23)33-12(2)21-16(25)10-27-11-17(21)26/h3-12H,1H2,2H3,(H,28,32)(H2,29,30,31)/t12-/m1/s1

AuxInfo 1/1/N:19,22,20,1,5,3,4,2,6,7,8,23,14,9,15,16,17,11,12,21,10,13,18,31,32,33,24,28,27,26,25,29,30/E:(10,11)(16,17)(25,26)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOClClClHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;;;;s6;;s2d9;s3;d12;s4d6;d5s13;d7s10;s8d10;s9;;d19;s20;;s10s22;s7d8;d18;s11s25;s13s18;s12s21;d21;s14s23;s15;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s22;s22;s22;s23;s26;s27;s28;/rC:5.9403,-1.8974,0;.868,1.5137,0;5.2668,-2.6366,0;0,1.0058,0;5.6326,-.9404,0;.868,-.4979,0;-4.1154,-2.3733,0;-4.1178,-.6383,0;1.736,-.0013,0;-2.6139,-1.5037,0;1.736,1.0058,0;4.2887,-2.4286,0;3.9809,-1.4716,0;;4.6513,-.7227,0;-3.1102,-2.3719,0;-3.1126,-.6369,0;2.6938,-.3126,0;2.2778,-4.6549,0;3.2556,-4.8643,0;3.9259,-4.1222,0;-.8625,-2.5012,0;-.8639,-1.5012,0;-4.6243,-1.5065,0;3.2858,.5022,0;2.6938,1.3168,0;3.0028,-1.2637,0;3.6184,-3.1707,0;4.9038,-4.3316,0;-.8653,-.5012,0;4.3451,.2293,0;-2.6077,-3.2365,0;-2.6126,.2291,0;6.429,-2.0035,0;.868,2.0137,0;5.4199,-3.1126,0;-.4337,1.2545,0;5.9694,-.5709,0;.8677,-.9979,0;-4.3635,-2.8074,0;-4.3672,-.2049,0;2.124,-4.1791,0;1.9427,-5.0259,0;3.4094,-5.3401,0;-1.3625,-2.5019,0;-.3625,-2.5005,0;-.8618,-3.0012,0;-.3639,-1.5005,0;2.8483,1.7923,0;2.6682,-1.6352,0;3.1295,-3.066,0;

Duplicates CHEMBL5193330

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193330.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193330.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193330.sdf

Formula	C₂₃H₁₈Cl₃N₅O₂
MW	502.79
InChIKey	DVRAIMWRJSFRQD-WRPLANPYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	2
XLogP3	0
XLogP	5.38
logP	7.0722
PSA	91.93
MR	132.894
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	54.06809
PM7_Total_Energy_ev	-5387.3438
PM7_Electronic_Energy_ev	-47207.04463
PM7_Dipole_Debye	5.80258
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.992
PM7_LUMO_Energy_ev	-1.131
PM7_COSMO_Area_square_ang	442.45
PM7_COSMO_Volue_cubic_ang	543.28
PM7_Electron_Affinity_ev	1.131
PM7_Ionization_Energy_ev	7.992
PM7_Energy_Gap_ev	6.861
PM7_Global_Hardness_ev	3.4305
PM7_Global_Softness_ev	0.2915026963999417
PM7_Chemical_Potential_ev	-4.5615
PM7_Electronigativity_ev	4.5615
PM7_Back_Donation_Energy_ev	-0.857625
PM7_Electrophilicity_ev	3.032689440314823
OPENEYE_Name	~{N}-[3-chloro-2-[[5-[(1~{R})-1-(3,5-dichloro-4-pyridyl)ethoxy]-1~{H}-indazol-3-yl]amino]phenyl]prop-2-enamide
SMILES	c1cc(c(c(c1)Cl)Nc2c3cc(ccc3[nH]n2)OC(c4c(cncc4Cl)Cl)C)NC(=O)C=C
Canonical_SMILES	C=CC(=O)Nc1cccc(c1Nc1n[nH]c2c1cc(cc2)O[C@@H](c1c(Cl)cncc1Cl)C)Cl
InChI	1/C23H18Cl3N5O2/c1-3-20(32)28-19-6-4-5-15(24)22(19)29-23-14-9-13(7-8-18(14)30-31-23)33-12(2)21-16(25)10-27-11-17(21)26/h3-12H,1H2,2H3,(H,28,32)(H2,29,30,31)/f/h28-30H
InChI_3D	1S/C23H18Cl3N5O2/c1-3-20(32)28-19-6-4-5-15(24)22(19)29-23-14-9-13(7-8-18(14)30-31-23)33-12(2)21-16(25)10-27-11-17(21)26/h3-12H,1H2,2H3,(H,28,32)(H2,29,30,31)/t12-/m1/s1
AuxInfo	1/1/N:19,22,20,1,5,3,4,2,6,7,8,23,14,9,15,16,17,11,12,21,10,13,18,31,32,33,24,28,27,26,25,29,30/E:(10,11)(16,17)(25,26)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOClClClHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;;;;s6;;s2d9;s3;d12;s4d6;d5s13;d7s10;s8d10;s9;;d19;s20;;s10s22;s7d8;d18;s11s25;s13s18;s12s21;d21;s14s23;s15;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s22;s22;s22;s23;s26;s27;s28;/rC:5.9403,-1.8974,0;.868,1.5137,0;5.2668,-2.6366,0;0,1.0058,0;5.6326,-.9404,0;.868,-.4979,0;-4.1154,-2.3733,0;-4.1178,-.6383,0;1.736,-.0013,0;-2.6139,-1.5037,0;1.736,1.0058,0;4.2887,-2.4286,0;3.9809,-1.4716,0;;4.6513,-.7227,0;-3.1102,-2.3719,0;-3.1126,-.6369,0;2.6938,-.3126,0;2.2778,-4.6549,0;3.2556,-4.8643,0;3.9259,-4.1222,0;-.8625,-2.5012,0;-.8639,-1.5012,0;-4.6243,-1.5065,0;3.2858,.5022,0;2.6938,1.3168,0;3.0028,-1.2637,0;3.6184,-3.1707,0;4.9038,-4.3316,0;-.8653,-.5012,0;4.3451,.2293,0;-2.6077,-3.2365,0;-2.6126,.2291,0;6.429,-2.0035,0;.868,2.0137,0;5.4199,-3.1126,0;-.4337,1.2545,0;5.9694,-.5709,0;.8677,-.9979,0;-4.3635,-2.8074,0;-4.3672,-.2049,0;2.124,-4.1791,0;1.9427,-5.0259,0;3.4094,-5.3401,0;-1.3625,-2.5019,0;-.3625,-2.5005,0;-.8618,-3.0012,0;-.3639,-1.5005,0;2.8483,1.7923,0;2.6682,-1.6352,0;3.1295,-3.066,0;
Duplicates	CHEMBL5193330
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193330.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193330.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193330.sdf