CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189827 (2531958)

Formula C₂₂H₂₃Cl₂N₅O₃

MW 476.36

InChIKey WXBJBEZSKZQYJD-ZFAKBIADNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.45

logP 4.7402

PSA 101.16

MR 124.148

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -19.19903

PM7_Total_Energy_ev -5361.19313

PM7_Electronic_Energy_ev -48193.99034

PM7_Dipole_Debye 4.60058

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.932

PM7_LUMO_Energy_ev -1.065

PM7_COSMO_Area_square_ang 435.27

PM7_COSMO_Volue_cubic_ang 540.58

PM7_Electron_Affinity_ev 1.065

PM7_Ionization_Energy_ev 7.932

PM7_Energy_Gap_ev 6.867

PM7_Global_Hardness_ev 3.4335

PM7_Global_Softness_ev 0.291247997670016

PM7_Chemical_Potential_ev -4.4985

PM7_Electronigativity_ev 4.4985

PM7_Back_Donation_Energy_ev -0.858375

PM7_Electrophilicity_ev 2.946920380078637

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

SMILES c1cc(cc2c1[nH]nc2NC3COCCC3NC(=O)C=C)OC(c4c(cncc4Cl)Cl)C

Canonical_SMILES C=CC(=O)N[C@H]1CCOC[C@H]1Nc1n[nH]c2c1cc(O[C@@H](c1c(Cl)cncc1Cl)C)cc2

InChI 1/C22H23Cl2N5O3/c1-3-20(30)26-18-6-7-31-11-19(18)27-22-14-8-13(4-5-17(14)28-29-22)32-12(2)21-15(23)9-25-10-16(21)24/h3-5,8-10,12,18-19H,1,6-7,11H2,2H3,(H,26,30)(H2,27,28,29)/f/h26-28H

InChI_3D 1S/C22H23Cl2N5O3/c1-3-20(30)26-18-6-7-31-11-19(18)27-22-14-8-13(4-5-17(14)28-29-22)32-12(2)21-15(23)9-25-10-16(21)24/h3-5,8-10,12,18-19H,1,6-7,11H2,2H3,(H,26,30)(H2,27,28,29)/t12-,18+,19-/m1/s1

AuxInfo 1/1/N:13,21,14,2,1,16,17,3,4,5,18,22,9,6,10,11,8,19,20,15,7,12,31,32,23,27,26,25,24,28,29,30/E:(9,10)(15,16)(23,24)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOClClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;;s1d6;s2d3;d4s7;s5d7;s6;;d13;s14;;s16;;s16;s18s19;;s7s21;s4d5;d12;s8s24;s12s20;s15s19;d15;s17s18;s9s22;s10;s11;s1;s2;s3;s4;s5;s13;s13;s14;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s25;s26;s27;/rC:.868,1.5137,0;0,1.0058,0;.868,-.4979,0;.0081,-4.7527,0;-1.7269,-4.7551,0;1.736,-.0013,0;-.8615,-3.2512,0;1.736,1.0058,0;;.0067,-3.7475,0;-1.7283,-3.7499,0;2.6938,-.3126,0;6.1938,2.6113,0;5.5246,1.8682,0;5.8336,.9171,0;6.3238,-2.2761,0;5.9481,-3.2084,0;4.3388,-2.56,0;5.7051,-1.4904,0;4.7145,-1.6276,0;-1.8639,-1.5026,0;-.8639,-1.5012,0;-.8587,-5.2616,0;3.2858,.5022,0;2.6938,1.3168,0;3.0028,-1.2637,0;5.1644,.174,0;6.8117,.7091,0;4.9537,-3.3551,0;-.8653,-.5012,0;.8713,-3.245,0;-2.5943,-3.2499,0;.868,2.0137,0;-.4337,1.2545,0;.8677,-.9979,0;.4422,-5.0008,0;-2.1603,-5.0045,0;6.0393,3.0868,0;6.6828,2.5073,0;5.0355,1.9722,0;6.6573,-1.9035,0;6.7483,-2.5402,0;6.4374,-3.311,0;5.933,-3.7082,0;4.0031,-2.9305,0;3.9151,-2.2945,0;6.1461,-1.2548,0;4.7325,-1.1279,0;-1.8632,-2.0026,0;-1.8646,-1.0026,0;-2.3639,-1.5033,0;-.3639,-1.5005,0;2.8483,1.7923,0;2.6682,-1.6352,0;4.6753,.278,0;

Duplicates CHEMBL5189827

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189827.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189827.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189827.sdf

Formula	C₂₂H₂₃Cl₂N₅O₃
MW	476.36
InChIKey	WXBJBEZSKZQYJD-ZFAKBIADNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.45
logP	4.7402
PSA	101.16
MR	124.148
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-19.19903
PM7_Total_Energy_ev	-5361.19313
PM7_Electronic_Energy_ev	-48193.99034
PM7_Dipole_Debye	4.60058
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.932
PM7_LUMO_Energy_ev	-1.065
PM7_COSMO_Area_square_ang	435.27
PM7_COSMO_Volue_cubic_ang	540.58
PM7_Electron_Affinity_ev	1.065
PM7_Ionization_Energy_ev	7.932
PM7_Energy_Gap_ev	6.867
PM7_Global_Hardness_ev	3.4335
PM7_Global_Softness_ev	0.291247997670016
PM7_Chemical_Potential_ev	-4.4985
PM7_Electronigativity_ev	4.4985
PM7_Back_Donation_Energy_ev	-0.858375
PM7_Electrophilicity_ev	2.946920380078637
OPENEYE_Name	~{N}-[(3~{S},4~{S})-3-[[5-[(1~{R})-1-(3,5-dichloro-4-pyridyl)ethoxy]-1~{H}-indazol-3-yl]amino]tetrahydropyran-4-yl]prop-2-enamide
SMILES	c1cc(cc2c1[nH]nc2NC3COCCC3NC(=O)C=C)OC(c4c(cncc4Cl)Cl)C
Canonical_SMILES	C=CC(=O)N[C@H]1CCOC[C@H]1Nc1n[nH]c2c1cc(O[C@@H](c1c(Cl)cncc1Cl)C)cc2
InChI	1/C22H23Cl2N5O3/c1-3-20(30)26-18-6-7-31-11-19(18)27-22-14-8-13(4-5-17(14)28-29-22)32-12(2)21-15(23)9-25-10-16(21)24/h3-5,8-10,12,18-19H,1,6-7,11H2,2H3,(H,26,30)(H2,27,28,29)/f/h26-28H
InChI_3D	1S/C22H23Cl2N5O3/c1-3-20(30)26-18-6-7-31-11-19(18)27-22-14-8-13(4-5-17(14)28-29-22)32-12(2)21-15(23)9-25-10-16(21)24/h3-5,8-10,12,18-19H,1,6-7,11H2,2H3,(H,26,30)(H2,27,28,29)/t12-,18+,19-/m1/s1
AuxInfo	1/1/N:13,21,14,2,1,16,17,3,4,5,18,22,9,6,10,11,8,19,20,15,7,12,31,32,23,27,26,25,24,28,29,30/E:(9,10)(15,16)(23,24)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOClClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;;s1d6;s2d3;d4s7;s5d7;s6;;d13;s14;;s16;;s16;s18s19;;s7s21;s4d5;d12;s8s24;s12s20;s15s19;d15;s17s18;s9s22;s10;s11;s1;s2;s3;s4;s5;s13;s13;s14;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s25;s26;s27;/rC:.868,1.5137,0;0,1.0058,0;.868,-.4979,0;.0081,-4.7527,0;-1.7269,-4.7551,0;1.736,-.0013,0;-.8615,-3.2512,0;1.736,1.0058,0;;.0067,-3.7475,0;-1.7283,-3.7499,0;2.6938,-.3126,0;6.1938,2.6113,0;5.5246,1.8682,0;5.8336,.9171,0;6.3238,-2.2761,0;5.9481,-3.2084,0;4.3388,-2.56,0;5.7051,-1.4904,0;4.7145,-1.6276,0;-1.8639,-1.5026,0;-.8639,-1.5012,0;-.8587,-5.2616,0;3.2858,.5022,0;2.6938,1.3168,0;3.0028,-1.2637,0;5.1644,.174,0;6.8117,.7091,0;4.9537,-3.3551,0;-.8653,-.5012,0;.8713,-3.245,0;-2.5943,-3.2499,0;.868,2.0137,0;-.4337,1.2545,0;.8677,-.9979,0;.4422,-5.0008,0;-2.1603,-5.0045,0;6.0393,3.0868,0;6.6828,2.5073,0;5.0355,1.9722,0;6.6573,-1.9035,0;6.7483,-2.5402,0;6.4374,-3.311,0;5.933,-3.7082,0;4.0031,-2.9305,0;3.9151,-2.2945,0;6.1461,-1.2548,0;4.7325,-1.1279,0;-1.8632,-2.0026,0;-1.8646,-1.0026,0;-2.3639,-1.5033,0;-.3639,-1.5005,0;2.8483,1.7923,0;2.6682,-1.6352,0;4.6753,.278,0;
Duplicates	CHEMBL5189827
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189827.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189827.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189827.sdf