CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199623 (2542604)

Formula C₂₇H₂₇Cl₂FN₆O₃

MW 573.45

InChIKey ZWSVSRSYWXWBNR-JFCGNQDTNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 12

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 9

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 4.76

logP 6.6405

PSA 104.4

MR 152.748

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -16.78809

PM7_Total_Energy_ev -6679.78428

PM7_Electronic_Energy_ev -62960.22197

PM7_Dipole_Debye 2.47709

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.383

PM7_LUMO_Energy_ev -1.044

PM7_COSMO_Area_square_ang 530.64

PM7_COSMO_Volue_cubic_ang 649.78

PM7_Electron_Affinity_ev 1.044

PM7_Ionization_Energy_ev 7.383

PM7_Energy_Gap_ev 6.339

PM7_Global_Hardness_ev 3.1695

PM7_Global_Softness_ev 0.3155071777882947

PM7_Chemical_Potential_ev -4.2135

PM7_Electronigativity_ev 4.2135

PM7_Back_Donation_Energy_ev -0.792375

PM7_Electrophilicity_ev 2.8006913156649316

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

SMILES c1cc(cc2c1[nH]nc2Nc3c(cc(cc3F)N(C)CCOC)NC(=O)C=C)OC(c4c(cncc4Cl)Cl)C

Canonical_SMILES COCCN(c1cc(F)c(c(c1)NC(=O)C=C)Nc1n[nH]c2c1cc(cc2)O[C@@H](c1c(Cl)cncc1Cl)C)C

InChI 1/C27H27Cl2FN6O3/c1-5-24(37)32-23-11-16(36(3)8-9-38-4)10-21(30)26(23)33-27-18-12-17(6-7-22(18)34-35-27)39-15(2)25-19(28)13-31-14-20(25)29/h5-7,10-15H,1,8-9H2,2-4H3,(H,32,37)(H2,33,34,35)/f/h32-34H

InChI_3D 1S/C27H27Cl2FN6O3/c1-5-24(37)32-23-11-16(36(3)8-9-38-4)10-21(30)26(23)33-27-18-12-17(6-7-22(18)34-35-27)39-15(2)25-19(28)13-31-14-20(25)29/h5-7,10-15H,1,8-9H2,2-4H3,(H,32,37)(H2,33,34,35)/t15-/m1/s1

AuxInfo 1/1/N:19,22,23,24,20,2,1,25,26,5,4,3,6,7,27,11,14,8,16,17,15,10,12,21,9,13,18,38,39,37,28,32,31,30,29,33,34,36,35/E:(13,14)(19,20)(28,29)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s3;;s1d8;d4s5;s4;d12;s2d3;d5s13;d6s9;s7d9;s8;;d19;s20;;;;;s25;s9s22;s6d7;d18;s10s29;s13s18;s12s21;s11s23s25;d21;s14s27;s24s26;s15;s16;s17;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s30;s31;s32;/rC:.868,1.5137,0;0,1.0058,0;.868,-.4979,0;5.2668,-2.6366,0;5.6326,-.9404,0;-4.1063,-2.3889,0;-2.6026,-3.2543,0;1.736,-.0013,0;-2.6049,-1.5192,0;1.736,1.0058,0;5.9403,-1.8974,0;4.2887,-2.4286,0;3.9809,-1.4716,0;;4.6513,-.7227,0;-3.605,-1.5177,0;-2.1012,-2.3831,0;2.6938,-.3126,0;3.0605,-6.3724,0;2.7529,-5.4209,0;3.4232,-4.6788,0;-2.5988,.4964,0;7.59,-1.3695,0;9.432,-3.4049,0;7.2223,-3.0621,0;7.5271,-4.0145,0;-1.732,-.0024,0;-3.6077,-3.2617,0;3.2858,.5022,0;2.6938,1.3168,0;3.0028,-1.2637,0;3.1157,-3.7272,0;6.9176,-2.1096,0;4.401,-4.8882,0;-.8653,-.5012,0;8.4795,-3.7097,0;4.3451,.2293,0;-4.1049,-.6516,0;-1.1012,-2.3802,0;.868,2.0137,0;-.4337,1.2545,0;.8677,-.9979,0;5.4199,-3.1126,0;5.9694,-.5709,0;-4.6063,-2.3882,0;-2.3507,-3.6862,0;2.7253,-6.7435,0;3.5494,-6.4771,0;2.264,-5.3162,0;-2.3494,.9297,0;-2.8482,.063,0;-3.0321,.7458,0;7.2199,-1.0333,0;7.9601,-1.7057,0;7.9262,-.9994,0;9.2796,-2.9287,0;9.5844,-3.8811,0;9.9082,-3.2525,0;6.7461,-3.2144,0;7.6986,-2.9097,0;7.6795,-4.4907,0;7.0509,-4.1669,0;-1.4827,.4309,0;2.8483,1.7923,0;2.6682,-1.6352,0;2.6268,-3.6225,0;

Duplicates CHEMBL5199623

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199623.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199623.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199623.sdf

Formula	C₂₇H₂₇Cl₂FN₆O₃
MW	573.45
InChIKey	ZWSVSRSYWXWBNR-JFCGNQDTNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	12
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	9
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	4.76
logP	6.6405
PSA	104.4
MR	152.748
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-16.78809
PM7_Total_Energy_ev	-6679.78428
PM7_Electronic_Energy_ev	-62960.22197
PM7_Dipole_Debye	2.47709
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.383
PM7_LUMO_Energy_ev	-1.044
PM7_COSMO_Area_square_ang	530.64
PM7_COSMO_Volue_cubic_ang	649.78
PM7_Electron_Affinity_ev	1.044
PM7_Ionization_Energy_ev	7.383
PM7_Energy_Gap_ev	6.339
PM7_Global_Hardness_ev	3.1695
PM7_Global_Softness_ev	0.3155071777882947
PM7_Chemical_Potential_ev	-4.2135
PM7_Electronigativity_ev	4.2135
PM7_Back_Donation_Energy_ev	-0.792375
PM7_Electrophilicity_ev	2.8006913156649316
OPENEYE_Name	~{N}-[2-[[5-[(1~{R})-1-(3,5-dichloro-4-pyridyl)ethoxy]-1~{H}-indazol-3-yl]amino]-3-fluoro-5-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide
SMILES	c1cc(cc2c1[nH]nc2Nc3c(cc(cc3F)N(C)CCOC)NC(=O)C=C)OC(c4c(cncc4Cl)Cl)C
Canonical_SMILES	COCCN(c1cc(F)c(c(c1)NC(=O)C=C)Nc1n[nH]c2c1cc(cc2)O[C@@H](c1c(Cl)cncc1Cl)C)C
InChI	1/C27H27Cl2FN6O3/c1-5-24(37)32-23-11-16(36(3)8-9-38-4)10-21(30)26(23)33-27-18-12-17(6-7-22(18)34-35-27)39-15(2)25-19(28)13-31-14-20(25)29/h5-7,10-15H,1,8-9H2,2-4H3,(H,32,37)(H2,33,34,35)/f/h32-34H
InChI_3D	1S/C27H27Cl2FN6O3/c1-5-24(37)32-23-11-16(36(3)8-9-38-4)10-21(30)26(23)33-27-18-12-17(6-7-22(18)34-35-27)39-15(2)25-19(28)13-31-14-20(25)29/h5-7,10-15H,1,8-9H2,2-4H3,(H,32,37)(H2,33,34,35)/t15-/m1/s1
AuxInfo	1/1/N:19,22,23,24,20,2,1,25,26,5,4,3,6,7,27,11,14,8,16,17,15,10,12,21,9,13,18,38,39,37,28,32,31,30,29,33,34,36,35/E:(13,14)(19,20)(28,29)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s3;;s1d8;d4s5;s4;d12;s2d3;d5s13;d6s9;s7d9;s8;;d19;s20;;;;;s25;s9s22;s6d7;d18;s10s29;s13s18;s12s21;s11s23s25;d21;s14s27;s24s26;s15;s16;s17;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s30;s31;s32;/rC:.868,1.5137,0;0,1.0058,0;.868,-.4979,0;5.2668,-2.6366,0;5.6326,-.9404,0;-4.1063,-2.3889,0;-2.6026,-3.2543,0;1.736,-.0013,0;-2.6049,-1.5192,0;1.736,1.0058,0;5.9403,-1.8974,0;4.2887,-2.4286,0;3.9809,-1.4716,0;;4.6513,-.7227,0;-3.605,-1.5177,0;-2.1012,-2.3831,0;2.6938,-.3126,0;3.0605,-6.3724,0;2.7529,-5.4209,0;3.4232,-4.6788,0;-2.5988,.4964,0;7.59,-1.3695,0;9.432,-3.4049,0;7.2223,-3.0621,0;7.5271,-4.0145,0;-1.732,-.0024,0;-3.6077,-3.2617,0;3.2858,.5022,0;2.6938,1.3168,0;3.0028,-1.2637,0;3.1157,-3.7272,0;6.9176,-2.1096,0;4.401,-4.8882,0;-.8653,-.5012,0;8.4795,-3.7097,0;4.3451,.2293,0;-4.1049,-.6516,0;-1.1012,-2.3802,0;.868,2.0137,0;-.4337,1.2545,0;.8677,-.9979,0;5.4199,-3.1126,0;5.9694,-.5709,0;-4.6063,-2.3882,0;-2.3507,-3.6862,0;2.7253,-6.7435,0;3.5494,-6.4771,0;2.264,-5.3162,0;-2.3494,.9297,0;-2.8482,.063,0;-3.0321,.7458,0;7.2199,-1.0333,0;7.9601,-1.7057,0;7.9262,-.9994,0;9.2796,-2.9287,0;9.5844,-3.8811,0;9.9082,-3.2525,0;6.7461,-3.2144,0;7.6986,-2.9097,0;7.6795,-4.4907,0;7.0509,-4.1669,0;-1.4827,.4309,0;2.8483,1.7923,0;2.6682,-1.6352,0;2.6268,-3.6225,0;
Duplicates	CHEMBL5199623
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199623.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199623.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199623.sdf