CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193702_p0 (2536228)

Formula C₂₅H₃₃ClN₆O₅

MW 533.03

InChIKey MXXJXRACSRJBKS-LKHHGCNMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 11

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.82

logP 2.7019

PSA 110.31

MR 141.116

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -91.16416

PM7_Total_Energy_ev -6374.00081

PM7_Electronic_Energy_ev -62813.80202

PM7_Dipole_Debye 8.25693

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.411

PM7_LUMO_Energy_ev -0.757

PM7_COSMO_Area_square_ang 515.07

PM7_COSMO_Volue_cubic_ang 625.66

PM7_Electron_Affinity_ev 0.757

PM7_Ionization_Energy_ev 8.411

PM7_Energy_Gap_ev 7.654

PM7_Global_Hardness_ev 3.827

PM7_Global_Softness_ev 0.26130128037627387

PM7_Chemical_Potential_ev -4.584

PM7_Electronigativity_ev 4.584

PM7_Back_Donation_Energy_ev -0.95675

PM7_Electrophilicity_ev 2.745369218709172

OPENEYE_Name ~{N}-[5-[[4-[[(3~{R},3~{a}~{R},6~{R},6~{a}~{R})-3-methoxy-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-6-yl]oxy]-5-chloro-pyrimidin-2-yl]amino]-2-[2-(dimethylamino)ethyl-methyl-amino]phenyl]prop-2-enamide

SMILES c1cc(c(cc1Nc2ncc(c(n2)OC3COC4C3OCC4OC)Cl)NC(=O)C=C)N(C)CCN(C)C

Canonical_SMILES CO[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1nc(ncc1Cl)Nc1ccc(c(c1)NC(=O)C=C)N(CCN(C)C)C

InChI 1/C25H33ClN6O5/c1-6-21(33)29-17-11-15(7-8-18(17)32(4)10-9-31(2)3)28-25-27-12-16(26)24(30-25)37-20-14-36-22-19(34-5)13-35-23(20)22/h6-8,11-12,19-20,22-23H,1,9-10,13-14H2,2-5H3,(H,29,33)(H,27,28,30)/f/h28-29H

InChI_3D 1S/C25H33ClN6O5/c1-6-21(33)29-17-11-15(7-8-18(17)32(4)10-9-31(2)3)28-25-27-12-16(26)24(30-25)37-20-14-36-22-19(34-5)13-35-23(20)22/h6-8,11-12,19-20,22-23H,1,9-10,13-14H2,2-5H3,(H,29,33)(H,27,28,30)/t19-,20-,22-,23-/m1/s1

AuxInfo 1/1/N:11,21,22,20,23,12,1,2,25,24,3,4,15,14,5,8,7,6,19,18,13,17,16,9,10,37,26,28,29,27,31,30,32,36,34,33,35/E:(2,3)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;s2;s3d6;d4;s8;;;d11;s12;;;;s16;s14s16;s15s17;;;;;;s24;s4d10;d9s10;s5s10;s7s13;s6s20s24;s21s22s25;d13;s14s17;s15s16;s9s18;s19s23;s8;s1;s2;s3;s4;s11;s11;s12;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s28;s29;/rC:1.7413,3.0064,0;1.7398,4.0064,0;3.4764,3.0039,0;0,1.0051,0;2.6052,2.5026,0;2.6111,4.5077,0;3.4838,4.0091,0;;.8674,-.4976,0;1.7348,1.0051,0;6.7298,2.8794,0;5.8645,3.3806,0;5.8659,4.3806,0;1.7918,-3.1863,0;4.8787,-3.1828,0;3.3394,-2.6835,0;3.3399,-3.6836,0;2.3829,-2.3726,0;4.2912,-3.9922,0;1.7416,6.7564,0;5.2027,8.7617,0;6.071,7.263,0;6.6735,-5.3661,0;3.4737,6.759,0;4.339,7.2604,0;.8674,1.5126,0;1.7348,0,0;2.6023,1.5026,0;5.0006,4.8819,0;2.6084,6.2577,0;5.2042,7.7617,0;6.7326,4.8794,0;2.3829,-3.9997,0;4.2904,-2.3741,0;.8674,-1.4976,0;5.8072,-4.8665,0;-.8653,-.5012,0;1.3079,2.757,0;1.3068,4.2564,0;3.9083,2.752,0;-.4337,1.2538,0;6.729,2.3794,0;7.1631,3.1288,0;5.4311,3.1313,0;1.4203,-3.5209,0;1.4202,-2.8517,0;5.25,-2.8481,0;5.2504,-3.5172,0;3.3393,-2.1835,0;3.3412,-4.1836,0;2.5863,-1.9158,0;4.0881,-4.4491,0;1.4923,6.323,0;1.991,7.1898,0;1.3083,7.0058,0;4.7027,8.7609,0;5.7027,8.7624,0;5.202,9.2617,0;6.3204,7.6964,0;5.8217,6.8296,0;6.5044,7.0136,0;6.9232,-4.9329,0;6.4237,-5.7992,0;7.1066,-5.6158,0;3.7243,6.3264,0;3.223,7.1917,0;4.0883,7.693,0;4.5896,6.8277,0;3.0346,1.2513,0;5.0013,5.3819,0;

Duplicates CHEMBL5193702_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193702_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193702_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193702_p0.sdf

Formula	C₂₅H₃₃ClN₆O₅
MW	533.03
InChIKey	MXXJXRACSRJBKS-LKHHGCNMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	11
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.82
logP	2.7019
PSA	110.31
MR	141.116
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-91.16416
PM7_Total_Energy_ev	-6374.00081
PM7_Electronic_Energy_ev	-62813.80202
PM7_Dipole_Debye	8.25693
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.411
PM7_LUMO_Energy_ev	-0.757
PM7_COSMO_Area_square_ang	515.07
PM7_COSMO_Volue_cubic_ang	625.66
PM7_Electron_Affinity_ev	0.757
PM7_Ionization_Energy_ev	8.411
PM7_Energy_Gap_ev	7.654
PM7_Global_Hardness_ev	3.827
PM7_Global_Softness_ev	0.26130128037627387
PM7_Chemical_Potential_ev	-4.584
PM7_Electronigativity_ev	4.584
PM7_Back_Donation_Energy_ev	-0.95675
PM7_Electrophilicity_ev	2.745369218709172
OPENEYE_Name	~{N}-[5-[[4-[[(3~{R},3~{a}~{R},6~{R},6~{a}~{R})-3-methoxy-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-6-yl]oxy]-5-chloro-pyrimidin-2-yl]amino]-2-[2-(dimethylamino)ethyl-methyl-amino]phenyl]prop-2-enamide
SMILES	c1cc(c(cc1Nc2ncc(c(n2)OC3COC4C3OCC4OC)Cl)NC(=O)C=C)N(C)CCN(C)C
Canonical_SMILES	CO[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1nc(ncc1Cl)Nc1ccc(c(c1)NC(=O)C=C)N(CCN(C)C)C
InChI	1/C25H33ClN6O5/c1-6-21(33)29-17-11-15(7-8-18(17)32(4)10-9-31(2)3)28-25-27-12-16(26)24(30-25)37-20-14-36-22-19(34-5)13-35-23(20)22/h6-8,11-12,19-20,22-23H,1,9-10,13-14H2,2-5H3,(H,29,33)(H,27,28,30)/f/h28-29H
InChI_3D	1S/C25H33ClN6O5/c1-6-21(33)29-17-11-15(7-8-18(17)32(4)10-9-31(2)3)28-25-27-12-16(26)24(30-25)37-20-14-36-22-19(34-5)13-35-23(20)22/h6-8,11-12,19-20,22-23H,1,9-10,13-14H2,2-5H3,(H,29,33)(H,27,28,30)/t19-,20-,22-,23-/m1/s1
AuxInfo	1/1/N:11,21,22,20,23,12,1,2,25,24,3,4,15,14,5,8,7,6,19,18,13,17,16,9,10,37,26,28,29,27,31,30,32,36,34,33,35/E:(2,3)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;s2;s3d6;d4;s8;;;d11;s12;;;;s16;s14s16;s15s17;;;;;;s24;s4d10;d9s10;s5s10;s7s13;s6s20s24;s21s22s25;d13;s14s17;s15s16;s9s18;s19s23;s8;s1;s2;s3;s4;s11;s11;s12;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s28;s29;/rC:1.7413,3.0064,0;1.7398,4.0064,0;3.4764,3.0039,0;0,1.0051,0;2.6052,2.5026,0;2.6111,4.5077,0;3.4838,4.0091,0;;.8674,-.4976,0;1.7348,1.0051,0;6.7298,2.8794,0;5.8645,3.3806,0;5.8659,4.3806,0;1.7918,-3.1863,0;4.8787,-3.1828,0;3.3394,-2.6835,0;3.3399,-3.6836,0;2.3829,-2.3726,0;4.2912,-3.9922,0;1.7416,6.7564,0;5.2027,8.7617,0;6.071,7.263,0;6.6735,-5.3661,0;3.4737,6.759,0;4.339,7.2604,0;.8674,1.5126,0;1.7348,0,0;2.6023,1.5026,0;5.0006,4.8819,0;2.6084,6.2577,0;5.2042,7.7617,0;6.7326,4.8794,0;2.3829,-3.9997,0;4.2904,-2.3741,0;.8674,-1.4976,0;5.8072,-4.8665,0;-.8653,-.5012,0;1.3079,2.757,0;1.3068,4.2564,0;3.9083,2.752,0;-.4337,1.2538,0;6.729,2.3794,0;7.1631,3.1288,0;5.4311,3.1313,0;1.4203,-3.5209,0;1.4202,-2.8517,0;5.25,-2.8481,0;5.2504,-3.5172,0;3.3393,-2.1835,0;3.3412,-4.1836,0;2.5863,-1.9158,0;4.0881,-4.4491,0;1.4923,6.323,0;1.991,7.1898,0;1.3083,7.0058,0;4.7027,8.7609,0;5.7027,8.7624,0;5.202,9.2617,0;6.3204,7.6964,0;5.8217,6.8296,0;6.5044,7.0136,0;6.9232,-4.9329,0;6.4237,-5.7992,0;7.1066,-5.6158,0;3.7243,6.3264,0;3.223,7.1917,0;4.0883,7.693,0;4.5896,6.8277,0;3.0346,1.2513,0;5.0013,5.3819,0;
Duplicates	CHEMBL5193702_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193702_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193702_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193702_p0.sdf