CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186023_s0 (2527840)

Formula C₂₀H₂₀BrNO₇

MW 466.28

InChIKey FWJKFORQRGEDKF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 0

HB_Acceptor 4

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.53

logP 1.5495

PSA 99.21

MR 107.801

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -230.99363

PM7_Total_Energy_ev -5201.52482

PM7_Electronic_Energy_ev -45030.54908

PM7_Dipole_Debye 2.37294

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.712

PM7_LUMO_Energy_ev -0.903

PM7_COSMO_Area_square_ang 377.85

PM7_COSMO_Volue_cubic_ang 480.44

PM7_Electron_Affinity_ev 0.903

PM7_Ionization_Energy_ev 9.712

PM7_Energy_Gap_ev 8.809

PM7_Global_Hardness_ev 4.4045

PM7_Global_Softness_ev 0.22704052673402203

PM7_Chemical_Potential_ev -5.3075

PM7_Electronigativity_ev 5.3075

PM7_Back_Donation_Energy_ev -1.101125

PM7_Electrophilicity_ev 3.197815444431831

OPENEYE_Name dimethyl 2-[(5~{R},6~{R})-4-[(4-bromophenyl)methyl]-3,8-dioxo-1-oxa-4-azaspiro[4.5]dec-9-en-6-yl]propanedioate

SMILES c1cc(ccc1CN2C(=O)COC23C=CC(=O)CC3C(C(=O)OC)C(=O)OC)Br

Canonical_SMILES COC(=O)C([C@H]1CC(=O)C=C[C@]21OCC(=O)N2Cc1ccc(cc1)Br)C(=O)OC

InChI 1/C20H20BrNO7/c1-27-18(25)17(19(26)28-2)15-9-14(23)7-8-20(15)22(16(24)11-29-20)10-12-3-5-13(21)6-4-12/h3-8,15,17H,9-11H2,1-2H3

InChI_3D 1S/C20H20BrNO7/c1-27-18(25)17(19(26)28-2)15-9-14(23)7-8-20(15)22(16(24)11-29-20)10-12-3-5-13(21)6-4-12/h3-8,15,17H,9-11H2,1-2H3/t15-,20-/m1/s1

AuxInfo 1/0/N:17,18,1,2,3,4,7,8,13,19,14,5,6,9,15,10,20,11,12,16,29,21,22,23,24,25,27,28,26/E:(1,2)(3,4)(5,6)(18,19)(25,26)(27,28)/rA:49cCCCCCCCCCCCCCCCCCCCCNOOOOOOOBrHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;;;;s9;s10;s13;s8s15;;;s5;s11s12s15;s10s16s19;d9;d10;d11;d12;s14s16;s11s17;s12s18;s6;s1;s2;s3;s4;s7;s8;s13;s13;s14;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;/rC:2.4556,-4.1757,0;.8028,-3.6479,0;2.1498,-5.1333,0;.497,-4.6055,0;1.7805,-3.4379,0;1.169,-5.353,0;.5073,-.869,0;1.5163,-.869,0;;3.575,-.5016,0;2.1996,2.7708,0;1.0421,3.5834,0;.5073,.8746,0;3.57,.5074,0;1.5163,.8746,0;2.0197,-.0049,0;3.5278,3.8825,0;1.6366,5.2103,0;2.0847,-2.4853,0;1.2146,2.5984,0;2.617,-.8182,0;-1,-.0014,0;4.3869,-1.0853,0;2.8414,2.004,0;.1029,3.9266,0;2.6088,.8144,0;2.5428,3.7101,0;1.809,4.2252,0;.8648,-6.3056,0;2.9439,-4.0685,0;.4669,-3.2776,0;2.4873,-5.5021,0;.0082,-4.7105,0;.2583,-1.3026,0;1.7655,-1.3025,0;.0377,1.0462,0;.5945,1.3669,0;3.6715,.997,0;4.0675,.4576,0;1.9866,1.0444,0;3.4416,4.375,0;3.614,3.39,0;4.0203,3.9687,0;2.1291,5.2965,0;1.1441,5.1241,0;1.5504,5.7028,0;1.6084,-2.3332,0;2.561,-2.6374,0;.7221,2.5122,0;

Duplicates CHEMBL5186023_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186023_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186023_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186023_s0.sdf

Formula	C₂₀H₂₀BrNO₇
MW	466.28
InChIKey	FWJKFORQRGEDKF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	0
HB_Acceptor	4
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.53
logP	1.5495
PSA	99.21
MR	107.801
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-230.99363
PM7_Total_Energy_ev	-5201.52482
PM7_Electronic_Energy_ev	-45030.54908
PM7_Dipole_Debye	2.37294
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.712
PM7_LUMO_Energy_ev	-0.903
PM7_COSMO_Area_square_ang	377.85
PM7_COSMO_Volue_cubic_ang	480.44
PM7_Electron_Affinity_ev	0.903
PM7_Ionization_Energy_ev	9.712
PM7_Energy_Gap_ev	8.809
PM7_Global_Hardness_ev	4.4045
PM7_Global_Softness_ev	0.22704052673402203
PM7_Chemical_Potential_ev	-5.3075
PM7_Electronigativity_ev	5.3075
PM7_Back_Donation_Energy_ev	-1.101125
PM7_Electrophilicity_ev	3.197815444431831
OPENEYE_Name	dimethyl 2-[(5~{R},6~{R})-4-[(4-bromophenyl)methyl]-3,8-dioxo-1-oxa-4-azaspiro[4.5]dec-9-en-6-yl]propanedioate
SMILES	c1cc(ccc1CN2C(=O)COC23C=CC(=O)CC3C(C(=O)OC)C(=O)OC)Br
Canonical_SMILES	COC(=O)C([C@H]1CC(=O)C=C[C@]21OCC(=O)N2Cc1ccc(cc1)Br)C(=O)OC
InChI	1/C20H20BrNO7/c1-27-18(25)17(19(26)28-2)15-9-14(23)7-8-20(15)22(16(24)11-29-20)10-12-3-5-13(21)6-4-12/h3-8,15,17H,9-11H2,1-2H3
InChI_3D	1S/C20H20BrNO7/c1-27-18(25)17(19(26)28-2)15-9-14(23)7-8-20(15)22(16(24)11-29-20)10-12-3-5-13(21)6-4-12/h3-8,15,17H,9-11H2,1-2H3/t15-,20-/m1/s1
AuxInfo	1/0/N:17,18,1,2,3,4,7,8,13,19,14,5,6,9,15,10,20,11,12,16,29,21,22,23,24,25,27,28,26/E:(1,2)(3,4)(5,6)(18,19)(25,26)(27,28)/rA:49cCCCCCCCCCCCCCCCCCCCCNOOOOOOOBrHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;;;;s9;s10;s13;s8s15;;;s5;s11s12s15;s10s16s19;d9;d10;d11;d12;s14s16;s11s17;s12s18;s6;s1;s2;s3;s4;s7;s8;s13;s13;s14;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;/rC:2.4556,-4.1757,0;.8028,-3.6479,0;2.1498,-5.1333,0;.497,-4.6055,0;1.7805,-3.4379,0;1.169,-5.353,0;.5073,-.869,0;1.5163,-.869,0;;3.575,-.5016,0;2.1996,2.7708,0;1.0421,3.5834,0;.5073,.8746,0;3.57,.5074,0;1.5163,.8746,0;2.0197,-.0049,0;3.5278,3.8825,0;1.6366,5.2103,0;2.0847,-2.4853,0;1.2146,2.5984,0;2.617,-.8182,0;-1,-.0014,0;4.3869,-1.0853,0;2.8414,2.004,0;.1029,3.9266,0;2.6088,.8144,0;2.5428,3.7101,0;1.809,4.2252,0;.8648,-6.3056,0;2.9439,-4.0685,0;.4669,-3.2776,0;2.4873,-5.5021,0;.0082,-4.7105,0;.2583,-1.3026,0;1.7655,-1.3025,0;.0377,1.0462,0;.5945,1.3669,0;3.6715,.997,0;4.0675,.4576,0;1.9866,1.0444,0;3.4416,4.375,0;3.614,3.39,0;4.0203,3.9687,0;2.1291,5.2965,0;1.1441,5.1241,0;1.5504,5.7028,0;1.6084,-2.3332,0;2.561,-2.6374,0;.7221,2.5122,0;
Duplicates	CHEMBL5186023_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186023_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186023_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186023_s0.sdf