CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111204_t1 (12179)

Formula C₂₁H₂₂BrFN₂O₃

MW 449.32

InChIKey YYIZEIUINIGDDL-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 5

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.66

logP 4.1546

PSA 63.82

MR 112.876

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -103.87916

PM7_Total_Energy_ev -4821.72945

PM7_Electronic_Energy_ev -40411.23841

PM7_Dipole_Debye 4.90718

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.356

PM7_LUMO_Energy_ev -0.096

PM7_COSMO_Area_square_ang 377.15

PM7_COSMO_Volue_cubic_ang 471.99

PM7_Electron_Affinity_ev 0.096

PM7_Ionization_Energy_ev 8.356

PM7_Energy_Gap_ev 8.26

PM7_Global_Hardness_ev 4.13

PM7_Global_Softness_ev 0.24213075060532688

PM7_Chemical_Potential_ev -4.226

PM7_Electronigativity_ev 4.226

PM7_Back_Donation_Energy_ev -1.0325

PM7_Electrophilicity_ev 2.1621157384987892

OPENEYE_Name (8~{a}~{S},9~{R})-9-(3-bromo-4-fluoro-phenyl)-2-(2-ethoxyethyl)-1-hydroxy-6,7,8~{a},9-tetrahydro-5~{H}-pyrrolo[3,4-b]quinolin-8-one

SMILES c1cc(c(cc1C2c3c(cn(c3O)CCOCC)N=C4C2C(=O)CCC4)Br)F

Canonical_SMILES CCOCCn1cc2c(c1O)[C@@H](c1ccc(c(c1)Br)F)[C@H]1C(=N2)CCCC1=O

InChI 1/C21H22BrFN2O3/c1-2-28-9-8-25-11-16-20(21(25)27)18(12-6-7-14(23)13(22)10-12)19-15(24-16)4-3-5-17(19)26/h6-7,10-11,18-19,27H,2-5,8-9H2,1H3

InChI_3D 1S/C21H22BrFN2O3/c1-2-28-9-8-25-11-16-20(21(25)27)18(12-6-7-14(23)13(22)10-12)19-15(24-16)4-3-5-17(19)26/h6-7,10-11,18-19,27H,2-5,8-9H2,1H3/t18-,19-/m0/s1

AuxInfo 1/0/N:18,20,16,15,14,1,2,19,21,3,13,4,6,5,11,9,10,17,8,7,12,28,27,22,23,25,24,26/rA:50cCCCCCCCCCCCCCCCCCCCCCNNOOOFBrHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;s7;s8;s8;d7;d9;s10;s11;s14s15;s4s7s8;;;s18;s19;s9d11;s12s13s19;s12;d10;s20s21;s5;s6;s1;s2;s3;s8;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s24;/rC:.4878,1.6689,0;-.1605,2.4303,0;1.8121,2.7901,0;1.4724,1.844,0;.1791,3.3763,0;1.1672,3.561,0;3.4726,-.0003,0;1.7357,0,0;3.4722,-1.0081,0;.8679,.5078,0;1.7371,-1.0057,0;4.4313,.3108,0;4.4307,-1.3199,0;;.8679,-1.5035,0;0,-1.0057,0;2.6012,.5067,0;6.7721,-4.5053,0;6.7734,-.5053,0;6.7724,-3.5053,0;6.7731,-1.5053,0;2.6037,-1.5046,0;5.0234,-.5047,0;4.7406,1.2617,0;.8679,1.5078,0;6.7727,-2.5053,0;-.4692,4.1377,0;1.5051,4.5022,0;.3189,1.1983,0;-.6524,2.3406,0;2.3044,2.8776,0;2.1696,-.2484,0;4.585,-1.7955,0;-.4922,-.0878,0;-.1728,.4692,0;1.1888,-1.887,0;.5468,-1.8868,0;-.1701,-1.4759,0;-.4925,-.9193,0;2.9227,.8897,0;7.2721,-4.5054,0;6.2721,-4.5051,0;6.7719,-5.0053,0;6.7736,-.0053,0;7.2734,-.5054,0;6.2724,-3.5051,0;7.2724,-3.5054,0;7.2731,-1.5054,0;6.2731,-1.5051,0;4.4062,1.6334,0;

Duplicates CHEMBL111204_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111204_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111204_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111204_t1.sdf

Formula	C₂₁H₂₂BrFN₂O₃
MW	449.32
InChIKey	YYIZEIUINIGDDL-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	5
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.66
logP	4.1546
PSA	63.82
MR	112.876
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-103.87916
PM7_Total_Energy_ev	-4821.72945
PM7_Electronic_Energy_ev	-40411.23841
PM7_Dipole_Debye	4.90718
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.356
PM7_LUMO_Energy_ev	-0.096
PM7_COSMO_Area_square_ang	377.15
PM7_COSMO_Volue_cubic_ang	471.99
PM7_Electron_Affinity_ev	0.096
PM7_Ionization_Energy_ev	8.356
PM7_Energy_Gap_ev	8.26
PM7_Global_Hardness_ev	4.13
PM7_Global_Softness_ev	0.24213075060532688
PM7_Chemical_Potential_ev	-4.226
PM7_Electronigativity_ev	4.226
PM7_Back_Donation_Energy_ev	-1.0325
PM7_Electrophilicity_ev	2.1621157384987892
OPENEYE_Name	(8~{a}~{S},9~{R})-9-(3-bromo-4-fluoro-phenyl)-2-(2-ethoxyethyl)-1-hydroxy-6,7,8~{a},9-tetrahydro-5~{H}-pyrrolo[3,4-b]quinolin-8-one
SMILES	c1cc(c(cc1C2c3c(cn(c3O)CCOCC)N=C4C2C(=O)CCC4)Br)F
Canonical_SMILES	CCOCCn1cc2c(c1O)[C@@H](c1ccc(c(c1)Br)F)[C@H]1C(=N2)CCCC1=O
InChI	1/C21H22BrFN2O3/c1-2-28-9-8-25-11-16-20(21(25)27)18(12-6-7-14(23)13(22)10-12)19-15(24-16)4-3-5-17(19)26/h6-7,10-11,18-19,27H,2-5,8-9H2,1H3
InChI_3D	1S/C21H22BrFN2O3/c1-2-28-9-8-25-11-16-20(21(25)27)18(12-6-7-14(23)13(22)10-12)19-15(24-16)4-3-5-17(19)26/h6-7,10-11,18-19,27H,2-5,8-9H2,1H3/t18-,19-/m0/s1
AuxInfo	1/0/N:18,20,16,15,14,1,2,19,21,3,13,4,6,5,11,9,10,17,8,7,12,28,27,22,23,25,24,26/rA:50cCCCCCCCCCCCCCCCCCCCCCNNOOOFBrHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;s7;s8;s8;d7;d9;s10;s11;s14s15;s4s7s8;;;s18;s19;s9d11;s12s13s19;s12;d10;s20s21;s5;s6;s1;s2;s3;s8;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s24;/rC:.4878,1.6689,0;-.1605,2.4303,0;1.8121,2.7901,0;1.4724,1.844,0;.1791,3.3763,0;1.1672,3.561,0;3.4726,-.0003,0;1.7357,0,0;3.4722,-1.0081,0;.8679,.5078,0;1.7371,-1.0057,0;4.4313,.3108,0;4.4307,-1.3199,0;;.8679,-1.5035,0;0,-1.0057,0;2.6012,.5067,0;6.7721,-4.5053,0;6.7734,-.5053,0;6.7724,-3.5053,0;6.7731,-1.5053,0;2.6037,-1.5046,0;5.0234,-.5047,0;4.7406,1.2617,0;.8679,1.5078,0;6.7727,-2.5053,0;-.4692,4.1377,0;1.5051,4.5022,0;.3189,1.1983,0;-.6524,2.3406,0;2.3044,2.8776,0;2.1696,-.2484,0;4.585,-1.7955,0;-.4922,-.0878,0;-.1728,.4692,0;1.1888,-1.887,0;.5468,-1.8868,0;-.1701,-1.4759,0;-.4925,-.9193,0;2.9227,.8897,0;7.2721,-4.5054,0;6.2721,-4.5051,0;6.7719,-5.0053,0;6.7736,-.0053,0;7.2734,-.5054,0;6.2724,-3.5051,0;7.2724,-3.5054,0;7.2731,-1.5054,0;6.2731,-1.5051,0;4.4062,1.6334,0;
Duplicates	CHEMBL111204_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111204_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111204_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111204_t1.sdf