CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111018 (11942)

Formula C₂₂H₂₂N₂O₄

MW 378.43

InChIKey SHFXXVQXMDMYSM-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.94

logP 4.0518

PSA 81.28

MR 105.096

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -94.15571

PM7_Total_Energy_ev -4552.24695

PM7_Electronic_Energy_ev -37611.99157

PM7_Dipole_Debye 5.24819

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.742

PM7_LUMO_Energy_ev -0.847

PM7_COSMO_Area_square_ang 375.3

PM7_COSMO_Volue_cubic_ang 444.97

PM7_Electron_Affinity_ev 0.847

PM7_Ionization_Energy_ev 8.742

PM7_Energy_Gap_ev 7.895

PM7_Global_Hardness_ev 3.9475

PM7_Global_Softness_ev 0.253324889170361

PM7_Chemical_Potential_ev -4.7945

PM7_Electronigativity_ev 4.7945

PM7_Back_Donation_Energy_ev -0.986875

PM7_Electrophilicity_ev 2.91161877770741

OPENEYE_Name (1-methyl-9~{H}-pyrido[3,4-b]indol-7-yl) (1~{S},4~{R})-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate

SMILES c1cc(cc2c1c3ccnc(c3[nH]2)C)OC(=O)C45CCC(C4(C)C)(C(=O)O5)C

Canonical_SMILES O=C([C@@]12CC[C@](C2(C)C)(C(=O)O1)C)Oc1ccc2c(c1)[nH]c1c2ccnc1C

InChI 1/C22H22N2O4/c1-12-17-15(7-10-23-12)14-6-5-13(11-16(14)24-17)27-19(26)22-9-8-21(4,18(25)28-22)20(22,2)3/h5-7,10-11,24H,8-9H2,1-4H3

InChI_3D 1S/C22H22N2O4/c1-12-17-15(7-10-23-12)14-6-5-13(11-16(14)24-17)27-19(26)22-9-8-21(4,18(25)28-22)20(22,2)3/h5-7,10-11,24H,8-9H2,1-4H3/t21-,22+/m0/s1

AuxInfo 1/0/N:19,21,22,20,2,1,3,14,15,5,4,11,10,6,7,8,9,12,13,18,16,17,23,24,25,26,28,27/E:(2,3)/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;s3s6;s4d6;d7;s2d4;s9;;;;s14;s12s14;s13s15;s16s17;s11;s16;s18;s18;s5d11;s8s9;d12;d13;s12s17;s10s13;s1;s2;s3;s4;s5;s14;s14;s15;s15;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s24;/rC:.9816,-.2059,0;;3.3258,-.2052,0;.3605,1.7075,0;4.3095,.0013,0;1.6513,.5386,0;2.6563,.5419,0;1.3429,1.4971,0;2.9705,1.497,0;-.3143,.9606,0;3.9487,1.7045,0;-4.621,.0917,0;-1.9615,.4251,0;-4.2559,1.8105,0;-3.2601,1.599,0;-4.9343,1.0413,0;-2.9397,.6328,0;-4.0401,.4256,0;4.2571,2.6558,0;-5.914,1.2419,0;-3.2842,-1.1527,0;-5.3704,-.7115,0;4.6201,.9615,0;2.1552,2.0893,0;-5.2883,-.6531,0;-1.6523,-.5259,0;-3.6252,-.1198,0;-1.2925,1.1683,0;1.1369,-.6812,0;-.3337,-.3724,0;3.1701,-.6803,0;.2068,2.1833,0;4.6438,-.3705,0;-4.6818,2.0725,0;-4.0703,2.2748,0;-3.2438,2.0988,0;-2.7653,1.6707,0;3.7814,2.81,0;4.7327,2.5016,0;4.4113,3.1314,0;-6.0143,.752,0;-5.8137,1.7317,0;-6.4038,1.3422,0;-2.8332,-.9367,0;-3.7351,-1.3687,0;-3.0682,-1.6037,0;-5.6953,-.3314,0;-5.7505,-1.0363,0;-5.0455,-1.0916,0;2.1548,2.5893,0;

Duplicates CHEMBL111018

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111018.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111018.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111018.sdf

Formula	C₂₂H₂₂N₂O₄
MW	378.43
InChIKey	SHFXXVQXMDMYSM-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.94
logP	4.0518
PSA	81.28
MR	105.096
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-94.15571
PM7_Total_Energy_ev	-4552.24695
PM7_Electronic_Energy_ev	-37611.99157
PM7_Dipole_Debye	5.24819
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.742
PM7_LUMO_Energy_ev	-0.847
PM7_COSMO_Area_square_ang	375.3
PM7_COSMO_Volue_cubic_ang	444.97
PM7_Electron_Affinity_ev	0.847
PM7_Ionization_Energy_ev	8.742
PM7_Energy_Gap_ev	7.895
PM7_Global_Hardness_ev	3.9475
PM7_Global_Softness_ev	0.253324889170361
PM7_Chemical_Potential_ev	-4.7945
PM7_Electronigativity_ev	4.7945
PM7_Back_Donation_Energy_ev	-0.986875
PM7_Electrophilicity_ev	2.91161877770741
OPENEYE_Name	(1-methyl-9~{H}-pyrido[3,4-b]indol-7-yl) (1~{S},4~{R})-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
SMILES	c1cc(cc2c1c3ccnc(c3[nH]2)C)OC(=O)C45CCC(C4(C)C)(C(=O)O5)C
Canonical_SMILES	O=C([C@@]12CC[C@](C2(C)C)(C(=O)O1)C)Oc1ccc2c(c1)[nH]c1c2ccnc1C
InChI	1/C22H22N2O4/c1-12-17-15(7-10-23-12)14-6-5-13(11-16(14)24-17)27-19(26)22-9-8-21(4,18(25)28-22)20(22,2)3/h5-7,10-11,24H,8-9H2,1-4H3
InChI_3D	1S/C22H22N2O4/c1-12-17-15(7-10-23-12)14-6-5-13(11-16(14)24-17)27-19(26)22-9-8-21(4,18(25)28-22)20(22,2)3/h5-7,10-11,24H,8-9H2,1-4H3/t21-,22+/m0/s1
AuxInfo	1/0/N:19,21,22,20,2,1,3,14,15,5,4,11,10,6,7,8,9,12,13,18,16,17,23,24,25,26,28,27/E:(2,3)/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;s3s6;s4d6;d7;s2d4;s9;;;;s14;s12s14;s13s15;s16s17;s11;s16;s18;s18;s5d11;s8s9;d12;d13;s12s17;s10s13;s1;s2;s3;s4;s5;s14;s14;s15;s15;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s24;/rC:.9816,-.2059,0;;3.3258,-.2052,0;.3605,1.7075,0;4.3095,.0013,0;1.6513,.5386,0;2.6563,.5419,0;1.3429,1.4971,0;2.9705,1.497,0;-.3143,.9606,0;3.9487,1.7045,0;-4.621,.0917,0;-1.9615,.4251,0;-4.2559,1.8105,0;-3.2601,1.599,0;-4.9343,1.0413,0;-2.9397,.6328,0;-4.0401,.4256,0;4.2571,2.6558,0;-5.914,1.2419,0;-3.2842,-1.1527,0;-5.3704,-.7115,0;4.6201,.9615,0;2.1552,2.0893,0;-5.2883,-.6531,0;-1.6523,-.5259,0;-3.6252,-.1198,0;-1.2925,1.1683,0;1.1369,-.6812,0;-.3337,-.3724,0;3.1701,-.6803,0;.2068,2.1833,0;4.6438,-.3705,0;-4.6818,2.0725,0;-4.0703,2.2748,0;-3.2438,2.0988,0;-2.7653,1.6707,0;3.7814,2.81,0;4.7327,2.5016,0;4.4113,3.1314,0;-6.0143,.752,0;-5.8137,1.7317,0;-6.4038,1.3422,0;-2.8332,-.9367,0;-3.7351,-1.3687,0;-3.0682,-1.6037,0;-5.6953,-.3314,0;-5.7505,-1.0363,0;-5.0455,-1.0916,0;2.1548,2.5893,0;
Duplicates	CHEMBL111018
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111018.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111018.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111018.sdf