CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191787_p7 (2534121)

Formula C₂₂H₂₁BrNO₅

MW 459.32

InChIKey VXFQZNUILCEFAO-LEVDMJAWNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.61

logP 4.918

PSA 77.25

MR 120.808

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 6.74063

PM7_Total_Energy_ev -4863.73653

PM7_Electronic_Energy_ev -40924.18659

PM7_Dipole_Debye 2.19691

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.779

PM7_LUMO_Energy_ev -4.13

PM7_COSMO_Area_square_ang 388.18

PM7_COSMO_Volue_cubic_ang 462.22

PM7_Electron_Affinity_ev 4.13

PM7_Ionization_Energy_ev 11.779

PM7_Energy_Gap_ev 7.649

PM7_Global_Hardness_ev 3.8245

PM7_Global_Softness_ev 0.2614720878546215

PM7_Chemical_Potential_ev -7.9545

PM7_Electronigativity_ev 7.9545

PM7_Back_Donation_Energy_ev -0.956125

PM7_Electrophilicity_ev 8.272201627663748

OPENEYE_Name 7-[(4-bromopiperidin-1-ium-1-yl)methyl]-8-hydroxy-3-methoxy-benzofuro[3,2-c]chromen-6-one

SMILES c1cc(cc2c1c3c(c4c(c(ccc4o3)O)C[NH+]5CCC(CC5)Br)c(=O)o2)OC

Canonical_SMILES COc1ccc2c(c1)oc(=O)c1c2oc2c1c(C[N@@H+]1CC[C@@H](CC1)Br)c(cc2)O

InChI 1/C22H20BrNO5/c1-27-13-2-3-14-18(10-13)29-22(26)20-19-15(11-24-8-6-12(23)7-9-24)16(25)4-5-17(19)28-21(14)20/h2-5,10,12,25H,6-9,11H2,1H3/p+1/fC22H21BrNO5/h24H/q+1

InChI_3D 1S/C22H20BrNO5/c1-27-13-2-3-14-18(10-13)29-22(26)20-19-15(11-24-8-6-12(23)7-9-24)16(25)4-5-17(19)28-21(14)20/h2-5,10,12,25H,6-9,11H2,1H3/p+1

AuxInfo 1/1/N:21,3,1,4,2,16,17,18,19,5,22,20,12,7,9,13,10,11,6,8,14,15,29,23,27,24,28,25,26/E:(6,7)(8,9)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCN+OOOOOBrHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s6;s6;s2d6;s5d7;s3d5;s4d9;s7d8;s8;;;s16;s17;s16s17;;s9;s18s19s22;d15;s10s14;s11s15;s13;s12s21;s20;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s27;s23;/rC:-1.5272,9.2494,0;-3.5566,6.2381,0;-1.1928,10.1936,0;-3.9044,5.2866,0;.4492,9.6095,0;-1.9111,5.6345,0;-.8795,8.4875,0;-.5719,6.7626,0;-2.255,4.6871,0;-2.5606,6.4124,0;.1102,8.6653,0;-.2004,10.3768,0;-3.2486,4.5088,0;-1.2223,7.5397,0;.4238,6.9381,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;-.5116,12.0806,0;-1.1275,3.3488,0;0,2.0104,0;1.0665,6.1719,0;-2.2272,7.3654,0;.7705,7.89,0;-3.5881,3.5682,0;.1359,11.3186,0;.642,-.7667,0;-2.0189,9.1589,0;-3.8775,6.6215,0;-1.5174,10.5739,0;-4.3967,5.1996,0;.9412,9.6985,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;-.8927,11.7569,0;-.1306,12.4044,0;-.8354,12.4617,0;-.7451,3.6709,0;-1.5099,3.0266,0;-3.2656,3.186,0;.3221,2.3928,0;

Duplicates CHEMBL5191787_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p7.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p7.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p7.sdf

Formula	C₂₂H₂₁BrNO₅
MW	459.32
InChIKey	VXFQZNUILCEFAO-LEVDMJAWNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.61
logP	4.918
PSA	77.25
MR	120.808
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	6.74063
PM7_Total_Energy_ev	-4863.73653
PM7_Electronic_Energy_ev	-40924.18659
PM7_Dipole_Debye	2.19691
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.779
PM7_LUMO_Energy_ev	-4.13
PM7_COSMO_Area_square_ang	388.18
PM7_COSMO_Volue_cubic_ang	462.22
PM7_Electron_Affinity_ev	4.13
PM7_Ionization_Energy_ev	11.779
PM7_Energy_Gap_ev	7.649
PM7_Global_Hardness_ev	3.8245
PM7_Global_Softness_ev	0.2614720878546215
PM7_Chemical_Potential_ev	-7.9545
PM7_Electronigativity_ev	7.9545
PM7_Back_Donation_Energy_ev	-0.956125
PM7_Electrophilicity_ev	8.272201627663748
OPENEYE_Name	7-[(4-bromopiperidin-1-ium-1-yl)methyl]-8-hydroxy-3-methoxy-benzofuro[3,2-c]chromen-6-one
SMILES	c1cc(cc2c1c3c(c4c(c(ccc4o3)O)C[NH+]5CCC(CC5)Br)c(=O)o2)OC
Canonical_SMILES	COc1ccc2c(c1)oc(=O)c1c2oc2c1c(C[N@@H+]1CC[C@@H](CC1)Br)c(cc2)O
InChI	1/C22H20BrNO5/c1-27-13-2-3-14-18(10-13)29-22(26)20-19-15(11-24-8-6-12(23)7-9-24)16(25)4-5-17(19)28-21(14)20/h2-5,10,12,25H,6-9,11H2,1H3/p+1/fC22H21BrNO5/h24H/q+1
InChI_3D	1S/C22H20BrNO5/c1-27-13-2-3-14-18(10-13)29-22(26)20-19-15(11-24-8-6-12(23)7-9-24)16(25)4-5-17(19)28-21(14)20/h2-5,10,12,25H,6-9,11H2,1H3/p+1
AuxInfo	1/1/N:21,3,1,4,2,16,17,18,19,5,22,20,12,7,9,13,10,11,6,8,14,15,29,23,27,24,28,25,26/E:(6,7)(8,9)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCN+OOOOOBrHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s6;s6;s2d6;s5d7;s3d5;s4d9;s7d8;s8;;;s16;s17;s16s17;;s9;s18s19s22;d15;s10s14;s11s15;s13;s12s21;s20;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s27;s23;/rC:-1.5272,9.2494,0;-3.5566,6.2381,0;-1.1928,10.1936,0;-3.9044,5.2866,0;.4492,9.6095,0;-1.9111,5.6345,0;-.8795,8.4875,0;-.5719,6.7626,0;-2.255,4.6871,0;-2.5606,6.4124,0;.1102,8.6653,0;-.2004,10.3768,0;-3.2486,4.5088,0;-1.2223,7.5397,0;.4238,6.9381,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;-.5116,12.0806,0;-1.1275,3.3488,0;0,2.0104,0;1.0665,6.1719,0;-2.2272,7.3654,0;.7705,7.89,0;-3.5881,3.5682,0;.1359,11.3186,0;.642,-.7667,0;-2.0189,9.1589,0;-3.8775,6.6215,0;-1.5174,10.5739,0;-4.3967,5.1996,0;.9412,9.6985,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;-.8927,11.7569,0;-.1306,12.4044,0;-.8354,12.4617,0;-.7451,3.6709,0;-1.5099,3.0266,0;-3.2656,3.186,0;.3221,2.3928,0;
Duplicates	CHEMBL5191787_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p7.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p7.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p7.sdf