CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191787_p0 (2534120)

Formula C₂₂H₂₀BrNO₅

MW 458.31

InChIKey VXFQZNUILCEFAO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 53

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.61

logP 4.7038

PSA 76.05

MR 119.845

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -113.12066

PM7_Total_Energy_ev -4855.74742

PM7_Electronic_Energy_ev -40314.52912

PM7_Dipole_Debye 5.40463

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.476

PM7_LUMO_Energy_ev -1.212

PM7_COSMO_Area_square_ang 388.71

PM7_COSMO_Volue_cubic_ang 462.81

PM7_Electron_Affinity_ev 1.212

PM7_Ionization_Energy_ev 8.476

PM7_Energy_Gap_ev 7.264

PM7_Global_Hardness_ev 3.632

PM7_Global_Softness_ev 0.2753303964757709

PM7_Chemical_Potential_ev -4.844

PM7_Electronigativity_ev 4.844

PM7_Back_Donation_Energy_ev -0.908

PM7_Electrophilicity_ev 3.2302224669603525

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

SMILES c1cc(cc2c1c3c(c4c(c(ccc4o3)O)CN5CCC(CC5)Br)c(=O)o2)OC

Canonical_SMILES COc1ccc2c(c1)oc(=O)c1c2oc2c1c(CN1CCC(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

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

AuxInfo 1/0/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)/rA:49nCCCCCCCCCCCCCCCCCCCCCCNOOOOOBrHHHHHHHHHHHHHHHHHHHH/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;/rC:3.4961,7.0306,0;.0039,6.0351,0;4.3601,7.5373,0;-.8751,5.5315,0;5.2396,6.0326,0;.8734,4.5134,0;3.5006,6.0306,0;2.6245,4.5133,0;0,4.0104,0;.8779,5.5267,0;4.372,5.529,0;5.2372,7.0379,0;-.8747,4.5141,0;2.6277,5.5267,0;3.499,4.0059,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;6.9692,7.0452,0;0,3.0104,0;0,2.0104,0;3.4969,3.0059,0;1.7469,6.0408,0;4.3775,4.5106,0;-1.7404,4.0135,0;6.1011,7.5416,0;.642,-.7667,0;3.0617,7.2782,0;.0055,6.5351,0;4.3569,8.0373,0;-1.3077,5.7822,0;5.6732,5.7837,0;-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;6.721,6.6111,0;7.2174,7.4792,0;7.4033,6.797,0;.5,3.0104,0;-.5,3.0104,0;-1.74,3.5135,0;

Duplicates CHEMBL5191787_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p0.sdf

Formula	C₂₂H₂₀BrNO₅
MW	458.31
InChIKey	VXFQZNUILCEFAO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	53
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.61
logP	4.7038
PSA	76.05
MR	119.845
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-113.12066
PM7_Total_Energy_ev	-4855.74742
PM7_Electronic_Energy_ev	-40314.52912
PM7_Dipole_Debye	5.40463
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.476
PM7_LUMO_Energy_ev	-1.212
PM7_COSMO_Area_square_ang	388.71
PM7_COSMO_Volue_cubic_ang	462.81
PM7_Electron_Affinity_ev	1.212
PM7_Ionization_Energy_ev	8.476
PM7_Energy_Gap_ev	7.264
PM7_Global_Hardness_ev	3.632
PM7_Global_Softness_ev	0.2753303964757709
PM7_Chemical_Potential_ev	-4.844
PM7_Electronigativity_ev	4.844
PM7_Back_Donation_Energy_ev	-0.908
PM7_Electrophilicity_ev	3.2302224669603525
OPENEYE_Name	7-[(4-bromo-1-piperidyl)methyl]-8-hydroxy-3-methoxy-benzofuro[3,2-c]chromen-6-one
SMILES	c1cc(cc2c1c3c(c4c(c(ccc4o3)O)CN5CCC(CC5)Br)c(=O)o2)OC
Canonical_SMILES	COc1ccc2c(c1)oc(=O)c1c2oc2c1c(CN1CCC(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
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
AuxInfo	1/0/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)/rA:49nCCCCCCCCCCCCCCCCCCCCCCNOOOOOBrHHHHHHHHHHHHHHHHHHHH/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;/rC:3.4961,7.0306,0;.0039,6.0351,0;4.3601,7.5373,0;-.8751,5.5315,0;5.2396,6.0326,0;.8734,4.5134,0;3.5006,6.0306,0;2.6245,4.5133,0;0,4.0104,0;.8779,5.5267,0;4.372,5.529,0;5.2372,7.0379,0;-.8747,4.5141,0;2.6277,5.5267,0;3.499,4.0059,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;6.9692,7.0452,0;0,3.0104,0;0,2.0104,0;3.4969,3.0059,0;1.7469,6.0408,0;4.3775,4.5106,0;-1.7404,4.0135,0;6.1011,7.5416,0;.642,-.7667,0;3.0617,7.2782,0;.0055,6.5351,0;4.3569,8.0373,0;-1.3077,5.7822,0;5.6732,5.7837,0;-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;6.721,6.6111,0;7.2174,7.4792,0;7.4033,6.797,0;.5,3.0104,0;-.5,3.0104,0;-1.74,3.5135,0;
Duplicates	CHEMBL5191787_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191787_p0.sdf