CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187173 (2529070)

Formula C₂₄H₂₁BrN₂O₃

MW 465.35

InChIKey JIWRCJZFGVSSCR-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.31

logP 5.4804

PSA 70.59

MR 126.547

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -38.24141

PM7_Total_Energy_ev -4711.42243

PM7_Electronic_Energy_ev -41756.51721

PM7_Dipole_Debye 6.62825

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.365

PM7_LUMO_Energy_ev -0.617

PM7_COSMO_Area_square_ang 407.06

PM7_COSMO_Volue_cubic_ang 490.56

PM7_Electron_Affinity_ev 0.617

PM7_Ionization_Energy_ev 8.365

PM7_Energy_Gap_ev 7.748

PM7_Global_Hardness_ev 3.874

PM7_Global_Softness_ev 0.2581311306143521

PM7_Chemical_Potential_ev -4.491

PM7_Electronigativity_ev 4.491

PM7_Back_Donation_Energy_ev -0.9685

PM7_Electrophilicity_ev 2.6031338409912235

OPENEYE_Name (2~{S},3~{S},4~{R})-6-bromo-4-(4-hydroxy-3-methoxy-phenyl)-3-methyl-spiro[3,4-dihydro-1~{H}-quinoline-2,3'-indoline]-2'-one

SMILES c1ccc2c(c1)C3(C(=O)N2)C(C(c4cc(ccc4N3)Br)c5ccc(c(c5)OC)O)C

Canonical_SMILES COc1cc(ccc1O)[C@@H]1c2cc(Br)ccc2N[C@]2([C@H]1C)C(=O)Nc1c2cccc1

InChI 1/C24H21BrN2O3/c1-13-22(14-7-10-20(28)21(11-14)30-2)16-12-15(25)8-9-18(16)27-24(13)17-5-3-4-6-19(17)26-23(24)29/h3-13,22,27-28H,1-2H3,(H,26,29)/f/h26H

InChI_3D 1S/C24H21BrN2O3/c1-13-22(14-7-10-20(28)21(11-14)30-2)16-12-15(25)8-9-18(16)27-24(13)17-5-3-4-6-19(17)26-23(24)29/h3-13,22,27-28H,1-2H3,(H,26,29)/t13-,22+,24-/m0/s1

AuxInfo 1/1/N:23,24,1,2,3,5,4,8,6,7,9,10,21,11,18,13,12,15,14,16,17,20,19,22,30,25,26,28,27,29/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;d4;d6;;;s4d9;d3;s10;d5s12;s6d13;s7;s9d16;s8d10;;s11s13;s20;s12s19s21;s21;;s14s19;s15s22;d19;s16;s17s24;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s21;s23;s23;s23;s24;s24;s24;s25;s26;s28;/rC:4.3826,-4.1099,0;5.3731,-3.9722,0;3.7681,-3.321,0;;5.749,-3.0456,0;1.4346,-2.8501,0;-.8675,.4975,0;.4501,-2.675,0;.8675,1.5027,0;.7533,-.9697,0;.8675,.4975,0;4.1441,-2.3944,0;1.7379,-1.1448,0;5.1345,-2.2567,0;2.0785,-2.085,0;-.8675,1.5027,0;0,2.0104,0;.1094,-1.7348,0;4.4273,-.8013,0;2.3818,-.3797,0;3.3663,-.5548,0;3.707,-1.495,0;3.3689,1.1952,0;.866,3.5104,0;5.3096,-1.2721,0;3.0631,-2.2601,0;4.2896,.1891,0;-1.735,2.0001,0;0,3.0104,0;-.8751,-1.5598,0;4.1946,-4.5733,0;5.6803,-4.3666,0;3.2729,-3.3899,0;0,-.5,0;6.2443,-2.9767,0;1.605,-3.3202,0;-1.3001,.2469,0;.1281,-3.0576,0;1.3012,1.7514,0;.583,-.4996,0;2.5535,.0899,0;3.8589,-.4687,0;2.8689,1.196,0;3.8689,1.1945,0;3.3696,1.6952,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;5.7593,-1.0536,0;3.2334,-2.7302,0;-2.1673,1.7489,0;

Duplicates CHEMBL5187173

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187173.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187173.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187173.sdf

Formula	C₂₄H₂₁BrN₂O₃
MW	465.35
InChIKey	JIWRCJZFGVSSCR-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.31
logP	5.4804
PSA	70.59
MR	126.547
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-38.24141
PM7_Total_Energy_ev	-4711.42243
PM7_Electronic_Energy_ev	-41756.51721
PM7_Dipole_Debye	6.62825
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.365
PM7_LUMO_Energy_ev	-0.617
PM7_COSMO_Area_square_ang	407.06
PM7_COSMO_Volue_cubic_ang	490.56
PM7_Electron_Affinity_ev	0.617
PM7_Ionization_Energy_ev	8.365
PM7_Energy_Gap_ev	7.748
PM7_Global_Hardness_ev	3.874
PM7_Global_Softness_ev	0.2581311306143521
PM7_Chemical_Potential_ev	-4.491
PM7_Electronigativity_ev	4.491
PM7_Back_Donation_Energy_ev	-0.9685
PM7_Electrophilicity_ev	2.6031338409912235
OPENEYE_Name	(2~{S},3~{S},4~{R})-6-bromo-4-(4-hydroxy-3-methoxy-phenyl)-3-methyl-spiro[3,4-dihydro-1~{H}-quinoline-2,3'-indoline]-2'-one
SMILES	c1ccc2c(c1)C3(C(=O)N2)C(C(c4cc(ccc4N3)Br)c5ccc(c(c5)OC)O)C
Canonical_SMILES	COc1cc(ccc1O)[C@@H]1c2cc(Br)ccc2N[C@]2([C@H]1C)C(=O)Nc1c2cccc1
InChI	1/C24H21BrN2O3/c1-13-22(14-7-10-20(28)21(11-14)30-2)16-12-15(25)8-9-18(16)27-24(13)17-5-3-4-6-19(17)26-23(24)29/h3-13,22,27-28H,1-2H3,(H,26,29)/f/h26H
InChI_3D	1S/C24H21BrN2O3/c1-13-22(14-7-10-20(28)21(11-14)30-2)16-12-15(25)8-9-18(16)27-24(13)17-5-3-4-6-19(17)26-23(24)29/h3-13,22,27-28H,1-2H3,(H,26,29)/t13-,22+,24-/m0/s1
AuxInfo	1/1/N:23,24,1,2,3,5,4,8,6,7,9,10,21,11,18,13,12,15,14,16,17,20,19,22,30,25,26,28,27,29/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;d4;d6;;;s4d9;d3;s10;d5s12;s6d13;s7;s9d16;s8d10;;s11s13;s20;s12s19s21;s21;;s14s19;s15s22;d19;s16;s17s24;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s21;s23;s23;s23;s24;s24;s24;s25;s26;s28;/rC:4.3826,-4.1099,0;5.3731,-3.9722,0;3.7681,-3.321,0;;5.749,-3.0456,0;1.4346,-2.8501,0;-.8675,.4975,0;.4501,-2.675,0;.8675,1.5027,0;.7533,-.9697,0;.8675,.4975,0;4.1441,-2.3944,0;1.7379,-1.1448,0;5.1345,-2.2567,0;2.0785,-2.085,0;-.8675,1.5027,0;0,2.0104,0;.1094,-1.7348,0;4.4273,-.8013,0;2.3818,-.3797,0;3.3663,-.5548,0;3.707,-1.495,0;3.3689,1.1952,0;.866,3.5104,0;5.3096,-1.2721,0;3.0631,-2.2601,0;4.2896,.1891,0;-1.735,2.0001,0;0,3.0104,0;-.8751,-1.5598,0;4.1946,-4.5733,0;5.6803,-4.3666,0;3.2729,-3.3899,0;0,-.5,0;6.2443,-2.9767,0;1.605,-3.3202,0;-1.3001,.2469,0;.1281,-3.0576,0;1.3012,1.7514,0;.583,-.4996,0;2.5535,.0899,0;3.8589,-.4687,0;2.8689,1.196,0;3.8689,1.1945,0;3.3696,1.6952,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;5.7593,-1.0536,0;3.2334,-2.7302,0;-2.1673,1.7489,0;
Duplicates	CHEMBL5187173
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187173.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187173.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187173.sdf