CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198480_t1 (2541403)

Formula C₂₄H₁₈BrNO₃

MW 448.32

InChIKey OTCIVFROVAZNGC-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 51

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 5.14

logP 5.6878

PSA 62.46

MR 116.972

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 45.32924

PM7_Total_Energy_ev -4481.49488

PM7_Electronic_Energy_ev -34582.80328

PM7_Dipole_Debye 2.4693

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.363

PM7_LUMO_Energy_ev -1.365

PM7_COSMO_Area_square_ang 414.21

PM7_COSMO_Volue_cubic_ang 463.37

PM7_Electron_Affinity_ev 1.365

PM7_Ionization_Energy_ev 8.363

PM7_Energy_Gap_ev 6.998

PM7_Global_Hardness_ev 3.499

PM7_Global_Softness_ev 0.2857959416976279

PM7_Chemical_Potential_ev -4.864

PM7_Electronigativity_ev 4.864

PM7_Back_Donation_Energy_ev -0.87475

PM7_Electrophilicity_ev 3.3807510717347813

OPENEYE_Name (~{E})-3-(4-bromophenyl)-1-[4-[(1~{S},7~{R})-3,5-dihydroxy-4-azatricyclo[5.2.1.0^{2,6}]deca-2,5,8-trien-4-yl]phenyl]prop-2-en-1-one

SMILES c1cc(ccc1C(=O)C=Cc2ccc(cc2)Br)n3c(c4c(c3O)C5C=CC4C5)O

Canonical_SMILES O=C(c1ccc(cc1)n1c(O)c2c(c1O)[C@@H]1C[C@H]2C=C1)/C=C/c1ccc(cc1)Br

InChI 1/C24H18BrNO3/c25-18-8-1-14(2-9-18)3-12-20(27)15-6-10-19(11-7-15)26-23(28)21-16-4-5-17(13-16)22(21)24(26)29/h1-12,16-17,28-29H,13H2

InChI_3D 1S/C24H18BrNO3/c25-18-8-1-14(2-9-18)3-12-20(27)15-6-10-19(11-7-15)26-23(28)21-16-4-5-17(13-16)22(21)24(26)29/h1-12,16-17,28-29H,13H2/b12-3+/t16-,17+

AuxInfo 1/0/N:3,4,17,13,14,1,2,7,8,5,6,18,20,9,10,21,22,12,11,19,23,24,15,16,29,25,28,26,27/E:(1,2)(4,5)(6,7)(8,9)(10,11)(16,17)(21,22)(23,24)(28,29)/rA:47cCCCCCCCCCCCCCCCCCCCCCCCCNOOOBrHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s3d4;s1d2;s5d6;s7d8;;d13;;;s9;w17;s10s18;;s13s20;s14s20;d15s21;d16s22s23;s11s15s16;s15;s16;d19;s12;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s17;s18;s20;s20;s21;s22;s26;s27;/rC:2.5084,-.8803,0;2.5173,.8547,0;7.0015,-1.7649,0;5.4946,-2.6247,0;1.5033,-.8752,0;1.5121,.8598,0;7.4997,-2.6379,0;5.9927,-3.4978,0;6.0015,-1.7627,0;3.0104,-.0153,0;1,-.0051,0;6.9978,-3.5088,0;-3.2852,-.4992,0;-3.2856,.5069,0;-.5982,-.8144,0;-.5899,.8205,0;5.5059,-.8941,0;4.5059,-.889,0;4.0103,-.0204,0;-2.9659,-.0171,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5469,-.4983,0;-1.5474,.5076,0;;-.2952,-1.7674,0;-.2793,1.771,0;4.5148,.843,0;7.4934,-4.3774,0;2.7569,-1.3142,0;2.7701,1.286,0;7.2531,-1.3328,0;4.9946,-2.6214,0;1.2523,-1.3076,0;1.2656,1.2948,0;7.9997,-2.639,0;5.7392,-3.9288,0;-3.7199,-.7462,0;-3.7184,.7573,0;5.7581,-.4624,0;4.2537,-1.3207,0;-3.3513,-.3357,0;-3.3524,.3001,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;.1932,-1.8744,0;-.6133,2.1432,0;

Duplicates CHEMBL5198480_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198480_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198480_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198480_t1.sdf

Formula	C₂₄H₁₈BrNO₃
MW	448.32
InChIKey	OTCIVFROVAZNGC-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	51
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	5.14
logP	5.6878
PSA	62.46
MR	116.972
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	45.32924
PM7_Total_Energy_ev	-4481.49488
PM7_Electronic_Energy_ev	-34582.80328
PM7_Dipole_Debye	2.4693
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.363
PM7_LUMO_Energy_ev	-1.365
PM7_COSMO_Area_square_ang	414.21
PM7_COSMO_Volue_cubic_ang	463.37
PM7_Electron_Affinity_ev	1.365
PM7_Ionization_Energy_ev	8.363
PM7_Energy_Gap_ev	6.998
PM7_Global_Hardness_ev	3.499
PM7_Global_Softness_ev	0.2857959416976279
PM7_Chemical_Potential_ev	-4.864
PM7_Electronigativity_ev	4.864
PM7_Back_Donation_Energy_ev	-0.87475
PM7_Electrophilicity_ev	3.3807510717347813
OPENEYE_Name	(~{E})-3-(4-bromophenyl)-1-[4-[(1~{S},7~{R})-3,5-dihydroxy-4-azatricyclo[5.2.1.0^{2,6}]deca-2,5,8-trien-4-yl]phenyl]prop-2-en-1-one
SMILES	c1cc(ccc1C(=O)C=Cc2ccc(cc2)Br)n3c(c4c(c3O)C5C=CC4C5)O
Canonical_SMILES	O=C(c1ccc(cc1)n1c(O)c2c(c1O)[C@@H]1C[C@H]2C=C1)/C=C/c1ccc(cc1)Br
InChI	1/C24H18BrNO3/c25-18-8-1-14(2-9-18)3-12-20(27)15-6-10-19(11-7-15)26-23(28)21-16-4-5-17(13-16)22(21)24(26)29/h1-12,16-17,28-29H,13H2
InChI_3D	1S/C24H18BrNO3/c25-18-8-1-14(2-9-18)3-12-20(27)15-6-10-19(11-7-15)26-23(28)21-16-4-5-17(13-16)22(21)24(26)29/h1-12,16-17,28-29H,13H2/b12-3+/t16-,17+
AuxInfo	1/0/N:3,4,17,13,14,1,2,7,8,5,6,18,20,9,10,21,22,12,11,19,23,24,15,16,29,25,28,26,27/E:(1,2)(4,5)(6,7)(8,9)(10,11)(16,17)(21,22)(23,24)(28,29)/rA:47cCCCCCCCCCCCCCCCCCCCCCCCCNOOOBrHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s3d4;s1d2;s5d6;s7d8;;d13;;;s9;w17;s10s18;;s13s20;s14s20;d15s21;d16s22s23;s11s15s16;s15;s16;d19;s12;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s17;s18;s20;s20;s21;s22;s26;s27;/rC:2.5084,-.8803,0;2.5173,.8547,0;7.0015,-1.7649,0;5.4946,-2.6247,0;1.5033,-.8752,0;1.5121,.8598,0;7.4997,-2.6379,0;5.9927,-3.4978,0;6.0015,-1.7627,0;3.0104,-.0153,0;1,-.0051,0;6.9978,-3.5088,0;-3.2852,-.4992,0;-3.2856,.5069,0;-.5982,-.8144,0;-.5899,.8205,0;5.5059,-.8941,0;4.5059,-.889,0;4.0103,-.0204,0;-2.9659,-.0171,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5469,-.4983,0;-1.5474,.5076,0;;-.2952,-1.7674,0;-.2793,1.771,0;4.5148,.843,0;7.4934,-4.3774,0;2.7569,-1.3142,0;2.7701,1.286,0;7.2531,-1.3328,0;4.9946,-2.6214,0;1.2523,-1.3076,0;1.2656,1.2948,0;7.9997,-2.639,0;5.7392,-3.9288,0;-3.7199,-.7462,0;-3.7184,.7573,0;5.7581,-.4624,0;4.2537,-1.3207,0;-3.3513,-.3357,0;-3.3524,.3001,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;.1932,-1.8744,0;-.6133,2.1432,0;
Duplicates	CHEMBL5198480_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198480_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198480_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198480_t1.sdf