CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194495_t1 (2537108)

Formula C₂₄H₁₈BrNO₃

MW 448.32

InChIKey UEMYNXJDHRSSRI-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 45.44164

PM7_Total_Energy_ev -4481.48714

PM7_Electronic_Energy_ev -34619.38127

PM7_Dipole_Debye 3.30628

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.364

PM7_LUMO_Energy_ev -1.35

PM7_COSMO_Area_square_ang 414.04

PM7_COSMO_Volue_cubic_ang 463.55

PM7_Electron_Affinity_ev 1.35

PM7_Ionization_Energy_ev 8.364

PM7_Energy_Gap_ev 7.014

PM7_Global_Hardness_ev 3.507

PM7_Global_Softness_ev 0.285143997718848

PM7_Chemical_Potential_ev -4.857

PM7_Electronigativity_ev 4.857

PM7_Back_Donation_Energy_ev -0.87675

PM7_Electrophilicity_ev 3.3633374679213004

OPENEYE_Name (~{E})-3-(3-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(cc(c1)Br)C=CC(=O)c2ccc(cc2)n3c(c4c(c3O)C5C=CC4C5)O

Canonical_SMILES Brc1cccc(c1)/C=C/C(=O)c1ccc(cc1)n1c(O)c2c(c1O)[C@@H]1C[C@H]2C=C1

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

InChI_3D 1S/C24H18BrNO3/c25-18-3-1-2-14(12-18)4-11-20(27)15-7-9-19(10-8-15)26-23(28)21-16-5-6-17(13-16)22(21)24(26)29/h1-12,16-17,28-29H,13H2/b11-4+/t16-,17+

AuxInfo 1/0/N:1,2,7,17,13,14,3,4,5,6,18,8,20,10,9,21,22,12,11,19,23,24,15,16,29,25,28,26,27/E:(5,6)(7,8)(9,10)(16,17)(21,22)(23,24)(28,29)/rA:47cCCCCCCCCCCCCCCCCCCCCCCCCNOOOBrHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;s3d4;s2d8;s5d6;d7s8;;d13;;;s10;w17;s9s18;;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:7.5009,-2.6356,0;7.0015,-1.7692,0;2.5084,-.8803,0;2.5173,.8547,0;1.5033,-.8752,0;1.5121,.8598,0;6.9951,-3.5043,0;5.4957,-2.6314,0;3.0104,-.0153,0;6.0015,-1.7627,0;1,-.0051,0;5.99,-3.5066,0;-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;5.4868,-4.3708,0;8.0009,-2.6367,0;7.2531,-1.3371,0;2.7569,-1.3142,0;2.7701,1.286,0;1.2523,-1.3076,0;1.2656,1.2948,0;7.2448,-3.9375,0;4.9957,-2.6281,0;-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 CHEMBL5194495_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194495_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194495_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194495_t1.sdf

Formula	C₂₄H₁₈BrNO₃
MW	448.32
InChIKey	UEMYNXJDHRSSRI-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	45.44164
PM7_Total_Energy_ev	-4481.48714
PM7_Electronic_Energy_ev	-34619.38127
PM7_Dipole_Debye	3.30628
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.364
PM7_LUMO_Energy_ev	-1.35
PM7_COSMO_Area_square_ang	414.04
PM7_COSMO_Volue_cubic_ang	463.55
PM7_Electron_Affinity_ev	1.35
PM7_Ionization_Energy_ev	8.364
PM7_Energy_Gap_ev	7.014
PM7_Global_Hardness_ev	3.507
PM7_Global_Softness_ev	0.285143997718848
PM7_Chemical_Potential_ev	-4.857
PM7_Electronigativity_ev	4.857
PM7_Back_Donation_Energy_ev	-0.87675
PM7_Electrophilicity_ev	3.3633374679213004
OPENEYE_Name	(~{E})-3-(3-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(cc(c1)Br)C=CC(=O)c2ccc(cc2)n3c(c4c(c3O)C5C=CC4C5)O
Canonical_SMILES	Brc1cccc(c1)/C=C/C(=O)c1ccc(cc1)n1c(O)c2c(c1O)[C@@H]1C[C@H]2C=C1
InChI	1/C24H18BrNO3/c25-18-3-1-2-14(12-18)4-11-20(27)15-7-9-19(10-8-15)26-23(28)21-16-5-6-17(13-16)22(21)24(26)29/h1-12,16-17,28-29H,13H2
InChI_3D	1S/C24H18BrNO3/c25-18-3-1-2-14(12-18)4-11-20(27)15-7-9-19(10-8-15)26-23(28)21-16-5-6-17(13-16)22(21)24(26)29/h1-12,16-17,28-29H,13H2/b11-4+/t16-,17+
AuxInfo	1/0/N:1,2,7,17,13,14,3,4,5,6,18,8,20,10,9,21,22,12,11,19,23,24,15,16,29,25,28,26,27/E:(5,6)(7,8)(9,10)(16,17)(21,22)(23,24)(28,29)/rA:47cCCCCCCCCCCCCCCCCCCCCCCCCNOOOBrHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;s3d4;s2d8;s5d6;d7s8;;d13;;;s10;w17;s9s18;;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:7.5009,-2.6356,0;7.0015,-1.7692,0;2.5084,-.8803,0;2.5173,.8547,0;1.5033,-.8752,0;1.5121,.8598,0;6.9951,-3.5043,0;5.4957,-2.6314,0;3.0104,-.0153,0;6.0015,-1.7627,0;1,-.0051,0;5.99,-3.5066,0;-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;5.4868,-4.3708,0;8.0009,-2.6367,0;7.2531,-1.3371,0;2.7569,-1.3142,0;2.7701,1.286,0;1.2523,-1.3076,0;1.2656,1.2948,0;7.2448,-3.9375,0;4.9957,-2.6281,0;-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	CHEMBL5194495_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194495_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194495_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194495_t1.sdf