CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187447_s0 (2529365)

Formula C₂₃H₁₇BrN₂O₃

MW 449.3

InChIKey WSOJXXFGNFAARY-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 5.92

logP 4.5123

PSA 69.97

MR 121.592

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -5.78404

PM7_Total_Energy_ev -4533.78309

PM7_Electronic_Energy_ev -36131.24983

PM7_Dipole_Debye 2.499

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.253

PM7_LUMO_Energy_ev -1.392

PM7_COSMO_Area_square_ang 409.14

PM7_COSMO_Volue_cubic_ang 471.6

PM7_Electron_Affinity_ev 1.392

PM7_Ionization_Energy_ev 9.253

PM7_Energy_Gap_ev 7.861

PM7_Global_Hardness_ev 3.9305

PM7_Global_Softness_ev 0.25442055718102025

PM7_Chemical_Potential_ev -5.3225

PM7_Electronigativity_ev 5.3225

PM7_Back_Donation_Energy_ev -0.982625

PM7_Electrophilicity_ev 3.603740777254802

OPENEYE_Name 4-[(3~{S})-2-(4-bromobenzoyl)-3-phenyl-3,4-dihydropyrazol-5-yl]benzoic acid

SMILES c1ccc(cc1)C2CC(=NN2C(=O)c3ccc(cc3)Br)c4ccc(cc4)C(=O)O

Canonical_SMILES Brc1ccc(cc1)C(=O)N1N=C(C[C@H]1c1ccccc1)c1ccc(cc1)C(=O)O

InChI 1/C23H17BrN2O3/c24-19-12-10-17(11-13-19)22(27)26-21(16-4-2-1-3-5-16)14-20(25-26)15-6-8-18(9-7-15)23(28)29/h1-13,21H,14H2,(H,28,29)/f/h28H

InChI_3D 1S/C23H17BrN2O3/c24-19-12-10-17(11-13-19)22(27)26-21(16-4-2-1-3-5-16)14-20(25-26)15-6-8-18(9-7-15)23(28)29/h1-13,21H,14H2,(H,28,29)/t21-/m0/s1

AuxInfo 1/1/N:1,2,3,10,11,4,5,6,7,8,9,12,13,22,14,17,15,16,18,19,23,20,21,29,24,25,26,27,28/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)(28,29)/F:1,2,3,10,11,4,5,6,7,8,9,12,13,22,14,17,15,16,18,19,23,20,21,29,24,25,26,28,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/rA:46cCCCCCCCCCCCCCCCCCCCCCCCNNOOOBrHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;;;s2;d3;d8;s9;s4d5;s8d9;s6d7;d10s11;s12d13;s14;s15;s16;s19;s17s22;d19;s20s23s24;d20;d21;s21;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s23;s28;/rC:-3.7427,-.5756,0;-3.6405,.4192,0;-2.9357,-1.1663,0;2.5827,-.7035,0;1.1778,-1.7216,0;3.1725,-1.5174,0;1.7677,-2.5356,0;1.3601,4.0439,0;2.2299,2.5427,0;-2.7219,.8275,0;-2.0172,-.758,0;2.2299,4.5479,0;3.0997,3.0466,0;1.5883,-.8097,0;1.3645,3.0439,0;2.768,-2.4376,0;-1.9056,.241,0;3.1041,4.0518,0;1.0015,0,0;.4993,2.5426,0;3.3548,-3.2473,0;;-.3065,.9518,0;1.3133,.9518,0;.5008,1.5426,0;-.3675,3.0413,0;2.947,-4.1604,0;4.3495,-3.144,0;3.9693,4.5531,0;-4.1996,-.7787,0;-4.0452,.7127,0;-2.989,-1.6634,0;2.7859,-.2467,0;.6804,-1.7726,0;3.6697,-1.4643,0;1.5624,-2.9915,0;.9263,4.2927,0;2.2299,2.0427,0;-2.6708,1.3248,0;-1.6137,-1.0533,0;2.2276,5.0479,0;3.5323,2.796,0;.0518,-.4973,0;-.4893,-.1031,0;-.5571,1.3845,0;4.6429,-3.5489,0;

Duplicates CHEMBL5187447_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187447_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187447_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187447_s0.sdf

Formula	C₂₃H₁₇BrN₂O₃
MW	449.3
InChIKey	WSOJXXFGNFAARY-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	5.92
logP	4.5123
PSA	69.97
MR	121.592
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-5.78404
PM7_Total_Energy_ev	-4533.78309
PM7_Electronic_Energy_ev	-36131.24983
PM7_Dipole_Debye	2.499
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.253
PM7_LUMO_Energy_ev	-1.392
PM7_COSMO_Area_square_ang	409.14
PM7_COSMO_Volue_cubic_ang	471.6
PM7_Electron_Affinity_ev	1.392
PM7_Ionization_Energy_ev	9.253
PM7_Energy_Gap_ev	7.861
PM7_Global_Hardness_ev	3.9305
PM7_Global_Softness_ev	0.25442055718102025
PM7_Chemical_Potential_ev	-5.3225
PM7_Electronigativity_ev	5.3225
PM7_Back_Donation_Energy_ev	-0.982625
PM7_Electrophilicity_ev	3.603740777254802
OPENEYE_Name	4-[(3~{S})-2-(4-bromobenzoyl)-3-phenyl-3,4-dihydropyrazol-5-yl]benzoic acid
SMILES	c1ccc(cc1)C2CC(=NN2C(=O)c3ccc(cc3)Br)c4ccc(cc4)C(=O)O
Canonical_SMILES	Brc1ccc(cc1)C(=O)N1N=C(C[C@H]1c1ccccc1)c1ccc(cc1)C(=O)O
InChI	1/C23H17BrN2O3/c24-19-12-10-17(11-13-19)22(27)26-21(16-4-2-1-3-5-16)14-20(25-26)15-6-8-18(9-7-15)23(28)29/h1-13,21H,14H2,(H,28,29)/f/h28H
InChI_3D	1S/C23H17BrN2O3/c24-19-12-10-17(11-13-19)22(27)26-21(16-4-2-1-3-5-16)14-20(25-26)15-6-8-18(9-7-15)23(28)29/h1-13,21H,14H2,(H,28,29)/t21-/m0/s1
AuxInfo	1/1/N:1,2,3,10,11,4,5,6,7,8,9,12,13,22,14,17,15,16,18,19,23,20,21,29,24,25,26,27,28/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)(28,29)/F:1,2,3,10,11,4,5,6,7,8,9,12,13,22,14,17,15,16,18,19,23,20,21,29,24,25,26,28,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/rA:46cCCCCCCCCCCCCCCCCCCCCCCCNNOOOBrHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;;;s2;d3;d8;s9;s4d5;s8d9;s6d7;d10s11;s12d13;s14;s15;s16;s19;s17s22;d19;s20s23s24;d20;d21;s21;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s23;s28;/rC:-3.7427,-.5756,0;-3.6405,.4192,0;-2.9357,-1.1663,0;2.5827,-.7035,0;1.1778,-1.7216,0;3.1725,-1.5174,0;1.7677,-2.5356,0;1.3601,4.0439,0;2.2299,2.5427,0;-2.7219,.8275,0;-2.0172,-.758,0;2.2299,4.5479,0;3.0997,3.0466,0;1.5883,-.8097,0;1.3645,3.0439,0;2.768,-2.4376,0;-1.9056,.241,0;3.1041,4.0518,0;1.0015,0,0;.4993,2.5426,0;3.3548,-3.2473,0;;-.3065,.9518,0;1.3133,.9518,0;.5008,1.5426,0;-.3675,3.0413,0;2.947,-4.1604,0;4.3495,-3.144,0;3.9693,4.5531,0;-4.1996,-.7787,0;-4.0452,.7127,0;-2.989,-1.6634,0;2.7859,-.2467,0;.6804,-1.7726,0;3.6697,-1.4643,0;1.5624,-2.9915,0;.9263,4.2927,0;2.2299,2.0427,0;-2.6708,1.3248,0;-1.6137,-1.0533,0;2.2276,5.0479,0;3.5323,2.796,0;.0518,-.4973,0;-.4893,-.1031,0;-.5571,1.3845,0;4.6429,-3.5489,0;
Duplicates	CHEMBL5187447_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187447_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187447_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187447_s0.sdf