CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191212 (2533507)

Formula C₂₇H₂₁FN₄O₄

MW 484.49

InChIKey VAQLCFIMOCKLGX-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 5.42

logP 5.8668

PSA 119.81

MR 132.433

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -26.7102

PM7_Total_Energy_ev -5988.05154

PM7_Electronic_Energy_ev -50703.95032

PM7_Dipole_Debye 11.93882

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.913

PM7_LUMO_Energy_ev -0.812

PM7_COSMO_Area_square_ang 475.92

PM7_COSMO_Volue_cubic_ang 552.06

PM7_Electron_Affinity_ev 0.812

PM7_Ionization_Energy_ev 8.913

PM7_Energy_Gap_ev 8.101

PM7_Global_Hardness_ev 4.0505

PM7_Global_Softness_ev 0.2468831008517467

PM7_Chemical_Potential_ev -4.8625

PM7_Electronigativity_ev 4.8625

PM7_Back_Donation_Energy_ev -1.012625

PM7_Electrophilicity_ev 2.918640445623997

OPENEYE_Name [(~{E})-[3-(4-fluorophenyl)-6,7-dihydro-5~{H}-1,2-benzoxazol-4-ylidene]amino] 3-[(3-aminobenzoyl)amino]benzoate

SMILES c1cc(cc(c1)N)C(=O)Nc2cccc(c2)C(=O)ON=C3c4c(noc4CCC3)c5ccc(cc5)F

Canonical_SMILES Fc1ccc(cc1)c1noc2c1/C(=N/OC(=O)c1cccc(c1)NC(=O)c1cccc(c1)N)/CCC2

InChI 1/C27H21FN4O4/c28-19-12-10-16(11-13-19)25-24-22(8-3-9-23(24)35-32-25)31-36-27(34)18-5-2-7-21(15-18)30-26(33)17-4-1-6-20(29)14-17/h1-2,4-7,10-15H,3,8-9,29H2,(H,30,33)/f/h30H

InChI_3D 1S/C27H21FN4O4/c28-19-12-10-16(11-13-19)25-24-22(8-3-9-23(24)35-32-25)31-36-27(34)18-5-2-7-21(15-18)30-26(33)17-4-1-6-20(29)14-17/h1-2,4-7,10-15H,3,8-9,29H2,(H,30,33)/b31-22+

AuxInfo 1/1/N:1,2,27,5,6,7,8,26,25,3,4,9,10,11,12,13,15,16,19,17,18,22,21,14,20,23,24,36,30,31,29,28,32,33,34,35/E:(10,11)(12,13)/F:m/E:m/rA:57nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s1;s2;d3;s4;;;s3d4;;s5d11;s6d12;d7s11;d8s12;s9d10;s13s14;d14;s14;s15;s16;s21;s22;s25s26;d20;w22;s17;s18s23;d23;d24;s21s28;s24s29;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s25;s25;s26;s26;s27;s27;s30;s30;s31;/rC:-6.9432,-2.9997,0;-1.7319,-5.0002,0;3.9815,-1.4688,0;2.3314,-2.0049,0;-6.0746,-3.4951,0;-.8678,-4.497,0;-6.9456,-1.9945,0;-2.6029,-4.4984,0;4.2921,-2.4248,0;2.642,-2.9609,0;-5.2106,-1.9904,0;-1.7367,-2.9951,0;3.0028,-1.2637,0;1.736,-.0013,0;-5.2082,-2.9956,0;-.8657,-3.4969,0;-6.0793,-1.4847,0;-2.6097,-3.4933,0;3.6239,-3.1757,0;2.6938,-.3126,0;1.736,1.0058,0;.868,-.4979,0;-4.3418,-3.4948,0;.0006,-2.9974,0;.868,1.5137,0;;0,1.0058,0;3.2858,.5022,0;.8674,-1.4979,0;-6.0816,-.4847,0;-3.4762,-2.9941,0;-4.3409,-4.4948,0;.8663,-3.4979,0;2.6938,1.3168,0;.0011,-1.9974,0;3.9329,-4.1268,0;-7.3753,-3.2513,0;-1.7307,-5.5002,0;4.3156,-1.0968,0;1.8425,-1.9002,0;-6.0734,-3.9951,0;-.4345,-4.7466,0;-7.3799,-1.7468,0;-3.0349,-4.7501,0;4.7815,-2.5274,0;2.3063,-3.3314,0;-4.7774,-1.7407,0;-1.7357,-2.4951,0;.5459,1.8961,0;1.1901,1.8961,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;-6.5152,-.2358,0;-5.6492,-.2337,0;-3.4766,-2.4941,0;

Duplicates CHEMBL5191212

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191212.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191212.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191212.sdf

Formula	C₂₇H₂₁FN₄O₄
MW	484.49
InChIKey	VAQLCFIMOCKLGX-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	5.42
logP	5.8668
PSA	119.81
MR	132.433
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-26.7102
PM7_Total_Energy_ev	-5988.05154
PM7_Electronic_Energy_ev	-50703.95032
PM7_Dipole_Debye	11.93882
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.913
PM7_LUMO_Energy_ev	-0.812
PM7_COSMO_Area_square_ang	475.92
PM7_COSMO_Volue_cubic_ang	552.06
PM7_Electron_Affinity_ev	0.812
PM7_Ionization_Energy_ev	8.913
PM7_Energy_Gap_ev	8.101
PM7_Global_Hardness_ev	4.0505
PM7_Global_Softness_ev	0.2468831008517467
PM7_Chemical_Potential_ev	-4.8625
PM7_Electronigativity_ev	4.8625
PM7_Back_Donation_Energy_ev	-1.012625
PM7_Electrophilicity_ev	2.918640445623997
OPENEYE_Name	[(~{E})-[3-(4-fluorophenyl)-6,7-dihydro-5~{H}-1,2-benzoxazol-4-ylidene]amino] 3-[(3-aminobenzoyl)amino]benzoate
SMILES	c1cc(cc(c1)N)C(=O)Nc2cccc(c2)C(=O)ON=C3c4c(noc4CCC3)c5ccc(cc5)F
Canonical_SMILES	Fc1ccc(cc1)c1noc2c1/C(=N/OC(=O)c1cccc(c1)NC(=O)c1cccc(c1)N)/CCC2
InChI	1/C27H21FN4O4/c28-19-12-10-16(11-13-19)25-24-22(8-3-9-23(24)35-32-25)31-36-27(34)18-5-2-7-21(15-18)30-26(33)17-4-1-6-20(29)14-17/h1-2,4-7,10-15H,3,8-9,29H2,(H,30,33)/f/h30H
InChI_3D	1S/C27H21FN4O4/c28-19-12-10-16(11-13-19)25-24-22(8-3-9-23(24)35-32-25)31-36-27(34)18-5-2-7-21(15-18)30-26(33)17-4-1-6-20(29)14-17/h1-2,4-7,10-15H,3,8-9,29H2,(H,30,33)/b31-22+
AuxInfo	1/1/N:1,2,27,5,6,7,8,26,25,3,4,9,10,11,12,13,15,16,19,17,18,22,21,14,20,23,24,36,30,31,29,28,32,33,34,35/E:(10,11)(12,13)/F:m/E:m/rA:57nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s1;s2;d3;s4;;;s3d4;;s5d11;s6d12;d7s11;d8s12;s9d10;s13s14;d14;s14;s15;s16;s21;s22;s25s26;d20;w22;s17;s18s23;d23;d24;s21s28;s24s29;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s25;s25;s26;s26;s27;s27;s30;s30;s31;/rC:-6.9432,-2.9997,0;-1.7319,-5.0002,0;3.9815,-1.4688,0;2.3314,-2.0049,0;-6.0746,-3.4951,0;-.8678,-4.497,0;-6.9456,-1.9945,0;-2.6029,-4.4984,0;4.2921,-2.4248,0;2.642,-2.9609,0;-5.2106,-1.9904,0;-1.7367,-2.9951,0;3.0028,-1.2637,0;1.736,-.0013,0;-5.2082,-2.9956,0;-.8657,-3.4969,0;-6.0793,-1.4847,0;-2.6097,-3.4933,0;3.6239,-3.1757,0;2.6938,-.3126,0;1.736,1.0058,0;.868,-.4979,0;-4.3418,-3.4948,0;.0006,-2.9974,0;.868,1.5137,0;;0,1.0058,0;3.2858,.5022,0;.8674,-1.4979,0;-6.0816,-.4847,0;-3.4762,-2.9941,0;-4.3409,-4.4948,0;.8663,-3.4979,0;2.6938,1.3168,0;.0011,-1.9974,0;3.9329,-4.1268,0;-7.3753,-3.2513,0;-1.7307,-5.5002,0;4.3156,-1.0968,0;1.8425,-1.9002,0;-6.0734,-3.9951,0;-.4345,-4.7466,0;-7.3799,-1.7468,0;-3.0349,-4.7501,0;4.7815,-2.5274,0;2.3063,-3.3314,0;-4.7774,-1.7407,0;-1.7357,-2.4951,0;.5459,1.8961,0;1.1901,1.8961,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;-6.5152,-.2358,0;-5.6492,-.2337,0;-3.4766,-2.4941,0;
Duplicates	CHEMBL5191212
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191212.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191212.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191212.sdf