CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL103192_m2 (3301)

Formula C₂₃H₂₂FN₄O₄

MW 437.45

InChIKey DVWJMSNCSNYDDS-HWIXTDDJNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.77

logP 2.4511

PSA 121.36

MR 116.164

ABS 0.56

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -137.94622

PM7_Total_Energy_ev -5513.52432

PM7_Electronic_Energy_ev -48592.46144

PM7_Dipole_Debye 9.91587

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.572

PM7_LUMO_Energy_ev 1.3

PM7_COSMO_Area_square_ang 393.81

PM7_COSMO_Volue_cubic_ang 523.55

PM7_Electron_Affinity_ev -1.3

PM7_Ionization_Energy_ev 5.572

PM7_Energy_Gap_ev 6.872

PM7_Global_Hardness_ev 3.436

PM7_Global_Softness_ev 0.2910360884749709

PM7_Chemical_Potential_ev -2.136

PM7_Electronigativity_ev 2.136

PM7_Back_Donation_Energy_ev -0.859

PM7_Electrophilicity_ev 0.6639254947613504

OPENEYE_Name (3~{R},5~{S},6~{E},8~{E})-9-(4-fluorophenyl)-3,5-dihydroxy-8-(1-methyltetrazol-5-yl)-9-phenyl-nona-6,8-dienoate

SMILES c1ccc(cc1)C(=C(c2nnnn2C)C=CC(CC(CC(=O)[O-])O)O)c3ccc(cc3)F

Canonical_SMILES OC(=O)C[C@@H](C[C@@H](/C=C/C(=C(c1ccc(cc1)F)/c1ccccc1)/c1nnnn1C)O)O

InChI 1/C23H23FN4O4/c1-28-23(25-26-27-28)20(12-11-18(29)13-19(30)14-21(31)32)22(15-5-3-2-4-6-15)16-7-9-17(24)10-8-16/h2-12,18-19,29-30H,13-14H2,1H3,(H,31,32)/p-1/fC23H22FN4O4/q-1

InChI_3D 1S/C23H23FN4O4/c1-28-23(25-26-27-28)20(12-11-18(29)13-19(30)14-21(31)32)22(15-5-3-2-4-6-15)16-7-9-17(24)10-8-16/h2-12,18-19,29-30H,13-14H2,1H3,(H,31,32)/b12-11+,22-20+/t18-,19-/m1/s1

AuxInfo 1/1/N:19,1,2,3,4,5,6,7,8,9,15,14,21,20,10,11,12,22,23,17,18,16,13,32,24,25,26,27,30,31,28,29/E:(3,4)(5,6)(7,8)(9,10)(31,32)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNNNNO-OOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;w14;s10s11;s13s14w16;;;s18;;s15s21;s20s21;d13;s24;d25;s13s19s26;s18;d18;s22;s23;s12;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s19;s19;s19;s20;s20;s21;s21;s22;s23;s30;s31;/rC:-5.9843,1.0311,0;-5.7788,.0524,0;-5.2434,1.7027,0;-4.8227,-.2578,0;-4.2872,1.3925,0;-2.9439,-1.7748,0;-1.247,-1.4133,0;-2.7345,-2.7579,0;-1.0376,-2.3965,0;-4.072,.4107,0;-2.1991,-1.1075,0;-1.7803,-3.0737,0;;-1.8729,1.5181,0;-1.1301,2.1876,0;-2.4074,-.1294,0;-1.6646,.5401,0;-2.1718,7.0778,0;.8058,1.5909,0;-1.9634,6.0998,0;-1.5467,4.1437,0;-1.3384,3.1656,0;-1.7551,5.1217,0;.3065,-.9519,0;1.308,-.9519,0;1.6198,0,0;.8073,.5909,0;-3.123,7.3865,0;-1.4289,7.7473,0;-2.3165,2.9573,0;-.777,5.3301,0;-1.5719,-4.0518,0;-6.4599,1.1854,0;-6.1507,-.2818,0;-5.3482,2.1916,0;-4.7199,-.7472,0;-3.9168,1.7283,0;-3.4193,-1.6198,0;-.876,-1.078,0;-3.1069,-3.0915,0;-.5615,-2.5493,0;-2.3485,1.6724,0;-.6545,2.0333,0;.3058,1.5901,0;1.3058,1.5917,0;.805,2.0909,0;-1.4744,6.204,0;-2.4525,5.9956,0;-2.0358,4.0395,0;-1.0577,4.2478,0;-.8494,3.2698,0;-2.2441,5.0176,0;-2.6512,3.3287,0;-.6227,5.8057,0;

Duplicates CHEMBL103192_m2;CHEMBL1205494_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103192_m2.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103192_m2.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103192_m2.sdf

Formula	C₂₃H₂₂FN₄O₄
MW	437.45
InChIKey	DVWJMSNCSNYDDS-HWIXTDDJNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.77
logP	2.4511
PSA	121.36
MR	116.164
ABS	0.56
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-137.94622
PM7_Total_Energy_ev	-5513.52432
PM7_Electronic_Energy_ev	-48592.46144
PM7_Dipole_Debye	9.91587
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.572
PM7_LUMO_Energy_ev	1.3
PM7_COSMO_Area_square_ang	393.81
PM7_COSMO_Volue_cubic_ang	523.55
PM7_Electron_Affinity_ev	-1.3
PM7_Ionization_Energy_ev	5.572
PM7_Energy_Gap_ev	6.872
PM7_Global_Hardness_ev	3.436
PM7_Global_Softness_ev	0.2910360884749709
PM7_Chemical_Potential_ev	-2.136
PM7_Electronigativity_ev	2.136
PM7_Back_Donation_Energy_ev	-0.859
PM7_Electrophilicity_ev	0.6639254947613504
OPENEYE_Name	(3~{R},5~{S},6~{E},8~{E})-9-(4-fluorophenyl)-3,5-dihydroxy-8-(1-methyltetrazol-5-yl)-9-phenyl-nona-6,8-dienoate
SMILES	c1ccc(cc1)C(=C(c2nnnn2C)C=CC(CC(CC(=O)[O-])O)O)c3ccc(cc3)F
Canonical_SMILES	OC(=O)C[C@@H](C[C@@H](/C=C/C(=C(c1ccc(cc1)F)/c1ccccc1)/c1nnnn1C)O)O
InChI	1/C23H23FN4O4/c1-28-23(25-26-27-28)20(12-11-18(29)13-19(30)14-21(31)32)22(15-5-3-2-4-6-15)16-7-9-17(24)10-8-16/h2-12,18-19,29-30H,13-14H2,1H3,(H,31,32)/p-1/fC23H22FN4O4/q-1
InChI_3D	1S/C23H23FN4O4/c1-28-23(25-26-27-28)20(12-11-18(29)13-19(30)14-21(31)32)22(15-5-3-2-4-6-15)16-7-9-17(24)10-8-16/h2-12,18-19,29-30H,13-14H2,1H3,(H,31,32)/b12-11+,22-20+/t18-,19-/m1/s1
AuxInfo	1/1/N:19,1,2,3,4,5,6,7,8,9,15,14,21,20,10,11,12,22,23,17,18,16,13,32,24,25,26,27,30,31,28,29/E:(3,4)(5,6)(7,8)(9,10)(31,32)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNNNNO-OOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;w14;s10s11;s13s14w16;;;s18;;s15s21;s20s21;d13;s24;d25;s13s19s26;s18;d18;s22;s23;s12;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s19;s19;s19;s20;s20;s21;s21;s22;s23;s30;s31;/rC:-5.9843,1.0311,0;-5.7788,.0524,0;-5.2434,1.7027,0;-4.8227,-.2578,0;-4.2872,1.3925,0;-2.9439,-1.7748,0;-1.247,-1.4133,0;-2.7345,-2.7579,0;-1.0376,-2.3965,0;-4.072,.4107,0;-2.1991,-1.1075,0;-1.7803,-3.0737,0;;-1.8729,1.5181,0;-1.1301,2.1876,0;-2.4074,-.1294,0;-1.6646,.5401,0;-2.1718,7.0778,0;.8058,1.5909,0;-1.9634,6.0998,0;-1.5467,4.1437,0;-1.3384,3.1656,0;-1.7551,5.1217,0;.3065,-.9519,0;1.308,-.9519,0;1.6198,0,0;.8073,.5909,0;-3.123,7.3865,0;-1.4289,7.7473,0;-2.3165,2.9573,0;-.777,5.3301,0;-1.5719,-4.0518,0;-6.4599,1.1854,0;-6.1507,-.2818,0;-5.3482,2.1916,0;-4.7199,-.7472,0;-3.9168,1.7283,0;-3.4193,-1.6198,0;-.876,-1.078,0;-3.1069,-3.0915,0;-.5615,-2.5493,0;-2.3485,1.6724,0;-.6545,2.0333,0;.3058,1.5901,0;1.3058,1.5917,0;.805,2.0909,0;-1.4744,6.204,0;-2.4525,5.9956,0;-2.0358,4.0395,0;-1.0577,4.2478,0;-.8494,3.2698,0;-2.2441,5.0176,0;-2.6512,3.3287,0;-.6227,5.8057,0;
Duplicates	CHEMBL103192_m2;CHEMBL1205494_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103192_m2.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103192_m2.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103192_m2.sdf