CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100820_s0 (864)

Formula C₂₁H₂₄FO₅P

MW 406.39

InChIKey PZRJNNIVYSSRMG-PWIKPTQSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.86

logP 4.4946

PSA 104.64

MR 108.812

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -277.93624

PM7_Total_Energy_ev -5023.31538

PM7_Electronic_Energy_ev -39711.33985

PM7_Dipole_Debye 6.39129

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.499

PM7_LUMO_Energy_ev -0.526

PM7_COSMO_Area_square_ang 393.5

PM7_COSMO_Volue_cubic_ang 486.05

PM7_Electron_Affinity_ev 0.526

PM7_Ionization_Energy_ev 9.499

PM7_Energy_Gap_ev 8.973

PM7_Global_Hardness_ev 4.4865

PM7_Global_Softness_ev 0.22289089490694305

PM7_Chemical_Potential_ev -5.0125

PM7_Electronigativity_ev 5.0125

PM7_Back_Donation_Energy_ev -1.121625

PM7_Electrophilicity_ev 2.800084280619637

OPENEYE_Name (3~{S})-4-[[(~{E})-2-[2-(4-fluoro-3-methyl-phenyl)-4,6-dimethyl-phenyl]vinyl]-hydroxy-phosphoryl]-3-hydroxy-butanoic acid

SMILES c1cc(c(cc1c2cc(cc(c2C=CP(=O)(CC(CC(=O)O)O)O)C)C)C)F

Canonical_SMILES OC(=O)C[C@@H](C[P@@](=O)(/C=C/c1c(C)cc(cc1c1ccc(c(c1)C)F)C)O)O

InChI 1/C21H24FO5P/c1-13-8-14(2)18(6-7-28(26,27)12-17(23)11-21(24)25)19(9-13)16-4-5-20(22)15(3)10-16/h4-10,17,23H,11-12H2,1-3H3,(H,24,25)(H,26,27)/f/h24,26H

InChI_3D 1S/C21H24FO5P/c1-13-8-14(2)18(6-7-28(26,27)12-17(23)11-21(24)25)19(9-13)16-4-5-20(22)15(3)10-16/h4-10,17,23H,11-12H2,1-3H3,(H,24,25)(H,26,27)/b7-6+/t17-/m0/s1

AuxInfo 1/1/N:16,18,17,1,2,13,14,5,4,3,19,20,9,11,10,6,21,8,7,12,15,27,25,22,24,23,26,28/E:(24,25)(26,27)/F:16,18,17,1,2,13,14,5,4,3,19,20,9,11,10,6,21,8,7,12,15,27,25,24,22,26,23,28/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOFPHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s6;s7;s4d5;s3;s5d8;s2d10;s8;w13;;s9;s10;s11;s15;;s19s20;d15;;s15;s21;;s12;s14s20d23s26;s1;s2;s3;s4;s5;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s24;s25;s26;/rC:-.8675,.4975,0;-.8675,1.5027,0;.8675,.4975,0;.8653,-1.5013,0;-.0001,-3.0052,0;;0,-1,0;-.8698,-1.5039,0;.8697,-2.5013,0;.8675,1.5027,0;-.8743,-2.509,0;0,2.0104,0;-2.384,-.6266,0;-3.2508,-1.1253,0;-7.5772,1.3812,0;1.7372,-2.9988,0;1.735,2.0001,0;-1.7396,-3.0103,0;-6.7119,.8799,0;-4.9814,-.1227,0;-5.8466,.3786,0;-7.5757,2.3812,0;-3.6148,.2413,0;-8.444,.8825,0;-5.3453,1.2439,0;-4.6174,-1.4893,0;0,3.0104,0;-4.1161,-.624,0;-1.3001,.2469,0;-1.3012,1.7514,0;1.3001,.2469,0;1.298,-1.2506,0;.0021,-3.5052,0;-2.3833,-.1266,0;-3.2516,-1.6253,0;1.9859,-2.565,0;2.1709,-3.2475,0;1.4884,-3.4325,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;-1.4889,-3.4429,0;-1.9902,-2.5776,0;-2.1722,-3.2609,0;-6.4613,1.3125,0;-6.9626,.4473,0;-4.7307,.3099,0;-5.232,-.5553,0;-6.0973,-.054,0;-8.8766,1.1331,0;-5.5947,1.6773,0;-4.368,-1.9227,0;

Duplicates CHEMBL100820_s0;CHEMBL101668_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100750-0000100999/CHEMBL100820_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100750-0000100999/CHEMBL100820_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100750-0000100999/CHEMBL100820_s0.sdf

Formula	C₂₁H₂₄FO₅P
MW	406.39
InChIKey	PZRJNNIVYSSRMG-PWIKPTQSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.86
logP	4.4946
PSA	104.64
MR	108.812
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-277.93624
PM7_Total_Energy_ev	-5023.31538
PM7_Electronic_Energy_ev	-39711.33985
PM7_Dipole_Debye	6.39129
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.499
PM7_LUMO_Energy_ev	-0.526
PM7_COSMO_Area_square_ang	393.5
PM7_COSMO_Volue_cubic_ang	486.05
PM7_Electron_Affinity_ev	0.526
PM7_Ionization_Energy_ev	9.499
PM7_Energy_Gap_ev	8.973
PM7_Global_Hardness_ev	4.4865
PM7_Global_Softness_ev	0.22289089490694305
PM7_Chemical_Potential_ev	-5.0125
PM7_Electronigativity_ev	5.0125
PM7_Back_Donation_Energy_ev	-1.121625
PM7_Electrophilicity_ev	2.800084280619637
OPENEYE_Name	(3~{S})-4-[[(~{E})-2-[2-(4-fluoro-3-methyl-phenyl)-4,6-dimethyl-phenyl]vinyl]-hydroxy-phosphoryl]-3-hydroxy-butanoic acid
SMILES	c1cc(c(cc1c2cc(cc(c2C=CP(=O)(CC(CC(=O)O)O)O)C)C)C)F
Canonical_SMILES	OC(=O)C[C@@H](C[P@@](=O)(/C=C/c1c(C)cc(cc1c1ccc(c(c1)C)F)C)O)O
InChI	1/C21H24FO5P/c1-13-8-14(2)18(6-7-28(26,27)12-17(23)11-21(24)25)19(9-13)16-4-5-20(22)15(3)10-16/h4-10,17,23H,11-12H2,1-3H3,(H,24,25)(H,26,27)/f/h24,26H
InChI_3D	1S/C21H24FO5P/c1-13-8-14(2)18(6-7-28(26,27)12-17(23)11-21(24)25)19(9-13)16-4-5-20(22)15(3)10-16/h4-10,17,23H,11-12H2,1-3H3,(H,24,25)(H,26,27)/b7-6+/t17-/m0/s1
AuxInfo	1/1/N:16,18,17,1,2,13,14,5,4,3,19,20,9,11,10,6,21,8,7,12,15,27,25,22,24,23,26,28/E:(24,25)(26,27)/F:16,18,17,1,2,13,14,5,4,3,19,20,9,11,10,6,21,8,7,12,15,27,25,24,22,26,23,28/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOFPHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s6;s7;s4d5;s3;s5d8;s2d10;s8;w13;;s9;s10;s11;s15;;s19s20;d15;;s15;s21;;s12;s14s20d23s26;s1;s2;s3;s4;s5;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s24;s25;s26;/rC:-.8675,.4975,0;-.8675,1.5027,0;.8675,.4975,0;.8653,-1.5013,0;-.0001,-3.0052,0;;0,-1,0;-.8698,-1.5039,0;.8697,-2.5013,0;.8675,1.5027,0;-.8743,-2.509,0;0,2.0104,0;-2.384,-.6266,0;-3.2508,-1.1253,0;-7.5772,1.3812,0;1.7372,-2.9988,0;1.735,2.0001,0;-1.7396,-3.0103,0;-6.7119,.8799,0;-4.9814,-.1227,0;-5.8466,.3786,0;-7.5757,2.3812,0;-3.6148,.2413,0;-8.444,.8825,0;-5.3453,1.2439,0;-4.6174,-1.4893,0;0,3.0104,0;-4.1161,-.624,0;-1.3001,.2469,0;-1.3012,1.7514,0;1.3001,.2469,0;1.298,-1.2506,0;.0021,-3.5052,0;-2.3833,-.1266,0;-3.2516,-1.6253,0;1.9859,-2.565,0;2.1709,-3.2475,0;1.4884,-3.4325,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;-1.4889,-3.4429,0;-1.9902,-2.5776,0;-2.1722,-3.2609,0;-6.4613,1.3125,0;-6.9626,.4473,0;-4.7307,.3099,0;-5.232,-.5553,0;-6.0973,-.054,0;-8.8766,1.1331,0;-5.5947,1.6773,0;-4.368,-1.9227,0;
Duplicates	CHEMBL100820_s0;CHEMBL101668_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100750-0000100999/CHEMBL100820_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100750-0000100999/CHEMBL100820_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100750-0000100999/CHEMBL100820_s0.sdf