CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL106256_s0 (6577)

Formula C₂₀H₂₁ClO₅

MW 376.84

InChIKey VRXQBTAASDYONU-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.14

logP 4.7955

PSA 83.83

MR 100.614

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -191.92259

PM7_Total_Energy_ev -4483.62558

PM7_Electronic_Energy_ev -35727.50356

PM7_Dipole_Debye 3.62349

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.375

PM7_LUMO_Energy_ev -1.2

PM7_COSMO_Area_square_ang 366.63

PM7_COSMO_Volue_cubic_ang 440.11

PM7_Electron_Affinity_ev 1.2

PM7_Ionization_Energy_ev 9.375

PM7_Energy_Gap_ev 8.175

PM7_Global_Hardness_ev 4.0875

PM7_Global_Softness_ev 0.24464831804281345

PM7_Chemical_Potential_ev -5.2875

PM7_Electronigativity_ev 5.2875

PM7_Back_Donation_Energy_ev -1.021875

PM7_Electrophilicity_ev 3.4198967889908256

OPENEYE_Name (2~{R})-2-(6-chloro-3-hydroxy-4-propanoyl-2-propyl-phenoxy)-2-phenyl-acetic acid

SMILES c1ccc(cc1)C(C(=O)O)Oc2c(c(c(cc2Cl)C(=O)CC)O)CCC

Canonical_SMILES CCCc1c(O[C@H](c2ccccc2)C(=O)O)c(Cl)cc(c1O)C(=O)CC

InChI 1/C20H21ClO5/c1-3-8-13-17(23)14(16(22)4-2)11-15(21)19(13)26-18(20(24)25)12-9-6-5-7-10-12/h5-7,9-11,18,23H,3-4,8H2,1-2H3,(H,24,25)/f/h24H

InChI_3D 1S/C20H21ClO5/c1-3-8-13-17(23)14(16(22)4-2)11-15(21)19(13)26-18(20(24)25)12-9-6-5-7-10-12/h5-7,9-11,18,23H,3-4,8H2,1-2H3,(H,24,25)/t18-/m1/s1

AuxInfo 1/1/N:16,15,19,18,1,2,3,17,4,5,6,8,9,7,12,13,10,20,11,14,26,21,23,22,24,25/E:(6,7)(9,10)(24,25)/F:16,15,19,18,1,2,3,17,4,5,6,8,9,7,12,13,10,20,11,14,26,21,23,24,22,25/E:(6,7)(9,10)/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;;s7d9;s9;s6d11;s7;;;;s9;s13s15;s16s17;s8s14;d13;d14;s10;s14;s11s20;s12;s1;s2;s3;s4;s5;s6;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s23;s24;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.8801,7.0109,0;2.8853,7.008,0;0,2.0104,0;2.8802,5.273,0;3.3803,6.139,0;1.875,5.2759,0;1.3699,6.1449,0;3.3891,7.8718,0;0,4.7604,0;5.3891,7.863,0;4.3763,2.6727,0;3.3789,4.4062,0;4.3891,7.8674,0;3.8776,3.5394,0;0,3.7604,0;2.8929,8.74,0;.866,5.2604,0;4.3802,6.1361,0;-.866,5.2604,0;1,3.7604,0;.3699,6.1479,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.6327,7.4454,0;5.3869,7.363,0;5.3913,8.363,0;5.8891,7.8608,0;3.9429,2.4233,0;4.8097,2.922,0;4.6256,2.2393,0;2.9455,4.1569,0;3.8123,4.6556,0;4.3869,7.3674,0;4.3913,8.3674,0;4.311,3.7888,0;3.4442,3.2901,0;-.5,3.7604,0;4.629,5.7023,0;-1.299,5.0104,0;

Duplicates CHEMBL106256_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106256_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106256_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106256_s0.sdf

Formula	C₂₀H₂₁ClO₅
MW	376.84
InChIKey	VRXQBTAASDYONU-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.14
logP	4.7955
PSA	83.83
MR	100.614
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-191.92259
PM7_Total_Energy_ev	-4483.62558
PM7_Electronic_Energy_ev	-35727.50356
PM7_Dipole_Debye	3.62349
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.375
PM7_LUMO_Energy_ev	-1.2
PM7_COSMO_Area_square_ang	366.63
PM7_COSMO_Volue_cubic_ang	440.11
PM7_Electron_Affinity_ev	1.2
PM7_Ionization_Energy_ev	9.375
PM7_Energy_Gap_ev	8.175
PM7_Global_Hardness_ev	4.0875
PM7_Global_Softness_ev	0.24464831804281345
PM7_Chemical_Potential_ev	-5.2875
PM7_Electronigativity_ev	5.2875
PM7_Back_Donation_Energy_ev	-1.021875
PM7_Electrophilicity_ev	3.4198967889908256
OPENEYE_Name	(2~{R})-2-(6-chloro-3-hydroxy-4-propanoyl-2-propyl-phenoxy)-2-phenyl-acetic acid
SMILES	c1ccc(cc1)C(C(=O)O)Oc2c(c(c(cc2Cl)C(=O)CC)O)CCC
Canonical_SMILES	CCCc1c(O[C@H](c2ccccc2)C(=O)O)c(Cl)cc(c1O)C(=O)CC
InChI	1/C20H21ClO5/c1-3-8-13-17(23)14(16(22)4-2)11-15(21)19(13)26-18(20(24)25)12-9-6-5-7-10-12/h5-7,9-11,18,23H,3-4,8H2,1-2H3,(H,24,25)/f/h24H
InChI_3D	1S/C20H21ClO5/c1-3-8-13-17(23)14(16(22)4-2)11-15(21)19(13)26-18(20(24)25)12-9-6-5-7-10-12/h5-7,9-11,18,23H,3-4,8H2,1-2H3,(H,24,25)/t18-/m1/s1
AuxInfo	1/1/N:16,15,19,18,1,2,3,17,4,5,6,8,9,7,12,13,10,20,11,14,26,21,23,22,24,25/E:(6,7)(9,10)(24,25)/F:16,15,19,18,1,2,3,17,4,5,6,8,9,7,12,13,10,20,11,14,26,21,23,24,22,25/E:(6,7)(9,10)/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;;s7d9;s9;s6d11;s7;;;;s9;s13s15;s16s17;s8s14;d13;d14;s10;s14;s11s20;s12;s1;s2;s3;s4;s5;s6;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s23;s24;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.8801,7.0109,0;2.8853,7.008,0;0,2.0104,0;2.8802,5.273,0;3.3803,6.139,0;1.875,5.2759,0;1.3699,6.1449,0;3.3891,7.8718,0;0,4.7604,0;5.3891,7.863,0;4.3763,2.6727,0;3.3789,4.4062,0;4.3891,7.8674,0;3.8776,3.5394,0;0,3.7604,0;2.8929,8.74,0;.866,5.2604,0;4.3802,6.1361,0;-.866,5.2604,0;1,3.7604,0;.3699,6.1479,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.6327,7.4454,0;5.3869,7.363,0;5.3913,8.363,0;5.8891,7.8608,0;3.9429,2.4233,0;4.8097,2.922,0;4.6256,2.2393,0;2.9455,4.1569,0;3.8123,4.6556,0;4.3869,7.3674,0;4.3913,8.3674,0;4.311,3.7888,0;3.4442,3.2901,0;-.5,3.7604,0;4.629,5.7023,0;-1.299,5.0104,0;
Duplicates	CHEMBL106256_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106256_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106256_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106256_s0.sdf