CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL102766 (2887)

Formula C₂₂H₂₂Cl₂N₃O₉P

MW 574.31

InChIKey NTAJXEZFRGYCDN-XNFPOWBANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 61

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 12

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 2.03

logP 3.3128

PSA 202.12

MR 130.673

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -365.51374

PM7_Total_Energy_ev -6926.54895

PM7_Electronic_Energy_ev -63028.02531

PM7_Dipole_Debye 3.01781

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.109

PM7_LUMO_Energy_ev -1.252

PM7_COSMO_Area_square_ang 469.91

PM7_COSMO_Volue_cubic_ang 618.55

PM7_Electron_Affinity_ev 1.252

PM7_Ionization_Energy_ev 9.109

PM7_Energy_Gap_ev 7.857

PM7_Global_Hardness_ev 3.9285

PM7_Global_Softness_ev 0.2545500827287769

PM7_Chemical_Potential_ev -5.1805

PM7_Electronigativity_ev 5.1805

PM7_Back_Donation_Energy_ev -0.982125

PM7_Electrophilicity_ev 3.4157541364388444

OPENEYE_Name (3~{R})-4-[[(1~{S})-1-[3-[(3,4-dichlorophenyl)methyl]-1,2,4-oxadiazol-5-yl]-2-hydroxy-ethyl]amino]-4-oxo-3-[(4-phosphonooxyphenyl)methyl]butanoic acid

SMILES c1cc(ccc1CC(C(=O)NC(c2nc(no2)Cc3ccc(c(c3)Cl)Cl)CO)CC(=O)O)OP(=O)(O)O

Canonical_SMILES OC[C@@H](c1onc(n1)Cc1ccc(c(c1)Cl)Cl)NC(=O)[C@H](Cc1ccc(cc1)OP(=O)(O)O)CC(=O)O

InChI 1/C22H22Cl2N3O9P/c23-16-6-3-13(8-17(16)24)9-19-26-22(35-27-19)18(11-28)25-21(31)14(10-20(29)30)7-12-1-4-15(5-2-12)36-37(32,33)34/h1-6,8,14,18,28H,7,9-11H2,(H,25,31)(H,29,30)(H2,32,33,34)/f/h25,29,32-33H

InChI_3D 1S/C22H22Cl2N3O9P/c23-16-6-3-13(8-17(16)24)9-19-26-22(35-27-19)18(11-28)25-21(31)14(10-20(29)30)7-12-1-4-15(5-2-12)36-37(32,33)34/h1-6,8,14,18,28H,7,9-11H2,(H,25,31)(H,29,30)(H2,32,33,34)/t14-,18+/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,18,7,17,19,20,8,9,22,10,11,12,21,13,16,15,14,36,37,25,23,24,31,27,30,26,28,32,33,29,34,35/E:(1,2)(4,5)(29,30)(32,33,34)/F:1,2,3,4,5,6,18,7,17,19,20,8,9,22,10,11,12,21,13,16,15,14,36,37,25,23,24,31,30,27,26,32,33,28,29,34,35/E:(1,2)(4,5)(32,33)/rA:59cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOPClClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3d7;s4d5;s6;s7d11;;;;;s9s13;s8;s16;;s14s20;s15s18s19;s13d14;d13;s15s21;d15;d16;;s14s24;s16;s20;;;s10;d28s32s33s34;s11;s12;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s25;s30;s31;s32;s33;/rC:-6.5004,-.8996,0;-4.8501,-1.4351,0;2.1684,-1.5176,0;-6.8106,-1.8557,0;-5.1603,-2.3912,0;2.7588,-2.3248,0;.765,-2.5378,0;-5.5217,-.6941,0;1.1736,-1.6195,0;-6.1421,-2.6064,0;2.3502,-3.2431,0;1.3512,-3.3544,0;;-1.308,.9518,0;-3.9532,.8996,0;-4.2872,3.1106,0;.5868,-.8097,0;-5.213,.2571,0;-4.5958,2.1594,0;-1.9506,2.2116,0;-2.2592,1.2604,0;-4.9044,1.2082,0;-1.0015,0,0;.3118,.9518,0;-3.2104,1.5691,0;-3.7449,-.0784,0;-3.3091,3.3189,0;-8.6383,-4.6876,0;-.5007,1.5426,0;-4.9566,3.8535,0;-1.6419,3.1628,0;-7.452,-5.4573,0;-7.8686,-3.5012,0;-6.6822,-4.271,0;-7.6603,-4.4793,0;2.9405,-4.0503,0;.9447,-4.268,0;-6.8345,-.5277,0;-4.3612,-1.3302,0;2.3717,-1.0607,0;-7.2999,-1.9585,0;-4.8245,-2.7616,0;3.256,-2.2716,0;.2676,-2.5888,0;.1819,-1.1031,0;.9917,-.5163,0;-5.6886,.4114,0;-4.7375,.1027,0;-4.1202,2.0051,0;-5.0714,2.3137,0;-2.4261,2.3659,0;-1.475,2.0573,0;-2.4135,.7848,0;-5.38,1.3626,0;-3.3145,2.0581,0;-4.8023,4.3291,0;-1.9767,3.5342,0;-7.8234,-5.7921,0;-8.3442,-3.3469,0;

Duplicates CHEMBL102766

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102766.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102766.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102766.sdf

Formula	C₂₂H₂₂Cl₂N₃O₉P
MW	574.31
InChIKey	NTAJXEZFRGYCDN-XNFPOWBANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	61
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	12
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	2.03
logP	3.3128
PSA	202.12
MR	130.673
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-365.51374
PM7_Total_Energy_ev	-6926.54895
PM7_Electronic_Energy_ev	-63028.02531
PM7_Dipole_Debye	3.01781
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.109
PM7_LUMO_Energy_ev	-1.252
PM7_COSMO_Area_square_ang	469.91
PM7_COSMO_Volue_cubic_ang	618.55
PM7_Electron_Affinity_ev	1.252
PM7_Ionization_Energy_ev	9.109
PM7_Energy_Gap_ev	7.857
PM7_Global_Hardness_ev	3.9285
PM7_Global_Softness_ev	0.2545500827287769
PM7_Chemical_Potential_ev	-5.1805
PM7_Electronigativity_ev	5.1805
PM7_Back_Donation_Energy_ev	-0.982125
PM7_Electrophilicity_ev	3.4157541364388444
OPENEYE_Name	(3~{R})-4-[[(1~{S})-1-[3-[(3,4-dichlorophenyl)methyl]-1,2,4-oxadiazol-5-yl]-2-hydroxy-ethyl]amino]-4-oxo-3-[(4-phosphonooxyphenyl)methyl]butanoic acid
SMILES	c1cc(ccc1CC(C(=O)NC(c2nc(no2)Cc3ccc(c(c3)Cl)Cl)CO)CC(=O)O)OP(=O)(O)O
Canonical_SMILES	OC[C@@H](c1onc(n1)Cc1ccc(c(c1)Cl)Cl)NC(=O)[C@H](Cc1ccc(cc1)OP(=O)(O)O)CC(=O)O
InChI	1/C22H22Cl2N3O9P/c23-16-6-3-13(8-17(16)24)9-19-26-22(35-27-19)18(11-28)25-21(31)14(10-20(29)30)7-12-1-4-15(5-2-12)36-37(32,33)34/h1-6,8,14,18,28H,7,9-11H2,(H,25,31)(H,29,30)(H2,32,33,34)/f/h25,29,32-33H
InChI_3D	1S/C22H22Cl2N3O9P/c23-16-6-3-13(8-17(16)24)9-19-26-22(35-27-19)18(11-28)25-21(31)14(10-20(29)30)7-12-1-4-15(5-2-12)36-37(32,33)34/h1-6,8,14,18,28H,7,9-11H2,(H,25,31)(H,29,30)(H2,32,33,34)/t14-,18+/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,18,7,17,19,20,8,9,22,10,11,12,21,13,16,15,14,36,37,25,23,24,31,27,30,26,28,32,33,29,34,35/E:(1,2)(4,5)(29,30)(32,33,34)/F:1,2,3,4,5,6,18,7,17,19,20,8,9,22,10,11,12,21,13,16,15,14,36,37,25,23,24,31,30,27,26,32,33,28,29,34,35/E:(1,2)(4,5)(32,33)/rA:59cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOPClClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3d7;s4d5;s6;s7d11;;;;;s9s13;s8;s16;;s14s20;s15s18s19;s13d14;d13;s15s21;d15;d16;;s14s24;s16;s20;;;s10;d28s32s33s34;s11;s12;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s25;s30;s31;s32;s33;/rC:-6.5004,-.8996,0;-4.8501,-1.4351,0;2.1684,-1.5176,0;-6.8106,-1.8557,0;-5.1603,-2.3912,0;2.7588,-2.3248,0;.765,-2.5378,0;-5.5217,-.6941,0;1.1736,-1.6195,0;-6.1421,-2.6064,0;2.3502,-3.2431,0;1.3512,-3.3544,0;;-1.308,.9518,0;-3.9532,.8996,0;-4.2872,3.1106,0;.5868,-.8097,0;-5.213,.2571,0;-4.5958,2.1594,0;-1.9506,2.2116,0;-2.2592,1.2604,0;-4.9044,1.2082,0;-1.0015,0,0;.3118,.9518,0;-3.2104,1.5691,0;-3.7449,-.0784,0;-3.3091,3.3189,0;-8.6383,-4.6876,0;-.5007,1.5426,0;-4.9566,3.8535,0;-1.6419,3.1628,0;-7.452,-5.4573,0;-7.8686,-3.5012,0;-6.6822,-4.271,0;-7.6603,-4.4793,0;2.9405,-4.0503,0;.9447,-4.268,0;-6.8345,-.5277,0;-4.3612,-1.3302,0;2.3717,-1.0607,0;-7.2999,-1.9585,0;-4.8245,-2.7616,0;3.256,-2.2716,0;.2676,-2.5888,0;.1819,-1.1031,0;.9917,-.5163,0;-5.6886,.4114,0;-4.7375,.1027,0;-4.1202,2.0051,0;-5.0714,2.3137,0;-2.4261,2.3659,0;-1.475,2.0573,0;-2.4135,.7848,0;-5.38,1.3626,0;-3.3145,2.0581,0;-4.8023,4.3291,0;-1.9767,3.5342,0;-7.8234,-5.7921,0;-8.3442,-3.3469,0;
Duplicates	CHEMBL102766
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102766.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102766.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102766.sdf