CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15551 (12505)

Formula C₁₃H₁₄ClNO₅

MW 299.71

InChIKey ZFAIHGMUJXZHDW-GPQMBLKYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 34

Number_Heavy_Atoms 20

Number_Rings 2

Number_Bonds 35

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.62

logP 0.8507

PSA 99.35

MR 76.1986

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -187.21814

PM7_Total_Energy_ev -3715.33939

PM7_Electronic_Energy_ev -24442.99025

PM7_Dipole_Debye 2.49448

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.38

PM7_LUMO_Energy_ev -0.823

PM7_COSMO_Area_square_ang 296.59

PM7_COSMO_Volue_cubic_ang 329.33

PM7_Electron_Affinity_ev 0.823

PM7_Ionization_Energy_ev 9.38

PM7_Energy_Gap_ev 8.557

PM7_Global_Hardness_ev 4.2785

PM7_Global_Softness_ev 0.23372677340189318

PM7_Chemical_Potential_ev -5.1015

PM7_Electronigativity_ev 5.1015

PM7_Back_Donation_Energy_ev -1.069625

PM7_Electrophilicity_ev 3.0414049608507656

OPENEYE_Name (3~{R})-3-[(4~{S},5~{S})-2-(5-chloro-2-hydroxy-phenyl)-5-methyl-4,5-dihydrooxazol-4-yl]-3-hydroxy-propanoic acid

SMILES c1cc(cc(c1O)C2=NC(C(O2)C)C(CC(=O)O)O)Cl

Canonical_SMILES OC(=O)C[C@H]([C@@H]1N=C(O[C@H]1C)c1cc(Cl)ccc1O)O

InChI 1/C13H14ClNO5/c1-6-12(10(17)5-11(18)19)15-13(20-6)8-4-7(14)2-3-9(8)16/h2-4,6,10,12,16-17H,5H2,1H3,(H,18,19)/f/h18H

InChI_3D 1S/C13H14ClNO5/c1-6-12(10(17)5-11(18)19)15-13(20-6)8-4-7(14)2-3-9(8)16/h2-4,6,10,12,16-17H,5H2,1H3,(H,18,19)/t6-,10+,12+/m0/s1

AuxInfo 1/1/N:11,2,1,3,12,10,6,4,5,13,8,9,7,20,14,17,19,15,18,16/E:(18,19)/F:11,2,1,3,12,10,6,4,5,13,8,9,7,20,14,17,19,18,15,16/rA:34cCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;s9;s10;s8;s9s12;d7s9;d8;s7s10;s5;s8;s13;s6;s1;s2;s3;s9;s10;s11;s11;s11;s12;s12;s13;s17;s18;s19;/rC:3.4253,2.5492,0;4.1724,1.8766,0;3.0117,.5871,0;2.2646,1.2597,0;2.4752,2.2373,0;3.9694,.8922,0;1.3131,.9519,0;.3109,-2.9838,0;;-.3065,.9519,0;-.8077,1.8172,0;.2073,-1.9892,0;.1036,-.9946,0;1.0014,0,0;1.2241,-3.3914,0;.5007,1.5426,0;1.732,2.9063,0;-.4986,-3.5709,0;-.891,-1.0983,0;4.7126,.2232,0;3.5285,3.0384,0;4.6475,2.0326,0;2.9063,.0984,0;-.4893,-.1031,0;-.7634,.7488,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;.7046,-1.9374,0;-.29,-2.0411,0;.601,-.9428,0;1.2565,2.7517,0;-.4468,-4.0682,0;-1.0947,-1.5549,0;

Duplicates DB15551

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15551.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15551.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15551.sdf

Formula	C₁₃H₁₄ClNO₅
MW	299.71
InChIKey	ZFAIHGMUJXZHDW-GPQMBLKYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	34
Number_Heavy_Atoms	20
Number_Rings	2
Number_Bonds	35
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.62
logP	0.8507
PSA	99.35
MR	76.1986
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-187.21814
PM7_Total_Energy_ev	-3715.33939
PM7_Electronic_Energy_ev	-24442.99025
PM7_Dipole_Debye	2.49448
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.38
PM7_LUMO_Energy_ev	-0.823
PM7_COSMO_Area_square_ang	296.59
PM7_COSMO_Volue_cubic_ang	329.33
PM7_Electron_Affinity_ev	0.823
PM7_Ionization_Energy_ev	9.38
PM7_Energy_Gap_ev	8.557
PM7_Global_Hardness_ev	4.2785
PM7_Global_Softness_ev	0.23372677340189318
PM7_Chemical_Potential_ev	-5.1015
PM7_Electronigativity_ev	5.1015
PM7_Back_Donation_Energy_ev	-1.069625
PM7_Electrophilicity_ev	3.0414049608507656
OPENEYE_Name	(3~{R})-3-[(4~{S},5~{S})-2-(5-chloro-2-hydroxy-phenyl)-5-methyl-4,5-dihydrooxazol-4-yl]-3-hydroxy-propanoic acid
SMILES	c1cc(cc(c1O)C2=NC(C(O2)C)C(CC(=O)O)O)Cl
Canonical_SMILES	OC(=O)C[C@H]([C@@H]1N=C(O[C@H]1C)c1cc(Cl)ccc1O)O
InChI	1/C13H14ClNO5/c1-6-12(10(17)5-11(18)19)15-13(20-6)8-4-7(14)2-3-9(8)16/h2-4,6,10,12,16-17H,5H2,1H3,(H,18,19)/f/h18H
InChI_3D	1S/C13H14ClNO5/c1-6-12(10(17)5-11(18)19)15-13(20-6)8-4-7(14)2-3-9(8)16/h2-4,6,10,12,16-17H,5H2,1H3,(H,18,19)/t6-,10+,12+/m0/s1
AuxInfo	1/1/N:11,2,1,3,12,10,6,4,5,13,8,9,7,20,14,17,19,15,18,16/E:(18,19)/F:11,2,1,3,12,10,6,4,5,13,8,9,7,20,14,17,19,18,15,16/rA:34cCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;s9;s10;s8;s9s12;d7s9;d8;s7s10;s5;s8;s13;s6;s1;s2;s3;s9;s10;s11;s11;s11;s12;s12;s13;s17;s18;s19;/rC:3.4253,2.5492,0;4.1724,1.8766,0;3.0117,.5871,0;2.2646,1.2597,0;2.4752,2.2373,0;3.9694,.8922,0;1.3131,.9519,0;.3109,-2.9838,0;;-.3065,.9519,0;-.8077,1.8172,0;.2073,-1.9892,0;.1036,-.9946,0;1.0014,0,0;1.2241,-3.3914,0;.5007,1.5426,0;1.732,2.9063,0;-.4986,-3.5709,0;-.891,-1.0983,0;4.7126,.2232,0;3.5285,3.0384,0;4.6475,2.0326,0;2.9063,.0984,0;-.4893,-.1031,0;-.7634,.7488,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;.7046,-1.9374,0;-.29,-2.0411,0;.601,-.9428,0;1.2565,2.7517,0;-.4468,-4.0682,0;-1.0947,-1.5549,0;
Duplicates	DB15551
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15551.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15551.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15551.sdf