CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15554 (12508)

Formula C₁₆H₂₂N₂O₇

MW 354.36

InChIKey XXWREFOKTUTPHF-HCKMINDGNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 6

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -1.96

logP -2.0562

PSA 151.84

MR 90.3249

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -261.76278

PM7_Total_Energy_ev -4701.38906

PM7_Electronic_Energy_ev -35678.31417

PM7_Dipole_Debye 4.58739

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.541

PM7_LUMO_Energy_ev -0.623

PM7_COSMO_Area_square_ang 362.02

PM7_COSMO_Volue_cubic_ang 409.77

PM7_Electron_Affinity_ev 0.623

PM7_Ionization_Energy_ev 9.541

PM7_Energy_Gap_ev 8.918

PM7_Global_Hardness_ev 4.459

PM7_Global_Softness_ev 0.22426553038797936

PM7_Chemical_Potential_ev -5.082

PM7_Electronigativity_ev 5.082

PM7_Back_Donation_Energy_ev -1.11475

PM7_Electrophilicity_ev 2.896021978021978

OPENEYE_Name (2~{S},3~{S})-2,3-dihydroxy-~{N}-[2-hydroxy-1-(hydroxymethyl)ethyl]-3-[(4~{S},5~{S})-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydrooxazol-4-yl]propanamide

SMILES c1ccc(c(c1)C2=NC(C(O2)C)C(C(C(=O)NC(CO)CO)O)O)O

Canonical_SMILES OCC(NC(=O)[C@H]([C@H]([C@@H]1N=C(O[C@H]1C)c1ccccc1O)O)O)CO

InChI 1/C16H22N2O7/c1-8-12(13(22)14(23)15(24)17-9(6-19)7-20)18-16(25-8)10-4-2-3-5-11(10)21/h2-5,8-9,12-14,19-23H,6-7H2,1H3,(H,17,24)/f/h17H

InChI_3D 1S/C16H22N2O7/c1-8-12(13(22)14(23)15(24)17-9(6-19)7-20)18-16(25-8)10-4-2-3-5-11(10)21/h2-5,8-9,12-14,19-23H,6-7H2,1H3,(H,17,24)/t8-,12+,13-,14-/m0/s1

AuxInfo 1/1/N:11,1,2,3,4,12,13,10,16,5,6,9,15,14,8,7,18,17,22,23,21,25,24,19,20/E:(6,7)(19,20)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCNNOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;;;s9;s10;;;s8;s9s14;s12s13;d7s9;s8s16;d8;s7s10;s6;s12;s13;s14;s15;s1;s2;s3;s4;s9;s10;s11;s11;s11;s12;s12;s13;s13;s14;s15;s16;s18;s21;s22;s23;s24;s25;/rC:3.4234,2.551,0;4.1696,1.8853,0;2.472,2.2432,0;3.9622,.9017,0;2.2646,1.2597,0;3.0087,.5839,0;1.3131,.9519,0;.3109,-2.9838,0;;-.3065,.9519,0;-.8077,1.8172,0;.5997,-4.4619,0;-1.3896,-4.6692,0;.2073,-1.9892,0;.1036,-.9946,0;-.3949,-4.5655,0;1.0014,0,0;-.4986,-3.5709,0;1.2241,-3.3914,0;.5007,1.5426,0;2.8023,-.3946,0;1.5943,-4.3582,0;-2.3842,-4.7728,0;1.2019,-1.8856,0;-.891,-1.0983,0;3.5266,3.0403,0;4.6447,2.0412,0;2.1003,2.5777,0;4.3353,.5688,0;-.4893,-.1031,0;-.7634,.7488,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;.6515,-4.9592,0;.5478,-3.9646,0;-1.4414,-4.1719,0;-1.3377,-5.1665,0;-.29,-2.0411,0;.601,-.9428,0;-.3431,-5.0628,0;-.9552,-3.3671,0;3.1744,-.7286,0;1.8878,-4.763,0;-2.6777,-4.3681,0;1.4954,-2.2903,0;-1.0947,-1.5549,0;

Duplicates DB15554

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15554.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15554.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15554.sdf

Formula	C₁₆H₂₂N₂O₇
MW	354.36
InChIKey	XXWREFOKTUTPHF-HCKMINDGNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	6
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-1.96
logP	-2.0562
PSA	151.84
MR	90.3249
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-261.76278
PM7_Total_Energy_ev	-4701.38906
PM7_Electronic_Energy_ev	-35678.31417
PM7_Dipole_Debye	4.58739
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.541
PM7_LUMO_Energy_ev	-0.623
PM7_COSMO_Area_square_ang	362.02
PM7_COSMO_Volue_cubic_ang	409.77
PM7_Electron_Affinity_ev	0.623
PM7_Ionization_Energy_ev	9.541
PM7_Energy_Gap_ev	8.918
PM7_Global_Hardness_ev	4.459
PM7_Global_Softness_ev	0.22426553038797936
PM7_Chemical_Potential_ev	-5.082
PM7_Electronigativity_ev	5.082
PM7_Back_Donation_Energy_ev	-1.11475
PM7_Electrophilicity_ev	2.896021978021978
OPENEYE_Name	(2~{S},3~{S})-2,3-dihydroxy-~{N}-[2-hydroxy-1-(hydroxymethyl)ethyl]-3-[(4~{S},5~{S})-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydrooxazol-4-yl]propanamide
SMILES	c1ccc(c(c1)C2=NC(C(O2)C)C(C(C(=O)NC(CO)CO)O)O)O
Canonical_SMILES	OCC(NC(=O)[C@H]([C@H]([C@@H]1N=C(O[C@H]1C)c1ccccc1O)O)O)CO
InChI	1/C16H22N2O7/c1-8-12(13(22)14(23)15(24)17-9(6-19)7-20)18-16(25-8)10-4-2-3-5-11(10)21/h2-5,8-9,12-14,19-23H,6-7H2,1H3,(H,17,24)/f/h17H
InChI_3D	1S/C16H22N2O7/c1-8-12(13(22)14(23)15(24)17-9(6-19)7-20)18-16(25-8)10-4-2-3-5-11(10)21/h2-5,8-9,12-14,19-23H,6-7H2,1H3,(H,17,24)/t8-,12+,13-,14-/m0/s1
AuxInfo	1/1/N:11,1,2,3,4,12,13,10,16,5,6,9,15,14,8,7,18,17,22,23,21,25,24,19,20/E:(6,7)(19,20)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCNNOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;;;s9;s10;;;s8;s9s14;s12s13;d7s9;s8s16;d8;s7s10;s6;s12;s13;s14;s15;s1;s2;s3;s4;s9;s10;s11;s11;s11;s12;s12;s13;s13;s14;s15;s16;s18;s21;s22;s23;s24;s25;/rC:3.4234,2.551,0;4.1696,1.8853,0;2.472,2.2432,0;3.9622,.9017,0;2.2646,1.2597,0;3.0087,.5839,0;1.3131,.9519,0;.3109,-2.9838,0;;-.3065,.9519,0;-.8077,1.8172,0;.5997,-4.4619,0;-1.3896,-4.6692,0;.2073,-1.9892,0;.1036,-.9946,0;-.3949,-4.5655,0;1.0014,0,0;-.4986,-3.5709,0;1.2241,-3.3914,0;.5007,1.5426,0;2.8023,-.3946,0;1.5943,-4.3582,0;-2.3842,-4.7728,0;1.2019,-1.8856,0;-.891,-1.0983,0;3.5266,3.0403,0;4.6447,2.0412,0;2.1003,2.5777,0;4.3353,.5688,0;-.4893,-.1031,0;-.7634,.7488,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;.6515,-4.9592,0;.5478,-3.9646,0;-1.4414,-4.1719,0;-1.3377,-5.1665,0;-.29,-2.0411,0;.601,-.9428,0;-.3431,-5.0628,0;-.9552,-3.3671,0;3.1744,-.7286,0;1.8878,-4.763,0;-2.6777,-4.3681,0;1.4954,-2.2903,0;-1.0947,-1.5549,0;
Duplicates	DB15554
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15554.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15554.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15554.sdf