CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15552 (12506)

Formula C₁₆H₂₁ClN₂O₇

MW 388.8

InChIKey DQWZJXAZNNVHLN-GPQMBLKYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

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 -1.34

logP -1.4028

PSA 151.84

MR 95.3349

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -269.634

PM7_Total_Energy_ev -4954.87329

PM7_Electronic_Energy_ev -37709.72666

PM7_Dipole_Debye 4.3102

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.598

PM7_LUMO_Energy_ev -0.982

PM7_COSMO_Area_square_ang 381.18

PM7_COSMO_Volue_cubic_ang 432.38

PM7_Electron_Affinity_ev 0.982

PM7_Ionization_Energy_ev 9.598

PM7_Energy_Gap_ev 8.616

PM7_Global_Hardness_ev 4.308

PM7_Global_Softness_ev 0.23212627669452182

PM7_Chemical_Potential_ev -5.29

PM7_Electronigativity_ev 5.29

PM7_Back_Donation_Energy_ev -1.077

PM7_Electrophilicity_ev 3.247922469823584

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

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

Canonical_SMILES OCC(NC(=O)[C@H]([C@H]([C@@H]1N=C(O[C@H]1C)c1cc(Cl)ccc1O)O)O)CO

InChI 1/C16H21ClN2O7/c1-7-12(13(23)14(24)15(25)18-9(5-20)6-21)19-16(26-7)10-4-8(17)2-3-11(10)22/h2-4,7,9,12-14,20-24H,5-6H2,1H3,(H,18,25)/f/h18H

InChI_3D 1S/C16H21ClN2O7/c1-7-12(13(23)14(24)15(25)18-9(5-20)6-21)19-16(26-7)10-4-8(17)2-3-11(10)22/h2-4,7,9,12-14,20-24H,5-6H2,1H3,(H,18,25)/t7-,12+,13-,14-/m0/s1

AuxInfo 1/1/N:11,2,1,3,12,13,10,6,16,4,5,9,15,14,8,7,26,18,17,22,23,21,25,24,19,20/E:(5,6)(20,21)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCNNOOOOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;s9;s10;;;s8;s9s14;s12s13;d7s9;s8s16;d8;s7s10;s5;s12;s13;s14;s15;s6;s1;s2;s3;s9;s10;s11;s11;s11;s12;s12;s13;s13;s14;s15;s16;s18;s21;s22;s23;s24;s25;/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;.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;1.732,2.9063,0;1.5943,-4.3582,0;-2.3842,-4.7728,0;1.2019,-1.8856,0;-.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;.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;1.2565,2.7517,0;1.8878,-4.763,0;-2.6777,-4.3681,0;1.4954,-2.2903,0;-1.0947,-1.5549,0;

Duplicates DB15552

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15552.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15552.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15552.sdf

Formula	C₁₆H₂₁ClN₂O₇
MW	388.8
InChIKey	DQWZJXAZNNVHLN-GPQMBLKYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
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	-1.34
logP	-1.4028
PSA	151.84
MR	95.3349
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-269.634
PM7_Total_Energy_ev	-4954.87329
PM7_Electronic_Energy_ev	-37709.72666
PM7_Dipole_Debye	4.3102
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.598
PM7_LUMO_Energy_ev	-0.982
PM7_COSMO_Area_square_ang	381.18
PM7_COSMO_Volue_cubic_ang	432.38
PM7_Electron_Affinity_ev	0.982
PM7_Ionization_Energy_ev	9.598
PM7_Energy_Gap_ev	8.616
PM7_Global_Hardness_ev	4.308
PM7_Global_Softness_ev	0.23212627669452182
PM7_Chemical_Potential_ev	-5.29
PM7_Electronigativity_ev	5.29
PM7_Back_Donation_Energy_ev	-1.077
PM7_Electrophilicity_ev	3.247922469823584
OPENEYE_Name	(2~{S},3~{S})-3-[(4~{S},5~{S})-2-(5-chloro-2-hydroxy-phenyl)-5-methyl-4,5-dihydrooxazol-4-yl]-2,3-dihydroxy-~{N}-[2-hydroxy-1-(hydroxymethyl)ethyl]propanamide
SMILES	c1cc(cc(c1O)C2=NC(C(O2)C)C(C(C(=O)NC(CO)CO)O)O)Cl
Canonical_SMILES	OCC(NC(=O)[C@H]([C@H]([C@@H]1N=C(O[C@H]1C)c1cc(Cl)ccc1O)O)O)CO
InChI	1/C16H21ClN2O7/c1-7-12(13(23)14(24)15(25)18-9(5-20)6-21)19-16(26-7)10-4-8(17)2-3-11(10)22/h2-4,7,9,12-14,20-24H,5-6H2,1H3,(H,18,25)/f/h18H
InChI_3D	1S/C16H21ClN2O7/c1-7-12(13(23)14(24)15(25)18-9(5-20)6-21)19-16(26-7)10-4-8(17)2-3-11(10)22/h2-4,7,9,12-14,20-24H,5-6H2,1H3,(H,18,25)/t7-,12+,13-,14-/m0/s1
AuxInfo	1/1/N:11,2,1,3,12,13,10,6,16,4,5,9,15,14,8,7,26,18,17,22,23,21,25,24,19,20/E:(5,6)(20,21)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCNNOOOOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;s9;s10;;;s8;s9s14;s12s13;d7s9;s8s16;d8;s7s10;s5;s12;s13;s14;s15;s6;s1;s2;s3;s9;s10;s11;s11;s11;s12;s12;s13;s13;s14;s15;s16;s18;s21;s22;s23;s24;s25;/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;.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;1.732,2.9063,0;1.5943,-4.3582,0;-2.3842,-4.7728,0;1.2019,-1.8856,0;-.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;.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;1.2565,2.7517,0;1.8878,-4.763,0;-2.6777,-4.3681,0;1.4954,-2.2903,0;-1.0947,-1.5549,0;
Duplicates	DB15552
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15552.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15552.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15552.sdf