CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11939 (9659)

Formula C₂₂H₂₄ClFO₇

MW 454.88

InChIKey HYTPDMFFHVZBOR-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 7

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.54

logP 1.4956

PSA 108.61

MR 108.48

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -294.04554

PM7_Total_Energy_ev -5824.86523

PM7_Electronic_Energy_ev -48454.16422

PM7_Dipole_Debye 2.54725

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.871

PM7_LUMO_Energy_ev -0.232

PM7_COSMO_Area_square_ang 428.01

PM7_COSMO_Volue_cubic_ang 502.31

PM7_Electron_Affinity_ev 0.232

PM7_Ionization_Energy_ev 8.871

PM7_Energy_Gap_ev 8.639

PM7_Global_Hardness_ev 4.3195

PM7_Global_Softness_ev 0.23150827642088204

PM7_Chemical_Potential_ev -4.5515

PM7_Electronigativity_ev 4.5515

PM7_Back_Donation_Energy_ev -1.079875

PM7_Electrophilicity_ev 2.397980350735039

OPENEYE_Name (1~{R},2~{S},3~{S},4~{R},5~{R})-5-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

SMILES c1cc(c(cc1C23C(C(C(C(O2)(CO3)CO)O)O)O)Cc4ccc(c(c4)F)OCC)Cl

Canonical_SMILES CCOc1ccc(cc1F)Cc1cc(ccc1Cl)[C@@]12OC[C@](O1)(CO)[C@H]([C@@H]([C@H]2O)O)O

InChI 1/C22H24ClFO7/c1-2-29-17-6-3-12(8-16(17)24)7-13-9-14(4-5-15(13)23)22-20(28)18(26)19(27)21(10-25,31-22)11-30-22/h3-6,8-9,18-20,25-28H,2,7,10-11H2,1H3

InChI_3D 1S/C22H24ClFO7/c1-2-29-17-6-3-12(8-16(17)24)7-13-9-14(4-5-15(13)23)22-20(28)18(26)19(27)21(10-25,31-22)11-30-22/h3-6,8-9,18-20,25-28H,2,7,10-11H2,1H3/t18-,19-,20+,21+,22+/m0/s1

AuxInfo 1/0/N:19,22,2,1,4,3,20,6,5,21,13,8,9,7,12,11,10,14,16,15,18,17,31,30,28,25,27,26,29,23,24/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOFClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1d5;s2d6;s5;s3;s6d10;s4d9;;;s14;s14;s7s15;s13s16;;s8s9;s18;s19;s13s17;s17s18;s14;s15;s16;s21;s10s22;s11;s12;s1;s2;s3;s4;s5;s6;s13;s13;s14;s15;s16;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s26;s27;s28;/rC:-2.635,-2.1773,0;1.3486,-4.4517,0;2.112,-5.0976,0;-2.8208,-3.1652,0;-.9299,-2.498,0;.2241,-5.7731,0;-1.6904,-1.8488,0;.4055,-4.7844,0;-1.1157,-3.4859,0;1.9306,-6.0863,0;.9857,-6.429,0;-2.0621,-3.8245,0;-2.4504,.51,0;;-.5,-.866,0;-.5,.8716,0;-1.5056,-.866,0;-1.5056,.8716,0;2.3388,-8.7003,0;-.3551,-4.1352,0;-1.8237,2.5925,0;2.5164,-7.7162,0;-2.4554,-.4956,0;-.9053,-.0567,0;1.3427,1.1224,0;1.1445,-1.4645,0;-.6727,1.8566,0;-2.0054,3.5758,0;2.694,-6.7321,0;.8051,-7.4126,0;-2.2469,-4.8073,0;-3.0138,-1.8511,0;1.4388,-3.9599,0;2.5828,-4.9292,0;-3.293,-3.3295,0;-.4583,-2.3317,0;-.2475,-5.9394,0;-2.9469,.4509,0;-2.5702,.9954,0;.3827,-.3218,0;-.5868,-1.3584,0;-.0298,1.0417,0;1.8467,-8.6115,0;2.8308,-8.7891,0;2.25,-9.1924,0;-.0305,-3.7549,0;-.6797,-4.5155,0;-2.3153,2.5016,0;-1.332,2.6833,0;3.0084,-7.805,0;2.0243,-7.6274,0;1.8122,.9505,0;1.2313,-1.957,0;-.2894,2.1776,0;-2.4766,3.7429,0;

Duplicates DB11939

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11939.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11939.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11939.sdf

Formula	C₂₂H₂₄ClFO₇
MW	454.88
InChIKey	HYTPDMFFHVZBOR-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	7
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.54
logP	1.4956
PSA	108.61
MR	108.48
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-294.04554
PM7_Total_Energy_ev	-5824.86523
PM7_Electronic_Energy_ev	-48454.16422
PM7_Dipole_Debye	2.54725
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.871
PM7_LUMO_Energy_ev	-0.232
PM7_COSMO_Area_square_ang	428.01
PM7_COSMO_Volue_cubic_ang	502.31
PM7_Electron_Affinity_ev	0.232
PM7_Ionization_Energy_ev	8.871
PM7_Energy_Gap_ev	8.639
PM7_Global_Hardness_ev	4.3195
PM7_Global_Softness_ev	0.23150827642088204
PM7_Chemical_Potential_ev	-4.5515
PM7_Electronigativity_ev	4.5515
PM7_Back_Donation_Energy_ev	-1.079875
PM7_Electrophilicity_ev	2.397980350735039
OPENEYE_Name	(1~{R},2~{S},3~{S},4~{R},5~{R})-5-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
SMILES	c1cc(c(cc1C23C(C(C(C(O2)(CO3)CO)O)O)O)Cc4ccc(c(c4)F)OCC)Cl
Canonical_SMILES	CCOc1ccc(cc1F)Cc1cc(ccc1Cl)[C@@]12OC[C@](O1)(CO)[C@H]([C@@H]([C@H]2O)O)O
InChI	1/C22H24ClFO7/c1-2-29-17-6-3-12(8-16(17)24)7-13-9-14(4-5-15(13)23)22-20(28)18(26)19(27)21(10-25,31-22)11-30-22/h3-6,8-9,18-20,25-28H,2,7,10-11H2,1H3
InChI_3D	1S/C22H24ClFO7/c1-2-29-17-6-3-12(8-16(17)24)7-13-9-14(4-5-15(13)23)22-20(28)18(26)19(27)21(10-25,31-22)11-30-22/h3-6,8-9,18-20,25-28H,2,7,10-11H2,1H3/t18-,19-,20+,21+,22+/m0/s1
AuxInfo	1/0/N:19,22,2,1,4,3,20,6,5,21,13,8,9,7,12,11,10,14,16,15,18,17,31,30,28,25,27,26,29,23,24/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOFClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1d5;s2d6;s5;s3;s6d10;s4d9;;;s14;s14;s7s15;s13s16;;s8s9;s18;s19;s13s17;s17s18;s14;s15;s16;s21;s10s22;s11;s12;s1;s2;s3;s4;s5;s6;s13;s13;s14;s15;s16;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s26;s27;s28;/rC:-2.635,-2.1773,0;1.3486,-4.4517,0;2.112,-5.0976,0;-2.8208,-3.1652,0;-.9299,-2.498,0;.2241,-5.7731,0;-1.6904,-1.8488,0;.4055,-4.7844,0;-1.1157,-3.4859,0;1.9306,-6.0863,0;.9857,-6.429,0;-2.0621,-3.8245,0;-2.4504,.51,0;;-.5,-.866,0;-.5,.8716,0;-1.5056,-.866,0;-1.5056,.8716,0;2.3388,-8.7003,0;-.3551,-4.1352,0;-1.8237,2.5925,0;2.5164,-7.7162,0;-2.4554,-.4956,0;-.9053,-.0567,0;1.3427,1.1224,0;1.1445,-1.4645,0;-.6727,1.8566,0;-2.0054,3.5758,0;2.694,-6.7321,0;.8051,-7.4126,0;-2.2469,-4.8073,0;-3.0138,-1.8511,0;1.4388,-3.9599,0;2.5828,-4.9292,0;-3.293,-3.3295,0;-.4583,-2.3317,0;-.2475,-5.9394,0;-2.9469,.4509,0;-2.5702,.9954,0;.3827,-.3218,0;-.5868,-1.3584,0;-.0298,1.0417,0;1.8467,-8.6115,0;2.8308,-8.7891,0;2.25,-9.1924,0;-.0305,-3.7549,0;-.6797,-4.5155,0;-2.3153,2.5016,0;-1.332,2.6833,0;3.0084,-7.805,0;2.0243,-7.6274,0;1.8122,.9505,0;1.2313,-1.957,0;-.2894,2.1776,0;-2.4766,3.7429,0;
Duplicates	DB11939
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11939.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11939.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11939.sdf