CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6388_p0 (2791)

Formula C₂₀H₂₇NO₇

MW 393.44

InChIKey LZKFLVDOCDILCY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.45

logP 0.6723

PSA 102.37

MR 102.83

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -269.44664

PM7_Total_Energy_ev -5074.08047

PM7_Electronic_Energy_ev -45030.0724

PM7_Dipole_Debye 4.73426

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.984

PM7_LUMO_Energy_ev 0.152

PM7_COSMO_Area_square_ang 367.54

PM7_COSMO_Volue_cubic_ang 475.62

PM7_Electron_Affinity_ev -0.152

PM7_Ionization_Energy_ev 8.984

PM7_Energy_Gap_ev 9.136

PM7_Global_Hardness_ev 4.568

PM7_Global_Softness_ev 0.21891418563922943

PM7_Chemical_Potential_ev -4.416

PM7_Electronigativity_ev 4.416

PM7_Back_Donation_Energy_ev -1.142

PM7_Electrophilicity_ev 2.1345288966725042

OPENEYE_Name [(4~{R},7~{R},8~{R})-7-[(~{Z})-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3~{H}-pyrrolizin-1-yl]methyl (2~{R},3~{S},4~{S})-3-hydroxy-2,4-dimethyl-5-oxo-tetrahydrofuran-3-carboxylate

SMILES C1=C(C2C(CCN2C1)OC(=O)C(=CC)C)COC(=O)C3(C(C(=O)OC3C)C)O

Canonical_SMILES C/C=C(C(=O)O[C@@H]1CCN2[C@@H]1C(=CC2)COC(=O)[C@@]1(O)[C@@H](C)OC(=O)[C@H]1C)/C

InChI 1/C20H27NO7/c1-5-11(2)17(22)28-15-7-9-21-8-6-14(16(15)21)10-26-19(24)20(25)12(3)18(23)27-13(20)4/h5-6,12-13,15-16,25H,7-10H2,1-4H3

InChI_3D 1S/C20H27NO7/c1-5-11(2)17(22)28-15-7-9-21-8-6-14(16(15)21)10-26-19(24)20(25)12(3)18(23)27-13(20)4/h5-6,12-13,15-16,25H,7-10H2,1-4H3/b11-5-/t12-,13-,15-,16-,20+/m1/s1

AuxInfo 1/0/N:16,17,18,19,4,1,9,8,10,20,5,12,14,2,13,11,6,3,7,15,21,23,22,24,26,28,25,27/rA:55cCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;w4;s5;;s1;;s9;s2;s3;s9s11;;s7s12s14;s4;s5;s12;s14;s2;s8s10s11;d3;d6;d7;s3s14;s15;s6s13;s7s20;s1;s4;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s26;/rC:;.5841,.8125,0;-2.659,5.7739,0;2.8336,4.2681,0;2.2495,3.4565,0;2.6604,2.5448,0;-1.0226,2.9146,0;.5923,-.8064,0;3.079,.0148,0;2.4945,-.7973,0;1.5372,.508,0;-1.6797,5.5719,0;2.4872,.8214,0;-2.4842,4.1635,0;-1.5716,4.5762,0;2.4227,5.1798,0;1.2545,3.5565,0;-1.5056,7.3132,0;-3.8954,3.1287,0;.2704,1.762,0;1.5417,-.4924,0;-3.0684,6.6862,0;3.6554,2.4448,0;-1.688,2.1681,0;-3.1592,4.9076,0;-.5943,4.7882,0;2.0763,1.7331,0;-.0434,2.7115,0;-.5,-.0026,0;3.3311,4.2181,0;.7981,-1.2621,0;.1606,-1.0587,0;3.449,.3511,0;3.4521,-.3181,0;2.9286,-1.0454,0;2.2932,-1.255,0;1.5348,1.008,0;-1.1797,5.574,0;2.9191,1.0734,0;-2.232,3.7318,0;1.9669,4.9744,0;2.2173,5.6357,0;2.8786,5.3853,0;1.2045,3.059,0;.757,3.6065,0;1.3045,4.0539,0;-1.0081,7.2635,0;-2.0032,7.3629,0;-1.4559,7.8107,0;-4.1911,3.5319,0;-4.2986,2.833,0;-3.5997,2.7254,0;.7451,1.9189,0;-.2044,1.6051,0;-.2582,4.418,0;

Duplicates ChEBI6388_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6388_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6388_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6388_p0.sdf

Formula	C₂₀H₂₇NO₇
MW	393.44
InChIKey	LZKFLVDOCDILCY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.45
logP	0.6723
PSA	102.37
MR	102.83
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-269.44664
PM7_Total_Energy_ev	-5074.08047
PM7_Electronic_Energy_ev	-45030.0724
PM7_Dipole_Debye	4.73426
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.984
PM7_LUMO_Energy_ev	0.152
PM7_COSMO_Area_square_ang	367.54
PM7_COSMO_Volue_cubic_ang	475.62
PM7_Electron_Affinity_ev	-0.152
PM7_Ionization_Energy_ev	8.984
PM7_Energy_Gap_ev	9.136
PM7_Global_Hardness_ev	4.568
PM7_Global_Softness_ev	0.21891418563922943
PM7_Chemical_Potential_ev	-4.416
PM7_Electronigativity_ev	4.416
PM7_Back_Donation_Energy_ev	-1.142
PM7_Electrophilicity_ev	2.1345288966725042
OPENEYE_Name	[(4~{R},7~{R},8~{R})-7-[(~{Z})-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3~{H}-pyrrolizin-1-yl]methyl (2~{R},3~{S},4~{S})-3-hydroxy-2,4-dimethyl-5-oxo-tetrahydrofuran-3-carboxylate
SMILES	C1=C(C2C(CCN2C1)OC(=O)C(=CC)C)COC(=O)C3(C(C(=O)OC3C)C)O
Canonical_SMILES	C/C=C(C(=O)O[C@@H]1CCN2[C@@H]1C(=CC2)COC(=O)[C@@]1(O)[C@@H](C)OC(=O)[C@H]1C)/C
InChI	1/C20H27NO7/c1-5-11(2)17(22)28-15-7-9-21-8-6-14(16(15)21)10-26-19(24)20(25)12(3)18(23)27-13(20)4/h5-6,12-13,15-16,25H,7-10H2,1-4H3
InChI_3D	1S/C20H27NO7/c1-5-11(2)17(22)28-15-7-9-21-8-6-14(16(15)21)10-26-19(24)20(25)12(3)18(23)27-13(20)4/h5-6,12-13,15-16,25H,7-10H2,1-4H3/b11-5-/t12-,13-,15-,16-,20+/m1/s1
AuxInfo	1/0/N:16,17,18,19,4,1,9,8,10,20,5,12,14,2,13,11,6,3,7,15,21,23,22,24,26,28,25,27/rA:55cCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;w4;s5;;s1;;s9;s2;s3;s9s11;;s7s12s14;s4;s5;s12;s14;s2;s8s10s11;d3;d6;d7;s3s14;s15;s6s13;s7s20;s1;s4;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s26;/rC:;.5841,.8125,0;-2.659,5.7739,0;2.8336,4.2681,0;2.2495,3.4565,0;2.6604,2.5448,0;-1.0226,2.9146,0;.5923,-.8064,0;3.079,.0148,0;2.4945,-.7973,0;1.5372,.508,0;-1.6797,5.5719,0;2.4872,.8214,0;-2.4842,4.1635,0;-1.5716,4.5762,0;2.4227,5.1798,0;1.2545,3.5565,0;-1.5056,7.3132,0;-3.8954,3.1287,0;.2704,1.762,0;1.5417,-.4924,0;-3.0684,6.6862,0;3.6554,2.4448,0;-1.688,2.1681,0;-3.1592,4.9076,0;-.5943,4.7882,0;2.0763,1.7331,0;-.0434,2.7115,0;-.5,-.0026,0;3.3311,4.2181,0;.7981,-1.2621,0;.1606,-1.0587,0;3.449,.3511,0;3.4521,-.3181,0;2.9286,-1.0454,0;2.2932,-1.255,0;1.5348,1.008,0;-1.1797,5.574,0;2.9191,1.0734,0;-2.232,3.7318,0;1.9669,4.9744,0;2.2173,5.6357,0;2.8786,5.3853,0;1.2045,3.059,0;.757,3.6065,0;1.3045,4.0539,0;-1.0081,7.2635,0;-2.0032,7.3629,0;-1.4559,7.8107,0;-4.1911,3.5319,0;-4.2986,2.833,0;-3.5997,2.7254,0;.7451,1.9189,0;-.2044,1.6051,0;-.2582,4.418,0;
Duplicates	ChEBI6388_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6388_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6388_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6388_p0.sdf