CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188558 (102861)

Formula C₂₀H₂₀N₂O₉

MW 432.39

InChIKey ZQOKLOPATOTAEE-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 11

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.11

logP -0.5751

PSA 160.05

MR 110.347

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -246.49608

PM7_Total_Energy_ev -5753.47343

PM7_Electronic_Energy_ev -45754.88992

PM7_Dipole_Debye 4.58175

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.93

PM7_LUMO_Energy_ev -1.275

PM7_COSMO_Area_square_ang 405.43

PM7_COSMO_Volue_cubic_ang 463.26

PM7_Electron_Affinity_ev 1.275

PM7_Ionization_Energy_ev 8.93

PM7_Energy_Gap_ev 7.655

PM7_Global_Hardness_ev 3.8275

PM7_Global_Softness_ev 0.2612671456564337

PM7_Chemical_Potential_ev -5.1025

PM7_Electronigativity_ev 5.1025

PM7_Back_Donation_Energy_ev -0.956875

PM7_Electrophilicity_ev 3.40111120182887

OPENEYE_Name (4~{a}~{S},5~{R},8~{R},8~{a}~{S})-~{N}-(7,8-dimethoxy-2-oxo-chromen-3-yl)-4~{a},5,8-trihydroxy-4,5,8,8~{a}-tetrahydro-1,2-benzoxazine-3-carboxamide

SMILES c1cc(c(c2c1cc(c(=O)o2)NC(=O)C3=NOC4C(C=CC(C4(C3)O)O)O)OC)OC

Canonical_SMILES COc1c(OC)ccc2c1oc(=O)c(c2)NC(=O)C1=NO[C@@H]2[C@@](C1)(O)[C@H](O)C=C[C@H]2O

InChI 1/C20H20N2O9/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)21-18(25)11-8-20(27)14(24)6-4-12(23)17(20)31-22-11/h3-7,12,14,17,23-24,27H,8H2,1-2H3,(H,21,25)/f/h21H

InChI_3D 1S/C20H20N2O9/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)21-18(25)11-8-20(27)14(24)6-4-12(23)17(20)31-22-11/h3-7,12,14,17,23-24,27H,8H2,1-2H3,(H,21,25)/t12-,14-,17+,20+/m1/s1

AuxInfo 1/1/N:19,20,1,8,2,9,7,14,3,10,12,15,5,16,4,6,17,13,11,18,22,21,27,28,24,23,29,30,31,25,26/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s3;;d8;d7;s10;;s12;s12;s8;s9;s15;s14s16s17;;;d12;s10s13;d11;d13;s4s11;s17s21;s15;s16;s18;s5s19;s6s20;s1;s2;s7;s8;s9;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s22;s27;s28;s29;/rC:8.6796,.0028,0;9.5489,-.4928,0;7.8129,-.4961,0;7.8141,-1.503,0;9.5515,-1.4985,0;8.6848,-2.0088,0;6.945,.0037,0;0,1.0057,0;;6.0728,-.4981,0;6.0741,-1.5051,0;3.4748,.0022,0;4.3408,-.4979,0;2.6038,-.4989,0;.8679,1.5135,0;.8679,-.4978,0;1.7358,1.0057,0;1.7371,0,0;11.2835,-1.4889,0;7.8231,-3.5113,0;3.4735,1.0079,0;5.2069,.002,0;5.2082,-2.0053,0;4.3407,-1.4979,0;6.9476,-2.0104,0;2.6012,1.5124,0;.2236,2.2783,0;.2257,-1.2643,0;.8716,.5009,0;10.4203,-1.9937,0;8.6877,-3.0088,0;8.6786,.5028,0;9.9809,-.2411,0;6.9451,.5037,0;-.4337,1.2544,0;-.4327,-.2506,0;2.925,-.8821,0;2.2825,-.882,0;1.19,1.8959,0;1.1888,-.8813,0;2.1697,.7573,0;11.0311,-1.0573,0;11.5359,-1.9205,0;11.7151,-1.2365,0;7.5719,-3.0791,0;8.0744,-3.9436,0;7.3908,-3.7626,0;5.2069,.502,0;.3937,2.7485,0;.397,-1.734,0;.4383,.2514,0;

Duplicates ChEBI188558

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188558.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188558.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188558.sdf

Formula	C₂₀H₂₀N₂O₉
MW	432.39
InChIKey	ZQOKLOPATOTAEE-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	11
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.11
logP	-0.5751
PSA	160.05
MR	110.347
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-246.49608
PM7_Total_Energy_ev	-5753.47343
PM7_Electronic_Energy_ev	-45754.88992
PM7_Dipole_Debye	4.58175
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.93
PM7_LUMO_Energy_ev	-1.275
PM7_COSMO_Area_square_ang	405.43
PM7_COSMO_Volue_cubic_ang	463.26
PM7_Electron_Affinity_ev	1.275
PM7_Ionization_Energy_ev	8.93
PM7_Energy_Gap_ev	7.655
PM7_Global_Hardness_ev	3.8275
PM7_Global_Softness_ev	0.2612671456564337
PM7_Chemical_Potential_ev	-5.1025
PM7_Electronigativity_ev	5.1025
PM7_Back_Donation_Energy_ev	-0.956875
PM7_Electrophilicity_ev	3.40111120182887
OPENEYE_Name	(4~{a}~{S},5~{R},8~{R},8~{a}~{S})-~{N}-(7,8-dimethoxy-2-oxo-chromen-3-yl)-4~{a},5,8-trihydroxy-4,5,8,8~{a}-tetrahydro-1,2-benzoxazine-3-carboxamide
SMILES	c1cc(c(c2c1cc(c(=O)o2)NC(=O)C3=NOC4C(C=CC(C4(C3)O)O)O)OC)OC
Canonical_SMILES	COc1c(OC)ccc2c1oc(=O)c(c2)NC(=O)C1=NO[C@@H]2[C@@](C1)(O)[C@H](O)C=C[C@H]2O
InChI	1/C20H20N2O9/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)21-18(25)11-8-20(27)14(24)6-4-12(23)17(20)31-22-11/h3-7,12,14,17,23-24,27H,8H2,1-2H3,(H,21,25)/f/h21H
InChI_3D	1S/C20H20N2O9/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)21-18(25)11-8-20(27)14(24)6-4-12(23)17(20)31-22-11/h3-7,12,14,17,23-24,27H,8H2,1-2H3,(H,21,25)/t12-,14-,17+,20+/m1/s1
AuxInfo	1/1/N:19,20,1,8,2,9,7,14,3,10,12,15,5,16,4,6,17,13,11,18,22,21,27,28,24,23,29,30,31,25,26/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s3;;d8;d7;s10;;s12;s12;s8;s9;s15;s14s16s17;;;d12;s10s13;d11;d13;s4s11;s17s21;s15;s16;s18;s5s19;s6s20;s1;s2;s7;s8;s9;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s22;s27;s28;s29;/rC:8.6796,.0028,0;9.5489,-.4928,0;7.8129,-.4961,0;7.8141,-1.503,0;9.5515,-1.4985,0;8.6848,-2.0088,0;6.945,.0037,0;0,1.0057,0;;6.0728,-.4981,0;6.0741,-1.5051,0;3.4748,.0022,0;4.3408,-.4979,0;2.6038,-.4989,0;.8679,1.5135,0;.8679,-.4978,0;1.7358,1.0057,0;1.7371,0,0;11.2835,-1.4889,0;7.8231,-3.5113,0;3.4735,1.0079,0;5.2069,.002,0;5.2082,-2.0053,0;4.3407,-1.4979,0;6.9476,-2.0104,0;2.6012,1.5124,0;.2236,2.2783,0;.2257,-1.2643,0;.8716,.5009,0;10.4203,-1.9937,0;8.6877,-3.0088,0;8.6786,.5028,0;9.9809,-.2411,0;6.9451,.5037,0;-.4337,1.2544,0;-.4327,-.2506,0;2.925,-.8821,0;2.2825,-.882,0;1.19,1.8959,0;1.1888,-.8813,0;2.1697,.7573,0;11.0311,-1.0573,0;11.5359,-1.9205,0;11.7151,-1.2365,0;7.5719,-3.0791,0;8.0744,-3.9436,0;7.3908,-3.7626,0;5.2069,.502,0;.3937,2.7485,0;.397,-1.734,0;.4383,.2514,0;
Duplicates	ChEBI188558
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188558.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188558.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188558.sdf