CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182557_s0 (97614)

Formula C₂₁H₂₂N₂O₉

MW 446.41

InChIKey PCMUPOUDXMFDRE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 11

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 0.1

logP -0.6238

PSA 151.26

MR 115.248

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -236.04735

PM7_Total_Energy_ev -5902.67559

PM7_Electronic_Energy_ev -49051.98943

PM7_Dipole_Debye 7.35402

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.795

PM7_LUMO_Energy_ev -1.057

PM7_COSMO_Area_square_ang 411.37

PM7_COSMO_Volue_cubic_ang 486.13

PM7_Electron_Affinity_ev 1.057

PM7_Ionization_Energy_ev 8.795

PM7_Energy_Gap_ev 7.738

PM7_Global_Hardness_ev 3.869

PM7_Global_Softness_ev 0.25846471956577927

PM7_Chemical_Potential_ev -4.926

PM7_Electronigativity_ev 4.926

PM7_Back_Donation_Energy_ev -0.96725

PM7_Electrophilicity_ev 3.1358847247350736

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

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

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

InChI 1/C21H22N2O9/c1-23(12-8-10-4-6-14(29-2)17(30-3)16(10)31-20(12)27)19(26)11-9-21(28)15(25)7-5-13(24)18(21)32-22-11/h4-8,13,15,18,24-25,28H,9H2,1-3H3

InChI_3D 1S/C21H22N2O9/c1-23(12-8-10-4-6-14(29-2)17(30-3)16(10)31-20(12)27)19(26)11-9-21(28)15(25)7-5-13(24)18(21)32-22-11/h4-8,13,15,18,24-25,28H,9H2,1-3H3/t13-,15-,18+,21+/m0/s1

AuxInfo 1/0/N:19,20,21,1,8,2,9,7,14,3,12,10,15,5,16,4,6,17,13,11,18,22,23,28,29,25,24,30,31,32,26,27/rA:54cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s3;;d8;d7;s10;;s12;s12;s8;s9;s15;s14s16s17;;;;d12;s10s13s19;d11;d13;s4s11;s17s22;s15;s16;s18;s5s20;s6s21;s1;s2;s7;s8;s9;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s28;s29;s30;/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;5.207,1.002,0;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;5.707,1.0019,0;4.707,1.0021,0;5.207,1.502,0;11.0311,-1.0573,0;11.5359,-1.9205,0;11.7151,-1.2365,0;8.0744,-3.9436,0;7.5719,-3.0791,0;7.3908,-3.7626,0;.3937,2.7485,0;.397,-1.734,0;.4383,.2514,0;

Duplicates ChEBI182557_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182557_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182557_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182557_s0.sdf

Formula	C₂₁H₂₂N₂O₉
MW	446.41
InChIKey	PCMUPOUDXMFDRE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	11
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	0.1
logP	-0.6238
PSA	151.26
MR	115.248
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-236.04735
PM7_Total_Energy_ev	-5902.67559
PM7_Electronic_Energy_ev	-49051.98943
PM7_Dipole_Debye	7.35402
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.795
PM7_LUMO_Energy_ev	-1.057
PM7_COSMO_Area_square_ang	411.37
PM7_COSMO_Volue_cubic_ang	486.13
PM7_Electron_Affinity_ev	1.057
PM7_Ionization_Energy_ev	8.795
PM7_Energy_Gap_ev	7.738
PM7_Global_Hardness_ev	3.869
PM7_Global_Softness_ev	0.25846471956577927
PM7_Chemical_Potential_ev	-4.926
PM7_Electronigativity_ev	4.926
PM7_Back_Donation_Energy_ev	-0.96725
PM7_Electrophilicity_ev	3.1358847247350736
OPENEYE_Name	(4~{a}~{R},5~{S},8~{S},8~{a}~{R})-~{N}-(7,8-dimethoxy-2-oxo-chromen-3-yl)-4~{a},5,8-trihydroxy-~{N}-methyl-4,5,8,8~{a}-tetrahydro-1,2-benzoxazine-3-carboxamide
SMILES	c1cc(c(c2c1cc(c(=O)o2)N(C(=O)C3=NOC4C(C=CC(C4(C3)O)O)O)C)OC)OC
Canonical_SMILES	COc1c(OC)ccc2c1oc(=O)c(c2)N(C(=O)C1=NO[C@H]2[C@](C1)(O)[C@@H](O)C=C[C@@H]2O)C
InChI	1/C21H22N2O9/c1-23(12-8-10-4-6-14(29-2)17(30-3)16(10)31-20(12)27)19(26)11-9-21(28)15(25)7-5-13(24)18(21)32-22-11/h4-8,13,15,18,24-25,28H,9H2,1-3H3
InChI_3D	1S/C21H22N2O9/c1-23(12-8-10-4-6-14(29-2)17(30-3)16(10)31-20(12)27)19(26)11-9-21(28)15(25)7-5-13(24)18(21)32-22-11/h4-8,13,15,18,24-25,28H,9H2,1-3H3/t13-,15-,18+,21+/m0/s1
AuxInfo	1/0/N:19,20,21,1,8,2,9,7,14,3,12,10,15,5,16,4,6,17,13,11,18,22,23,28,29,25,24,30,31,32,26,27/rA:54cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s3;;d8;d7;s10;;s12;s12;s8;s9;s15;s14s16s17;;;;d12;s10s13s19;d11;d13;s4s11;s17s22;s15;s16;s18;s5s20;s6s21;s1;s2;s7;s8;s9;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s28;s29;s30;/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;5.207,1.002,0;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;5.707,1.0019,0;4.707,1.0021,0;5.207,1.502,0;11.0311,-1.0573,0;11.5359,-1.9205,0;11.7151,-1.2365,0;8.0744,-3.9436,0;7.5719,-3.0791,0;7.3908,-3.7626,0;.3937,2.7485,0;.397,-1.734,0;.4383,.2514,0;
Duplicates	ChEBI182557_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182557_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182557_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182557_s0.sdf