CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184564_s0_p0 (99265)

Formula C₂₂H₂₃NO₁₁

MW 477.42

InChIKey PDOICZRLIROUNN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 7

HB_Acceptor 7

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.93

logP 0.4308

PSA 205.3

MR 116.172

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -379.27016

PM7_Total_Energy_ev -6445.6678

PM7_Electronic_Energy_ev -54337.48901

PM7_Dipole_Debye 4.18362

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.755

PM7_LUMO_Energy_ev -1.032

PM7_COSMO_Area_square_ang 444.26

PM7_COSMO_Volue_cubic_ang 511.46

PM7_Electron_Affinity_ev 1.032

PM7_Ionization_Energy_ev 8.755

PM7_Energy_Gap_ev 7.723

PM7_Global_Hardness_ev 3.8615

PM7_Global_Softness_ev 0.25896672277612326

PM7_Chemical_Potential_ev -4.8935

PM7_Electronigativity_ev 4.8935

PM7_Back_Donation_Energy_ev -0.965375

PM7_Electrophilicity_ev 3.100652887478959

OPENEYE_Name 7-[(2~{R},3~{S},4~{R},5~{S},6~{R})-3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)CO)O)O)N)O)OC)O

Canonical_SMILES OC[C@H]1O[C@H](Oc2cc(O)c3c(c2)oc(c(c3=O)O)c2ccc(c(c2)OC)O)[C@H]([C@H]([C@@H]1O)O)N

InChI 1/C22H23NO11/c1-31-12-4-8(2-3-10(12)25)21-20(30)18(28)15-11(26)5-9(6-13(15)33-21)32-22-16(23)19(29)17(27)14(7-24)34-22/h2-6,14,16-17,19,22,24-27,29-30H,7,23H2,1H3

InChI_3D 1S/C22H23NO11/c1-31-12-4-8(2-3-10(12)25)21-20(30)18(28)15-11(26)5-9(6-13(15)33-21)32-22-16(23)19(29)17(27)14(7-24)34-22/h2-6,14,16-17,19,22,24-27,29-30H,7,23H2,1H3/t14-,16+,17-,19-,22+/m1/s1

AuxInfo 1/0/N:21,1,2,3,5,4,22,6,11,9,12,10,8,19,7,16,18,14,17,15,13,20,23,32,27,28,31,24,30,29,34,33,25,26/rA:57cCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s16;;s19;s16;d14;s8s13;s19s20;s9;s12;s15;s17;s18;s22;s11s20;s10s21;s1;s2;s3;s4;s5;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s23;s23;s27;s28;s29;s30;s31;s32;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.7252,1.5678,0;-3.7107,1.7376,0;-4.355,.9727,0;-4.0102,.0285,0;-2.3804,.6236,0;7.8206,1.4931,0;-4.0153,-1.7215,0;-2.7304,3.3178,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.0212,-.1509,0;6.9485,3.0016,0;.8675,-1.4978,0;4.3408,-.5059,0;-5.2263,2.6125,0;-5.8705,.0976,0;-4.0182,-2.7215,0;-.8675,1.5031,0;6.9541,.9939,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;-.4327,-.2506,0;-2.233,1.6556,0;-3.5406,2.2078,0;-4.676,1.356,0;-4.5027,-.0579,0;-2.0571,.2421,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-3.5153,-1.723,0;-4.5153,-1.7201,0;-3.1641,3.5665,0;-2.2981,3.5691,0;6.9475,3.5016,0;1.3004,-1.748,0;4.3394,-1.0059,0;-5.2263,3.1125,0;-6.3035,.3476,0;-3.5859,-2.9728,0;

Duplicates ChEBI184564_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184564_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184564_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184564_s0_p0.sdf

Formula	C₂₂H₂₃NO₁₁
MW	477.42
InChIKey	PDOICZRLIROUNN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	7
HB_Acceptor	7
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.93
logP	0.4308
PSA	205.3
MR	116.172
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-379.27016
PM7_Total_Energy_ev	-6445.6678
PM7_Electronic_Energy_ev	-54337.48901
PM7_Dipole_Debye	4.18362
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.755
PM7_LUMO_Energy_ev	-1.032
PM7_COSMO_Area_square_ang	444.26
PM7_COSMO_Volue_cubic_ang	511.46
PM7_Electron_Affinity_ev	1.032
PM7_Ionization_Energy_ev	8.755
PM7_Energy_Gap_ev	7.723
PM7_Global_Hardness_ev	3.8615
PM7_Global_Softness_ev	0.25896672277612326
PM7_Chemical_Potential_ev	-4.8935
PM7_Electronigativity_ev	4.8935
PM7_Back_Donation_Energy_ev	-0.965375
PM7_Electrophilicity_ev	3.100652887478959
OPENEYE_Name	7-[(2~{R},3~{S},4~{R},5~{S},6~{R})-3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)CO)O)O)N)O)OC)O
Canonical_SMILES	OC[C@H]1O[C@H](Oc2cc(O)c3c(c2)oc(c(c3=O)O)c2ccc(c(c2)OC)O)[C@H]([C@H]([C@@H]1O)O)N
InChI	1/C22H23NO11/c1-31-12-4-8(2-3-10(12)25)21-20(30)18(28)15-11(26)5-9(6-13(15)33-21)32-22-16(23)19(29)17(27)14(7-24)34-22/h2-6,14,16-17,19,22,24-27,29-30H,7,23H2,1H3
InChI_3D	1S/C22H23NO11/c1-31-12-4-8(2-3-10(12)25)21-20(30)18(28)15-11(26)5-9(6-13(15)33-21)32-22-16(23)19(29)17(27)14(7-24)34-22/h2-6,14,16-17,19,22,24-27,29-30H,7,23H2,1H3/t14-,16+,17-,19-,22+/m1/s1
AuxInfo	1/0/N:21,1,2,3,5,4,22,6,11,9,12,10,8,19,7,16,18,14,17,15,13,20,23,32,27,28,31,24,30,29,34,33,25,26/rA:57cCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s16;;s19;s16;d14;s8s13;s19s20;s9;s12;s15;s17;s18;s22;s11s20;s10s21;s1;s2;s3;s4;s5;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s23;s23;s27;s28;s29;s30;s31;s32;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.7252,1.5678,0;-3.7107,1.7376,0;-4.355,.9727,0;-4.0102,.0285,0;-2.3804,.6236,0;7.8206,1.4931,0;-4.0153,-1.7215,0;-2.7304,3.3178,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.0212,-.1509,0;6.9485,3.0016,0;.8675,-1.4978,0;4.3408,-.5059,0;-5.2263,2.6125,0;-5.8705,.0976,0;-4.0182,-2.7215,0;-.8675,1.5031,0;6.9541,.9939,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;-.4327,-.2506,0;-2.233,1.6556,0;-3.5406,2.2078,0;-4.676,1.356,0;-4.5027,-.0579,0;-2.0571,.2421,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-3.5153,-1.723,0;-4.5153,-1.7201,0;-3.1641,3.5665,0;-2.2981,3.5691,0;6.9475,3.5016,0;1.3004,-1.748,0;4.3394,-1.0059,0;-5.2263,3.1125,0;-6.3035,.3476,0;-3.5859,-2.9728,0;
Duplicates	ChEBI184564_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184564_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184564_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184564_s0_p0.sdf