CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI20831 (7280)

Formula C₂₀H₁₈O₇

MW 370.36

InChIKey VVADHOLYTSDFGC-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 48

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 7

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.95

logP 1.264

PSA 116.45

MR 96.2092

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -222.4278

PM7_Total_Energy_ev -4765.67169

PM7_Electronic_Energy_ev -37205.28533

PM7_Dipole_Debye 1.67928

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.642

PM7_LUMO_Energy_ev -1.009

PM7_COSMO_Area_square_ang 353.01

PM7_COSMO_Volue_cubic_ang 411.65

PM7_Electron_Affinity_ev 1.009

PM7_Ionization_Energy_ev 8.642

PM7_Energy_Gap_ev 7.633

PM7_Global_Hardness_ev 3.8165

PM7_Global_Softness_ev 0.26202017555351764

PM7_Chemical_Potential_ev -4.8255

PM7_Electronigativity_ev 4.8255

PM7_Back_Donation_Energy_ev -0.954125

PM7_Electrophilicity_ev 3.0506288811738504

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(9-phenanthryloxy)tetrahydropyran-2-carboxylic acid

SMILES c1ccc2c(c1)cc(c3c2cccc3)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)Oc1cc2ccccc2c2c1cccc2

InChI 1/C20H18O7/c21-15-16(22)18(19(24)25)27-20(17(15)23)26-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15-18,20-23H,(H,24,25)/f/h24H

InChI_3D 1S/C20H18O7/c21-15-16(22)18(19(24)25)27-20(17(15)23)26-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15-18,20-23H,(H,24,25)/t15-,16-,17+,18-,20+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,18,17,19,16,15,20,25,24,26,21,23,27,22/E:(24,25)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,14,18,17,19,16,15,20,25,24,26,23,21,27,22/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;;d5s9;d6s10;d7s11;d8s12;d9s13;;s15;s16;s17;s18;s19;d15;s16s20;s15;s17;s18;s19;s14s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s17;s18;s19;s20;s23;s24;s25;s26;/rC:5.4732,1.4052,0;5.822,2.3485,0;3.2501,5.4573,0;2.2526,5.2839,0;4.4821,1.2388,0;5.18,3.1252,0;3.8962,4.679,0;1.9014,4.3322,0;2.8465,1.8379,0;3.8433,2.0082,0;4.1923,2.9515,0;3.5495,3.7337,0;2.5522,3.5604,0;2.1987,2.6108,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;5.792,1.0201,0;6.315,2.4322,0;3.4229,5.9265,0;1.9325,5.6681,0;4.308,.7701,0;5.3528,3.5944,0;4.389,4.7639,0;1.4089,4.2459,0;2.6741,1.3685,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI20831

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20831.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20831.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20831.sdf

Formula	C₂₀H₁₈O₇
MW	370.36
InChIKey	VVADHOLYTSDFGC-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	48
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	7
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.95
logP	1.264
PSA	116.45
MR	96.2092
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-222.4278
PM7_Total_Energy_ev	-4765.67169
PM7_Electronic_Energy_ev	-37205.28533
PM7_Dipole_Debye	1.67928
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.642
PM7_LUMO_Energy_ev	-1.009
PM7_COSMO_Area_square_ang	353.01
PM7_COSMO_Volue_cubic_ang	411.65
PM7_Electron_Affinity_ev	1.009
PM7_Ionization_Energy_ev	8.642
PM7_Energy_Gap_ev	7.633
PM7_Global_Hardness_ev	3.8165
PM7_Global_Softness_ev	0.26202017555351764
PM7_Chemical_Potential_ev	-4.8255
PM7_Electronigativity_ev	4.8255
PM7_Back_Donation_Energy_ev	-0.954125
PM7_Electrophilicity_ev	3.0506288811738504
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(9-phenanthryloxy)tetrahydropyran-2-carboxylic acid
SMILES	c1ccc2c(c1)cc(c3c2cccc3)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)Oc1cc2ccccc2c2c1cccc2
InChI	1/C20H18O7/c21-15-16(22)18(19(24)25)27-20(17(15)23)26-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15-18,20-23H,(H,24,25)/f/h24H
InChI_3D	1S/C20H18O7/c21-15-16(22)18(19(24)25)27-20(17(15)23)26-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15-18,20-23H,(H,24,25)/t15-,16-,17+,18-,20+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,18,17,19,16,15,20,25,24,26,21,23,27,22/E:(24,25)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,14,18,17,19,16,15,20,25,24,26,23,21,27,22/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;;d5s9;d6s10;d7s11;d8s12;d9s13;;s15;s16;s17;s18;s19;d15;s16s20;s15;s17;s18;s19;s14s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s17;s18;s19;s20;s23;s24;s25;s26;/rC:5.4732,1.4052,0;5.822,2.3485,0;3.2501,5.4573,0;2.2526,5.2839,0;4.4821,1.2388,0;5.18,3.1252,0;3.8962,4.679,0;1.9014,4.3322,0;2.8465,1.8379,0;3.8433,2.0082,0;4.1923,2.9515,0;3.5495,3.7337,0;2.5522,3.5604,0;2.1987,2.6108,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;5.792,1.0201,0;6.315,2.4322,0;3.4229,5.9265,0;1.9325,5.6681,0;4.308,.7701,0;5.3528,3.5944,0;4.389,4.7639,0;1.4089,4.2459,0;2.6741,1.3685,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI20831
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20831.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20831.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20831.sdf