CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3688 (1440)

Formula C₂₁H₂₀O₉

MW 416.38

InChIKey WMMOMSNMMDMSRB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.18

logP -0.3453

PSA 153.75

MR 100.883

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -314.40724

PM7_Total_Energy_ev -5506.13699

PM7_Electronic_Energy_ev -46555.18473

PM7_Dipole_Debye 2.80595

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.465

PM7_LUMO_Energy_ev -1.658

PM7_COSMO_Area_square_ang 363.68

PM7_COSMO_Volue_cubic_ang 457.47

PM7_Electron_Affinity_ev 1.658

PM7_Ionization_Energy_ev 9.465

PM7_Energy_Gap_ev 7.807

PM7_Global_Hardness_ev 3.9035

PM7_Global_Softness_ev 0.2561803509670808

PM7_Chemical_Potential_ev -5.5615

PM7_Electronigativity_ev 5.5615

PM7_Back_Donation_Energy_ev -0.975875

PM7_Electrophilicity_ev 3.961865281157935

OPENEYE_Name 1-hydroxy-3-methyl-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-anthracene-9,10-dione

SMILES c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)C)C2=O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2c(C3=O)cc(cc2O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3

InChI_3D 1S/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3/t13-,17-,19+,20-,21-/m1/s1

AuxInfo 1/0/N:20,1,2,3,4,5,21,10,6,7,12,11,18,9,8,13,16,14,15,17,19,29,25,22,27,23,26,28,30,24/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d6;s7;s4d5;d3s8;s5d9;s6s7;s8s9;;s15;s15;s16;s17;s10;s18;d13;d14;s18s19;s12;s15;s16;s17;s21;s11s19;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:3.8274,2.0102,0;4.1808,2.9516,0;2.8364,1.8398,0;3.5937,6.3752,0;1.9528,6.9802,0;3.5333,3.7209,0;3.241,5.4339,0;2.542,3.5518,0;2.2474,5.2633,0;2.9464,7.1507,0;2.1987,2.6108,0;1.6065,6.0343,0;3.886,4.6597,0;1.9035,4.3214,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.2918,8.0891,0;-1.4725,3.1448,0;4.872,4.8265,0;.9181,4.151,0;0,2.0104,0;.6211,5.8638,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1461,1.6249,0;4.6736,3.0363,0;2.6627,1.371,0;4.0866,6.4591,0;1.6327,7.3643,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.7611,7.9164,0;2.8226,8.2618,0;3.4645,8.5583,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.301,6.2479,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI3688

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3688.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3688.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3688.sdf

Formula	C₂₁H₂₀O₉
MW	416.38
InChIKey	WMMOMSNMMDMSRB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.18
logP	-0.3453
PSA	153.75
MR	100.883
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-314.40724
PM7_Total_Energy_ev	-5506.13699
PM7_Electronic_Energy_ev	-46555.18473
PM7_Dipole_Debye	2.80595
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.465
PM7_LUMO_Energy_ev	-1.658
PM7_COSMO_Area_square_ang	363.68
PM7_COSMO_Volue_cubic_ang	457.47
PM7_Electron_Affinity_ev	1.658
PM7_Ionization_Energy_ev	9.465
PM7_Energy_Gap_ev	7.807
PM7_Global_Hardness_ev	3.9035
PM7_Global_Softness_ev	0.2561803509670808
PM7_Chemical_Potential_ev	-5.5615
PM7_Electronigativity_ev	5.5615
PM7_Back_Donation_Energy_ev	-0.975875
PM7_Electrophilicity_ev	3.961865281157935
OPENEYE_Name	1-hydroxy-3-methyl-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-anthracene-9,10-dione
SMILES	c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)C)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2c(C3=O)cc(cc2O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3
InChI_3D	1S/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3/t13-,17-,19+,20-,21-/m1/s1
AuxInfo	1/0/N:20,1,2,3,4,5,21,10,6,7,12,11,18,9,8,13,16,14,15,17,19,29,25,22,27,23,26,28,30,24/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d6;s7;s4d5;d3s8;s5d9;s6s7;s8s9;;s15;s15;s16;s17;s10;s18;d13;d14;s18s19;s12;s15;s16;s17;s21;s11s19;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:3.8274,2.0102,0;4.1808,2.9516,0;2.8364,1.8398,0;3.5937,6.3752,0;1.9528,6.9802,0;3.5333,3.7209,0;3.241,5.4339,0;2.542,3.5518,0;2.2474,5.2633,0;2.9464,7.1507,0;2.1987,2.6108,0;1.6065,6.0343,0;3.886,4.6597,0;1.9035,4.3214,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.2918,8.0891,0;-1.4725,3.1448,0;4.872,4.8265,0;.9181,4.151,0;0,2.0104,0;.6211,5.8638,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1461,1.6249,0;4.6736,3.0363,0;2.6627,1.371,0;4.0866,6.4591,0;1.6327,7.3643,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.7611,7.9164,0;2.8226,8.2618,0;3.4645,8.5583,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.301,6.2479,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI3688
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3688.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3688.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3688.sdf