CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2991 (960)

Formula C₂₁H₂₂O₉

MW 418.4

InChIKey AFHJQYHRLPMKHU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 9

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -1.67

logP -0.8912

PSA 167.91

MR 101.962

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -344.14376

PM7_Total_Energy_ev -5533.94587

PM7_Electronic_Energy_ev -47214.99924

PM7_Dipole_Debye 3.86462

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.317

PM7_LUMO_Energy_ev -1.084

PM7_COSMO_Area_square_ang 380.13

PM7_COSMO_Volue_cubic_ang 458.84

PM7_Electron_Affinity_ev 1.084

PM7_Ionization_Energy_ev 9.317

PM7_Energy_Gap_ev 8.233

PM7_Global_Hardness_ev 4.1165

PM7_Global_Softness_ev 0.24292481476982875

PM7_Chemical_Potential_ev -5.2005

PM7_Electronigativity_ev 5.2005

PM7_Back_Donation_Energy_ev -1.029125

PM7_Electrophilicity_ev 3.284975130572088

OPENEYE_Name (10~{S})-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-10~{H}-anthracen-9-one

SMILES c1cc2c(c(c1)O)C(=O)c3c(cc(cc3O)CO)C2C4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OCc1cc(O)c2c(c1)[C@@H]([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(O)ccc1

InChI 1/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2

InChI_3D 1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14+,17-,19+,20-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,20,21,10,8,9,11,12,19,14,6,7,18,13,17,16,15,29,30,24,25,28,22,27,26,23/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s2d6;d4s7;s4d5;d3s6;s5d7;s6s7;s8s9;s14;s15;s16;s17;s18;s10;s19;d13;s15s19;s11;s12;s16;s17;s18;s20;s21;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s20;s21;s21;s24;s25;s26;s27;s28;s29;s30;/rC:-1.7239,3.6999,0;-1.7199,2.6944,0;-2.5938,4.2043,0;-3.461,-.3114,0;-5.2098,-.308,0;-3.4652,2.7015,0;-4.3366,1.1993,0;-2.5946,2.1982,0;-3.4643,.6939,0;-4.3375,-.8134,0;-3.4598,3.7032,0;-5.2056,.6993,0;-4.3315,2.202,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-4.34,-1.8134,0;1.4725,3.1448,0;-5.1961,2.7044,0;0,2.0104,0;-4.3248,4.205,0;-6.0701,1.2018,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;-4.3425,-2.8134,0;1.8182,4.0831,0;-1.2911,3.9503,0;-1.2874,2.4436,0;-2.5936,4.7043,0;-3.028,-.5615,0;-5.6435,-.5568,0;-2.4195,.7255,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-3.84,-1.8146,0;-4.84,-1.8121,0;1.0033,3.3177,0;1.9417,2.9719,0;-4.7583,3.956,0;-6.5039,.953,0;-1.1407,-1.5305,0;.9521,-1.8113,0;2.9122,.4164,0;-3.9101,-3.0644,0;1.4983,4.4674,0;

Duplicates ChEBI2991;ChEBI73222_s0;ChEBI74131

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2991.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2991.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2991.sdf

Formula	C₂₁H₂₂O₉
MW	418.4
InChIKey	AFHJQYHRLPMKHU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	9
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-1.67
logP	-0.8912
PSA	167.91
MR	101.962
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-344.14376
PM7_Total_Energy_ev	-5533.94587
PM7_Electronic_Energy_ev	-47214.99924
PM7_Dipole_Debye	3.86462
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.317
PM7_LUMO_Energy_ev	-1.084
PM7_COSMO_Area_square_ang	380.13
PM7_COSMO_Volue_cubic_ang	458.84
PM7_Electron_Affinity_ev	1.084
PM7_Ionization_Energy_ev	9.317
PM7_Energy_Gap_ev	8.233
PM7_Global_Hardness_ev	4.1165
PM7_Global_Softness_ev	0.24292481476982875
PM7_Chemical_Potential_ev	-5.2005
PM7_Electronigativity_ev	5.2005
PM7_Back_Donation_Energy_ev	-1.029125
PM7_Electrophilicity_ev	3.284975130572088
OPENEYE_Name	(10~{S})-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-10~{H}-anthracen-9-one
SMILES	c1cc2c(c(c1)O)C(=O)c3c(cc(cc3O)CO)C2C4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OCc1cc(O)c2c(c1)[C@@H]([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(O)ccc1
InChI	1/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2
InChI_3D	1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14+,17-,19+,20-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,20,21,10,8,9,11,12,19,14,6,7,18,13,17,16,15,29,30,24,25,28,22,27,26,23/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s2d6;d4s7;s4d5;d3s6;s5d7;s6s7;s8s9;s14;s15;s16;s17;s18;s10;s19;d13;s15s19;s11;s12;s16;s17;s18;s20;s21;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s20;s21;s21;s24;s25;s26;s27;s28;s29;s30;/rC:-1.7239,3.6999,0;-1.7199,2.6944,0;-2.5938,4.2043,0;-3.461,-.3114,0;-5.2098,-.308,0;-3.4652,2.7015,0;-4.3366,1.1993,0;-2.5946,2.1982,0;-3.4643,.6939,0;-4.3375,-.8134,0;-3.4598,3.7032,0;-5.2056,.6993,0;-4.3315,2.202,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-4.34,-1.8134,0;1.4725,3.1448,0;-5.1961,2.7044,0;0,2.0104,0;-4.3248,4.205,0;-6.0701,1.2018,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;-4.3425,-2.8134,0;1.8182,4.0831,0;-1.2911,3.9503,0;-1.2874,2.4436,0;-2.5936,4.7043,0;-3.028,-.5615,0;-5.6435,-.5568,0;-2.4195,.7255,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-3.84,-1.8146,0;-4.84,-1.8121,0;1.0033,3.3177,0;1.9417,2.9719,0;-4.7583,3.956,0;-6.5039,.953,0;-1.1407,-1.5305,0;.9521,-1.8113,0;2.9122,.4164,0;-3.9101,-3.0644,0;1.4983,4.4674,0;
Duplicates	ChEBI2991;ChEBI73222_s0;ChEBI74131
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2991.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2991.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2991.sdf