CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI32046 (9997)

Formula C₂₇H₂₈O₁₂

MW 544.51

InChIKey RPAFQXAVFGSQFL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 39

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 12

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -0.99

logP 0.9225

PSA 200.28

MR 133.248

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -452.28369

PM7_Total_Energy_ev -7237.52145

PM7_Electronic_Energy_ev -71143.54478

PM7_Dipole_Debye 4.80863

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.803

PM7_LUMO_Energy_ev -0.97

PM7_COSMO_Area_square_ang 464.15

PM7_COSMO_Volue_cubic_ang 589.79

PM7_Electron_Affinity_ev 0.97

PM7_Ionization_Energy_ev 8.803

PM7_Energy_Gap_ev 7.833

PM7_Global_Hardness_ev 3.9165

PM7_Global_Softness_ev 0.25533001404315075

PM7_Chemical_Potential_ev -4.8865

PM7_Electronigativity_ev 4.8865

PM7_Back_Donation_Energy_ev -0.979125

PM7_Electrophilicity_ev 3.0483700051066003

OPENEYE_Name (4~{S},4~{a}~{S},12~{a}~{S})-2-acetyl-12~{a}-[(2~{S},4~{R},5~{S},6~{R})-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3,8,10,11-tetrahydroxy-4-methoxy-4~{a},5-dihydro-4~{H}-tetracene-1,12-dione

SMILES c1c2cc(cc(c2c(c3c1CC4C(C(=C(C(=O)C4(C3=O)OC5CC(C(C(O5)C)O)O)C(=O)C)O)OC)O)O)O

Canonical_SMILES CO[C@@H]1C(=C(C(=O)C)C(=O)[C@@]2([C@H]1Cc1cc3cc(O)cc(c3c(c1C2=O)O)O)O[C@H]1C[C@@H](O)[C@@H]([C@H](O1)C)O)O

InChI 1/C27H28O12/c1-9(28)18-23(34)24(37-3)14-6-12-4-11-5-13(29)7-15(30)19(11)22(33)20(12)26(36)27(14,25(18)35)39-17-8-16(31)21(32)10(2)38-17/h4-5,7,10,14,16-17,21,24,29-34H,6,8H2,1-3H3

InChI_3D 1S/C27H28O12/c1-9(28)18-23(34)24(37-3)14-6-12-4-11-5-13(29)7-15(30)19(11)22(33)20(12)26(36)27(14,25(18)35)39-17-8-16(31)21(32)10(2)38-17/h4-5,7,10,14,16-17,21,24,29-34H,6,8H2,1-3H3/t10-,14+,16-,17+,21-,24+,27-/m1/s1

AuxInfo 1/0/N:25,26,27,1,2,16,3,17,15,22,4,7,8,19,9,20,23,12,5,6,21,10,13,18,14,11,24,30,32,33,36,37,34,35,29,28,38,31,39/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s4;;s1d6;d2s3;d3s5;d5s6;s6;;d12;s12;s12;s7;;s13;s16s18;s17;s20;s21;s17;s11s14s19;s15;s22;;d11;d14;d15;s22s23;s8;s9;s10;s13;s20;s21;s18s27;s23s24;s1;s2;s3;s16;s16;s17;s17;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;s37;/rC:-4.5985,-1.8169,0;-4.291,-3.5227,0;-2.6473,-4.1073,0;-3.9458,-2.5783,0;-2.9565,-2.398,0;-3.2654,-.689,0;-4.2573,-.8687,0;-3.6368,-4.2863,0;-2.3119,-3.1647,0;-2.6198,-1.4563,0;-2.927,.2547,0;-3.8765,2.7362,0;-4.8697,2.5616,0;-3.2313,1.9621,0;-3.5328,3.6753,0;-4.9108,-.1049,0;-.8675,.4975,0;-5.2177,1.613,0;-4.568,.8453,0;;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;-3.5748,1.0198,0;-2.5476,3.8471,0;1.2132,2.441,0;-6.9495,2.6134,0;-1.943,.4329,0;-2.2462,2.1339,0;-4.1741,4.4425,0;0,2.0104,0;-3.9719,-5.2285,0;-1.3278,-2.987,0;-1.6356,-1.2792,0;-5.5114,3.3286,0;1.1236,-1.3417,0;2.5912,.7997,0;-6.0836,2.1132,0;-2.5903,1.1954,0;-5.0902,-1.9072,0;-4.783,-3.6117,0;-2.3236,-4.4885,0;-5.2294,-.4902,0;-5.3451,.143,0;-1.0376,.0273,0;-1.36,.5838,0;-5.5383,1.2293,0;-4.3978,1.3154,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-1.0404,1.9719,0;-2.4617,3.3545,0;-2.6335,4.3397,0;-2.0551,3.933,0;1.6824,2.2682,0;.744,2.6139,0;1.3861,2.9102,0;-7.1996,2.1805,0;-7.3824,2.8636,0;-6.6993,3.0464,0;-3.6477,-5.6092,0;-1.0049,-3.3687,0;-1.3129,-1.6611,0;-5.3396,3.7981,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI32046

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32046.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32046.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32046.sdf

Formula	C₂₇H₂₈O₁₂
MW	544.51
InChIKey	RPAFQXAVFGSQFL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	39
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	12
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-0.99
logP	0.9225
PSA	200.28
MR	133.248
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-452.28369
PM7_Total_Energy_ev	-7237.52145
PM7_Electronic_Energy_ev	-71143.54478
PM7_Dipole_Debye	4.80863
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.803
PM7_LUMO_Energy_ev	-0.97
PM7_COSMO_Area_square_ang	464.15
PM7_COSMO_Volue_cubic_ang	589.79
PM7_Electron_Affinity_ev	0.97
PM7_Ionization_Energy_ev	8.803
PM7_Energy_Gap_ev	7.833
PM7_Global_Hardness_ev	3.9165
PM7_Global_Softness_ev	0.25533001404315075
PM7_Chemical_Potential_ev	-4.8865
PM7_Electronigativity_ev	4.8865
PM7_Back_Donation_Energy_ev	-0.979125
PM7_Electrophilicity_ev	3.0483700051066003
OPENEYE_Name	(4~{S},4~{a}~{S},12~{a}~{S})-2-acetyl-12~{a}-[(2~{S},4~{R},5~{S},6~{R})-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3,8,10,11-tetrahydroxy-4-methoxy-4~{a},5-dihydro-4~{H}-tetracene-1,12-dione
SMILES	c1c2cc(cc(c2c(c3c1CC4C(C(=C(C(=O)C4(C3=O)OC5CC(C(C(O5)C)O)O)C(=O)C)O)OC)O)O)O
Canonical_SMILES	CO[C@@H]1C(=C(C(=O)C)C(=O)[C@@]2([C@H]1Cc1cc3cc(O)cc(c3c(c1C2=O)O)O)O[C@H]1C[C@@H](O)[C@@H]([C@H](O1)C)O)O
InChI	1/C27H28O12/c1-9(28)18-23(34)24(37-3)14-6-12-4-11-5-13(29)7-15(30)19(11)22(33)20(12)26(36)27(14,25(18)35)39-17-8-16(31)21(32)10(2)38-17/h4-5,7,10,14,16-17,21,24,29-34H,6,8H2,1-3H3
InChI_3D	1S/C27H28O12/c1-9(28)18-23(34)24(37-3)14-6-12-4-11-5-13(29)7-15(30)19(11)22(33)20(12)26(36)27(14,25(18)35)39-17-8-16(31)21(32)10(2)38-17/h4-5,7,10,14,16-17,21,24,29-34H,6,8H2,1-3H3/t10-,14+,16-,17+,21-,24+,27-/m1/s1
AuxInfo	1/0/N:25,26,27,1,2,16,3,17,15,22,4,7,8,19,9,20,23,12,5,6,21,10,13,18,14,11,24,30,32,33,36,37,34,35,29,28,38,31,39/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s4;;s1d6;d2s3;d3s5;d5s6;s6;;d12;s12;s12;s7;;s13;s16s18;s17;s20;s21;s17;s11s14s19;s15;s22;;d11;d14;d15;s22s23;s8;s9;s10;s13;s20;s21;s18s27;s23s24;s1;s2;s3;s16;s16;s17;s17;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;s37;/rC:-4.5985,-1.8169,0;-4.291,-3.5227,0;-2.6473,-4.1073,0;-3.9458,-2.5783,0;-2.9565,-2.398,0;-3.2654,-.689,0;-4.2573,-.8687,0;-3.6368,-4.2863,0;-2.3119,-3.1647,0;-2.6198,-1.4563,0;-2.927,.2547,0;-3.8765,2.7362,0;-4.8697,2.5616,0;-3.2313,1.9621,0;-3.5328,3.6753,0;-4.9108,-.1049,0;-.8675,.4975,0;-5.2177,1.613,0;-4.568,.8453,0;;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;-3.5748,1.0198,0;-2.5476,3.8471,0;1.2132,2.441,0;-6.9495,2.6134,0;-1.943,.4329,0;-2.2462,2.1339,0;-4.1741,4.4425,0;0,2.0104,0;-3.9719,-5.2285,0;-1.3278,-2.987,0;-1.6356,-1.2792,0;-5.5114,3.3286,0;1.1236,-1.3417,0;2.5912,.7997,0;-6.0836,2.1132,0;-2.5903,1.1954,0;-5.0902,-1.9072,0;-4.783,-3.6117,0;-2.3236,-4.4885,0;-5.2294,-.4902,0;-5.3451,.143,0;-1.0376,.0273,0;-1.36,.5838,0;-5.5383,1.2293,0;-4.3978,1.3154,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-1.0404,1.9719,0;-2.4617,3.3545,0;-2.6335,4.3397,0;-2.0551,3.933,0;1.6824,2.2682,0;.744,2.6139,0;1.3861,2.9102,0;-7.1996,2.1805,0;-7.3824,2.8636,0;-6.6993,3.0464,0;-3.6477,-5.6092,0;-1.0049,-3.3687,0;-1.3129,-1.6611,0;-5.3396,3.7981,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI32046
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32046.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32046.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32046.sdf