CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI32284 (10204)

Formula C₂₅H₂₈O₁₁

MW 504.49

InChIKey AAMCJNYIOAHDFN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 8

ONatoms 11

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 3

XLogP3 0

XLogP -2.87

logP -1.0198

PSA 202.05

MR 120.558

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -443.29661

PM7_Total_Energy_ev -6697.54326

PM7_Electronic_Energy_ev -62024.25008

PM7_Dipole_Debye 5.10023

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.911

PM7_LUMO_Energy_ev -2.354

PM7_COSMO_Area_square_ang 440.99

PM7_COSMO_Volue_cubic_ang 547.78

PM7_Electron_Affinity_ev 2.354

PM7_Ionization_Energy_ev 9.911

PM7_Energy_Gap_ev 7.557

PM7_Global_Hardness_ev 3.7785

PM7_Global_Softness_ev 0.2646552864893476

PM7_Chemical_Potential_ev -6.1325

PM7_Electronigativity_ev 6.1325

PM7_Back_Donation_Energy_ev -0.944625

PM7_Electrophilicity_ev 4.976519286754003

OPENEYE_Name (3~{R},4~{a}~{S},6~{R},12~{b}~{S})-9-[(2~{R},4~{R},5~{S},6~{R})-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]-3,4~{a},6,8,12~{b}-pentahydroxy-3-methyl-2,4,5,6-tetrahydrobenzo[a]anthracene-1,7,12-trione

SMILES c1cc(c(c2c1C(=O)C3=C(C2=O)C(CC4(C3(C(=O)CC(C4)(C)O)O)O)O)O)C5CC(C(C(O5)C)O)O

Canonical_SMILES O[C@H]1[C@H](O)C[C@@H](O[C@@H]1C)c1ccc2c(c1O)C(=O)C1=C(C2=O)[C@@]2(O)C(=O)C[C@](C[C@]2(C[C@H]1O)O)(C)O

InChI 1/C25H28O11/c1-9-19(29)12(26)5-14(36-9)10-3-4-11-16(20(10)30)22(32)17-13(27)6-24(34)8-23(2,33)7-15(28)25(24,35)18(17)21(11)31/h3-4,9,12-14,19,26-27,29-30,33-35H,5-8H2,1-2H3

InChI_3D 1S/C25H28O11/c1-9-19(29)12(26)5-14(36-9)10-3-4-11-16(20(10)30)22(32)17-13(27)6-24(34)8-23(2,33)7-15(28)25(24,35)18(17)21(11)31/h3-4,9,12-14,19,26-27,29-30,33-35H,5-8H2,1-2H3/t9-,12-,13-,14-,19-,23+,24+,25+/m1/s1

AuxInfo 1/0/N:24,25,2,1,13,14,12,15,20,5,3,18,17,16,11,4,10,9,19,6,7,8,23,22,21,32,31,28,33,30,26,27,36,35,34,29/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s3;s4;s7;s8d9;;s11;;;;s5s13;s10s14;s13;s18;s19;s9s11;s14s15s21;s12s15;s20;s23;d7;d8;d11;s16s20;s6;s17;s18;s19;s21;s22;s23;s1;s2;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s24;s24;s24;s25;s25;s25;s30;s31;s32;s33;s34;s35;s36;/rC:-3.9272,.0657,0;-2.9348,.2473,0;-4.5715,.842,0;-4.223,1.7887,0;-2.5903,1.1954,0;-3.2381,1.9622,0;-5.5622,.6661,0;-4.8651,2.5597,0;-6.2076,1.4443,0;-5.8595,2.3885,0;-7.5439,.32,0;-8.546,.1529,0;-.8675,.4975,0;-7.4913,2.99,0;-8.8361,1.8827,0;-.8675,1.5027,0;-6.4997,3.1579,0;;.8675,.4975,0;.8675,1.5027,0;-7.1959,1.2693,0;-7.8419,2.0507,0;-9.1921,.9341,0;1.2132,2.441,0;-10.3277,-.3974,0;-5.9064,-.2727,0;-4.5194,3.498,0;-6.9056,-.4498,0;0,2.0104,0;-2.8976,2.9024,0;-7.0885,4.8059,0;1.1236,-1.3417,0;2.5912,.7997,0;-6.5537,.5028,0;-8.1907,1.1135,0;-10.6997,1.8227,0;-4.098,-.4043,0;-2.6121,-.1346,0;-8.379,-.3184,0;-8.981,-.0937,0;-1.0376,.0273,0;-1.36,.5838,0;-7.983,3.0807,0;-7.4877,3.49,0;-9.3277,1.974,0;-8.832,2.3827,0;-1.0404,1.9719,0;-6.0655,3.4057,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.6824,2.2682,0;.744,2.6139,0;1.3861,2.9102,0;-9.9473,-.7219,0;-10.7081,-.0729,0;-10.6522,-.7778,0;-3.2196,3.2849,0;-6.7649,5.187,0;.9521,-1.8113,0;2.9122,.4164,0;-6.0612,.5892,0;-7.8721,.7282,0;-11.1349,1.5766,0;

Duplicates ChEBI32284

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32284.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32284.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32284.sdf

Formula	C₂₅H₂₈O₁₁
MW	504.49
InChIKey	AAMCJNYIOAHDFN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	8
ONatoms	11
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	3
XLogP3	0
XLogP	-2.87
logP	-1.0198
PSA	202.05
MR	120.558
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-443.29661
PM7_Total_Energy_ev	-6697.54326
PM7_Electronic_Energy_ev	-62024.25008
PM7_Dipole_Debye	5.10023
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.911
PM7_LUMO_Energy_ev	-2.354
PM7_COSMO_Area_square_ang	440.99
PM7_COSMO_Volue_cubic_ang	547.78
PM7_Electron_Affinity_ev	2.354
PM7_Ionization_Energy_ev	9.911
PM7_Energy_Gap_ev	7.557
PM7_Global_Hardness_ev	3.7785
PM7_Global_Softness_ev	0.2646552864893476
PM7_Chemical_Potential_ev	-6.1325
PM7_Electronigativity_ev	6.1325
PM7_Back_Donation_Energy_ev	-0.944625
PM7_Electrophilicity_ev	4.976519286754003
OPENEYE_Name	(3~{R},4~{a}~{S},6~{R},12~{b}~{S})-9-[(2~{R},4~{R},5~{S},6~{R})-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]-3,4~{a},6,8,12~{b}-pentahydroxy-3-methyl-2,4,5,6-tetrahydrobenzo[a]anthracene-1,7,12-trione
SMILES	c1cc(c(c2c1C(=O)C3=C(C2=O)C(CC4(C3(C(=O)CC(C4)(C)O)O)O)O)O)C5CC(C(C(O5)C)O)O
Canonical_SMILES	O[C@H]1[C@H](O)C[C@@H](O[C@@H]1C)c1ccc2c(c1O)C(=O)C1=C(C2=O)[C@@]2(O)C(=O)C[C@](C[C@]2(C[C@H]1O)O)(C)O
InChI	1/C25H28O11/c1-9-19(29)12(26)5-14(36-9)10-3-4-11-16(20(10)30)22(32)17-13(27)6-24(34)8-23(2,33)7-15(28)25(24,35)18(17)21(11)31/h3-4,9,12-14,19,26-27,29-30,33-35H,5-8H2,1-2H3
InChI_3D	1S/C25H28O11/c1-9-19(29)12(26)5-14(36-9)10-3-4-11-16(20(10)30)22(32)17-13(27)6-24(34)8-23(2,33)7-15(28)25(24,35)18(17)21(11)31/h3-4,9,12-14,19,26-27,29-30,33-35H,5-8H2,1-2H3/t9-,12-,13-,14-,19-,23+,24+,25+/m1/s1
AuxInfo	1/0/N:24,25,2,1,13,14,12,15,20,5,3,18,17,16,11,4,10,9,19,6,7,8,23,22,21,32,31,28,33,30,26,27,36,35,34,29/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s3;s4;s7;s8d9;;s11;;;;s5s13;s10s14;s13;s18;s19;s9s11;s14s15s21;s12s15;s20;s23;d7;d8;d11;s16s20;s6;s17;s18;s19;s21;s22;s23;s1;s2;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s24;s24;s24;s25;s25;s25;s30;s31;s32;s33;s34;s35;s36;/rC:-3.9272,.0657,0;-2.9348,.2473,0;-4.5715,.842,0;-4.223,1.7887,0;-2.5903,1.1954,0;-3.2381,1.9622,0;-5.5622,.6661,0;-4.8651,2.5597,0;-6.2076,1.4443,0;-5.8595,2.3885,0;-7.5439,.32,0;-8.546,.1529,0;-.8675,.4975,0;-7.4913,2.99,0;-8.8361,1.8827,0;-.8675,1.5027,0;-6.4997,3.1579,0;;.8675,.4975,0;.8675,1.5027,0;-7.1959,1.2693,0;-7.8419,2.0507,0;-9.1921,.9341,0;1.2132,2.441,0;-10.3277,-.3974,0;-5.9064,-.2727,0;-4.5194,3.498,0;-6.9056,-.4498,0;0,2.0104,0;-2.8976,2.9024,0;-7.0885,4.8059,0;1.1236,-1.3417,0;2.5912,.7997,0;-6.5537,.5028,0;-8.1907,1.1135,0;-10.6997,1.8227,0;-4.098,-.4043,0;-2.6121,-.1346,0;-8.379,-.3184,0;-8.981,-.0937,0;-1.0376,.0273,0;-1.36,.5838,0;-7.983,3.0807,0;-7.4877,3.49,0;-9.3277,1.974,0;-8.832,2.3827,0;-1.0404,1.9719,0;-6.0655,3.4057,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.6824,2.2682,0;.744,2.6139,0;1.3861,2.9102,0;-9.9473,-.7219,0;-10.7081,-.0729,0;-10.6522,-.7778,0;-3.2196,3.2849,0;-6.7649,5.187,0;.9521,-1.8113,0;2.9122,.4164,0;-6.0612,.5892,0;-7.8721,.7282,0;-11.1349,1.5766,0;
Duplicates	ChEBI32284
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32284.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32284.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32284.sdf