CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI45869 (13571)

Formula C₂₄H₃₂O₉

MW 464.51

InChIKey UZKIAJMSMKLBQE-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 69

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 11

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 0.77

logP 0.1454

PSA 156.91

MR 114.921

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -373.11487

PM7_Total_Energy_ev -6038.07263

PM7_Electronic_Energy_ev -53684.17655

PM7_Dipole_Debye 2.24955

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.964

PM7_LUMO_Energy_ev -0.205

PM7_COSMO_Area_square_ang 438.93

PM7_COSMO_Volue_cubic_ang 535.09

PM7_Electron_Affinity_ev 0.205

PM7_Ionization_Energy_ev 8.964

PM7_Energy_Gap_ev 8.759

PM7_Global_Hardness_ev 4.3795

PM7_Global_Softness_ev 0.22833656810138145

PM7_Chemical_Potential_ev -4.5845

PM7_Electronigativity_ev 4.5845

PM7_Back_Donation_Energy_ev -1.094875

PM7_Electrophilicity_ev 2.3995479221372302

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[(8~{R},9~{S},13~{S},14~{S},16~{R},17~{R})-16,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(cc2c1C3CCC4(C(C3CC2)CC(C4O)O)C)OC5C(C(C(C(O5)C(=O)O)O)O)O

Canonical_SMILES O[C@@H]1[C@@H](O)[C@H](Oc2ccc3c(c2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2C[C@H]([C@@H]3O)O)C)O[C@@H]([C@H]1O)C(=O)O

InChI 1/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/f/h30H

InChI_3D 1S/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23-,24+/m1/s1

AuxInfo 1/1/N:24,8,2,9,1,10,11,3,12,5,6,4,13,15,16,17,19,18,20,14,21,7,22,23,28,30,29,31,32,25,27,33,26/E:(30,31)/F:24,8,2,9,1,10,11,3,12,5,6,4,13,15,16,17,19,18,20,14,21,7,22,23,28,30,29,31,32,27,25,33,26/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s5;s8;;s10;;s4s10;s7;s9s13;s12s15;s12;s14;s18;s19;s17;s20;s11s16s21;s23;d7;s14s22;s7;s17;s18;s19;s20;s21;s6s22;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s27;s28;s29;s30;s31;s32;/rC:-1.5444,4.3868,0;-.8976,3.6168,0;.4381,4.7253,0;-1.1898,5.3278,0;-.1988,5.4983,0;.0936,3.786,0;-2.5903,1.1954,0;.1471,6.4366,0;-.4936,7.2109,0;-2.8271,5.9216,0;-3.4718,6.7018,0;-2.4164,9.5371,0;-1.835,6.0955,0;-.8675,1.5027,0;-1.4842,7.0428,0;-2.1251,7.8178,0;-3.4123,9.3683,0;-.8675,.4975,0;;.8675,.4975,0;-3.7695,8.4206,0;.8675,1.5027,0;-3.1209,7.6491,0;-2.7762,8.5878,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-5.1326,9.6892,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;-4.8987,7.0836,0;1.2132,2.441,0;-2.0372,4.3026,0;-1.0698,3.1473,0;.931,4.8093,0;.4708,6.8177,0;.5789,6.1844,0;-.6615,7.6818,0;-.0589,7.4579,0;-2.6576,5.4512,0;-3.2615,5.6739,0;-3.7958,6.321,0;-3.9032,6.9545,0;-2.4999,10.0301,0;-1.9234,9.6206,0;-1.3423,6.1812,0;-1.0404,1.9719,0;-1.9772,6.9591,0;-1.6705,8.0259,0;-3.4081,9.8683,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;-4.2007,8.6737,0;1.3597,1.4149,0;-3.2455,8.7601,0;-2.3068,8.4154,0;-2.6038,9.0571,0;-3.4227,.1673,0;-5.299,10.1607,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;-5.3908,7.172,0;

Duplicates ChEBI45869;ChEBI137701;ChEBI137720

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000045750-0000045999/ChEBI45869.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000045750-0000045999/ChEBI45869.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000045750-0000045999/ChEBI45869.sdf

Formula	C₂₄H₃₂O₉
MW	464.51
InChIKey	UZKIAJMSMKLBQE-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	69
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	11
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	0.77
logP	0.1454
PSA	156.91
MR	114.921
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-373.11487
PM7_Total_Energy_ev	-6038.07263
PM7_Electronic_Energy_ev	-53684.17655
PM7_Dipole_Debye	2.24955
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.964
PM7_LUMO_Energy_ev	-0.205
PM7_COSMO_Area_square_ang	438.93
PM7_COSMO_Volue_cubic_ang	535.09
PM7_Electron_Affinity_ev	0.205
PM7_Ionization_Energy_ev	8.964
PM7_Energy_Gap_ev	8.759
PM7_Global_Hardness_ev	4.3795
PM7_Global_Softness_ev	0.22833656810138145
PM7_Chemical_Potential_ev	-4.5845
PM7_Electronigativity_ev	4.5845
PM7_Back_Donation_Energy_ev	-1.094875
PM7_Electrophilicity_ev	2.3995479221372302
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[(8~{R},9~{S},13~{S},14~{S},16~{R},17~{R})-16,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc2c1C3CCC4(C(C3CC2)CC(C4O)O)C)OC5C(C(C(C(O5)C(=O)O)O)O)O
Canonical_SMILES	O[C@@H]1[C@@H](O)[C@H](Oc2ccc3c(c2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2C[C@H]([C@@H]3O)O)C)O[C@@H]([C@H]1O)C(=O)O
InChI	1/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23-,24+/m1/s1
AuxInfo	1/1/N:24,8,2,9,1,10,11,3,12,5,6,4,13,15,16,17,19,18,20,14,21,7,22,23,28,30,29,31,32,25,27,33,26/E:(30,31)/F:24,8,2,9,1,10,11,3,12,5,6,4,13,15,16,17,19,18,20,14,21,7,22,23,28,30,29,31,32,27,25,33,26/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s5;s8;;s10;;s4s10;s7;s9s13;s12s15;s12;s14;s18;s19;s17;s20;s11s16s21;s23;d7;s14s22;s7;s17;s18;s19;s20;s21;s6s22;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s27;s28;s29;s30;s31;s32;/rC:-1.5444,4.3868,0;-.8976,3.6168,0;.4381,4.7253,0;-1.1898,5.3278,0;-.1988,5.4983,0;.0936,3.786,0;-2.5903,1.1954,0;.1471,6.4366,0;-.4936,7.2109,0;-2.8271,5.9216,0;-3.4718,6.7018,0;-2.4164,9.5371,0;-1.835,6.0955,0;-.8675,1.5027,0;-1.4842,7.0428,0;-2.1251,7.8178,0;-3.4123,9.3683,0;-.8675,.4975,0;;.8675,.4975,0;-3.7695,8.4206,0;.8675,1.5027,0;-3.1209,7.6491,0;-2.7762,8.5878,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-5.1326,9.6892,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;-4.8987,7.0836,0;1.2132,2.441,0;-2.0372,4.3026,0;-1.0698,3.1473,0;.931,4.8093,0;.4708,6.8177,0;.5789,6.1844,0;-.6615,7.6818,0;-.0589,7.4579,0;-2.6576,5.4512,0;-3.2615,5.6739,0;-3.7958,6.321,0;-3.9032,6.9545,0;-2.4999,10.0301,0;-1.9234,9.6206,0;-1.3423,6.1812,0;-1.0404,1.9719,0;-1.9772,6.9591,0;-1.6705,8.0259,0;-3.4081,9.8683,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;-4.2007,8.6737,0;1.3597,1.4149,0;-3.2455,8.7601,0;-2.3068,8.4154,0;-2.6038,9.0571,0;-3.4227,.1673,0;-5.299,10.1607,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;-5.3908,7.172,0;
Duplicates	ChEBI45869;ChEBI137701;ChEBI137720
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000045750-0000045999/ChEBI45869.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000045750-0000045999/ChEBI45869.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000045750-0000045999/ChEBI45869.sdf