CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28919 (8487)

Formula C₂₄H₃₀O₈

MW 446.5

InChIKey FJAZVHYPASAQKM-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 9

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.61

logP 1.3828

PSA 133.52

MR 112.797

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -322.20938

PM7_Total_Energy_ev -5715.72768

PM7_Electronic_Energy_ev -50105.92746

PM7_Dipole_Debye 3.29689

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.993

PM7_LUMO_Energy_ev -0.224

PM7_COSMO_Area_square_ang 426.72

PM7_COSMO_Volue_cubic_ang 517.23

PM7_Electron_Affinity_ev 0.224

PM7_Ionization_Energy_ev 8.993

PM7_Energy_Gap_ev 8.769

PM7_Global_Hardness_ev 4.3845

PM7_Global_Softness_ev 0.22807617744326605

PM7_Chemical_Potential_ev -4.6085

PM7_Electronigativity_ev 4.6085

PM7_Back_Donation_Energy_ev -1.096125

PM7_Electrophilicity_ev 2.4219719751396966

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

SMILES c1cc(cc2c1C3CCC4(C(=O)CCC4C3CC2)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]2CCC3=O)C)O[C@@H]([C@H]1O)C(=O)O

InChI 1/C24H30O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)/f/h29H

InChI_3D 1S/C24H30O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,18+,19+,20-,21+,23-,24+/m1/s1

AuxInfo 1/1/N:24,9,2,11,1,12,10,13,14,3,5,6,4,15,17,18,7,20,19,21,16,8,22,23,25,30,29,31,26,28,32,27/E:(29,30)/F:24,9,2,11,1,12,10,13,14,3,5,6,4,15,17,18,7,20,19,21,16,8,22,23,25,30,29,31,28,26,32,27/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;;s5;s7;s9;s10;;s13;s4s13;s8;s11s15;s12s17;s16;s19;s20;s21;s7s14s18;s23;d7;d8;s16s22;s8;s19;s20;s21;s6s22;s1;s2;s3;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s28;s29;s30;s31;/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;-3.7695,8.4206,0;-2.5903,1.1954,0;.1471,6.4366,0;-3.4123,9.3683,0;-.4936,7.2109,0;-2.4164,9.5371,0;-2.8271,5.9216,0;-3.4718,6.7018,0;-1.835,6.0955,0;-.8675,1.5027,0;-1.4842,7.0428,0;-2.1251,7.8178,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-3.1209,7.6491,0;-2.7762,8.5878,0;-4.7552,8.2521,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;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;-3.9038,9.46,0;-3.4081,9.8683,0;-.6615,7.6818,0;-.0589,7.4579,0;-2.4999,10.0301,0;-1.9234,9.6206,0;-2.6576,5.4512,0;-3.2615,5.6739,0;-3.7958,6.321,0;-3.9032,6.9545,0;-1.3423,6.1812,0;-1.0404,1.9719,0;-1.9772,6.9591,0;-1.6705,8.0259,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-3.2455,8.7601,0;-2.3068,8.4154,0;-2.6038,9.0571,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI28919

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028750-0000028999/ChEBI28919.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028750-0000028999/ChEBI28919.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028750-0000028999/ChEBI28919.sdf

Formula	C₂₄H₃₀O₈
MW	446.5
InChIKey	FJAZVHYPASAQKM-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	9
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.61
logP	1.3828
PSA	133.52
MR	112.797
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-322.20938
PM7_Total_Energy_ev	-5715.72768
PM7_Electronic_Energy_ev	-50105.92746
PM7_Dipole_Debye	3.29689
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.993
PM7_LUMO_Energy_ev	-0.224
PM7_COSMO_Area_square_ang	426.72
PM7_COSMO_Volue_cubic_ang	517.23
PM7_Electron_Affinity_ev	0.224
PM7_Ionization_Energy_ev	8.993
PM7_Energy_Gap_ev	8.769
PM7_Global_Hardness_ev	4.3845
PM7_Global_Softness_ev	0.22807617744326605
PM7_Chemical_Potential_ev	-4.6085
PM7_Electronigativity_ev	4.6085
PM7_Back_Donation_Energy_ev	-1.096125
PM7_Electrophilicity_ev	2.4219719751396966
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[[(8~{R},9~{S},13~{S},14~{S})-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthren-3-yl]oxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc2c1C3CCC4(C(=O)CCC4C3CC2)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]2CCC3=O)C)O[C@@H]([C@H]1O)C(=O)O
InChI	1/C24H30O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)/f/h29H
InChI_3D	1S/C24H30O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,18+,19+,20-,21+,23-,24+/m1/s1
AuxInfo	1/1/N:24,9,2,11,1,12,10,13,14,3,5,6,4,15,17,18,7,20,19,21,16,8,22,23,25,30,29,31,26,28,32,27/E:(29,30)/F:24,9,2,11,1,12,10,13,14,3,5,6,4,15,17,18,7,20,19,21,16,8,22,23,25,30,29,31,28,26,32,27/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;;s5;s7;s9;s10;;s13;s4s13;s8;s11s15;s12s17;s16;s19;s20;s21;s7s14s18;s23;d7;d8;s16s22;s8;s19;s20;s21;s6s22;s1;s2;s3;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s28;s29;s30;s31;/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;-3.7695,8.4206,0;-2.5903,1.1954,0;.1471,6.4366,0;-3.4123,9.3683,0;-.4936,7.2109,0;-2.4164,9.5371,0;-2.8271,5.9216,0;-3.4718,6.7018,0;-1.835,6.0955,0;-.8675,1.5027,0;-1.4842,7.0428,0;-2.1251,7.8178,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-3.1209,7.6491,0;-2.7762,8.5878,0;-4.7552,8.2521,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;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;-3.9038,9.46,0;-3.4081,9.8683,0;-.6615,7.6818,0;-.0589,7.4579,0;-2.4999,10.0301,0;-1.9234,9.6206,0;-2.6576,5.4512,0;-3.2615,5.6739,0;-3.7958,6.321,0;-3.9032,6.9545,0;-1.3423,6.1812,0;-1.0404,1.9719,0;-1.9772,6.9591,0;-1.6705,8.0259,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-3.2455,8.7601,0;-2.3068,8.4154,0;-2.6038,9.0571,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI28919
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028750-0000028999/ChEBI28919.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028750-0000028999/ChEBI28919.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028750-0000028999/ChEBI28919.sdf