CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178097 (94259)

Formula C₂₄H₃₀O₁₂S

MW 542.55

InChIKey BHCABORSOHBHQA-VBKKTKGUNA-L

Entry_Date 2023-11-01

Net_Charge -2

Number_Atoms 69

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 73

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 11

ONatoms 12

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.87

logP 1.0533

PSA 208.66

MR 125.38

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -548.36062

PM7_Total_Energy_ev -7076.26

PM7_Electronic_Energy_ev -64155.36608

PM7_Dipole_Debye 42.52903

PM7_Point_Group C1

PM7_HOMO_Energy_ev -3.339

PM7_LUMO_Energy_ev 4.238

PM7_COSMO_Area_square_ang 471.98

PM7_COSMO_Volue_cubic_ang 584.85

PM7_Electron_Affinity_ev -4.238

PM7_Ionization_Energy_ev 3.339

PM7_Energy_Gap_ev 7.577

PM7_Global_Hardness_ev 3.7885

PM7_Global_Softness_ev 0.2639567110993797

PM7_Chemical_Potential_ev 0.4495

PM7_Electronigativity_ev -0.4495

PM7_Back_Donation_Energy_ev -0.947125

PM7_Electrophilicity_ev 0.02666625973340372

OPENEYE_Name (2~{S},3~{R},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]-3,5-dihydroxy-4-sulfonatooxy-tetrahydropyran-2-carboxylate

SMILES c1cc(cc2c1C3CCC4(C(C3CC2)CC(C4O)O)C)OC5C(C(C(C(O5)C(=O)[O-])O)OS(=O)(=O)[O-])O

Canonical_SMILES O[C@H]1[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]([C@@H]1OS(=O)(=O)O)O)C(=O)O

InChI 1/C24H32O12S/c1-24-7-6-13-12-5-3-11(8-10(12)2-4-14(13)15(24)9-16(25)21(24)28)34-23-18(27)19(36-37(31,32)33)17(26)20(35-23)22(29)30/h3,5,8,13-21,23,25-28H,2,4,6-7,9H2,1H3,(H,29,30)(H,31,32,33)/p-2/fC24H30O12S/q-2

InChI_3D 1S/C24H32O12S/c1-24-7-6-13-12-5-3-11(8-10(12)2-4-14(13)15(24)9-16(25)21(24)28)34-23-18(27)19(36-37(31,32)33)17(26)20(35-23)22(29)30/h3,5,8,13-21,23,25-28H,2,4,6-7,9H2,1H3,(H,29,30)(H,31,32,33)/t13-,14-,15+,16-,17+,18-,19+,20+,21+,23-,24+/m1/s1

AuxInfo 1/1/N:24,8,2,9,1,10,11,3,12,5,6,4,13,15,16,17,18,20,19,14,21,7,22,23,31,32,33,34,25,27,26,28,29,35,30,36,37/E:(29,30)(31,32,33)/F:m/E:m/CRV:37.6/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s5;s8;;s10;;s4s10;s7;s9s13;s12s15;s12;s14;s18;s19;s17;s20;s11s16s21;s23;s7;;d7;;;s14s22;s17;s18;s20;s21;s6s22;s19;s26d28d29s36;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;s31;s32;s33;s34;/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;-2.9305,.2551,0;2.4077,-2.875,0;-3.2346,1.9602,0;.999,-2.7504,0;2.5323,-1.4663,0;0,2.0104,0;-5.1326,9.6892,0;-1.4629,-1.1481,0;2.5912,.7997,0;-4.8987,7.0836,0;1.2132,2.441,0;1.1236,-1.3417,0;1.7656,-2.1083,0;-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;-5.299,10.1607,0;-1.9551,-1.2359,0;2.9122,.4164,0;-5.3908,7.172,0;

Duplicates ChEBI178097

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178097.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178097.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178097.sdf

Formula	C₂₄H₃₀O₁₂S
MW	542.55
InChIKey	BHCABORSOHBHQA-VBKKTKGUNA-L
Entry_Date	2023-11-01
Net_Charge	-2
Number_Atoms	69
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	73
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	11
ONatoms	12
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.87
logP	1.0533
PSA	208.66
MR	125.38
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-548.36062
PM7_Total_Energy_ev	-7076.26
PM7_Electronic_Energy_ev	-64155.36608
PM7_Dipole_Debye	42.52903
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-3.339
PM7_LUMO_Energy_ev	4.238
PM7_COSMO_Area_square_ang	471.98
PM7_COSMO_Volue_cubic_ang	584.85
PM7_Electron_Affinity_ev	-4.238
PM7_Ionization_Energy_ev	3.339
PM7_Energy_Gap_ev	7.577
PM7_Global_Hardness_ev	3.7885
PM7_Global_Softness_ev	0.2639567110993797
PM7_Chemical_Potential_ev	0.4495
PM7_Electronigativity_ev	-0.4495
PM7_Back_Donation_Energy_ev	-0.947125
PM7_Electrophilicity_ev	0.02666625973340372
OPENEYE_Name	(2~{S},3~{R},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]-3,5-dihydroxy-4-sulfonatooxy-tetrahydropyran-2-carboxylate
SMILES	c1cc(cc2c1C3CCC4(C(C3CC2)CC(C4O)O)C)OC5C(C(C(C(O5)C(=O)[O-])O)OS(=O)(=O)[O-])O
Canonical_SMILES	O[C@H]1[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]([C@@H]1OS(=O)(=O)O)O)C(=O)O
InChI	1/C24H32O12S/c1-24-7-6-13-12-5-3-11(8-10(12)2-4-14(13)15(24)9-16(25)21(24)28)34-23-18(27)19(36-37(31,32)33)17(26)20(35-23)22(29)30/h3,5,8,13-21,23,25-28H,2,4,6-7,9H2,1H3,(H,29,30)(H,31,32,33)/p-2/fC24H30O12S/q-2
InChI_3D	1S/C24H32O12S/c1-24-7-6-13-12-5-3-11(8-10(12)2-4-14(13)15(24)9-16(25)21(24)28)34-23-18(27)19(36-37(31,32)33)17(26)20(35-23)22(29)30/h3,5,8,13-21,23,25-28H,2,4,6-7,9H2,1H3,(H,29,30)(H,31,32,33)/t13-,14-,15+,16-,17+,18-,19+,20+,21+,23-,24+/m1/s1
AuxInfo	1/1/N:24,8,2,9,1,10,11,3,12,5,6,4,13,15,16,17,18,20,19,14,21,7,22,23,31,32,33,34,25,27,26,28,29,35,30,36,37/E:(29,30)(31,32,33)/F:m/E:m/CRV:37.6/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s5;s8;;s10;;s4s10;s7;s9s13;s12s15;s12;s14;s18;s19;s17;s20;s11s16s21;s23;s7;;d7;;;s14s22;s17;s18;s20;s21;s6s22;s19;s26d28d29s36;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;s31;s32;s33;s34;/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;-2.9305,.2551,0;2.4077,-2.875,0;-3.2346,1.9602,0;.999,-2.7504,0;2.5323,-1.4663,0;0,2.0104,0;-5.1326,9.6892,0;-1.4629,-1.1481,0;2.5912,.7997,0;-4.8987,7.0836,0;1.2132,2.441,0;1.1236,-1.3417,0;1.7656,-2.1083,0;-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;-5.299,10.1607,0;-1.9551,-1.2359,0;2.9122,.4164,0;-5.3908,7.172,0;
Duplicates	ChEBI178097
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178097.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178097.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178097.sdf