CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178101 (94262)

Formula C₂₄H₂₈O₁₁S

MW 524.54

InChIKey OHNDSIZOMMVECR-HJNUQHBRNA-L

Entry_Date 2023-11-01

Net_Charge -2

Number_Atoms 66

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 70

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 9

ONatoms 11

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -0.03

logP 2.2907

PSA 185.27

MR 123.256

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -498.26931

PM7_Total_Energy_ev -6753.95032

PM7_Electronic_Energy_ev -60411.70036

PM7_Dipole_Debye 39.25415

PM7_Point_Group C1

PM7_HOMO_Energy_ev -3.356

PM7_LUMO_Energy_ev 3.345

PM7_COSMO_Area_square_ang 459.57

PM7_COSMO_Volue_cubic_ang 565.84

PM7_Electron_Affinity_ev -3.345

PM7_Ionization_Energy_ev 3.356

PM7_Energy_Gap_ev 6.701

PM7_Global_Hardness_ev 3.3505

PM7_Global_Softness_ev 0.29846291598268915

PM7_Chemical_Potential_ev -0.0055

PM7_Electronigativity_ev 0.0055

PM7_Back_Donation_Energy_ev -0.837625

PM7_Electrophilicity_ev 0.00000451425160423817

OPENEYE_Name (2~{S},3~{R},4~{S},5~{R},6~{S})-3,5-dihydroxy-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]-4-sulfonatooxy-tetrahydropyran-2-carboxylate

SMILES c1cc(cc2c1C3CCC4(C(=O)CCC4C3CC2)C)OC5C(C(C(C(O5)C(=O)[O-])O)OS(=O)(=O)[O-])O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](Oc2ccc3c(c2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2CCC3=O)C)[C@@H]([C@H]([C@@H]1O)OS(=O)(=O)O)O

InChI 1/C24H30O11S/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)33-23-19(27)20(35-36(30,31)32)18(26)21(34-23)22(28)29/h3,5,10,14-16,18-21,23,26-27H,2,4,6-9H2,1H3,(H,28,29)(H,30,31,32)/p-2/fC24H28O11S/q-2

InChI_3D 1S/C24H30O11S/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)33-23-19(27)20(35-36(30,31)32)18(26)21(34-23)22(28)29/h3,5,10,14-16,18-21,23,26-27H,2,4,6-9H2,1H3,(H,28,29)(H,30,31,32)/t14-,15-,16+,18+,19-,20+,21+,23-,24+/m1/s1

AuxInfo 1/1/N:24,9,2,11,1,12,10,13,14,3,5,6,4,15,17,18,7,19,21,20,16,8,22,23,27,32,33,25,28,26,29,30,34,31,35,36/E:(28,29)(30,31,32)/F:m/E:m/CRV:36.6/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;;s5;s7;s9;s10;;s13;s4s13;s8;s11s15;s12s17;s16;s19;s20;s21;s7s14s18;s23;s8;;d7;d8;;;s16s22;s19;s21;s6s22;s20;s26d29d30s35;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;s32;s33;/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;-2.9305,.2551,0;2.4077,-2.875,0;-4.7552,8.2521,0;-3.2346,1.9602,0;.999,-2.7504,0;2.5323,-1.4663,0;0,2.0104,0;-1.4629,-1.1481,0;2.5912,.7997,0;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;-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;-1.9551,-1.2359,0;2.9122,.4164,0;

Duplicates ChEBI178101

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178101.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178101.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178101.sdf

Formula	C₂₄H₂₈O₁₁S
MW	524.54
InChIKey	OHNDSIZOMMVECR-HJNUQHBRNA-L
Entry_Date	2023-11-01
Net_Charge	-2
Number_Atoms	66
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	70
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	9
ONatoms	11
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-0.03
logP	2.2907
PSA	185.27
MR	123.256
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-498.26931
PM7_Total_Energy_ev	-6753.95032
PM7_Electronic_Energy_ev	-60411.70036
PM7_Dipole_Debye	39.25415
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-3.356
PM7_LUMO_Energy_ev	3.345
PM7_COSMO_Area_square_ang	459.57
PM7_COSMO_Volue_cubic_ang	565.84
PM7_Electron_Affinity_ev	-3.345
PM7_Ionization_Energy_ev	3.356
PM7_Energy_Gap_ev	6.701
PM7_Global_Hardness_ev	3.3505
PM7_Global_Softness_ev	0.29846291598268915
PM7_Chemical_Potential_ev	-0.0055
PM7_Electronigativity_ev	0.0055
PM7_Back_Donation_Energy_ev	-0.837625
PM7_Electrophilicity_ev	0.00000451425160423817
OPENEYE_Name	(2~{S},3~{R},4~{S},5~{R},6~{S})-3,5-dihydroxy-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]-4-sulfonatooxy-tetrahydropyran-2-carboxylate
SMILES	c1cc(cc2c1C3CCC4(C(=O)CCC4C3CC2)C)OC5C(C(C(C(O5)C(=O)[O-])O)OS(=O)(=O)[O-])O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](Oc2ccc3c(c2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2CCC3=O)C)[C@@H]([C@H]([C@@H]1O)OS(=O)(=O)O)O
InChI	1/C24H30O11S/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)33-23-19(27)20(35-36(30,31)32)18(26)21(34-23)22(28)29/h3,5,10,14-16,18-21,23,26-27H,2,4,6-9H2,1H3,(H,28,29)(H,30,31,32)/p-2/fC24H28O11S/q-2
InChI_3D	1S/C24H30O11S/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)33-23-19(27)20(35-36(30,31)32)18(26)21(34-23)22(28)29/h3,5,10,14-16,18-21,23,26-27H,2,4,6-9H2,1H3,(H,28,29)(H,30,31,32)/t14-,15-,16+,18+,19-,20+,21+,23-,24+/m1/s1
AuxInfo	1/1/N:24,9,2,11,1,12,10,13,14,3,5,6,4,15,17,18,7,19,21,20,16,8,22,23,27,32,33,25,28,26,29,30,34,31,35,36/E:(28,29)(30,31,32)/F:m/E:m/CRV:36.6/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;;s5;s7;s9;s10;;s13;s4s13;s8;s11s15;s12s17;s16;s19;s20;s21;s7s14s18;s23;s8;;d7;d8;;;s16s22;s19;s21;s6s22;s20;s26d29d30s35;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;s32;s33;/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;-2.9305,.2551,0;2.4077,-2.875,0;-4.7552,8.2521,0;-3.2346,1.9602,0;.999,-2.7504,0;2.5323,-1.4663,0;0,2.0104,0;-1.4629,-1.1481,0;2.5912,.7997,0;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;-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;-1.9551,-1.2359,0;2.9122,.4164,0;
Duplicates	ChEBI178101
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178101.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178101.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178101.sdf