CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181908_s0 (97271)

Formula C₂₁H₂₈O₉

MW 424.45

InChIKey BIQPSTSCCIEMEI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.03

logP 0.6665

PSA 120.89

MR 100.836

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -342.26632

PM7_Total_Energy_ev -5614.07985

PM7_Electronic_Energy_ev -51376.67178

PM7_Dipole_Debye 3.67897

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.712

PM7_LUMO_Energy_ev 0.371

PM7_COSMO_Area_square_ang 393.18

PM7_COSMO_Volue_cubic_ang 493.24

PM7_Electron_Affinity_ev -0.371

PM7_Ionization_Energy_ev 9.712

PM7_Energy_Gap_ev 10.083

PM7_Global_Hardness_ev 5.0415

PM7_Global_Softness_ev 0.19835366458395318

PM7_Chemical_Potential_ev -4.6705

PM7_Electronigativity_ev 4.6705

PM7_Back_Donation_Energy_ev -1.260375

PM7_Electrophilicity_ev 2.1634007983735

OPENEYE_Name [(1~{R},2~{R},4~{R},7~{S},9~{S},10~{R},11~{R},12~{S})-4,11-diacetoxy-10-hydroxy-1,5-dimethyl-spiro[8-oxatricyclo[7.2.1.0^{2,7}]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate

SMILES C1=C(C(CC2(C1OC3C(C(C2(C34CO4)C)OC(=O)C)O)COC(=O)C)OC(=O)C)C

Canonical_SMILES CC(=O)OC[C@]12C[C@@H](OC(=O)C)C(=C[C@@H]1O[C@@H]1[C@@]3([C@@]2(C)[C@@H](OC(=O)C)[C@H]1O)OC3)C

InChI 1/C21H28O9/c1-10-6-15-20(8-26-11(2)22,7-14(10)28-12(3)23)19(5)17(29-13(4)24)16(25)18(30-15)21(19)9-27-21/h6,14-18,25H,7-9H2,1-5H3

InChI_3D 1S/C21H28O9/c1-10-6-15-20(8-26-11(2)22,7-14(10)28-12(3)23)19(5)17(29-13(4)24)16(25)18(30-15)21(19)9-27-21/h6,14-18,25H,7-9H2,1-5H3/t14-,15+,16-,17+,18+,19+,20-,21+/m1/s1

AuxInfo 1/0/N:16,19,17,18,20,1,6,21,7,2,5,3,4,9,8,11,12,10,14,13,15,24,22,23,27,30,25,28,29,26/rA:58cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s1;s2s6;;s10;s11;s6s8;s12s13;s7s10s14;s2;s3;s4;s5;s14;s13;d3;d4;d5;s7s15;s8s10;s11;s3s9;s4s12;s5s21;s1;s6;s6;s7;s7;s8;s9;s10;s11;s12;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s27;/rC:-.5567,.9686,0;;1.2592,-2.5507,0;-.3038,1.5296,0;-2.0921,-1.5023,0;-1.6717,-.9626,0;-4.8876,.4111,0;-1.6686,.9633,0;-.5575,-.9657,0;-3.3473,1.9351,0;-2.4187,1.5039,0;-2.4244,.3827,0;-2.2261,-.0023,0;-3.3473,-.0023,0;-3.9136,.966,0;1.75,-.0017,0;2.1986,-2.8936,0;.688,1.6576,0;-2.0922,-2.5023,0;-4.2181,-1.5203,0;-1.2261,-.0023,0;.4926,-3.1928,0;-.9105,2.3245,0;-2.9582,-1.0023,0;-4.8812,1.532,0;-2.2261,1.9351,0;-1.9157,3.1801,0;1.0864,-1.5657,0;-.6888,.6067,0;-1.2261,-1.0023,0;-.3073,1.402,0;-1.5858,-1.4552,0;-2.1417,-1.1332,0;-4.7193,-.0597,0;-5.3805,.3271,0;-1.4176,.5309,0;-.6452,-1.4579,0;-3.5962,2.3688,0;-1.9242,1.43,0;-2.295,-.1003,0;1.7505,.4983,0;1.7495,-.5017,0;2.25,-.0022,0;2.0271,-3.3632,0;2.37,-2.4239,0;2.6683,-3.065,0;.624,2.1535,0;.752,1.1617,0;1.1839,1.7216,0;-2.5922,-2.5023,0;-1.5922,-2.5023,0;-2.0922,-3.0023,0;-3.7843,-1.7691,0;-4.6518,-1.2715,0;-4.4668,-1.954,0;-.7261,-.0023,0;-1.2261,.4977,0;-2.2586,3.544,0;

Duplicates ChEBI181908_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181908_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181908_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181908_s0.sdf

Formula	C₂₁H₂₈O₉
MW	424.45
InChIKey	BIQPSTSCCIEMEI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.03
logP	0.6665
PSA	120.89
MR	100.836
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-342.26632
PM7_Total_Energy_ev	-5614.07985
PM7_Electronic_Energy_ev	-51376.67178
PM7_Dipole_Debye	3.67897
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.712
PM7_LUMO_Energy_ev	0.371
PM7_COSMO_Area_square_ang	393.18
PM7_COSMO_Volue_cubic_ang	493.24
PM7_Electron_Affinity_ev	-0.371
PM7_Ionization_Energy_ev	9.712
PM7_Energy_Gap_ev	10.083
PM7_Global_Hardness_ev	5.0415
PM7_Global_Softness_ev	0.19835366458395318
PM7_Chemical_Potential_ev	-4.6705
PM7_Electronigativity_ev	4.6705
PM7_Back_Donation_Energy_ev	-1.260375
PM7_Electrophilicity_ev	2.1634007983735
OPENEYE_Name	[(1~{R},2~{R},4~{R},7~{S},9~{S},10~{R},11~{R},12~{S})-4,11-diacetoxy-10-hydroxy-1,5-dimethyl-spiro[8-oxatricyclo[7.2.1.0^{2,7}]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
SMILES	C1=C(C(CC2(C1OC3C(C(C2(C34CO4)C)OC(=O)C)O)COC(=O)C)OC(=O)C)C
Canonical_SMILES	CC(=O)OC[C@]12C[C@@H](OC(=O)C)C(=C[C@@H]1O[C@@H]1[C@@]3([C@@]2(C)[C@@H](OC(=O)C)[C@H]1O)OC3)C
InChI	1/C21H28O9/c1-10-6-15-20(8-26-11(2)22,7-14(10)28-12(3)23)19(5)17(29-13(4)24)16(25)18(30-15)21(19)9-27-21/h6,14-18,25H,7-9H2,1-5H3
InChI_3D	1S/C21H28O9/c1-10-6-15-20(8-26-11(2)22,7-14(10)28-12(3)23)19(5)17(29-13(4)24)16(25)18(30-15)21(19)9-27-21/h6,14-18,25H,7-9H2,1-5H3/t14-,15+,16-,17+,18+,19+,20-,21+/m1/s1
AuxInfo	1/0/N:16,19,17,18,20,1,6,21,7,2,5,3,4,9,8,11,12,10,14,13,15,24,22,23,27,30,25,28,29,26/rA:58cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s1;s2s6;;s10;s11;s6s8;s12s13;s7s10s14;s2;s3;s4;s5;s14;s13;d3;d4;d5;s7s15;s8s10;s11;s3s9;s4s12;s5s21;s1;s6;s6;s7;s7;s8;s9;s10;s11;s12;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s27;/rC:-.5567,.9686,0;;1.2592,-2.5507,0;-.3038,1.5296,0;-2.0921,-1.5023,0;-1.6717,-.9626,0;-4.8876,.4111,0;-1.6686,.9633,0;-.5575,-.9657,0;-3.3473,1.9351,0;-2.4187,1.5039,0;-2.4244,.3827,0;-2.2261,-.0023,0;-3.3473,-.0023,0;-3.9136,.966,0;1.75,-.0017,0;2.1986,-2.8936,0;.688,1.6576,0;-2.0922,-2.5023,0;-4.2181,-1.5203,0;-1.2261,-.0023,0;.4926,-3.1928,0;-.9105,2.3245,0;-2.9582,-1.0023,0;-4.8812,1.532,0;-2.2261,1.9351,0;-1.9157,3.1801,0;1.0864,-1.5657,0;-.6888,.6067,0;-1.2261,-1.0023,0;-.3073,1.402,0;-1.5858,-1.4552,0;-2.1417,-1.1332,0;-4.7193,-.0597,0;-5.3805,.3271,0;-1.4176,.5309,0;-.6452,-1.4579,0;-3.5962,2.3688,0;-1.9242,1.43,0;-2.295,-.1003,0;1.7505,.4983,0;1.7495,-.5017,0;2.25,-.0022,0;2.0271,-3.3632,0;2.37,-2.4239,0;2.6683,-3.065,0;.624,2.1535,0;.752,1.1617,0;1.1839,1.7216,0;-2.5922,-2.5023,0;-1.5922,-2.5023,0;-2.0922,-3.0023,0;-3.7843,-1.7691,0;-4.6518,-1.2715,0;-4.4668,-1.954,0;-.7261,-.0023,0;-1.2261,.4977,0;-2.2586,3.544,0;
Duplicates	ChEBI181908_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181908_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181908_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181908_s0.sdf