CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28071 (8005)

Formula C₂₁H₂₇NO₁₁

MW 469.44

InChIKey RBVNENAKUTUHCM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 8

ONatoms 12

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -2.64

logP -3.0964

PSA 202.16

MR 108.308

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -422.45043

PM7_Total_Energy_ev -6377.8007

PM7_Electronic_Energy_ev -55927.24074

PM7_Dipole_Debye 7.77076

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.527

PM7_LUMO_Energy_ev -0.186

PM7_COSMO_Area_square_ang 424.36

PM7_COSMO_Volue_cubic_ang 526.82

PM7_Electron_Affinity_ev 0.186

PM7_Ionization_Energy_ev 8.527

PM7_Energy_Gap_ev 8.341

PM7_Global_Hardness_ev 4.1705

PM7_Global_Softness_ev 0.23977940294928665

PM7_Chemical_Potential_ev -4.3565

PM7_Electronigativity_ev 4.3565

PM7_Back_Donation_Energy_ev -1.042625

PM7_Electrophilicity_ev 2.275397704112217

OPENEYE_Name [(2~{S},3~{S},5~{R},6~{S})-2,3,5,6-tetrahydroxy-4-[(2~{R},3~{R},4~{S},5~{S})-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-cyclohexyl] 2-(1~{H}-indol-3-yl)acetate

SMILES c1ccc2c(c1)c(c[nH]2)CC(=O)OC3C(C(C(C(C3O)O)OC4C(C(C(CO4)O)O)O)O)O

Canonical_SMILES O=C(Cc1c[nH]c2c1cccc2)O[C@@H]1[C@@H](O)[C@H](O)[C@H]([C@@H]([C@@H]1O)O)O[C@H]1OC[C@@H]([C@@H]([C@H]1O)O)O

InChI 1/C21H27NO11/c23-11-7-31-21(18(30)13(11)25)33-20-16(28)14(26)19(15(27)17(20)29)32-12(24)5-8-6-22-10-4-2-1-3-9(8)10/h1-4,6,11,13-23,25-30H,5,7H2

InChI_3D 1S/C21H27NO11/c23-11-7-31-21(18(30)13(11)25)33-20-16(28)14(26)19(15(27)17(20)29)32-12(24)5-8-6-22-10-4-2-1-3-9(8)10/h1-4,6,11,13-23,25-30H,5,7H2/t11-,13-,14-,15-,16-,17+,18+,19+,20+,21+/m0/s1

AuxInfo 1/0/N:1,2,3,4,21,5,10,7,6,8,11,9,12,13,14,15,16,19,17,18,20,22,25,23,26,27,28,29,30,31,24,32,33/E:(14,15)(16,17)(26,27)(28,29)/rA:60cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;;s10;s11;;;s13;s14;s13s14;s15s16;s12;s19;s7s9;s5s8;d9;s10s20;s11;s12;s13;s14;s15;s16;s19;s9s17;s18s20;s1;s2;s3;s4;s5;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s21;s22;s25;s26;s27;s28;s29;s30;s31;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.3117,-2.2146,0;9.1099,-7.8445,0;9.0678,-8.8489,0;8.1803,-9.3097,0;4.7918,-5.0863,0;5.7127,-3.6158,0;5.6437,-5.6198,0;6.5646,-4.1494,0;4.8306,-4.087,0;6.5344,-5.1541,0;7.3344,-8.7763,0;7.3764,-7.772,0;3.0028,-1.2636,0;2.6938,1.3169,0;2.6426,-2.9578,0;8.2644,-7.301,0;9.5939,-10.5179,0;7.0016,-10.6032,0;3.0811,-4.7174,0;6.8837,-2.3154,0;4.4688,-6.9168,0;8.2774,-4.5082,0;5.6248,-8.4023,0;4.2899,-2.4226,0;7.0702,-6.82,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;9.598,-7.9528,0;9.3022,-7.383,0;9.5635,-8.7832,0;8.485,-9.7061,0;4.6035,-5.5495,0;5.4045,-3.2221,0;5.9496,-6.0153,0;6.7514,-3.6856,0;4.3353,-4.1556,0;7.0295,-5.084,0;7.1448,-9.239,0;6.8809,-7.8391,0;3.4783,-1.1091,0;2.5272,-1.4181,0;2.8483,1.7924,0;10.082,-10.6262,0;7.1533,-11.0796,0;2.7454,-5.0879,0;6.7292,-1.8398,0;4.6219,-7.3928,0;8.6109,-4.1357,0;5.288,-8.7719,0;

Duplicates ChEBI28071;ChEBI182518

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28071.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28071.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28071.sdf

Formula	C₂₁H₂₇NO₁₁
MW	469.44
InChIKey	RBVNENAKUTUHCM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	8
ONatoms	12
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-2.64
logP	-3.0964
PSA	202.16
MR	108.308
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-422.45043
PM7_Total_Energy_ev	-6377.8007
PM7_Electronic_Energy_ev	-55927.24074
PM7_Dipole_Debye	7.77076
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.527
PM7_LUMO_Energy_ev	-0.186
PM7_COSMO_Area_square_ang	424.36
PM7_COSMO_Volue_cubic_ang	526.82
PM7_Electron_Affinity_ev	0.186
PM7_Ionization_Energy_ev	8.527
PM7_Energy_Gap_ev	8.341
PM7_Global_Hardness_ev	4.1705
PM7_Global_Softness_ev	0.23977940294928665
PM7_Chemical_Potential_ev	-4.3565
PM7_Electronigativity_ev	4.3565
PM7_Back_Donation_Energy_ev	-1.042625
PM7_Electrophilicity_ev	2.275397704112217
OPENEYE_Name	[(2~{S},3~{S},5~{R},6~{S})-2,3,5,6-tetrahydroxy-4-[(2~{R},3~{R},4~{S},5~{S})-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-cyclohexyl] 2-(1~{H}-indol-3-yl)acetate
SMILES	c1ccc2c(c1)c(c[nH]2)CC(=O)OC3C(C(C(C(C3O)O)OC4C(C(C(CO4)O)O)O)O)O
Canonical_SMILES	O=C(Cc1c[nH]c2c1cccc2)O[C@@H]1[C@@H](O)[C@H](O)[C@H]([C@@H]([C@@H]1O)O)O[C@H]1OC[C@@H]([C@@H]([C@H]1O)O)O
InChI	1/C21H27NO11/c23-11-7-31-21(18(30)13(11)25)33-20-16(28)14(26)19(15(27)17(20)29)32-12(24)5-8-6-22-10-4-2-1-3-9(8)10/h1-4,6,11,13-23,25-30H,5,7H2
InChI_3D	1S/C21H27NO11/c23-11-7-31-21(18(30)13(11)25)33-20-16(28)14(26)19(15(27)17(20)29)32-12(24)5-8-6-22-10-4-2-1-3-9(8)10/h1-4,6,11,13-23,25-30H,5,7H2/t11-,13-,14-,15-,16-,17+,18+,19+,20+,21+/m0/s1
AuxInfo	1/0/N:1,2,3,4,21,5,10,7,6,8,11,9,12,13,14,15,16,19,17,18,20,22,25,23,26,27,28,29,30,31,24,32,33/E:(14,15)(16,17)(26,27)(28,29)/rA:60cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;;s10;s11;;;s13;s14;s13s14;s15s16;s12;s19;s7s9;s5s8;d9;s10s20;s11;s12;s13;s14;s15;s16;s19;s9s17;s18s20;s1;s2;s3;s4;s5;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s21;s22;s25;s26;s27;s28;s29;s30;s31;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.3117,-2.2146,0;9.1099,-7.8445,0;9.0678,-8.8489,0;8.1803,-9.3097,0;4.7918,-5.0863,0;5.7127,-3.6158,0;5.6437,-5.6198,0;6.5646,-4.1494,0;4.8306,-4.087,0;6.5344,-5.1541,0;7.3344,-8.7763,0;7.3764,-7.772,0;3.0028,-1.2636,0;2.6938,1.3169,0;2.6426,-2.9578,0;8.2644,-7.301,0;9.5939,-10.5179,0;7.0016,-10.6032,0;3.0811,-4.7174,0;6.8837,-2.3154,0;4.4688,-6.9168,0;8.2774,-4.5082,0;5.6248,-8.4023,0;4.2899,-2.4226,0;7.0702,-6.82,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;9.598,-7.9528,0;9.3022,-7.383,0;9.5635,-8.7832,0;8.485,-9.7061,0;4.6035,-5.5495,0;5.4045,-3.2221,0;5.9496,-6.0153,0;6.7514,-3.6856,0;4.3353,-4.1556,0;7.0295,-5.084,0;7.1448,-9.239,0;6.8809,-7.8391,0;3.4783,-1.1091,0;2.5272,-1.4181,0;2.8483,1.7924,0;10.082,-10.6262,0;7.1533,-11.0796,0;2.7454,-5.0879,0;6.7292,-1.8398,0;4.6219,-7.3928,0;8.6109,-4.1357,0;5.288,-8.7719,0;
Duplicates	ChEBI28071;ChEBI182518
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28071.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28071.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28071.sdf