CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182138_s0 (97386)

Formula C₁₆H₂₂O₁₁

MW 390.34

InChIKey RGTONEMDTVVDMY-LRQUTDIWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -3.37

logP -1.9792

PSA 183.21

MR 85.2958

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -448.23469

PM7_Total_Energy_ev -5510.24564

PM7_Electronic_Energy_ev -45150.67077

PM7_Dipole_Debye 2.82958

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.885

PM7_LUMO_Energy_ev 0.006

PM7_COSMO_Area_square_ang 339.75

PM7_COSMO_Volue_cubic_ang 436.31

PM7_Electron_Affinity_ev -0.006

PM7_Ionization_Energy_ev 9.885

PM7_Energy_Gap_ev 9.891

PM7_Global_Hardness_ev 4.9455

PM7_Global_Softness_ev 0.20220402386007483

PM7_Chemical_Potential_ev -4.9395

PM7_Electronigativity_ev 4.9395

PM7_Back_Donation_Energy_ev -1.236375

PM7_Electrophilicity_ev 2.4667536396724294

OPENEYE_Name (2~{S},3~{R},4~{S})-4-(carboxymethyl)-2-[(2~{R},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-vinyl-3,4-dihydro-2~{H}-pyran-5-carboxylic acid

SMILES C1=C(C(C(C(O1)OC2C(C(C(C(O2)CO)O)O)O)C=C)CC(=O)O)C(=O)O

Canonical_SMILES C=C[C@H]1[C@@H](OC=C([C@H]1CC(=O)O)C(=O)O)O[C@H]1O[C@H](CO)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H22O11/c1-2-6-7(3-10(18)19)8(14(23)24)5-25-15(6)27-16-13(22)12(21)11(20)9(4-17)26-16/h2,5-7,9,11-13,15-17,20-22H,1,3-4H2,(H,18,19)(H,23,24)/f/h18,23H

InChI_3D 1S/C16H22O11/c1-2-6-7(3-10(18)19)8(14(23)24)5-25-15(6)27-16-13(22)12(21)11(20)9(4-17)26-16/h2,5-7,9,11-13,15-17,20-22H,1,3-4H2,(H,18,19)(H,23,24)/t6-,7+,9-,11-,12-,13+,15+,16-/m1/s1

AuxInfo 1/1/N:3,4,15,16,1,8,7,2,12,6,10,9,11,5,13,14,26,18,22,24,23,25,17,21,19,20,27/E:(18,19)(23,24)/F:3,4,15,16,1,8,7,2,12,6,10,9,11,5,13,14,26,22,18,24,23,25,21,17,19,20,27/rA:49cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s2;;s2;s4s7;;s9;s9;s10;s8;s11;s6s7;s12;d5;d6;s1s13;s12s14;s5;s6;s9;s10;s11;s16;s13s14;s1;s3;s3;s4;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s21;s22;s23;s24;s25;s26;/rC:-.8675,1.5027,0;-.8675,.4975,0;3.2333,.0331,0;2.5912,.7997,0;-1.7328,-.0038,0;1.7656,-2.1083,0;;.8675,.4975,0;2.4264,4.8821,0;3.2939,4.3846,0;1.5589,4.3846,0;3.2939,3.3794,0;.8675,1.5027,0;1.5589,3.3794,0;1.1236,-1.3417,0;3.6396,2.441,0;-2.5995,.495,0;1.4227,-3.0477,0;0,2.0104,0;2.4264,2.8717,0;-1.7313,-1.0038,0;2.7506,-1.9356,0;1.3028,6.2237,0;3.8893,6.0302,0;-.1648,4.0824,0;3.9854,1.5027,0;1.2132,2.441,0;-1.3012,1.7514,0;3.7257,.1194,0;3.0618,-.4366,0;2.7627,1.2694,0;-.321,-.3833,0;1.0376,.0273,0;2.7475,5.2654,0;3.7864,4.2982,0;1.3888,4.8548,0;3.7862,3.4672,0;1.3597,1.4149,0;1.0667,3.4672,0;.7402,-1.6627,0;1.5069,-1.0206,0;4.1088,2.6139,0;3.1705,2.2682,0;-2.164,-1.2544,0;3.0716,-2.319,0;1.4743,6.6934,0;4.3815,6.118,0;-.4858,4.4657,0;4.4781,1.4178,0;

Duplicates ChEBI182138_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182138_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182138_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182138_s0.sdf

Formula	C₁₆H₂₂O₁₁
MW	390.34
InChIKey	RGTONEMDTVVDMY-LRQUTDIWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-3.37
logP	-1.9792
PSA	183.21
MR	85.2958
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-448.23469
PM7_Total_Energy_ev	-5510.24564
PM7_Electronic_Energy_ev	-45150.67077
PM7_Dipole_Debye	2.82958
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.885
PM7_LUMO_Energy_ev	0.006
PM7_COSMO_Area_square_ang	339.75
PM7_COSMO_Volue_cubic_ang	436.31
PM7_Electron_Affinity_ev	-0.006
PM7_Ionization_Energy_ev	9.885
PM7_Energy_Gap_ev	9.891
PM7_Global_Hardness_ev	4.9455
PM7_Global_Softness_ev	0.20220402386007483
PM7_Chemical_Potential_ev	-4.9395
PM7_Electronigativity_ev	4.9395
PM7_Back_Donation_Energy_ev	-1.236375
PM7_Electrophilicity_ev	2.4667536396724294
OPENEYE_Name	(2~{S},3~{R},4~{S})-4-(carboxymethyl)-2-[(2~{R},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-vinyl-3,4-dihydro-2~{H}-pyran-5-carboxylic acid
SMILES	C1=C(C(C(C(O1)OC2C(C(C(C(O2)CO)O)O)O)C=C)CC(=O)O)C(=O)O
Canonical_SMILES	C=C[C@H]1[C@@H](OC=C([C@H]1CC(=O)O)C(=O)O)O[C@H]1O[C@H](CO)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22O11/c1-2-6-7(3-10(18)19)8(14(23)24)5-25-15(6)27-16-13(22)12(21)11(20)9(4-17)26-16/h2,5-7,9,11-13,15-17,20-22H,1,3-4H2,(H,18,19)(H,23,24)/f/h18,23H
InChI_3D	1S/C16H22O11/c1-2-6-7(3-10(18)19)8(14(23)24)5-25-15(6)27-16-13(22)12(21)11(20)9(4-17)26-16/h2,5-7,9,11-13,15-17,20-22H,1,3-4H2,(H,18,19)(H,23,24)/t6-,7+,9-,11-,12-,13+,15+,16-/m1/s1
AuxInfo	1/1/N:3,4,15,16,1,8,7,2,12,6,10,9,11,5,13,14,26,18,22,24,23,25,17,21,19,20,27/E:(18,19)(23,24)/F:3,4,15,16,1,8,7,2,12,6,10,9,11,5,13,14,26,22,18,24,23,25,21,17,19,20,27/rA:49cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s2;;s2;s4s7;;s9;s9;s10;s8;s11;s6s7;s12;d5;d6;s1s13;s12s14;s5;s6;s9;s10;s11;s16;s13s14;s1;s3;s3;s4;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s21;s22;s23;s24;s25;s26;/rC:-.8675,1.5027,0;-.8675,.4975,0;3.2333,.0331,0;2.5912,.7997,0;-1.7328,-.0038,0;1.7656,-2.1083,0;;.8675,.4975,0;2.4264,4.8821,0;3.2939,4.3846,0;1.5589,4.3846,0;3.2939,3.3794,0;.8675,1.5027,0;1.5589,3.3794,0;1.1236,-1.3417,0;3.6396,2.441,0;-2.5995,.495,0;1.4227,-3.0477,0;0,2.0104,0;2.4264,2.8717,0;-1.7313,-1.0038,0;2.7506,-1.9356,0;1.3028,6.2237,0;3.8893,6.0302,0;-.1648,4.0824,0;3.9854,1.5027,0;1.2132,2.441,0;-1.3012,1.7514,0;3.7257,.1194,0;3.0618,-.4366,0;2.7627,1.2694,0;-.321,-.3833,0;1.0376,.0273,0;2.7475,5.2654,0;3.7864,4.2982,0;1.3888,4.8548,0;3.7862,3.4672,0;1.3597,1.4149,0;1.0667,3.4672,0;.7402,-1.6627,0;1.5069,-1.0206,0;4.1088,2.6139,0;3.1705,2.2682,0;-2.164,-1.2544,0;3.0716,-2.319,0;1.4743,6.6934,0;4.3815,6.118,0;-.4858,4.4657,0;4.4781,1.4178,0;
Duplicates	ChEBI182138_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182138_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182138_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182138_s0.sdf