CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185454 (100084)

Formula C₁₅H₁₆O₁₀

MW 356.29

InChIKey VMGJMCCDXJNCOK-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 42

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.07

logP -1.4536

PSA 173.98

MR 79.7412

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -368.8617

PM7_Total_Energy_ev -5010.55882

PM7_Electronic_Energy_ev -33735.39842

PM7_Dipole_Debye 2.39135

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.112

PM7_LUMO_Energy_ev -0.993

PM7_COSMO_Area_square_ang 349.51

PM7_COSMO_Volue_cubic_ang 380.12

PM7_Electron_Affinity_ev 0.993

PM7_Ionization_Energy_ev 9.112

PM7_Energy_Gap_ev 8.119

PM7_Global_Hardness_ev 4.0595

PM7_Global_Softness_ev 0.2463357556349304

PM7_Chemical_Potential_ev -5.0525

PM7_Electronigativity_ev 5.0525

PM7_Back_Donation_Energy_ev -1.014875

PM7_Electrophilicity_ev 3.1441995627540336

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)O

Canonical_SMILES O=C(O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)/C=C/c1ccc(c(c1)O)O

InChI 1/C15H16O10/c16-7-3-1-6(5-8(7)17)2-4-9(18)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h1-5,10-13,15-17,19-21H,(H,22,23)/f/h22H

InChI_3D 1S/C15H16O10/c16-7-3-1-6(5-8(7)17)2-4-9(18)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h1-5,10-13,15-17,19-21H,(H,22,23)/b4-2+/t10-,11-,12+,13-,15+/m0/s1

AuxInfo 1/1/N:1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,19,20,16,23,22,24,17,21,25,18/E:(22,23)/F:1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,19,20,16,23,22,24,21,17,25,18/rA:41cCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;s11;s12;s13;s14;d9;d10;s11s15;s5;s6;s10;s12;s13;s14;s9s15;s1;s2;s3;s7;s8;s11;s12;s13;s14;s15;s19;s20;s21;s22;s23;s24;/rC:-.0136,6.6244,0;.3281,7.5642,0;1.6155,6.0269,0;.6251,5.8549,0;1.3184,7.7363,0;1.9671,6.9686,0;.2794,4.9165,0;.9192,4.1479,0;.5734,3.2096,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.412,3.0398,0;-3.2346,1.9602,0;0,2.0104,0;1.66,8.6762,0;2.9524,7.1398,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;-.5062,6.5388,0;.0071,7.9476,0;1.9348,5.6422,0;-.2134,4.8316,0;1.4119,4.2328,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.3384,9.0591,0;3.1246,7.6092,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI185454

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185454.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185454.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185454.sdf

Formula	C₁₅H₁₆O₁₀
MW	356.29
InChIKey	VMGJMCCDXJNCOK-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	42
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.07
logP	-1.4536
PSA	173.98
MR	79.7412
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-368.8617
PM7_Total_Energy_ev	-5010.55882
PM7_Electronic_Energy_ev	-33735.39842
PM7_Dipole_Debye	2.39135
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.112
PM7_LUMO_Energy_ev	-0.993
PM7_COSMO_Area_square_ang	349.51
PM7_COSMO_Volue_cubic_ang	380.12
PM7_Electron_Affinity_ev	0.993
PM7_Ionization_Energy_ev	9.112
PM7_Energy_Gap_ev	8.119
PM7_Global_Hardness_ev	4.0595
PM7_Global_Softness_ev	0.2463357556349304
PM7_Chemical_Potential_ev	-5.0525
PM7_Electronigativity_ev	5.0525
PM7_Back_Donation_Energy_ev	-1.014875
PM7_Electrophilicity_ev	3.1441995627540336
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)O
Canonical_SMILES	O=C(O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)/C=C/c1ccc(c(c1)O)O
InChI	1/C15H16O10/c16-7-3-1-6(5-8(7)17)2-4-9(18)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h1-5,10-13,15-17,19-21H,(H,22,23)/f/h22H
InChI_3D	1S/C15H16O10/c16-7-3-1-6(5-8(7)17)2-4-9(18)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h1-5,10-13,15-17,19-21H,(H,22,23)/b4-2+/t10-,11-,12+,13-,15+/m0/s1
AuxInfo	1/1/N:1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,19,20,16,23,22,24,17,21,25,18/E:(22,23)/F:1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,19,20,16,23,22,24,21,17,25,18/rA:41cCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;s11;s12;s13;s14;d9;d10;s11s15;s5;s6;s10;s12;s13;s14;s9s15;s1;s2;s3;s7;s8;s11;s12;s13;s14;s15;s19;s20;s21;s22;s23;s24;/rC:-.0136,6.6244,0;.3281,7.5642,0;1.6155,6.0269,0;.6251,5.8549,0;1.3184,7.7363,0;1.9671,6.9686,0;.2794,4.9165,0;.9192,4.1479,0;.5734,3.2096,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.412,3.0398,0;-3.2346,1.9602,0;0,2.0104,0;1.66,8.6762,0;2.9524,7.1398,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;-.5062,6.5388,0;.0071,7.9476,0;1.9348,5.6422,0;-.2134,4.8316,0;1.4119,4.2328,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.3384,9.0591,0;3.1246,7.6092,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI185454
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185454.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185454.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185454.sdf