CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180862_s0 (96642)

Formula C₁₅H₁₆O₁₂

MW 388.28

InChIKey GWEFMQRDZWXOOD-VVKINWOJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 44

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 12

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -2.82

logP -2.435

PSA 211.28

MR 81.795

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -455.46256

PM7_Total_Energy_ev -5601.03268

PM7_Electronic_Energy_ev -41714.45382

PM7_Dipole_Debye 5.77987

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.321

PM7_LUMO_Energy_ev -1.039

PM7_COSMO_Area_square_ang 337.29

PM7_COSMO_Volue_cubic_ang 400.88

PM7_Electron_Affinity_ev 1.039

PM7_Ionization_Energy_ev 9.321

PM7_Energy_Gap_ev 8.282

PM7_Global_Hardness_ev 4.141

PM7_Global_Softness_ev 0.24148756339048538

PM7_Chemical_Potential_ev -5.18

PM7_Electronigativity_ev 5.18

PM7_Back_Donation_Energy_ev -1.03525

PM7_Electrophilicity_ev 3.2398454479594303

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[5-(2-carboxy-2-oxo-ethyl)-2,3-dihydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(cc(c(c1O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O)CC(=O)C(=O)O

Canonical_SMILES O[C@@H]1[C@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)Oc1cc(CC(=O)C(=O)O)cc(c1O)O

InChI 1/C15H16O12/c16-5-1-4(2-6(17)13(22)23)3-7(8(5)18)26-15-11(21)9(19)10(20)12(27-15)14(24)25/h1,3,9-12,15-16,18-21H,2H2,(H,22,23)(H,24,25)/f/h22,24H

InChI_3D 1S/C15H16O12/c16-5-1-4(2-6(17)13(22)23)3-7(8(5)18)26-15-11(21)9(19)10(20)12(27-15)14(24)25/h1,3,9-12,15-16,18-21H,2H2,(H,22,23)(H,24,25)/t9-,10-,11-,12-,15+/m0/s1

AuxInfo 1/1/N:1,15,2,3,4,7,5,6,12,11,13,10,8,9,14,20,16,21,25,24,26,17,22,18,23,27,19/E:(22,23)(24,25)/F:1,15,2,3,4,7,5,6,12,11,13,10,8,9,14,20,16,21,25,24,26,22,17,23,18,27,19/rA:43cCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s7;;s9;s10;s11;s12;s13;s3s7;d7;d8;d9;s10s14;s4;s6;s8;s9;s11;s12;s13;s5s14;s1;s2;s10;s11;s12;s13;s14;s15;s15;s20;s21;s22;s23;s24;s25;s26;/rC:4.1762,2.9424,0;2.8395,1.8364,0;3.825,2.0061,0;3.5354,3.7169,0;2.1987,2.6108,0;2.5434,3.555,0;5.1,.4652,0;6.086,.632,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;4.4625,1.2356,0;4.7515,-.4721,0;6.4345,1.5694,0;-.5734,3.2096,0;0,2.0104,0;3.8867,4.6532,0;1.9059,4.3255,0;6.7235,-.1384,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;4.6694,3.0251,0;2.666,1.3674,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;4.0773,.9169,0;4.8478,1.5544,0;4.3799,4.7351,0;2.0801,4.7941,0;7.2165,-.055,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI180862_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180862_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180862_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180862_s0.sdf

Formula	C₁₅H₁₆O₁₂
MW	388.28
InChIKey	GWEFMQRDZWXOOD-VVKINWOJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	44
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	12
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-2.82
logP	-2.435
PSA	211.28
MR	81.795
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-455.46256
PM7_Total_Energy_ev	-5601.03268
PM7_Electronic_Energy_ev	-41714.45382
PM7_Dipole_Debye	5.77987
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.321
PM7_LUMO_Energy_ev	-1.039
PM7_COSMO_Area_square_ang	337.29
PM7_COSMO_Volue_cubic_ang	400.88
PM7_Electron_Affinity_ev	1.039
PM7_Ionization_Energy_ev	9.321
PM7_Energy_Gap_ev	8.282
PM7_Global_Hardness_ev	4.141
PM7_Global_Softness_ev	0.24148756339048538
PM7_Chemical_Potential_ev	-5.18
PM7_Electronigativity_ev	5.18
PM7_Back_Donation_Energy_ev	-1.03525
PM7_Electrophilicity_ev	3.2398454479594303
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[5-(2-carboxy-2-oxo-ethyl)-2,3-dihydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O)CC(=O)C(=O)O
Canonical_SMILES	O[C@@H]1[C@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)Oc1cc(CC(=O)C(=O)O)cc(c1O)O
InChI	1/C15H16O12/c16-5-1-4(2-6(17)13(22)23)3-7(8(5)18)26-15-11(21)9(19)10(20)12(27-15)14(24)25/h1,3,9-12,15-16,18-21H,2H2,(H,22,23)(H,24,25)/f/h22,24H
InChI_3D	1S/C15H16O12/c16-5-1-4(2-6(17)13(22)23)3-7(8(5)18)26-15-11(21)9(19)10(20)12(27-15)14(24)25/h1,3,9-12,15-16,18-21H,2H2,(H,22,23)(H,24,25)/t9-,10-,11-,12-,15+/m0/s1
AuxInfo	1/1/N:1,15,2,3,4,7,5,6,12,11,13,10,8,9,14,20,16,21,25,24,26,17,22,18,23,27,19/E:(22,23)(24,25)/F:1,15,2,3,4,7,5,6,12,11,13,10,8,9,14,20,16,21,25,24,26,22,17,23,18,27,19/rA:43cCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s7;;s9;s10;s11;s12;s13;s3s7;d7;d8;d9;s10s14;s4;s6;s8;s9;s11;s12;s13;s5s14;s1;s2;s10;s11;s12;s13;s14;s15;s15;s20;s21;s22;s23;s24;s25;s26;/rC:4.1762,2.9424,0;2.8395,1.8364,0;3.825,2.0061,0;3.5354,3.7169,0;2.1987,2.6108,0;2.5434,3.555,0;5.1,.4652,0;6.086,.632,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;4.4625,1.2356,0;4.7515,-.4721,0;6.4345,1.5694,0;-.5734,3.2096,0;0,2.0104,0;3.8867,4.6532,0;1.9059,4.3255,0;6.7235,-.1384,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;4.6694,3.0251,0;2.666,1.3674,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;4.0773,.9169,0;4.8478,1.5544,0;4.3799,4.7351,0;2.0801,4.7941,0;7.2165,-.055,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI180862_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180862_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180862_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180862_s0.sdf