CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12029 (9762)

Formula C₁₆H₁₈O₉

MW 354.31

InChIKey CWVRJTMFETXNAD-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 44

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -1.63

logP -0.6459

PSA 164.75

MR 83.5012

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -359.25486

PM7_Total_Energy_ev -4866.257

PM7_Electronic_Energy_ev -33885.8862

PM7_Dipole_Debye 3.84538

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.073

PM7_LUMO_Energy_ev -0.936

PM7_COSMO_Area_square_ang 348.93

PM7_COSMO_Volue_cubic_ang 389.13

PM7_Electron_Affinity_ev 0.936

PM7_Ionization_Energy_ev 9.073

PM7_Energy_Gap_ev 8.137

PM7_Global_Hardness_ev 4.0685

PM7_Global_Softness_ev 0.24579083200196633

PM7_Chemical_Potential_ev -5.0045

PM7_Electronigativity_ev 5.0045

PM7_Back_Donation_Energy_ev -1.017125

PM7_Electrophilicity_ev 3.077918182376797

OPENEYE_Name (1~{S},3~{R},4~{R},5~{R})-3-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxy-cyclohexanecarboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)O)O)O

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

InChI 1/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/f/h22H

InChI_3D 1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1

AuxInfo 1/1/N:1,7,2,8,3,11,12,4,5,6,13,14,9,15,10,16,19,20,22,17,23,18,21,24,25/E:(22,23)/F:1,7,2,8,3,11,12,4,5,6,13,14,9,15,10,16,19,20,22,17,23,21,18,24,25/rA:43cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s11;s12;s13s14;s10s11s12;d9;d10;s5;s6;s10;s13;s15;s16;s9s14;s1;s2;s3;s7;s8;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;1.7328,-.0038,0;2.5995,.495,0;3.4648,-.0063,0;8.7006,1.6054,0;7.8209,-.0383,0;6.192,.559,0;7.4748,-.9821,0;5.8459,-.3847,0;6.4891,-1.1505,0;7.1812,.737,0;3.4634,-1.0063,0;8.705,2.6053,0;-1.735,2.0001,0;0,3.0104,0;9.5644,1.1016,0;7.4672,-2.7321,0;4.9722,-2.0233,0;6.5834,2.3817,0;4.3316,.4925,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.7321,-.5038,0;2.6003,.995,0;8.2528,-.2902,0;8.1447,.3427,0;6.1912,1.059,0;5.6996,.6461,0;7.9669,-1.0706,0;5.5243,-.7676,0;6.6585,-1.6209,0;-2.1673,1.7489,0;-.433,3.2604,0;9.9985,1.3497,0;7.8991,-2.9839,0;4.9715,-2.5233,0;6.905,2.7646,0;

Duplicates DB12029

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12029.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12029.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12029.sdf

Formula	C₁₆H₁₈O₉
MW	354.31
InChIKey	CWVRJTMFETXNAD-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	44
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-1.63
logP	-0.6459
PSA	164.75
MR	83.5012
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-359.25486
PM7_Total_Energy_ev	-4866.257
PM7_Electronic_Energy_ev	-33885.8862
PM7_Dipole_Debye	3.84538
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.073
PM7_LUMO_Energy_ev	-0.936
PM7_COSMO_Area_square_ang	348.93
PM7_COSMO_Volue_cubic_ang	389.13
PM7_Electron_Affinity_ev	0.936
PM7_Ionization_Energy_ev	9.073
PM7_Energy_Gap_ev	8.137
PM7_Global_Hardness_ev	4.0685
PM7_Global_Softness_ev	0.24579083200196633
PM7_Chemical_Potential_ev	-5.0045
PM7_Electronigativity_ev	5.0045
PM7_Back_Donation_Energy_ev	-1.017125
PM7_Electrophilicity_ev	3.077918182376797
OPENEYE_Name	(1~{S},3~{R},4~{R},5~{R})-3-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxy-cyclohexanecarboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)O)O)O
Canonical_SMILES	O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O
InChI	1/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/f/h22H
InChI_3D	1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
AuxInfo	1/1/N:1,7,2,8,3,11,12,4,5,6,13,14,9,15,10,16,19,20,22,17,23,18,21,24,25/E:(22,23)/F:1,7,2,8,3,11,12,4,5,6,13,14,9,15,10,16,19,20,22,17,23,21,18,24,25/rA:43cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s11;s12;s13s14;s10s11s12;d9;d10;s5;s6;s10;s13;s15;s16;s9s14;s1;s2;s3;s7;s8;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;1.7328,-.0038,0;2.5995,.495,0;3.4648,-.0063,0;8.7006,1.6054,0;7.8209,-.0383,0;6.192,.559,0;7.4748,-.9821,0;5.8459,-.3847,0;6.4891,-1.1505,0;7.1812,.737,0;3.4634,-1.0063,0;8.705,2.6053,0;-1.735,2.0001,0;0,3.0104,0;9.5644,1.1016,0;7.4672,-2.7321,0;4.9722,-2.0233,0;6.5834,2.3817,0;4.3316,.4925,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.7321,-.5038,0;2.6003,.995,0;8.2528,-.2902,0;8.1447,.3427,0;6.1912,1.059,0;5.6996,.6461,0;7.9669,-1.0706,0;5.5243,-.7676,0;6.6585,-1.6209,0;-2.1673,1.7489,0;-.433,3.2604,0;9.9985,1.3497,0;7.8991,-2.9839,0;4.9715,-2.5233,0;6.905,2.7646,0;
Duplicates	DB12029
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12029.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12029.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12029.sdf