CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193045 (2535503)

Formula C₂₉H₃₀O₁₁

MW 554.55

InChIKey WRLXHKDQSQMWSH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.99

logP 1.7263

PSA 172.96

MR 142.713

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -389.74339

PM7_Total_Energy_ev -7214.24814

PM7_Electronic_Energy_ev -70511.26736

PM7_Dipole_Debye 5.44373

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.554

PM7_LUMO_Energy_ev -1.051

PM7_COSMO_Area_square_ang 515.58

PM7_COSMO_Volue_cubic_ang 641.82

PM7_Electron_Affinity_ev 1.051

PM7_Ionization_Energy_ev 9.554

PM7_Energy_Gap_ev 8.503

PM7_Global_Hardness_ev 4.2515

PM7_Global_Softness_ev 0.2352111019640127

PM7_Chemical_Potential_ev -5.3025

PM7_Electronigativity_ev 5.3025

PM7_Back_Donation_Energy_ev -1.062875

PM7_Electrophilicity_ev 3.3066572092202753

OPENEYE_Name [(2~{S},3~{R},4~{S},5~{S},6~{R})-2-(2-acetonyl-7-methoxy-5-methyl-4-oxo-chromen-8-yl)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate

SMILES c1cc(ccc1C=CC(=O)OC2C(OC(C(C2O)O)CO)c3c4c(c(cc3OC)C)c(=O)cc(o4)CC(=O)C)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)c1c(OC)cc(c2c1oc(CC(=O)C)cc2=O)C

InChI 1/C29H30O11/c1-14-10-20(37-3)24(27-23(14)19(33)12-18(38-27)11-15(2)31)28-29(26(36)25(35)21(13-30)39-28)40-22(34)9-6-16-4-7-17(32)8-5-16/h4-10,12,21,25-26,28-30,32,35-36H,11,13H2,1-3H3

InChI_3D 1S/C29H30O11/c1-14-10-20(37-3)24(27-23(14)19(33)12-18(38-27)11-15(2)31)28-29(26(36)25(35)21(13-30)39-28)40-22(34)9-6-16-4-7-17(32)8-5-16/h4-10,12,21,25-26,28-30,32,35-36H,11,13H2,1-3H3/b9-6+/t21-,25-,26+,28+,29-/m1/s1

AuxInfo 1/0/N:25,26,27,1,2,16,3,4,17,5,28,13,29,9,19,7,11,15,14,12,24,18,6,8,23,22,10,20,21,38,32,35,30,31,37,36,39,33,34,40/E:(4,5)(7,8)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s6;d6s8;s3d4;s5d8;;s6s13;d13;s7;w16;s17;;s8;s20;s21;s22;s23;s9;s19;;s15s19;s24;d14;d18;d19;s10s15;s20s24;s11;s22;s23;s29;s12s27;s18s21;s1;s2;s3;s4;s5;s13;s16;s17;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s29;s29;s35;s36;s37;s38;/rC:-5.9662,2.7122,0;-5.0982,1.21,0;-6.8366,2.2093,0;-5.9685,.7071,0;;1.736,-.0012,0;-5.1014,2.21,0;.868,1.5138,0;.868,-.4978,0;1.7374,1.0057,0;-6.8421,1.2042,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;-4.2356,2.7104,0;-3.3694,2.2107,0;-2.5036,2.711,0;5.2118,1.9994,0;.8674,3.2638,0;-.1221,3.087,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;.8675,-1.4978,0;6.0766,1.4973,0;-1.732,1.0005,0;4.3446,1.5014,0;2.0722,5.8562,0;2.5999,-1.5032,0;-2.5039,3.711,0;5.2141,2.9994,0;2.6052,1.5109,0;1.2145,4.2071,0;-7.708,.7038,0;-2.2829,4.7234,0;-.4331,6.5449,0;2.9351,6.3616,0;-.8675,1.5031,0;-1.6373,2.2114,0;-5.9657,3.2122,0;-4.6647,.9608,0;-7.2689,2.4604,0;-5.9668,.2071,0;-.4327,-.2506,0;3.9084,-.2548,0;-4.2358,3.2104,0;-3.3692,1.7107,0;1.3596,3.1762,0;.0495,2.6173,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;1.3675,-1.4981,0;.3675,-1.4975,0;.8672,-1.9978,0;6.3276,1.9298,0;5.8256,1.0649,0;6.5091,1.2463,0;-1.4807,.5682,0;-1.9833,1.4328,0;-2.1643,.7492,0;4.0956,1.935,0;4.5936,1.0678,0;2.3249,5.4248,0;1.8195,6.2876,0;-8.1411,.9537,0;-2.2846,5.2234,0;-.867,6.7935,0;3.3696,6.1143,0;

Duplicates CHEMBL5193045

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193045.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193045.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193045.sdf

Formula	C₂₉H₃₀O₁₁
MW	554.55
InChIKey	WRLXHKDQSQMWSH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.99
logP	1.7263
PSA	172.96
MR	142.713
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-389.74339
PM7_Total_Energy_ev	-7214.24814
PM7_Electronic_Energy_ev	-70511.26736
PM7_Dipole_Debye	5.44373
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.554
PM7_LUMO_Energy_ev	-1.051
PM7_COSMO_Area_square_ang	515.58
PM7_COSMO_Volue_cubic_ang	641.82
PM7_Electron_Affinity_ev	1.051
PM7_Ionization_Energy_ev	9.554
PM7_Energy_Gap_ev	8.503
PM7_Global_Hardness_ev	4.2515
PM7_Global_Softness_ev	0.2352111019640127
PM7_Chemical_Potential_ev	-5.3025
PM7_Electronigativity_ev	5.3025
PM7_Back_Donation_Energy_ev	-1.062875
PM7_Electrophilicity_ev	3.3066572092202753
OPENEYE_Name	[(2~{S},3~{R},4~{S},5~{S},6~{R})-2-(2-acetonyl-7-methoxy-5-methyl-4-oxo-chromen-8-yl)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate
SMILES	c1cc(ccc1C=CC(=O)OC2C(OC(C(C2O)O)CO)c3c4c(c(cc3OC)C)c(=O)cc(o4)CC(=O)C)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)c1c(OC)cc(c2c1oc(CC(=O)C)cc2=O)C
InChI	1/C29H30O11/c1-14-10-20(37-3)24(27-23(14)19(33)12-18(38-27)11-15(2)31)28-29(26(36)25(35)21(13-30)39-28)40-22(34)9-6-16-4-7-17(32)8-5-16/h4-10,12,21,25-26,28-30,32,35-36H,11,13H2,1-3H3
InChI_3D	1S/C29H30O11/c1-14-10-20(37-3)24(27-23(14)19(33)12-18(38-27)11-15(2)31)28-29(26(36)25(35)21(13-30)39-28)40-22(34)9-6-16-4-7-17(32)8-5-16/h4-10,12,21,25-26,28-30,32,35-36H,11,13H2,1-3H3/b9-6+/t21-,25-,26+,28+,29-/m1/s1
AuxInfo	1/0/N:25,26,27,1,2,16,3,4,17,5,28,13,29,9,19,7,11,15,14,12,24,18,6,8,23,22,10,20,21,38,32,35,30,31,37,36,39,33,34,40/E:(4,5)(7,8)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s6;d6s8;s3d4;s5d8;;s6s13;d13;s7;w16;s17;;s8;s20;s21;s22;s23;s9;s19;;s15s19;s24;d14;d18;d19;s10s15;s20s24;s11;s22;s23;s29;s12s27;s18s21;s1;s2;s3;s4;s5;s13;s16;s17;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s29;s29;s35;s36;s37;s38;/rC:-5.9662,2.7122,0;-5.0982,1.21,0;-6.8366,2.2093,0;-5.9685,.7071,0;;1.736,-.0012,0;-5.1014,2.21,0;.868,1.5138,0;.868,-.4978,0;1.7374,1.0057,0;-6.8421,1.2042,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;-4.2356,2.7104,0;-3.3694,2.2107,0;-2.5036,2.711,0;5.2118,1.9994,0;.8674,3.2638,0;-.1221,3.087,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;.8675,-1.4978,0;6.0766,1.4973,0;-1.732,1.0005,0;4.3446,1.5014,0;2.0722,5.8562,0;2.5999,-1.5032,0;-2.5039,3.711,0;5.2141,2.9994,0;2.6052,1.5109,0;1.2145,4.2071,0;-7.708,.7038,0;-2.2829,4.7234,0;-.4331,6.5449,0;2.9351,6.3616,0;-.8675,1.5031,0;-1.6373,2.2114,0;-5.9657,3.2122,0;-4.6647,.9608,0;-7.2689,2.4604,0;-5.9668,.2071,0;-.4327,-.2506,0;3.9084,-.2548,0;-4.2358,3.2104,0;-3.3692,1.7107,0;1.3596,3.1762,0;.0495,2.6173,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;1.3675,-1.4981,0;.3675,-1.4975,0;.8672,-1.9978,0;6.3276,1.9298,0;5.8256,1.0649,0;6.5091,1.2463,0;-1.4807,.5682,0;-1.9833,1.4328,0;-2.1643,.7492,0;4.0956,1.935,0;4.5936,1.0678,0;2.3249,5.4248,0;1.8195,6.2876,0;-8.1411,.9537,0;-2.2846,5.2234,0;-.867,6.7935,0;3.3696,6.1143,0;
Duplicates	CHEMBL5193045
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193045.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193045.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193045.sdf