CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9138 (4118)

Formula C₂₅H₂₂O₉

MW 466.44

InChIKey CRPGUMMYQABYES-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 9

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.43

logP 3.3919

PSA 134.91

MR 119.388

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -288.76634

PM7_Total_Energy_ev -6024.19499

PM7_Electronic_Energy_ev -49607.65004

PM7_Dipole_Debye 4.43313

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.99

PM7_LUMO_Energy_ev -0.64

PM7_COSMO_Area_square_ang 450.2

PM7_COSMO_Volue_cubic_ang 506.57

PM7_Electron_Affinity_ev 0.64

PM7_Ionization_Energy_ev 8.99

PM7_Energy_Gap_ev 8.35

PM7_Global_Hardness_ev 4.175

PM7_Global_Softness_ev 0.23952095808383234

PM7_Chemical_Potential_ev -4.815

PM7_Electronigativity_ev 4.815

PM7_Back_Donation_Energy_ev -1.04375

PM7_Electrophilicity_ev 2.776553892215569

OPENEYE_Name (2~{S})-5,7-dihydroxy-2-[(2~{R},3~{R})-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one

SMILES c1cc2c(cc1C3CC(=O)c4c(cc(cc4O)O)O3)OC(C(O2)c5ccc(c(c5)OC)O)CO

Canonical_SMILES OC[C@H]1Oc2cc(ccc2O[C@@H]1c1ccc(c(c1)OC)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O

InChI 1/C25H22O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-9,19,23,25-29H,10-11H2,1H3

InChI_3D 1S/C25H22O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-9,19,23,25-29H,10-11H2,1H3/t19-,23+,25+/m0/s1

AuxInfo 1/0/N:24,2,1,4,3,5,6,8,7,20,25,10,11,17,15,18,19,12,21,16,13,14,23,9,22,33,31,30,32,26,34,28,29,27/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1d5;s2d6;s3;s5d12;d7s9;s4;s6d15;s7d8;s8d9;s9;s19;s10s20;s11;s22;;s23;d19;s12s22;s14s21;s13s23;s15;s17;s18;s25;s16s24;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s22;s23;s24;s24;s24;s25;s25;s30;s31;s32;s33;/rC:;3.1739,1.7089,0;.8679,.5078,0;3.512,2.6501,0;.8679,-1.5035,0;4.8053,1.1178,0;-2.5446,.5545,0;-4.1801,-.0539,0;-2.8465,-1.1653,0;0,-1.0057,0;3.8156,.9419,0;1.7358,0,0;1.7371,-1.0057,0;-2.2013,-.3922,0;4.5016,2.826,0;5.1533,2.0607,0;-3.5368,.7191,0;-3.8313,-.9918,0;-2.5014,-2.1055,0;-1.5104,-2.2802,0;-.8653,-1.5069,0;3.4735,.0022,0;3.4748,-1.0035,0;6.4786,3.1759,0;4.0724,-2.6483,0;-3.1432,-2.8724,0;2.6012,.5067,0;-1.2111,-.5589,0;2.6038,-1.5046,0;4.8396,3.7672,0;-3.8855,1.6564,0;-4.4714,-1.7601,0;4.4138,-3.5882,0;6.1379,2.2358,0;-.4337,.2487,0;2.6817,1.6214,0;.8679,1.0078,0;3.1895,3.0322,0;.8677,-2.0035,0;5.1261,.7343,0;-2.2249,.9389,0;-4.673,.0302,0;-1.0769,-2.5293,0;-1.681,-2.7502,0;-.5431,-1.8893,0;3.966,-.0843,0;3.9672,-.9165,0;6.0085,3.3463,0;6.649,3.646,0;6.9487,3.0056,0;4.5423,-2.4776,0;3.6024,-2.819,0;4.5165,4.1488,0;-4.3785,1.7397,0;-4.2987,-2.2294,0;4.9062,-3.6753,0;

Duplicates ChEBI9138

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9138.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9138.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9138.sdf

Formula	C₂₅H₂₂O₉
MW	466.44
InChIKey	CRPGUMMYQABYES-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	9
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.43
logP	3.3919
PSA	134.91
MR	119.388
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-288.76634
PM7_Total_Energy_ev	-6024.19499
PM7_Electronic_Energy_ev	-49607.65004
PM7_Dipole_Debye	4.43313
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.99
PM7_LUMO_Energy_ev	-0.64
PM7_COSMO_Area_square_ang	450.2
PM7_COSMO_Volue_cubic_ang	506.57
PM7_Electron_Affinity_ev	0.64
PM7_Ionization_Energy_ev	8.99
PM7_Energy_Gap_ev	8.35
PM7_Global_Hardness_ev	4.175
PM7_Global_Softness_ev	0.23952095808383234
PM7_Chemical_Potential_ev	-4.815
PM7_Electronigativity_ev	4.815
PM7_Back_Donation_Energy_ev	-1.04375
PM7_Electrophilicity_ev	2.776553892215569
OPENEYE_Name	(2~{S})-5,7-dihydroxy-2-[(2~{R},3~{R})-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one
SMILES	c1cc2c(cc1C3CC(=O)c4c(cc(cc4O)O)O3)OC(C(O2)c5ccc(c(c5)OC)O)CO
Canonical_SMILES	OC[C@H]1Oc2cc(ccc2O[C@@H]1c1ccc(c(c1)OC)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O
InChI	1/C25H22O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-9,19,23,25-29H,10-11H2,1H3
InChI_3D	1S/C25H22O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-9,19,23,25-29H,10-11H2,1H3/t19-,23+,25+/m0/s1
AuxInfo	1/0/N:24,2,1,4,3,5,6,8,7,20,25,10,11,17,15,18,19,12,21,16,13,14,23,9,22,33,31,30,32,26,34,28,29,27/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1d5;s2d6;s3;s5d12;d7s9;s4;s6d15;s7d8;s8d9;s9;s19;s10s20;s11;s22;;s23;d19;s12s22;s14s21;s13s23;s15;s17;s18;s25;s16s24;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s22;s23;s24;s24;s24;s25;s25;s30;s31;s32;s33;/rC:;3.1739,1.7089,0;.8679,.5078,0;3.512,2.6501,0;.8679,-1.5035,0;4.8053,1.1178,0;-2.5446,.5545,0;-4.1801,-.0539,0;-2.8465,-1.1653,0;0,-1.0057,0;3.8156,.9419,0;1.7358,0,0;1.7371,-1.0057,0;-2.2013,-.3922,0;4.5016,2.826,0;5.1533,2.0607,0;-3.5368,.7191,0;-3.8313,-.9918,0;-2.5014,-2.1055,0;-1.5104,-2.2802,0;-.8653,-1.5069,0;3.4735,.0022,0;3.4748,-1.0035,0;6.4786,3.1759,0;4.0724,-2.6483,0;-3.1432,-2.8724,0;2.6012,.5067,0;-1.2111,-.5589,0;2.6038,-1.5046,0;4.8396,3.7672,0;-3.8855,1.6564,0;-4.4714,-1.7601,0;4.4138,-3.5882,0;6.1379,2.2358,0;-.4337,.2487,0;2.6817,1.6214,0;.8679,1.0078,0;3.1895,3.0322,0;.8677,-2.0035,0;5.1261,.7343,0;-2.2249,.9389,0;-4.673,.0302,0;-1.0769,-2.5293,0;-1.681,-2.7502,0;-.5431,-1.8893,0;3.966,-.0843,0;3.9672,-.9165,0;6.0085,3.3463,0;6.649,3.646,0;6.9487,3.0056,0;4.5423,-2.4776,0;3.6024,-2.819,0;4.5165,4.1488,0;-4.3785,1.7397,0;-4.2987,-2.2294,0;4.9062,-3.6753,0;
Duplicates	ChEBI9138
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9138.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9138.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9138.sdf