CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192853_s0 (106364)

Formula C₂₇H₂₈O₁₅

MW 592.51

InChIKey ZALWWUJLKFBCQF-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 42

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 18

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 15

HB_Donor 8

HB_Acceptor 11

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -2.01

logP -0.0778

PSA 253.88

MR 140.071

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -585.2855

PM7_Total_Energy_ev -8123.85113

PM7_Electronic_Energy_ev -79740.24427

PM7_Dipole_Debye 3.89557

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.609

PM7_LUMO_Energy_ev -1.183

PM7_COSMO_Area_square_ang 487.76

PM7_COSMO_Volue_cubic_ang 652.39

PM7_Electron_Affinity_ev 1.183

PM7_Ionization_Energy_ev 9.609

PM7_Energy_Gap_ev 8.426

PM7_Global_Hardness_ev 4.213

PM7_Global_Softness_ev 0.23736055067647757

PM7_Chemical_Potential_ev -5.396

PM7_Electronigativity_ev 5.396

PM7_Back_Donation_Energy_ev -1.05325

PM7_Electrophilicity_ev 3.4555917398528364

OPENEYE_Name (3~{S})-5-[[(2~{R},3~{S},4~{S},5~{S},6~{S})-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxo-pentanoic acid

SMILES c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)COC(=O)CC(C)(CC(=O)O)O)O)O)O)O

Canonical_SMILES Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](COC(=O)C[C@](CC(=O)O)(O)C)[C@H]([C@@H]([C@@H]1O)O)O)O

InChI 1/C27H28O15/c1-27(38,8-17(31)32)9-18(33)39-10-16-20(34)22(36)23(37)26(41-16)42-25-21(35)19-14(30)6-13(29)7-15(19)40-24(25)11-2-4-12(28)5-3-11/h2-7,16,20,22-23,26,28-30,34,36-38H,8-10H2,1H3,(H,31,32)/f/h31H

InChI_3D 1S/C27H28O15/c1-27(38,8-17(31)32)9-18(33)39-10-16-20(34)22(36)23(37)26(41-16)42-25-21(35)19-14(30)6-13(29)7-15(19)40-24(25)11-2-4-12(28)5-3-11/h2-7,16,20,22-23,26,28-30,34,36-38H,8-10H2,1H3,(H,31,32)/t16-,20-,22+,23+,26+,27+/m1/s1

AuxInfo 1/1/N:23,1,2,3,4,6,5,24,25,26,7,10,11,12,9,21,16,17,8,19,14,18,20,13,15,22,27,33,34,35,29,36,30,38,28,37,39,40,42,31,32,41/E:(2,3)(4,5)(31,32)/F:23,1,2,3,4,6,5,24,25,26,7,10,11,12,9,21,16,17,8,19,14,18,20,13,15,22,27,33,34,35,36,29,30,38,28,37,39,40,42,31,32,41/E:(2,3)(4,5)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;;s18;s18;s19;s20;;s16;s17;s21;s23s24s25;d14;d16;d17;s9s13;s21s22;s10;s11;s12;s16;s18;s19;s20;s27;s15s22;s17s26;s1;s2;s3;s4;s5;s6;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;11.989,2.4539,0;9.3857,-.583,0;5.2766,-3.5934,0;6.263,-3.4291,0;4.6366,-2.8249,0;6.613,-2.4868,0;4.9866,-1.8826,0;9.9282,1.5863,0;11.3382,1.6947,0;10.0366,.1763,0;7.752,-1.1582,0;10.6874,.9355,0;2.5998,-1.5032,0;11.657,3.3972,0;9.7178,-1.5262,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;12.972,2.2699,0;3.7561,-4.4598,0;6.248,-5.179,0;3.7734,-2.3201,0;11.4466,.2847,0;4.9893,-.8827,0;8.4028,-.3989,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;5.444,-4.0645,0;6.7547,-3.5197,0;4.3134,-3.2064,0;7.0439,-2.7405,0;4.4946,-1.7935,0;10.2536,1.9659,0;9.6028,1.2067,0;9.5486,1.9117,0;10.9586,2.0201,0;11.7178,1.3693,0;10.4162,-.1492,0;9.6569,.5017,0;8.1316,-1.4836,0;7.3724,-.8328,0;6.9563,3.5005,0;-1.2998,1.2518,0;1.3004,-1.748,0;13.2974,2.6495,0;3.7533,-4.9598,0;6.6789,-5.4327,0;3.339,-2.5676,0;11.3546,-.2068,0;

Duplicates ChEBI192853_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192853_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192853_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192853_s0.sdf

Formula	C₂₇H₂₈O₁₅
MW	592.51
InChIKey	ZALWWUJLKFBCQF-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	42
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	18
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	15
HB_Donor	8
HB_Acceptor	11
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-2.01
logP	-0.0778
PSA	253.88
MR	140.071
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-585.2855
PM7_Total_Energy_ev	-8123.85113
PM7_Electronic_Energy_ev	-79740.24427
PM7_Dipole_Debye	3.89557
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.609
PM7_LUMO_Energy_ev	-1.183
PM7_COSMO_Area_square_ang	487.76
PM7_COSMO_Volue_cubic_ang	652.39
PM7_Electron_Affinity_ev	1.183
PM7_Ionization_Energy_ev	9.609
PM7_Energy_Gap_ev	8.426
PM7_Global_Hardness_ev	4.213
PM7_Global_Softness_ev	0.23736055067647757
PM7_Chemical_Potential_ev	-5.396
PM7_Electronigativity_ev	5.396
PM7_Back_Donation_Energy_ev	-1.05325
PM7_Electrophilicity_ev	3.4555917398528364
OPENEYE_Name	(3~{S})-5-[[(2~{R},3~{S},4~{S},5~{S},6~{S})-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxo-pentanoic acid
SMILES	c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)COC(=O)CC(C)(CC(=O)O)O)O)O)O)O
Canonical_SMILES	Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](COC(=O)C[C@](CC(=O)O)(O)C)[C@H]([C@@H]([C@@H]1O)O)O)O
InChI	1/C27H28O15/c1-27(38,8-17(31)32)9-18(33)39-10-16-20(34)22(36)23(37)26(41-16)42-25-21(35)19-14(30)6-13(29)7-15(19)40-24(25)11-2-4-12(28)5-3-11/h2-7,16,20,22-23,26,28-30,34,36-38H,8-10H2,1H3,(H,31,32)/f/h31H
InChI_3D	1S/C27H28O15/c1-27(38,8-17(31)32)9-18(33)39-10-16-20(34)22(36)23(37)26(41-16)42-25-21(35)19-14(30)6-13(29)7-15(19)40-24(25)11-2-4-12(28)5-3-11/h2-7,16,20,22-23,26,28-30,34,36-38H,8-10H2,1H3,(H,31,32)/t16-,20-,22+,23+,26+,27+/m1/s1
AuxInfo	1/1/N:23,1,2,3,4,6,5,24,25,26,7,10,11,12,9,21,16,17,8,19,14,18,20,13,15,22,27,33,34,35,29,36,30,38,28,37,39,40,42,31,32,41/E:(2,3)(4,5)(31,32)/F:23,1,2,3,4,6,5,24,25,26,7,10,11,12,9,21,16,17,8,19,14,18,20,13,15,22,27,33,34,35,36,29,30,38,28,37,39,40,42,31,32,41/E:(2,3)(4,5)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;;s18;s18;s19;s20;;s16;s17;s21;s23s24s25;d14;d16;d17;s9s13;s21s22;s10;s11;s12;s16;s18;s19;s20;s27;s15s22;s17s26;s1;s2;s3;s4;s5;s6;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;11.989,2.4539,0;9.3857,-.583,0;5.2766,-3.5934,0;6.263,-3.4291,0;4.6366,-2.8249,0;6.613,-2.4868,0;4.9866,-1.8826,0;9.9282,1.5863,0;11.3382,1.6947,0;10.0366,.1763,0;7.752,-1.1582,0;10.6874,.9355,0;2.5998,-1.5032,0;11.657,3.3972,0;9.7178,-1.5262,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;12.972,2.2699,0;3.7561,-4.4598,0;6.248,-5.179,0;3.7734,-2.3201,0;11.4466,.2847,0;4.9893,-.8827,0;8.4028,-.3989,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;5.444,-4.0645,0;6.7547,-3.5197,0;4.3134,-3.2064,0;7.0439,-2.7405,0;4.4946,-1.7935,0;10.2536,1.9659,0;9.6028,1.2067,0;9.5486,1.9117,0;10.9586,2.0201,0;11.7178,1.3693,0;10.4162,-.1492,0;9.6569,.5017,0;8.1316,-1.4836,0;7.3724,-.8328,0;6.9563,3.5005,0;-1.2998,1.2518,0;1.3004,-1.748,0;13.2974,2.6495,0;3.7533,-4.9598,0;6.6789,-5.4327,0;3.339,-2.5676,0;11.3546,-.2068,0;
Duplicates	ChEBI192853_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192853_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192853_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192853_s0.sdf