CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3446 (1265)

Formula C₂₇H₃₂O₁₄

MW 580.54

InChIKey MNAYRSRTNMVAPR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 77

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 14

HB_Donor 10

HB_Acceptor 11

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -3.07

logP -3.4181

PSA 247.06

MR 134.084

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -538.59209

PM7_Total_Energy_ev -7881.51661

PM7_Electronic_Energy_ev -80097.72801

PM7_Dipole_Debye 3.87018

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.357

PM7_LUMO_Energy_ev -0.922

PM7_COSMO_Area_square_ang 488.76

PM7_COSMO_Volue_cubic_ang 648.01

PM7_Electron_Affinity_ev 0.922

PM7_Ionization_Energy_ev 9.357

PM7_Energy_Gap_ev 8.435

PM7_Global_Hardness_ev 4.2175

PM7_Global_Softness_ev 0.23710729104919975

PM7_Chemical_Potential_ev -5.1395

PM7_Electronigativity_ev 5.1395

PM7_Back_Donation_Energy_ev -1.054375

PM7_Electrophilicity_ev 3.131530557202134

OPENEYE_Name (10~{S})-1-hydroxy-3-(hydroxymethyl)-10-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-10~{H}-anthracen-9-one

SMILES c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)CO)C2C5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OCc1cc(O)c2c(c1)[C@@H]([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(ccc1)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C27H32O14/c28-6-9-4-11-16(26-24(37)22(35)19(32)14(7-29)39-26)10-2-1-3-13(18(10)21(34)17(11)12(31)5-9)40-27-25(38)23(36)20(33)15(8-30)41-27/h1-5,14-16,19-20,22-33,35-38H,6-8H2

InChI_3D 1S/C27H32O14/c28-6-9-4-11-16(26-24(37)22(35)19(32)14(7-29)39-26)10-2-1-3-13(18(10)21(34)17(11)12(31)5-9)40-27-25(38)23(36)20(33)15(8-30)41-27/h1-5,14-16,19-20,22-33,35-38H,6-8H2/t14-,15-,16+,19-,20-,22+,23+,24-,25-,26+,27-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,25,26,27,10,8,9,12,11,22,23,14,7,6,19,20,13,17,18,16,21,15,24,38,39,40,31,35,36,28,33,34,32,37,29,41,30/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s2d6;d4s7;s4d5;d3s6;s5d7;s6s7;s8s9;s14;s15;s16;;s17;s18;s18;s19;s20;s21;s10;s22;s23;d13;s15s22;s23s24;s12;s16;s17;s18;s19;s20;s21;s25;s26;s27;s11s24;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s26;s26;s27;s27;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:-1.7239,3.6999,0;-1.7199,2.6944,0;-2.5938,4.2043,0;-3.461,-.3114,0;-5.2098,-.308,0;-3.4652,2.7015,0;-4.3366,1.1993,0;-2.5946,2.1982,0;-3.4643,.6939,0;-4.3375,-.8134,0;-3.4598,3.7032,0;-5.2056,.6993,0;-4.3315,2.202,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;-4.6134,6.9156,0;.8675,.4975,0;-5.5998,6.7509,0;-3.973,6.1475,0;.8675,1.5027,0;-5.9493,5.8084,0;-4.3226,5.205,0;-4.34,-1.8134,0;1.4725,3.1448,0;-7.0876,4.4792,0;-5.1961,2.7044,0;0,2.0104,0;-5.3125,5.0307,0;-6.0701,1.2018,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;-3.0934,7.7828,0;2.5912,.7997,0;-5.5857,8.5008,0;-3.1096,5.6431,0;-4.3425,-2.8134,0;1.8182,4.0831,0;-7.738,3.7196,0;-4.3248,4.205,0;-1.2911,3.9503,0;-1.2874,2.4436,0;-2.5936,4.7043,0;-3.028,-.5615,0;-5.6435,-.5568,0;-2.4195,.7255,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;-4.7811,7.3867,0;1.0376,.0273,0;-6.0915,6.8412,0;-3.6501,6.5292,0;1.3597,1.4149,0;-6.3803,6.0619,0;-3.8306,5.1162,0;-3.84,-1.8146,0;-4.84,-1.8121,0;1.0033,3.3177,0;1.9417,2.9719,0;-7.4674,4.8044,0;-6.7078,4.1539,0;-6.5039,.953,0;-1.1407,-1.5305,0;.9521,-1.8113,0;-3.0908,8.2828,0;2.9122,.4164,0;-6.0167,8.7543,0;-2.6753,5.8908,0;-3.9101,-3.0644,0;1.4983,4.4674,0;-8.2295,3.8114,0;

Duplicates ChEBI3446;ChEBI80736

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3446.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3446.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3446.sdf

Formula	C₂₇H₃₂O₁₄
MW	580.54
InChIKey	MNAYRSRTNMVAPR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	77
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	14
HB_Donor	10
HB_Acceptor	11
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-3.07
logP	-3.4181
PSA	247.06
MR	134.084
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-538.59209
PM7_Total_Energy_ev	-7881.51661
PM7_Electronic_Energy_ev	-80097.72801
PM7_Dipole_Debye	3.87018
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.357
PM7_LUMO_Energy_ev	-0.922
PM7_COSMO_Area_square_ang	488.76
PM7_COSMO_Volue_cubic_ang	648.01
PM7_Electron_Affinity_ev	0.922
PM7_Ionization_Energy_ev	9.357
PM7_Energy_Gap_ev	8.435
PM7_Global_Hardness_ev	4.2175
PM7_Global_Softness_ev	0.23710729104919975
PM7_Chemical_Potential_ev	-5.1395
PM7_Electronigativity_ev	5.1395
PM7_Back_Donation_Energy_ev	-1.054375
PM7_Electrophilicity_ev	3.131530557202134
OPENEYE_Name	(10~{S})-1-hydroxy-3-(hydroxymethyl)-10-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-10~{H}-anthracen-9-one
SMILES	c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)CO)C2C5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OCc1cc(O)c2c(c1)[C@@H]([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(ccc1)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C27H32O14/c28-6-9-4-11-16(26-24(37)22(35)19(32)14(7-29)39-26)10-2-1-3-13(18(10)21(34)17(11)12(31)5-9)40-27-25(38)23(36)20(33)15(8-30)41-27/h1-5,14-16,19-20,22-33,35-38H,6-8H2
InChI_3D	1S/C27H32O14/c28-6-9-4-11-16(26-24(37)22(35)19(32)14(7-29)39-26)10-2-1-3-13(18(10)21(34)17(11)12(31)5-9)40-27-25(38)23(36)20(33)15(8-30)41-27/h1-5,14-16,19-20,22-33,35-38H,6-8H2/t14-,15-,16+,19-,20-,22+,23+,24-,25-,26+,27-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,25,26,27,10,8,9,12,11,22,23,14,7,6,19,20,13,17,18,16,21,15,24,38,39,40,31,35,36,28,33,34,32,37,29,41,30/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s2d6;d4s7;s4d5;d3s6;s5d7;s6s7;s8s9;s14;s15;s16;;s17;s18;s18;s19;s20;s21;s10;s22;s23;d13;s15s22;s23s24;s12;s16;s17;s18;s19;s20;s21;s25;s26;s27;s11s24;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s26;s26;s27;s27;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:-1.7239,3.6999,0;-1.7199,2.6944,0;-2.5938,4.2043,0;-3.461,-.3114,0;-5.2098,-.308,0;-3.4652,2.7015,0;-4.3366,1.1993,0;-2.5946,2.1982,0;-3.4643,.6939,0;-4.3375,-.8134,0;-3.4598,3.7032,0;-5.2056,.6993,0;-4.3315,2.202,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;-4.6134,6.9156,0;.8675,.4975,0;-5.5998,6.7509,0;-3.973,6.1475,0;.8675,1.5027,0;-5.9493,5.8084,0;-4.3226,5.205,0;-4.34,-1.8134,0;1.4725,3.1448,0;-7.0876,4.4792,0;-5.1961,2.7044,0;0,2.0104,0;-5.3125,5.0307,0;-6.0701,1.2018,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;-3.0934,7.7828,0;2.5912,.7997,0;-5.5857,8.5008,0;-3.1096,5.6431,0;-4.3425,-2.8134,0;1.8182,4.0831,0;-7.738,3.7196,0;-4.3248,4.205,0;-1.2911,3.9503,0;-1.2874,2.4436,0;-2.5936,4.7043,0;-3.028,-.5615,0;-5.6435,-.5568,0;-2.4195,.7255,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;-4.7811,7.3867,0;1.0376,.0273,0;-6.0915,6.8412,0;-3.6501,6.5292,0;1.3597,1.4149,0;-6.3803,6.0619,0;-3.8306,5.1162,0;-3.84,-1.8146,0;-4.84,-1.8121,0;1.0033,3.3177,0;1.9417,2.9719,0;-7.4674,4.8044,0;-6.7078,4.1539,0;-6.5039,.953,0;-1.1407,-1.5305,0;.9521,-1.8113,0;-3.0908,8.2828,0;2.9122,.4164,0;-6.0167,8.7543,0;-2.6753,5.8908,0;-3.9101,-3.0644,0;1.4983,4.4674,0;-8.2295,3.8114,0;
Duplicates	ChEBI3446;ChEBI80736
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3446.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3446.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3446.sdf