CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI39147_t1 (12655)

Formula C₂₃H₃₂N₂O₈

MW 464.51

InChIKey BTOHTKLPIXWUBP-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 66

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 10

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.43

logP 0.3125

PSA 148.79

MR 120.091

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -257.83052

PM7_Total_Energy_ev -5989.59629

PM7_Electronic_Energy_ev -51159.2126

PM7_Dipole_Debye 11.23203

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.331

PM7_LUMO_Energy_ev -0.249

PM7_COSMO_Area_square_ang 487.35

PM7_COSMO_Volue_cubic_ang 557.61

PM7_Electron_Affinity_ev 0.249

PM7_Ionization_Energy_ev 8.331

PM7_Energy_Gap_ev 8.082

PM7_Global_Hardness_ev 4.041

PM7_Global_Softness_ev 0.24746349913387775

PM7_Chemical_Potential_ev -4.29

PM7_Electronigativity_ev 4.29

PM7_Back_Donation_Energy_ev -1.01025

PM7_Electrophilicity_ev 2.2771714922048996

OPENEYE_Name (2~{E},4~{R},5~{Z})-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxo-~{N}-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hepta-2,5-dienamide

SMILES c1cc(ccc1C(=O)C(=CC(C=CC(=O)NOC2C(C(C(C(O2)CO)O)O)O)C)C)N(C)C

Canonical_SMILES OC[C@H]1O[C@@H](ONC(=O)/C=C/[C@H](/C=C(C(=O)c2ccc(cc2)N(C)C)/C)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H32N2O8/c1-13(11-14(2)19(28)15-6-8-16(9-7-15)25(3)4)5-10-18(27)24-33-23-22(31)21(30)20(29)17(12-26)32-23/h5-11,13,17,20-23,26,29-31H,12H2,1-4H3,(H,24,27)/f/h24H

InChI_3D 1S/C23H32N2O8/c1-13(11-14(2)19(28)15-6-8-16(9-7-15)25(3)4)5-10-18(27)24-33-23-22(31)21(30)20(29)17(12-26)32-23/h5-11,13,17,20-23,26,29-31H,12H2,1-4H3,(H,24,27)/b10-5+,14-11-/t13-,17-,20-,21+,22-,23+/m1/s1

AuxInfo 1/1/N:18,19,20,21,7,1,2,3,4,8,9,22,11,23,5,6,16,12,10,14,13,15,17,24,25,32,27,26,30,29,31,28,33/E:(3,4)(6,7)(8,9)/F:m/E:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;w7;;s5;s7s9;s8;;s13;s13;s14;s15;s11;;;;s16;w9s10s19;s12;s6s20s21;d10;d12;s16s17;s13;s14;s15;s22;s17s24;s1;s2;s3;s4;s7;s8;s9;s11;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s24;s29;s30;s31;s32;/rC:-4.3473,6.7543,0;-4.6418,8.4641,0;-5.3379,6.5837,0;-5.6324,8.2935,0;-4.0043,7.6937,0;-5.9855,7.3524,0;.6251,5.8549,0;.2794,4.9165,0;-.6544,7.392,0;-2.2797,7.9908,0;-.0147,6.6234,0;.9192,4.1479,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.7539,7.2632,0;-1.9856,6.2839,0;-7.3167,6.2443,0;-7.6108,7.9512,0;-1.4725,3.1448,0;-1.6399,7.2222,0;.5734,3.2096,0;-6.971,7.1826,0;-1.934,8.9291,0;1.9046,4.3177,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.8182,4.0831,0;1.2132,2.441,0;-4.0268,6.3705,0;-4.4683,8.933,0;-5.5094,6.114,0;-5.9512,8.6787,0;1.1178,5.9397,0;-.2134,4.8316,0;-.4816,7.8612,0;-.3989,6.3035,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;.434,7.6475,0;1.0738,6.8789,0;1.1382,7.5831,0;-2.4548,6.4567,0;-1.5165,6.111,0;-2.1585,5.8147,0;-6.8475,6.0714,0;-7.4896,5.7751,0;-7.7859,6.4171,0;-7.995,7.6313,0;-7.2265,8.271,0;-7.9306,8.3354,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.0807,3.1247,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;

Duplicates ChEBI39147_t1;ChEBI39160_t1

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t1.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t1.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t1.sdf

Formula	C₂₃H₃₂N₂O₈
MW	464.51
InChIKey	BTOHTKLPIXWUBP-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	66
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	10
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.43
logP	0.3125
PSA	148.79
MR	120.091
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-257.83052
PM7_Total_Energy_ev	-5989.59629
PM7_Electronic_Energy_ev	-51159.2126
PM7_Dipole_Debye	11.23203
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.331
PM7_LUMO_Energy_ev	-0.249
PM7_COSMO_Area_square_ang	487.35
PM7_COSMO_Volue_cubic_ang	557.61
PM7_Electron_Affinity_ev	0.249
PM7_Ionization_Energy_ev	8.331
PM7_Energy_Gap_ev	8.082
PM7_Global_Hardness_ev	4.041
PM7_Global_Softness_ev	0.24746349913387775
PM7_Chemical_Potential_ev	-4.29
PM7_Electronigativity_ev	4.29
PM7_Back_Donation_Energy_ev	-1.01025
PM7_Electrophilicity_ev	2.2771714922048996
OPENEYE_Name	(2~{E},4~{R},5~{Z})-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxo-~{N}-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hepta-2,5-dienamide
SMILES	c1cc(ccc1C(=O)C(=CC(C=CC(=O)NOC2C(C(C(C(O2)CO)O)O)O)C)C)N(C)C
Canonical_SMILES	OC[C@H]1O[C@@H](ONC(=O)/C=C/[C@H](/C=C(C(=O)c2ccc(cc2)N(C)C)/C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H32N2O8/c1-13(11-14(2)19(28)15-6-8-16(9-7-15)25(3)4)5-10-18(27)24-33-23-22(31)21(30)20(29)17(12-26)32-23/h5-11,13,17,20-23,26,29-31H,12H2,1-4H3,(H,24,27)/f/h24H
InChI_3D	1S/C23H32N2O8/c1-13(11-14(2)19(28)15-6-8-16(9-7-15)25(3)4)5-10-18(27)24-33-23-22(31)21(30)20(29)17(12-26)32-23/h5-11,13,17,20-23,26,29-31H,12H2,1-4H3,(H,24,27)/b10-5+,14-11-/t13-,17-,20-,21+,22-,23+/m1/s1
AuxInfo	1/1/N:18,19,20,21,7,1,2,3,4,8,9,22,11,23,5,6,16,12,10,14,13,15,17,24,25,32,27,26,30,29,31,28,33/E:(3,4)(6,7)(8,9)/F:m/E:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;w7;;s5;s7s9;s8;;s13;s13;s14;s15;s11;;;;s16;w9s10s19;s12;s6s20s21;d10;d12;s16s17;s13;s14;s15;s22;s17s24;s1;s2;s3;s4;s7;s8;s9;s11;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s24;s29;s30;s31;s32;/rC:-4.3473,6.7543,0;-4.6418,8.4641,0;-5.3379,6.5837,0;-5.6324,8.2935,0;-4.0043,7.6937,0;-5.9855,7.3524,0;.6251,5.8549,0;.2794,4.9165,0;-.6544,7.392,0;-2.2797,7.9908,0;-.0147,6.6234,0;.9192,4.1479,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.7539,7.2632,0;-1.9856,6.2839,0;-7.3167,6.2443,0;-7.6108,7.9512,0;-1.4725,3.1448,0;-1.6399,7.2222,0;.5734,3.2096,0;-6.971,7.1826,0;-1.934,8.9291,0;1.9046,4.3177,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.8182,4.0831,0;1.2132,2.441,0;-4.0268,6.3705,0;-4.4683,8.933,0;-5.5094,6.114,0;-5.9512,8.6787,0;1.1178,5.9397,0;-.2134,4.8316,0;-.4816,7.8612,0;-.3989,6.3035,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;.434,7.6475,0;1.0738,6.8789,0;1.1382,7.5831,0;-2.4548,6.4567,0;-1.5165,6.111,0;-2.1585,5.8147,0;-6.8475,6.0714,0;-7.4896,5.7751,0;-7.7859,6.4171,0;-7.995,7.6313,0;-7.2265,8.271,0;-7.9306,8.3354,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.0807,3.1247,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;
Duplicates	ChEBI39147_t1;ChEBI39160_t1
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t1.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t1.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t1.sdf