CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI39147_t0 (12654)

Formula C₂₃H₃₂N₂O₈

MW 464.51

InChIKey YECWTLGLNDDPGE-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 -252.50092

PM7_Total_Energy_ev -5989.41974

PM7_Electronic_Energy_ev -49829.02712

PM7_Dipole_Debye 8.10916

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.246

PM7_LUMO_Energy_ev -0.198

PM7_COSMO_Area_square_ang 494.35

PM7_COSMO_Volue_cubic_ang 561.86

PM7_Electron_Affinity_ev 0.198

PM7_Ionization_Energy_ev 8.246

PM7_Energy_Gap_ev 8.048

PM7_Global_Hardness_ev 4.024

PM7_Global_Softness_ev 0.2485089463220676

PM7_Chemical_Potential_ev -4.222

PM7_Electronigativity_ev 4.222

PM7_Back_Donation_Energy_ev -1.006

PM7_Electrophilicity_ev 2.214871272365805

OPENEYE_Name (2~{E},4~{E},6~{R})-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-2,4-dienamide

SMILES c1cc(ccc1C(=O)C(C=C(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(=C/[C@H](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/h5-11,14,17,20-23,26,29-31H,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/h5-11,14,17,20-23,26,29-31H,12H2,1-4H3,(H,24,27)/b10-5+,13-11+/t14-,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;s7w9;s8;;s13;s13;s14;s15;s11;;;;s16;s9s10s19;s12;s6s20s21;d10;d12;s16s17;s13;s14;s15;s22;s17s24;s1;s2;s3;s4;s7;s8;s9;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s24;s29;s30;s31;s32;/rC:-1.2621,8.68,0;-.6623,10.308,0;-2.2053,9.0275,0;-1.6055,10.6555,0;-.4953,9.322,0;-2.3818,10.017,0;.6251,5.8549,0;.2794,4.9165,0;.331,7.5618,0;1.1468,8.717,0;-.0147,6.6234,0;.9192,4.1479,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.0001,6.4536,0;2.302,7.9013,0;-3.4899,11.3482,0;-4.0887,9.723,0;-1.4725,3.1448,0;1.3165,7.7315,0;.5734,3.2096,0;-3.3201,10.3628,0;1.9153,9.3568,0;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;-1.1765,8.1874,0;-.2775,10.6273,0;-2.5886,8.7065,0;-1.6889,11.1485,0;1.1178,5.9397,0;-.2134,4.8316,0;.0112,7.946,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-.9153,5.9609,0;-1.085,6.9464,0;-1.4929,6.3688,0;2.3869,7.4086,0;2.2171,8.394,0;2.7948,7.9862,0;-2.9971,11.4331,0;-3.9826,11.2634,0;-3.5748,11.841,0;-4.4086,10.1073,0;-3.7688,9.3387,0;-4.473,9.4031,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.4014,7.2388,0;.0807,3.1247,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;

Duplicates ChEBI39147_t0;ChEBI39160_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t0.sdf

Formula	C₂₃H₃₂N₂O₈
MW	464.51
InChIKey	YECWTLGLNDDPGE-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	-252.50092
PM7_Total_Energy_ev	-5989.41974
PM7_Electronic_Energy_ev	-49829.02712
PM7_Dipole_Debye	8.10916
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.246
PM7_LUMO_Energy_ev	-0.198
PM7_COSMO_Area_square_ang	494.35
PM7_COSMO_Volue_cubic_ang	561.86
PM7_Electron_Affinity_ev	0.198
PM7_Ionization_Energy_ev	8.246
PM7_Energy_Gap_ev	8.048
PM7_Global_Hardness_ev	4.024
PM7_Global_Softness_ev	0.2485089463220676
PM7_Chemical_Potential_ev	-4.222
PM7_Electronigativity_ev	4.222
PM7_Back_Donation_Energy_ev	-1.006
PM7_Electrophilicity_ev	2.214871272365805
OPENEYE_Name	(2~{E},4~{E},6~{R})-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-2,4-dienamide
SMILES	c1cc(ccc1C(=O)C(C=C(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(=C/[C@H](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/h5-11,14,17,20-23,26,29-31H,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/h5-11,14,17,20-23,26,29-31H,12H2,1-4H3,(H,24,27)/b10-5+,13-11+/t14-,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;s7w9;s8;;s13;s13;s14;s15;s11;;;;s16;s9s10s19;s12;s6s20s21;d10;d12;s16s17;s13;s14;s15;s22;s17s24;s1;s2;s3;s4;s7;s8;s9;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s24;s29;s30;s31;s32;/rC:-1.2621,8.68,0;-.6623,10.308,0;-2.2053,9.0275,0;-1.6055,10.6555,0;-.4953,9.322,0;-2.3818,10.017,0;.6251,5.8549,0;.2794,4.9165,0;.331,7.5618,0;1.1468,8.717,0;-.0147,6.6234,0;.9192,4.1479,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.0001,6.4536,0;2.302,7.9013,0;-3.4899,11.3482,0;-4.0887,9.723,0;-1.4725,3.1448,0;1.3165,7.7315,0;.5734,3.2096,0;-3.3201,10.3628,0;1.9153,9.3568,0;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;-1.1765,8.1874,0;-.2775,10.6273,0;-2.5886,8.7065,0;-1.6889,11.1485,0;1.1178,5.9397,0;-.2134,4.8316,0;.0112,7.946,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-.9153,5.9609,0;-1.085,6.9464,0;-1.4929,6.3688,0;2.3869,7.4086,0;2.2171,8.394,0;2.7948,7.9862,0;-2.9971,11.4331,0;-3.9826,11.2634,0;-3.5748,11.841,0;-4.4086,10.1073,0;-3.7688,9.3387,0;-4.473,9.4031,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.4014,7.2388,0;.0807,3.1247,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;
Duplicates	ChEBI39147_t0;ChEBI39160_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000039000-0000039249/ChEBI39147_t0.sdf