CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI42528 (13138)

Formula C₁₆H₂₈N₂O₁₁

MW 424.4

InChIKey FJGXDMQHNYEUHI-JLGFQASFNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 58

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 13

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -4.95

logP -4.3278

PSA 207.27

MR 91.0272

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -480.48198

PM7_Total_Energy_ev -5964.67828

PM7_Electronic_Energy_ev -52803.252

PM7_Dipole_Debye 4.39959

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.764

PM7_LUMO_Energy_ev 0.848

PM7_COSMO_Area_square_ang 375.78

PM7_COSMO_Volue_cubic_ang 476.79

PM7_Electron_Affinity_ev -0.848

PM7_Ionization_Energy_ev 9.764

PM7_Energy_Gap_ev 10.612

PM7_Global_Hardness_ev 5.306

PM7_Global_Softness_ev 0.18846588767433095

PM7_Chemical_Potential_ev -4.458

PM7_Electronigativity_ev 4.458

PM7_Back_Donation_Energy_ev -1.3265

PM7_Electrophilicity_ev 1.872763286845081

OPENEYE_Name ~{N}-[(2~{S},3~{R},4~{R},5~{R},6~{R})-2-[(2~{R},3~{R},4~{R},5~{R},6~{R})-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide

SMILES C(=O)(C)NC1C(C(C(OC1OC2C(C(OC(C2O)CO)O)NC(=O)C)CO)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@H]1O)O[C@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1NC(=O)C)O)O)NC(=O)C

InChI 1/C16H28N2O11/c1-5(21)17-9-13(25)11(23)7(3-19)28-16(9)29-14-10(18-6(2)22)15(26)27-8(4-20)12(14)24/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/f/h17-18H

InChI_3D 1S/C16H28N2O11/c1-5(21)17-9-13(25)11(23)7(3-19)28-16(9)29-14-10(18-6(2)22)15(26)27-8(4-20)12(14)24/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11+,12+,13-,14-,15-,16-/m1/s1

AuxInfo 1/1/N:13,14,15,16,1,2,9,10,3,4,7,8,5,6,11,12,17,18,27,28,19,20,24,25,23,26,21,22,29/F:m/rA:57cCCCCCCCCCCCCCCCCNNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s3;s4;s5;s6;s7;s8;s4;s3;s1;s2;s9;s10;s1s3;s2s4;d1;d2;s10s11;s9s12;s5;s7;s8;s11;s15;s16;s6s12;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s18;s23;s24;s25;s26;s27;s28;/rC:-.8186,-1.9129,0;-3.6439,-1.7617,0;-.8675,.4975,0;-4.4379,.5148,0;;-3.5748,1.0198,0;.8675,.4975,0;-3.5748,2.0199,0;.8675,1.5027,0;-4.4468,2.5199,0;-5.3099,1.0148,0;-.8675,1.5027,0;-1.1588,-2.8533,0;-2.9974,-2.5246,0;1.4725,3.1448,0;-5.5703,3.8616,0;-1.4629,-1.1481,0;-3.3065,-.8203,0;.1659,-1.7374,0;-4.6279,-1.9401,0;-5.3188,2.0199,0;0,2.0104,0;1.1236,-1.3417,0;2.5912,.7997,0;-2.9795,3.6655,0;-5.9004,-.6326,0;1.8182,4.0831,0;-6.2124,4.6283,0;-1.852,1.3271,0;-1.36,.5838,0;-4.7578,.1305,0;-.321,-.3833,0;-3.4019,.5507,0;1.0376,.0273,0;-3.0823,1.9335,0;1.3597,1.4149,0;-4.1258,2.9032,0;-5.8029,1.0983,0;-1.0404,1.9719,0;-.6886,-3.0234,0;-1.629,-2.6832,0;-1.3289,-3.3234,0;-2.616,-2.2013,0;-3.3789,-2.8478,0;-2.6742,-2.906,0;1.0033,3.3177,0;1.9417,2.9719,0;-5.9537,3.5406,0;-5.187,4.1826,0;-1.9551,-1.2359,0;-2.8145,-.7311,0;1.6161,-1.2553,0;2.9122,.4164,0;-2.4873,3.7533,0;-6.3923,-.7218,0;1.4983,4.4674,0;-6.7049,4.542,0;

Duplicates ChEBI42528;ChEBI60300_s0;ChEBI61786_s0;ChEBI68439;ChEBI71344;ChEBI85896;ChEBI145577;ChEBI148388_s0;ChEBI149187_s0;ChEBI152179_s0;ChEBI153445;ChEBI153675;ChEBI153935;ChEBI156640_s0;ChEBI157391

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000042500-0000042749/ChEBI42528.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000042500-0000042749/ChEBI42528.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000042500-0000042749/ChEBI42528.sdf

Formula	C₁₆H₂₈N₂O₁₁
MW	424.4
InChIKey	FJGXDMQHNYEUHI-JLGFQASFNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	58
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	13
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-4.95
logP	-4.3278
PSA	207.27
MR	91.0272
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-480.48198
PM7_Total_Energy_ev	-5964.67828
PM7_Electronic_Energy_ev	-52803.252
PM7_Dipole_Debye	4.39959
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.764
PM7_LUMO_Energy_ev	0.848
PM7_COSMO_Area_square_ang	375.78
PM7_COSMO_Volue_cubic_ang	476.79
PM7_Electron_Affinity_ev	-0.848
PM7_Ionization_Energy_ev	9.764
PM7_Energy_Gap_ev	10.612
PM7_Global_Hardness_ev	5.306
PM7_Global_Softness_ev	0.18846588767433095
PM7_Chemical_Potential_ev	-4.458
PM7_Electronigativity_ev	4.458
PM7_Back_Donation_Energy_ev	-1.3265
PM7_Electrophilicity_ev	1.872763286845081
OPENEYE_Name	~{N}-[(2~{S},3~{R},4~{R},5~{R},6~{R})-2-[(2~{R},3~{R},4~{R},5~{R},6~{R})-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide
SMILES	C(=O)(C)NC1C(C(C(OC1OC2C(C(OC(C2O)CO)O)NC(=O)C)CO)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@H]1O)O[C@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1NC(=O)C)O)O)NC(=O)C
InChI	1/C16H28N2O11/c1-5(21)17-9-13(25)11(23)7(3-19)28-16(9)29-14-10(18-6(2)22)15(26)27-8(4-20)12(14)24/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/f/h17-18H
InChI_3D	1S/C16H28N2O11/c1-5(21)17-9-13(25)11(23)7(3-19)28-16(9)29-14-10(18-6(2)22)15(26)27-8(4-20)12(14)24/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11+,12+,13-,14-,15-,16-/m1/s1
AuxInfo	1/1/N:13,14,15,16,1,2,9,10,3,4,7,8,5,6,11,12,17,18,27,28,19,20,24,25,23,26,21,22,29/F:m/rA:57cCCCCCCCCCCCCCCCCNNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s3;s4;s5;s6;s7;s8;s4;s3;s1;s2;s9;s10;s1s3;s2s4;d1;d2;s10s11;s9s12;s5;s7;s8;s11;s15;s16;s6s12;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s18;s23;s24;s25;s26;s27;s28;/rC:-.8186,-1.9129,0;-3.6439,-1.7617,0;-.8675,.4975,0;-4.4379,.5148,0;;-3.5748,1.0198,0;.8675,.4975,0;-3.5748,2.0199,0;.8675,1.5027,0;-4.4468,2.5199,0;-5.3099,1.0148,0;-.8675,1.5027,0;-1.1588,-2.8533,0;-2.9974,-2.5246,0;1.4725,3.1448,0;-5.5703,3.8616,0;-1.4629,-1.1481,0;-3.3065,-.8203,0;.1659,-1.7374,0;-4.6279,-1.9401,0;-5.3188,2.0199,0;0,2.0104,0;1.1236,-1.3417,0;2.5912,.7997,0;-2.9795,3.6655,0;-5.9004,-.6326,0;1.8182,4.0831,0;-6.2124,4.6283,0;-1.852,1.3271,0;-1.36,.5838,0;-4.7578,.1305,0;-.321,-.3833,0;-3.4019,.5507,0;1.0376,.0273,0;-3.0823,1.9335,0;1.3597,1.4149,0;-4.1258,2.9032,0;-5.8029,1.0983,0;-1.0404,1.9719,0;-.6886,-3.0234,0;-1.629,-2.6832,0;-1.3289,-3.3234,0;-2.616,-2.2013,0;-3.3789,-2.8478,0;-2.6742,-2.906,0;1.0033,3.3177,0;1.9417,2.9719,0;-5.9537,3.5406,0;-5.187,4.1826,0;-1.9551,-1.2359,0;-2.8145,-.7311,0;1.6161,-1.2553,0;2.9122,.4164,0;-2.4873,3.7533,0;-6.3923,-.7218,0;1.4983,4.4674,0;-6.7049,4.542,0;
Duplicates	ChEBI42528;ChEBI60300_s0;ChEBI61786_s0;ChEBI68439;ChEBI71344;ChEBI85896;ChEBI145577;ChEBI148388_s0;ChEBI149187_s0;ChEBI152179_s0;ChEBI153445;ChEBI153675;ChEBI153935;ChEBI156640_s0;ChEBI157391
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000042500-0000042749/ChEBI42528.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000042500-0000042749/ChEBI42528.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000042500-0000042749/ChEBI42528.sdf