CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI16126 (5408)

Formula C₁₄H₂₁NO₁₁

MW 379.32

InChIKey DLGJWSVWTWEWBJ-UHDSXBGNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -3.85

logP -3.6158

PSA 195.24

MR 78.5475

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -445.73792

PM7_Total_Energy_ev -5437.20873

PM7_Electronic_Energy_ev -42329.00186

PM7_Dipole_Debye 4.97987

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.141

PM7_LUMO_Energy_ev -0.751

PM7_COSMO_Area_square_ang 348.43

PM7_COSMO_Volue_cubic_ang 407.68

PM7_Electron_Affinity_ev 0.751

PM7_Ionization_Energy_ev 10.141

PM7_Energy_Gap_ev 9.39

PM7_Global_Hardness_ev 4.695

PM7_Global_Softness_ev 0.21299254526091588

PM7_Chemical_Potential_ev -5.446

PM7_Electronigativity_ev 5.446

PM7_Back_Donation_Energy_ev -1.17375

PM7_Electrophilicity_ev 3.158564004259851

OPENEYE_Name (2~{R},3~{R},4~{S})-2-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxy-3,4-dihydroxy-3,4-dihydro-2~{H}-pyran-6-carboxylic acid

SMILES C1=C(OC(C(C1O)O)OC2C(C(OC(C2O)CO)O)NC(=O)C)C(=O)O

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

InChI 1/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/f/h15,21H

InChI_3D 1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7+,8+,9+,10+,11+,13+,14-/m0/s1

AuxInfo 1/1/N:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,25,17,21,22,23,16,20,24,19,18,26/E:(21,22)/F:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,25,17,21,22,23,20,16,24,19,18,26/rA:47cCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s1;;s5;s6;s8;s9;s6;s7;s4;s10;s4s6;d3;d4;s2s12;s10s11;s3;s5;s7;s9;s11;s14;s8s12;s1;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s20;s21;s22;s23;s24;s25;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;4.5686,3.6628,0;;2.467,4.8442,0;.8675,.4975,0;1.8182,4.0831,0;.8337,4.2588,0;.4946,5.205,0;2.1278,5.7904,0;.8675,1.5027,0;5.2062,2.8924,0;-.629,6.5467,0;3.5827,3.4959,0;-1.7379,3.0001,0;4.9171,4.6002,0;0,2.0104,0;1.1399,5.9756,0;-2.5995,1.4976,0;1.1236,-1.3417,0;2.5912,.7997,0;-.1518,4.089,0;3.8533,6.0825,0;-1.2711,7.3133,0;1.2132,2.441,0;-1.3001,.2469,0;-.321,-.3833,0;2.9015,5.0916,0;1.0376,.0273,0;2.2498,3.8306,0;.8322,3.7588,0;.0608,4.9563,0;2.1322,6.2904,0;1.3597,1.4149,0;4.821,2.5737,0;5.5914,3.2112,0;5.5249,2.5072,0;-.2457,6.8677,0;-1.0124,6.2257,0;3.4084,3.0273,0;-3.0333,1.7463,0;.9521,-1.8113,0;2.9122,.4164,0;-.3246,3.6198,0;4.0275,6.5511,0;-1.0996,7.783,0;

Duplicates ChEBI16126;ChEBI16655_s0;ChEBI46280;ChEBI132805_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16126.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16126.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16126.sdf

Formula	C₁₄H₂₁NO₁₁
MW	379.32
InChIKey	DLGJWSVWTWEWBJ-UHDSXBGNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-3.85
logP	-3.6158
PSA	195.24
MR	78.5475
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-445.73792
PM7_Total_Energy_ev	-5437.20873
PM7_Electronic_Energy_ev	-42329.00186
PM7_Dipole_Debye	4.97987
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.141
PM7_LUMO_Energy_ev	-0.751
PM7_COSMO_Area_square_ang	348.43
PM7_COSMO_Volue_cubic_ang	407.68
PM7_Electron_Affinity_ev	0.751
PM7_Ionization_Energy_ev	10.141
PM7_Energy_Gap_ev	9.39
PM7_Global_Hardness_ev	4.695
PM7_Global_Softness_ev	0.21299254526091588
PM7_Chemical_Potential_ev	-5.446
PM7_Electronigativity_ev	5.446
PM7_Back_Donation_Energy_ev	-1.17375
PM7_Electrophilicity_ev	3.158564004259851
OPENEYE_Name	(2~{R},3~{R},4~{S})-2-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxy-3,4-dihydroxy-3,4-dihydro-2~{H}-pyran-6-carboxylic acid
SMILES	C1=C(OC(C(C1O)O)OC2C(C(OC(C2O)CO)O)NC(=O)C)C(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC(=C[C@@H]([C@H]1O)O)C(=O)O)NC(=O)C
InChI	1/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/f/h15,21H
InChI_3D	1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7+,8+,9+,10+,11+,13+,14-/m0/s1
AuxInfo	1/1/N:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,25,17,21,22,23,16,20,24,19,18,26/E:(21,22)/F:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,25,17,21,22,23,20,16,24,19,18,26/rA:47cCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s1;;s5;s6;s8;s9;s6;s7;s4;s10;s4s6;d3;d4;s2s12;s10s11;s3;s5;s7;s9;s11;s14;s8s12;s1;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s20;s21;s22;s23;s24;s25;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;4.5686,3.6628,0;;2.467,4.8442,0;.8675,.4975,0;1.8182,4.0831,0;.8337,4.2588,0;.4946,5.205,0;2.1278,5.7904,0;.8675,1.5027,0;5.2062,2.8924,0;-.629,6.5467,0;3.5827,3.4959,0;-1.7379,3.0001,0;4.9171,4.6002,0;0,2.0104,0;1.1399,5.9756,0;-2.5995,1.4976,0;1.1236,-1.3417,0;2.5912,.7997,0;-.1518,4.089,0;3.8533,6.0825,0;-1.2711,7.3133,0;1.2132,2.441,0;-1.3001,.2469,0;-.321,-.3833,0;2.9015,5.0916,0;1.0376,.0273,0;2.2498,3.8306,0;.8322,3.7588,0;.0608,4.9563,0;2.1322,6.2904,0;1.3597,1.4149,0;4.821,2.5737,0;5.5914,3.2112,0;5.5249,2.5072,0;-.2457,6.8677,0;-1.0124,6.2257,0;3.4084,3.0273,0;-3.0333,1.7463,0;.9521,-1.8113,0;2.9122,.4164,0;-.3246,3.6198,0;4.0275,6.5511,0;-1.0996,7.783,0;
Duplicates	ChEBI16126;ChEBI16655_s0;ChEBI46280;ChEBI132805_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16126.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16126.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16126.sdf