CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2983 (951)

Formula C₁₆H₂₃NO₈

MW 357.36

InChIKey CYRRHDGXDUVPMO-HCKMINDGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -2.09

logP -1.6898

PSA 137.71

MR 86.5549

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -305.68759

PM7_Total_Energy_ev -4823.6232

PM7_Electronic_Energy_ev -37660.58228

PM7_Dipole_Debye 5.52145

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.549

PM7_LUMO_Energy_ev 0.193

PM7_COSMO_Area_square_ang 347.22

PM7_COSMO_Volue_cubic_ang 405.58

PM7_Electron_Affinity_ev -0.193

PM7_Ionization_Energy_ev 9.549

PM7_Energy_Gap_ev 9.742

PM7_Global_Hardness_ev 4.871

PM7_Global_Softness_ev 0.20529665366454528

PM7_Chemical_Potential_ev -4.678

PM7_Electronigativity_ev 4.678

PM7_Back_Donation_Energy_ev -1.21775

PM7_Electrophilicity_ev 2.2463235475261754

OPENEYE_Name (3~{S},4~{R},4~{a}~{S})-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-vinyl-3,4,4~{a},5,6,7-hexahydropyrano[3,4-c]pyridin-8-one

SMILES C1=C2C(=O)NCCC2C(C(O1)OC3C(C(C(C(O3)CO)O)O)O)C=C

Canonical_SMILES C=C[C@H]1[C@@H](OC=C2[C@H]1CCNC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C16H23NO8/c1-2-7-8-3-4-17-14(22)9(8)6-23-15(7)25-16-13(21)12(20)11(19)10(5-18)24-16/h2,6-8,10-13,15-16,18-21H,1,3-5H2,(H,17,22)/f/h17H

InChI_3D 1S/C16H23NO8/c1-2-7-8-3-4-17-14(22)9(8)6-23-15(7)25-16-13(21)12(20)11(19)10(5-18)24-16/h2,6-8,10-13,15-16,18-21H,1,3-5H2,(H,17,22)/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

AuxInfo 1/1/N:4,5,6,7,16,1,9,8,2,13,11,10,12,3,14,15,17,24,22,21,23,18,19,20,25/F:m/rA:48cCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d4;;s6;s2s6;s5s8;;s10;s10;s11;s9;s12;s13;s3s7;d3;s1s14;s13s15;s10;s11;s12;s16;s14s15;s1;s4;s4;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s16;s17;s21;s22;s23;s24;/rC:1.7333,2.01,0;.8679,1.5033,0;0,2.0112,0;2.5175,-2.2819,0;2.8601,-1.3424,0;;-.8679,.4977,0;.8692,.4977,0;1.7359,-.0012,0;6.3115,.8556,0;6.3187,-.1444,0;5.4447,1.3544,0;5.4504,-.6507,0;2.6069,.5,0;4.5764,.848,0;4.8139,-1.4221,0;-.8679,1.5033,0;0,3.0112,0;2.6056,1.5056,0;4.5748,-.1571,0;6.9045,2.5021,0;8.0402,.1703,0;4.3154,2.6912,0;4.1775,-2.1934,0;3.5916,.674,0;1.7319,2.51,0;2.8387,-2.6651,0;2.0251,-2.3684,0;3.3525,-1.2558,0;.3209,-.3835,0;-.3211,-.3833,0;-1.038,.0275,0;-1.3604,.584,0;1.3019,.7483,0;1.4147,-.3843,0;6.8043,.7714,0;6.4922,-.6133,0;5.7652,1.7382,0;5.7742,-1.0317,0;2.7777,.0301,0;4.4043,1.3175,0;5.1996,-1.7403,0;4.4283,-1.1038,0;-1.3016,1.752,0;7.3966,2.5905,0;8.364,-.2107,0;4.4848,3.1616,0;4.3523,-2.6618,0;

Duplicates ChEBI2983

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2983.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2983.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2983.sdf

Formula	C₁₆H₂₃NO₈
MW	357.36
InChIKey	CYRRHDGXDUVPMO-HCKMINDGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-2.09
logP	-1.6898
PSA	137.71
MR	86.5549
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-305.68759
PM7_Total_Energy_ev	-4823.6232
PM7_Electronic_Energy_ev	-37660.58228
PM7_Dipole_Debye	5.52145
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.549
PM7_LUMO_Energy_ev	0.193
PM7_COSMO_Area_square_ang	347.22
PM7_COSMO_Volue_cubic_ang	405.58
PM7_Electron_Affinity_ev	-0.193
PM7_Ionization_Energy_ev	9.549
PM7_Energy_Gap_ev	9.742
PM7_Global_Hardness_ev	4.871
PM7_Global_Softness_ev	0.20529665366454528
PM7_Chemical_Potential_ev	-4.678
PM7_Electronigativity_ev	4.678
PM7_Back_Donation_Energy_ev	-1.21775
PM7_Electrophilicity_ev	2.2463235475261754
OPENEYE_Name	(3~{S},4~{R},4~{a}~{S})-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-vinyl-3,4,4~{a},5,6,7-hexahydropyrano[3,4-c]pyridin-8-one
SMILES	C1=C2C(=O)NCCC2C(C(O1)OC3C(C(C(C(O3)CO)O)O)O)C=C
Canonical_SMILES	C=C[C@H]1[C@@H](OC=C2[C@H]1CCNC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C16H23NO8/c1-2-7-8-3-4-17-14(22)9(8)6-23-15(7)25-16-13(21)12(20)11(19)10(5-18)24-16/h2,6-8,10-13,15-16,18-21H,1,3-5H2,(H,17,22)/f/h17H
InChI_3D	1S/C16H23NO8/c1-2-7-8-3-4-17-14(22)9(8)6-23-15(7)25-16-13(21)12(20)11(19)10(5-18)24-16/h2,6-8,10-13,15-16,18-21H,1,3-5H2,(H,17,22)/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1
AuxInfo	1/1/N:4,5,6,7,16,1,9,8,2,13,11,10,12,3,14,15,17,24,22,21,23,18,19,20,25/F:m/rA:48cCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d4;;s6;s2s6;s5s8;;s10;s10;s11;s9;s12;s13;s3s7;d3;s1s14;s13s15;s10;s11;s12;s16;s14s15;s1;s4;s4;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s16;s17;s21;s22;s23;s24;/rC:1.7333,2.01,0;.8679,1.5033,0;0,2.0112,0;2.5175,-2.2819,0;2.8601,-1.3424,0;;-.8679,.4977,0;.8692,.4977,0;1.7359,-.0012,0;6.3115,.8556,0;6.3187,-.1444,0;5.4447,1.3544,0;5.4504,-.6507,0;2.6069,.5,0;4.5764,.848,0;4.8139,-1.4221,0;-.8679,1.5033,0;0,3.0112,0;2.6056,1.5056,0;4.5748,-.1571,0;6.9045,2.5021,0;8.0402,.1703,0;4.3154,2.6912,0;4.1775,-2.1934,0;3.5916,.674,0;1.7319,2.51,0;2.8387,-2.6651,0;2.0251,-2.3684,0;3.3525,-1.2558,0;.3209,-.3835,0;-.3211,-.3833,0;-1.038,.0275,0;-1.3604,.584,0;1.3019,.7483,0;1.4147,-.3843,0;6.8043,.7714,0;6.4922,-.6133,0;5.7652,1.7382,0;5.7742,-1.0317,0;2.7777,.0301,0;4.4043,1.3175,0;5.1996,-1.7403,0;4.4283,-1.1038,0;-1.3016,1.752,0;7.3966,2.5905,0;8.364,-.2107,0;4.4848,3.1616,0;4.3523,-2.6618,0;
Duplicates	ChEBI2983
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2983.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2983.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2983.sdf