CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01716 (1948)

Formula C₁₄H₂₃NO₈

MW 333.34

InChIKey IUGVDRFIVSPVGO-UHDSXBGNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 23

Number_Rings 1

Number_Bonds 46

Rotat_Bonds 13

Unbranched_Chain 3

Chiral_Centers 6

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -2.96

logP -1.8546

PSA 156.55

MR 77.3677

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -345.74643

PM7_Total_Energy_ev -4579.03665

PM7_Electronic_Energy_ev -35312.07045

PM7_Dipole_Debye 4.23798

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.97

PM7_LUMO_Energy_ev 0.43

PM7_COSMO_Area_square_ang 331.23

PM7_COSMO_Volue_cubic_ang 393.19

PM7_Electron_Affinity_ev -0.43

PM7_Ionization_Energy_ev 9.97

PM7_Energy_Gap_ev 10.4

PM7_Global_Hardness_ev 5.2

PM7_Global_Softness_ev 0.19230769230769232

PM7_Chemical_Potential_ev -4.77

PM7_Electronigativity_ev 4.77

PM7_Back_Donation_Energy_ev -1.3

PM7_Electrophilicity_ev 2.1877788461538463

OPENEYE_Name (2~{R},4~{S},5~{R},6~{R})-5-acetamido-2-allyl-4-hydroxy-6-[(1~{R},2~{R})-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic acid

SMILES C=CCC1(CC(C(C(O1)C(C(CO)O)O)NC(=O)C)O)C(=O)O

Canonical_SMILES C=CC[C@@]1(C[C@H](O)[C@H]([C@@H](O1)[C@@H]([C@@H](CO)O)O)NC(=O)C)C(=O)O

InChI 1/C14H23NO8/c1-3-4-14(13(21)22)5-8(18)10(15-7(2)17)12(23-14)11(20)9(19)6-16/h3,8-12,16,18-20H,1,4-6H2,2H3,(H,15,17)(H,21,22)/f/h15,21H

InChI_3D 1S/C14H23NO8/c1-3-4-14(13(21)22)5-8(18)10(15-7(2)17)12(23-14)11(20)9(19)6-16/h3,8-12,16,18-20H,1,4-6H2,2H3,(H,15,17)(H,21,22)/t8-,9+,10+,11+,12+,14+/m0/s1

AuxInfo 1/1/N:1,10,2,11,5,12,4,7,14,6,13,8,3,9,15,21,17,20,23,22,16,19,18/E:(21,22)/F:1,10,2,11,5,12,4,7,14,6,13,8,3,9,15,21,17,20,23,22,19,16,18/rA:46cCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s5s6;s6;s3s5;s4;s2s9;;s8;s12s13;s4s6;d3;d4;s8s9;s3;s7;s12;s13;s14;s1;s1;s2;s5;s5;s6;s7;s8;s10;s10;s10;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;/rC:-2.8037,4.2529,0;-1.8182,4.0831,0;-2.5903,1.1954,0;2.4945,-.0965,0;-.8675,.4975,0;.8675,.4975,0;;.8675,1.5027,0;-.8675,1.5027,0;3.4795,.0762,0;-1.4725,3.1448,0;2.1639,5.0215,0;1.4725,3.1448,0;1.8182,4.0831,0;1.8525,.6702,0;-3.2346,1.9602,0;2.1516,-1.0358,0;0,2.0104,0;-2.9305,.2551,0;1.1236,-1.3417,0;2.5096,5.9598,0;2.4108,2.7991,0;.8799,4.4288,0;-2.9766,4.7221,0;-3.1236,3.8686,0;-1.4983,4.4674,0;-1.0376,.0273,0;-1.36,.5838,0;1.0376,.0273,0;-.321,-.3833,0;1.3597,1.4149,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.6331,4.8486,0;1.6948,5.1943,0;1.0033,3.3177,0;2.2874,3.9103,0;2.0239,1.1399,0;-3.4227,.1673,0;.9521,-1.8113,0;3.0024,6.0447,0;2.7951,3.119,0;.795,4.9216,0;

Duplicates DB01716

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01716.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01716.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01716.sdf

Formula	C₁₄H₂₃NO₈
MW	333.34
InChIKey	IUGVDRFIVSPVGO-UHDSXBGNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	23
Number_Rings	1
Number_Bonds	46
Rotat_Bonds	13
Unbranched_Chain	3
Chiral_Centers	6
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-2.96
logP	-1.8546
PSA	156.55
MR	77.3677
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-345.74643
PM7_Total_Energy_ev	-4579.03665
PM7_Electronic_Energy_ev	-35312.07045
PM7_Dipole_Debye	4.23798
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.97
PM7_LUMO_Energy_ev	0.43
PM7_COSMO_Area_square_ang	331.23
PM7_COSMO_Volue_cubic_ang	393.19
PM7_Electron_Affinity_ev	-0.43
PM7_Ionization_Energy_ev	9.97
PM7_Energy_Gap_ev	10.4
PM7_Global_Hardness_ev	5.2
PM7_Global_Softness_ev	0.19230769230769232
PM7_Chemical_Potential_ev	-4.77
PM7_Electronigativity_ev	4.77
PM7_Back_Donation_Energy_ev	-1.3
PM7_Electrophilicity_ev	2.1877788461538463
OPENEYE_Name	(2~{R},4~{S},5~{R},6~{R})-5-acetamido-2-allyl-4-hydroxy-6-[(1~{R},2~{R})-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic acid
SMILES	C=CCC1(CC(C(C(O1)C(C(CO)O)O)NC(=O)C)O)C(=O)O
Canonical_SMILES	C=CC[C@@]1(C[C@H](O)[C@H]([C@@H](O1)[C@@H]([C@@H](CO)O)O)NC(=O)C)C(=O)O
InChI	1/C14H23NO8/c1-3-4-14(13(21)22)5-8(18)10(15-7(2)17)12(23-14)11(20)9(19)6-16/h3,8-12,16,18-20H,1,4-6H2,2H3,(H,15,17)(H,21,22)/f/h15,21H
InChI_3D	1S/C14H23NO8/c1-3-4-14(13(21)22)5-8(18)10(15-7(2)17)12(23-14)11(20)9(19)6-16/h3,8-12,16,18-20H,1,4-6H2,2H3,(H,15,17)(H,21,22)/t8-,9+,10+,11+,12+,14+/m0/s1
AuxInfo	1/1/N:1,10,2,11,5,12,4,7,14,6,13,8,3,9,15,21,17,20,23,22,16,19,18/E:(21,22)/F:1,10,2,11,5,12,4,7,14,6,13,8,3,9,15,21,17,20,23,22,19,16,18/rA:46cCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s5s6;s6;s3s5;s4;s2s9;;s8;s12s13;s4s6;d3;d4;s8s9;s3;s7;s12;s13;s14;s1;s1;s2;s5;s5;s6;s7;s8;s10;s10;s10;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;/rC:-2.8037,4.2529,0;-1.8182,4.0831,0;-2.5903,1.1954,0;2.4945,-.0965,0;-.8675,.4975,0;.8675,.4975,0;;.8675,1.5027,0;-.8675,1.5027,0;3.4795,.0762,0;-1.4725,3.1448,0;2.1639,5.0215,0;1.4725,3.1448,0;1.8182,4.0831,0;1.8525,.6702,0;-3.2346,1.9602,0;2.1516,-1.0358,0;0,2.0104,0;-2.9305,.2551,0;1.1236,-1.3417,0;2.5096,5.9598,0;2.4108,2.7991,0;.8799,4.4288,0;-2.9766,4.7221,0;-3.1236,3.8686,0;-1.4983,4.4674,0;-1.0376,.0273,0;-1.36,.5838,0;1.0376,.0273,0;-.321,-.3833,0;1.3597,1.4149,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.6331,4.8486,0;1.6948,5.1943,0;1.0033,3.3177,0;2.2874,3.9103,0;2.0239,1.1399,0;-3.4227,.1673,0;.9521,-1.8113,0;3.0024,6.0447,0;2.7951,3.119,0;.795,4.9216,0;
Duplicates	DB01716
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01716.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01716.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01716.sdf