CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03618 (3900)

Formula C₁₄H₂₅NO₁₁

MW 383.35

InChIKey KFEUJDWYNGMDBV-YAQRNVERNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 12

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -4.87

logP -4.8625

PSA 198.4

MR 79.5733

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -476.85802

PM7_Total_Energy_ev -5491.79768

PM7_Electronic_Energy_ev -43823.12085

PM7_Dipole_Debye 6.70419

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.603

PM7_LUMO_Energy_ev 0.417

PM7_COSMO_Area_square_ang 359.26

PM7_COSMO_Volue_cubic_ang 424.96

PM7_Electron_Affinity_ev -0.417

PM7_Ionization_Energy_ev 9.603

PM7_Energy_Gap_ev 10.02

PM7_Global_Hardness_ev 5.01

PM7_Global_Softness_ev 0.1996007984031936

PM7_Chemical_Potential_ev -4.593

PM7_Electronigativity_ev 4.593

PM7_Back_Donation_Energy_ev -1.2525

PM7_Electrophilicity_ev 2.1053541916167666

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

SMILES C(=O)(C)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)O)O)O)O

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

InChI 1/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/f/h15H

InChI_3D 1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13+,14+/m1/s1

AuxInfo 1/1/N:12,13,14,1,8,9,2,5,3,4,7,6,10,11,15,24,25,16,21,19,20,22,23,18,17,26/F:m/rA:51cCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;;s4;s3;s4;s5;s6;s2;s7;s1;s8;s9;s1s2;d1;s8s11;s9s10;s3;s4;s5;s7;s10;s13;s14;s6s11;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s19;s20;s21;s22;s23;s24;s25;/rC:-2.4473,-1.3237,0;-.8675,.4975,0;;5.3113,.9776,0;5.3172,-.0224,0;.8675,.4975,0;4.4452,1.4776,0;4.4481,-.5276,0;.8675,1.5027,0;-.8675,1.5027,0;3.5762,.9724,0;-3.0916,-.5589,0;3.3325,-1.8759,0;1.4725,3.1448,0;-1.4629,-1.1481,0;-2.7875,-2.264,0;3.5732,-.0327,0;0,2.0104,0;1.1236,-1.3417,0;5.9065,2.6233,0;7.0391,.2899,0;3.3177,2.8159,0;-2.5903,1.1954,0;2.695,-2.6463,0;1.8182,4.0831,0;2.5912,.7997,0;-1.36,.5838,0;-.321,-.3833,0;5.804,.8927,0;5.49,-.4915,0;1.0376,.0273,0;4.7662,1.8609,0;4.7714,-.909,0;1.3597,1.4149,0;-1.0404,1.9719,0;3.4047,1.4421,0;-3.474,-.881,0;-2.7092,-.2367,0;-3.4137,-.1765,0;3.7178,-2.1946,0;2.9473,-1.5571,0;1.0033,3.3177,0;1.9417,2.9719,0;-1.1407,-1.5305,0;.9521,-1.8113,0;6.3988,2.7111,0;7.3623,-.0915,0;3.4877,3.2861,0;-2.9125,1.5778,0;2.8693,-3.115,0;1.4983,4.4674,0;

Duplicates DB03618

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03618.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03618.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03618.sdf

Formula	C₁₄H₂₅NO₁₁
MW	383.35
InChIKey	KFEUJDWYNGMDBV-YAQRNVERNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	12
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-4.87
logP	-4.8625
PSA	198.4
MR	79.5733
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-476.85802
PM7_Total_Energy_ev	-5491.79768
PM7_Electronic_Energy_ev	-43823.12085
PM7_Dipole_Debye	6.70419
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.603
PM7_LUMO_Energy_ev	0.417
PM7_COSMO_Area_square_ang	359.26
PM7_COSMO_Volue_cubic_ang	424.96
PM7_Electron_Affinity_ev	-0.417
PM7_Ionization_Energy_ev	9.603
PM7_Energy_Gap_ev	10.02
PM7_Global_Hardness_ev	5.01
PM7_Global_Softness_ev	0.1996007984031936
PM7_Chemical_Potential_ev	-4.593
PM7_Electronigativity_ev	4.593
PM7_Back_Donation_Energy_ev	-1.2525
PM7_Electrophilicity_ev	2.1053541916167666
OPENEYE_Name	~{N}-[(2~{S},3~{R},4~{R},5~{S},6~{R})-2,4-dihydroxy-6-(hydroxymethyl)-5-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide
SMILES	C(=O)(C)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H](O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)NC(=O)C
InChI	1/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/f/h15H
InChI_3D	1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13+,14+/m1/s1
AuxInfo	1/1/N:12,13,14,1,8,9,2,5,3,4,7,6,10,11,15,24,25,16,21,19,20,22,23,18,17,26/F:m/rA:51cCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;;s4;s3;s4;s5;s6;s2;s7;s1;s8;s9;s1s2;d1;s8s11;s9s10;s3;s4;s5;s7;s10;s13;s14;s6s11;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s19;s20;s21;s22;s23;s24;s25;/rC:-2.4473,-1.3237,0;-.8675,.4975,0;;5.3113,.9776,0;5.3172,-.0224,0;.8675,.4975,0;4.4452,1.4776,0;4.4481,-.5276,0;.8675,1.5027,0;-.8675,1.5027,0;3.5762,.9724,0;-3.0916,-.5589,0;3.3325,-1.8759,0;1.4725,3.1448,0;-1.4629,-1.1481,0;-2.7875,-2.264,0;3.5732,-.0327,0;0,2.0104,0;1.1236,-1.3417,0;5.9065,2.6233,0;7.0391,.2899,0;3.3177,2.8159,0;-2.5903,1.1954,0;2.695,-2.6463,0;1.8182,4.0831,0;2.5912,.7997,0;-1.36,.5838,0;-.321,-.3833,0;5.804,.8927,0;5.49,-.4915,0;1.0376,.0273,0;4.7662,1.8609,0;4.7714,-.909,0;1.3597,1.4149,0;-1.0404,1.9719,0;3.4047,1.4421,0;-3.474,-.881,0;-2.7092,-.2367,0;-3.4137,-.1765,0;3.7178,-2.1946,0;2.9473,-1.5571,0;1.0033,3.3177,0;1.9417,2.9719,0;-1.1407,-1.5305,0;.9521,-1.8113,0;6.3988,2.7111,0;7.3623,-.0915,0;3.4877,3.2861,0;-2.9125,1.5778,0;2.8693,-3.115,0;1.4983,4.4674,0;
Duplicates	DB03618
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03618.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03618.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03618.sdf