CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03446 (3728)

Formula C₂₀H₂₃NO₇

MW 389.4

InChIKey FSMWGHKWKYCPKE-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.65

logP 0.1862

PSA 128.48

MR 98.0704

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -248.50732

PM7_Total_Energy_ev -5019.8011

PM7_Electronic_Energy_ev -41847.16956

PM7_Dipole_Debye 4.66706

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.372

PM7_LUMO_Energy_ev -0.396

PM7_COSMO_Area_square_ang 369.45

PM7_COSMO_Volue_cubic_ang 452.05

PM7_Electron_Affinity_ev 0.396

PM7_Ionization_Energy_ev 9.372

PM7_Energy_Gap_ev 8.976

PM7_Global_Hardness_ev 4.488

PM7_Global_Softness_ev 0.22281639928698752

PM7_Chemical_Potential_ev -4.884

PM7_Electronigativity_ev 4.884

PM7_Back_Donation_Energy_ev -1.122

PM7_Electrophilicity_ev 2.6574705882352943

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

SMILES c1ccc(cc1)CNC(=O)c2cccc(c2)OC3C(C(C(C(O3)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@H](Oc2cccc(c2)C(=O)NCc2ccccc2)[C@@H]([C@H]([C@H]1O)O)O

InChI 1/C20H23NO7/c22-11-15-16(23)17(24)18(25)20(28-15)27-14-8-4-7-13(9-14)19(26)21-10-12-5-2-1-3-6-12/h1-9,15-18,20,22-25H,10-11H2,(H,21,26)/f/h21H

InChI_3D 1S/C20H23NO7/c22-11-15-16(23)17(24)18(25)20(28-15)27-14-8-4-7-13(9-14)19(26)21-10-12-5-2-1-3-6-12/h1-9,15-18,20,22-25H,10-11H2,(H,21,26)/t15-,16+,17+,18-,20+/m1/s1

AuxInfo 1/1/N:1,2,3,4,6,7,5,8,9,19,20,11,10,12,17,15,14,16,13,18,21,27,25,24,26,22,28,23/E:(2,3)(5,6)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;s10;;s14;s14;s15;s16;s11;s17;s13s19;d13;s17s18;s14;s15;s16;s20;s12s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s16;s17;s18;s19;s19;s20;s20;s21;s24;s25;s26;s27;/rC:4.6427,9.191,0;5.2836,8.4233,0;3.6564,9.0255,0;3.8369,2.0128,0;4.1799,2.9521,0;4.9347,7.4806,0;3.3076,8.0828,0;2.8463,1.8421,0;2.5517,3.5519,0;3.5424,3.7226,0;3.9449,7.3056,0;2.1987,2.6108,0;3.8894,4.6604,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.5979,6.3677,0;-1.4725,3.1448,0;3.2508,5.4299,0;4.8752,4.8287,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.8162,9.6599,0;5.7763,8.5082,0;3.3377,9.4107,0;4.1574,1.6289,0;4.6727,3.037,0;5.2552,7.0968,0;2.8145,8.0001,0;2.6748,1.3724,0;2.233,3.9371,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.0668,6.1942,0;3.1289,6.5413,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.7579,5.3457,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates DB03446

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03446.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03446.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03446.sdf

Formula	C₂₀H₂₃NO₇
MW	389.4
InChIKey	FSMWGHKWKYCPKE-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.65
logP	0.1862
PSA	128.48
MR	98.0704
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-248.50732
PM7_Total_Energy_ev	-5019.8011
PM7_Electronic_Energy_ev	-41847.16956
PM7_Dipole_Debye	4.66706
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.372
PM7_LUMO_Energy_ev	-0.396
PM7_COSMO_Area_square_ang	369.45
PM7_COSMO_Volue_cubic_ang	452.05
PM7_Electron_Affinity_ev	0.396
PM7_Ionization_Energy_ev	9.372
PM7_Energy_Gap_ev	8.976
PM7_Global_Hardness_ev	4.488
PM7_Global_Softness_ev	0.22281639928698752
PM7_Chemical_Potential_ev	-4.884
PM7_Electronigativity_ev	4.884
PM7_Back_Donation_Energy_ev	-1.122
PM7_Electrophilicity_ev	2.6574705882352943
OPENEYE_Name	~{N}-benzyl-3-[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzamide
SMILES	c1ccc(cc1)CNC(=O)c2cccc(c2)OC3C(C(C(C(O3)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H](Oc2cccc(c2)C(=O)NCc2ccccc2)[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C20H23NO7/c22-11-15-16(23)17(24)18(25)20(28-15)27-14-8-4-7-13(9-14)19(26)21-10-12-5-2-1-3-6-12/h1-9,15-18,20,22-25H,10-11H2,(H,21,26)/f/h21H
InChI_3D	1S/C20H23NO7/c22-11-15-16(23)17(24)18(25)20(28-15)27-14-8-4-7-13(9-14)19(26)21-10-12-5-2-1-3-6-12/h1-9,15-18,20,22-25H,10-11H2,(H,21,26)/t15-,16+,17+,18-,20+/m1/s1
AuxInfo	1/1/N:1,2,3,4,6,7,5,8,9,19,20,11,10,12,17,15,14,16,13,18,21,27,25,24,26,22,28,23/E:(2,3)(5,6)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;s10;;s14;s14;s15;s16;s11;s17;s13s19;d13;s17s18;s14;s15;s16;s20;s12s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s16;s17;s18;s19;s19;s20;s20;s21;s24;s25;s26;s27;/rC:4.6427,9.191,0;5.2836,8.4233,0;3.6564,9.0255,0;3.8369,2.0128,0;4.1799,2.9521,0;4.9347,7.4806,0;3.3076,8.0828,0;2.8463,1.8421,0;2.5517,3.5519,0;3.5424,3.7226,0;3.9449,7.3056,0;2.1987,2.6108,0;3.8894,4.6604,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.5979,6.3677,0;-1.4725,3.1448,0;3.2508,5.4299,0;4.8752,4.8287,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.8162,9.6599,0;5.7763,8.5082,0;3.3377,9.4107,0;4.1574,1.6289,0;4.6727,3.037,0;5.2552,7.0968,0;2.8145,8.0001,0;2.6748,1.3724,0;2.233,3.9371,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.0668,6.1942,0;3.1289,6.5413,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.7579,5.3457,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	DB03446
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03446.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03446.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03446.sdf