CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01768 (2001)

Formula C₂₁H₂₅NO₁₁

MW 467.43

InChIKey KKDWIUJBUSOPGC-DDZRFQOENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.57

logP -0.9794

PSA 195.99

MR 110.442

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -426.04992

PM7_Total_Energy_ev -6351.16014

PM7_Electronic_Energy_ev -56984.30619

PM7_Dipole_Debye 8.34371

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.558

PM7_LUMO_Energy_ev -1.068

PM7_COSMO_Area_square_ang 416.33

PM7_COSMO_Volue_cubic_ang 523.41

PM7_Electron_Affinity_ev 1.068

PM7_Ionization_Energy_ev 9.558

PM7_Energy_Gap_ev 8.49

PM7_Global_Hardness_ev 4.245

PM7_Global_Softness_ev 0.23557126030624265

PM7_Chemical_Potential_ev -5.313

PM7_Electronigativity_ev 5.313

PM7_Back_Donation_Energy_ev -1.06125

PM7_Electrophilicity_ev 3.324849116607774

OPENEYE_Name (2~{S},4~{S},5~{R},6~{R})-5-acetamido-4-hydroxy-2-(4-methyl-2-oxo-chromen-7-yl)oxy-6-[(1~{R},2~{R})-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic acid

SMILES c1cc(cc2c1c(cc(=O)o2)C)OC3(CC(C(C(O3)C(C(CO)O)O)NC(=O)C)O)C(=O)O

Canonical_SMILES OC[C@H]([C@H]([C@@H]1O[C@@](C[C@@H]([C@H]1NC(=O)C)O)(Oc1ccc2c(c1)oc(=O)cc2C)C(=O)O)O)O

InChI 1/C21H25NO11/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30)/f/h22,29H

InChI_3D 1S/C21H25NO11/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30)/t13-,14+,17+,18+,19+,21+/m0/s1

AuxInfo 1/1/N:17,18,2,1,7,3,12,19,8,11,6,4,14,21,5,9,13,20,15,10,16,22,30,25,29,32,23,31,24,28,26,33,27/E:(29,30)/F:17,18,2,1,7,3,12,19,8,11,6,4,14,21,5,9,13,20,15,10,16,22,30,25,29,32,23,31,28,24,26,33,27/rA:58cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4d7;s7;;;;;s12s13;s13;s10s12;s8;s11;;s15;s19s20;s11s13;d9;d10;d11;s5s9;s15s16;s10;s14;s19;s20;s21;s6s16;s1;s2;s3;s7;s12;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s22;s28;s29;s30;s31;s32;/rC:.868,-.4978,0;;.868,1.5138,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;-2.3845,.2338,0;-7.1275,2.4784,0;-3.6719,.2221,0;-5.0086,1.3281,0;-4.6574,.3918,0;-4.3679,2.1026,0;-3.0311,.9966,0;2.5999,-1.5032,0;-7.4621,1.536,0;-3.1236,5.6402,0;-3.7872,3.7535,0;-3.4554,4.6968,0;-6.1441,2.6598,0;4.3446,1.5014,0;-1.4006,.4123,0;-7.7763,3.2393,0;2.6052,1.5109,0;-3.3758,1.9408,0;-2.7218,-.7076,0;-6.3783,.0743,0;-2.7919,6.5835,0;-4.7306,4.0853,0;-2.5121,4.365,0;-1.5182,1.8762,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;3.9084,-.2548,0;-3.8405,-.2486,0;-3.2374,-.0253,0;-5.4394,1.0743,0;-4.6544,-.1082,0;-4.8031,2.3488,0;3.0998,-1.5046,0;2.0999,-1.5018,0;2.5985,-2.0032,0;-7.9332,1.7033,0;-6.9909,1.3687,0;-7.6294,1.0648,0;-3.5953,5.8061,0;-2.652,5.4743,0;-3.3156,3.5876,0;-3.9271,4.8627,0;-5.9768,3.131,0;-2.3986,-1.089,0;-6.5456,-.3969,0;-3.1174,6.9631,0;-4.8227,4.5767,0;-2.1326,4.6906,0;

Duplicates DB01768

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01768.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01768.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01768.sdf

Formula	C₂₁H₂₅NO₁₁
MW	467.43
InChIKey	KKDWIUJBUSOPGC-DDZRFQOENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.57
logP	-0.9794
PSA	195.99
MR	110.442
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-426.04992
PM7_Total_Energy_ev	-6351.16014
PM7_Electronic_Energy_ev	-56984.30619
PM7_Dipole_Debye	8.34371
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.558
PM7_LUMO_Energy_ev	-1.068
PM7_COSMO_Area_square_ang	416.33
PM7_COSMO_Volue_cubic_ang	523.41
PM7_Electron_Affinity_ev	1.068
PM7_Ionization_Energy_ev	9.558
PM7_Energy_Gap_ev	8.49
PM7_Global_Hardness_ev	4.245
PM7_Global_Softness_ev	0.23557126030624265
PM7_Chemical_Potential_ev	-5.313
PM7_Electronigativity_ev	5.313
PM7_Back_Donation_Energy_ev	-1.06125
PM7_Electrophilicity_ev	3.324849116607774
OPENEYE_Name	(2~{S},4~{S},5~{R},6~{R})-5-acetamido-4-hydroxy-2-(4-methyl-2-oxo-chromen-7-yl)oxy-6-[(1~{R},2~{R})-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc2c1c(cc(=O)o2)C)OC3(CC(C(C(O3)C(C(CO)O)O)NC(=O)C)O)C(=O)O
Canonical_SMILES	OC[C@H]([C@H]([C@@H]1O[C@@](C[C@@H]([C@H]1NC(=O)C)O)(Oc1ccc2c(c1)oc(=O)cc2C)C(=O)O)O)O
InChI	1/C21H25NO11/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30)/f/h22,29H
InChI_3D	1S/C21H25NO11/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30)/t13-,14+,17+,18+,19+,21+/m0/s1
AuxInfo	1/1/N:17,18,2,1,7,3,12,19,8,11,6,4,14,21,5,9,13,20,15,10,16,22,30,25,29,32,23,31,24,28,26,33,27/E:(29,30)/F:17,18,2,1,7,3,12,19,8,11,6,4,14,21,5,9,13,20,15,10,16,22,30,25,29,32,23,31,28,24,26,33,27/rA:58cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4d7;s7;;;;;s12s13;s13;s10s12;s8;s11;;s15;s19s20;s11s13;d9;d10;d11;s5s9;s15s16;s10;s14;s19;s20;s21;s6s16;s1;s2;s3;s7;s12;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s22;s28;s29;s30;s31;s32;/rC:.868,-.4978,0;;.868,1.5138,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;-2.3845,.2338,0;-7.1275,2.4784,0;-3.6719,.2221,0;-5.0086,1.3281,0;-4.6574,.3918,0;-4.3679,2.1026,0;-3.0311,.9966,0;2.5999,-1.5032,0;-7.4621,1.536,0;-3.1236,5.6402,0;-3.7872,3.7535,0;-3.4554,4.6968,0;-6.1441,2.6598,0;4.3446,1.5014,0;-1.4006,.4123,0;-7.7763,3.2393,0;2.6052,1.5109,0;-3.3758,1.9408,0;-2.7218,-.7076,0;-6.3783,.0743,0;-2.7919,6.5835,0;-4.7306,4.0853,0;-2.5121,4.365,0;-1.5182,1.8762,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;3.9084,-.2548,0;-3.8405,-.2486,0;-3.2374,-.0253,0;-5.4394,1.0743,0;-4.6544,-.1082,0;-4.8031,2.3488,0;3.0998,-1.5046,0;2.0999,-1.5018,0;2.5985,-2.0032,0;-7.9332,1.7033,0;-6.9909,1.3687,0;-7.6294,1.0648,0;-3.5953,5.8061,0;-2.652,5.4743,0;-3.3156,3.5876,0;-3.9271,4.8627,0;-5.9768,3.131,0;-2.3986,-1.089,0;-6.5456,-.3969,0;-3.1174,6.9631,0;-4.8227,4.5767,0;-2.1326,4.6906,0;
Duplicates	DB01768
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01768.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01768.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01768.sdf