CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08001 (7515)

Formula C₂₂H₁₉NO₈

MW 425.39

InChIKey DQSRCEFDWMQCCV-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 12

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 9

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.57

logP 3.1165

PSA 139.32

MR 109.24

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -205.7953

PM7_Total_Energy_ev -5504.39869

PM7_Electronic_Energy_ev -43747.07257

PM7_Dipole_Debye 6.56925

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.396

PM7_LUMO_Energy_ev -1.219

PM7_COSMO_Area_square_ang 405.76

PM7_COSMO_Volue_cubic_ang 483.18

PM7_Electron_Affinity_ev 1.219

PM7_Ionization_Energy_ev 9.396

PM7_Energy_Gap_ev 8.177

PM7_Global_Hardness_ev 4.0885

PM7_Global_Softness_ev 0.24458847988259752

PM7_Chemical_Potential_ev -5.3075

PM7_Electronigativity_ev 5.3075

PM7_Back_Donation_Energy_ev -1.022125

PM7_Electrophilicity_ev 3.4449744710774124

OPENEYE_Name 5-[3-[(~{E})-3-(3-hydroxy-2-methoxycarbonyl-phenoxy)prop-1-enyl]phenyl]-4-(hydroxymethyl)isoxazole-3-carboxylic acid

SMILES c1cc(cc(c1)C=CCOc2cccc(c2C(=O)OC)O)c3c(c(no3)C(=O)O)CO

Canonical_SMILES COC(=O)c1c(OC/C=C/c2cccc(c2)c2onc(c2CO)C(=O)O)cccc1O

InChI 1/C22H19NO8/c1-29-22(28)18-16(25)8-3-9-17(18)30-10-4-6-13-5-2-7-14(11-13)20-15(12-24)19(21(26)27)23-31-20/h2-9,11,24-25H,10,12H2,1H3,(H,26,27)/f/h26H

InChI_3D 1S/C22H19NO8/c1-29-22(28)18-16(25)8-3-9-17(18)30-10-4-6-13-5-2-7-14(11-13)20-15(12-24)19(21(26)27)23-31-20/h2-9,11,24-25H,10,12H2,1H3,(H,26,27)/b6-4+

AuxInfo 1/1/N:20,1,2,17,4,16,3,5,6,22,7,21,9,8,11,12,13,10,15,14,19,18,23,29,27,25,28,24,31,30,26/E:(26,27)/F:20,1,2,17,4,16,3,5,6,22,7,21,9,8,11,12,13,10,15,14,19,18,23,29,27,28,25,24,31,30,26/rA:50nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;s3d7;d4s7;;;s5d10;d6s10;s8d11;s11;s9;w16;s10;s15;;s11;s17;d15;d18;d19;s14s23;s12;s19;s21;s13s22;s18s20;s1;s2;s3;s4;s5;s6;s7;s16;s17;s20;s20;s20;s21;s21;s22;s22;s27;s28;s29;/rC:-2.9541,.8965,0;-1.558,6.8396,0;-2.0015,.592,0;-3.1649,1.8794,0;-1.7706,7.8168,0;-2.3038,6.1656,0;-1.4685,2.2433,0;-1.2577,1.2604,0;-2.4232,2.5577,0;-3.4671,7.4528,0;;-2.7214,8.1268,0;-3.2621,6.4688,0;-.3065,.9518,0;1.0015,0,0;-2.6329,3.5355,0;-3.5846,3.8427,0;-4.4179,7.7628,0;1.5883,-.8097,0;-6.1124,7.4046,0;-.5888,-.8082,0;-3.7943,4.8205,0;1.3133,.9518,0;-4.6247,8.7412,0;1.1805,-1.7228,0;.5008,1.5426,0;-2.9297,9.1048,0;2.583,-.7064,0;-1.1777,-1.6165,0;-4.004,5.7983,0;-5.1617,7.0945,0;-3.3246,.5607,0;-1.082,6.6867,0;-1.8967,.1032,0;-3.6412,2.0316,0;-1.3997,8.152,0;-2.1975,5.677,0;-1.0966,2.5774,0;-2.262,3.8707,0;-3.9555,3.5075,0;-6.2675,6.9292,0;-5.9574,7.8799,0;-6.5878,7.5596,0;-.1847,-1.1027,0;-.993,-.5138,0;-4.2832,4.7156,0;-3.3054,4.9254,0;-3.4053,9.2592,0;2.8764,-1.1113,0;-.9749,-2.0735,0;

Duplicates DB08001

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08001.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08001.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08001.sdf

Formula	C₂₂H₁₉NO₈
MW	425.39
InChIKey	DQSRCEFDWMQCCV-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	12
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	9
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.57
logP	3.1165
PSA	139.32
MR	109.24
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-205.7953
PM7_Total_Energy_ev	-5504.39869
PM7_Electronic_Energy_ev	-43747.07257
PM7_Dipole_Debye	6.56925
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.396
PM7_LUMO_Energy_ev	-1.219
PM7_COSMO_Area_square_ang	405.76
PM7_COSMO_Volue_cubic_ang	483.18
PM7_Electron_Affinity_ev	1.219
PM7_Ionization_Energy_ev	9.396
PM7_Energy_Gap_ev	8.177
PM7_Global_Hardness_ev	4.0885
PM7_Global_Softness_ev	0.24458847988259752
PM7_Chemical_Potential_ev	-5.3075
PM7_Electronigativity_ev	5.3075
PM7_Back_Donation_Energy_ev	-1.022125
PM7_Electrophilicity_ev	3.4449744710774124
OPENEYE_Name	5-[3-[(~{E})-3-(3-hydroxy-2-methoxycarbonyl-phenoxy)prop-1-enyl]phenyl]-4-(hydroxymethyl)isoxazole-3-carboxylic acid
SMILES	c1cc(cc(c1)C=CCOc2cccc(c2C(=O)OC)O)c3c(c(no3)C(=O)O)CO
Canonical_SMILES	COC(=O)c1c(OC/C=C/c2cccc(c2)c2onc(c2CO)C(=O)O)cccc1O
InChI	1/C22H19NO8/c1-29-22(28)18-16(25)8-3-9-17(18)30-10-4-6-13-5-2-7-14(11-13)20-15(12-24)19(21(26)27)23-31-20/h2-9,11,24-25H,10,12H2,1H3,(H,26,27)/f/h26H
InChI_3D	1S/C22H19NO8/c1-29-22(28)18-16(25)8-3-9-17(18)30-10-4-6-13-5-2-7-14(11-13)20-15(12-24)19(21(26)27)23-31-20/h2-9,11,24-25H,10,12H2,1H3,(H,26,27)/b6-4+
AuxInfo	1/1/N:20,1,2,17,4,16,3,5,6,22,7,21,9,8,11,12,13,10,15,14,19,18,23,29,27,25,28,24,31,30,26/E:(26,27)/F:20,1,2,17,4,16,3,5,6,22,7,21,9,8,11,12,13,10,15,14,19,18,23,29,27,28,25,24,31,30,26/rA:50nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;s3d7;d4s7;;;s5d10;d6s10;s8d11;s11;s9;w16;s10;s15;;s11;s17;d15;d18;d19;s14s23;s12;s19;s21;s13s22;s18s20;s1;s2;s3;s4;s5;s6;s7;s16;s17;s20;s20;s20;s21;s21;s22;s22;s27;s28;s29;/rC:-2.9541,.8965,0;-1.558,6.8396,0;-2.0015,.592,0;-3.1649,1.8794,0;-1.7706,7.8168,0;-2.3038,6.1656,0;-1.4685,2.2433,0;-1.2577,1.2604,0;-2.4232,2.5577,0;-3.4671,7.4528,0;;-2.7214,8.1268,0;-3.2621,6.4688,0;-.3065,.9518,0;1.0015,0,0;-2.6329,3.5355,0;-3.5846,3.8427,0;-4.4179,7.7628,0;1.5883,-.8097,0;-6.1124,7.4046,0;-.5888,-.8082,0;-3.7943,4.8205,0;1.3133,.9518,0;-4.6247,8.7412,0;1.1805,-1.7228,0;.5008,1.5426,0;-2.9297,9.1048,0;2.583,-.7064,0;-1.1777,-1.6165,0;-4.004,5.7983,0;-5.1617,7.0945,0;-3.3246,.5607,0;-1.082,6.6867,0;-1.8967,.1032,0;-3.6412,2.0316,0;-1.3997,8.152,0;-2.1975,5.677,0;-1.0966,2.5774,0;-2.262,3.8707,0;-3.9555,3.5075,0;-6.2675,6.9292,0;-5.9574,7.8799,0;-6.5878,7.5596,0;-.1847,-1.1027,0;-.993,-.5138,0;-4.2832,4.7156,0;-3.3054,4.9254,0;-3.4053,9.2592,0;2.8764,-1.1113,0;-.9749,-2.0735,0;
Duplicates	DB08001
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08001.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08001.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08001.sdf