CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08731 (8354)

Formula C₂₃H₁₇NO₆

MW 403.39

InChIKey GPOKTQCDBPECSS-HIVOMVAKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.79

logP 3.1579

PSA 111.98

MR 111.866

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -174.65287

PM7_Total_Energy_ev -5012.52883

PM7_Electronic_Energy_ev -40885.47318

PM7_Dipole_Debye 1.37954

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.593

PM7_LUMO_Energy_ev -1.969

PM7_COSMO_Area_square_ang 377.54

PM7_COSMO_Volue_cubic_ang 461.97

PM7_Electron_Affinity_ev 1.969

PM7_Ionization_Energy_ev 8.593

PM7_Energy_Gap_ev 6.624

PM7_Global_Hardness_ev 3.312

PM7_Global_Softness_ev 0.30193236714975846

PM7_Chemical_Potential_ev -5.281

PM7_Electronigativity_ev 5.281

PM7_Back_Donation_Energy_ev -0.828

PM7_Electrophilicity_ev 4.2102900060386474

OPENEYE_Name 2-[(1~{R})-1-(carboxymethyl)-2-(1-naphthyl)ethyl]-1,3-dioxo-isoindoline-5-carboxylic acid

SMILES c1ccc2c(c1)cccc2CC(CC(=O)O)N3C(=O)c4ccc(cc4C3=O)C(=O)O

Canonical_SMILES OC(=O)C[C@H](N1C(=O)c2c(C1=O)cc(cc2)C(=O)O)Cc1cccc2c1cccc2

InChI 1/C23H17NO6/c25-20(26)12-16(10-14-6-3-5-13-4-1-2-7-17(13)14)24-21(27)18-9-8-15(23(29)30)11-19(18)22(24)28/h1-9,11,16H,10,12H2,(H,25,26)(H,29,30)/f/h25,29H

InChI_3D 1S/C23H17NO6/c25-20(26)12-16(10-14-6-3-5-13-4-1-2-7-17(13)14)24-21(27)18-9-8-15(23(29)30)11-19(18)22(24)28/h1-9,11,16H,10,12H2,(H,25,26)(H,29,30)/t16-/m1/s1

AuxInfo 1/1/N:1,2,3,4,6,9,5,8,7,21,10,22,11,16,15,23,12,13,14,20,17,18,19,24,28,30,25,26,27,29/E:(25,26)(29,30)/F:1,2,3,4,6,9,5,8,7,21,10,22,11,16,15,23,12,13,14,20,17,18,19,24,30,28,25,26,29,27/rA:47cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;;d7;s3;;d4s6;d5s11;s7;s10d13;s8d10;d9s12;s13;s14;s15;;s16;s20;s21s22;s17s18s23;d17;d18;d19;d20;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s22;s22;s23;s29;s30;/rC:8.5411,2.1019,0;7.5354,2.0992,0;8.5484,-1.3729,0;9.0413,1.2354,0;7.03,1.2299,0;9.0471,-.5005,0;.868,.5079,0;;7.5427,-1.3743,0;.868,-1.5037,0;8.5458,.3648,0;7.5401,.3634,0;1.736,0,0;1.736,-1.0071,0;0,-1.0058,0;7.0358,-.5034,0;2.6938,.311,0;2.6938,-1.3184,0;-.8653,-1.507,0;5.0357,1.4965,0;6.0358,-.5034,0;5.0357,.4965,0;5.0358,-.5035,0;3.2858,-.5036,0;3.0029,1.262,0;3.0028,-2.2695,0;-1.732,-1.0082,0;5.9017,1.9966,0;-.8639,-2.507,0;4.1696,1.9965,0;8.7905,2.5353,0;7.2855,2.5322,0;8.7996,-1.8052,0;9.5413,1.2369,0;6.53,1.2285,0;9.5471,-.4991,0;.868,1.0079,0;-.4337,.2487,0;7.2937,-1.8079,0;.8677,-2.0037,0;6.0358,-1.0034,0;6.0358,-.0034,0;5.5357,.4965,0;4.5357,.4965,0;5.0358,-1.0035,0;-1.2966,-2.7576,0;4.1696,2.4965,0;

Duplicates DB08731

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08731.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08731.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08731.sdf

Formula	C₂₃H₁₇NO₆
MW	403.39
InChIKey	GPOKTQCDBPECSS-HIVOMVAKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.79
logP	3.1579
PSA	111.98
MR	111.866
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-174.65287
PM7_Total_Energy_ev	-5012.52883
PM7_Electronic_Energy_ev	-40885.47318
PM7_Dipole_Debye	1.37954
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.593
PM7_LUMO_Energy_ev	-1.969
PM7_COSMO_Area_square_ang	377.54
PM7_COSMO_Volue_cubic_ang	461.97
PM7_Electron_Affinity_ev	1.969
PM7_Ionization_Energy_ev	8.593
PM7_Energy_Gap_ev	6.624
PM7_Global_Hardness_ev	3.312
PM7_Global_Softness_ev	0.30193236714975846
PM7_Chemical_Potential_ev	-5.281
PM7_Electronigativity_ev	5.281
PM7_Back_Donation_Energy_ev	-0.828
PM7_Electrophilicity_ev	4.2102900060386474
OPENEYE_Name	2-[(1~{R})-1-(carboxymethyl)-2-(1-naphthyl)ethyl]-1,3-dioxo-isoindoline-5-carboxylic acid
SMILES	c1ccc2c(c1)cccc2CC(CC(=O)O)N3C(=O)c4ccc(cc4C3=O)C(=O)O
Canonical_SMILES	OC(=O)C[C@H](N1C(=O)c2c(C1=O)cc(cc2)C(=O)O)Cc1cccc2c1cccc2
InChI	1/C23H17NO6/c25-20(26)12-16(10-14-6-3-5-13-4-1-2-7-17(13)14)24-21(27)18-9-8-15(23(29)30)11-19(18)22(24)28/h1-9,11,16H,10,12H2,(H,25,26)(H,29,30)/f/h25,29H
InChI_3D	1S/C23H17NO6/c25-20(26)12-16(10-14-6-3-5-13-4-1-2-7-17(13)14)24-21(27)18-9-8-15(23(29)30)11-19(18)22(24)28/h1-9,11,16H,10,12H2,(H,25,26)(H,29,30)/t16-/m1/s1
AuxInfo	1/1/N:1,2,3,4,6,9,5,8,7,21,10,22,11,16,15,23,12,13,14,20,17,18,19,24,28,30,25,26,27,29/E:(25,26)(29,30)/F:1,2,3,4,6,9,5,8,7,21,10,22,11,16,15,23,12,13,14,20,17,18,19,24,30,28,25,26,29,27/rA:47cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;;d7;s3;;d4s6;d5s11;s7;s10d13;s8d10;d9s12;s13;s14;s15;;s16;s20;s21s22;s17s18s23;d17;d18;d19;d20;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s22;s22;s23;s29;s30;/rC:8.5411,2.1019,0;7.5354,2.0992,0;8.5484,-1.3729,0;9.0413,1.2354,0;7.03,1.2299,0;9.0471,-.5005,0;.868,.5079,0;;7.5427,-1.3743,0;.868,-1.5037,0;8.5458,.3648,0;7.5401,.3634,0;1.736,0,0;1.736,-1.0071,0;0,-1.0058,0;7.0358,-.5034,0;2.6938,.311,0;2.6938,-1.3184,0;-.8653,-1.507,0;5.0357,1.4965,0;6.0358,-.5034,0;5.0357,.4965,0;5.0358,-.5035,0;3.2858,-.5036,0;3.0029,1.262,0;3.0028,-2.2695,0;-1.732,-1.0082,0;5.9017,1.9966,0;-.8639,-2.507,0;4.1696,1.9965,0;8.7905,2.5353,0;7.2855,2.5322,0;8.7996,-1.8052,0;9.5413,1.2369,0;6.53,1.2285,0;9.5471,-.4991,0;.868,1.0079,0;-.4337,.2487,0;7.2937,-1.8079,0;.8677,-2.0037,0;6.0358,-1.0034,0;6.0358,-.0034,0;5.5357,.4965,0;4.5357,.4965,0;5.0358,-1.0035,0;-1.2966,-2.7576,0;4.1696,2.4965,0;
Duplicates	DB08731
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08731.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08731.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08731.sdf