CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04517 (4823)

Formula C₂₀H₂₄N₂O₈

MW 420.42

InChIKey LCAXMKQKEYTFDM-QMOLGJLJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 55

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 10

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.86

logP 1.5306

PSA 180.78

MR 105.356

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -354.57336

PM7_Total_Energy_ev -5517.70091

PM7_Electronic_Energy_ev -45874.33947

PM7_Dipole_Debye 6.74599

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.811

PM7_LUMO_Energy_ev 0.629

PM7_COSMO_Area_square_ang 402.2

PM7_COSMO_Volue_cubic_ang 494.84

PM7_Electron_Affinity_ev -0.629

PM7_Ionization_Energy_ev 8.811

PM7_Energy_Gap_ev 9.44

PM7_Global_Hardness_ev 4.72

PM7_Global_Softness_ev 0.211864406779661

PM7_Chemical_Potential_ev -4.091

PM7_Electronigativity_ev 4.091

PM7_Back_Donation_Energy_ev -1.18

PM7_Electrophilicity_ev 1.7729111228813559

OPENEYE_Name 3-[5-[[3-(2-carboxyethyl)-4-(carboxymethyl)-5-methyl-1~{H}-pyrrol-2-yl]methyl]-4-(carboxymethyl)-1~{H}-pyrrol-3-yl]propanoic acid

SMILES c1c(c(c([nH]1)Cc2c(c(c([nH]2)C)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O

Canonical_SMILES OC(=O)CCc1c[nH]c(c1CC(=O)O)Cc1[nH]c(c(c1CCC(=O)O)CC(=O)O)C

InChI 1/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h9,21-22H,2-8H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)/f/h23,25,27,29H

InChI_3D 1S/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h9,21-22H,2-8H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)

AuxInfo 1/1/N:13,16,17,19,20,15,14,18,1,6,2,5,4,3,7,8,11,12,10,9,21,22,25,29,26,30,24,28,23,27/E:(23,24)(25,26)(27,28)(29,30)/F:13,16,17,19,20,15,14,18,1,6,2,5,4,3,7,8,11,12,10,9,21,22,29,25,30,26,28,24,27,23/rA:54nCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s4;d4;d3;d5;;;;;s6;s3s9;s4s10;s2;s5;s7s8;s11s16;s12s17;s1s7;s6s8;d9;d10;d11;d12;s9;s10;s11;s12;s1;s13;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s27;s28;s29;s30;/rC:-.3065,.9518,0;;1.0015,0,0;4.5296,2.519,0;3.5281,2.519,0;4.8361,1.5672,0;1.3133,.9518,0;3.2163,1.5672,0;2.1751,-1.6195,0;5.7073,4.1355,0;-1.7665,-2.4247,0;1.7677,4.9481,0;5.7873,1.2585,0;1.5883,-.8097,0;5.1184,3.3272,0;-.5888,-.8082,0;2.9413,3.3287,0;2.2648,1.2595,0;-1.1777,-1.6165,0;2.3545,4.1384,0;.5008,1.5426,0;4.0288,.9764,0;1.7673,-2.5325,0;6.7017,4.0296,0;-2.7609,-2.3189,0;2.1755,5.8612,0;3.1698,-1.5161,0;5.3017,5.0495,0;-1.361,-3.3388,0;.773,4.8448,0;-.7821,1.1061,0;5.9416,1.7341,0;5.6329,.7829,0;6.2629,1.1042,0;1.9932,-.5163,0;1.1834,-1.1031,0;4.7143,3.6216,0;5.5225,3.0328,0;-.1847,-1.1027,0;-.993,-.5138,0;2.5364,3.0353,0;3.3461,3.6221,0;2.4186,.7837,0;2.1109,1.7352,0;-1.5818,-1.3221,0;-.7736,-1.9109,0;2.7593,4.4318,0;1.9496,3.845,0;.5,2.0426,0;4.0295,.4764,0;3.4632,-1.921,0;5.5962,5.4537,0;-1.6554,-3.7429,0;.4796,5.2497,0;

Duplicates DB04517

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04517.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04517.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04517.sdf

Formula	C₂₀H₂₄N₂O₈
MW	420.42
InChIKey	LCAXMKQKEYTFDM-QMOLGJLJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	55
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	10
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.86
logP	1.5306
PSA	180.78
MR	105.356
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-354.57336
PM7_Total_Energy_ev	-5517.70091
PM7_Electronic_Energy_ev	-45874.33947
PM7_Dipole_Debye	6.74599
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.811
PM7_LUMO_Energy_ev	0.629
PM7_COSMO_Area_square_ang	402.2
PM7_COSMO_Volue_cubic_ang	494.84
PM7_Electron_Affinity_ev	-0.629
PM7_Ionization_Energy_ev	8.811
PM7_Energy_Gap_ev	9.44
PM7_Global_Hardness_ev	4.72
PM7_Global_Softness_ev	0.211864406779661
PM7_Chemical_Potential_ev	-4.091
PM7_Electronigativity_ev	4.091
PM7_Back_Donation_Energy_ev	-1.18
PM7_Electrophilicity_ev	1.7729111228813559
OPENEYE_Name	3-[5-[[3-(2-carboxyethyl)-4-(carboxymethyl)-5-methyl-1~{H}-pyrrol-2-yl]methyl]-4-(carboxymethyl)-1~{H}-pyrrol-3-yl]propanoic acid
SMILES	c1c(c(c([nH]1)Cc2c(c(c([nH]2)C)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O
Canonical_SMILES	OC(=O)CCc1c[nH]c(c1CC(=O)O)Cc1[nH]c(c(c1CCC(=O)O)CC(=O)O)C
InChI	1/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h9,21-22H,2-8H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)/f/h23,25,27,29H
InChI_3D	1S/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h9,21-22H,2-8H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)
AuxInfo	1/1/N:13,16,17,19,20,15,14,18,1,6,2,5,4,3,7,8,11,12,10,9,21,22,25,29,26,30,24,28,23,27/E:(23,24)(25,26)(27,28)(29,30)/F:13,16,17,19,20,15,14,18,1,6,2,5,4,3,7,8,11,12,10,9,21,22,29,25,30,26,28,24,27,23/rA:54nCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s4;d4;d3;d5;;;;;s6;s3s9;s4s10;s2;s5;s7s8;s11s16;s12s17;s1s7;s6s8;d9;d10;d11;d12;s9;s10;s11;s12;s1;s13;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s27;s28;s29;s30;/rC:-.3065,.9518,0;;1.0015,0,0;4.5296,2.519,0;3.5281,2.519,0;4.8361,1.5672,0;1.3133,.9518,0;3.2163,1.5672,0;2.1751,-1.6195,0;5.7073,4.1355,0;-1.7665,-2.4247,0;1.7677,4.9481,0;5.7873,1.2585,0;1.5883,-.8097,0;5.1184,3.3272,0;-.5888,-.8082,0;2.9413,3.3287,0;2.2648,1.2595,0;-1.1777,-1.6165,0;2.3545,4.1384,0;.5008,1.5426,0;4.0288,.9764,0;1.7673,-2.5325,0;6.7017,4.0296,0;-2.7609,-2.3189,0;2.1755,5.8612,0;3.1698,-1.5161,0;5.3017,5.0495,0;-1.361,-3.3388,0;.773,4.8448,0;-.7821,1.1061,0;5.9416,1.7341,0;5.6329,.7829,0;6.2629,1.1042,0;1.9932,-.5163,0;1.1834,-1.1031,0;4.7143,3.6216,0;5.5225,3.0328,0;-.1847,-1.1027,0;-.993,-.5138,0;2.5364,3.0353,0;3.3461,3.6221,0;2.4186,.7837,0;2.1109,1.7352,0;-1.5818,-1.3221,0;-.7736,-1.9109,0;2.7593,4.4318,0;1.9496,3.845,0;.5,2.0426,0;4.0295,.4764,0;3.4632,-1.921,0;5.5962,5.4537,0;-1.6554,-3.7429,0;.4796,5.2497,0;
Duplicates	DB04517
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04517.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04517.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04517.sdf