CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00642_t0 (704)

Formula C₂₀H₂₁N₅O₆

MW 427.42

InChIKey WBXPDJSOTKVWSJ-ZUYIHAEHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 6

HB_Acceptor 6

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -0.96

logP 1.6385

PSA 191.26

MR 111.147

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -197.02543

PM7_Total_Energy_ev -5443.4619

PM7_Electronic_Energy_ev -48078.54734

PM7_Dipole_Debye 13.00612

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.922

PM7_LUMO_Energy_ev -0.042

PM7_COSMO_Area_square_ang 367.62

PM7_COSMO_Volue_cubic_ang 485.83

PM7_Electron_Affinity_ev 0.042

PM7_Ionization_Energy_ev 8.922

PM7_Energy_Gap_ev 8.88

PM7_Global_Hardness_ev 4.44

PM7_Global_Softness_ev 0.22522522522522523

PM7_Chemical_Potential_ev -4.482

PM7_Electronigativity_ev 4.482

PM7_Back_Donation_Energy_ev -1.11

PM7_Electrophilicity_ev 2.2621986486486487

OPENEYE_Name (2~{S})-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid

SMILES c1cc(ccc1C(=O)NC(C(=O)O)CCC(=O)O)CCc2c[nH]c3c2c(=O)nc([nH]3)N

Canonical_SMILES OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCc1c[nH]c2c1c(=O)nc([nH]2)N

InChI 1/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/f/h22-24,26,30H,21H2

InChI_3D 1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m0/s1

AuxInfo 1/1/N:3,4,16,1,2,17,19,18,5,8,7,9,20,14,6,10,13,11,15,12,24,22,25,23,21,28,30,27,26,29,31/E:(1,2)(4,5)(26,27)(30,31)/F:3,4,16,1,2,17,19,18,5,8,7,9,20,14,6,10,13,11,15,12,24,22,25,23,21,30,28,27,26,31,29/E:(1,2)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s3d4;d5s6;d6;s6;;s7;;;s8;s9s16;s14;s18;s15s19;s11d12;s5s10;s10s12;s12;s13s20;d11;d13;d14;d15;s14;s15;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s24;s24;s25;s30;s31;/rC:2.2197,4.0239,0;.5697,4.5601,0;1.9091,3.0679,0;.259,3.6041,0;.592,-.8146,0;-.9578,-.311,0;1.5485,4.7651,0;.9271,2.8531,0;;-.9578,-1.3181,0;-1.8258,.1969,0;-2.6938,-1.3168,0;1.8575,5.7162,0;2.4246,10.2635,0;.5464,7.7194,0;.6181,1.9021,0;.309,.951,0;2.1156,9.3125,0;1.8065,8.3614,0;1.4975,7.4104,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,-1.8147,0;-3.5591,-1.818,0;1.1884,6.4593,0;-1.8258,1.1969,0;2.8357,5.924,0;1.7555,11.0067,0;-.1968,7.0503,0;3.4028,10.4714,0;.3385,8.6976,0;2.7087,4.1285,0;.2357,4.9321,0;2.2447,2.6973,0;-.2304,3.5016,0;1.092,-.8146,0;1.0936,1.7476,0;.1426,2.0566,0;-.1665,1.1056,0;.7846,.7965,0;1.64,9.467,0;2.5911,9.1579,0;1.331,8.516,0;2.282,8.2069,0;1.973,7.2559,0;.1545,-2.1049,0;-1.8261,-2.3147,0;-3.5584,-2.318,0;-3.9925,-1.5686,0;.6993,6.3554,0;3.5573,10.9469,0;-.137,8.8521,0;

Duplicates DB00642_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00642_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00642_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00642_t0.sdf

Formula	C₂₀H₂₁N₅O₆
MW	427.42
InChIKey	WBXPDJSOTKVWSJ-ZUYIHAEHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	6
HB_Acceptor	6
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-0.96
logP	1.6385
PSA	191.26
MR	111.147
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-197.02543
PM7_Total_Energy_ev	-5443.4619
PM7_Electronic_Energy_ev	-48078.54734
PM7_Dipole_Debye	13.00612
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.922
PM7_LUMO_Energy_ev	-0.042
PM7_COSMO_Area_square_ang	367.62
PM7_COSMO_Volue_cubic_ang	485.83
PM7_Electron_Affinity_ev	0.042
PM7_Ionization_Energy_ev	8.922
PM7_Energy_Gap_ev	8.88
PM7_Global_Hardness_ev	4.44
PM7_Global_Softness_ev	0.22522522522522523
PM7_Chemical_Potential_ev	-4.482
PM7_Electronigativity_ev	4.482
PM7_Back_Donation_Energy_ev	-1.11
PM7_Electrophilicity_ev	2.2621986486486487
OPENEYE_Name	(2~{S})-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid
SMILES	c1cc(ccc1C(=O)NC(C(=O)O)CCC(=O)O)CCc2c[nH]c3c2c(=O)nc([nH]3)N
Canonical_SMILES	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCc1c[nH]c2c1c(=O)nc([nH]2)N
InChI	1/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/f/h22-24,26,30H,21H2
InChI_3D	1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m0/s1
AuxInfo	1/1/N:3,4,16,1,2,17,19,18,5,8,7,9,20,14,6,10,13,11,15,12,24,22,25,23,21,28,30,27,26,29,31/E:(1,2)(4,5)(26,27)(30,31)/F:3,4,16,1,2,17,19,18,5,8,7,9,20,14,6,10,13,11,15,12,24,22,25,23,21,30,28,27,26,31,29/E:(1,2)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s3d4;d5s6;d6;s6;;s7;;;s8;s9s16;s14;s18;s15s19;s11d12;s5s10;s10s12;s12;s13s20;d11;d13;d14;d15;s14;s15;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s24;s24;s25;s30;s31;/rC:2.2197,4.0239,0;.5697,4.5601,0;1.9091,3.0679,0;.259,3.6041,0;.592,-.8146,0;-.9578,-.311,0;1.5485,4.7651,0;.9271,2.8531,0;;-.9578,-1.3181,0;-1.8258,.1969,0;-2.6938,-1.3168,0;1.8575,5.7162,0;2.4246,10.2635,0;.5464,7.7194,0;.6181,1.9021,0;.309,.951,0;2.1156,9.3125,0;1.8065,8.3614,0;1.4975,7.4104,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,-1.8147,0;-3.5591,-1.818,0;1.1884,6.4593,0;-1.8258,1.1969,0;2.8357,5.924,0;1.7555,11.0067,0;-.1968,7.0503,0;3.4028,10.4714,0;.3385,8.6976,0;2.7087,4.1285,0;.2357,4.9321,0;2.2447,2.6973,0;-.2304,3.5016,0;1.092,-.8146,0;1.0936,1.7476,0;.1426,2.0566,0;-.1665,1.1056,0;.7846,.7965,0;1.64,9.467,0;2.5911,9.1579,0;1.331,8.516,0;2.282,8.2069,0;1.973,7.2559,0;.1545,-2.1049,0;-1.8261,-2.3147,0;-3.5584,-2.318,0;-3.9925,-1.5686,0;.6993,6.3554,0;3.5573,10.9469,0;-.137,8.8521,0;
Duplicates	DB00642_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00642_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00642_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00642_t0.sdf