CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00522 (555)

Formula C₂₃H₂₀N₂O₅

MW 404.42

InChIKey SPPTWHFVYKCNNK-LMDSNWCANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 7

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.03

logP 3.5341

PSA 115.73

MR 111.548

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -146.45186

PM7_Total_Energy_ev -4944.42226

PM7_Electronic_Energy_ev -39169.66568

PM7_Dipole_Debye 2.79025

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.462

PM7_LUMO_Energy_ev -0.872

PM7_COSMO_Area_square_ang 412.71

PM7_COSMO_Volue_cubic_ang 477.26

PM7_Electron_Affinity_ev 0.872

PM7_Ionization_Energy_ev 9.462

PM7_Energy_Gap_ev 8.59

PM7_Global_Hardness_ev 4.295

PM7_Global_Softness_ev 0.23282887077997672

PM7_Chemical_Potential_ev -5.167

PM7_Electronigativity_ev 5.167

PM7_Back_Donation_Energy_ev -1.07375

PM7_Electrophilicity_ev 3.108019674039581

OPENEYE_Name 4-[[(2~{S})-2-benzamido-3-(4-hydroxyphenyl)propanoyl]amino]benzoic acid

SMILES c1ccc(cc1)C(=O)NC(C(=O)Nc2ccc(cc2)C(=O)O)Cc3ccc(cc3)O

Canonical_SMILES O=C([C@@H](NC(=O)c1ccccc1)Cc1ccc(cc1)O)Nc1ccc(cc1)C(=O)O

InChI 1/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/f/h24-25,29H

InChI_3D 1S/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,8,9,6,7,10,11,12,13,22,16,14,15,17,18,23,19,21,20,24,25,29,26,28,27,30/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)(29,30)/F:1,2,3,4,5,8,9,6,7,10,11,12,13,22,16,14,15,17,18,23,19,21,20,24,25,29,26,28,30,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;;d6;s7;d8;s9;d4s5;s6d7;s8d9;s10d11;s12d13;s14;s15;;s16;s21s22;s17s21;s19s23;d19;d20;d21;s18;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s23;s24;s25;s29;s30;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-4.8789,4.5119,0;-4.8789,2.7769,0;-1.7335,7.0079,0;.0015,7.0079,0;-3.8737,4.5119,0;-3.8737,2.7769,0;-1.7335,8.0131,0;.0015,8.0131,0;0,2.0104,0;-5.3764,3.6444,0;-.866,6.5104,0;-3.366,3.6444,0;-.866,8.5208,0;0,3.0104,0;-6.3764,3.6444,0;-1.866,4.5104,0;-.866,5.5104,0;-.866,4.5104,0;-2.366,3.6444,0;-.866,3.5104,0;.866,3.5104,0;-6.8764,4.5104,0;-2.366,5.3764,0;-.866,9.5208,0;-6.8764,2.7784,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.1296,4.9445,0;-5.1296,2.3442,0;-2.1662,6.7573,0;.4341,6.7573,0;-3.625,4.9456,0;-3.625,2.3431,0;-2.1673,8.2618,0;.4352,8.2618,0;-.366,5.5104,0;-1.366,5.5104,0;-.366,4.5104,0;-2.116,3.2114,0;-1.299,3.2604,0;-1.299,9.7708,0;-7.3764,2.7784,0;

Duplicates DB00522

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00522.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00522.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00522.sdf

Formula	C₂₃H₂₀N₂O₅
MW	404.42
InChIKey	SPPTWHFVYKCNNK-LMDSNWCANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	7
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.03
logP	3.5341
PSA	115.73
MR	111.548
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-146.45186
PM7_Total_Energy_ev	-4944.42226
PM7_Electronic_Energy_ev	-39169.66568
PM7_Dipole_Debye	2.79025
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.462
PM7_LUMO_Energy_ev	-0.872
PM7_COSMO_Area_square_ang	412.71
PM7_COSMO_Volue_cubic_ang	477.26
PM7_Electron_Affinity_ev	0.872
PM7_Ionization_Energy_ev	9.462
PM7_Energy_Gap_ev	8.59
PM7_Global_Hardness_ev	4.295
PM7_Global_Softness_ev	0.23282887077997672
PM7_Chemical_Potential_ev	-5.167
PM7_Electronigativity_ev	5.167
PM7_Back_Donation_Energy_ev	-1.07375
PM7_Electrophilicity_ev	3.108019674039581
OPENEYE_Name	4-[[(2~{S})-2-benzamido-3-(4-hydroxyphenyl)propanoyl]amino]benzoic acid
SMILES	c1ccc(cc1)C(=O)NC(C(=O)Nc2ccc(cc2)C(=O)O)Cc3ccc(cc3)O
Canonical_SMILES	O=C([C@@H](NC(=O)c1ccccc1)Cc1ccc(cc1)O)Nc1ccc(cc1)C(=O)O
InChI	1/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/f/h24-25,29H
InChI_3D	1S/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,8,9,6,7,10,11,12,13,22,16,14,15,17,18,23,19,21,20,24,25,29,26,28,27,30/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)(29,30)/F:1,2,3,4,5,8,9,6,7,10,11,12,13,22,16,14,15,17,18,23,19,21,20,24,25,29,26,28,30,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;;d6;s7;d8;s9;d4s5;s6d7;s8d9;s10d11;s12d13;s14;s15;;s16;s21s22;s17s21;s19s23;d19;d20;d21;s18;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s23;s24;s25;s29;s30;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-4.8789,4.5119,0;-4.8789,2.7769,0;-1.7335,7.0079,0;.0015,7.0079,0;-3.8737,4.5119,0;-3.8737,2.7769,0;-1.7335,8.0131,0;.0015,8.0131,0;0,2.0104,0;-5.3764,3.6444,0;-.866,6.5104,0;-3.366,3.6444,0;-.866,8.5208,0;0,3.0104,0;-6.3764,3.6444,0;-1.866,4.5104,0;-.866,5.5104,0;-.866,4.5104,0;-2.366,3.6444,0;-.866,3.5104,0;.866,3.5104,0;-6.8764,4.5104,0;-2.366,5.3764,0;-.866,9.5208,0;-6.8764,2.7784,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.1296,4.9445,0;-5.1296,2.3442,0;-2.1662,6.7573,0;.4341,6.7573,0;-3.625,4.9456,0;-3.625,2.3431,0;-2.1673,8.2618,0;.4352,8.2618,0;-.366,5.5104,0;-1.366,5.5104,0;-.366,4.5104,0;-2.116,3.2114,0;-1.299,3.2604,0;-1.299,9.7708,0;-7.3764,2.7784,0;
Duplicates	DB00522
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00522.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00522.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00522.sdf