CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06472_s0_p0 (5870)

Formula C₂₀H₂₁N₃O₄

MW 367.4

InChIKey IKZACQMAVUIGPY-PKNHTWFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.38

logP 3.1247

PSA 125.5

MR 105.051

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -101.4187

PM7_Total_Energy_ev -4479.7168

PM7_Electronic_Energy_ev -32779.44514

PM7_Dipole_Debye 6.19729

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.146

PM7_LUMO_Energy_ev -0.676

PM7_COSMO_Area_square_ang 396.07

PM7_COSMO_Volue_cubic_ang 432.52

PM7_Electron_Affinity_ev 0.676

PM7_Ionization_Energy_ev 9.146

PM7_Energy_Gap_ev 8.47

PM7_Global_Hardness_ev 4.235

PM7_Global_Softness_ev 0.2361275088547816

PM7_Chemical_Potential_ev -4.911

PM7_Electronigativity_ev 4.911

PM7_Back_Donation_Energy_ev -1.05875

PM7_Electrophilicity_ev 2.8474523022432114

OPENEYE_Name 2-[(3~{S},5~{S})-5-[[4-(4-carbamimidoylphenyl)phenoxy]methyl]-2-oxo-pyrrolidin-3-yl]acetic acid

SMILES c1cc(ccc1c2ccc(cc2)OCC3CC(C(=O)N3)CC(=O)O)C(=N)N

Canonical_SMILES OC(=O)C[C@@H]1C[C@H](NC1=O)COc1ccc(cc1)c1ccc(cc1)C(=N)N

InChI 1/C20H21N3O4/c21-19(22)14-3-1-12(2-4-14)13-5-7-17(8-6-13)27-11-16-9-15(10-18(24)25)20(26)23-16/h1-8,15-16H,9-11H2,(H3,21,22)(H,23,26)(H,24,25)/f/h21,23-24H,22H2

InChI_3D 1S/C20H21N3O4/c21-19(22)14-3-1-12(2-4-14)13-5-7-17(8-6-13)27-11-16-9-15(10-18(24)25)20(26)23-16/h1-8,15-16H,9-11H2,(H3,21,22)(H,23,26)(H,24,25)/t15-,16-/m0/s1

AuxInfo 1/1/N:1,2,5,6,3,4,7,8,16,19,20,9,10,11,17,18,12,15,14,13,21,23,22,25,26,24,27/E:(1,2)(3,4)(5,6)(7,8)(21,22)(24,25)/F:1,2,5,6,3,4,7,8,16,19,20,9,10,11,17,18,12,15,14,13,21,23,22,26,25,24,27/E:(1,2)(3,4)(5,6)(7,8)/rA:48cCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4s9;s5d6;s7d8;;s11;;;s13s16;s16;s15s17;s18;w14;s13s18;s14;d13;d15;s15;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s18;s19;s19;s20;s20;s21;s22;s23;s23;s26;/rC:6.1963,2.4596,0;6.1982,4.1946,0;4.2013,2.4617,0;4.2032,4.1967,0;7.2015,2.4585,0;7.2034,4.1935,0;3.1961,2.4628,0;3.198,4.1978,0;5.6997,3.3276,0;4.6997,3.3287,0;7.7101,3.3255,0;2.6893,3.3308,0;-1.308,.9518,0;8.7101,3.3244,0;-3.6924,-.5671,0;;-1.0015,0,0;.3118,.9518,0;-2.7139,-.3609,0;1.1884,2.4664,0;9.2111,4.1899,0;-.5007,1.5426,0;9.2092,2.4579,0;-2.2592,1.2604,0;-4.3602,.1773,0;-4.0031,-1.5176,0;1.6893,3.3319,0;5.9452,2.0272,0;5.948,4.6275,0;4.4515,2.0288,0;4.4542,4.6291,0;7.4498,2.0245,0;7.4525,4.627,0;2.9469,2.0293,0;2.9497,4.6318,0;.4889,-.1047,0;-.0527,-.4972,0;-.9497,-.4973,0;.7682,.7476,0;-2.817,.1284,0;-2.6108,-.8501,0;.7557,2.7169,0;1.6212,2.216,0;9.7111,4.1894,0;-.5015,2.0426,0;8.9587,2.0251,0;9.7092,2.4573,0;-4.4923,-1.6207,0;

Duplicates DB06472_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06472_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06472_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06472_s0_p0.sdf

Formula	C₂₀H₂₁N₃O₄
MW	367.4
InChIKey	IKZACQMAVUIGPY-PKNHTWFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.38
logP	3.1247
PSA	125.5
MR	105.051
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-101.4187
PM7_Total_Energy_ev	-4479.7168
PM7_Electronic_Energy_ev	-32779.44514
PM7_Dipole_Debye	6.19729
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.146
PM7_LUMO_Energy_ev	-0.676
PM7_COSMO_Area_square_ang	396.07
PM7_COSMO_Volue_cubic_ang	432.52
PM7_Electron_Affinity_ev	0.676
PM7_Ionization_Energy_ev	9.146
PM7_Energy_Gap_ev	8.47
PM7_Global_Hardness_ev	4.235
PM7_Global_Softness_ev	0.2361275088547816
PM7_Chemical_Potential_ev	-4.911
PM7_Electronigativity_ev	4.911
PM7_Back_Donation_Energy_ev	-1.05875
PM7_Electrophilicity_ev	2.8474523022432114
OPENEYE_Name	2-[(3~{S},5~{S})-5-[[4-(4-carbamimidoylphenyl)phenoxy]methyl]-2-oxo-pyrrolidin-3-yl]acetic acid
SMILES	c1cc(ccc1c2ccc(cc2)OCC3CC(C(=O)N3)CC(=O)O)C(=N)N
Canonical_SMILES	OC(=O)C[C@@H]1C[C@H](NC1=O)COc1ccc(cc1)c1ccc(cc1)C(=N)N
InChI	1/C20H21N3O4/c21-19(22)14-3-1-12(2-4-14)13-5-7-17(8-6-13)27-11-16-9-15(10-18(24)25)20(26)23-16/h1-8,15-16H,9-11H2,(H3,21,22)(H,23,26)(H,24,25)/f/h21,23-24H,22H2
InChI_3D	1S/C20H21N3O4/c21-19(22)14-3-1-12(2-4-14)13-5-7-17(8-6-13)27-11-16-9-15(10-18(24)25)20(26)23-16/h1-8,15-16H,9-11H2,(H3,21,22)(H,23,26)(H,24,25)/t15-,16-/m0/s1
AuxInfo	1/1/N:1,2,5,6,3,4,7,8,16,19,20,9,10,11,17,18,12,15,14,13,21,23,22,25,26,24,27/E:(1,2)(3,4)(5,6)(7,8)(21,22)(24,25)/F:1,2,5,6,3,4,7,8,16,19,20,9,10,11,17,18,12,15,14,13,21,23,22,26,25,24,27/E:(1,2)(3,4)(5,6)(7,8)/rA:48cCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4s9;s5d6;s7d8;;s11;;;s13s16;s16;s15s17;s18;w14;s13s18;s14;d13;d15;s15;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s18;s19;s19;s20;s20;s21;s22;s23;s23;s26;/rC:6.1963,2.4596,0;6.1982,4.1946,0;4.2013,2.4617,0;4.2032,4.1967,0;7.2015,2.4585,0;7.2034,4.1935,0;3.1961,2.4628,0;3.198,4.1978,0;5.6997,3.3276,0;4.6997,3.3287,0;7.7101,3.3255,0;2.6893,3.3308,0;-1.308,.9518,0;8.7101,3.3244,0;-3.6924,-.5671,0;;-1.0015,0,0;.3118,.9518,0;-2.7139,-.3609,0;1.1884,2.4664,0;9.2111,4.1899,0;-.5007,1.5426,0;9.2092,2.4579,0;-2.2592,1.2604,0;-4.3602,.1773,0;-4.0031,-1.5176,0;1.6893,3.3319,0;5.9452,2.0272,0;5.948,4.6275,0;4.4515,2.0288,0;4.4542,4.6291,0;7.4498,2.0245,0;7.4525,4.627,0;2.9469,2.0293,0;2.9497,4.6318,0;.4889,-.1047,0;-.0527,-.4972,0;-.9497,-.4973,0;.7682,.7476,0;-2.817,.1284,0;-2.6108,-.8501,0;.7557,2.7169,0;1.6212,2.216,0;9.7111,4.1894,0;-.5015,2.0426,0;8.9587,2.0251,0;9.7092,2.4573,0;-4.4923,-1.6207,0;
Duplicates	DB06472_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06472_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06472_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06472_s0_p0.sdf