CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04424_s0_p0 (4734)

Formula C₂₇H₃₀N₄O₃

MW 458.56

InChIKey XFKVLKLCLYJKNF-GJHCLJEKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 66

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.22

logP 5.1378

PSA 131.29

MR 133.619

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -51.2658

PM7_Total_Energy_ev -5351.89797

PM7_Electronic_Energy_ev -48119.1948

PM7_Dipole_Debye 2.58719

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.306

PM7_LUMO_Energy_ev -0.765

PM7_COSMO_Area_square_ang 487.71

PM7_COSMO_Volue_cubic_ang 578.55

PM7_Electron_Affinity_ev 0.765

PM7_Ionization_Energy_ev 9.306

PM7_Energy_Gap_ev 8.541

PM7_Global_Hardness_ev 4.2705

PM7_Global_Softness_ev 0.23416461772626157

PM7_Chemical_Potential_ev -5.0355

PM7_Electronigativity_ev 5.0355

PM7_Back_Donation_Energy_ev -1.067625

PM7_Electrophilicity_ev 2.968769494204426

OPENEYE_Name methyl (2~{R},3~{R})-3-[[4-[3-(aminomethyl)phenyl]benzoyl]amino]-2-[(3-carbamimidoylphenyl)methyl]butanoate

SMILES c1cc(cc(c1)CN)c2ccc(cc2)C(=O)NC(C)C(C(=O)OC)Cc3cccc(c3)C(=N)N

Canonical_SMILES NCc1cccc(c1)c1ccc(cc1)C(=O)N[C@@H]([C@H](C(=O)OC)Cc1cccc(c1)C(=N)N)C

InChI 1/C27H30N4O3/c1-17(24(27(33)34-2)15-18-5-3-8-23(13-18)25(29)30)31-26(32)21-11-9-20(10-12-21)22-7-4-6-19(14-22)16-28/h3-14,17,24H,15-16,28H2,1-2H3,(H3,29,30)(H,31,32)/f/h29,31H,30H2

InChI_3D 1S/C27H30N4O3/c1-17(24(27(33)34-2)15-18-5-3-8-23(13-18)25(29)30)31-26(32)21-11-9-20(10-12-21)22-7-4-6-19(14-22)16-28/h3-14,17,24H,15-16,28H2,1-2H3,(H3,29,30)(H,31,32)/t17-,24-/m1/s1

AuxInfo 1/1/N:22,23,2,1,10,9,3,6,4,5,7,8,12,11,24,25,27,18,17,13,15,14,16,26,19,20,21,30,28,29,31,32,33,34/E:(9,10)(11,12)(29,30)/F:m/E:(9,10)(11,12)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;;d2;d4;s5;s1;s2;;;s4d5;s3d11s13;s7d8;s6d12;d9s11;d10s12;s16;s15;;;;s18;s17;s21s24;s22s26;w19;s19;s25;s20s27;d20;d21;s21s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s27;s28;s29;s29;s30;s30;s31;/rC:-.8675,.4975,0;10.4096,-3.0267,0;;2.5981,.4975,0;1.7284,-1.0038,0;10.4052,-4.0267,0;3.4679,-.0063,0;2.5982,-1.5076,0;-.8675,1.5027,0;9.5398,-2.5229,0;.8675,1.5027,0;8.6701,-4.0241,0;1.7328,-.0038,0;.8675,.4975,0;3.4724,-1.0115,0;9.5399,-4.528,0;0,2.0104,0;8.6656,-3.019,0;9.5399,-5.528,0;4.3377,-1.5127,0;6.4338,-2.8818,0;6.571,-.6499,0;6.4313,-4.6139,0;7.8003,-2.5178,0;0,3.0104,0;6.935,-2.0165,0;6.0697,-1.5152,0;10.4059,-6.028,0;8.6739,-6.028,0;0,4.0104,0;5.2044,-1.014,0;4.3362,-2.5127,0;5.4338,-2.8804,0;6.9325,-3.7486,0;-1.3001,.2469,0;10.8433,-2.778,0;0,-.5,0;2.5981,.9975,0;1.2947,-1.2525,0;10.8379,-4.2774,0;3.9006,.2443,0;2.596,-2.0076,0;-1.3012,1.7514,0;9.542,-2.0229,0;1.3012,1.7514,0;8.2375,-4.2748,0;7.0037,-.9006,0;6.1384,-.3993,0;6.8216,-.2173,0;6.8639,-4.8645,0;5.9986,-4.3632,0;6.1806,-5.0465,0;8.051,-2.0851,0;7.5497,-2.9504,0;-.5,3.0104,0;.5,3.0104,0;7.1857,-1.5839,0;5.8191,-1.9479,0;10.4059,-6.528,0;8.6739,-6.528,0;8.2409,-5.778,0;-.433,4.2604,0;.433,4.2604,0;5.2052,-.514,0;

Duplicates DB04424_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04424_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04424_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04424_s0_p0.sdf

Formula	C₂₇H₃₀N₄O₃
MW	458.56
InChIKey	XFKVLKLCLYJKNF-GJHCLJEKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	66
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.22
logP	5.1378
PSA	131.29
MR	133.619
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-51.2658
PM7_Total_Energy_ev	-5351.89797
PM7_Electronic_Energy_ev	-48119.1948
PM7_Dipole_Debye	2.58719
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.306
PM7_LUMO_Energy_ev	-0.765
PM7_COSMO_Area_square_ang	487.71
PM7_COSMO_Volue_cubic_ang	578.55
PM7_Electron_Affinity_ev	0.765
PM7_Ionization_Energy_ev	9.306
PM7_Energy_Gap_ev	8.541
PM7_Global_Hardness_ev	4.2705
PM7_Global_Softness_ev	0.23416461772626157
PM7_Chemical_Potential_ev	-5.0355
PM7_Electronigativity_ev	5.0355
PM7_Back_Donation_Energy_ev	-1.067625
PM7_Electrophilicity_ev	2.968769494204426
OPENEYE_Name	methyl (2~{R},3~{R})-3-[[4-[3-(aminomethyl)phenyl]benzoyl]amino]-2-[(3-carbamimidoylphenyl)methyl]butanoate
SMILES	c1cc(cc(c1)CN)c2ccc(cc2)C(=O)NC(C)C(C(=O)OC)Cc3cccc(c3)C(=N)N
Canonical_SMILES	NCc1cccc(c1)c1ccc(cc1)C(=O)N[C@@H]([C@H](C(=O)OC)Cc1cccc(c1)C(=N)N)C
InChI	1/C27H30N4O3/c1-17(24(27(33)34-2)15-18-5-3-8-23(13-18)25(29)30)31-26(32)21-11-9-20(10-12-21)22-7-4-6-19(14-22)16-28/h3-14,17,24H,15-16,28H2,1-2H3,(H3,29,30)(H,31,32)/f/h29,31H,30H2
InChI_3D	1S/C27H30N4O3/c1-17(24(27(33)34-2)15-18-5-3-8-23(13-18)25(29)30)31-26(32)21-11-9-20(10-12-21)22-7-4-6-19(14-22)16-28/h3-14,17,24H,15-16,28H2,1-2H3,(H3,29,30)(H,31,32)/t17-,24-/m1/s1
AuxInfo	1/1/N:22,23,2,1,10,9,3,6,4,5,7,8,12,11,24,25,27,18,17,13,15,14,16,26,19,20,21,30,28,29,31,32,33,34/E:(9,10)(11,12)(29,30)/F:m/E:(9,10)(11,12)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;;d2;d4;s5;s1;s2;;;s4d5;s3d11s13;s7d8;s6d12;d9s11;d10s12;s16;s15;;;;s18;s17;s21s24;s22s26;w19;s19;s25;s20s27;d20;d21;s21s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s27;s28;s29;s29;s30;s30;s31;/rC:-.8675,.4975,0;10.4096,-3.0267,0;;2.5981,.4975,0;1.7284,-1.0038,0;10.4052,-4.0267,0;3.4679,-.0063,0;2.5982,-1.5076,0;-.8675,1.5027,0;9.5398,-2.5229,0;.8675,1.5027,0;8.6701,-4.0241,0;1.7328,-.0038,0;.8675,.4975,0;3.4724,-1.0115,0;9.5399,-4.528,0;0,2.0104,0;8.6656,-3.019,0;9.5399,-5.528,0;4.3377,-1.5127,0;6.4338,-2.8818,0;6.571,-.6499,0;6.4313,-4.6139,0;7.8003,-2.5178,0;0,3.0104,0;6.935,-2.0165,0;6.0697,-1.5152,0;10.4059,-6.028,0;8.6739,-6.028,0;0,4.0104,0;5.2044,-1.014,0;4.3362,-2.5127,0;5.4338,-2.8804,0;6.9325,-3.7486,0;-1.3001,.2469,0;10.8433,-2.778,0;0,-.5,0;2.5981,.9975,0;1.2947,-1.2525,0;10.8379,-4.2774,0;3.9006,.2443,0;2.596,-2.0076,0;-1.3012,1.7514,0;9.542,-2.0229,0;1.3012,1.7514,0;8.2375,-4.2748,0;7.0037,-.9006,0;6.1384,-.3993,0;6.8216,-.2173,0;6.8639,-4.8645,0;5.9986,-4.3632,0;6.1806,-5.0465,0;8.051,-2.0851,0;7.5497,-2.9504,0;-.5,3.0104,0;.5,3.0104,0;7.1857,-1.5839,0;5.8191,-1.9479,0;10.4059,-6.528,0;8.6739,-6.528,0;8.2409,-5.778,0;-.433,4.2604,0;.433,4.2604,0;5.2052,-.514,0;
Duplicates	DB04424_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04424_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04424_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04424_s0_p0.sdf