CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06274_p0 (5769)

Formula C₂₅H₃₂N₂O₄

MW 424.54

InChIKey UPNUIXSCZBYVBB-DHDJHLBQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 65

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.36

logP 3.3802

PSA 89.87

MR 124.956

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -146.70926

PM7_Total_Energy_ev -5056.90717

PM7_Electronic_Energy_ev -45427.88618

PM7_Dipole_Debye 2.22063

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.808

PM7_LUMO_Energy_ev 0.1

PM7_COSMO_Area_square_ang 437.1

PM7_COSMO_Volue_cubic_ang 541.37

PM7_Electron_Affinity_ev -0.1

PM7_Ionization_Energy_ev 8.808

PM7_Energy_Gap_ev 8.908

PM7_Global_Hardness_ev 4.454

PM7_Global_Softness_ev 0.224517287831163

PM7_Chemical_Potential_ev -4.354

PM7_Electronigativity_ev 4.354

PM7_Back_Donation_Energy_ev -1.1135

PM7_Electrophilicity_ev 2.1281225864391558

OPENEYE_Name 2-[[(2~{S})-2-benzyl-3-[(1~{R},3~{R},4~{R})-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidyl]propanoyl]amino]acetic acid

SMILES c1ccc(cc1)CC(C(=O)NCC(=O)O)CN2CCC(C(C2)C)(c3cccc(c3)O)C

Canonical_SMILES OC(=O)CNC(=O)[C@@H](Cc1ccccc1)CN1CC[C@@]([C@H](C1)C)(C)c1cccc(c1)O

InChI 1/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/f/h26,29H

InChI_3D 1S/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/t18-,20-,25+/m0/s1

AuxInfo 1/1/N:20,21,1,2,3,4,6,7,5,8,15,16,22,9,23,17,24,18,11,25,10,12,14,13,19,27,26,30,29,31,28/E:(4,5)(7,8)(29,30)/F:20,21,1,2,3,4,6,7,5,8,15,16,22,9,23,17,24,18,11,25,10,12,14,13,19,27,26,30,31,29,28/E:(4,5)(7,8)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;;s15;;s17;s10s15s18;s18;s19;s11;s14;;s13s22s24;s16s17s24;s13s23;d13;d14;s12;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s27;s30;s31;/rC:0,8.7708,0;.8675,8.2733,0;-.8675,8.2733,0;-1.4207,-3.051,0;-.782,-2.2816,0;.8675,7.2681,0;-.8675,7.2681,0;-2.4111,-2.8789,0;-2.1139,-1.1695,0;-1.1236,-1.3417,0;0,6.7604,0;-2.7627,-1.9372,0;-1,4.0104,0;-3.5,4.8764,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;;2.5912,.7997,0;1.1236,-1.3417,0;0,5.0104,0;-2.5,4.8764,0;0,3.0104,0;0,4.0104,0;0,2.0104,0;-1.5,4.8764,0;-1.5,3.1444,0;-4,4.0104,0;-3.7479,-1.766,0;-4,5.7424,0;0,9.2708,0;1.3001,8.5239,0;-1.3002,8.5239,0;-1.2479,-3.5202,0;-.2894,-2.3672,0;1.3012,7.0194,0;-1.3012,7.0194,0;-2.7304,-3.2636,0;-2.2847,-.6996,0;-1.0376,.0273,0;-1.36,.5838,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;2.6776,.3072,0;2.5049,1.2922,0;3.0837,.8861,0;.7402,-1.6627,0;1.4446,-1.725,0;1.5069,-1.0206,0;.5,5.0104,0;-.5,5.0104,0;-2.5,4.3764,0;-2.5,5.3764,0;.5,3.0104,0;-.5,3.0104,0;.5,4.0104,0;-1.25,5.3094,0;-4.0684,-2.1498,0;-4.5,5.7424,0;

Duplicates DB06274_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06274_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06274_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06274_p0.sdf

Formula	C₂₅H₃₂N₂O₄
MW	424.54
InChIKey	UPNUIXSCZBYVBB-DHDJHLBQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	65
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.36
logP	3.3802
PSA	89.87
MR	124.956
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-146.70926
PM7_Total_Energy_ev	-5056.90717
PM7_Electronic_Energy_ev	-45427.88618
PM7_Dipole_Debye	2.22063
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.808
PM7_LUMO_Energy_ev	0.1
PM7_COSMO_Area_square_ang	437.1
PM7_COSMO_Volue_cubic_ang	541.37
PM7_Electron_Affinity_ev	-0.1
PM7_Ionization_Energy_ev	8.808
PM7_Energy_Gap_ev	8.908
PM7_Global_Hardness_ev	4.454
PM7_Global_Softness_ev	0.224517287831163
PM7_Chemical_Potential_ev	-4.354
PM7_Electronigativity_ev	4.354
PM7_Back_Donation_Energy_ev	-1.1135
PM7_Electrophilicity_ev	2.1281225864391558
OPENEYE_Name	2-[[(2~{S})-2-benzyl-3-[(1~{R},3~{R},4~{R})-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidyl]propanoyl]amino]acetic acid
SMILES	c1ccc(cc1)CC(C(=O)NCC(=O)O)CN2CCC(C(C2)C)(c3cccc(c3)O)C
Canonical_SMILES	OC(=O)CNC(=O)[C@@H](Cc1ccccc1)CN1CC[C@@]([C@H](C1)C)(C)c1cccc(c1)O
InChI	1/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/f/h26,29H
InChI_3D	1S/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/t18-,20-,25+/m0/s1
AuxInfo	1/1/N:20,21,1,2,3,4,6,7,5,8,15,16,22,9,23,17,24,18,11,25,10,12,14,13,19,27,26,30,29,31,28/E:(4,5)(7,8)(29,30)/F:20,21,1,2,3,4,6,7,5,8,15,16,22,9,23,17,24,18,11,25,10,12,14,13,19,27,26,30,31,29,28/E:(4,5)(7,8)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;;s15;;s17;s10s15s18;s18;s19;s11;s14;;s13s22s24;s16s17s24;s13s23;d13;d14;s12;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s27;s30;s31;/rC:0,8.7708,0;.8675,8.2733,0;-.8675,8.2733,0;-1.4207,-3.051,0;-.782,-2.2816,0;.8675,7.2681,0;-.8675,7.2681,0;-2.4111,-2.8789,0;-2.1139,-1.1695,0;-1.1236,-1.3417,0;0,6.7604,0;-2.7627,-1.9372,0;-1,4.0104,0;-3.5,4.8764,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;;2.5912,.7997,0;1.1236,-1.3417,0;0,5.0104,0;-2.5,4.8764,0;0,3.0104,0;0,4.0104,0;0,2.0104,0;-1.5,4.8764,0;-1.5,3.1444,0;-4,4.0104,0;-3.7479,-1.766,0;-4,5.7424,0;0,9.2708,0;1.3001,8.5239,0;-1.3002,8.5239,0;-1.2479,-3.5202,0;-.2894,-2.3672,0;1.3012,7.0194,0;-1.3012,7.0194,0;-2.7304,-3.2636,0;-2.2847,-.6996,0;-1.0376,.0273,0;-1.36,.5838,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;2.6776,.3072,0;2.5049,1.2922,0;3.0837,.8861,0;.7402,-1.6627,0;1.4446,-1.725,0;1.5069,-1.0206,0;.5,5.0104,0;-.5,5.0104,0;-2.5,4.3764,0;-2.5,5.3764,0;.5,3.0104,0;-.5,3.0104,0;.5,4.0104,0;-1.25,5.3094,0;-4.0684,-2.1498,0;-4.5,5.7424,0;
Duplicates	DB06274_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06274_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06274_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06274_p0.sdf