CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16895_p0 (13199)

Formula C₂₃H₂₈N₂O₂

MW 364.49

InChIKey LRULVYSBRWUVGR-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 4

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.38

logP 4.0713

PSA 52.57

MR 111.502

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -16.24478

PM7_Total_Energy_ev -4164.97975

PM7_Electronic_Energy_ev -33329.01282

PM7_Dipole_Debye 5.25789

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.917

PM7_LUMO_Energy_ev -0.605

PM7_COSMO_Area_square_ang 416.99

PM7_COSMO_Volue_cubic_ang 473.04

PM7_Electron_Affinity_ev 0.605

PM7_Ionization_Energy_ev 8.917

PM7_Energy_Gap_ev 8.312

PM7_Global_Hardness_ev 4.156

PM7_Global_Softness_ev 0.24061597690086622

PM7_Chemical_Potential_ev -4.761

PM7_Electronigativity_ev 4.761

PM7_Back_Donation_Energy_ev -1.039

PM7_Electrophilicity_ev 2.72703573147257

OPENEYE_Name 4-[[4-[[[(1~{R},2~{S})-2-phenylcyclopropyl]amino]methyl]-1-piperidyl]methyl]benzoic acid

SMILES c1ccc(cc1)C2CC2NCC3CCN(CC3)Cc4ccc(cc4)C(=O)O

Canonical_SMILES OC(=O)c1ccc(cc1)CN1CCC(CC1)CN[C@@H]1C[C@H]1c1ccccc1

InChI 1/C23H28N2O2/c26-23(27)20-8-6-18(7-9-20)16-25-12-10-17(11-13-25)15-24-22-14-21(22)19-4-2-1-3-5-19/h1-9,17,21-22,24H,10-16H2,(H,26,27)/f/h26H

InChI_3D 1S/C23H28N2O2/c26-23(27)20-8-6-18(7-9-20)16-25-12-10-17(11-13-25)15-24-22-14-21(22)19-4-2-1-3-5-19/h1-9,17,21-22,24H,10-16H2,(H,26,27)/t21-,22+/m0/s1

AuxInfo 1/1/N:1,2,3,6,7,8,9,4,5,14,15,17,18,16,23,22,20,12,11,10,19,21,13,25,24,26,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)(26,27)/F:1,2,3,6,7,8,9,4,5,14,15,17,18,16,23,22,20,12,11,10,19,21,13,25,24,27,26/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;s4d5;d6s7;s8d9;s10;;;;s14;s15;s11s16;s14s15;s16s19;s12;s20;s17s18s22;s21s23;d13;s13;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s22;s23;s23;s25;s27;/rC:-2.28,-4.703,0;-1.6393,-5.4709,0;-1.9408,-3.7622,0;.8675,5.5233,0;-.8675,5.5233,0;-.6494,-5.2962,0;-.9509,-3.5876,0;.8675,4.5181,0;-.8675,4.5181,0;0,6.0208,0;-.3002,-4.3537,0;0,4.0104,0;0,7.0208,0;-.8675,.4975,0;.8675,.4975,0;2.2895,-3.5501,0;-.8675,1.5027,0;.8675,1.5027,0;1.4232,-4.0496,0;;1.4227,-3.0477,0;0,3.0104,0;1.1236,-1.3417,0;0,2.0104,0;1.7656,-2.1083,0;.866,7.5208,0;-.866,7.5208,0;-2.7724,-4.7899,0;-1.811,-5.9405,0;-2.2628,-3.3797,0;1.3001,5.7739,0;-1.3002,5.7739,0;-.3291,-5.6801,0;-.7813,-3.1172,0;1.3012,4.2694,0;-1.3012,4.2694,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;2.6105,-3.9334,0;2.6114,-3.1675,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.5941,-4.5195,0;-.321,-.3833,0;.9303,-2.9607,0;.5,3.0104,0;-.5,3.0104,0;1.5069,-1.0206,0;.7402,-1.6627,0;2.2581,-2.022,0;-.866,8.0208,0;

Duplicates DB16895_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16895_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16895_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16895_p0.sdf

Formula	C₂₃H₂₈N₂O₂
MW	364.49
InChIKey	LRULVYSBRWUVGR-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	4
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.38
logP	4.0713
PSA	52.57
MR	111.502
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-16.24478
PM7_Total_Energy_ev	-4164.97975
PM7_Electronic_Energy_ev	-33329.01282
PM7_Dipole_Debye	5.25789
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.917
PM7_LUMO_Energy_ev	-0.605
PM7_COSMO_Area_square_ang	416.99
PM7_COSMO_Volue_cubic_ang	473.04
PM7_Electron_Affinity_ev	0.605
PM7_Ionization_Energy_ev	8.917
PM7_Energy_Gap_ev	8.312
PM7_Global_Hardness_ev	4.156
PM7_Global_Softness_ev	0.24061597690086622
PM7_Chemical_Potential_ev	-4.761
PM7_Electronigativity_ev	4.761
PM7_Back_Donation_Energy_ev	-1.039
PM7_Electrophilicity_ev	2.72703573147257
OPENEYE_Name	4-[[4-[[[(1~{R},2~{S})-2-phenylcyclopropyl]amino]methyl]-1-piperidyl]methyl]benzoic acid
SMILES	c1ccc(cc1)C2CC2NCC3CCN(CC3)Cc4ccc(cc4)C(=O)O
Canonical_SMILES	OC(=O)c1ccc(cc1)CN1CCC(CC1)CN[C@@H]1C[C@H]1c1ccccc1
InChI	1/C23H28N2O2/c26-23(27)20-8-6-18(7-9-20)16-25-12-10-17(11-13-25)15-24-22-14-21(22)19-4-2-1-3-5-19/h1-9,17,21-22,24H,10-16H2,(H,26,27)/f/h26H
InChI_3D	1S/C23H28N2O2/c26-23(27)20-8-6-18(7-9-20)16-25-12-10-17(11-13-25)15-24-22-14-21(22)19-4-2-1-3-5-19/h1-9,17,21-22,24H,10-16H2,(H,26,27)/t21-,22+/m0/s1
AuxInfo	1/1/N:1,2,3,6,7,8,9,4,5,14,15,17,18,16,23,22,20,12,11,10,19,21,13,25,24,26,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)(26,27)/F:1,2,3,6,7,8,9,4,5,14,15,17,18,16,23,22,20,12,11,10,19,21,13,25,24,27,26/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;s4d5;d6s7;s8d9;s10;;;;s14;s15;s11s16;s14s15;s16s19;s12;s20;s17s18s22;s21s23;d13;s13;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s22;s23;s23;s25;s27;/rC:-2.28,-4.703,0;-1.6393,-5.4709,0;-1.9408,-3.7622,0;.8675,5.5233,0;-.8675,5.5233,0;-.6494,-5.2962,0;-.9509,-3.5876,0;.8675,4.5181,0;-.8675,4.5181,0;0,6.0208,0;-.3002,-4.3537,0;0,4.0104,0;0,7.0208,0;-.8675,.4975,0;.8675,.4975,0;2.2895,-3.5501,0;-.8675,1.5027,0;.8675,1.5027,0;1.4232,-4.0496,0;;1.4227,-3.0477,0;0,3.0104,0;1.1236,-1.3417,0;0,2.0104,0;1.7656,-2.1083,0;.866,7.5208,0;-.866,7.5208,0;-2.7724,-4.7899,0;-1.811,-5.9405,0;-2.2628,-3.3797,0;1.3001,5.7739,0;-1.3002,5.7739,0;-.3291,-5.6801,0;-.7813,-3.1172,0;1.3012,4.2694,0;-1.3012,4.2694,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;2.6105,-3.9334,0;2.6114,-3.1675,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.5941,-4.5195,0;-.321,-.3833,0;.9303,-2.9607,0;.5,3.0104,0;-.5,3.0104,0;1.5069,-1.0206,0;.7402,-1.6627,0;2.2581,-2.022,0;-.866,8.0208,0;
Duplicates	DB16895_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16895_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16895_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16895_p0.sdf