CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07133_p0 (6507)

Formula C₂₂H₂₇N₃O₂

MW 365.47

InChIKey CHKWABXWPATIIG-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.46

logP 3.2013

PSA 75.43

MR 109.923

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -50.10234

PM7_Total_Energy_ev -4216.45015

PM7_Electronic_Energy_ev -36079.83439

PM7_Dipole_Debye 5.33126

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.246

PM7_LUMO_Energy_ev 0.1

PM7_COSMO_Area_square_ang 390.51

PM7_COSMO_Volue_cubic_ang 475.89

PM7_Electron_Affinity_ev -0.1

PM7_Ionization_Energy_ev 9.246

PM7_Energy_Gap_ev 9.346

PM7_Global_Hardness_ev 4.673

PM7_Global_Softness_ev 0.2139952921035737

PM7_Chemical_Potential_ev -4.573

PM7_Electronigativity_ev 4.573

PM7_Back_Donation_Energy_ev -1.16825

PM7_Electrophilicity_ev 2.237569976460518

OPENEYE_Name (2~{S})-1-[(2~{R})-2-amino-3-phenyl-propanoyl]-~{N}-(m-tolylmethyl)pyrrolidine-2-carboxamide

SMILES c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3cccc(c3)C)N

Canonical_SMILES Cc1cccc(c1)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc1ccccc1)N

InChI 1/C22H27N3O2/c1-16-7-5-10-18(13-16)15-24-21(26)20-11-6-12-25(20)22(27)19(23)14-17-8-3-2-4-9-17/h2-5,7-10,13,19-20H,6,11-12,14-15,23H2,1H3,(H,24,26)/f/h24H

InChI_3D 1S/C22H27N3O2/c1-16-7-5-10-18(13-16)15-24-21(26)20-11-6-12-25(20)22(27)19(23)14-17-8-3-2-4-9-17/h2-5,7-10,13,19-20H,6,11-12,14-15,23H2,1H3,(H,24,26)/t19-,20+/m1/s1

AuxInfo 1/1/N:19,1,2,3,4,15,7,5,6,8,16,17,9,20,21,11,10,12,22,18,13,14,24,25,23,26,27/E:(3,4)(8,9)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;;;s15;s15;s13s16;s11;s10;s12;s14s20;s14s17s18;s22;s13s21;d13;d14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s24;s24;s25;/rC:-3.8448,5.7912,0;-3.8462,4.7911,0;-2.981,6.295,0;5.3192,-.7949,0;-2.9749,4.2899,0;-2.1097,5.7937,0;4.8157,-1.659,0;4.8175,.0761,0;3.314,-.7898,0;-2.1022,4.7886,0;3.8157,-1.6609,0;3.8124,.0831,0;1.8142,1.8173,0;.4981,3.2926,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;3.316,-2.5271,0;-1.2355,4.2899,0;3.3133,.9497,0;-.3687,3.7913,0;.5008,1.5426,0;.13,4.6581,0;2.8142,1.8162,0;1.3151,2.6838,0;1.3634,3.7939,0;-4.2782,6.0405,0;-4.2792,4.5411,0;-2.9825,6.795,0;5.8192,-.7962,0;-2.9756,3.7899,0;-1.6778,6.0457,0;5.0653,-2.0923,0;5.0692,.5081,0;2.814,-.7907,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;2.8829,-2.2772,0;3.7491,-2.7769,0;3.0662,-2.9602,0;-1.4848,3.8566,0;-.9861,4.7233,0;2.88,.7001,0;3.7466,1.1992,0;-.618,3.3579,0;-.1206,5.0907,0;.63,4.6588,0;3.0647,2.249,0;

Duplicates DB07133_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07133_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07133_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07133_p0.sdf

Formula	C₂₂H₂₇N₃O₂
MW	365.47
InChIKey	CHKWABXWPATIIG-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.46
logP	3.2013
PSA	75.43
MR	109.923
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-50.10234
PM7_Total_Energy_ev	-4216.45015
PM7_Electronic_Energy_ev	-36079.83439
PM7_Dipole_Debye	5.33126
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.246
PM7_LUMO_Energy_ev	0.1
PM7_COSMO_Area_square_ang	390.51
PM7_COSMO_Volue_cubic_ang	475.89
PM7_Electron_Affinity_ev	-0.1
PM7_Ionization_Energy_ev	9.246
PM7_Energy_Gap_ev	9.346
PM7_Global_Hardness_ev	4.673
PM7_Global_Softness_ev	0.2139952921035737
PM7_Chemical_Potential_ev	-4.573
PM7_Electronigativity_ev	4.573
PM7_Back_Donation_Energy_ev	-1.16825
PM7_Electrophilicity_ev	2.237569976460518
OPENEYE_Name	(2~{S})-1-[(2~{R})-2-amino-3-phenyl-propanoyl]-~{N}-(m-tolylmethyl)pyrrolidine-2-carboxamide
SMILES	c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3cccc(c3)C)N
Canonical_SMILES	Cc1cccc(c1)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc1ccccc1)N
InChI	1/C22H27N3O2/c1-16-7-5-10-18(13-16)15-24-21(26)20-11-6-12-25(20)22(27)19(23)14-17-8-3-2-4-9-17/h2-5,7-10,13,19-20H,6,11-12,14-15,23H2,1H3,(H,24,26)/f/h24H
InChI_3D	1S/C22H27N3O2/c1-16-7-5-10-18(13-16)15-24-21(26)20-11-6-12-25(20)22(27)19(23)14-17-8-3-2-4-9-17/h2-5,7-10,13,19-20H,6,11-12,14-15,23H2,1H3,(H,24,26)/t19-,20+/m1/s1
AuxInfo	1/1/N:19,1,2,3,4,15,7,5,6,8,16,17,9,20,21,11,10,12,22,18,13,14,24,25,23,26,27/E:(3,4)(8,9)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;;;s15;s15;s13s16;s11;s10;s12;s14s20;s14s17s18;s22;s13s21;d13;d14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s24;s24;s25;/rC:-3.8448,5.7912,0;-3.8462,4.7911,0;-2.981,6.295,0;5.3192,-.7949,0;-2.9749,4.2899,0;-2.1097,5.7937,0;4.8157,-1.659,0;4.8175,.0761,0;3.314,-.7898,0;-2.1022,4.7886,0;3.8157,-1.6609,0;3.8124,.0831,0;1.8142,1.8173,0;.4981,3.2926,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;3.316,-2.5271,0;-1.2355,4.2899,0;3.3133,.9497,0;-.3687,3.7913,0;.5008,1.5426,0;.13,4.6581,0;2.8142,1.8162,0;1.3151,2.6838,0;1.3634,3.7939,0;-4.2782,6.0405,0;-4.2792,4.5411,0;-2.9825,6.795,0;5.8192,-.7962,0;-2.9756,3.7899,0;-1.6778,6.0457,0;5.0653,-2.0923,0;5.0692,.5081,0;2.814,-.7907,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;2.8829,-2.2772,0;3.7491,-2.7769,0;3.0662,-2.9602,0;-1.4848,3.8566,0;-.9861,4.7233,0;2.88,.7001,0;3.7466,1.1992,0;-.618,3.3579,0;-.1206,5.0907,0;.63,4.6588,0;3.0647,2.249,0;
Duplicates	DB07133_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07133_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07133_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07133_p0.sdf