CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16176_p0 (12887)

Formula C₁₆H₂₇N₃O₆

MW 357.41

InChIKey CNDMSQXUUIBFPE-YDNLFJHPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 25

Number_Rings 1

Number_Bonds 52

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -3.37

logP 1.3166

PSA 158.82

MR 89.1664

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -298.25486

PM7_Total_Energy_ev -4662.68625

PM7_Electronic_Energy_ev -36202.93428

PM7_Dipole_Debye 3.23172

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.787

PM7_LUMO_Energy_ev 0.343

PM7_COSMO_Area_square_ang 381.06

PM7_COSMO_Volue_cubic_ang 430.84

PM7_Electron_Affinity_ev -0.343

PM7_Ionization_Energy_ev 9.787

PM7_Energy_Gap_ev 10.13

PM7_Global_Hardness_ev 5.065

PM7_Global_Softness_ev 0.19743336623889438

PM7_Chemical_Potential_ev -4.722

PM7_Electronigativity_ev 4.722

PM7_Back_Donation_Energy_ev -1.26625

PM7_Electrophilicity_ev 2.20111391905232

OPENEYE_Name (4~{R})-4-[[(2~{R})-2-amino-3-cyclohexyl-propanoyl]amino]-5-(carboxymethylamino)-5-oxo-pentanoic acid

SMILES C(=O)(C(CCC(=O)O)NC(=O)C(CC1CCCCC1)N)NCC(=O)O

Canonical_SMILES OC(=O)CC[C@H](C(=O)NCC(=O)O)NC(=O)[C@@H](CC1CCCCC1)N

InChI 1/C16H27N3O6/c17-11(8-10-4-2-1-3-5-10)15(24)19-12(6-7-13(20)21)16(25)18-9-14(22)23/h10-12H,1-9,17H2,(H,18,25)(H,19,24)(H,20,21)(H,22,23)/f/h18-20,22H

InChI_3D 1S/C16H27N3O6/c17-11(8-10-4-2-1-3-5-10)15(24)19-12(6-7-13(20)21)16(25)18-9-14(22)23/h10-12H,1-9,17H2,(H,18,25)(H,19,24)(H,20,21)(H,22,23)/t11-,12-/m1/s1

AuxInfo 1/1/N:5,6,7,8,9,14,11,13,12,10,16,15,3,4,2,1,17,18,19,22,24,23,25,21,20/E:(2,3)(4,5)(20,21)(22,23)/F:5,6,7,8,9,14,11,13,12,10,16,15,3,4,2,1,17,18,19,24,22,25,23,21,20/E:(2,3)(4,5)/rA:52cCCCCCCCCCCCCCCCCNNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;s5;s6;s7;s8s9;s3;s4;s10;s11;s1s14;s2s13;s16;s1s12;s2s15;d1;d2;d3;d4;s3;s4;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s17;s18;s19;s24;s25;/rC:-4.8096,4.8232,0;-2.4161,4.8783,0;-4.5687,7.6414,0;-7.2796,3.8748,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-3.9244,6.8766,0;-6.5148,4.5191,0;-1.1275,3.3488,0;-3.2801,6.1118,0;-4.0449,5.4675,0;-1.7718,4.1135,0;-1.007,4.7578,0;-5.75,5.1634,0;-3.4006,4.7027,0;-4.6341,3.8388,0;-2.0759,5.8187,0;-5.5531,7.4658,0;-7.104,2.8903,0;-4.2285,8.5817,0;-8.2199,4.215,0;.321,-.3833,0;-.321,-.3833,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.3221,2.3928,0;-4.3068,6.5544,0;-3.542,7.1987,0;-6.1926,4.1367,0;-6.8369,4.9015,0;-1.5099,3.0266,0;-.7451,3.6709,0;-2.8977,6.434,0;-2.9579,5.7294,0;-4.367,5.8499,0;-2.1542,3.7914,0;-1.0948,5.2501,0;-.5368,4.5877,0;-5.8378,5.6556,0;-3.5706,4.2326,0;-4.5506,8.9641,0;-8.6023,3.8928,0;

Duplicates DB16176_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16176_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16176_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16176_p0.sdf

Formula	C₁₆H₂₇N₃O₆
MW	357.41
InChIKey	CNDMSQXUUIBFPE-YDNLFJHPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	25
Number_Rings	1
Number_Bonds	52
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-3.37
logP	1.3166
PSA	158.82
MR	89.1664
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-298.25486
PM7_Total_Energy_ev	-4662.68625
PM7_Electronic_Energy_ev	-36202.93428
PM7_Dipole_Debye	3.23172
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.787
PM7_LUMO_Energy_ev	0.343
PM7_COSMO_Area_square_ang	381.06
PM7_COSMO_Volue_cubic_ang	430.84
PM7_Electron_Affinity_ev	-0.343
PM7_Ionization_Energy_ev	9.787
PM7_Energy_Gap_ev	10.13
PM7_Global_Hardness_ev	5.065
PM7_Global_Softness_ev	0.19743336623889438
PM7_Chemical_Potential_ev	-4.722
PM7_Electronigativity_ev	4.722
PM7_Back_Donation_Energy_ev	-1.26625
PM7_Electrophilicity_ev	2.20111391905232
OPENEYE_Name	(4~{R})-4-[[(2~{R})-2-amino-3-cyclohexyl-propanoyl]amino]-5-(carboxymethylamino)-5-oxo-pentanoic acid
SMILES	C(=O)(C(CCC(=O)O)NC(=O)C(CC1CCCCC1)N)NCC(=O)O
Canonical_SMILES	OC(=O)CC[C@H](C(=O)NCC(=O)O)NC(=O)[C@@H](CC1CCCCC1)N
InChI	1/C16H27N3O6/c17-11(8-10-4-2-1-3-5-10)15(24)19-12(6-7-13(20)21)16(25)18-9-14(22)23/h10-12H,1-9,17H2,(H,18,25)(H,19,24)(H,20,21)(H,22,23)/f/h18-20,22H
InChI_3D	1S/C16H27N3O6/c17-11(8-10-4-2-1-3-5-10)15(24)19-12(6-7-13(20)21)16(25)18-9-14(22)23/h10-12H,1-9,17H2,(H,18,25)(H,19,24)(H,20,21)(H,22,23)/t11-,12-/m1/s1
AuxInfo	1/1/N:5,6,7,8,9,14,11,13,12,10,16,15,3,4,2,1,17,18,19,22,24,23,25,21,20/E:(2,3)(4,5)(20,21)(22,23)/F:5,6,7,8,9,14,11,13,12,10,16,15,3,4,2,1,17,18,19,24,22,25,23,21,20/E:(2,3)(4,5)/rA:52cCCCCCCCCCCCCCCCCNNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;s5;s6;s7;s8s9;s3;s4;s10;s11;s1s14;s2s13;s16;s1s12;s2s15;d1;d2;d3;d4;s3;s4;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s17;s18;s19;s24;s25;/rC:-4.8096,4.8232,0;-2.4161,4.8783,0;-4.5687,7.6414,0;-7.2796,3.8748,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-3.9244,6.8766,0;-6.5148,4.5191,0;-1.1275,3.3488,0;-3.2801,6.1118,0;-4.0449,5.4675,0;-1.7718,4.1135,0;-1.007,4.7578,0;-5.75,5.1634,0;-3.4006,4.7027,0;-4.6341,3.8388,0;-2.0759,5.8187,0;-5.5531,7.4658,0;-7.104,2.8903,0;-4.2285,8.5817,0;-8.2199,4.215,0;.321,-.3833,0;-.321,-.3833,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.3221,2.3928,0;-4.3068,6.5544,0;-3.542,7.1987,0;-6.1926,4.1367,0;-6.8369,4.9015,0;-1.5099,3.0266,0;-.7451,3.6709,0;-2.8977,6.434,0;-2.9579,5.7294,0;-4.367,5.8499,0;-2.1542,3.7914,0;-1.0948,5.2501,0;-.5368,4.5877,0;-5.8378,5.6556,0;-3.5706,4.2326,0;-4.5506,8.9641,0;-8.6023,3.8928,0;
Duplicates	DB16176_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16176_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16176_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16176_p0.sdf