CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07269_s0_p0 (6678)

Formula C₂₂H₂₉N₂O₆P

MW 448.45

InChIKey SFUOOKBZBVUDBC-ZYBQDSMONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.86

logP 4.5836

PSA 148.76

MR 118.097

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -258.33355

PM7_Total_Energy_ev -5415.31149

PM7_Electronic_Energy_ev -46868.23193

PM7_Dipole_Debye 2.90928

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.108

PM7_LUMO_Energy_ev -0.296

PM7_COSMO_Area_square_ang 454.43

PM7_COSMO_Volue_cubic_ang 537.32

PM7_Electron_Affinity_ev 0.296

PM7_Ionization_Energy_ev 9.108

PM7_Energy_Gap_ev 8.812

PM7_Global_Hardness_ev 4.406

PM7_Global_Softness_ev 0.22696323195642307

PM7_Chemical_Potential_ev -4.702

PM7_Electronigativity_ev 4.702

PM7_Back_Donation_Energy_ev -1.1015

PM7_Electrophilicity_ev 2.508942805265547

OPENEYE_Name (2~{S})-2-[3-(aminomethyl)phenyl]-3-[[(1~{R})-1-(benzyloxycarbonylamino)-2-methyl-propyl]-hydroxy-phosphoryl]propanoic acid

SMILES c1ccc(cc1)COC(=O)NC(C(C)C)P(=O)(CC(c2cccc(c2)CN)C(=O)O)O

Canonical_SMILES NCc1cccc(c1)[C@@H](C(=O)O)C[P@](=O)([C@H](C(C)C)NC(=O)OCc1ccccc1)O

InChI 1/C22H29N2O6P/c1-15(2)20(24-22(27)30-13-16-7-4-3-5-8-16)31(28,29)14-19(21(25)26)18-10-6-9-17(11-18)12-23/h3-11,15,19-20H,12-14,23H2,1-2H3,(H,24,27)(H,25,26)(H,28,29)/f/h24-25,28H

InChI_3D 1S/C22H29N2O6P/c1-15(2)20(24-22(27)30-13-16-7-4-3-5-8-16)31(28,29)14-19(21(25)26)18-10-6-9-17(11-18)12-23/h3-11,15,19-20H,12-14,23H2,1-2H3,(H,24,27)(H,25,26)(H,28,29)/t19-,20+/m0/s1

AuxInfo 1/1/N:15,16,1,2,3,4,5,6,7,8,9,17,18,19,21,10,11,12,20,22,13,14,23,24,25,28,26,27,29,30,31/E:(1,2)(4,5)(7,8)(25,26)(28,29)/F:15,16,1,2,3,4,5,6,7,8,9,17,18,19,21,10,11,12,20,22,13,14,23,24,28,25,26,29,27,30,31/E:(1,2)(4,5)(7,8)/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;;;;s11;s10;;s12s13s19;s15s16;s21;s17;s14s22;d13;d14;;s13;;s14s18;s19s22d27s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s23;s24;s28;s29;/rC:;-.8675,.4975,0;.8675,.4975,0;-6.4901,4.295,0;-.8675,1.5027,0;.8675,1.5027,0;-7.3547,3.7925,0;-5.6196,3.7924,0;-6.4871,2.2899,0;0,2.0104,0;-7.3576,2.7925,0;-5.6136,2.7873,0;-3.2321,1.4123,0;-.866,4.5104,0;-2.9641,5.8764,0;-1.5981,6.2424,0;-8.2243,2.2938,0;0,3.0104,0;-3.5981,2.7783,0;-4.0981,1.9123,0;-2.0981,5.3764,0;-2.5981,4.5104,0;-9.0911,1.795,0;-1.7321,4.0104,0;-2.366,1.9123,0;-.866,5.5104,0;-2.2321,3.1444,0;-3.2321,.4123,0;-3.9641,4.1444,0;0,4.0104,0;-3.0981,3.6444,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-6.4908,4.795,0;-1.3012,1.7514,0;1.3012,1.7514,0;-7.7877,4.0425,0;-5.1873,4.0437,0;-6.4885,1.7899,0;-3.2141,5.4434,0;-3.3971,6.1264,0;-2.7141,6.3094,0;-2.0311,6.4924,0;-1.1651,5.9924,0;-1.3481,6.6755,0;-7.975,1.8604,0;-8.4737,2.7271,0;.5,3.0104,0;-.5,3.0104,0;-4.0311,3.0283,0;-3.1651,2.5283,0;-4.3481,1.4793,0;-1.6651,5.1264,0;-3.0311,4.7604,0;-9.0918,1.295,0;-9.5237,2.0456,0;-1.7321,3.5104,0;-2.799,.1623,0;-3.9641,4.6444,0;

Duplicates DB07269_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07269_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07269_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07269_s0_p0.sdf

Formula	C₂₂H₂₉N₂O₆P
MW	448.45
InChIKey	SFUOOKBZBVUDBC-ZYBQDSMONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.86
logP	4.5836
PSA	148.76
MR	118.097
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-258.33355
PM7_Total_Energy_ev	-5415.31149
PM7_Electronic_Energy_ev	-46868.23193
PM7_Dipole_Debye	2.90928
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.108
PM7_LUMO_Energy_ev	-0.296
PM7_COSMO_Area_square_ang	454.43
PM7_COSMO_Volue_cubic_ang	537.32
PM7_Electron_Affinity_ev	0.296
PM7_Ionization_Energy_ev	9.108
PM7_Energy_Gap_ev	8.812
PM7_Global_Hardness_ev	4.406
PM7_Global_Softness_ev	0.22696323195642307
PM7_Chemical_Potential_ev	-4.702
PM7_Electronigativity_ev	4.702
PM7_Back_Donation_Energy_ev	-1.1015
PM7_Electrophilicity_ev	2.508942805265547
OPENEYE_Name	(2~{S})-2-[3-(aminomethyl)phenyl]-3-[[(1~{R})-1-(benzyloxycarbonylamino)-2-methyl-propyl]-hydroxy-phosphoryl]propanoic acid
SMILES	c1ccc(cc1)COC(=O)NC(C(C)C)P(=O)(CC(c2cccc(c2)CN)C(=O)O)O
Canonical_SMILES	NCc1cccc(c1)[C@@H](C(=O)O)C[P@](=O)([C@H](C(C)C)NC(=O)OCc1ccccc1)O
InChI	1/C22H29N2O6P/c1-15(2)20(24-22(27)30-13-16-7-4-3-5-8-16)31(28,29)14-19(21(25)26)18-10-6-9-17(11-18)12-23/h3-11,15,19-20H,12-14,23H2,1-2H3,(H,24,27)(H,25,26)(H,28,29)/f/h24-25,28H
InChI_3D	1S/C22H29N2O6P/c1-15(2)20(24-22(27)30-13-16-7-4-3-5-8-16)31(28,29)14-19(21(25)26)18-10-6-9-17(11-18)12-23/h3-11,15,19-20H,12-14,23H2,1-2H3,(H,24,27)(H,25,26)(H,28,29)/t19-,20+/m0/s1
AuxInfo	1/1/N:15,16,1,2,3,4,5,6,7,8,9,17,18,19,21,10,11,12,20,22,13,14,23,24,25,28,26,27,29,30,31/E:(1,2)(4,5)(7,8)(25,26)(28,29)/F:15,16,1,2,3,4,5,6,7,8,9,17,18,19,21,10,11,12,20,22,13,14,23,24,28,25,26,29,27,30,31/E:(1,2)(4,5)(7,8)/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;;;;s11;s10;;s12s13s19;s15s16;s21;s17;s14s22;d13;d14;;s13;;s14s18;s19s22d27s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s23;s24;s28;s29;/rC:;-.8675,.4975,0;.8675,.4975,0;-6.4901,4.295,0;-.8675,1.5027,0;.8675,1.5027,0;-7.3547,3.7925,0;-5.6196,3.7924,0;-6.4871,2.2899,0;0,2.0104,0;-7.3576,2.7925,0;-5.6136,2.7873,0;-3.2321,1.4123,0;-.866,4.5104,0;-2.9641,5.8764,0;-1.5981,6.2424,0;-8.2243,2.2938,0;0,3.0104,0;-3.5981,2.7783,0;-4.0981,1.9123,0;-2.0981,5.3764,0;-2.5981,4.5104,0;-9.0911,1.795,0;-1.7321,4.0104,0;-2.366,1.9123,0;-.866,5.5104,0;-2.2321,3.1444,0;-3.2321,.4123,0;-3.9641,4.1444,0;0,4.0104,0;-3.0981,3.6444,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-6.4908,4.795,0;-1.3012,1.7514,0;1.3012,1.7514,0;-7.7877,4.0425,0;-5.1873,4.0437,0;-6.4885,1.7899,0;-3.2141,5.4434,0;-3.3971,6.1264,0;-2.7141,6.3094,0;-2.0311,6.4924,0;-1.1651,5.9924,0;-1.3481,6.6755,0;-7.975,1.8604,0;-8.4737,2.7271,0;.5,3.0104,0;-.5,3.0104,0;-4.0311,3.0283,0;-3.1651,2.5283,0;-4.3481,1.4793,0;-1.6651,5.1264,0;-3.0311,4.7604,0;-9.0918,1.295,0;-9.5237,2.0456,0;-1.7321,3.5104,0;-2.799,.1623,0;-3.9641,4.6444,0;
Duplicates	DB07269_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07269_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07269_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07269_s0_p0.sdf