CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08762_s0 (8393)

Formula C₂₂H₂₇N₂O₈P

MW 478.44

InChIKey UPJNMOBJDSFRTI-TZNUBUAANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 2.57

logP 3.4432

PSA 161.07

MR 119.318

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -357.85297

PM7_Total_Energy_ev -5979.96436

PM7_Electronic_Energy_ev -49412.00615

PM7_Dipole_Debye 4.58667

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.638

PM7_LUMO_Energy_ev -0.411

PM7_COSMO_Area_square_ang 472.12

PM7_COSMO_Volue_cubic_ang 557.97

PM7_Electron_Affinity_ev 0.411

PM7_Ionization_Energy_ev 9.638

PM7_Energy_Gap_ev 9.227

PM7_Global_Hardness_ev 4.6135

PM7_Global_Softness_ev 0.21675517502980385

PM7_Chemical_Potential_ev -5.0245

PM7_Electronigativity_ev 5.0245

PM7_Back_Donation_Energy_ev -1.153375

PM7_Electrophilicity_ev 2.736057250460605

OPENEYE_Name (2~{S})-2-[[(1~{R})-1-[[(2~{S})-2-(benzyloxycarbonylamino)propanoyl]amino]ethyl]-hydroxy-phosphoryl]oxy-3-phenyl-propanoic acid

SMILES c1ccc(cc1)CC(C(=O)O)OP(=O)(C(C)NC(=O)C(C)NC(=O)OCc2ccccc2)O

Canonical_SMILES O=C(N[C@H](C(=O)N[C@H]([P@](=O)(O[C@H](C(=O)O)Cc1ccccc1)O)C)C)OCc1ccccc1

InChI 1/C22H27N2O8P/c1-15(23-22(28)31-14-18-11-7-4-8-12-18)20(25)24-16(2)33(29,30)32-19(21(26)27)13-17-9-5-3-6-10-17/h3-12,15-16,19H,13-14H2,1-2H3,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/f/h23-24,26,29H

InChI_3D 1S/C22H27N2O8P/c1-15(23-22(28)31-14-18-11-7-4-8-12-18)20(25)24-16(2)33(29,30)32-19(21(26)27)13-17-9-5-3-6-10-17/h3-12,15-16,19H,13-14H2,1-2H3,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t15-,16+,19-/m0/s1

AuxInfo 1/1/N:16,17,1,2,3,4,5,6,7,8,9,10,18,19,20,22,11,12,21,13,14,15,24,23,25,26,29,27,28,30,31,32,33/E:(5,6)(7,8)(9,10)(11,12)(26,27)(29,30)/F:16,17,1,2,3,4,5,6,7,8,9,10,18,19,20,22,11,12,21,13,14,15,24,23,25,29,26,27,30,28,31,32,33/E:(5,6)(7,8)(9,10)(11,12)/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;;s11;s12;s13s16;s14s18;s17;s13s22;s15s20;d13;d14;d15;;s14;;s15s19;s21;s22d28s30s32;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s24;s29;s30;/rC:;-8.3712,-2.8287,0;-.8675,.4975,0;.8675,.4975,0;-7.3712,-2.8316,0;-8.8738,-1.9641,0;-.8675,1.5027,0;.8675,1.5027,0;-6.8686,-1.9611,0;-8.3712,-1.0936,0;0,2.0104,0;-7.366,-1.0877,0;-3.866,2.5104,0;0,5.0104,0;-5.366,.6444,0;-3.866,.5104,0;-4,4.0104,0;0,3.0104,0;-6.866,-.2217,0;-3.866,1.5104,0;0,4.0104,0;-3,4.0104,0;-3,3.0104,0;-4.866,1.5104,0;-4.7321,3.0104,0;-.866,5.5104,0;-4.866,-.2217,0;-2,5.0104,0;.866,5.5104,0;-2,3.0104,0;-6.366,.6444,0;-1,4.0104,0;-2,4.0104,0;0,-.5,0;-8.6212,-3.2617,0;-1.3001,.2469,0;1.3001,.2469,0;-7.1218,-3.265,0;-9.3738,-1.9649,0;-1.3012,1.7514,0;1.3012,1.7514,0;-6.3686,-1.9626,0;-8.6224,-.6613,0;-4.366,.5104,0;-3.366,.5104,0;-3.866,.0104,0;-4,4.5104,0;-4,3.5104,0;-4.5,4.0104,0;.5,3.0104,0;-.5,3.0104,0;-6.433,-.4717,0;-7.299,.0283,0;-3.366,1.5104,0;.5,4.0104,0;-3,4.5104,0;-2.567,2.7604,0;-5.116,1.9434,0;.866,6.0104,0;-1.567,2.7604,0;

Duplicates DB08762_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08762_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08762_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08762_s0.sdf

Formula	C₂₂H₂₇N₂O₈P
MW	478.44
InChIKey	UPJNMOBJDSFRTI-TZNUBUAANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	2.57
logP	3.4432
PSA	161.07
MR	119.318
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-357.85297
PM7_Total_Energy_ev	-5979.96436
PM7_Electronic_Energy_ev	-49412.00615
PM7_Dipole_Debye	4.58667
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.638
PM7_LUMO_Energy_ev	-0.411
PM7_COSMO_Area_square_ang	472.12
PM7_COSMO_Volue_cubic_ang	557.97
PM7_Electron_Affinity_ev	0.411
PM7_Ionization_Energy_ev	9.638
PM7_Energy_Gap_ev	9.227
PM7_Global_Hardness_ev	4.6135
PM7_Global_Softness_ev	0.21675517502980385
PM7_Chemical_Potential_ev	-5.0245
PM7_Electronigativity_ev	5.0245
PM7_Back_Donation_Energy_ev	-1.153375
PM7_Electrophilicity_ev	2.736057250460605
OPENEYE_Name	(2~{S})-2-[[(1~{R})-1-[[(2~{S})-2-(benzyloxycarbonylamino)propanoyl]amino]ethyl]-hydroxy-phosphoryl]oxy-3-phenyl-propanoic acid
SMILES	c1ccc(cc1)CC(C(=O)O)OP(=O)(C(C)NC(=O)C(C)NC(=O)OCc2ccccc2)O
Canonical_SMILES	O=C(N[C@H](C(=O)N[C@H]([P@](=O)(O[C@H](C(=O)O)Cc1ccccc1)O)C)C)OCc1ccccc1
InChI	1/C22H27N2O8P/c1-15(23-22(28)31-14-18-11-7-4-8-12-18)20(25)24-16(2)33(29,30)32-19(21(26)27)13-17-9-5-3-6-10-17/h3-12,15-16,19H,13-14H2,1-2H3,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/f/h23-24,26,29H
InChI_3D	1S/C22H27N2O8P/c1-15(23-22(28)31-14-18-11-7-4-8-12-18)20(25)24-16(2)33(29,30)32-19(21(26)27)13-17-9-5-3-6-10-17/h3-12,15-16,19H,13-14H2,1-2H3,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t15-,16+,19-/m0/s1
AuxInfo	1/1/N:16,17,1,2,3,4,5,6,7,8,9,10,18,19,20,22,11,12,21,13,14,15,24,23,25,26,29,27,28,30,31,32,33/E:(5,6)(7,8)(9,10)(11,12)(26,27)(29,30)/F:16,17,1,2,3,4,5,6,7,8,9,10,18,19,20,22,11,12,21,13,14,15,24,23,25,29,26,27,30,28,31,32,33/E:(5,6)(7,8)(9,10)(11,12)/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;;s11;s12;s13s16;s14s18;s17;s13s22;s15s20;d13;d14;d15;;s14;;s15s19;s21;s22d28s30s32;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s24;s29;s30;/rC:;-8.3712,-2.8287,0;-.8675,.4975,0;.8675,.4975,0;-7.3712,-2.8316,0;-8.8738,-1.9641,0;-.8675,1.5027,0;.8675,1.5027,0;-6.8686,-1.9611,0;-8.3712,-1.0936,0;0,2.0104,0;-7.366,-1.0877,0;-3.866,2.5104,0;0,5.0104,0;-5.366,.6444,0;-3.866,.5104,0;-4,4.0104,0;0,3.0104,0;-6.866,-.2217,0;-3.866,1.5104,0;0,4.0104,0;-3,4.0104,0;-3,3.0104,0;-4.866,1.5104,0;-4.7321,3.0104,0;-.866,5.5104,0;-4.866,-.2217,0;-2,5.0104,0;.866,5.5104,0;-2,3.0104,0;-6.366,.6444,0;-1,4.0104,0;-2,4.0104,0;0,-.5,0;-8.6212,-3.2617,0;-1.3001,.2469,0;1.3001,.2469,0;-7.1218,-3.265,0;-9.3738,-1.9649,0;-1.3012,1.7514,0;1.3012,1.7514,0;-6.3686,-1.9626,0;-8.6224,-.6613,0;-4.366,.5104,0;-3.366,.5104,0;-3.866,.0104,0;-4,4.5104,0;-4,3.5104,0;-4.5,4.0104,0;.5,3.0104,0;-.5,3.0104,0;-6.433,-.4717,0;-7.299,.0283,0;-3.366,1.5104,0;.5,4.0104,0;-3,4.5104,0;-2.567,2.7604,0;-5.116,1.9434,0;.866,6.0104,0;-1.567,2.7604,0;
Duplicates	DB08762_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08762_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08762_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08762_s0.sdf