CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02046 (2301)

Formula C₂₁H₂₆N₃O₆P

MW 447.43

InChIKey WHPKSASOSKNDPY-NJQRNOABNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 9

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.25

logP 3.5499

PSA 154.47

MR 115.686

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -249.90289

PM7_Total_Energy_ev -5438.3025

PM7_Electronic_Energy_ev -48583.74311

PM7_Dipole_Debye 4.03004

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.411

PM7_LUMO_Energy_ev -0.32

PM7_COSMO_Area_square_ang 406.42

PM7_COSMO_Volue_cubic_ang 530.11

PM7_Electron_Affinity_ev 0.32

PM7_Ionization_Energy_ev 8.411

PM7_Energy_Gap_ev 8.091

PM7_Global_Hardness_ev 4.0455

PM7_Global_Softness_ev 0.24718823384006922

PM7_Chemical_Potential_ev -4.3655

PM7_Electronigativity_ev 4.3655

PM7_Back_Donation_Energy_ev -1.011375

PM7_Electrophilicity_ev 2.3554060375726116

OPENEYE_Name [(1~{R})-1-[[(2~{S})-2-(furan-2-carbonylamino)-4-methyl-pentanoyl]amino]-2-(1~{H}-indol-3-yl)ethyl]phosphonic acid

SMILES c1ccc2c(c1)c(c[nH]2)CC(NC(=O)C(CC(C)C)NC(=O)c3ccco3)P(=O)(O)O

Canonical_SMILES CC(C[C@@H](C(=O)N[C@H](P(=O)(O)O)Cc1c[nH]c2c1cccc2)NC(=O)c1ccco1)C

InChI 1/C21H26N3O6P/c1-13(2)10-17(23-21(26)18-8-5-9-30-18)20(25)24-19(31(27,28)29)11-14-12-22-16-7-4-3-6-15(14)16/h3-9,12-13,17,19,22H,10-11H2,1-2H3,(H,23,26)(H,24,25)(H2,27,28,29)/f/h23-24,27-28H

InChI_3D 1S/C21H26N3O6P/c1-13(2)10-17(23-21(26)18-8-5-9-30-18)20(25)24-19(31(27,28)29)11-14-12-22-16-7-4-3-6-15(14)16/h3-9,12-13,17,19,22H,10-11H2,1-2H3,(H,23,26)(H,24,25)(H2,27,28,29)/t17-,19+/m0/s1

AuxInfo 1/1/N:15,16,1,2,3,4,5,6,8,18,17,7,20,10,9,11,19,12,21,14,13,22,23,24,26,25,27,29,30,28,31/E:(1,2)(27,28,29)/F:15,16,1,2,3,4,5,6,8,18,17,7,20,10,9,11,19,12,21,14,13,22,23,24,26,25,29,30,27,28,31/E:(1,2)(27,28)/rA:57cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;s3;;d3;d4;d7s9;d5s9;d6;s12;;;;s10;;s14s18;s15s16s18;s17;s7s11;s13s19;s14s21;d13;d14;;s8s12;;;s21d27s29s30;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s29;s30;/rC:;0,1.0058,0;9.3856,.2638,0;.868,-.4978,0;.868,1.5138,0;8.5745,-.3237,0;3.2858,.5023,0;9.0755,1.2144,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;7.7637,.2642,0;6.8126,-.0448,0;4.7025,-1.6408,0;7.2226,-2.925,0;6.5805,-4.1851,0;3.2345,-1.9769,0;5.9625,-2.2829,0;5.6536,-1.3319,0;6.2715,-3.234,0;3.5435,-2.9279,0;2.6938,1.3169,0;6.6046,-1.0229,0;4.4945,-2.619,0;6.0695,.6244,0;3.9594,-.9717,0;4.8035,-3.57,0;8.0751,1.2193,0;2.9014,-4.188,0;4.1614,-4.8301,0;3.8524,-3.879,0;-.4327,-.2506,0;-.4337,1.2545,0;9.8611,.1092,0;.8677,-.9978,0;.868,2.0138,0;8.5744,-.8237,0;3.7858,.5023,0;9.3701,1.6184,0;7.0681,-2.4495,0;7.3771,-3.4006,0;7.6981,-2.7706,0;6.1049,-4.3396,0;7.056,-4.0306,0;6.735,-4.6606,0;3.71,-1.8224,0;2.759,-2.1314,0;5.487,-2.4374,0;6.4381,-2.1285,0;5.4991,-.8563,0;5.796,-3.3885,0;3.0679,-3.0824,0;2.8483,1.7924,0;6.9762,-1.3575,0;4.8661,-2.9536,0;2.7974,-4.6771,0;4.6505,-4.9341,0;

Duplicates DB02046

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02046.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02046.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02046.sdf

Formula	C₂₁H₂₆N₃O₆P
MW	447.43
InChIKey	WHPKSASOSKNDPY-NJQRNOABNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	9
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.25
logP	3.5499
PSA	154.47
MR	115.686
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-249.90289
PM7_Total_Energy_ev	-5438.3025
PM7_Electronic_Energy_ev	-48583.74311
PM7_Dipole_Debye	4.03004
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.411
PM7_LUMO_Energy_ev	-0.32
PM7_COSMO_Area_square_ang	406.42
PM7_COSMO_Volue_cubic_ang	530.11
PM7_Electron_Affinity_ev	0.32
PM7_Ionization_Energy_ev	8.411
PM7_Energy_Gap_ev	8.091
PM7_Global_Hardness_ev	4.0455
PM7_Global_Softness_ev	0.24718823384006922
PM7_Chemical_Potential_ev	-4.3655
PM7_Electronigativity_ev	4.3655
PM7_Back_Donation_Energy_ev	-1.011375
PM7_Electrophilicity_ev	2.3554060375726116
OPENEYE_Name	[(1~{R})-1-[[(2~{S})-2-(furan-2-carbonylamino)-4-methyl-pentanoyl]amino]-2-(1~{H}-indol-3-yl)ethyl]phosphonic acid
SMILES	c1ccc2c(c1)c(c[nH]2)CC(NC(=O)C(CC(C)C)NC(=O)c3ccco3)P(=O)(O)O
Canonical_SMILES	CC(C[C@@H](C(=O)N[C@H](P(=O)(O)O)Cc1c[nH]c2c1cccc2)NC(=O)c1ccco1)C
InChI	1/C21H26N3O6P/c1-13(2)10-17(23-21(26)18-8-5-9-30-18)20(25)24-19(31(27,28)29)11-14-12-22-16-7-4-3-6-15(14)16/h3-9,12-13,17,19,22H,10-11H2,1-2H3,(H,23,26)(H,24,25)(H2,27,28,29)/f/h23-24,27-28H
InChI_3D	1S/C21H26N3O6P/c1-13(2)10-17(23-21(26)18-8-5-9-30-18)20(25)24-19(31(27,28)29)11-14-12-22-16-7-4-3-6-15(14)16/h3-9,12-13,17,19,22H,10-11H2,1-2H3,(H,23,26)(H,24,25)(H2,27,28,29)/t17-,19+/m0/s1
AuxInfo	1/1/N:15,16,1,2,3,4,5,6,8,18,17,7,20,10,9,11,19,12,21,14,13,22,23,24,26,25,27,29,30,28,31/E:(1,2)(27,28,29)/F:15,16,1,2,3,4,5,6,8,18,17,7,20,10,9,11,19,12,21,14,13,22,23,24,26,25,29,30,27,28,31/E:(1,2)(27,28)/rA:57cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;s3;;d3;d4;d7s9;d5s9;d6;s12;;;;s10;;s14s18;s15s16s18;s17;s7s11;s13s19;s14s21;d13;d14;;s8s12;;;s21d27s29s30;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s29;s30;/rC:;0,1.0058,0;9.3856,.2638,0;.868,-.4978,0;.868,1.5138,0;8.5745,-.3237,0;3.2858,.5023,0;9.0755,1.2144,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;7.7637,.2642,0;6.8126,-.0448,0;4.7025,-1.6408,0;7.2226,-2.925,0;6.5805,-4.1851,0;3.2345,-1.9769,0;5.9625,-2.2829,0;5.6536,-1.3319,0;6.2715,-3.234,0;3.5435,-2.9279,0;2.6938,1.3169,0;6.6046,-1.0229,0;4.4945,-2.619,0;6.0695,.6244,0;3.9594,-.9717,0;4.8035,-3.57,0;8.0751,1.2193,0;2.9014,-4.188,0;4.1614,-4.8301,0;3.8524,-3.879,0;-.4327,-.2506,0;-.4337,1.2545,0;9.8611,.1092,0;.8677,-.9978,0;.868,2.0138,0;8.5744,-.8237,0;3.7858,.5023,0;9.3701,1.6184,0;7.0681,-2.4495,0;7.3771,-3.4006,0;7.6981,-2.7706,0;6.1049,-4.3396,0;7.056,-4.0306,0;6.735,-4.6606,0;3.71,-1.8224,0;2.759,-2.1314,0;5.487,-2.4374,0;6.4381,-2.1285,0;5.4991,-.8563,0;5.796,-3.3885,0;3.0679,-3.0824,0;2.8483,1.7924,0;6.9762,-1.3575,0;4.8661,-2.9536,0;2.7974,-4.6771,0;4.6505,-4.9341,0;
Duplicates	DB02046
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02046.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02046.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02046.sdf