CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02504 (2780)

Formula C₂₁H₂₅N₂O₅P

MW 416.41

InChIKey AQEYCNKFBRLUOT-RJJUGOMSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.2

logP 3.6727

PSA 124.59

MR 112.427

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -222.83794

PM7_Total_Energy_ev -4943.97366

PM7_Electronic_Energy_ev -39028.80522

PM7_Dipole_Debye 4.75413

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.432

PM7_LUMO_Energy_ev -0.389

PM7_COSMO_Area_square_ang 425.41

PM7_COSMO_Volue_cubic_ang 493.53

PM7_Electron_Affinity_ev 0.389

PM7_Ionization_Energy_ev 8.432

PM7_Energy_Gap_ev 8.043

PM7_Global_Hardness_ev 4.0215

PM7_Global_Softness_ev 0.24866343404202412

PM7_Chemical_Potential_ev -4.4105

PM7_Electronigativity_ev 4.4105

PM7_Back_Donation_Energy_ev -1.005375

PM7_Electrophilicity_ev 2.4185639997513366

OPENEYE_Name 3-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxypropylphosphonic acid

SMILES c1ccc(cc1)Cn2c3ccc(cc3c(c2C)CC(=O)N)OCCCP(=O)(O)O

Canonical_SMILES NC(=O)Cc1c(C)n(c2c1cc(OCCCP(=O)(O)O)cc2)Cc1ccccc1

InChI 1/C21H25N2O5P/c1-15-18(13-21(22)24)19-12-17(28-10-5-11-29(25,26)27)8-9-20(19)23(15)14-16-6-3-2-4-7-16/h2-4,6-9,12H,5,10-11,13-14H2,1H3,(H2,22,24)(H2,25,26,27)/f/h25-26H,22H2

InChI_3D 1S/C21H25N2O5P/c1-15-18(13-21(22)24)19-12-17(28-10-5-11-29(25,26)27)8-9-20(19)23(15)14-16-6-3-2-4-7-16/h2-4,6-9,12H,5,10-11,13-14H2,1H3,(H2,22,24)(H2,25,26,27)

AuxInfo 1/1/N:16,1,2,3,19,4,5,7,6,20,21,8,17,18,14,10,13,11,9,12,15,23,22,24,25,26,27,28,29/E:(3,4)(6,7)(25,26,27)/F:16,1,2,3,19,4,5,7,6,20,21,8,17,18,14,10,13,11,9,12,15,23,22,24,26,27,25,28,29/E:(3,4)(6,7)(25,26)/rA:54nCCCCCCCCCCCCCCCCCCCCCNNOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s9;s6d9;s7d8;d11;;s14;s11s15;s10;;s19;s19;s12s14s18;s15;d15;;;;s13s20;s21d25s26s27;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s23;s23;s26;s27;/rC:3.933,5.131,0;4.6043,4.3898,0;2.9543,4.9259,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;3.3118,3.219,0;2.6938,-.3125,0;1.736,1.0058,0;;3.2858,.5023,0;3.3117,-2.2146,0;4.2858,.5024,0;3.0028,-1.2636,0;3.0028,2.268,0;-.8624,-2.5012,0;-.8639,-1.5013,0;-.861,-3.5012,0;2.6938,1.3169,0;4.2899,-2.4226,0;2.6426,-2.9578,0;.1405,-4.4998,0;-1.8595,-4.5027,0;-.8581,-5.5012,0;-.8653,-.5013,0;-.8595,-4.5012,0;4.0875,5.6066,0;5.0933,4.4945,0;2.6202,5.298,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.4783,2.1135,0;2.5273,2.4225,0;-.3624,-2.5005,0;-1.3624,-2.502,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.361,-3.5005,0;-1.361,-3.502,0;4.6245,-2.051,0;4.4444,-2.8981,0;-2.1089,-4.9361,0;-.4247,-5.7506,0;

Duplicates DB02504

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02504.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02504.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02504.sdf

Formula	C₂₁H₂₅N₂O₅P
MW	416.41
InChIKey	AQEYCNKFBRLUOT-RJJUGOMSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.2
logP	3.6727
PSA	124.59
MR	112.427
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-222.83794
PM7_Total_Energy_ev	-4943.97366
PM7_Electronic_Energy_ev	-39028.80522
PM7_Dipole_Debye	4.75413
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.432
PM7_LUMO_Energy_ev	-0.389
PM7_COSMO_Area_square_ang	425.41
PM7_COSMO_Volue_cubic_ang	493.53
PM7_Electron_Affinity_ev	0.389
PM7_Ionization_Energy_ev	8.432
PM7_Energy_Gap_ev	8.043
PM7_Global_Hardness_ev	4.0215
PM7_Global_Softness_ev	0.24866343404202412
PM7_Chemical_Potential_ev	-4.4105
PM7_Electronigativity_ev	4.4105
PM7_Back_Donation_Energy_ev	-1.005375
PM7_Electrophilicity_ev	2.4185639997513366
OPENEYE_Name	3-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxypropylphosphonic acid
SMILES	c1ccc(cc1)Cn2c3ccc(cc3c(c2C)CC(=O)N)OCCCP(=O)(O)O
Canonical_SMILES	NC(=O)Cc1c(C)n(c2c1cc(OCCCP(=O)(O)O)cc2)Cc1ccccc1
InChI	1/C21H25N2O5P/c1-15-18(13-21(22)24)19-12-17(28-10-5-11-29(25,26)27)8-9-20(19)23(15)14-16-6-3-2-4-7-16/h2-4,6-9,12H,5,10-11,13-14H2,1H3,(H2,22,24)(H2,25,26,27)/f/h25-26H,22H2
InChI_3D	1S/C21H25N2O5P/c1-15-18(13-21(22)24)19-12-17(28-10-5-11-29(25,26)27)8-9-20(19)23(15)14-16-6-3-2-4-7-16/h2-4,6-9,12H,5,10-11,13-14H2,1H3,(H2,22,24)(H2,25,26,27)
AuxInfo	1/1/N:16,1,2,3,19,4,5,7,6,20,21,8,17,18,14,10,13,11,9,12,15,23,22,24,25,26,27,28,29/E:(3,4)(6,7)(25,26,27)/F:16,1,2,3,19,4,5,7,6,20,21,8,17,18,14,10,13,11,9,12,15,23,22,24,26,27,25,28,29/E:(3,4)(6,7)(25,26)/rA:54nCCCCCCCCCCCCCCCCCCCCCNNOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s9;s6d9;s7d8;d11;;s14;s11s15;s10;;s19;s19;s12s14s18;s15;d15;;;;s13s20;s21d25s26s27;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s23;s23;s26;s27;/rC:3.933,5.131,0;4.6043,4.3898,0;2.9543,4.9259,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;3.3118,3.219,0;2.6938,-.3125,0;1.736,1.0058,0;;3.2858,.5023,0;3.3117,-2.2146,0;4.2858,.5024,0;3.0028,-1.2636,0;3.0028,2.268,0;-.8624,-2.5012,0;-.8639,-1.5013,0;-.861,-3.5012,0;2.6938,1.3169,0;4.2899,-2.4226,0;2.6426,-2.9578,0;.1405,-4.4998,0;-1.8595,-4.5027,0;-.8581,-5.5012,0;-.8653,-.5013,0;-.8595,-4.5012,0;4.0875,5.6066,0;5.0933,4.4945,0;2.6202,5.298,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.4783,2.1135,0;2.5273,2.4225,0;-.3624,-2.5005,0;-1.3624,-2.502,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.361,-3.5005,0;-1.361,-3.502,0;4.6245,-2.051,0;4.4444,-2.8981,0;-2.1089,-4.9361,0;-.4247,-5.7506,0;
Duplicates	DB02504
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02504.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02504.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02504.sdf