CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02936 (3213)

Formula C₂₂H₂₄N₂O₄

MW 380.44

InChIKey STENXUCYNKOBHJ-LPDQZMHHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.22

logP 3.9697

PSA 94.55

MR 108.018

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -126.87344

PM7_Total_Energy_ev -4580.26658

PM7_Electronic_Energy_ev -36753.35048

PM7_Dipole_Debye 7.13793

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.273

PM7_LUMO_Energy_ev -0.298

PM7_COSMO_Area_square_ang 402.4

PM7_COSMO_Volue_cubic_ang 466.39

PM7_Electron_Affinity_ev 0.298

PM7_Ionization_Energy_ev 8.273

PM7_Energy_Gap_ev 7.975

PM7_Global_Hardness_ev 3.9875

PM7_Global_Softness_ev 0.2507836990595611

PM7_Chemical_Potential_ev -4.2855

PM7_Electronigativity_ev 4.2855

PM7_Back_Donation_Energy_ev -0.996875

PM7_Electrophilicity_ev 2.3028852978056427

OPENEYE_Name 4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxybutanoic acid

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

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

InChI 1/C22H24N2O4/c1-15-18(13-21(23)25)19-12-17(28-11-5-8-22(26)27)9-10-20(19)24(15)14-16-6-3-2-4-7-16/h2-4,6-7,9-10,12H,5,8,11,13-14H2,1H3,(H2,23,25)(H,26,27)/f/h26H,23H2

InChI_3D 1S/C22H24N2O4/c1-15-18(13-21(23)25)19-12-17(28-11-5-8-22(26)27)9-10-20(19)24(15)14-16-6-3-2-4-7-16/h2-4,6-7,9-10,12H,5,8,11,13-14H2,1H3,(H2,23,25)(H,26,27)

AuxInfo 1/1/N:17,1,2,3,21,4,5,20,7,6,22,8,18,19,14,10,13,11,9,12,15,16,24,23,25,26,27,28/E:(3,4)(6,7)(26,27)/F:17,1,2,3,21,4,5,20,7,6,22,8,18,19,14,10,13,11,9,12,15,16,24,23,25,27,26,28/E:(3,4)(6,7)/rA:52nCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s9;s6d9;s7d8;d11;;;s14;s11s15;s10;s16;s20;s21;s12s14s19;s15;d15;d16;s16;s13s22;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s24;s24;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;-.8595,-4.5012,0;4.2858,.5024,0;3.0028,-1.2636,0;3.0028,2.268,0;-.861,-3.5012,0;-.8624,-2.5012,0;-.8639,-1.5013,0;2.6938,1.3169,0;4.2899,-2.4226,0;2.6426,-2.9578,0;-1.7248,-5.0025,0;.0072,-5,0;-.8653,-.5013,0;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;-1.361,-3.502,0;-.361,-3.5005,0;-1.3624,-2.502,0;-.3624,-2.5005,0;-1.3639,-1.502,0;-.3639,-1.5005,0;4.6245,-2.051,0;4.4444,-2.8981,0;.008,-5.5,0;

Duplicates DB02936

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02936.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02936.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02936.sdf

Formula	C₂₂H₂₄N₂O₄
MW	380.44
InChIKey	STENXUCYNKOBHJ-LPDQZMHHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.22
logP	3.9697
PSA	94.55
MR	108.018
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-126.87344
PM7_Total_Energy_ev	-4580.26658
PM7_Electronic_Energy_ev	-36753.35048
PM7_Dipole_Debye	7.13793
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.273
PM7_LUMO_Energy_ev	-0.298
PM7_COSMO_Area_square_ang	402.4
PM7_COSMO_Volue_cubic_ang	466.39
PM7_Electron_Affinity_ev	0.298
PM7_Ionization_Energy_ev	8.273
PM7_Energy_Gap_ev	7.975
PM7_Global_Hardness_ev	3.9875
PM7_Global_Softness_ev	0.2507836990595611
PM7_Chemical_Potential_ev	-4.2855
PM7_Electronigativity_ev	4.2855
PM7_Back_Donation_Energy_ev	-0.996875
PM7_Electrophilicity_ev	2.3028852978056427
OPENEYE_Name	4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxybutanoic acid
SMILES	c1ccc(cc1)Cn2c3ccc(cc3c(c2C)CC(=O)N)OCCCC(=O)O
Canonical_SMILES	NC(=O)Cc1c(C)n(c2c1cc(OCCCC(=O)O)cc2)Cc1ccccc1
InChI	1/C22H24N2O4/c1-15-18(13-21(23)25)19-12-17(28-11-5-8-22(26)27)9-10-20(19)24(15)14-16-6-3-2-4-7-16/h2-4,6-7,9-10,12H,5,8,11,13-14H2,1H3,(H2,23,25)(H,26,27)/f/h26H,23H2
InChI_3D	1S/C22H24N2O4/c1-15-18(13-21(23)25)19-12-17(28-11-5-8-22(26)27)9-10-20(19)24(15)14-16-6-3-2-4-7-16/h2-4,6-7,9-10,12H,5,8,11,13-14H2,1H3,(H2,23,25)(H,26,27)
AuxInfo	1/1/N:17,1,2,3,21,4,5,20,7,6,22,8,18,19,14,10,13,11,9,12,15,16,24,23,25,26,27,28/E:(3,4)(6,7)(26,27)/F:17,1,2,3,21,4,5,20,7,6,22,8,18,19,14,10,13,11,9,12,15,16,24,23,25,27,26,28/E:(3,4)(6,7)/rA:52nCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s9;s6d9;s7d8;d11;;;s14;s11s15;s10;s16;s20;s21;s12s14s19;s15;d15;d16;s16;s13s22;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s24;s24;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;-.8595,-4.5012,0;4.2858,.5024,0;3.0028,-1.2636,0;3.0028,2.268,0;-.861,-3.5012,0;-.8624,-2.5012,0;-.8639,-1.5013,0;2.6938,1.3169,0;4.2899,-2.4226,0;2.6426,-2.9578,0;-1.7248,-5.0025,0;.0072,-5,0;-.8653,-.5013,0;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;-1.361,-3.502,0;-.361,-3.5005,0;-1.3624,-2.502,0;-.3624,-2.5005,0;-1.3639,-1.502,0;-.3639,-1.5005,0;4.6245,-2.051,0;4.4444,-2.8981,0;.008,-5.5,0;
Duplicates	DB02936
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02936.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02936.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02936.sdf