CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12565_p0 (10334)

Formula C₂₁H₂₃N₃O₅

MW 397.43

InChIKey MAUCONCHVWBMHK-PDJAEHLQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.89

logP 3.204

PSA 104.04

MR 106.425

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -100.81831

PM7_Total_Energy_ev -4922.2868

PM7_Electronic_Energy_ev -44675.83169

PM7_Dipole_Debye 4.424

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.939

PM7_LUMO_Energy_ev -0.912

PM7_COSMO_Area_square_ang 341.36

PM7_COSMO_Volue_cubic_ang 472.59

PM7_Electron_Affinity_ev 0.912

PM7_Ionization_Energy_ev 8.939

PM7_Energy_Gap_ev 8.027

PM7_Global_Hardness_ev 4.0135

PM7_Global_Softness_ev 0.24915908807773762

PM7_Chemical_Potential_ev -4.9255

PM7_Electronigativity_ev 4.9255

PM7_Back_Donation_Energy_ev -1.003375

PM7_Electrophilicity_ev 3.022368288277065

OPENEYE_Name 3-[(dimethylamino)methyl]-~{N}-[2-[4-(hydroxycarbamoyl)phenoxy]ethyl]benzofuran-2-carboxamide

SMILES c1ccc2c(c1)c(c(o2)C(=O)NCCOc3ccc(cc3)C(=O)NO)CN(C)C

Canonical_SMILES ONC(=O)c1ccc(cc1)OCCNC(=O)c1oc2c(c1CN(C)C)cccc2

InChI 1/C21H23N3O5/c1-24(2)13-17-16-5-3-4-6-18(16)29-19(17)21(26)22-11-12-28-15-9-7-14(8-10-15)20(25)23-27/h3-10,27H,11-13H2,1-2H3,(H,22,26)(H,23,25)/f/h22-23H

InChI_3D 1S/C21H23N3O5/c1-24(2)13-17-16-5-3-4-6-18(16)29-19(17)21(26)22-11-12-28-15-9-7-14(8-10-15)20(25)23-27/h3-10,27H,11-13H2,1-2H3,(H,22,26)(H,23,25)

AuxInfo 1/1/N:17,18,1,2,3,6,4,5,7,8,20,21,19,10,13,9,11,12,14,15,16,23,22,24,25,26,28,29,27/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;d3;s4d5;s9;d6s9;s7d8;d11;s10;s14;;;s11;;s20;s15;s16s20;s17s18s19;d15;d16;s12s14;s22;s13s21;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s28;/rC:;0,1.0058,0;.868,-.4978,0;8.2911,-1.2414,0;9.7936,-.3738,0;.868,1.5138,0;7.7884,-.3709,0;9.2909,.4967,0;1.736,-.0012,0;9.2911,-1.2384,0;2.6938,-.3125,0;1.736,1.0058,0;8.2858,.5026,0;3.2858,.5023,0;9.7911,-2.1044,0;4.2858,.5024,0;4.2899,-2.4226,0;2.6426,-2.9578,0;3.0028,-1.2636,0;5.7857,1.3685,0;6.7857,1.3685,0;10.7911,-2.1043,0;4.7857,1.3684,0;3.3117,-2.2146,0;9.2912,-2.9705,0;4.7858,-.3636,0;2.6938,1.3169,0;11.2912,-2.9703,0;7.7857,1.3686,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;8.0417,-1.6748,0;10.2936,-.3745,0;.868,2.0138,0;7.2884,-.3724,0;9.5422,.929,0;4.3939,-1.9335,0;4.1859,-2.9117,0;4.7789,-2.5266,0;3.0141,-3.2923,0;2.271,-2.6232,0;2.308,-3.3293,0;3.4783,-1.1091,0;2.5272,-1.4181,0;5.7858,.8685,0;5.7857,1.8685,0;6.7857,1.8685,0;6.7858,.8685,0;11.0411,-1.6713,0;4.5357,1.8014,0;11.7912,-2.9703,0;

Duplicates DB12565_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12565_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12565_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12565_p0.sdf

Formula	C₂₁H₂₃N₃O₅
MW	397.43
InChIKey	MAUCONCHVWBMHK-PDJAEHLQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.89
logP	3.204
PSA	104.04
MR	106.425
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-100.81831
PM7_Total_Energy_ev	-4922.2868
PM7_Electronic_Energy_ev	-44675.83169
PM7_Dipole_Debye	4.424
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.939
PM7_LUMO_Energy_ev	-0.912
PM7_COSMO_Area_square_ang	341.36
PM7_COSMO_Volue_cubic_ang	472.59
PM7_Electron_Affinity_ev	0.912
PM7_Ionization_Energy_ev	8.939
PM7_Energy_Gap_ev	8.027
PM7_Global_Hardness_ev	4.0135
PM7_Global_Softness_ev	0.24915908807773762
PM7_Chemical_Potential_ev	-4.9255
PM7_Electronigativity_ev	4.9255
PM7_Back_Donation_Energy_ev	-1.003375
PM7_Electrophilicity_ev	3.022368288277065
OPENEYE_Name	3-[(dimethylamino)methyl]-~{N}-[2-[4-(hydroxycarbamoyl)phenoxy]ethyl]benzofuran-2-carboxamide
SMILES	c1ccc2c(c1)c(c(o2)C(=O)NCCOc3ccc(cc3)C(=O)NO)CN(C)C
Canonical_SMILES	ONC(=O)c1ccc(cc1)OCCNC(=O)c1oc2c(c1CN(C)C)cccc2
InChI	1/C21H23N3O5/c1-24(2)13-17-16-5-3-4-6-18(16)29-19(17)21(26)22-11-12-28-15-9-7-14(8-10-15)20(25)23-27/h3-10,27H,11-13H2,1-2H3,(H,22,26)(H,23,25)/f/h22-23H
InChI_3D	1S/C21H23N3O5/c1-24(2)13-17-16-5-3-4-6-18(16)29-19(17)21(26)22-11-12-28-15-9-7-14(8-10-15)20(25)23-27/h3-10,27H,11-13H2,1-2H3,(H,22,26)(H,23,25)
AuxInfo	1/1/N:17,18,1,2,3,6,4,5,7,8,20,21,19,10,13,9,11,12,14,15,16,23,22,24,25,26,28,29,27/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;d3;s4d5;s9;d6s9;s7d8;d11;s10;s14;;;s11;;s20;s15;s16s20;s17s18s19;d15;d16;s12s14;s22;s13s21;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s28;/rC:;0,1.0058,0;.868,-.4978,0;8.2911,-1.2414,0;9.7936,-.3738,0;.868,1.5138,0;7.7884,-.3709,0;9.2909,.4967,0;1.736,-.0012,0;9.2911,-1.2384,0;2.6938,-.3125,0;1.736,1.0058,0;8.2858,.5026,0;3.2858,.5023,0;9.7911,-2.1044,0;4.2858,.5024,0;4.2899,-2.4226,0;2.6426,-2.9578,0;3.0028,-1.2636,0;5.7857,1.3685,0;6.7857,1.3685,0;10.7911,-2.1043,0;4.7857,1.3684,0;3.3117,-2.2146,0;9.2912,-2.9705,0;4.7858,-.3636,0;2.6938,1.3169,0;11.2912,-2.9703,0;7.7857,1.3686,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;8.0417,-1.6748,0;10.2936,-.3745,0;.868,2.0138,0;7.2884,-.3724,0;9.5422,.929,0;4.3939,-1.9335,0;4.1859,-2.9117,0;4.7789,-2.5266,0;3.0141,-3.2923,0;2.271,-2.6232,0;2.308,-3.3293,0;3.4783,-1.1091,0;2.5272,-1.4181,0;5.7858,.8685,0;5.7857,1.8685,0;6.7857,1.8685,0;6.7858,.8685,0;11.0411,-1.6713,0;4.5357,1.8014,0;11.7912,-2.9703,0;
Duplicates	DB12565_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12565_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12565_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12565_p0.sdf