CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01772 (2003)

Formula C₂₂H₂₀FN₃O₄

MW 409.42

InChIKey RPGZQOOZHIEPJW-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.59

logP 2.0515

PSA 103.59

MR 114.388

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -110.6778

PM7_Total_Energy_ev -5176.22417

PM7_Electronic_Energy_ev -42670.1013

PM7_Dipole_Debye 5.55263

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.275

PM7_LUMO_Energy_ev -1.556

PM7_COSMO_Area_square_ang 387

PM7_COSMO_Volue_cubic_ang 472

PM7_Electron_Affinity_ev 1.556

PM7_Ionization_Energy_ev 8.275

PM7_Energy_Gap_ev 6.719

PM7_Global_Hardness_ev 3.3595

PM7_Global_Softness_ev 0.2976633427593392

PM7_Chemical_Potential_ev -4.9155

PM7_Electronigativity_ev 4.9155

PM7_Back_Donation_Energy_ev -0.839875

PM7_Electrophilicity_ev 3.5960917175174876

OPENEYE_Name 3-[3-[[(2~{S})-2,3-dihydroxypropyl]amino]phenyl]-4-(5-fluoro-1-methyl-indol-3-yl)pyrrole-2,5-dione

SMILES c1cc(cc(c1)NCC(CO)O)C2=C(C(=O)NC2=O)c3cn(c4c3cc(cc4)F)C

Canonical_SMILES OC[C@H](CNc1cccc(c1)C1=C(C(=O)NC1=O)c1cn(c2c1cc(F)cc2)C)O

InChI 1/C22H20FN3O4/c1-26-10-17(16-8-13(23)5-6-18(16)26)20-19(21(29)25-22(20)30)12-3-2-4-14(7-12)24-9-15(28)11-27/h2-8,10,15,24,27-28H,9,11H2,1H3,(H,25,29,30)/f/h25H

InChI_3D 1S/C22H20FN3O4/c1-26-10-17(16-8-13(23)5-6-18(16)26)20-19(21(29)25-22(20)30)12-3-2-4-14(7-12)24-9-15(28)11-27/h2-8,10,15,24,27-28H,9,11H2,1H3,(H,25,29,30)/t15-/m0/s1

AuxInfo 1/1/N:19,1,2,4,5,3,7,6,20,8,21,10,14,13,22,9,11,12,15,16,17,18,30,25,24,23,28,29,26,27/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;s6;s2d7;d8s9;s3d9;d4s7;s5d6;s10;s11d15;s15;s16;;;;s20s21;s8s12s19;s17s18;s13s20;d17;d18;s21;s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s21;s21;s22;s24;s25;s28;s29;/rC:6.0752,1.0424,0;5.2686,.4512,0;.868,1.5138,0;6.994,.6347,0;0,1.0058,0;.868,-.4978,0;6.2904,-.9512,0;3.2858,.5023,0;1.736,-.0012,0;5.3715,-.5435,0;2.6938,-.3125,0;1.736,1.0058,0;7.1063,-.3641,0;;3.9556,-1.5719,0;3.0028,-1.2636,0;3.9541,-2.5719,0;2.413,-2.0731,0;3.0028,2.268,0;8.8286,-.1809,0;10.4451,.9968,0;9.6368,.408,0;2.6938,1.3169,0;3.0042,-2.8854,0;8.0203,-.7697,0;4.7641,-3.1584,0;1.413,-2.0729,0;11.2534,1.5856,0;9.048,1.2162,0;-.8653,-.5013,0;6.0216,1.5395,0;4.8116,.654,0;.868,2.0138,0;7.3973,.9303,0;-.4337,1.2545,0;.8677,-.9978,0;6.3418,-1.4486,0;3.7858,.5023,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;9.123,-.585,0;8.5342,.2233,0;10.1507,1.4009,0;10.7395,.5927,0;9.9313,.0038,0;2.8509,-3.3613,0;8.0732,-1.2669,0;11.2004,2.0828,0;8.5508,1.1633,0;

Duplicates DB01772

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01772.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01772.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01772.sdf

Formula	C₂₂H₂₀FN₃O₄
MW	409.42
InChIKey	RPGZQOOZHIEPJW-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.59
logP	2.0515
PSA	103.59
MR	114.388
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-110.6778
PM7_Total_Energy_ev	-5176.22417
PM7_Electronic_Energy_ev	-42670.1013
PM7_Dipole_Debye	5.55263
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.275
PM7_LUMO_Energy_ev	-1.556
PM7_COSMO_Area_square_ang	387
PM7_COSMO_Volue_cubic_ang	472
PM7_Electron_Affinity_ev	1.556
PM7_Ionization_Energy_ev	8.275
PM7_Energy_Gap_ev	6.719
PM7_Global_Hardness_ev	3.3595
PM7_Global_Softness_ev	0.2976633427593392
PM7_Chemical_Potential_ev	-4.9155
PM7_Electronigativity_ev	4.9155
PM7_Back_Donation_Energy_ev	-0.839875
PM7_Electrophilicity_ev	3.5960917175174876
OPENEYE_Name	3-[3-[[(2~{S})-2,3-dihydroxypropyl]amino]phenyl]-4-(5-fluoro-1-methyl-indol-3-yl)pyrrole-2,5-dione
SMILES	c1cc(cc(c1)NCC(CO)O)C2=C(C(=O)NC2=O)c3cn(c4c3cc(cc4)F)C
Canonical_SMILES	OC[C@H](CNc1cccc(c1)C1=C(C(=O)NC1=O)c1cn(c2c1cc(F)cc2)C)O
InChI	1/C22H20FN3O4/c1-26-10-17(16-8-13(23)5-6-18(16)26)20-19(21(29)25-22(20)30)12-3-2-4-14(7-12)24-9-15(28)11-27/h2-8,10,15,24,27-28H,9,11H2,1H3,(H,25,29,30)/f/h25H
InChI_3D	1S/C22H20FN3O4/c1-26-10-17(16-8-13(23)5-6-18(16)26)20-19(21(29)25-22(20)30)12-3-2-4-14(7-12)24-9-15(28)11-27/h2-8,10,15,24,27-28H,9,11H2,1H3,(H,25,29,30)/t15-/m0/s1
AuxInfo	1/1/N:19,1,2,4,5,3,7,6,20,8,21,10,14,13,22,9,11,12,15,16,17,18,30,25,24,23,28,29,26,27/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;s6;s2d7;d8s9;s3d9;d4s7;s5d6;s10;s11d15;s15;s16;;;;s20s21;s8s12s19;s17s18;s13s20;d17;d18;s21;s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s21;s21;s22;s24;s25;s28;s29;/rC:6.0752,1.0424,0;5.2686,.4512,0;.868,1.5138,0;6.994,.6347,0;0,1.0058,0;.868,-.4978,0;6.2904,-.9512,0;3.2858,.5023,0;1.736,-.0012,0;5.3715,-.5435,0;2.6938,-.3125,0;1.736,1.0058,0;7.1063,-.3641,0;;3.9556,-1.5719,0;3.0028,-1.2636,0;3.9541,-2.5719,0;2.413,-2.0731,0;3.0028,2.268,0;8.8286,-.1809,0;10.4451,.9968,0;9.6368,.408,0;2.6938,1.3169,0;3.0042,-2.8854,0;8.0203,-.7697,0;4.7641,-3.1584,0;1.413,-2.0729,0;11.2534,1.5856,0;9.048,1.2162,0;-.8653,-.5013,0;6.0216,1.5395,0;4.8116,.654,0;.868,2.0138,0;7.3973,.9303,0;-.4337,1.2545,0;.8677,-.9978,0;6.3418,-1.4486,0;3.7858,.5023,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;9.123,-.585,0;8.5342,.2233,0;10.1507,1.4009,0;10.7395,.5927,0;9.9313,.0038,0;2.8509,-3.3613,0;8.0732,-1.2669,0;11.2004,2.0828,0;8.5508,1.1633,0;
Duplicates	DB01772
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01772.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01772.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01772.sdf