CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03737_p7 (4023)

Formula C₂₀H₂₁FN₃O₄

MW 386.4

InChIKey RAKYKJWUUUKCCW-QMYPZEHCNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 5

HB_Acceptor 3

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.18

logP 0.4968

PSA 122.22

MR 106.391

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 44.69068

PM7_Total_Energy_ev -4937.03217

PM7_Electronic_Energy_ev -40166.5231

PM7_Dipole_Debye 14.38699

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.836

PM7_LUMO_Energy_ev -3.751

PM7_COSMO_Area_square_ang 361.36

PM7_COSMO_Volue_cubic_ang 450.89

PM7_Electron_Affinity_ev 3.751

PM7_Ionization_Energy_ev 10.836

PM7_Energy_Gap_ev 7.085

PM7_Global_Hardness_ev 3.5425

PM7_Global_Softness_ev 0.2822865208186309

PM7_Chemical_Potential_ev -7.2935

PM7_Electronigativity_ev 7.2935

PM7_Back_Donation_Energy_ev -0.885625

PM7_Electrophilicity_ev 7.508135815102329

OPENEYE_Name [(1~{S},2~{R})-4-[(3~{Z})-5-fluoro-3-[(3-methoxy-1~{H}-pyrrol-2-yl)methylene]-2-oxo-indolin-4-yl]-2-hydroxy-1-[(1~{R})-1-hydroxyethyl]but-3-ynyl]ammonium

SMILES C(#CC(C(C(C)O)[NH3+])O)c1c2c(ccc1F)NC(=O)C2=Cc3c(cc[nH]3)OC

Canonical_SMILES COc1cc[nH]c1/C=C/1C(=O)Nc2c1c(C#C[C@H]([C@H]([C@H](O)C)[NH3+])O)c(cc2)F

InChI 1/C20H20FN3O4/c1-10(25)19(22)16(26)6-3-11-13(21)4-5-14-18(11)12(20(27)24-14)9-15-17(28-2)7-8-23-15/h4-5,7-10,16,19,23,25-26H,22H2,1-2H3,(H,24,27)/p+1/fC20H21FN3O4/h22,24H/q+1

InChI_3D 1S/C20H20FN3O4/c1-10(25)19(22)16(26)6-3-11-13(21)4-5-14-18(11)12(20(27)24-14)9-15-17(28-2)7-8-23-15/h4-5,7-10,16,19,23,25-26H,22H2,1-2H3,(H,24,27)/p+1/b12-9-/t10-,16-,19+/m1/s1

AuxInfo 1/1/N:16,17,1,4,3,2,5,6,15,20,7,13,11,9,12,18,10,8,19,14,28,23,21,22,26,25,24,27/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNN+OOOOFHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;d5;s1;s7;s3d8;s5;s4d7;d10;s8;s13;s12w13;;;s2;s18;s16s19;s6s12;s9s14;s19;d14;s18;s20;s10s17;s11;s3;s4;s5;s6;s15;s16;s16;s16;s17;s17;s17;s18;s19;s20;s21;s22;s23;s23;s25;s26;s23;/rC:.8675,-1.4978,0;.867,-2.4978,0;.868,1.5138,0;0,1.0058,0;6.1189,-2.4388,0;6.3257,-1.4605,0;.868,-.4978,0;1.736,-.0012,0;1.736,1.0058,0;5.1228,-2.5421,0;;4.7145,-1.6275,0;2.6938,-.3125,0;3.2858,.5023,0;3.0028,-1.2636,0;.8649,-6.4978,0;3.6226,-3.4077,0;.8664,-3.4978,0;.8659,-4.4978,0;.8654,-5.4978,0;5.4618,-.9561,0;2.6938,1.3169,0;1.8659,-4.4983,0;4.2858,.5024,0;-.1336,-3.4973,0;-.1346,-5.4973,0;4.6226,-3.408,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;6.4534,-2.8105,0;6.7828,-1.258,0;2.6682,-1.6351,0;1.3649,-6.4981,0;.3649,-6.4975,0;.8646,-6.9978,0;3.6227,-2.9077,0;3.6224,-3.9077,0;3.1226,-3.4076,0;1.3664,-3.4981,0;.3659,-4.4975,0;1.3654,-5.4981,0;5.411,-.4587,0;2.8483,1.7924,0;1.8662,-3.9983,0;1.8657,-4.9983,0;-.3833,-3.0641,0;-.3848,-5.9302,0;2.3659,-4.4986,0;

Duplicates DB03737_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p7.sdf

Formula	C₂₀H₂₁FN₃O₄
MW	386.4
InChIKey	RAKYKJWUUUKCCW-QMYPZEHCNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	5
HB_Acceptor	3
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.18
logP	0.4968
PSA	122.22
MR	106.391
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	44.69068
PM7_Total_Energy_ev	-4937.03217
PM7_Electronic_Energy_ev	-40166.5231
PM7_Dipole_Debye	14.38699
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.836
PM7_LUMO_Energy_ev	-3.751
PM7_COSMO_Area_square_ang	361.36
PM7_COSMO_Volue_cubic_ang	450.89
PM7_Electron_Affinity_ev	3.751
PM7_Ionization_Energy_ev	10.836
PM7_Energy_Gap_ev	7.085
PM7_Global_Hardness_ev	3.5425
PM7_Global_Softness_ev	0.2822865208186309
PM7_Chemical_Potential_ev	-7.2935
PM7_Electronigativity_ev	7.2935
PM7_Back_Donation_Energy_ev	-0.885625
PM7_Electrophilicity_ev	7.508135815102329
OPENEYE_Name	[(1~{S},2~{R})-4-[(3~{Z})-5-fluoro-3-[(3-methoxy-1~{H}-pyrrol-2-yl)methylene]-2-oxo-indolin-4-yl]-2-hydroxy-1-[(1~{R})-1-hydroxyethyl]but-3-ynyl]ammonium
SMILES	C(#CC(C(C(C)O)[NH3+])O)c1c2c(ccc1F)NC(=O)C2=Cc3c(cc[nH]3)OC
Canonical_SMILES	COc1cc[nH]c1/C=C/1C(=O)Nc2c1c(C#C[C@H]([C@H]([C@H](O)C)[NH3+])O)c(cc2)F
InChI	1/C20H20FN3O4/c1-10(25)19(22)16(26)6-3-11-13(21)4-5-14-18(11)12(20(27)24-14)9-15-17(28-2)7-8-23-15/h4-5,7-10,16,19,23,25-26H,22H2,1-2H3,(H,24,27)/p+1/fC20H21FN3O4/h22,24H/q+1
InChI_3D	1S/C20H20FN3O4/c1-10(25)19(22)16(26)6-3-11-13(21)4-5-14-18(11)12(20(27)24-14)9-15-17(28-2)7-8-23-15/h4-5,7-10,16,19,23,25-26H,22H2,1-2H3,(H,24,27)/p+1/b12-9-/t10-,16-,19+/m1/s1
AuxInfo	1/1/N:16,17,1,4,3,2,5,6,15,20,7,13,11,9,12,18,10,8,19,14,28,23,21,22,26,25,24,27/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNN+OOOOFHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;d5;s1;s7;s3d8;s5;s4d7;d10;s8;s13;s12w13;;;s2;s18;s16s19;s6s12;s9s14;s19;d14;s18;s20;s10s17;s11;s3;s4;s5;s6;s15;s16;s16;s16;s17;s17;s17;s18;s19;s20;s21;s22;s23;s23;s25;s26;s23;/rC:.8675,-1.4978,0;.867,-2.4978,0;.868,1.5138,0;0,1.0058,0;6.1189,-2.4388,0;6.3257,-1.4605,0;.868,-.4978,0;1.736,-.0012,0;1.736,1.0058,0;5.1228,-2.5421,0;;4.7145,-1.6275,0;2.6938,-.3125,0;3.2858,.5023,0;3.0028,-1.2636,0;.8649,-6.4978,0;3.6226,-3.4077,0;.8664,-3.4978,0;.8659,-4.4978,0;.8654,-5.4978,0;5.4618,-.9561,0;2.6938,1.3169,0;1.8659,-4.4983,0;4.2858,.5024,0;-.1336,-3.4973,0;-.1346,-5.4973,0;4.6226,-3.408,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;6.4534,-2.8105,0;6.7828,-1.258,0;2.6682,-1.6351,0;1.3649,-6.4981,0;.3649,-6.4975,0;.8646,-6.9978,0;3.6227,-2.9077,0;3.6224,-3.9077,0;3.1226,-3.4076,0;1.3664,-3.4981,0;.3659,-4.4975,0;1.3654,-5.4981,0;5.411,-.4587,0;2.8483,1.7924,0;1.8662,-3.9983,0;1.8657,-4.9983,0;-.3833,-3.0641,0;-.3848,-5.9302,0;2.3659,-4.4986,0;
Duplicates	DB03737_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p7.sdf