CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03737_p0 (4022)

Formula C₂₀H₂₀FN₃O₄

MW 385.4

InChIKey RAKYKJWUUUKCCW-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 5

HB_Acceptor 3

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.18

logP 1.9139

PSA 120.6

MR 105.133

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -96.04971

PM7_Total_Energy_ev -4929.78313

PM7_Electronic_Energy_ev -38759.01361

PM7_Dipole_Debye 3.02334

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.642

PM7_LUMO_Energy_ev -1.347

PM7_COSMO_Area_square_ang 376.93

PM7_COSMO_Volue_cubic_ang 439.02

PM7_Electron_Affinity_ev 1.347

PM7_Ionization_Energy_ev 8.642

PM7_Energy_Gap_ev 7.295

PM7_Global_Hardness_ev 3.6475

PM7_Global_Softness_ev 0.27416038382453733

PM7_Chemical_Potential_ev -4.9945

PM7_Electronigativity_ev 4.9945

PM7_Back_Donation_Energy_ev -0.911875

PM7_Electrophilicity_ev 3.4194695339273475

OPENEYE_Name (3~{Z})-4-[(3~{R},4~{S},5~{R})-4-amino-3,5-dihydroxy-hex-1-ynyl]-5-fluoro-3-[(3-methoxy-1~{H}-pyrrol-2-yl)methylene]indolin-2-one

SMILES C(#CC(C(C(C)O)N)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)N)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)/f/h24H

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)/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:48cCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHH/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;/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;2.1157,-4.9315,0;2.1161,-4.0654,0;-.3833,-3.0641,0;-.3848,-5.9302,0;

Duplicates DB03737_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p0.sdf

Formula	C₂₀H₂₀FN₃O₄
MW	385.4
InChIKey	RAKYKJWUUUKCCW-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	5
HB_Acceptor	3
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.18
logP	1.9139
PSA	120.6
MR	105.133
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-96.04971
PM7_Total_Energy_ev	-4929.78313
PM7_Electronic_Energy_ev	-38759.01361
PM7_Dipole_Debye	3.02334
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.642
PM7_LUMO_Energy_ev	-1.347
PM7_COSMO_Area_square_ang	376.93
PM7_COSMO_Volue_cubic_ang	439.02
PM7_Electron_Affinity_ev	1.347
PM7_Ionization_Energy_ev	8.642
PM7_Energy_Gap_ev	7.295
PM7_Global_Hardness_ev	3.6475
PM7_Global_Softness_ev	0.27416038382453733
PM7_Chemical_Potential_ev	-4.9945
PM7_Electronigativity_ev	4.9945
PM7_Back_Donation_Energy_ev	-0.911875
PM7_Electrophilicity_ev	3.4194695339273475
OPENEYE_Name	(3~{Z})-4-[(3~{R},4~{S},5~{R})-4-amino-3,5-dihydroxy-hex-1-ynyl]-5-fluoro-3-[(3-methoxy-1~{H}-pyrrol-2-yl)methylene]indolin-2-one
SMILES	C(#CC(C(C(C)O)N)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)N)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)/f/h24H
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)/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:48cCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHH/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;/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;2.1157,-4.9315,0;2.1161,-4.0654,0;-.3833,-3.0641,0;-.3848,-5.9302,0;
Duplicates	DB03737_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03737_p0.sdf