CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13223 (10953)

Formula C₂₂H₂₇FO₅

MW 390.45

InChIKey PUWHHWCHAVXSIG-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 9

ONatoms 5

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.75

logP 2.729

PSA 91.67

MR 101.329

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -238.35367

PM7_Total_Energy_ev -5008.8791

PM7_Electronic_Energy_ev -43329.29162

PM7_Dipole_Debye 5.26787

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.979

PM7_LUMO_Energy_ev -0.921

PM7_COSMO_Area_square_ang 362.19

PM7_COSMO_Volue_cubic_ang 464.65

PM7_Electron_Affinity_ev 0.921

PM7_Ionization_Energy_ev 9.979

PM7_Energy_Gap_ev 9.058

PM7_Global_Hardness_ev 4.529

PM7_Global_Softness_ev 0.22079929344226099

PM7_Chemical_Potential_ev -5.45

PM7_Electronigativity_ev 5.45

PM7_Back_Donation_Energy_ev -1.13225

PM7_Electrophilicity_ev 3.2791455067343787

OPENEYE_Name 2-[(6~{S},8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},16~{R},17~{S})-6-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-acetic acid

SMILES C1=CC2(C(=CC1=O)C(CC3C2C(CC4(C3CC(C4C(=O)C(=O)O)C)C)O)F)C

Canonical_SMILES O=C1C=C[C@]2(C(=C1)[C@@H](F)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1C[C@H]([C@@H]2C(=O)C(=O)O)C)C)C

InChI 1/C22H27FO5/c1-10-6-13-12-8-15(23)14-7-11(24)4-5-21(14,2)18(12)16(25)9-22(13,3)17(10)19(26)20(27)28/h4-5,7,10,12-13,15-18,25H,6,8-9H2,1-3H3,(H,27,28)/f/h27H

InChI_3D 1S/C22H27FO5/c1-10-6-13-12-8-15(23)14-7-11(24)4-5-21(14,2)18(12)16(25)9-22(13,3)17(10)19(26)20(27)28/h4-5,7,10,12-13,15-18,25H,6,8-9H2,1-3H3,(H,27,28)/t10-,12+,13+,15+,16+,17-,18-,21+,22+/m1/s1

AuxInfo 1/1/N:20,21,22,1,3,9,2,8,10,16,5,13,14,4,11,17,12,15,6,7,18,19,28,23,27,24,25,26/E:(27,28)/F:20,21,22,1,3,9,2,8,10,16,5,13,14,4,11,17,12,15,6,7,18,19,28,23,27,24,26,25/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;s6;;;;s4s8;s6;s8;s9s13;s13;s9s12;s10s15;s3s4s15;s10s12s14;s16;s18;s19;d5;d6;d7;s7;s17;s11;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;/rC:0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;;4.0908,4.366,0;4.4308,5.3064,0;3.4748,.0023,0;6.0915,1.5061,0;3.4743,3.0237,0;2.6037,-.4989,0;5.2187,3.0279,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;6.0928,2.5162,0;2.5967,2.5196,0;1.7358,1.0056,0;4.349,2.5184,0;6.6986,4.158,0;.8686,.5076,0;5.2163,2.0206,0;-.8653,-.5013,0;3.1064,4.1901,0;5.4152,5.4823,0;3.7863,6.071,0;1.9981,4.1641,0;3.246,-1.2653,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;3.9673,.0885,0;3.6452,-.4678,0;6.5915,1.5055,0;6.0908,1.0061,0;3.1535,3.4072,0;3.796,3.4064,0;2.2824,-.882,0;5.5408,3.4103,0;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;6.585,2.428,0;2.1045,2.4317,0;6.2295,4.3311,0;7.1677,3.9849,0;6.8717,4.6271,0;.6196,.9412,0;1.1176,.074,0;.435,.2586,0;4.9674,1.5869,0;5.4652,2.4542,0;5.6499,1.7717,0;3.9563,6.5413,0;1.5057,4.2509,0;

Duplicates DB13223

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13223.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13223.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13223.sdf

Formula	C₂₂H₂₇FO₅
MW	390.45
InChIKey	PUWHHWCHAVXSIG-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	9
ONatoms	5
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.75
logP	2.729
PSA	91.67
MR	101.329
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-238.35367
PM7_Total_Energy_ev	-5008.8791
PM7_Electronic_Energy_ev	-43329.29162
PM7_Dipole_Debye	5.26787
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.979
PM7_LUMO_Energy_ev	-0.921
PM7_COSMO_Area_square_ang	362.19
PM7_COSMO_Volue_cubic_ang	464.65
PM7_Electron_Affinity_ev	0.921
PM7_Ionization_Energy_ev	9.979
PM7_Energy_Gap_ev	9.058
PM7_Global_Hardness_ev	4.529
PM7_Global_Softness_ev	0.22079929344226099
PM7_Chemical_Potential_ev	-5.45
PM7_Electronigativity_ev	5.45
PM7_Back_Donation_Energy_ev	-1.13225
PM7_Electrophilicity_ev	3.2791455067343787
OPENEYE_Name	2-[(6~{S},8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},16~{R},17~{S})-6-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-acetic acid
SMILES	C1=CC2(C(=CC1=O)C(CC3C2C(CC4(C3CC(C4C(=O)C(=O)O)C)C)O)F)C
Canonical_SMILES	O=C1C=C[C@]2(C(=C1)[C@@H](F)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1C[C@H]([C@@H]2C(=O)C(=O)O)C)C)C
InChI	1/C22H27FO5/c1-10-6-13-12-8-15(23)14-7-11(24)4-5-21(14,2)18(12)16(25)9-22(13,3)17(10)19(26)20(27)28/h4-5,7,10,12-13,15-18,25H,6,8-9H2,1-3H3,(H,27,28)/f/h27H
InChI_3D	1S/C22H27FO5/c1-10-6-13-12-8-15(23)14-7-11(24)4-5-21(14,2)18(12)16(25)9-22(13,3)17(10)19(26)20(27)28/h4-5,7,10,12-13,15-18,25H,6,8-9H2,1-3H3,(H,27,28)/t10-,12+,13+,15+,16+,17-,18-,21+,22+/m1/s1
AuxInfo	1/1/N:20,21,22,1,3,9,2,8,10,16,5,13,14,4,11,17,12,15,6,7,18,19,28,23,27,24,25,26/E:(27,28)/F:20,21,22,1,3,9,2,8,10,16,5,13,14,4,11,17,12,15,6,7,18,19,28,23,27,24,26,25/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;s6;;;;s4s8;s6;s8;s9s13;s13;s9s12;s10s15;s3s4s15;s10s12s14;s16;s18;s19;d5;d6;d7;s7;s17;s11;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;/rC:0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;;4.0908,4.366,0;4.4308,5.3064,0;3.4748,.0023,0;6.0915,1.5061,0;3.4743,3.0237,0;2.6037,-.4989,0;5.2187,3.0279,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;6.0928,2.5162,0;2.5967,2.5196,0;1.7358,1.0056,0;4.349,2.5184,0;6.6986,4.158,0;.8686,.5076,0;5.2163,2.0206,0;-.8653,-.5013,0;3.1064,4.1901,0;5.4152,5.4823,0;3.7863,6.071,0;1.9981,4.1641,0;3.246,-1.2653,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;3.9673,.0885,0;3.6452,-.4678,0;6.5915,1.5055,0;6.0908,1.0061,0;3.1535,3.4072,0;3.796,3.4064,0;2.2824,-.882,0;5.5408,3.4103,0;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;6.585,2.428,0;2.1045,2.4317,0;6.2295,4.3311,0;7.1677,3.9849,0;6.8717,4.6271,0;.6196,.9412,0;1.1176,.074,0;.435,.2586,0;4.9674,1.5869,0;5.4652,2.4542,0;5.6499,1.7717,0;3.9563,6.5413,0;1.5057,4.2509,0;
Duplicates	DB13223
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13223.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13223.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13223.sdf