CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13158 (10909)

Formula C₂₂H₂₆ClFO₄

MW 408.9

InChIKey XXIFVOHLGBURIG-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 4

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 2.17

logP 3.3504

PSA 71.44

MR 104.629

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -204.127

PM7_Total_Energy_ev -4967.01826

PM7_Electronic_Energy_ev -43988.34493

PM7_Dipole_Debye 6.32945

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.874

PM7_LUMO_Energy_ev -0.573

PM7_COSMO_Area_square_ang 359.23

PM7_COSMO_Volue_cubic_ang 471.94

PM7_Electron_Affinity_ev 0.573

PM7_Ionization_Energy_ev 9.874

PM7_Energy_Gap_ev 9.301

PM7_Global_Hardness_ev 4.6505

PM7_Global_Softness_ev 0.21503064186646598

PM7_Chemical_Potential_ev -5.2235

PM7_Electronigativity_ev 5.2235

PM7_Back_Donation_Energy_ev -1.162625

PM7_Electrophilicity_ev 2.9335503978066875

OPENEYE_Name (8~{S},9~{R},10~{S},13~{S},14~{S},16~{S},17~{R})-17-(2-chloroacetyl)-9-fluoro-17-hydroxy-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6~{H}-cyclopenta[a]phenanthrene-3,11-dione

SMILES C1=CC2(C(=CC1=O)CCC3C2(C(=O)CC4(C3CC(C4(C(=O)CCl)O)C)C)F)C

Canonical_SMILES ClCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)CC(=O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F

InChI 1/C22H26ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-16,28H,4-5,8,10-11H2,1-3H3

InChI_3D 1S/C22H26ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-16,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19-,20-,21-,22-/m0/s1

AuxInfo 1/0/N:19,20,21,8,10,1,3,11,2,9,22,14,4,5,12,13,6,7,15,18,16,17,28,27,23,24,25,26/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOFClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;;s4;s6;s8;;s10;s11s12;s11;s3s4;s6s12s15;s7s14;s9s13s17;s14;s15;s18;s7;d5;d6;d7;s17;s16;s22;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;/rC:0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;;2.5967,2.5196,0;6.3461,4.3663,0;2.6037,-.4989,0;3.4743,3.0237,0;3.4748,.0023,0;6.0915,1.5061,0;3.4759,1.0071,0;4.3477,1.5084,0;6.0928,2.5162,0;1.7358,1.0056,0;2.6012,1.5123,0;5.2187,3.0279,0;4.349,2.5184,0;7.8153,2.2074,0;1.7357,2.0056,0;5.2163,2.0206,0;6.0059,5.3067,0;-.8653,-.5013,0;1.7301,3.0186,0;7.3306,4.1908,0;4.0908,4.366,0;2.6042,.5123,0;5.6657,6.247,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;2.9249,-.8821,0;2.2824,-.882,0;3.1535,3.4072,0;3.796,3.4064,0;3.9673,.0885,0;3.6452,-.4678,0;6.5915,1.5055,0;6.0908,1.0061,0;3.4764,1.5071,0;4.4764,1.0252,0;6.2659,2.9853,0;7.9036,2.6995,0;8.3075,2.1191,0;7.7271,1.7152,0;2.2357,2.0057,0;1.2357,2.0055,0;1.7356,2.5056,0;4.9674,1.5869,0;5.4652,2.4542,0;5.6499,1.7717,0;5.5357,5.1366,0;6.4761,5.4768,0;4.2608,4.8362,0;

Duplicates DB13158

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13158.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13158.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13158.sdf

Formula	C₂₂H₂₆ClFO₄
MW	408.9
InChIKey	XXIFVOHLGBURIG-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	4
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	2.17
logP	3.3504
PSA	71.44
MR	104.629
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-204.127
PM7_Total_Energy_ev	-4967.01826
PM7_Electronic_Energy_ev	-43988.34493
PM7_Dipole_Debye	6.32945
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.874
PM7_LUMO_Energy_ev	-0.573
PM7_COSMO_Area_square_ang	359.23
PM7_COSMO_Volue_cubic_ang	471.94
PM7_Electron_Affinity_ev	0.573
PM7_Ionization_Energy_ev	9.874
PM7_Energy_Gap_ev	9.301
PM7_Global_Hardness_ev	4.6505
PM7_Global_Softness_ev	0.21503064186646598
PM7_Chemical_Potential_ev	-5.2235
PM7_Electronigativity_ev	5.2235
PM7_Back_Donation_Energy_ev	-1.162625
PM7_Electrophilicity_ev	2.9335503978066875
OPENEYE_Name	(8~{S},9~{R},10~{S},13~{S},14~{S},16~{S},17~{R})-17-(2-chloroacetyl)-9-fluoro-17-hydroxy-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6~{H}-cyclopenta[a]phenanthrene-3,11-dione
SMILES	C1=CC2(C(=CC1=O)CCC3C2(C(=O)CC4(C3CC(C4(C(=O)CCl)O)C)C)F)C
Canonical_SMILES	ClCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)CC(=O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
InChI	1/C22H26ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-16,28H,4-5,8,10-11H2,1-3H3
InChI_3D	1S/C22H26ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-16,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19-,20-,21-,22-/m0/s1
AuxInfo	1/0/N:19,20,21,8,10,1,3,11,2,9,22,14,4,5,12,13,6,7,15,18,16,17,28,27,23,24,25,26/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOFClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;;s4;s6;s8;;s10;s11s12;s11;s3s4;s6s12s15;s7s14;s9s13s17;s14;s15;s18;s7;d5;d6;d7;s17;s16;s22;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;/rC:0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;;2.5967,2.5196,0;6.3461,4.3663,0;2.6037,-.4989,0;3.4743,3.0237,0;3.4748,.0023,0;6.0915,1.5061,0;3.4759,1.0071,0;4.3477,1.5084,0;6.0928,2.5162,0;1.7358,1.0056,0;2.6012,1.5123,0;5.2187,3.0279,0;4.349,2.5184,0;7.8153,2.2074,0;1.7357,2.0056,0;5.2163,2.0206,0;6.0059,5.3067,0;-.8653,-.5013,0;1.7301,3.0186,0;7.3306,4.1908,0;4.0908,4.366,0;2.6042,.5123,0;5.6657,6.247,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;2.9249,-.8821,0;2.2824,-.882,0;3.1535,3.4072,0;3.796,3.4064,0;3.9673,.0885,0;3.6452,-.4678,0;6.5915,1.5055,0;6.0908,1.0061,0;3.4764,1.5071,0;4.4764,1.0252,0;6.2659,2.9853,0;7.9036,2.6995,0;8.3075,2.1191,0;7.7271,1.7152,0;2.2357,2.0057,0;1.2357,2.0055,0;1.7356,2.5056,0;4.9674,1.5869,0;5.4652,2.4542,0;5.6499,1.7717,0;5.5357,5.1366,0;6.4761,5.4768,0;4.2608,4.8362,0;
Duplicates	DB13158
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13158.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13158.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13158.sdf