CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13728_t0 (11510)

Formula C₂₂H₂₇ClF₂O₅

MW 444.9

InChIKey GGXMRPUKBWXVHE-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.73

logP 2.4102

PSA 94.83

MR 106.803

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -299.75099

PM7_Total_Energy_ev -5741.45371

PM7_Electronic_Energy_ev -50870.74036

PM7_Dipole_Debye 4.93921

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.267

PM7_LUMO_Energy_ev -1.072

PM7_COSMO_Area_square_ang 381.35

PM7_COSMO_Volue_cubic_ang 497.95

PM7_Electron_Affinity_ev 1.072

PM7_Ionization_Energy_ev 10.267

PM7_Energy_Gap_ev 9.195

PM7_Global_Hardness_ev 4.5975

PM7_Global_Softness_ev 0.21750951604132682

PM7_Chemical_Potential_ev -5.6695

PM7_Electronigativity_ev 5.6695

PM7_Back_Donation_Energy_ev -1.149375

PM7_Electrophilicity_ev 3.495729227841218

OPENEYE_Name (6~{S},8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{R},17~{R})-2-chloro-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

SMILES C1=C2C(CC3C4CC(C(C4(CC(C3(C2(C=C(C1=O)Cl)C)F)O)C)(C(=O)CO)O)C)F

Canonical_SMILES OCC(=O)[C@@]1(O)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C(=C[C@]12C)Cl)F)F

InChI 1/C22H27ClF2O5/c1-10-4-11-12-5-15(24)13-6-16(27)14(23)7-19(13,2)21(12,25)17(28)8-20(11,3)22(10,30)18(29)9-26/h6-7,10-12,15,17,26,28,30H,4-5,8-9H2,1-3H3

InChI_3D 1S/C22H27ClF2O5/c1-10-4-11-12-5-15(24)13-6-16(27)14(23)7-19(13,2)21(12,25)17(28)8-20(11,3)22(10,30)18(29)9-26/h6-7,10-12,15,17,26,28,30H,4-5,8-9H2,1-3H3/t10-,11+,12+,15+,17+,19+,20+,21+,22+/m1/s1

AuxInfo 1/0/N:19,20,21,8,7,1,2,9,22,13,12,11,4,3,10,5,14,6,15,17,18,16,30,28,29,27,23,25,24,26/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOFFClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1s3;;;;;s4s7;s7;s8s11;s8;s9;s2s4;s6s13;s9s12s16;s11s14s15;s13;s15;s17;s6;d5;d6;s14;s16;s22;s10;s18;s3;s1;s2;s7;s7;s8;s8;s9;s9;s10;s11;s12;s13;s14;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;s26;s27;/rC:.8679,-.4977,0;.8679,1.5135,0;0,1.0056,0;1.7371,0,0;;6.3461,4.3663,0;3.4748,.0023,0;6.0915,1.5061,0;3.4743,3.0237,0;2.6037,-.4989,0;3.4759,1.0071,0;4.3477,1.5084,0;6.0928,2.5162,0;2.5967,2.5196,0;1.7358,1.0056,0;5.2187,3.0279,0;4.349,2.5184,0;2.6012,1.5123,0;7.8153,2.2074,0;.8686,.5076,0;5.2163,2.0206,0;6.0059,5.3067,0;-.8653,-.5013,0;7.3306,4.1908,0;1.9981,4.1641,0;4.0908,4.366,0;5.6656,6.247,0;3.246,-1.2653,0;2.6042,.5123,0;-.8675,1.5031,0;.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;3.4764,1.5071,0;4.4764,1.0252,0;6.2659,2.9853,0;2.1045,2.4317,0;7.7271,1.7152,0;7.9036,2.6995,0;8.3075,2.1191,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;5.5357,5.1366,0;6.4761,5.4768,0;1.5057,4.2509,0;4.2608,4.8362,0;5.1734,6.3348,0;

Duplicates DB13728_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13728_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13728_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13728_t0.sdf

Formula	C₂₂H₂₇ClF₂O₅
MW	444.9
InChIKey	GGXMRPUKBWXVHE-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.73
logP	2.4102
PSA	94.83
MR	106.803
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-299.75099
PM7_Total_Energy_ev	-5741.45371
PM7_Electronic_Energy_ev	-50870.74036
PM7_Dipole_Debye	4.93921
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.267
PM7_LUMO_Energy_ev	-1.072
PM7_COSMO_Area_square_ang	381.35
PM7_COSMO_Volue_cubic_ang	497.95
PM7_Electron_Affinity_ev	1.072
PM7_Ionization_Energy_ev	10.267
PM7_Energy_Gap_ev	9.195
PM7_Global_Hardness_ev	4.5975
PM7_Global_Softness_ev	0.21750951604132682
PM7_Chemical_Potential_ev	-5.6695
PM7_Electronigativity_ev	5.6695
PM7_Back_Donation_Energy_ev	-1.149375
PM7_Electrophilicity_ev	3.495729227841218
OPENEYE_Name	(6~{S},8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{R},17~{R})-2-chloro-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
SMILES	C1=C2C(CC3C4CC(C(C4(CC(C3(C2(C=C(C1=O)Cl)C)F)O)C)(C(=O)CO)O)C)F
Canonical_SMILES	OCC(=O)[C@@]1(O)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C(=C[C@]12C)Cl)F)F
InChI	1/C22H27ClF2O5/c1-10-4-11-12-5-15(24)13-6-16(27)14(23)7-19(13,2)21(12,25)17(28)8-20(11,3)22(10,30)18(29)9-26/h6-7,10-12,15,17,26,28,30H,4-5,8-9H2,1-3H3
InChI_3D	1S/C22H27ClF2O5/c1-10-4-11-12-5-15(24)13-6-16(27)14(23)7-19(13,2)21(12,25)17(28)8-20(11,3)22(10,30)18(29)9-26/h6-7,10-12,15,17,26,28,30H,4-5,8-9H2,1-3H3/t10-,11+,12+,15+,17+,19+,20+,21+,22+/m1/s1
AuxInfo	1/0/N:19,20,21,8,7,1,2,9,22,13,12,11,4,3,10,5,14,6,15,17,18,16,30,28,29,27,23,25,24,26/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOFFClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1s3;;;;;s4s7;s7;s8s11;s8;s9;s2s4;s6s13;s9s12s16;s11s14s15;s13;s15;s17;s6;d5;d6;s14;s16;s22;s10;s18;s3;s1;s2;s7;s7;s8;s8;s9;s9;s10;s11;s12;s13;s14;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;s26;s27;/rC:.8679,-.4977,0;.8679,1.5135,0;0,1.0056,0;1.7371,0,0;;6.3461,4.3663,0;3.4748,.0023,0;6.0915,1.5061,0;3.4743,3.0237,0;2.6037,-.4989,0;3.4759,1.0071,0;4.3477,1.5084,0;6.0928,2.5162,0;2.5967,2.5196,0;1.7358,1.0056,0;5.2187,3.0279,0;4.349,2.5184,0;2.6012,1.5123,0;7.8153,2.2074,0;.8686,.5076,0;5.2163,2.0206,0;6.0059,5.3067,0;-.8653,-.5013,0;7.3306,4.1908,0;1.9981,4.1641,0;4.0908,4.366,0;5.6656,6.247,0;3.246,-1.2653,0;2.6042,.5123,0;-.8675,1.5031,0;.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;3.4764,1.5071,0;4.4764,1.0252,0;6.2659,2.9853,0;2.1045,2.4317,0;7.7271,1.7152,0;7.9036,2.6995,0;8.3075,2.1191,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;5.5357,5.1366,0;6.4761,5.4768,0;1.5057,4.2509,0;4.2608,4.8362,0;5.1734,6.3348,0;
Duplicates	DB13728_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13728_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13728_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13728_t0.sdf