CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14703 (11976)

Formula C₂₉H₃₃FO₉S

MW 576.63

InChIKey TWQWRHIQRAZHPR-ACIDLTHQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 40

Number_Rings 5

Number_Bonds 77

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 3

HB_Acceptor 8

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 1.16

logP 4.0879

PSA 163.65

MR 141.454

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -386.03952

PM7_Total_Energy_ev -7307.7571

PM7_Electronic_Energy_ev -72001.93063

PM7_Dipole_Debye 5.34228

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.829

PM7_LUMO_Energy_ev -1.239

PM7_COSMO_Area_square_ang 497.39

PM7_COSMO_Volue_cubic_ang 642.48

PM7_Electron_Affinity_ev 1.239

PM7_Ionization_Energy_ev 9.829

PM7_Energy_Gap_ev 8.59

PM7_Global_Hardness_ev 4.295

PM7_Global_Softness_ev 0.23282887077997672

PM7_Chemical_Potential_ev -5.534

PM7_Electronigativity_ev 5.534

PM7_Back_Donation_Energy_ev -1.07375

PM7_Electrophilicity_ev 3.565210244470314

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

SMILES c1cc(cc(c1)S(=O)(=O)O)C(=O)OCC(=O)C2(C(CC3C2(CC(C4(C3CCC5=CC(=O)C=CC54C)F)O)C)C)O

Canonical_SMILES O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1C[C@H]([C@]2(O)C(=O)COC(=O)c1cccc(c1)S(=O)(=O)O)C)C)C

InChI 1/C29H33FO9S/c1-16-11-22-21-8-7-18-13-19(31)9-10-26(18,2)28(21,30)23(32)14-27(22,3)29(16,35)24(33)15-39-25(34)17-5-4-6-20(12-17)40(36,37)38/h4-6,9-10,12-13,16,21-23,32,35H,7-8,11,14-15H2,1-3H3,(H,36,37,38)/f/h36H

InChI_3D 1S/C29H33FO9S/c1-16-11-22-21-8-7-18-13-19(31)9-10-26(18,2)28(21,30)23(32)14-27(22,3)29(16,35)24(33)15-39-25(34)17-5-4-6-20(12-17)40(36,37)38/h4-6,9-10,12-13,16,21-23,32,35H,7-8,11,14-15H2,1-3H3,(H,36,37,38)/t16-,21+,22+,23+,26+,27+,28+,29+/m1/s1

AuxInfo 1/1/N:26,27,28,1,2,3,14,15,7,9,16,4,8,17,29,20,5,10,11,6,18,19,21,13,12,22,24,25,23,39,30,35,32,31,36,33,34,37,38,40/E:(36,37,38)/F:26,27,28,1,2,3,14,15,7,9,16,4,8,17,29,20,5,10,11,6,18,19,21,13,12,22,24,25,23,39,30,35,32,31,36,37,33,34,38,40/E:(37,38)/CRV:40.6/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;d7;d8;s7s8;s5;;s10;s14;;;s15;s16s18;s16;s17;s9s10;s13s20;s17s19s23;s18s21s22;s20;s22;s24;s13;d11;d12;d13;;;s21;s23;;s12s29;s25;s6d33d34s37;s1;s2;s3;s4;s7;s8;s9;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s35;s36;s37;/rC:7.4233,8.4794,0;7.0793,7.5404,0;6.7766,9.2489,0;5.4483,8.1327,0;6.0951,7.3632,0;5.7858,9.0795,0;0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;;5.7551,6.4227,0;4.0908,4.366,0;2.6037,-.4989,0;3.4748,.0023,0;6.0915,1.5061,0;3.4743,3.0237,0;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;4.4308,5.3064,0;-.8653,-.5013,0;6.3996,5.6581,0;3.1064,4.1901,0;5.908,10.4884,0;4.3769,9.2017,0;1.9981,4.1641,0;6.3461,4.3663,0;4.4991,10.6106,0;4.7707,6.2469,0;2.6042,.5123,0;5.1424,9.845,0;7.9158,8.5659,0;7.4009,7.1577,0;6.9486,9.7184,0;4.9563,8.044,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;2.9249,-.8821,0;2.2824,-.882,0;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;3.4764,1.5071,0;4.4764,1.0252,0;6.2659,2.9853,0;2.1045,2.4317,0;7.9036,2.6995,0;8.3075,2.1191,0;7.7271,1.7152,0;.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;4.901,5.1365,0;3.9606,5.4764,0;1.5057,4.2509,0;6.8384,4.2786,0;4.6697,11.0806,0;

Duplicates DB14703

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14703.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14703.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14703.sdf

Formula	C₂₉H₃₃FO₉S
MW	576.63
InChIKey	TWQWRHIQRAZHPR-ACIDLTHQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	40
Number_Rings	5
Number_Bonds	77
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	3
HB_Acceptor	8
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	1.16
logP	4.0879
PSA	163.65
MR	141.454
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-386.03952
PM7_Total_Energy_ev	-7307.7571
PM7_Electronic_Energy_ev	-72001.93063
PM7_Dipole_Debye	5.34228
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.829
PM7_LUMO_Energy_ev	-1.239
PM7_COSMO_Area_square_ang	497.39
PM7_COSMO_Volue_cubic_ang	642.48
PM7_Electron_Affinity_ev	1.239
PM7_Ionization_Energy_ev	9.829
PM7_Energy_Gap_ev	8.59
PM7_Global_Hardness_ev	4.295
PM7_Global_Softness_ev	0.23282887077997672
PM7_Chemical_Potential_ev	-5.534
PM7_Electronigativity_ev	5.534
PM7_Back_Donation_Energy_ev	-1.07375
PM7_Electrophilicity_ev	3.565210244470314
OPENEYE_Name	3-[2-[(8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{R},17~{R})-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]carbonylbenzenesulfonic acid
SMILES	c1cc(cc(c1)S(=O)(=O)O)C(=O)OCC(=O)C2(C(CC3C2(CC(C4(C3CCC5=CC(=O)C=CC54C)F)O)C)C)O
Canonical_SMILES	O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1C[C@H]([C@]2(O)C(=O)COC(=O)c1cccc(c1)S(=O)(=O)O)C)C)C
InChI	1/C29H33FO9S/c1-16-11-22-21-8-7-18-13-19(31)9-10-26(18,2)28(21,30)23(32)14-27(22,3)29(16,35)24(33)15-39-25(34)17-5-4-6-20(12-17)40(36,37)38/h4-6,9-10,12-13,16,21-23,32,35H,7-8,11,14-15H2,1-3H3,(H,36,37,38)/f/h36H
InChI_3D	1S/C29H33FO9S/c1-16-11-22-21-8-7-18-13-19(31)9-10-26(18,2)28(21,30)23(32)14-27(22,3)29(16,35)24(33)15-39-25(34)17-5-4-6-20(12-17)40(36,37)38/h4-6,9-10,12-13,16,21-23,32,35H,7-8,11,14-15H2,1-3H3,(H,36,37,38)/t16-,21+,22+,23+,26+,27+,28+,29+/m1/s1
AuxInfo	1/1/N:26,27,28,1,2,3,14,15,7,9,16,4,8,17,29,20,5,10,11,6,18,19,21,13,12,22,24,25,23,39,30,35,32,31,36,33,34,37,38,40/E:(36,37,38)/F:26,27,28,1,2,3,14,15,7,9,16,4,8,17,29,20,5,10,11,6,18,19,21,13,12,22,24,25,23,39,30,35,32,31,36,37,33,34,38,40/E:(37,38)/CRV:40.6/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;d7;d8;s7s8;s5;;s10;s14;;;s15;s16s18;s16;s17;s9s10;s13s20;s17s19s23;s18s21s22;s20;s22;s24;s13;d11;d12;d13;;;s21;s23;;s12s29;s25;s6d33d34s37;s1;s2;s3;s4;s7;s8;s9;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s35;s36;s37;/rC:7.4233,8.4794,0;7.0793,7.5404,0;6.7766,9.2489,0;5.4483,8.1327,0;6.0951,7.3632,0;5.7858,9.0795,0;0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;;5.7551,6.4227,0;4.0908,4.366,0;2.6037,-.4989,0;3.4748,.0023,0;6.0915,1.5061,0;3.4743,3.0237,0;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;4.4308,5.3064,0;-.8653,-.5013,0;6.3996,5.6581,0;3.1064,4.1901,0;5.908,10.4884,0;4.3769,9.2017,0;1.9981,4.1641,0;6.3461,4.3663,0;4.4991,10.6106,0;4.7707,6.2469,0;2.6042,.5123,0;5.1424,9.845,0;7.9158,8.5659,0;7.4009,7.1577,0;6.9486,9.7184,0;4.9563,8.044,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;2.9249,-.8821,0;2.2824,-.882,0;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;3.4764,1.5071,0;4.4764,1.0252,0;6.2659,2.9853,0;2.1045,2.4317,0;7.9036,2.6995,0;8.3075,2.1191,0;7.7271,1.7152,0;.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;4.901,5.1365,0;3.9606,5.4764,0;1.5057,4.2509,0;6.8384,4.2786,0;4.6697,11.0806,0;
Duplicates	DB14703
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14703.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14703.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14703.sdf