CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14584 (11906)

Formula C₂₁H₂₈O₃

MW 328.45

InChIKey SFLXYFZGKSGFKA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 2

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 3

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 2.18

logP 3.6144

PSA 54.37

MR 94.9968

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -122.59875

PM7_Total_Energy_ev -3843.65836

PM7_Electronic_Energy_ev -33101.8274

PM7_Dipole_Debye 3.33267

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.861

PM7_LUMO_Energy_ev -0.091

PM7_COSMO_Area_square_ang 335.71

PM7_COSMO_Volue_cubic_ang 420.05

PM7_Electron_Affinity_ev 0.091

PM7_Ionization_Energy_ev 9.861

PM7_Energy_Gap_ev 9.77

PM7_Global_Hardness_ev 4.885

PM7_Global_Softness_ev 0.2047082906857728

PM7_Chemical_Potential_ev -4.976

PM7_Electronigativity_ev 4.976

PM7_Back_Donation_Energy_ev -1.22125

PM7_Electrophilicity_ev 2.5343475946775844

OPENEYE_Name (8~{R},9~{S},10~{R},13~{S},14~{S},17~{R})-17-acetyl-17-hydroxy-13-methyl-16-methylene-2,6,7,8,9,10,11,12,14,15-decahydro-1~{H}-cyclopenta[a]phenanthren-3-one

SMILES C1=C2CCC3C4CC(=C)C(C4(CCC3C2CCC1=O)C)(C(=O)C)O

Canonical_SMILES O=C1CC[C@H]2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC(=C)[C@]2(O)C(=O)C)C

InChI 1/C21H28O3/c1-12-10-19-18-6-4-14-11-15(23)5-7-16(14)17(18)8-9-20(19,3)21(12,24)13(2)22/h11,16-19,24H,1,4-10H2,2-3H3

InChI_3D 1S/C21H28O3/c1-12-10-19-18-6-4-14-11-15(23)5-7-16(14)17(18)8-9-20(19,3)21(12,24)13(2)22/h11,16-19,24H,1,4-10H2,2-3H3/t16-,17+,18+,19-,20-,21-/m0/s1

AuxInfo 1/0/N:5,20,21,7,8,10,11,12,13,9,1,4,6,2,3,14,17,16,15,19,18,23,22,24/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;s2;s3;s4;s7;s8;;s12;s2s11;s9;s10s15;s12s14s16;s4s6;s13s15s18;s6;s19;d3;d6;s18;s1;s5;s5;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s24;/rC:.8679,-.4977,0;1.7371,0,0;;6.0928,2.5162,0;6.9606,3.013,0;4.0908,4.366,0;2.6037,-.4989,0;0,1.0056,0;6.0915,1.5061,0;3.4748,.0023,0;.8679,1.5135,0;2.5967,2.5196,0;3.4743,3.0237,0;1.7358,1.0056,0;4.3477,1.5084,0;3.4759,1.0071,0;2.6012,1.5123,0;5.2187,3.0279,0;4.349,2.5184,0;4.4308,5.3064,0;5.2163,2.0206,0;-.8653,-.5013,0;3.1064,4.1901,0;5.8629,3.7927,0;.8677,-.9977,0;6.9625,3.513,0;7.3927,2.7615,0;2.9249,-.8821,0;2.2824,-.882,0;-.4922,.9178,0;-.1728,1.4748,0;6.5915,1.5055,0;6.0908,1.0061,0;3.9673,.0885,0;3.6452,-.4678,0;.5458,1.8959,0;1.19,1.8959,0;2.1045,2.4317,0;2.4257,2.9894,0;3.1535,3.4072,0;3.796,3.4064,0;1.3022,.7566,0;4.4764,1.0252,0;3.4764,1.5071,0;2.6027,1.0123,0;4.901,5.1365,0;3.9606,5.4764,0;4.6007,5.7767,0;4.9674,1.5869,0;5.6499,1.7717,0;5.4652,2.4542,0;5.6928,4.2629,0;

Duplicates DB14584

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14584.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14584.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14584.sdf

Formula	C₂₁H₂₈O₃
MW	328.45
InChIKey	SFLXYFZGKSGFKA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	2
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	3
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	2.18
logP	3.6144
PSA	54.37
MR	94.9968
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-122.59875
PM7_Total_Energy_ev	-3843.65836
PM7_Electronic_Energy_ev	-33101.8274
PM7_Dipole_Debye	3.33267
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.861
PM7_LUMO_Energy_ev	-0.091
PM7_COSMO_Area_square_ang	335.71
PM7_COSMO_Volue_cubic_ang	420.05
PM7_Electron_Affinity_ev	0.091
PM7_Ionization_Energy_ev	9.861
PM7_Energy_Gap_ev	9.77
PM7_Global_Hardness_ev	4.885
PM7_Global_Softness_ev	0.2047082906857728
PM7_Chemical_Potential_ev	-4.976
PM7_Electronigativity_ev	4.976
PM7_Back_Donation_Energy_ev	-1.22125
PM7_Electrophilicity_ev	2.5343475946775844
OPENEYE_Name	(8~{R},9~{S},10~{R},13~{S},14~{S},17~{R})-17-acetyl-17-hydroxy-13-methyl-16-methylene-2,6,7,8,9,10,11,12,14,15-decahydro-1~{H}-cyclopenta[a]phenanthren-3-one
SMILES	C1=C2CCC3C4CC(=C)C(C4(CCC3C2CCC1=O)C)(C(=O)C)O
Canonical_SMILES	O=C1CC[C@H]2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC(=C)[C@]2(O)C(=O)C)C
InChI	1/C21H28O3/c1-12-10-19-18-6-4-14-11-15(23)5-7-16(14)17(18)8-9-20(19,3)21(12,24)13(2)22/h11,16-19,24H,1,4-10H2,2-3H3
InChI_3D	1S/C21H28O3/c1-12-10-19-18-6-4-14-11-15(23)5-7-16(14)17(18)8-9-20(19,3)21(12,24)13(2)22/h11,16-19,24H,1,4-10H2,2-3H3/t16-,17+,18+,19-,20-,21-/m0/s1
AuxInfo	1/0/N:5,20,21,7,8,10,11,12,13,9,1,4,6,2,3,14,17,16,15,19,18,23,22,24/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;s2;s3;s4;s7;s8;;s12;s2s11;s9;s10s15;s12s14s16;s4s6;s13s15s18;s6;s19;d3;d6;s18;s1;s5;s5;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s24;/rC:.8679,-.4977,0;1.7371,0,0;;6.0928,2.5162,0;6.9606,3.013,0;4.0908,4.366,0;2.6037,-.4989,0;0,1.0056,0;6.0915,1.5061,0;3.4748,.0023,0;.8679,1.5135,0;2.5967,2.5196,0;3.4743,3.0237,0;1.7358,1.0056,0;4.3477,1.5084,0;3.4759,1.0071,0;2.6012,1.5123,0;5.2187,3.0279,0;4.349,2.5184,0;4.4308,5.3064,0;5.2163,2.0206,0;-.8653,-.5013,0;3.1064,4.1901,0;5.8629,3.7927,0;.8677,-.9977,0;6.9625,3.513,0;7.3927,2.7615,0;2.9249,-.8821,0;2.2824,-.882,0;-.4922,.9178,0;-.1728,1.4748,0;6.5915,1.5055,0;6.0908,1.0061,0;3.9673,.0885,0;3.6452,-.4678,0;.5458,1.8959,0;1.19,1.8959,0;2.1045,2.4317,0;2.4257,2.9894,0;3.1535,3.4072,0;3.796,3.4064,0;1.3022,.7566,0;4.4764,1.0252,0;3.4764,1.5071,0;2.6027,1.0123,0;4.901,5.1365,0;3.9606,5.4764,0;4.6007,5.7767,0;4.9674,1.5869,0;5.6499,1.7717,0;5.4652,2.4542,0;5.6928,4.2629,0;
Duplicates	DB14584
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14584.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14584.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14584.sdf