CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13953 (11725)

Formula C₂₅H₂₈O₃

MW 376.49

InChIKey UYIFTLBWAOGQBI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 3

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 5.39

logP 5.1228

PSA 46.53

MR 110.404

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -98.8671

PM7_Total_Energy_ev -4335.03053

PM7_Electronic_Energy_ev -37084.67214

PM7_Dipole_Debye 2.80966

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.123

PM7_LUMO_Energy_ev -0.62

PM7_COSMO_Area_square_ang 394.55

PM7_COSMO_Volue_cubic_ang 465.5

PM7_Electron_Affinity_ev 0.62

PM7_Ionization_Energy_ev 9.123

PM7_Energy_Gap_ev 8.503

PM7_Global_Hardness_ev 4.2515

PM7_Global_Softness_ev 0.2352111019640127

PM7_Chemical_Potential_ev -4.8715

PM7_Electronigativity_ev 4.8715

PM7_Back_Donation_Energy_ev -1.062875

PM7_Electrophilicity_ev 2.7909575737974834

OPENEYE_Name [(8~{R},9~{S},13~{S},14~{S},17~{S})-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate

SMILES c1ccc(cc1)C(=O)Oc2ccc3c(c2)CCC4C3CCC5(C4CCC5O)C

Canonical_SMILES O=C(c1ccccc1)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C

InChI 1/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3

InChI_3D 1S/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23+,25+/m1/s1

AuxInfo 1/0/N:25,1,2,3,4,5,14,7,15,6,17,18,16,19,8,9,11,12,10,20,21,22,23,13,24,27,26,28/E:(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s8d10;s7d8;s9;s11;s14;;;s17;s16;s10s16;s15s20;s17s21;s18;s19s22s23;s24;d13;s23;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s25;s25;s25;s27;/rC:-3.4687,-3.0103,0;-3.4731,-2.0103,0;-2.6034,-3.5115,0;-2.6033,-1.5064,0;-1.7336,-3.0077,0;.8679,1.5135,0;0,1.0056,0;.8679,-.4977,0;-1.7291,-2.0025,0;1.7358,1.0056,0;1.7371,0,0;;-.8638,-1.5013,0;2.6037,-.4989,0;3.4748,.0023,0;2.5967,2.5196,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;2.6012,1.5123,0;3.4759,1.0071,0;4.3477,1.5084,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;.0029,-2,0;6.3461,4.3663,0;-.8653,-.5013,0;-3.9014,-3.2609,0;-3.9068,-1.7615,0;-2.6034,-4.0115,0;-2.6055,-1.0064,0;-1.3009,-3.2583,0;.8679,2.0135,0;-.4337,1.2543,0;.8677,-.9977,0;2.9249,-.8821,0;2.2824,-.882,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;6.5915,1.5054,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;3.4764,1.5071,0;4.4764,1.0252,0;4.8965,3.4102,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;6.176,4.8365,0;

Duplicates DB13953

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13953.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13953.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13953.sdf

Formula	C₂₅H₂₈O₃
MW	376.49
InChIKey	UYIFTLBWAOGQBI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	3
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	5.39
logP	5.1228
PSA	46.53
MR	110.404
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-98.8671
PM7_Total_Energy_ev	-4335.03053
PM7_Electronic_Energy_ev	-37084.67214
PM7_Dipole_Debye	2.80966
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.123
PM7_LUMO_Energy_ev	-0.62
PM7_COSMO_Area_square_ang	394.55
PM7_COSMO_Volue_cubic_ang	465.5
PM7_Electron_Affinity_ev	0.62
PM7_Ionization_Energy_ev	9.123
PM7_Energy_Gap_ev	8.503
PM7_Global_Hardness_ev	4.2515
PM7_Global_Softness_ev	0.2352111019640127
PM7_Chemical_Potential_ev	-4.8715
PM7_Electronigativity_ev	4.8715
PM7_Back_Donation_Energy_ev	-1.062875
PM7_Electrophilicity_ev	2.7909575737974834
OPENEYE_Name	[(8~{R},9~{S},13~{S},14~{S},17~{S})-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate
SMILES	c1ccc(cc1)C(=O)Oc2ccc3c(c2)CCC4C3CCC5(C4CCC5O)C
Canonical_SMILES	O=C(c1ccccc1)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
InChI	1/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3
InChI_3D	1S/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23+,25+/m1/s1
AuxInfo	1/0/N:25,1,2,3,4,5,14,7,15,6,17,18,16,19,8,9,11,12,10,20,21,22,23,13,24,27,26,28/E:(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s8d10;s7d8;s9;s11;s14;;;s17;s16;s10s16;s15s20;s17s21;s18;s19s22s23;s24;d13;s23;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s25;s25;s25;s27;/rC:-3.4687,-3.0103,0;-3.4731,-2.0103,0;-2.6034,-3.5115,0;-2.6033,-1.5064,0;-1.7336,-3.0077,0;.8679,1.5135,0;0,1.0056,0;.8679,-.4977,0;-1.7291,-2.0025,0;1.7358,1.0056,0;1.7371,0,0;;-.8638,-1.5013,0;2.6037,-.4989,0;3.4748,.0023,0;2.5967,2.5196,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;2.6012,1.5123,0;3.4759,1.0071,0;4.3477,1.5084,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;.0029,-2,0;6.3461,4.3663,0;-.8653,-.5013,0;-3.9014,-3.2609,0;-3.9068,-1.7615,0;-2.6034,-4.0115,0;-2.6055,-1.0064,0;-1.3009,-3.2583,0;.8679,2.0135,0;-.4337,1.2543,0;.8677,-.9977,0;2.9249,-.8821,0;2.2824,-.882,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;6.5915,1.5054,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;3.4764,1.5071,0;4.4764,1.0252,0;4.8965,3.4102,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;6.176,4.8365,0;
Duplicates	DB13953
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13953.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13953.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13953.sdf