CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14545 (11897)

Formula C₂₅H₃₄O₈

MW 462.54

InChIKey VWQWXZAWFPZJDA-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 8

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.03

logP 2.1973

PSA 138.2

MR 118.657

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -354.3464

PM7_Total_Energy_ev -5893.47753

PM7_Electronic_Energy_ev -54079.78516

PM7_Dipole_Debye 3.22926

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.822

PM7_LUMO_Energy_ev -0.067

PM7_COSMO_Area_square_ang 443.93

PM7_COSMO_Volue_cubic_ang 554.72

PM7_Electron_Affinity_ev 0.067

PM7_Ionization_Energy_ev 9.822

PM7_Energy_Gap_ev 9.755

PM7_Global_Hardness_ev 4.8775

PM7_Global_Softness_ev 0.20502306509482318

PM7_Chemical_Potential_ev -4.9445

PM7_Electronigativity_ev 4.9445

PM7_Back_Donation_Energy_ev -1.219375

PM7_Electrophilicity_ev 2.5062101742696052

OPENEYE_Name 4-[2-[(8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},17~{R})-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1~{H}-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid

SMILES C1=C2CCC3C4CCC(C4(CC(C3C2(CCC1=O)C)O)C)(C(=O)COC(=O)CCC(=O)O)O

Canonical_SMILES OC(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C

InChI 1/C25H34O8/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30/h11,16-18,22,27,32H,3-10,12-13H2,1-2H3,(H,29,30)/f/h29H

InChI_3D 1S/C25H34O8/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30/h11,16-18,22,27,32H,3-10,12-13H2,1-2H3,(H,29,30)/t16-,17-,18-,22+,23-,24-,25-/m0/s1

AuxInfo 1/1/N:21,22,7,9,24,25,8,11,10,12,1,13,23,2,3,14,15,17,4,5,6,16,18,20,19,26,31,27,28,30,29,32,33/E:(29,30)/F:21,22,7,9,24,25,8,11,10,12,1,13,23,2,3,14,15,17,4,5,6,16,18,20,19,26,31,27,30,28,29,32,33/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;s2;s3;s7;s8;;s11;;s9;s11s14;s14;s13s16;s2s10s16;s4s12;s13s15s19;s18;s20;s4;s5;s6s24;d3;d4;d5;d6;s5;s17;s19;s6s23;s1;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s30;s31;s32;/rC:.8679,-.4977,0;1.7371,0,0;;6.3461,4.3663,0;3.6605,9.2436,0;4.6812,6.4225,0;2.6037,-.4989,0;0,1.0056,0;3.4748,.0023,0;.8679,1.5135,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;2.5967,2.5196,0;1.7358,1.0056,0;5.2187,3.0279,0;4.349,2.5184,0;.8686,.5076,0;5.2163,2.0206,0;6.0059,5.3067,0;4.0007,8.3032,0;4.3409,7.3629,0;-.8653,-.5013,0;7.3306,4.1908,0;4.3047,10.0084,0;4.0369,5.6577,0;2.676,9.4191,0;1.9981,4.1641,0;4.5742,3.7925,0;5.6656,6.247,0;.8677,-.9977,0;2.9249,-.8821,0;2.2824,-.882,0;-.4922,.9178,0;-.1728,1.4748,0;3.9673,.0885,0;3.6452,-.4678,0;.5458,1.8959,0;1.19,1.8959,0;6.5915,1.5055,0;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;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;2.1045,2.4317,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;4.9674,1.5869,0;5.6499,1.7717,0;5.4652,2.4542,0;5.5357,5.1366,0;6.4761,5.4768,0;4.4709,8.4733,0;3.5305,8.1331,0;3.8708,7.1928,0;4.8111,7.533,0;2.5059,9.8892,0;1.5057,4.2509,0;4.7442,4.2627,0;

Duplicates DB14545

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14545.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14545.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14545.sdf

Formula	C₂₅H₃₄O₈
MW	462.54
InChIKey	VWQWXZAWFPZJDA-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	8
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.03
logP	2.1973
PSA	138.2
MR	118.657
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-354.3464
PM7_Total_Energy_ev	-5893.47753
PM7_Electronic_Energy_ev	-54079.78516
PM7_Dipole_Debye	3.22926
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.822
PM7_LUMO_Energy_ev	-0.067
PM7_COSMO_Area_square_ang	443.93
PM7_COSMO_Volue_cubic_ang	554.72
PM7_Electron_Affinity_ev	0.067
PM7_Ionization_Energy_ev	9.822
PM7_Energy_Gap_ev	9.755
PM7_Global_Hardness_ev	4.8775
PM7_Global_Softness_ev	0.20502306509482318
PM7_Chemical_Potential_ev	-4.9445
PM7_Electronigativity_ev	4.9445
PM7_Back_Donation_Energy_ev	-1.219375
PM7_Electrophilicity_ev	2.5062101742696052
OPENEYE_Name	4-[2-[(8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},17~{R})-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1~{H}-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid
SMILES	C1=C2CCC3C4CCC(C4(CC(C3C2(CCC1=O)C)O)C)(C(=O)COC(=O)CCC(=O)O)O
Canonical_SMILES	OC(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
InChI	1/C25H34O8/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30/h11,16-18,22,27,32H,3-10,12-13H2,1-2H3,(H,29,30)/f/h29H
InChI_3D	1S/C25H34O8/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30/h11,16-18,22,27,32H,3-10,12-13H2,1-2H3,(H,29,30)/t16-,17-,18-,22+,23-,24-,25-/m0/s1
AuxInfo	1/1/N:21,22,7,9,24,25,8,11,10,12,1,13,23,2,3,14,15,17,4,5,6,16,18,20,19,26,31,27,28,30,29,32,33/E:(29,30)/F:21,22,7,9,24,25,8,11,10,12,1,13,23,2,3,14,15,17,4,5,6,16,18,20,19,26,31,27,30,28,29,32,33/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;s2;s3;s7;s8;;s11;;s9;s11s14;s14;s13s16;s2s10s16;s4s12;s13s15s19;s18;s20;s4;s5;s6s24;d3;d4;d5;d6;s5;s17;s19;s6s23;s1;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s30;s31;s32;/rC:.8679,-.4977,0;1.7371,0,0;;6.3461,4.3663,0;3.6605,9.2436,0;4.6812,6.4225,0;2.6037,-.4989,0;0,1.0056,0;3.4748,.0023,0;.8679,1.5135,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;2.5967,2.5196,0;1.7358,1.0056,0;5.2187,3.0279,0;4.349,2.5184,0;.8686,.5076,0;5.2163,2.0206,0;6.0059,5.3067,0;4.0007,8.3032,0;4.3409,7.3629,0;-.8653,-.5013,0;7.3306,4.1908,0;4.3047,10.0084,0;4.0369,5.6577,0;2.676,9.4191,0;1.9981,4.1641,0;4.5742,3.7925,0;5.6656,6.247,0;.8677,-.9977,0;2.9249,-.8821,0;2.2824,-.882,0;-.4922,.9178,0;-.1728,1.4748,0;3.9673,.0885,0;3.6452,-.4678,0;.5458,1.8959,0;1.19,1.8959,0;6.5915,1.5055,0;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;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;2.1045,2.4317,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;4.9674,1.5869,0;5.6499,1.7717,0;5.4652,2.4542,0;5.5357,5.1366,0;6.4761,5.4768,0;4.4709,8.4733,0;3.5305,8.1331,0;3.8708,7.1928,0;4.8111,7.533,0;2.5059,9.8892,0;1.5057,4.2509,0;4.7442,4.2627,0;
Duplicates	DB14545
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14545.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14545.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14545.sdf