CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07707 (7181)

Formula C₂₀H₂₈O₃

MW 316.44

InChIKey LEOPSILMAOYZBO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 23

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 4

Unbranched_Chain 3

Chiral_Centers 6

ONatoms 3

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 2.73

logP 3.4817

PSA 49.69

MR 91.7258

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -127.01021

PM7_Total_Energy_ev -3720.75697

PM7_Electronic_Energy_ev -31667.38429

PM7_Dipole_Debye 3.59606

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.899

PM7_LUMO_Energy_ev 0.095

PM7_COSMO_Area_square_ang 328.11

PM7_COSMO_Volue_cubic_ang 402.35

PM7_Electron_Affinity_ev -0.095

PM7_Ionization_Energy_ev 8.899

PM7_Energy_Gap_ev 8.994

PM7_Global_Hardness_ev 4.497

PM7_Global_Softness_ev 0.22237046920169

PM7_Chemical_Potential_ev -4.402

PM7_Electronigativity_ev 4.402

PM7_Back_Donation_Energy_ev -1.12425

PM7_Electrophilicity_ev 2.1545034467422726

OPENEYE_Name (8~{S},9~{R},11~{S},13~{S},14~{S},17~{S})-11-(methoxymethyl)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

SMILES c1cc(cc2c1C3C(CC2)C4CCC(C4(CC3COC)C)O)O

Canonical_SMILES COC[C@H]1C[C@]2(C)[C@@H](O)CC[C@H]2[C@H]2[C@H]1c1ccc(cc1CC2)O

InChI 1/C20H28O3/c1-20-10-13(11-23-2)19-15-6-4-14(21)9-12(15)3-5-16(19)17(20)7-8-18(20)22/h4,6,9,13,16-19,21-22H,3,5,7-8,10-11H2,1-2H3

InChI_3D 1S/C20H28O3/c1-20-10-13(11-23-2)19-15-6-4-14(21)9-12(15)3-5-16(19)17(20)7-8-18(20)22/h4,6,9,13,16-19,21-22H,3,5,7-8,10-11H2,1-2H3/t13-,16+,17+,18+,19-,20+/m1/s1

AuxInfo 1/0/N:18,19,7,2,8,1,9,10,3,11,20,5,15,6,4,13,14,16,12,17,21,22,23/rA:51cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;s5;s7;;s9;;s4;s8s12;s9s13;s11s12;s10;s11s14s16;s17;;s15;s6;s16;s19s20;s1;s2;s3;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s21;s22;/rC:.8679,1.5135,0;0,1.0056,0;.8679,-.4977,0;1.7358,1.0056,0;1.7371,0,0;;2.6037,-.4989,0;3.4748,.0023,0;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;2.5967,2.5196,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;1.2606,4.3126,0;1.6123,2.3437,0;-.8653,-.5013,0;6.3461,4.3663,0;1.4364,3.3282,0;.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;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;2.4257,2.9894,0;4.8965,3.4102,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;.7684,4.2246,0;1.7528,4.4005,0;1.1726,4.8048,0;1.1201,2.2558,0;1.7002,1.8515,0;-.8646,-1.0013,0;6.176,4.8365,0;

Duplicates DB07707

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07707.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07707.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07707.sdf

Formula	C₂₀H₂₈O₃
MW	316.44
InChIKey	LEOPSILMAOYZBO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	23
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	4
Unbranched_Chain	3
Chiral_Centers	6
ONatoms	3
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	2.73
logP	3.4817
PSA	49.69
MR	91.7258
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-127.01021
PM7_Total_Energy_ev	-3720.75697
PM7_Electronic_Energy_ev	-31667.38429
PM7_Dipole_Debye	3.59606
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.899
PM7_LUMO_Energy_ev	0.095
PM7_COSMO_Area_square_ang	328.11
PM7_COSMO_Volue_cubic_ang	402.35
PM7_Electron_Affinity_ev	-0.095
PM7_Ionization_Energy_ev	8.899
PM7_Energy_Gap_ev	8.994
PM7_Global_Hardness_ev	4.497
PM7_Global_Softness_ev	0.22237046920169
PM7_Chemical_Potential_ev	-4.402
PM7_Electronigativity_ev	4.402
PM7_Back_Donation_Energy_ev	-1.12425
PM7_Electrophilicity_ev	2.1545034467422726
OPENEYE_Name	(8~{S},9~{R},11~{S},13~{S},14~{S},17~{S})-11-(methoxymethyl)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
SMILES	c1cc(cc2c1C3C(CC2)C4CCC(C4(CC3COC)C)O)O
Canonical_SMILES	COC[C@H]1C[C@]2(C)[C@@H](O)CC[C@H]2[C@H]2[C@H]1c1ccc(cc1CC2)O
InChI	1/C20H28O3/c1-20-10-13(11-23-2)19-15-6-4-14(21)9-12(15)3-5-16(19)17(20)7-8-18(20)22/h4,6,9,13,16-19,21-22H,3,5,7-8,10-11H2,1-2H3
InChI_3D	1S/C20H28O3/c1-20-10-13(11-23-2)19-15-6-4-14(21)9-12(15)3-5-16(19)17(20)7-8-18(20)22/h4,6,9,13,16-19,21-22H,3,5,7-8,10-11H2,1-2H3/t13-,16+,17+,18+,19-,20+/m1/s1
AuxInfo	1/0/N:18,19,7,2,8,1,9,10,3,11,20,5,15,6,4,13,14,16,12,17,21,22,23/rA:51cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;s5;s7;;s9;;s4;s8s12;s9s13;s11s12;s10;s11s14s16;s17;;s15;s6;s16;s19s20;s1;s2;s3;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s21;s22;/rC:.8679,1.5135,0;0,1.0056,0;.8679,-.4977,0;1.7358,1.0056,0;1.7371,0,0;;2.6037,-.4989,0;3.4748,.0023,0;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;2.5967,2.5196,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;1.2606,4.3126,0;1.6123,2.3437,0;-.8653,-.5013,0;6.3461,4.3663,0;1.4364,3.3282,0;.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;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;2.4257,2.9894,0;4.8965,3.4102,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;.7684,4.2246,0;1.7528,4.4005,0;1.1726,4.8048,0;1.1201,2.2558,0;1.7002,1.8515,0;-.8646,-1.0013,0;6.176,4.8365,0;
Duplicates	DB07707
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07707.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07707.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07707.sdf