CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13418 (11167)

Formula C₂₁H₂₆O₃

MW 326.43

InChIKey MTMZZIPTQITGCY-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 4

Unbranched_Chain 2

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 2.91

logP 3.2375

PSA 49.69

MR 94.7328

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -66.28575

PM7_Total_Energy_ev -3815.06988

PM7_Electronic_Energy_ev -32650.16016

PM7_Dipole_Debye 2.79648

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.773

PM7_LUMO_Energy_ev 0.236

PM7_COSMO_Area_square_ang 334.41

PM7_COSMO_Volue_cubic_ang 412.65

PM7_Electron_Affinity_ev -0.236

PM7_Ionization_Energy_ev 8.773

PM7_Energy_Gap_ev 9.009

PM7_Global_Hardness_ev 4.5045

PM7_Global_Softness_ev 0.22200022200022201

PM7_Chemical_Potential_ev -4.2685

PM7_Electronigativity_ev 4.2685

PM7_Back_Donation_Energy_ev -1.126125

PM7_Electrophilicity_ev 2.0224322621822624

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

SMILES C#CC1(CCC2C1(CC(C3C2CCc4c3ccc(c4)O)OC)C)O

Canonical_SMILES CO[C@H]1C[C@@]2(C)[C@H]([C@H]3[C@H]1c1ccc(cc1CC3)O)CC[C@@]2(O)C#C

InChI 1/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3

InChI_3D 1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1

AuxInfo 1/0/N:1,20,21,2,9,4,10,3,11,12,5,13,7,8,6,15,16,17,14,19,18,22,23,24/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;s3;s5d6;s4d5;s7;s9;;s11;;s6;s10s14;s11s15;s13s14;s2s12;s13s16s18;s19;;s8;s18;s17s21;s1;s3;s4;s5;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s23;/rC:3.4464,5.1306,0;4.0908,4.366,0;.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;1.6561,5.1037,0;-.8653,-.5013,0;6.3461,4.3663,0;1.9981,4.1641,0;3.1241,5.5129,0;.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;2.1045,2.4317,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;2.1259,5.2748,0;1.1863,4.9327,0;1.4851,5.5736,0;-.8646,-1.0013,0;6.176,4.8365,0;

Duplicates DB13418

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13418.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13418.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13418.sdf

Formula	C₂₁H₂₆O₃
MW	326.43
InChIKey	MTMZZIPTQITGCY-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	4
Unbranched_Chain	2
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	2.91
logP	3.2375
PSA	49.69
MR	94.7328
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-66.28575
PM7_Total_Energy_ev	-3815.06988
PM7_Electronic_Energy_ev	-32650.16016
PM7_Dipole_Debye	2.79648
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.773
PM7_LUMO_Energy_ev	0.236
PM7_COSMO_Area_square_ang	334.41
PM7_COSMO_Volue_cubic_ang	412.65
PM7_Electron_Affinity_ev	-0.236
PM7_Ionization_Energy_ev	8.773
PM7_Energy_Gap_ev	9.009
PM7_Global_Hardness_ev	4.5045
PM7_Global_Softness_ev	0.22200022200022201
PM7_Chemical_Potential_ev	-4.2685
PM7_Electronigativity_ev	4.2685
PM7_Back_Donation_Energy_ev	-1.126125
PM7_Electrophilicity_ev	2.0224322621822624
OPENEYE_Name	(8~{S},9~{S},11~{S},13~{S},14~{S},17~{R})-17-ethynyl-11-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthrene-3,17-diol
SMILES	C#CC1(CCC2C1(CC(C3C2CCc4c3ccc(c4)O)OC)C)O
Canonical_SMILES	CO[C@H]1C[C@@]2(C)[C@H]([C@H]3[C@H]1c1ccc(cc1CC3)O)CC[C@@]2(O)C#C
InChI	1/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3
InChI_3D	1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1
AuxInfo	1/0/N:1,20,21,2,9,4,10,3,11,12,5,13,7,8,6,15,16,17,14,19,18,22,23,24/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;s3;s5d6;s4d5;s7;s9;;s11;;s6;s10s14;s11s15;s13s14;s2s12;s13s16s18;s19;;s8;s18;s17s21;s1;s3;s4;s5;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s23;/rC:3.4464,5.1306,0;4.0908,4.366,0;.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;1.6561,5.1037,0;-.8653,-.5013,0;6.3461,4.3663,0;1.9981,4.1641,0;3.1241,5.5129,0;.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;2.1045,2.4317,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;2.1259,5.2748,0;1.1863,4.9327,0;1.4851,5.5736,0;-.8646,-1.0013,0;6.176,4.8365,0;
Duplicates	DB13418
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13418.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13418.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13418.sdf