CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06230_p0 (5738)

Formula C₂₁H₂₅NO₃

MW 339.43

InChIKey WJBLNOPPDWQMCH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 25

Number_Rings 6

Number_Bonds 55

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 4

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 1.4

logP 2.4504

PSA 52.93

MR 99.4228

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -57.80357

PM7_Total_Energy_ev -3987.32275

PM7_Electronic_Energy_ev -35491.01736

PM7_Dipole_Debye 4.40332

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.621

PM7_LUMO_Energy_ev 0.028

PM7_COSMO_Area_square_ang 328.42

PM7_COSMO_Volue_cubic_ang 410.18

PM7_Electron_Affinity_ev -0.028

PM7_Ionization_Energy_ev 8.621

PM7_Energy_Gap_ev 8.649

PM7_Global_Hardness_ev 4.3245

PM7_Global_Softness_ev 0.23124060585038733

PM7_Chemical_Potential_ev -4.2965

PM7_Electronigativity_ev 4.2965

PM7_Back_Donation_Energy_ev -1.081125

PM7_Electrophilicity_ev 2.134340646317493

OPENEYE_Name (3~{R},4~{R},4~{a}~{S},7~{a}~{S},12~{b}~{S})-3-(cyclopropylmethyl)-7-methylene-2,4,5,6,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinoline-4~{a},9-diol

SMILES c1cc(c2c3c1CC4C5(C3(CCN4CC6CC6)C(O2)C(=C)CC5)O)O

Canonical_SMILES C=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O

InChI 1/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2

InChI_3D 1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1

AuxInfo 1/0/N:8,12,13,1,2,10,11,14,15,9,21,7,17,3,6,18,4,5,16,19,20,22,24,25,23/E:(2,3)/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;s3;s7;s10;;s12;;s14;s7;s12s13;s9;s4s14s16;s11s18s19;s17;s15s18s21;s5s16;s6;s20;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s21;s21;s24;s25;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-.9106,-4.5359,0;-1.7759,-5.0372,0;1.7083,-2.0368,0;-.0423,-5.0338,0;.826,-4.5359,0;5.4745,-4.5737,0;6.2478,-3.9397,0;-.0518,-4.0277,0;1.686,-4.0481,0;-.9106,-3.5298,0;5.3106,-3.5853,0;1.6954,-3.042,0;-.0423,-3.0217,0;.8239,-3.5335,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;-1.7751,-5.5372,0;-2.2093,-4.7878,0;1.8845,-1.5689,0;2.1996,-2.1295,0;.2787,-5.4171,0;-.3633,-5.4171,0;1.3184,-4.4489,0;.9964,-5.006,0;5.7197,-5.0095,0;5.0028,-4.7397,0;6.503,-3.5097,0;6.627,-4.2656,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;-1.3825,-3.695,0;5.4032,-3.094,0;2.1314,-2.7973,0;3.5552,-4.0661,0;3.5662,-3.0661,0;-2.1784,-.2165,0;.4035,-2.2792,0;

Duplicates DB06230_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06230_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06230_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06230_p0.sdf

Formula	C₂₁H₂₅NO₃
MW	339.43
InChIKey	WJBLNOPPDWQMCH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	25
Number_Rings	6
Number_Bonds	55
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	4
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	1.4
logP	2.4504
PSA	52.93
MR	99.4228
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-57.80357
PM7_Total_Energy_ev	-3987.32275
PM7_Electronic_Energy_ev	-35491.01736
PM7_Dipole_Debye	4.40332
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.621
PM7_LUMO_Energy_ev	0.028
PM7_COSMO_Area_square_ang	328.42
PM7_COSMO_Volue_cubic_ang	410.18
PM7_Electron_Affinity_ev	-0.028
PM7_Ionization_Energy_ev	8.621
PM7_Energy_Gap_ev	8.649
PM7_Global_Hardness_ev	4.3245
PM7_Global_Softness_ev	0.23124060585038733
PM7_Chemical_Potential_ev	-4.2965
PM7_Electronigativity_ev	4.2965
PM7_Back_Donation_Energy_ev	-1.081125
PM7_Electrophilicity_ev	2.134340646317493
OPENEYE_Name	(3~{R},4~{R},4~{a}~{S},7~{a}~{S},12~{b}~{S})-3-(cyclopropylmethyl)-7-methylene-2,4,5,6,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinoline-4~{a},9-diol
SMILES	c1cc(c2c3c1CC4C5(C3(CCN4CC6CC6)C(O2)C(=C)CC5)O)O
Canonical_SMILES	C=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O
InChI	1/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2
InChI_3D	1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1
AuxInfo	1/0/N:8,12,13,1,2,10,11,14,15,9,21,7,17,3,6,18,4,5,16,19,20,22,24,25,23/E:(2,3)/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;s3;s7;s10;;s12;;s14;s7;s12s13;s9;s4s14s16;s11s18s19;s17;s15s18s21;s5s16;s6;s20;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s21;s21;s24;s25;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-.9106,-4.5359,0;-1.7759,-5.0372,0;1.7083,-2.0368,0;-.0423,-5.0338,0;.826,-4.5359,0;5.4745,-4.5737,0;6.2478,-3.9397,0;-.0518,-4.0277,0;1.686,-4.0481,0;-.9106,-3.5298,0;5.3106,-3.5853,0;1.6954,-3.042,0;-.0423,-3.0217,0;.8239,-3.5335,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;-1.7751,-5.5372,0;-2.2093,-4.7878,0;1.8845,-1.5689,0;2.1996,-2.1295,0;.2787,-5.4171,0;-.3633,-5.4171,0;1.3184,-4.4489,0;.9964,-5.006,0;5.7197,-5.0095,0;5.0028,-4.7397,0;6.503,-3.5097,0;6.627,-4.2656,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;-1.3825,-3.695,0;5.4032,-3.094,0;2.1314,-2.7973,0;3.5552,-4.0661,0;3.5662,-3.0661,0;-2.1784,-.2165,0;.4035,-2.2792,0;
Duplicates	DB06230_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06230_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06230_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06230_p0.sdf