CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00844_p0 (958)

Formula C₂₁H₂₇NO₄

MW 357.45

InChIKey NETZHAKZCGBWSS-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 26

Number_Rings 6

Number_Bonds 58

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 5

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.02

logP 1.6452

PSA 73.16

MR 101.059

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -120.39295

PM7_Total_Energy_ev -4310.19245

PM7_Electronic_Energy_ev -38974.14316

PM7_Dipole_Debye 2.82948

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.407

PM7_LUMO_Energy_ev 0.242

PM7_COSMO_Area_square_ang 336.45

PM7_COSMO_Volue_cubic_ang 422.37

PM7_Electron_Affinity_ev -0.242

PM7_Ionization_Energy_ev 8.407

PM7_Energy_Gap_ev 8.649

PM7_Global_Hardness_ev 4.3245

PM7_Global_Softness_ev 0.23124060585038733

PM7_Chemical_Potential_ev -4.0825

PM7_Electronigativity_ev 4.0825

PM7_Back_Donation_Energy_ev -1.081125

PM7_Electrophilicity_ev 1.927021187420511

OPENEYE_Name (3~{R},4~{R},4~{a}~{S},7~{S},7~{a}~{R},12~{b}~{S})-3-(cyclobutylmethyl)-1,2,4,5,6,7,7~{a},13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4~{a},7,9-triol

SMILES c1cc(c2c3c1CC4C5(C3(CCN4CC6CCC6)C(O2)C(CC5)O)O)O

Canonical_SMILES O[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CCC2)ccc1O)O

InChI 1/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2

InChI_3D 1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2/t15-,16+,19-,20-,21+/m0/s1

AuxInfo 1/0/N:8,9,10,1,2,11,12,13,14,7,21,15,3,6,18,16,4,5,17,19,20,22,24,25,26,23/E:(2,3)/rA:53cCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;s3;;s8;s8;;s11;;s13;s9s10;s7;;s11s17;s4s13s17;s12s16s19;s15;s14s16s21;s5s17;s6;s18;s20;s1;s2;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s21;s21;s24;s25;s26;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;1.7083,-2.0368,0;7.0715,-2.6046,0;6.0716,-2.5937,0;7.0605,-3.6046,0;-.0423,-5.0338,0;.826,-4.5359,0;-.0518,-4.0277,0;1.686,-4.0481,0;6.0606,-3.5936,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.9106,-4.5359,0;-.0423,-3.0217,0;.8239,-3.5335,0;4.3107,-3.5743,0;2.5608,-3.5551,0;-1.7134,-2.5237,0;-1.7409,.0255,0;-1.5059,-6.1815,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;1.8845,-1.5689,0;2.1996,-2.1295,0;7.5715,-2.6101,0;7.077,-2.1047,0;6.0771,-2.0937,0;5.5716,-2.5882,0;7.055,-4.1046,0;7.5605,-3.6101,0;.2787,-5.4171,0;-.3633,-5.4171,0;1.3184,-4.4489,0;.9964,-5.006,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;6.0551,-4.0936,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-1.4031,-4.4496,0;4.3052,-4.0743,0;4.3162,-3.0744,0;-2.1784,-.2165,0;-1.9981,-6.2693,0;.4035,-2.2792,0;

Duplicates DB00844_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00844_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00844_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00844_p0.sdf

Formula	C₂₁H₂₇NO₄
MW	357.45
InChIKey	NETZHAKZCGBWSS-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	26
Number_Rings	6
Number_Bonds	58
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	5
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.02
logP	1.6452
PSA	73.16
MR	101.059
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-120.39295
PM7_Total_Energy_ev	-4310.19245
PM7_Electronic_Energy_ev	-38974.14316
PM7_Dipole_Debye	2.82948
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.407
PM7_LUMO_Energy_ev	0.242
PM7_COSMO_Area_square_ang	336.45
PM7_COSMO_Volue_cubic_ang	422.37
PM7_Electron_Affinity_ev	-0.242
PM7_Ionization_Energy_ev	8.407
PM7_Energy_Gap_ev	8.649
PM7_Global_Hardness_ev	4.3245
PM7_Global_Softness_ev	0.23124060585038733
PM7_Chemical_Potential_ev	-4.0825
PM7_Electronigativity_ev	4.0825
PM7_Back_Donation_Energy_ev	-1.081125
PM7_Electrophilicity_ev	1.927021187420511
OPENEYE_Name	(3~{R},4~{R},4~{a}~{S},7~{S},7~{a}~{R},12~{b}~{S})-3-(cyclobutylmethyl)-1,2,4,5,6,7,7~{a},13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4~{a},7,9-triol
SMILES	c1cc(c2c3c1CC4C5(C3(CCN4CC6CCC6)C(O2)C(CC5)O)O)O
Canonical_SMILES	O[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CCC2)ccc1O)O
InChI	1/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2
InChI_3D	1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2/t15-,16+,19-,20-,21+/m0/s1
AuxInfo	1/0/N:8,9,10,1,2,11,12,13,14,7,21,15,3,6,18,16,4,5,17,19,20,22,24,25,26,23/E:(2,3)/rA:53cCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;s3;;s8;s8;;s11;;s13;s9s10;s7;;s11s17;s4s13s17;s12s16s19;s15;s14s16s21;s5s17;s6;s18;s20;s1;s2;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s21;s21;s24;s25;s26;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;1.7083,-2.0368,0;7.0715,-2.6046,0;6.0716,-2.5937,0;7.0605,-3.6046,0;-.0423,-5.0338,0;.826,-4.5359,0;-.0518,-4.0277,0;1.686,-4.0481,0;6.0606,-3.5936,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.9106,-4.5359,0;-.0423,-3.0217,0;.8239,-3.5335,0;4.3107,-3.5743,0;2.5608,-3.5551,0;-1.7134,-2.5237,0;-1.7409,.0255,0;-1.5059,-6.1815,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;1.8845,-1.5689,0;2.1996,-2.1295,0;7.5715,-2.6101,0;7.077,-2.1047,0;6.0771,-2.0937,0;5.5716,-2.5882,0;7.055,-4.1046,0;7.5605,-3.6101,0;.2787,-5.4171,0;-.3633,-5.4171,0;1.3184,-4.4489,0;.9964,-5.006,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;6.0551,-4.0936,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-1.4031,-4.4496,0;4.3052,-4.0743,0;4.3162,-3.0744,0;-2.1784,-.2165,0;-1.9981,-6.2693,0;.4035,-2.2792,0;
Duplicates	DB00844_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00844_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00844_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00844_p0.sdf