CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04509 (4814)

Formula C₂₀H₂₄NO₄

MW 342.41

InChIKey PCSQOABIHJXZMR-ZIOIPTCANA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 49

Number_Heavy_Atoms 25

Number_Rings 5

Number_Bonds 53

Rotat_Bonds 4

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.42

logP 1.4048

PSA 66.76

MR 97.9868

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 43.18471

PM7_Total_Energy_ev -4140.03859

PM7_Electronic_Energy_ev -36698.68743

PM7_Dipole_Debye 13.57889

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.569

PM7_LUMO_Energy_ev -3.863

PM7_COSMO_Area_square_ang 315.47

PM7_COSMO_Volue_cubic_ang 405.38

PM7_Electron_Affinity_ev 3.863

PM7_Ionization_Energy_ev 11.569

PM7_Energy_Gap_ev 7.706

PM7_Global_Hardness_ev 3.853

PM7_Global_Softness_ev 0.2595380223202699

PM7_Chemical_Potential_ev -7.716

PM7_Electronigativity_ev 7.716

PM7_Back_Donation_Energy_ev -0.96325

PM7_Electrophilicity_ev 7.726012976901116

OPENEYE_Name (3~{S},4~{R},4~{a}~{S},7~{a}~{R},12~{b}~{S})-3-allyl-4~{a},9-dihydroxy-3-methyl-2,4,5,6,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-one

SMILES c1cc(c2c3c1CC4C5(C3(CC[N+]4(C)CC=C)C(O2)C(=O)CC5)O)O

Canonical_SMILES C=CC[N@+]1(C)CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O

InChI 1/C20H23NO4/c1-3-9-21(2)10-8-19-16-12-4-5-13(22)17(16)25-18(19)14(23)6-7-20(19,24)15(21)11-12/h3-5,15,18,24H,1,6-11H2,2H3/p+1/fC20H24NO4/h22H/q+1

InChI_3D 1S/C20H23NO4/c1-3-9-21(2)10-8-19-16-12-4-5-13(22)17(16)25-18(19)14(23)6-7-20(19,24)15(21)11-12/h3-5,15,18,24H,1,6-11H2,2H3/p+1/t15-,18+,19+,20-,21-/m1/s1

AuxInfo 1/1/N:8,19,9,1,2,11,12,13,20,14,10,3,6,7,16,4,5,15,17,18,21,24,22,25,23/F:m/CRV:21+1,22-1/rA:49cCCCCCCCCCCCCCCCCCCCCN+OOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;;d8;s3;s7;s11;;s13;s7;s10;s4s13s15;s12s16s17;;s9;s14s16s19s20;d7;s5s15;s6;s18;s1;s2;s8;s8;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;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;3.9535,-6.6166,0;4.3056,-5.6807,0;1.7083,-2.0368,0;-.0423,-5.0338,0;.826,-4.5359,0;-.0518,-4.0277,0;1.686,-4.0481,0;-.9106,-3.5298,0;1.6954,-3.042,0;-.0423,-3.0217,0;.8239,-3.5335,0;3.2121,-2.7963,0;3.6711,-4.9077,0;2.5608,-3.5551,0;-1.7759,-5.0372,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;4.2707,-7.0031,0;3.4601,-6.6981,0;4.7989,-5.5992,0;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;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;-1.3825,-3.695,0;1.2653,-2.7871,0;2.8327,-2.4706,0;3.5378,-2.4169,0;3.5915,-3.122,0;3.2847,-5.225,0;4.0576,-4.5905,0;-2.1784,-.2165,0;.4035,-2.2792,0;

Duplicates DB04509

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04509.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04509.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04509.sdf

Formula	C₂₀H₂₄NO₄
MW	342.41
InChIKey	PCSQOABIHJXZMR-ZIOIPTCANA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	49
Number_Heavy_Atoms	25
Number_Rings	5
Number_Bonds	53
Rotat_Bonds	4
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.42
logP	1.4048
PSA	66.76
MR	97.9868
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	43.18471
PM7_Total_Energy_ev	-4140.03859
PM7_Electronic_Energy_ev	-36698.68743
PM7_Dipole_Debye	13.57889
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.569
PM7_LUMO_Energy_ev	-3.863
PM7_COSMO_Area_square_ang	315.47
PM7_COSMO_Volue_cubic_ang	405.38
PM7_Electron_Affinity_ev	3.863
PM7_Ionization_Energy_ev	11.569
PM7_Energy_Gap_ev	7.706
PM7_Global_Hardness_ev	3.853
PM7_Global_Softness_ev	0.2595380223202699
PM7_Chemical_Potential_ev	-7.716
PM7_Electronigativity_ev	7.716
PM7_Back_Donation_Energy_ev	-0.96325
PM7_Electrophilicity_ev	7.726012976901116
OPENEYE_Name	(3~{S},4~{R},4~{a}~{S},7~{a}~{R},12~{b}~{S})-3-allyl-4~{a},9-dihydroxy-3-methyl-2,4,5,6,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-one
SMILES	c1cc(c2c3c1CC4C5(C3(CC[N+]4(C)CC=C)C(O2)C(=O)CC5)O)O
Canonical_SMILES	C=CC[N@+]1(C)CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O
InChI	1/C20H23NO4/c1-3-9-21(2)10-8-19-16-12-4-5-13(22)17(16)25-18(19)14(23)6-7-20(19,24)15(21)11-12/h3-5,15,18,24H,1,6-11H2,2H3/p+1/fC20H24NO4/h22H/q+1
InChI_3D	1S/C20H23NO4/c1-3-9-21(2)10-8-19-16-12-4-5-13(22)17(16)25-18(19)14(23)6-7-20(19,24)15(21)11-12/h3-5,15,18,24H,1,6-11H2,2H3/p+1/t15-,18+,19+,20-,21-/m1/s1
AuxInfo	1/1/N:8,19,9,1,2,11,12,13,20,14,10,3,6,7,16,4,5,15,17,18,21,24,22,25,23/F:m/CRV:21+1,22-1/rA:49cCCCCCCCCCCCCCCCCCCCCN+OOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;;d8;s3;s7;s11;;s13;s7;s10;s4s13s15;s12s16s17;;s9;s14s16s19s20;d7;s5s15;s6;s18;s1;s2;s8;s8;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;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;3.9535,-6.6166,0;4.3056,-5.6807,0;1.7083,-2.0368,0;-.0423,-5.0338,0;.826,-4.5359,0;-.0518,-4.0277,0;1.686,-4.0481,0;-.9106,-3.5298,0;1.6954,-3.042,0;-.0423,-3.0217,0;.8239,-3.5335,0;3.2121,-2.7963,0;3.6711,-4.9077,0;2.5608,-3.5551,0;-1.7759,-5.0372,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;4.2707,-7.0031,0;3.4601,-6.6981,0;4.7989,-5.5992,0;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;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;-1.3825,-3.695,0;1.2653,-2.7871,0;2.8327,-2.4706,0;3.5378,-2.4169,0;3.5915,-3.122,0;3.2847,-5.225,0;4.0576,-4.5905,0;-2.1784,-.2165,0;.4035,-2.2792,0;
Duplicates	DB04509
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04509.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04509.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04509.sdf