CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2721_s0 (786)

Formula C₂₂H₂₁NO₅

MW 379.41

InChIKey LVWAKZBZWYHYCJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 53

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 0

HB_Acceptor 0

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.44

logP 4.4125

PSA 49.39

MR 109.51

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -94.19247

PM7_Total_Energy_ev -4645.74379

PM7_Electronic_Energy_ev -38680.29959

PM7_Dipole_Debye 1.64353

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.011

PM7_LUMO_Energy_ev -0.752

PM7_COSMO_Area_square_ang 369.1

PM7_COSMO_Volue_cubic_ang 436.81

PM7_Electron_Affinity_ev 0.752

PM7_Ionization_Energy_ev 8.011

PM7_Energy_Gap_ev 7.259

PM7_Global_Hardness_ev 3.6295

PM7_Global_Softness_ev 0.27552004408320707

PM7_Chemical_Potential_ev -4.3815

PM7_Electronigativity_ev 4.3815

PM7_Back_Donation_Energy_ev -0.907375

PM7_Electrophilicity_ev 2.644653843504615

OPENEYE_Name (12~{S},13~{S})-1,2,13-trimethoxy-12-methyl-13~{H}-[1,3]benzodioxolo[6,5-c]phenanthridine

SMILES c1cc-2c(c3c1cc4c(c3)OCO4)N(C(c5c2ccc(c5OC)OC)OC)C

Canonical_SMILES CO[C@H]1c2c(ccc(c2OC)OC)c2c(N1C)c1cc3OCOc3cc1cc2

InChI 1/C22H21NO5/c1-23-20-14(6-5-12-9-17-18(10-15(12)20)28-11-27-17)13-7-8-16(24-2)21(25-3)19(13)22(23)26-4/h5-10,22H,11H2,1-4H3

InChI_3D 1S/C22H21NO5/c1-23-20-14(6-5-12-9-17-18(10-15(12)20)28-11-27-17)13-7-8-16(24-2)21(25-3)19(13)22(23)26-4/h5-10,22H,11H2,1-4H3/t22-/m0/s1

AuxInfo 1/0/N:19,20,21,22,1,2,3,4,5,6,17,7,9,10,8,15,13,14,11,12,16,18,23,26,27,28,24,25/rA:49cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1d5;d6s7;s3;s2s9;d9;s8d10;s5;s6d13;s4;s11d15;;s11;;;;;s12s18s19;s13s17;s14s17;s15s20;s16s21;s18s22;s1;s2;s3;s4;s5;s6;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;/rC:;-.5,-.866,0;-1.5,-2.5981,0;-2,-3.4641,0;1.5,.866,0;2.5,-.866,0;1,0,0;1.5,-.866,0;-.5,-2.5981,0;0,-1.7321,0;0,-3.4641,0;1,-1.7321,0;2.5,.866,0;3,0,0;-1.5,-4.3301,0;-.5,-4.3301,0;4.0827,1.2024,0;1,-3.4641,0;3.25,-2.5981,0;-3,-5.1962,0;-.5,-6.0622,0;3.5842,-4.4047,0;1.5,-2.5981,0;3.1691,1.6092,0;3.9781,.2079,0;-2,-5.1962,0;0,-5.1962,0;2.6445,-4.0626,0;-.25,.433,0;-1,-.866,0;-1.75,-2.1651,0;-2.5,-3.4641,0;1.25,1.299,0;2.75,-1.299,0;4.2372,1.678,0;4.5718,1.0985,0;.9132,-3.9565,0;3.25,-2.0981,0;3.25,-3.0981,0;3.75,-2.5981,0;-3,-4.6962,0;-3,-5.6962,0;-3.5,-5.1962,0;-.933,-5.8122,0;-.067,-6.3122,0;-.75,-6.4952,0;3.7552,-3.9348,0;3.4131,-4.8745,0;4.054,-4.5757,0;

Duplicates ChEBI2721_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2721_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2721_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2721_s0.sdf

Formula	C₂₂H₂₁NO₅
MW	379.41
InChIKey	LVWAKZBZWYHYCJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	53
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	0
HB_Acceptor	0
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.44
logP	4.4125
PSA	49.39
MR	109.51
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-94.19247
PM7_Total_Energy_ev	-4645.74379
PM7_Electronic_Energy_ev	-38680.29959
PM7_Dipole_Debye	1.64353
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.011
PM7_LUMO_Energy_ev	-0.752
PM7_COSMO_Area_square_ang	369.1
PM7_COSMO_Volue_cubic_ang	436.81
PM7_Electron_Affinity_ev	0.752
PM7_Ionization_Energy_ev	8.011
PM7_Energy_Gap_ev	7.259
PM7_Global_Hardness_ev	3.6295
PM7_Global_Softness_ev	0.27552004408320707
PM7_Chemical_Potential_ev	-4.3815
PM7_Electronigativity_ev	4.3815
PM7_Back_Donation_Energy_ev	-0.907375
PM7_Electrophilicity_ev	2.644653843504615
OPENEYE_Name	(12~{S},13~{S})-1,2,13-trimethoxy-12-methyl-13~{H}-[1,3]benzodioxolo[6,5-c]phenanthridine
SMILES	c1cc-2c(c3c1cc4c(c3)OCO4)N(C(c5c2ccc(c5OC)OC)OC)C
Canonical_SMILES	CO[C@H]1c2c(ccc(c2OC)OC)c2c(N1C)c1cc3OCOc3cc1cc2
InChI	1/C22H21NO5/c1-23-20-14(6-5-12-9-17-18(10-15(12)20)28-11-27-17)13-7-8-16(24-2)21(25-3)19(13)22(23)26-4/h5-10,22H,11H2,1-4H3
InChI_3D	1S/C22H21NO5/c1-23-20-14(6-5-12-9-17-18(10-15(12)20)28-11-27-17)13-7-8-16(24-2)21(25-3)19(13)22(23)26-4/h5-10,22H,11H2,1-4H3/t22-/m0/s1
AuxInfo	1/0/N:19,20,21,22,1,2,3,4,5,6,17,7,9,10,8,15,13,14,11,12,16,18,23,26,27,28,24,25/rA:49cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1d5;d6s7;s3;s2s9;d9;s8d10;s5;s6d13;s4;s11d15;;s11;;;;;s12s18s19;s13s17;s14s17;s15s20;s16s21;s18s22;s1;s2;s3;s4;s5;s6;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;/rC:;-.5,-.866,0;-1.5,-2.5981,0;-2,-3.4641,0;1.5,.866,0;2.5,-.866,0;1,0,0;1.5,-.866,0;-.5,-2.5981,0;0,-1.7321,0;0,-3.4641,0;1,-1.7321,0;2.5,.866,0;3,0,0;-1.5,-4.3301,0;-.5,-4.3301,0;4.0827,1.2024,0;1,-3.4641,0;3.25,-2.5981,0;-3,-5.1962,0;-.5,-6.0622,0;3.5842,-4.4047,0;1.5,-2.5981,0;3.1691,1.6092,0;3.9781,.2079,0;-2,-5.1962,0;0,-5.1962,0;2.6445,-4.0626,0;-.25,.433,0;-1,-.866,0;-1.75,-2.1651,0;-2.5,-3.4641,0;1.25,1.299,0;2.75,-1.299,0;4.2372,1.678,0;4.5718,1.0985,0;.9132,-3.9565,0;3.25,-2.0981,0;3.25,-3.0981,0;3.75,-2.5981,0;-3,-4.6962,0;-3,-5.6962,0;-3.5,-5.1962,0;-.933,-5.8122,0;-.067,-6.3122,0;-.75,-6.4952,0;3.7552,-3.9348,0;3.4131,-4.8745,0;4.054,-4.5757,0;
Duplicates	ChEBI2721_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2721_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2721_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/ChEBI2721_s0.sdf