CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180710_s0 (96499)

Formula C₂₃H₂₁NO₆

MW 407.42

InChIKey OZWQDEDYZWNLMM-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.87

logP 4.2833

PSA 77.46

MR 115.004

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -149.77015

PM7_Total_Energy_ev -5064.70656

PM7_Electronic_Energy_ev -43027.73524

PM7_Dipole_Debye 3.63481

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.061

PM7_LUMO_Energy_ev -0.849

PM7_COSMO_Area_square_ang 384.98

PM7_COSMO_Volue_cubic_ang 463.28

PM7_Electron_Affinity_ev 0.849

PM7_Ionization_Energy_ev 8.061

PM7_Energy_Gap_ev 7.212

PM7_Global_Hardness_ev 3.606

PM7_Global_Softness_ev 0.2773155851358846

PM7_Chemical_Potential_ev -4.455

PM7_Electronigativity_ev 4.455

PM7_Back_Donation_Energy_ev -0.9015

PM7_Electrophilicity_ev 2.7519446755407655

OPENEYE_Name 2-[(12~{R},13~{S})-1,2-dimethoxy-12-methyl-13~{H}-[1,3]benzodioxolo[6,5-c]phenanthridin-13-yl]acetic acid

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

Canonical_SMILES COc1c(OC)ccc2c1[C@H](CC(=O)O)N(C)c1c2ccc2c1cc1OCOc1c2

InChI 1/C23H21NO6/c1-24-16(10-20(25)26)21-13(6-7-17(27-2)23(21)28-3)14-5-4-12-8-18-19(30-11-29-18)9-15(12)22(14)24/h4-9,16H,10-11H2,1-3H3,(H,25,26)/f/h25H

InChI_3D 1S/C23H21NO6/c1-24-16(10-20(25)26)21-13(6-7-17(27-2)23(21)28-3)14-5-4-12-8-18-19(30-11-29-18)9-15(12)22(14)24/h4-9,16H,10-11H2,1-3H3,(H,25,26)/t16-/m0/s1

AuxInfo 1/1/N:20,21,22,1,2,3,4,5,6,23,18,7,9,10,8,19,15,13,14,17,11,12,16,24,25,28,29,30,26,27/E:(25,26)/F:20,21,22,1,2,3,4,5,6,23,18,7,9,10,8,19,15,13,14,17,11,12,16,24,28,25,29,30,26,27/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1d5;d6s7;s3;s2s9;d9;s8d10;s5;s6d13;s4;s11d15;;;s11;;;;s17s19;s12s19s20;d17;s13s18;s14s18;s17;s15s21;s16s22;s1;s2;s3;s4;s5;s6;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;/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;3.5842,-4.4047,0;4.0827,1.2024,0;1,-3.4641,0;3.25,-2.5981,0;-3,-5.1962,0;-.5,-6.0622,0;2.6445,-4.0626,0;1.5,-2.5981,0;3.7578,-5.3895,0;3.1691,1.6092,0;3.9781,.2079,0;4.3502,-3.7619,0;-2,-5.1962,0;0,-5.1962,0;-.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;2.4735,-4.5325,0;2.8155,-3.5928,0;4.82,-3.9329,0;

Duplicates ChEBI180710_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180710_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180710_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180710_s0.sdf

Formula	C₂₃H₂₁NO₆
MW	407.42
InChIKey	OZWQDEDYZWNLMM-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.87
logP	4.2833
PSA	77.46
MR	115.004
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-149.77015
PM7_Total_Energy_ev	-5064.70656
PM7_Electronic_Energy_ev	-43027.73524
PM7_Dipole_Debye	3.63481
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.061
PM7_LUMO_Energy_ev	-0.849
PM7_COSMO_Area_square_ang	384.98
PM7_COSMO_Volue_cubic_ang	463.28
PM7_Electron_Affinity_ev	0.849
PM7_Ionization_Energy_ev	8.061
PM7_Energy_Gap_ev	7.212
PM7_Global_Hardness_ev	3.606
PM7_Global_Softness_ev	0.2773155851358846
PM7_Chemical_Potential_ev	-4.455
PM7_Electronigativity_ev	4.455
PM7_Back_Donation_Energy_ev	-0.9015
PM7_Electrophilicity_ev	2.7519446755407655
OPENEYE_Name	2-[(12~{R},13~{S})-1,2-dimethoxy-12-methyl-13~{H}-[1,3]benzodioxolo[6,5-c]phenanthridin-13-yl]acetic acid
SMILES	c1cc-2c(c3c1cc4c(c3)OCO4)N(C(c5c2ccc(c5OC)OC)CC(=O)O)C
Canonical_SMILES	COc1c(OC)ccc2c1[C@H](CC(=O)O)N(C)c1c2ccc2c1cc1OCOc1c2
InChI	1/C23H21NO6/c1-24-16(10-20(25)26)21-13(6-7-17(27-2)23(21)28-3)14-5-4-12-8-18-19(30-11-29-18)9-15(12)22(14)24/h4-9,16H,10-11H2,1-3H3,(H,25,26)/f/h25H
InChI_3D	1S/C23H21NO6/c1-24-16(10-20(25)26)21-13(6-7-17(27-2)23(21)28-3)14-5-4-12-8-18-19(30-11-29-18)9-15(12)22(14)24/h4-9,16H,10-11H2,1-3H3,(H,25,26)/t16-/m0/s1
AuxInfo	1/1/N:20,21,22,1,2,3,4,5,6,23,18,7,9,10,8,19,15,13,14,17,11,12,16,24,25,28,29,30,26,27/E:(25,26)/F:20,21,22,1,2,3,4,5,6,23,18,7,9,10,8,19,15,13,14,17,11,12,16,24,28,25,29,30,26,27/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1d5;d6s7;s3;s2s9;d9;s8d10;s5;s6d13;s4;s11d15;;;s11;;;;s17s19;s12s19s20;d17;s13s18;s14s18;s17;s15s21;s16s22;s1;s2;s3;s4;s5;s6;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;/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;3.5842,-4.4047,0;4.0827,1.2024,0;1,-3.4641,0;3.25,-2.5981,0;-3,-5.1962,0;-.5,-6.0622,0;2.6445,-4.0626,0;1.5,-2.5981,0;3.7578,-5.3895,0;3.1691,1.6092,0;3.9781,.2079,0;4.3502,-3.7619,0;-2,-5.1962,0;0,-5.1962,0;-.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;2.4735,-4.5325,0;2.8155,-3.5928,0;4.82,-3.9329,0;
Duplicates	ChEBI180710_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180710_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180710_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180710_s0.sdf