CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178142_s0 (94299)

Formula C₂₂H₂₁NO₄

MW 363.41

InChIKey NDRJOHZGHCUTCQ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 2

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 0

HB_Acceptor 0

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 0

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.78

logP 4.8285

PSA 40.16

MR 108.425

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -63.38009

PM7_Total_Energy_ev -4350.92783

PM7_Electronic_Energy_ev -35719.12846

PM7_Dipole_Debye 3.05957

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.926

PM7_LUMO_Energy_ev -0.729

PM7_COSMO_Area_square_ang 358.13

PM7_COSMO_Volue_cubic_ang 422.68

PM7_Electron_Affinity_ev 0.729

PM7_Ionization_Energy_ev 7.926

PM7_Energy_Gap_ev 7.197

PM7_Global_Hardness_ev 3.5985

PM7_Global_Softness_ev 0.2778935667639294

PM7_Chemical_Potential_ev -4.3275

PM7_Electronigativity_ev 4.3275

PM7_Back_Donation_Energy_ev -0.899625

PM7_Electrophilicity_ev 2.6020920175072946

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

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

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

InChI 1/C22H21NO4/c1-12-20-14(7-8-17(24-3)22(20)25-4)15-6-5-13-9-18-19(27-11-26-18)10-16(13)21(15)23(12)2/h5-10,12H,11H2,1-4H3

InChI_3D 1S/C22H21NO4/c1-12-20-14(7-8-17(24-3)22(20)25-4)15-6-5-13-9-18-19(27-11-26-18)10-16(13)21(15)23(12)2/h5-10,12H,11H2,1-4H3/t12-/m1/s1

AuxInfo 1/0/N:19,20,21,22,1,2,3,4,5,6,17,18,7,9,10,8,15,13,14,11,12,16,23,26,27,24,25/rA:48cCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1d5;d6s7;s3;s2s9;d9;s8d10;s5;s6d13;s4;s11d15;;s11;s18;;;;s12s18s20;s13s17;s14s17;s15s21;s16s22;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;.8264,-4.4489,0;3.25,-2.5981,0;-3,-5.1962,0;-.125,-6.7117,0;1.5,-2.5981,0;3.1691,1.6092,0;3.9781,.2079,0;-2,-5.1962,0;.375,-5.8457,0;-.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;1.4698,-3.6351,0;1.3188,-4.5357,0;.3339,-4.3621,0;.7395,-4.9413,0;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;-.558,-6.4617,0;.308,-6.9617,0;-.375,-7.1447,0;

Duplicates ChEBI178142_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178142_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178142_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178142_s0.sdf

Formula	C₂₂H₂₁NO₄
MW	363.41
InChIKey	NDRJOHZGHCUTCQ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	2
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	0
HB_Acceptor	0
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	0
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.78
logP	4.8285
PSA	40.16
MR	108.425
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-63.38009
PM7_Total_Energy_ev	-4350.92783
PM7_Electronic_Energy_ev	-35719.12846
PM7_Dipole_Debye	3.05957
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.926
PM7_LUMO_Energy_ev	-0.729
PM7_COSMO_Area_square_ang	358.13
PM7_COSMO_Volue_cubic_ang	422.68
PM7_Electron_Affinity_ev	0.729
PM7_Ionization_Energy_ev	7.926
PM7_Energy_Gap_ev	7.197
PM7_Global_Hardness_ev	3.5985
PM7_Global_Softness_ev	0.2778935667639294
PM7_Chemical_Potential_ev	-4.3275
PM7_Electronigativity_ev	4.3275
PM7_Back_Donation_Energy_ev	-0.899625
PM7_Electrophilicity_ev	2.6020920175072946
OPENEYE_Name	(12~{S},13~{R})-1,2-dimethoxy-12,13-dimethyl-13~{H}-[1,3]benzodioxolo[6,5-c]phenanthridine
SMILES	c1cc-2c(c3c1cc4c(c3)OCO4)N(C(c5c2ccc(c5OC)OC)C)C
Canonical_SMILES	COc1c(OC)ccc2c1[C@@H](C)N(C)c1c2ccc2c1cc1OCOc1c2
InChI	1/C22H21NO4/c1-12-20-14(7-8-17(24-3)22(20)25-4)15-6-5-13-9-18-19(27-11-26-18)10-16(13)21(15)23(12)2/h5-10,12H,11H2,1-4H3
InChI_3D	1S/C22H21NO4/c1-12-20-14(7-8-17(24-3)22(20)25-4)15-6-5-13-9-18-19(27-11-26-18)10-16(13)21(15)23(12)2/h5-10,12H,11H2,1-4H3/t12-/m1/s1
AuxInfo	1/0/N:19,20,21,22,1,2,3,4,5,6,17,18,7,9,10,8,15,13,14,11,12,16,23,26,27,24,25/rA:48cCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1d5;d6s7;s3;s2s9;d9;s8d10;s5;s6d13;s4;s11d15;;s11;s18;;;;s12s18s20;s13s17;s14s17;s15s21;s16s22;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;.8264,-4.4489,0;3.25,-2.5981,0;-3,-5.1962,0;-.125,-6.7117,0;1.5,-2.5981,0;3.1691,1.6092,0;3.9781,.2079,0;-2,-5.1962,0;.375,-5.8457,0;-.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;1.4698,-3.6351,0;1.3188,-4.5357,0;.3339,-4.3621,0;.7395,-4.9413,0;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;-.558,-6.4617,0;.308,-6.9617,0;-.375,-7.1447,0;
Duplicates	ChEBI178142_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178142_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178142_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178142_s0.sdf