CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12200 (9944)

Formula C₂₃H₁₉N₃O₂

MW 369.42

InChIKey UCEQXRCJXIVODC-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 6

Number_Bonds 52

Rotat_Bonds 2

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.9

logP 3.9214

PSA 66.89

MR 111.592

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 9.49604

PM7_Total_Energy_ev -4230.31463

PM7_Electronic_Energy_ev -36069.99607

PM7_Dipole_Debye 2.20521

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.284

PM7_LUMO_Energy_ev -0.238

PM7_COSMO_Area_square_ang 357.45

PM7_COSMO_Volue_cubic_ang 430.53

PM7_Electron_Affinity_ev 0.238

PM7_Ionization_Energy_ev 8.284

PM7_Energy_Gap_ev 8.046

PM7_Global_Hardness_ev 4.023

PM7_Global_Softness_ev 0.24857071836937608

PM7_Chemical_Potential_ev -4.261

PM7_Electronigativity_ev 4.261

PM7_Back_Donation_Energy_ev -1.00575

PM7_Electrophilicity_ev 2.2565400198856573

OPENEYE_Name (3~{R},4~{R})-3-(1-azatricyclo[6.3.1.0^{4,12}]dodeca-2,4(12),5,7-tetraen-3-yl)-4-(1~{H}-indol-3-yl)pyrrolidine-2,5-dione

SMILES c1ccc2c(c1)c(c[nH]2)C3C(=O)NC(=O)C3c4cn5c6c4cccc6CCC5

Canonical_SMILES O=C1NC(=O)[C@H]([C@@H]1c1c[nH]c2c1cccc2)c1cn2c3c1cccc3CCC2

InChI 1/C23H19N3O2/c27-22-19(16-11-24-18-9-2-1-7-14(16)18)20(23(28)25-22)17-12-26-10-4-6-13-5-3-8-15(17)21(13)26/h1-3,5,7-9,11-12,19-20,24H,4,6,10H2,(H,25,27,28)/f/h25H

InChI_3D 1S/C23H19N3O2/c27-22-19(16-11-24-18-9-2-1-7-14(16)18)20(23(28)25-22)17-12-26-10-4-6-13-5-3-8-15(17)21(13)26/h1-3,5,7-9,11-12,19-20,24H,4,6,10H2,(H,25,27,28)/t19-,20-/m0/s1

AuxInfo 1/1/N:1,2,3,20,6,19,4,5,7,21,8,9,12,10,11,13,14,15,22,23,16,17,18,24,26,25,27,28/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s3;s2;;;d4;s5;d6;d8s10;d9s11;d7s10;d11s12;;;s12;s19;s20;s13s17;s14s18s22;s8s15;s9s16s21;s17s18;d17;d18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s23;s24;s26;/rC:-4.357,3.5672,0;-4.5215,2.5749,0;;-3.4192,3.9163,0;0,1.0089,0;.8707,-.4993,0;-3.7483,1.9318,0;-1.1976,2.5341,0;2.6262,2.5061,0;-2.6442,3.2844,0;.8707,1.5184,0;1.7371,0,0;-1.6483,3.4348,0;.8761,2.5245,0;-2.8089,2.2909,0;1.7393,1.0052,0;-.9205,5.286,0;.4324,4.3952,0;2.6039,-.5053,0;3.4805,-.0074,0;3.4848,1.0014,0;-1.1879,4.3225,0;-.3515,3.7717,0;-1.9149,1.8273,0;2.6132,1.498,0;.0787,5.3355,0;-1.5452,6.0668,0;1.3963,4.1289,0;-4.7428,3.8852,0;-4.9901,2.4005,0;-.4326,-.2506,0;-3.3377,4.4096,0;-.4337,1.2576,0;.8712,-.9993,0;-3.8301,1.4385,0;-.7043,2.4523,0;2.9839,2.8555,0;2.923,-.8903,0;2.2805,-.8867,0;3.9733,.0769,0;3.6486,-.4783,0;3.6547,1.4717,0;3.9771,.9141,0;-1.6533,4.5054,0;-.6689,3.3854,0;-1.8403,1.3329,0;.353,5.7535,0;

Duplicates DB12200

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12200.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12200.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12200.sdf

Formula	C₂₃H₁₉N₃O₂
MW	369.42
InChIKey	UCEQXRCJXIVODC-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	6
Number_Bonds	52
Rotat_Bonds	2
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.9
logP	3.9214
PSA	66.89
MR	111.592
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	9.49604
PM7_Total_Energy_ev	-4230.31463
PM7_Electronic_Energy_ev	-36069.99607
PM7_Dipole_Debye	2.20521
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.284
PM7_LUMO_Energy_ev	-0.238
PM7_COSMO_Area_square_ang	357.45
PM7_COSMO_Volue_cubic_ang	430.53
PM7_Electron_Affinity_ev	0.238
PM7_Ionization_Energy_ev	8.284
PM7_Energy_Gap_ev	8.046
PM7_Global_Hardness_ev	4.023
PM7_Global_Softness_ev	0.24857071836937608
PM7_Chemical_Potential_ev	-4.261
PM7_Electronigativity_ev	4.261
PM7_Back_Donation_Energy_ev	-1.00575
PM7_Electrophilicity_ev	2.2565400198856573
OPENEYE_Name	(3~{R},4~{R})-3-(1-azatricyclo[6.3.1.0^{4,12}]dodeca-2,4(12),5,7-tetraen-3-yl)-4-(1~{H}-indol-3-yl)pyrrolidine-2,5-dione
SMILES	c1ccc2c(c1)c(c[nH]2)C3C(=O)NC(=O)C3c4cn5c6c4cccc6CCC5
Canonical_SMILES	O=C1NC(=O)[C@H]([C@@H]1c1c[nH]c2c1cccc2)c1cn2c3c1cccc3CCC2
InChI	1/C23H19N3O2/c27-22-19(16-11-24-18-9-2-1-7-14(16)18)20(23(28)25-22)17-12-26-10-4-6-13-5-3-8-15(17)21(13)26/h1-3,5,7-9,11-12,19-20,24H,4,6,10H2,(H,25,27,28)/f/h25H
InChI_3D	1S/C23H19N3O2/c27-22-19(16-11-24-18-9-2-1-7-14(16)18)20(23(28)25-22)17-12-26-10-4-6-13-5-3-8-15(17)21(13)26/h1-3,5,7-9,11-12,19-20,24H,4,6,10H2,(H,25,27,28)/t19-,20-/m0/s1
AuxInfo	1/1/N:1,2,3,20,6,19,4,5,7,21,8,9,12,10,11,13,14,15,22,23,16,17,18,24,26,25,27,28/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s3;s2;;;d4;s5;d6;d8s10;d9s11;d7s10;d11s12;;;s12;s19;s20;s13s17;s14s18s22;s8s15;s9s16s21;s17s18;d17;d18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s23;s24;s26;/rC:-4.357,3.5672,0;-4.5215,2.5749,0;;-3.4192,3.9163,0;0,1.0089,0;.8707,-.4993,0;-3.7483,1.9318,0;-1.1976,2.5341,0;2.6262,2.5061,0;-2.6442,3.2844,0;.8707,1.5184,0;1.7371,0,0;-1.6483,3.4348,0;.8761,2.5245,0;-2.8089,2.2909,0;1.7393,1.0052,0;-.9205,5.286,0;.4324,4.3952,0;2.6039,-.5053,0;3.4805,-.0074,0;3.4848,1.0014,0;-1.1879,4.3225,0;-.3515,3.7717,0;-1.9149,1.8273,0;2.6132,1.498,0;.0787,5.3355,0;-1.5452,6.0668,0;1.3963,4.1289,0;-4.7428,3.8852,0;-4.9901,2.4005,0;-.4326,-.2506,0;-3.3377,4.4096,0;-.4337,1.2576,0;.8712,-.9993,0;-3.8301,1.4385,0;-.7043,2.4523,0;2.9839,2.8555,0;2.923,-.8903,0;2.2805,-.8867,0;3.9733,.0769,0;3.6486,-.4783,0;3.6547,1.4717,0;3.9771,.9141,0;-1.6533,4.5054,0;-.6689,3.3854,0;-1.8403,1.3329,0;.353,5.7535,0;
Duplicates	DB12200
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12200.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12200.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12200.sdf