CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16259 (12957)

Formula C₂₀H₂₂N₂O₃

MW 338.41

InChIKey OLUJSZLBWZWGJT-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.38

logP 2.8091

PSA 62.13

MR 101.702

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -34.11101

PM7_Total_Energy_ev -4009.97131

PM7_Electronic_Energy_ev -31205.64913

PM7_Dipole_Debye 5.10373

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.325

PM7_LUMO_Energy_ev -0.175

PM7_COSMO_Area_square_ang 367.55

PM7_COSMO_Volue_cubic_ang 421.6

PM7_Electron_Affinity_ev 0.175

PM7_Ionization_Energy_ev 9.325

PM7_Energy_Gap_ev 9.15

PM7_Global_Hardness_ev 4.575

PM7_Global_Softness_ev 0.2185792349726776

PM7_Chemical_Potential_ev -4.75

PM7_Electronigativity_ev 4.75

PM7_Back_Donation_Energy_ev -1.14375

PM7_Electrophilicity_ev 2.4658469945355193

OPENEYE_Name [(2~{S},4~{Z})-2-(hydroxymethyl)-4-methoxyimino-pyrrolidin-1-yl]-[4-(o-tolyl)phenyl]methanone

SMILES c1ccc(c(c1)c2ccc(cc2)C(=O)N3CC(=NOC)CC3CO)C

Canonical_SMILES OC[C@@H]1C/C(=N/OC)/CN1C(=O)c1ccc(cc1)c1ccccc1C

InChI 1/C20H22N2O3/c1-14-5-3-4-6-19(14)15-7-9-16(10-8-15)20(24)22-12-17(21-25-2)11-18(22)13-23/h3-10,18,23H,11-13H2,1-2H3

InChI_3D 1S/C20H22N2O3/c1-14-5-3-4-6-19(14)15-7-9-16(10-8-15)20(24)22-12-17(21-25-2)11-18(22)13-23/h3-10,18,23H,11-13H2,1-2H3/b21-17-/t18-/m0/s1

AuxInfo 1/0/N:18,19,2,1,8,3,4,5,6,7,15,16,20,12,9,11,13,17,10,14,21,22,24,23,25/E:(7,8)(9,10)/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;s4d5;d3s9;s6d7;d8s10;;s11;s13;s13;s15;s12;;s17;w13;s14s16s17;d14;s20;s19s21;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s24;/rC:-3.8434,6.7964,0;-4.7116,6.3002,0;-2.9766,6.2977,0;-1.2474,5.2977,0;-2.1126,3.7938,0;-.3761,4.7964,0;-1.2413,3.2925,0;-4.713,5.295,0;-2.1113,4.7938,0;-2.978,5.2925,0;-.3687,3.7913,0;-3.8463,4.786,0;;.4981,3.2926,0;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-3.8488,3.036,0;-.7722,-2.5306,0;2.1899,2.4664,0;-.5888,-.8082,0;.5008,1.5426,0;1.3634,3.7939,0;2.6908,3.3319,0;-.1833,-1.7223,0;-3.8427,7.2964,0;-5.1439,6.5514,0;-2.5436,6.5477,0;-1.2489,5.7977,0;-2.5456,3.5437,0;.0558,5.0483,0;-1.242,2.7925,0;-5.1471,5.0469,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;-4.3488,3.0367,0;-3.3488,3.0353,0;-3.8495,2.536,0;-.368,-2.825,0;-1.1763,-2.2361,0;-1.0666,-2.9347,0;2.6227,2.216,0;1.7572,2.7169,0;3.1908,3.3314,0;

Duplicates DB16259

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16259.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16259.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16259.sdf

Formula	C₂₀H₂₂N₂O₃
MW	338.41
InChIKey	OLUJSZLBWZWGJT-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.38
logP	2.8091
PSA	62.13
MR	101.702
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-34.11101
PM7_Total_Energy_ev	-4009.97131
PM7_Electronic_Energy_ev	-31205.64913
PM7_Dipole_Debye	5.10373
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.325
PM7_LUMO_Energy_ev	-0.175
PM7_COSMO_Area_square_ang	367.55
PM7_COSMO_Volue_cubic_ang	421.6
PM7_Electron_Affinity_ev	0.175
PM7_Ionization_Energy_ev	9.325
PM7_Energy_Gap_ev	9.15
PM7_Global_Hardness_ev	4.575
PM7_Global_Softness_ev	0.2185792349726776
PM7_Chemical_Potential_ev	-4.75
PM7_Electronigativity_ev	4.75
PM7_Back_Donation_Energy_ev	-1.14375
PM7_Electrophilicity_ev	2.4658469945355193
OPENEYE_Name	[(2~{S},4~{Z})-2-(hydroxymethyl)-4-methoxyimino-pyrrolidin-1-yl]-[4-(o-tolyl)phenyl]methanone
SMILES	c1ccc(c(c1)c2ccc(cc2)C(=O)N3CC(=NOC)CC3CO)C
Canonical_SMILES	OC[C@@H]1C/C(=N/OC)/CN1C(=O)c1ccc(cc1)c1ccccc1C
InChI	1/C20H22N2O3/c1-14-5-3-4-6-19(14)15-7-9-16(10-8-15)20(24)22-12-17(21-25-2)11-18(22)13-23/h3-10,18,23H,11-13H2,1-2H3
InChI_3D	1S/C20H22N2O3/c1-14-5-3-4-6-19(14)15-7-9-16(10-8-15)20(24)22-12-17(21-25-2)11-18(22)13-23/h3-10,18,23H,11-13H2,1-2H3/b21-17-/t18-/m0/s1
AuxInfo	1/0/N:18,19,2,1,8,3,4,5,6,7,15,16,20,12,9,11,13,17,10,14,21,22,24,23,25/E:(7,8)(9,10)/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;s4d5;d3s9;s6d7;d8s10;;s11;s13;s13;s15;s12;;s17;w13;s14s16s17;d14;s20;s19s21;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s24;/rC:-3.8434,6.7964,0;-4.7116,6.3002,0;-2.9766,6.2977,0;-1.2474,5.2977,0;-2.1126,3.7938,0;-.3761,4.7964,0;-1.2413,3.2925,0;-4.713,5.295,0;-2.1113,4.7938,0;-2.978,5.2925,0;-.3687,3.7913,0;-3.8463,4.786,0;;.4981,3.2926,0;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-3.8488,3.036,0;-.7722,-2.5306,0;2.1899,2.4664,0;-.5888,-.8082,0;.5008,1.5426,0;1.3634,3.7939,0;2.6908,3.3319,0;-.1833,-1.7223,0;-3.8427,7.2964,0;-5.1439,6.5514,0;-2.5436,6.5477,0;-1.2489,5.7977,0;-2.5456,3.5437,0;.0558,5.0483,0;-1.242,2.7925,0;-5.1471,5.0469,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;-4.3488,3.0367,0;-3.3488,3.0353,0;-3.8495,2.536,0;-.368,-2.825,0;-1.1763,-2.2361,0;-1.0666,-2.9347,0;2.6227,2.216,0;1.7572,2.7169,0;3.1908,3.3314,0;
Duplicates	DB16259
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16259.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16259.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16259.sdf