CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08557 (8170)

Formula C₂₂H₂₃N₃O₃

MW 377.44

InChIKey XQKFKSJUBJPOLY-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.32

logP 4.08

PSA 86.35

MR 109.228

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -55.55116

PM7_Total_Energy_ev -4456.83617

PM7_Electronic_Energy_ev -37028.67838

PM7_Dipole_Debye 9.37047

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.535

PM7_LUMO_Energy_ev -0.748

PM7_COSMO_Area_square_ang 392.11

PM7_COSMO_Volue_cubic_ang 450.66

PM7_Electron_Affinity_ev 0.748

PM7_Ionization_Energy_ev 8.535

PM7_Energy_Gap_ev 7.787

PM7_Global_Hardness_ev 3.8935

PM7_Global_Softness_ev 0.2568383202773854

PM7_Chemical_Potential_ev -4.6415

PM7_Electronigativity_ev 4.6415

PM7_Back_Donation_Energy_ev -0.973375

PM7_Electrophilicity_ev 2.766601033774239

OPENEYE_Name 2-(2-methoxyethylamino)-4-(4-oxo-2,3-dihydro-1~{H}-carbazol-9-yl)benzamide

SMILES c1ccc2c(c1)c3c(n2c4ccc(c(c4)NCCOC)C(=O)N)CCCC3=O

Canonical_SMILES COCCNc1cc(ccc1C(=O)N)n1c2ccccc2c2c1CCCC2=O

InChI 1/C22H23N3O3/c1-28-12-11-24-17-13-14(9-10-15(17)22(23)27)25-18-6-3-2-5-16(18)21-19(25)7-4-8-20(21)26/h2-3,5-6,9-10,13,24H,4,7-8,11-12H2,1H3,(H2,23,27)/f/h23H2

InChI_3D 1S/C22H23N3O3/c1-28-12-11-24-17-13-14(9-10-15(17)22(23)27)25-18-6-3-2-5-16(18)21-19(25)7-4-8-20(21)26/h2-3,5-6,9-10,13,24H,4,7-8,11-12H2,1H3,(H2,23,27)

AuxInfo 1/1/N:20,1,2,19,3,5,17,18,6,4,21,22,7,12,10,8,13,11,14,15,9,16,24,25,23,26,27,28/F:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s8;s4;d5s8;s6d7;s7d10;d9;s9;s10;s14;s15;s17s18;;;s21;s11s12s14;s16;s13s21;d15;d16;s20s22;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s20;s21;s21;s22;s22;s24;s24;s25;/rC:.3065,-.9587,0;;1.2916,-1.175,0;1.5935,3.6221,0;.6786,.7423,0;1.5992,2.6221,0;3.3343,2.6271,0;1.9631,-.4291,0;2.9631,-.4326,0;2.4626,4.1272,0;1.6566,.5296,0;2.4652,2.122,0;3.3374,3.6322,0;3.2835,.528,0;3.631,-1.1862,0;2.4568,5.1271,0;4.2719,.7349,0;4.6229,-.9863,0;4.9434,-.0258,0;7.6718,2.1444,0;5.0695,3.6371,0;5.9369,3.1395,0;2.4666,1.122,0;1.5879,5.6221,0;4.202,4.1346,0;3.3132,-2.1344,0;3.3199,5.6321,0;6.8043,2.642,0;-.0302,-1.3284,0;-.4884,.107,0;1.4445,-1.651,0;1.1594,3.8702,0;.527,1.2188,0;1.1669,2.3709,0;3.7673,2.377,0;4.0871,1.1995,0;4.6979,.9966,0;5.1174,-1.0602,0;4.6355,-1.4861,0;5.2548,.3654,0;5.3829,-.2643,0;7.9205,2.5782,0;7.423,1.7107,0;8.1055,1.8957,0;5.3182,4.0708,0;4.8207,3.2034,0;6.1857,3.5733,0;5.6881,2.7058,0;1.1563,5.3696,0;1.585,6.1221,0;4.2006,4.6346,0;

Duplicates DB08557

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08557.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08557.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08557.sdf

Formula	C₂₂H₂₃N₃O₃
MW	377.44
InChIKey	XQKFKSJUBJPOLY-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.32
logP	4.08
PSA	86.35
MR	109.228
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-55.55116
PM7_Total_Energy_ev	-4456.83617
PM7_Electronic_Energy_ev	-37028.67838
PM7_Dipole_Debye	9.37047
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.535
PM7_LUMO_Energy_ev	-0.748
PM7_COSMO_Area_square_ang	392.11
PM7_COSMO_Volue_cubic_ang	450.66
PM7_Electron_Affinity_ev	0.748
PM7_Ionization_Energy_ev	8.535
PM7_Energy_Gap_ev	7.787
PM7_Global_Hardness_ev	3.8935
PM7_Global_Softness_ev	0.2568383202773854
PM7_Chemical_Potential_ev	-4.6415
PM7_Electronigativity_ev	4.6415
PM7_Back_Donation_Energy_ev	-0.973375
PM7_Electrophilicity_ev	2.766601033774239
OPENEYE_Name	2-(2-methoxyethylamino)-4-(4-oxo-2,3-dihydro-1~{H}-carbazol-9-yl)benzamide
SMILES	c1ccc2c(c1)c3c(n2c4ccc(c(c4)NCCOC)C(=O)N)CCCC3=O
Canonical_SMILES	COCCNc1cc(ccc1C(=O)N)n1c2ccccc2c2c1CCCC2=O
InChI	1/C22H23N3O3/c1-28-12-11-24-17-13-14(9-10-15(17)22(23)27)25-18-6-3-2-5-16(18)21-19(25)7-4-8-20(21)26/h2-3,5-6,9-10,13,24H,4,7-8,11-12H2,1H3,(H2,23,27)/f/h23H2
InChI_3D	1S/C22H23N3O3/c1-28-12-11-24-17-13-14(9-10-15(17)22(23)27)25-18-6-3-2-5-16(18)21-19(25)7-4-8-20(21)26/h2-3,5-6,9-10,13,24H,4,7-8,11-12H2,1H3,(H2,23,27)
AuxInfo	1/1/N:20,1,2,19,3,5,17,18,6,4,21,22,7,12,10,8,13,11,14,15,9,16,24,25,23,26,27,28/F:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s8;s4;d5s8;s6d7;s7d10;d9;s9;s10;s14;s15;s17s18;;;s21;s11s12s14;s16;s13s21;d15;d16;s20s22;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s20;s21;s21;s22;s22;s24;s24;s25;/rC:.3065,-.9587,0;;1.2916,-1.175,0;1.5935,3.6221,0;.6786,.7423,0;1.5992,2.6221,0;3.3343,2.6271,0;1.9631,-.4291,0;2.9631,-.4326,0;2.4626,4.1272,0;1.6566,.5296,0;2.4652,2.122,0;3.3374,3.6322,0;3.2835,.528,0;3.631,-1.1862,0;2.4568,5.1271,0;4.2719,.7349,0;4.6229,-.9863,0;4.9434,-.0258,0;7.6718,2.1444,0;5.0695,3.6371,0;5.9369,3.1395,0;2.4666,1.122,0;1.5879,5.6221,0;4.202,4.1346,0;3.3132,-2.1344,0;3.3199,5.6321,0;6.8043,2.642,0;-.0302,-1.3284,0;-.4884,.107,0;1.4445,-1.651,0;1.1594,3.8702,0;.527,1.2188,0;1.1669,2.3709,0;3.7673,2.377,0;4.0871,1.1995,0;4.6979,.9966,0;5.1174,-1.0602,0;4.6355,-1.4861,0;5.2548,.3654,0;5.3829,-.2643,0;7.9205,2.5782,0;7.423,1.7107,0;8.1055,1.8957,0;5.3182,4.0708,0;4.8207,3.2034,0;6.1857,3.5733,0;5.6881,2.7058,0;1.1563,5.3696,0;1.585,6.1221,0;4.2006,4.6346,0;
Duplicates	DB08557
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08557.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08557.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08557.sdf